smiles,name,drugname,description,drugbank_id,PubChem_CID
BrC1=C(NC2=NCCN2)C=CC2=NC=CN=C12,Brimonidine,Brimonidine,"Brimonidine is an alpha-2 adrenergic agonist used to treat glaucoma and ocular hypertension, as well as facial erythema in rosacea.",DB00484,2435.0
C#CCN[C@@H]1CCC2=CC=CC=C12,Rasagiline,Rasagiline,Rasagiline is an irreversible inhibitor of monoamine oxidase used for the symptomatic management of idiopathic Parkinson's disease as initial monotherapy and as adjunct therapy to levodopa.,DB01367,3052776.0
C(C1=NCCN1)C1=CC=CC2=CC=CC=C12,Naphazoline,Naphazoline (nasal),"Naphazoline is a sympathomimetic vasoconstrictor used for the symptomatic relief of redness and itching of the eye, and nasal congestion.",DB06711,4436.0
C(C1=NCCN1)C1=CC=CC=C1,Tolazoline,Tolazoline,Tolazoline is a vasodilator used to treat pulmonary artery anomalies.,DB00797,5504.0
C1C2CNCC1C1=C2C=C2N=CC=NC2=C1,Varenicline,Varenicline,Varenicline is a partial agonist at nicotinic acetylcholine receptors used as an aid in smoking cessation.,DB01273,5310966.0
C1CN2C[C@@H](N=C2S1)C1=CC=CC=C1,Levamisole,Levamisole,Levamisole is levamisole is a nicotinic receptor agonist used to treat helminth infections and some skin infections.,DB00848,26879.0
C1CN=C(N1)C1CCCC2=CC=CC=C12,Tetryzoline,Tetryzoline (nasal),"Tetryzoline is an alpha-adrenergic agonist used in the temporary symptomatic relief of discomfort and redness of the eyes due to minor irritations, as well as alleviate nasal congestion.",DB06764,5419.0
C1CNCCN1,Piperazine,Piperazine,Piperazine is a medication used to treat roundworm and pinworm.,DB00592,4837.0
C1N2CN3CN1CN(C2)C3,Methenamine,Methenamine,Methenamine is a urinary tract antiseptic and antibacterial drug used for the prophylaxis and treatment of frequently recurring urinary tract infections requiring a long-term therapy.,DB06799,4101.0
CC#CCN1C(=NC2=C1C(=O)N(CC1=NC3=C(C=CC=C3)C(C)=N1)C(=O)N2C)N1CCC[C@@H](N)C1,Linagliptin,Linagliptin,Linagliptin is a dipeptidyl peptidase-4 (DPP-4) inhibitor used to manage hyperglycemia in patients with type 2 diabetes mellitus.,DB08882,10096344.0
CC(=O)C1=C(C)C2=CN=C(NC3=NC=C(C=C3)N3CCNCC3)N=C2N(C2CCCC2)C1=O,Palbociclib,Palbociclib,Palbociclib is an endocrine-based chemotherapeutic agent used in combination with other antineoplastic agents to treat HER2-negative and HR-positive advanced or metastatic breast cancer.,DB09073,5330286.0
CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1,Acetohexamide,Acetohexamide,A sulfonylurea hypoglycemic agent that is metabolized in the liver to 1-hydrohexamide. Acetohexamide has been discontinued in the US market.,DB00414,1989.0
CC(=O)CC(C1=CC=C(C=C1)[N+]([O-])=O)C1=C(O)C2=CC=CC=C2OC1=O,Acenocoumarol,Acenocoumarol,"Acenocoumarol is an anticoagulant drug used in the prevention of thromboembolic diseases in infarction and transient ischemic attacks, as well as management of deep vein thrombosis and myocardial infarction.",DB01418,54676537.0
CC(=O)CC(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=CC=C2,Warfarin,Warfarin,"Warfarin is a vitamin K antagonist used to treat venous thromboembolism, pulmonary embolism, thromboembolism with atrial fibrillation, thromboembolism with cardiac valve replacement, and thromboembolic events post myocardial infarction.",DB00682,54678486.0
CC(=O)N(CC(O)CN(C(C)=O)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I,Iodixanol,Iodixanol,"Iodixanol is a contrast agent used during coronary angiography, particularly in patients with renal dysfunction.",DB01249,3724.0
CC(=O)N(CC(O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I,Iohexol,Iohexol,Iohexol is a contrast agent for intrathecal administration used in myelography and contrast enhancement for computerized tomography.,DB01362,3730.0
CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN,Deferoxamine,Deferoxamine,Deferoxamine is a chelating agent used to treat iron or aluminum toxicity and some blood transfusion dependent anemias.,DB00746,2973.0
CC(=O)N1CCN(CC1)C1=CC=C(OCC2COC(CN3C=CN=C3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1,Ketoconazole,Ketoconazole,Ketoconazole is a broad spectrum antifungal used to treat seborrheic dermatitis and fungal skin infections.,DB01026,3823.0
CC(=O)NC1=CC=C(O)C=C1,Acetaminophen,Acetaminophen,"Acetaminophen is an analgesic drug used alone or in combination with opioids for pain management, and as an antipyretic agent.",DB00316,1983.0
CC(=O)NC1=NN=C(S1)S(N)(=O)=O,Acetazolamide,Acetazolamide,"One of the carbonic anhydrase inhibitors that is sometimes effective against absence seizures. It is sometimes useful also as an adjunct in the treatment of tonic-clonic, myoclonic, and atonic seizures, particularly in women whose seizures occur or are exacerbated at specific times in the menstrual cycle. However, its usefulness is transient often because of rapid development of tolerance. Its antiepileptic effect may be due to its inhibitory effect on brain carbonic anhydrase, which leads to an increased transneuronal chloride gradient, increased chloride current, and increased inhibition. (From Smith and Reynard, Textbook of Pharmacology, 1991, p337)",DB00819,1986.0
CC(=O)NC[C@H]1CN(C(=O)O1)C1=CC(F)=C(C=C1)N1CCOCC1,Linezolid,Linezolid,Linezolid is an oxazolidinone antibiotic used to treat infections by susceptible strains of aerobic Gram-positive bacteria.,DB00601,441401.0
CC(=O)NS(=O)(=O)C1=CC=C(N)C=C1,Sulfacetamide,Sulfacetamide (ophthalmic),Sulfacetamide is a corticosteroid used to treat inflammatory ocular conditions and acne vulgaris.,DB00634,5320.0
CC(=O)OC1=CC2=C(CCN(C2)C(C(=O)C2CC2)C2=CC=CC=C2F)S1,Prasugrel,Prasugrel,"Prasugrel is a P2Y12 platelet inhibitor used to reduce risk of thrombotic cardiovascular events in unstable angina or non-ST-elevation myocardial infarction (NSTEMI), and in patients with STEMI when managed with either primary or delayed PCI.",DB06209,6918456.0
CC(=O)OC1=CC=C(C=C1)C(C1=CC=C(OC(C)=O)C=C1)C1=CC=CC=N1,Bisacodyl,Bisacodyl,Bisacodyl is a stimulant laxative used for the temporary relief of occasional constipation and cleansing of the colon as a preparation for colonoscopy in adults.,DB09020,2391.0
CC(=O)OC1=CC=CC=C1C(O)=O,Acetylsalicylic acid,Acetylsalicylic acid,"Aspirin is a salicylate used to treat pain, fever, inflammation, migraines, and reducing the risk of major adverse cardiovascular events.",DB00945,2244.0
CC(=O)OCC(CCN1C=NC2=CN=C(N)N=C12)COC(C)=O,Famciclovir,Famciclovir,"Famciclovir is a nucleoside analog DNA polymerase inhibitor used for the treatment of recurrent cold sores and genital herpes in healthy patients and patients with HIV, and to manage herpes zoster.",DB00426,3324.0
CC(=O)OCC[N+](C)(C)C,Acetylcholine,Acetylcholine,"Acetylcholine is a parasympathomimetic neurotransmitter used to induce miosis of the iris in seconds after delivery of the lens in cataract surgery, in penetrating keratoplasty, iridectomy and other anterior segment surgery where rapid miosis may be required.",DB03128,187.0
CC(C(O)=O)C1=CC(=CC=C1)C(=O)C1=CC=CC=C1,Ketoprofen,Ketoprofen,"Ketoprofen is an NSAID used to treat rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, dysmenorrhea, mild to moderate muscle pain, postoperative pain, and postpartum pain.",DB01009,3825.0
CC(C(O)=O)C1=CC(F)=C(C=C1)C1=CC=CC=C1,Flurbiprofen,Flurbiprofen,Flurbiprofen is an NSAID used to treat the signs and symptoms of osteoarthritis and rheumatoid arthritis.,DB00712,3394.0
CC(C(O)=O)C1=CC(OC2=CC=CC=C2)=CC=C1,Fenoprofen,Fenoprofen,Fenoprofen is an anti-inflammatory analgesic used to treat mild to moderate pain in addition to the signs and symptoms of rheumatoid arthritis and osteoarthritis.,DB00573,3342.0
CC(C(O)=O)C1=CC=C(C=C1)C(=O)C1=CC=CS1,Suprofen,Suprofen (ophthalmic),Suprofen is an NSAID used to prevent pupil constriction in ocular surgery.,DB00870,5359.0
CC(C)(C#N)C1=CC(=CC(CN2C=NC=N2)=C1)C(C)(C)C#N,Anastrozole,Anastrozole,"Anastrozole is a competitive, selective, non-steroidal aromatase inhibitor used as adjuvant therapy for the treatment of hormone receptor-positive breast cancer in postmenopausal women.",DB01217,2187.0
CC(C)(C(=O)C1=CN=CC=C1)C1=CC=CN=C1,Metyrapone,Metyrapone,Metyrapone is a steroid 11-beta-monooxygenase inhibitor used to test hypothalamic-pituitary ACTH function.,DB01011,4174.0
CC(C)(C(O)=O)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1,Fexofenadine,Fexofenadine,Fexofenadine is a selective H1-antagonist for the symptomatic treatment of seasonal allergic rhinitis and chronic idiopathic urticaria.,DB00950,3348.0
CC(C)(C)C(=O)OCOP(=O)(COCCN1C=NC2=C(N)N=CN=C12)OCOC(=O)C(C)(C)C,Adefovir dipivoxil,Adefovir dipivoxil,Adefovir dipivoxil is a nucleotide analog used to treat chronic hepatitis B.,DB00718,60871.0
CC(C)(C)C(O)\C=C\C1=CC2=C(OCO2)C=C1,Stiripentol,Stiripentol,Stiripentol is an anticonvulsant agent used with clobazam and valproate as an adjunct to treat refractory generalized tonic-clonic seizures in Dravet syndrome.,DB09118,5311454.0
CC(C)(C)C1=CC(=C(O)C=C1NC(=O)C1=CNC2=CC=CC=C2C1=O)C(C)(C)C,Ivacaftor,Ivacaftor,Ivacaftor is a cystic fibrosis transmembrane conductance regulator (CFTR) potentiator used alone or in combination products to treat cystic fibrosis in patients who have specific genetic mutations that are responsive to the medication.,DB08820,16220172.0
CC(C)(C)C1=CC=C(C=C1)C(O)CCCN1CCC(CC1)C(O)(C1=CC=CC=C1)C1=CC=CC=C1,Terfenadine,Terfenadine,Terfenadine is an antihistamine for the treatment of allergy symptoms.,DB00342,5405.0
CC(C)(C)C1=NC(=C(S1)C1=NC(N)=NC=C1)C1=C(F)C(NS(=O)(=O)C2=C(F)C=CC=C2F)=CC=C1,Dabrafenib,Dabrafenib,"Dabrafenib is a kinase inhibitor used to treat patients with specific types of melanoma, non-small cell lung cancer, and thyroid cancer.",DB08912,44462760.0
CC(C)(C)NC(=O)[C@@H]1CN(CC2=CN=CC=C2)CCN1C[C@@H](O)C[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H]1[C@H](O)CC2=CC=CC=C12,Indinavir,Indinavir,Indinavir is a protease inhibitor used to treat HIV infection.,DB00224,5362440.0
CC(C)(C)NCC(O)C1=CC(CO)=C(O)C=C1,Salbutamol,Salbutamol,"Salbutamol is a beta-2 adrenergic receptor agonist used to treat asthma, bronchitis, COPD, as well as prevent exercise induced bronchospasms.",DB01001,2083.0
CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1,Terbutaline,Terbutaline,Terbutaline is a beta-2 adrenergic agonist used as a bronchodilator and to prevent premature labor.,DB00871,5403.0
CC(C)(C)NCC(O)C1=NC(CO)=C(O)C=C1,Pirbuterol,Pirbuterol,Pirbuterol is a beta-2 adrenergic agonist and bronchodilator used for the symptomatic treatment of asthma.,DB01291,4845.0
CC(C)(C)NCC(O)COC1=CC=CC2=C1CCC(=O)N2,Carteolol,Carteolol,"Carteolol is a beta adrenergic antagonist used to treat arrhythmia, angina, hypertension, and glaucoma.",DB00521,2583.0
CC(C)(C)NCC(O)COC1=CC=CC2=C1C[C@H](O)[C@H](O)C2,Nadolol,Nadolol,"Nadolol is a non-selective beta-adrenergic antagonist used for the management of arrhythmias, angina pectoris, and hypertension.",DB01203,39147.0
CC(C)(C)NC[C@H](O)C1=CC(CO)=C(O)C=C1,Levosalbutamol,Levosalbutamol,Levosalbutamol is a beta-2 adrenergic receptor agonist used to treat COPD and asthma.,DB13139,123600.0
CC(C)(C)NC[C@H](O)COC1=CC=CC2=C1CCCC2=O,Levobunolol,Levobunolol,Levobunolol is a beta-adrenergic antagonist used for the reduction of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.,DB01210,39468.0
CC(C)(C)NC[C@H](O)COC1=CC=CC=C1C1CCCC1,Penbutolol,Penbutolol,"Penbutolol is a beta-adrenergic antagonist used for the management of mild to moderate arterial hypertension, alone or in combination with other antihypertensive agents.",DB01359,37464.0
CC(C)(N)C(=O)N[C@H](CC1=CNC2=CC=CC=C12)C(=O)N[C@H](CC1=CNC2=CC=CC=C12)NC=O,Macimorelin,Macimorelin,Macimorelin is a medication used to treat adult growth hormone deficiency.,DB13074,
CC(C)(N)CC1=CC=CC=C1,Phentermine,Phentermine,Phentermine is a sympathomimetic anorectic agent used as a short-term adjunct therapy that is included in a regimen of weight reduction in cases of exogenous obesity.,DB00191,4771.0
CC(C)(O)CNC1=NC(=NC(NC2=CC(=NC=C2)C(F)(F)F)=N1)C1=NC(=CC=C1)C(F)(F)F,Enasidenib,Enasidenib,Enasidenib is an isocitrate dehydrogenase-2 inhibitor used to treat relapsed or refractory acute myeloid leukemia with an isocitrate dehydrogenase-2 mutation.,DB13874,89683805.0
CC(C)(OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1)C(O)=O,Fenofibric acid,Fenofibric acid,"Fenofibric acid is a fibrate used to treat severe hypertriglyceridemia, primary hypercholesterolemia, or mixed dyslipidemia.",DB13873,64929.0
CC(C)(SC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C)SC1=CC(=C(O)C(=C1)C(C)(C)C)C(C)(C)C,Probucol,Probucol,"A drug used to lower LDL and HDL cholesterol yet has little effect on serum-triglyceride or VLDL cholesterol. (From Martindale, The Extra Pharmacopoeia, 30th ed, p993).",DB01599,4912.0
CC(C)C(=O)NC1=CC(=C(C=C1)[N+]([O-])=O)C(F)(F)F,Flutamide,Flutamide,An antiandrogen with about the same potency as cyproterone in rodent and canine species.,DB00499,3397.0
CC(C)C1=C(C(=O)NC2=CC=CC=C2)C(=C(N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C1=CC=C(F)C=C1)C1=CC=CC=C1,Atorvastatin,Atorvastatin,Atorvastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and reduce the risk of cardiovascular disease including myocardial infarction and stroke.,DB01076,60823.0
CC(C)C1=CC=CC(C(C)C)=C1O,Propofol,Propofol,Propofol is a medication used in general anesthesia and for sedation.,DB00818,4943.0
CC(C)C1=CC=CC(C(C)C)=C1OCOP(O)(O)=O,Fospropofol,Fospropofol,Fospropofol is a sedative--hypnotic agent indicated for monitored anesthesia care (MAC) sedation in adult patients undergoing diagnostic or therapeutic procedures.,DB06716,3038498.0
CC(C)C1=NC(=NC(C2=CC=C(F)C=C2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(C)(=O)=O,Rosuvastatin,Rosuvastatin,Rosuvastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and reduce the risk of cardiovascular disease including myocardial infarction and stroke.,DB01098,446157.0
CC(C)C1=NC(CN(C)C(=O)N[C@@H](CCN2CCOCC2)C(=O)N[C@H](CC[C@H](CC2=CC=CC=C2)NC(=O)OCC2=CN=CS2)CC2=CC=CC=C2)=CS1,Cobicistat,Cobicistat,Cobicistat is a CYP3A inhibitor used to increase the systemic exposure of atazanavir or darunavir in combination with other antiretroviral agents in the treatment of HIV-1 infection.,DB09065,25151504.0
CC(C)C1=NN=C(C)N1[C@H]1C[C@@H]2CC[C@H](C1)N2CC[C@H](NC(=O)C1CCC(F)(F)CC1)C1=CC=CC=C1,Maraviroc,Maraviroc,Maraviroc is a CCR5 co-receptor antagonist used with other antiretroviral medications to treat CCR5-tropic HIV-1 infection.,DB04835,3002977.0
CC(C)CC(N(C)C)C1(CCC1)C1=CC=C(Cl)C=C1,Sibutramine,Sibutramine,"Sibutramine is a norepinephrine, serotonin and dopamine reuptake inhibitor indicated to assist with weight loss in obesity.",DB01105,5210.0
CC(C)CC1(CC=C)C(=O)NC(=O)NC1=O,Butalbital,Butalbital,"Butalbital is a barbiturate drug used for symptomatic treatment of tension-type headache in various combinations with acetaminophen, aspirin, caffeine, and codeine.",DB00241,2481.0
CC(C)CC1=CC=C(C=C1)C(C)C(O)=O,Ibuprofen,Ibuprofen,"Ibuprofen is an NSAID and non-selective COX inhibitor used to treat mild-moderate pain, fever, and inflammation.",DB01050,3672.0
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(O1)C(C)=C(C)C(O)=C2C,Vitamin E,Vitamin E,Vitamin E is an antioxidant vitamin used in many skin creams and multivitamin preparations.,DB00163,14985.0
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\CC1=C(C)C(=O)C2=C(C=CC=C2)C1=O,Phylloquinone,Phylloquinone,Vitamin K1 is a fat soluble vitamin used to treat hemorrhagic conditions in infants and coumarin overdoses.,DB01022,5284607.0
CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C,Cholecalciferol,Cholecalciferol,"Vitamin D3 is a form of Vitamin D used in the treatment of specific medical conditions such as refractory rickets, hypoparathyroidism, and familial hypophosphatemia, as well as osteoporosis and chronic kidney disease.",DB00169,5280795.0
CC(C)CN(C[C@@H](O)[C@H](CC1=CC=CC=C1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)C1=CC=C(N)C=C1,Amprenavir,Amprenavir,Amprenavir is a protease inhibitor used to treat HIV infection.,DB00701,65016.0
CC(C)CN(C[C@@H](OP(O)(O)=O)[C@H](CC1=CC=CC=C1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)C1=CC=C(N)C=C1,Fosamprenavir,Fosamprenavir,Fosamprenavir is an antiretroviral agent used for the treatment and postexposure prophylaxis of human immunodeficiency virus (HIV-1) infection.,DB01319,131536.0
CC(C)CN1C=NC2=C1C1=C(C=CC=C1)N=C2N,Imiquimod,Imiquimod,"Imiquimod is a toll-like receptor 7 agonist used to treat non hyperkeratotic, non hypertrophic actinic keratosis, basal cell carcinoma, genital or perianal warts, and condyloma acuminata.",DB00724,57469.0
CC(C)COC1=C(C=C(C=C1)C1=NC(C)=C(S1)C(O)=O)C#N,Febuxostat,Febuxostat,Febuxostat is a xanthine oxidase inhibitor used for the management of chronic hyperuricemia in adults with gout who have an inadequate response or intolerance to allopurinol.,DB04854,134018.0
CC(C)COC1=CC=C(CNC(=O)N(CC2=CC=C(F)C=C2)C2CCN(C)CC2)C=C1,Pimavanserin,Pimavanserin,Pimavanserin is a second generation atypical antipsychotic used for the treatment of hallucinations and delusions caused by Parkinson's Disease.,DB05316,10071196.0
CC(C)COCC(CN(CC1=CC=CC=C1)C1=CC=CC=C1)N1CCCC1,Bepridil,Bepridil,"A long-acting, non selective, calcium channel blocker with significant anti-anginal activity. The drug produces significant coronary vasodilation and modest peripheral effects. It has antihypertensive and selective anti-arrhythmia activities and acts as a calmodulin antagonist. It is no longer marketed in the United States, as it has been implicated in causing ventricular arrhythmias (ie. Torsade de pointes).",DB01244,2351.0
CC(C)C[C@H](CN)CC(O)=O,Pregabalin,Pregabalin,"Pregabalin is an anticonvulsant drug used to treat neuropathic pain conditions and fibromyalgia, and for the treatment of partial onset seizures in combination with other anticonvulsants.",DB00230,5486971.0
CC(C)C[C@H](NC(=O)CNC(=O)C1=CC(Cl)=CC=C1Cl)B(O)O,Ixazomib,Ixazomib,Ixazomib is a monoclonal antibody used with other medications to treat multiple myeloma in patients who have received one other therapy already.,DB09570,25183872.0
CC(C)C[C@H](NC(=O)[C@@H](CC1=CC=C(NC(N)=O)C=C1)NC(=O)[C@H](CC1=CC=C(NC(=O)[C@@H]2CC(=O)NC(=O)N2)C=C1)NC(=O)[C@H](CO)NC(=O)[C@@H](CC1=CC=CN=C1)NC(=O)[C@@H](CC1=CC=C(Cl)C=C1)NC(=O)[C@@H](CC1=CC=C2C=CC=CC2=C1)NC(C)=O)C(=O)N[C@@H](CCCCNC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@H](C)C(N)=O,Degarelix,Degarelix,Degarelix is a GnRH receptor antagonist used in the management of advanced prostate cancer.,DB06699,16136245.0
CC(C)C[C@H](NC(=O)[C@@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O,Triptorelin,Triptorelin,Triptorelin is a GnRH agonist indicated for the palliative treatment of advanced prostate cancer.,DB06825,25074470.0
CC(C)C[C@H](NC(=O)[C@@H](COC(C)(C)C)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NNC(N)=O,Goserelin,Goserelin,Goserelin is a synthetic analog of luteinizing hormone-releasing hormone used to treat breast cancer and prostate cancer by reducing secretion of gonadotropins from the pituitary.,DB00014,5311128.0
CC(C)C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)C1=CN=CC=N1)B(O)O,Bortezomib,Bortezomib,Bortezomib is a proteasome inhibitor used to treat multiple myeloma in patients who have not been successfully treated with at least two previous therapies.,DB00188,387447.0
CC(C)C[C@H](NC(=O)[C@H](CCC1=CC=CC=C1)NC(=O)CN1CCOCC1)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)[C@@]1(C)CO1,Carfilzomib,Carfilzomib,Carfilzomib is a proteasome inhibitor used either alone or in conjunction with a chemotherapy regimen to treat patients with relapsed or refractory multiple myeloma.,DB08889,11556711.0
CC(C)N(CCC(C(N)=O)(C1=CC=CC=C1)C1=NC=CC=C1)C(C)C,Disopyramide,Disopyramide,Disopyramide is a class 1A antiarrhythmic agent used to treat life-threatening ventricular arrhythmias.,DB00280,3114.0
CC(C)N(CCCCOCC(=O)NS(C)(=O)=O)C1=NC(C2=CC=CC=C2)=C(N=C1)C1=CC=CC=C1,Selexipag,Selexipag,Selexipag is a non prostanoid IP prostacyclin receptor agonist used to treat pulmonary arterial hypertension.,DB11362,9913767.0
CC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(O)C=CC(C)=C1)C(C)C,Tolterodine,Tolterodine,"Tolterodine is a muscarinic receptor antagonist used to treat overactive bladder with urinary incontinence, urgency, and frequency.",DB01036,443879.0
CC(C)N(CC[C@H](C1=CC=CC=C1)C1=C(OC(=O)C(C)C)C=CC(CO)=C1)C(C)C,Fesoterodine,Fesoterodine,"Fesoterodine is an antimuscarinic agent used in the treatment of overactive bladder with symptoms of urge urinary incontinence, urgency, and frequency.",DB06702,6918558.0
CC(C)N1C(\C=C\[C@H](O)C[C@H](O)CC(O)=O)=C(C2=CC=C(F)C=C2)C2=CC=CC=C12,Fluvastatin,Fluvastatin,Fluvastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and reduce the risk of cardiovascular disease including myocardial infarction and stroke.,DB01095,1548972.0
CC(C)N=C1C=C2N(C3=CC=C(Cl)C=C3)C3=C(C=CC=C3)N=C2C=C1NC1=CC=C(Cl)C=C1,Clofazimine,Clofazimine,Clofazimine is a riminophenazine antimycobacterial used to treat leprosy.,DB00845,2794.0
CC(C)NC(=N)NC(=N)NC1=CC=C(Cl)C=C1,Proguanil,Proguanil,Proguanil is a medication indicated for prophylaxis and treatment of Plasmodium falciparum malaria.,DB01131,4923.0
CC(C)NC(=O)NS(=O)(=O)C1=C(NC2=CC=CC(C)=C2)C=CN=C1,Torasemide,Torasemide,"Torasemide is a diuretic used to treat hypertension and edema associated with heart failure, renal failure, or liver disease.",DB00214,41781.0
CC(C)NC1=C(N=CC=C1)N1CCN(CC1)C(=O)C1=CC2=C(N1)C=CC(NS(C)(=O)=O)=C2,Delavirdine,Delavirdine,Delavirdine is a non-nucleoside reverse transcriptase inhibitor used to treat HIV infection.,DB00705,5625.0
CC(C)NCC(O)C1=CC(O)=C(O)C=C1,Isoprenaline,Isoprenaline,Isoprenaline is a catecholamine non-selective beta-adrenergic agonist typically used to treat bradycardia and heart block.,DB01064,3779.0
CC(C)NCC(O)C1=CC(O)=CC(O)=C1,Orciprenaline,Orciprenaline,"Orciprenaline is a beta-2 adrenergic agonist used to treat bronchospasm, asthma, and COPD.",DB00816,4086.0
CC(C)NCC(O)C1=CC=C(NS(C)(=O)=O)C=C1,Sotalol,Sotalol,Sotalol is a methane sulfonanilide beta adrenergic antagonist used to treat life-threatening ventricular arrhythmias and to maintain sinus rhythm in atrial fibrillation or flutter.,DB00489,5253.0
CC(C)NCC(O)COC1=C(C)C(C)=C(OC(C)=O)C(C)=C1,Metipranolol,Metipranolol (ophthalmic),Metipranolol is a beta-adrenergic antagonist used for the reduction of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.,DB01214,31477.0
CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1,Atenolol,Atenolol,"Atenolol is a synthetic beta-1 selective blocker used in the management of hypertension and chronic angina, and to reduce mortality in known or suspected myocardial infarction in hemodynamically stable patients.",DB00335,2249.0
CC(C)NCC(O)COC1=CC=C(CCOCC2CC2)C=C1,Betaxolol,Betaxolol,Betaxolol is a cardioselective beta blocking agent commonly used to treat hypertension and elevated intraocular pressure (when administered ophthalmically).,DB00195,2369.0
CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1,Bisoprolol,Bisoprolol,Bisoprolol is a beta-1 adrenergic blocking agent used to prevent myocardial infarction and heart failure and to treat mild to moderate hypertension.,DB00612,2405.0
CC(C)NCC(O)COC1=CC=CC2=C1C=CC=C2,Propranolol,Propranolol,"Propranolol is a non-selective beta adrenergic antagonist used to treat hypertension, angina, atrial fibrillation, myocardial infarction, migraine, essential tremor, hypertrophic subaortic stenosis, and pheochromocytoma.",DB00571,4946.0
CC(C)NCC(O)COC1=CC=CC2=C1C=CN2,Pindolol,Pindolol,"Pindolol is a beta adrenoceptor antagonist used to treat hypertension, edema, ventricular tachycardias, and atrial fibrillation.",DB00960,4828.0
CC(C)NCC1CCC2=CC(CO)=C(C=C2N1)[N+]([O-])=O,Oxamniquine,Oxamniquine,"An anthelmintic with schistosomicidal activity against Schistosoma mansoni, but not against other Schistosoma spp. Oxamniquine causes worms to shift from the mesenteric veins to the liver where the male worms are retained; the female worms return to the mesentery, but can no longer release eggs. (From Martidale, The Extra Pharmacopoeia, 31st ed, p121)",DB01096,4612.0
CC(C)NC[C@H](O)COC1=CC=C(CCOCC2CC2)C=C1,Levobetaxolol,Levobetaxolol (ophthalmic),Levobetaxolol is a beta-blocker used to lower the pressure in the eye to treat conditions such as glaucoma. It was marketed as a 0.5% ophthalmic solution of levobetaxolol hydrochloride under the trade name Betaxon but has been discontinued.,DB09351,60657.0
CC(C)OC(=O)C(C)(C)OC1=CC=C(C=C1)C(=O)C1=CC=C(Cl)C=C1,Fenofibrate,Fenofibrate,"Fenofibrate is a peroxisome proliferator receptor alpha activator used to lower LDL-C, total-C, triglycerides, and Apo B, while increasing HDL-C in hypercholesterolemia, dyslipidemia, and hypertriglyceridemia.",DB01039,3339.0
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1,Latanoprost,Latanoprost,Latanoprost is an isopropyl ester prodrug used to treat increased intraocular pressure.,DB00654,5311221.0
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1,Tafluprost,Tafluprost (ophthalmic),Tafluprost is an ophthalmic prostaglandin analog used to lower intraocular pressure in patients with ocular hypertension or open-angle glaucoma.,DB08819,9868491.0
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)COC1=CC=CC(=C1)C(F)(F)F,Travoprost,Travoprost,Travoprost is a prostaglandin analog used in the treatment of elevated intraocular pressure due to open angle glaucoma or ocular hypertension.,DB00287,5282226.0
CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@](C)(F)[C@@H]1O)OC1=CC=CC=C1,Sofosbuvir,Sofosbuvir,Sofosbuvir is a direct-acting antiviral agent used to treat specific hepatitis C virus (HCV) infections in combination with other antiviral agents.,DB08934,45375808.0
CC(C)OC1=C(NC2=NC=C(Cl)C(N2)=NC2=CC=CC=C2S(=O)(=O)C(C)C)C=C(C)C(=C1)C1CCNCC1,Ceritinib,Ceritinib,Ceritinib is an antineoplastic kinase inhibitor used to treat anaplastic lymphoma kinase (ALK)-positive metastatic non-small cell lung cancer (NSCLC) in patients with inadequate clinical response or intolerance to crizotinib.,DB09063,57379345.0
CC(C)OP(F)(=O)OC(C)C,Isoflurophate,Isoflurophate (ophthalmic),"An irreversible cholinesterase inhibitor with actions similar to those of echothiophate. It is a powerful miotic used mainly in the treatment of glaucoma. Its vapor is highly toxic and it is recommended that only solutions in arachis oil be used therapeutically. (From Martindale, The Extra Pharmacopoeia, 29th ed, p1330)",DB00677,5936.0
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1/C[C@@H](O)CC[C@@H]1C,Dihydrotachysterol,Dihydrotachysterol,Dihydrotachysterol is a synthetic analog of vitamin D that does not require renal activation like vitamin D2 or Vitamin D3.,DB01070,5311071.0
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C,Ergocalciferol,Ergocalciferol,Ergocalciferol is a vitamin found in many supplement products.,DB00153,5280793.0
CC(C)[C@H](N)C(=O)OCC(CO)OCN1C=NC2=C1NC(N)=NC2=O,Valganciclovir,Valganciclovir,Valganciclovir is an antiviral medication used to treat cytomegalovirus (CMV) retinitis in patients diagnosed with acquired immunodeficiency syndrome (AIDS).,DB01610,64147.0
CC(C)[C@H](N)C(=O)OCCOCN1C=NC2=C1NC(N)=NC2=O,Valaciclovir,Valaciclovir,Valaciclovir is an guanine nucleoside antiviral used to treat herpes exacerbations.,DB00577,60773.0
CC(C)[C@H](N1CCCNC1=O)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)COC1=C(C)C=CC=C1C)CC1=CC=CC=C1,Lopinavir,Lopinavir,"Lopinavir is an antiretroviral protease inhibitor used in combination with other antiretrovirals in the treatment of HIV-1 infection.[L11163] Lopinavir is marketed and administered exclusively in combination with [ritonavir] - this combination, first marketed by Abbott under the brand name Kaletra in 2000, is necessary due to lopinavir's poor oral bioavailability and extensive biotransformation. Ritonavir is a potent inhibitor of the enzymes responsible for lopinavir metabolism, and its co-administration ""boosts"" lopinavir exposure and improves antiviral activity.[L11163] Like many other protease inhibitors (e.g. [saquinavir], [nelfinavir]), lopinavir is a peptidomimetic molecule - it contains a hydroxyethylene scaffold that mimics the peptide linkage typically targeted by the HIV-1 protease enzyme but which itself cannot be cleaved, thus preventing the activity of the HIV-1 protease.[A191757]",DB01601,92727.0
CC(C)[C@H](NC(=O)N(C)CC1=CSC(=N1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](CC1=CC=CC=C1)NC(=O)OCC1=CN=CS1)CC1=CC=CC=C1,Ritonavir,Ritonavir,Ritonavir is an HIV protease inhibitor used in combination with other antivirals in the treatment of HIV infection.,DB00503,392622.0
CC(C)[C@H]1CC[C@@H](CC1)C(=O)N[C@H](CC1=CC=CC=C1)C(O)=O,Nateglinide,Nateglinide,Nateglinide is a meglitinide used to treat non insulin dependent diabetes mellitus.,DB00731,5311309.0
CC(C)[N+](C)(CCOC(=O)C1C2=CC=CC=C2OC2=CC=CC=C12)C(C)C,Propantheline,Propantheline,"Propantheline is an antimuscarinic agent used to treat urinary incontinence, hyperhidrosis, as well as cramps and spasms of the stomach, intestines, and bladder.",DB00782,4934.0
CC(CCC1=CC=C(O)C=C1)NCCC1=CC(O)=C(O)C=C1,Dobutamine,Dobutamine,Dobutamine is a beta-1 agonist used to treat cardiac decompensation in patients with organic heart disease or from cardiac surgery.,DB00841,36811.0
CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1,Labetalol,Labetalol,"Labetalol is a racemic mixture of 2 diastereoisomers where dilevalol, the R,R' stereoisomer, makes up 25% of the mixture.[L7730] Labetalol is formulated as an injection or tablets to treat hypertension.[L7727,L7730]",DB00598,3869.0
CC(CN(C)C)CN1C2=CC=CC=C2CCC2=CC=CC=C12,Trimipramine,Trimipramine,Trimipramine is a tricyclic antidepressant used to treat depression.,DB00726,5584.0
CC(CN(C)C)CN1C2=CC=CC=C2SC2=CC=CC=C12,Alimemazine,Alimemazine,"Alimemazine is an antihistamine agent used to prevent and relieve allergic conditions which cause pruritus and other allergic skin conditions, including urticaria.",DB01246,5574.0
CC(CN1C2=CC=CC=C2SC2=CC=CC=C12)N(C)C,Promethazine,Promethazine,"Promethazine is a first-generation antihistamine used for the treatment of allergic conditions, nausea and vomiting, and motion sickness.",DB01069,4927.0
CC(COC1=CC=CC=C1)N(CCCl)CC1=CC=CC=C1,Phenoxybenzamine,Phenoxybenzamine,Phenoxybenzamine is an alpha adrenergic agonist used to treat pheochromocytoma and episodes of hypertension and sweating.,DB00925,4768.0
CC(C[N+](C)(C)C)OC(C)=O,Methacholine,Methacholine,Methacholine is a parasympathomimetic bronchoconstrictor used to diagnose bronchial hyperreactivity in subjects who do not have clinically apparent asthma.,DB06709,1993.0
CC(C[N+](C)(C)C)OC(N)=O,Bethanechol,Bethanechol,Bethanechol is a muscarinic agonist used to treat postoperative and postpartum nonobstructive functional urinary retention and neurogenic atony of the bladder with retention.,DB01019,2370.0
CC(N(O)C(N)=O)C1=CC2=CC=CC=C2S1,Zileuton,Zileuton,Zileuton is a leukotriene synthesis inhibitor used in the prophylaxis and treatment of chronic asthma.,DB00744,60490.0
CC(N)CC1=CC=C(O)C=C1,Hydroxyamphetamine,Hydroxyamphetamine (ophthalmic),Hydroxyamphetamine is an indirectly acting sympathomimetic agent producing mydriasis for diagnostic purposes.,DB09352,3651.0
CC(N)CC1=CC=CC=C1,Amphetamine,Amphetamine,Amphetamine is a CNS stimulant and sympathomimetic agent indicated for the treatment of Attention Deficit Hyperactivity Disorder (ADHD).,DB00182,3007.0
CC(N)COC1=C(C)C=CC=C1C,Mexiletine,Mexiletine,Mexiletine is a class 1B antiarrhythmic agent used in the treatment of documented ventricular arrhythmias that warrant treatment.,DB00379,4178.0
CC(NC(C)(C)C)C(=O)C1=CC(Cl)=CC=C1,Bupropion,Bupropion,"Bupropion is a norepinephrine and dopamine reuptake inhibitor used in the treatment of major depressive disorder (MDD), seasonal affective disorder (SAD), and as an aid to smoking cessation.",DB01156,444.0
CC(O)(CS(=O)(=O)C1=CC=C(F)C=C1)C(=O)NC1=CC(=C(C=C1)C#N)C(F)(F)F,Bicalutamide,Bicalutamide,Bicalutamide is an androgen receptor inhibitor used to treat Stage D2 metastatic carcinoma of the prostate.,DB01128,2375.0
CC(O)(P(O)(O)=O)P(O)(O)=O,Etidronic acid,Etidronic acid,Etidronic acid is a bisphosphonate drug that prevents osteoclastic bone resorption; used for the prevention and treatment of osteoporosis.,DB01077,3305.0
CC(O)=O.CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC1=CN(CC2=CC=CC=C2)C=N1)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=C1C=CC=C2)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1,Histrelin,Histrelin,Histrelin is a GnRH agonist found in subcutaneous implants used for the treatment of pediatric patients with central precocious puberty and the palliative treatment of advanced prostate cancer.,DB06788,56927879.0
CC(OC1=C(Cl)C=CC=C1Cl)C1=NCCN1,Lofexidine,Lofexidine,Lofexidine is a centrally acting alpha2-adrenergic agonist used for the symptomatic treatment of acute opioid withdrawal syndrome to facilitate abrupt opioid discontinuation in adults.,DB04948,30668.0
CC1(C)CCC(CN2CCN(CC2)C2=CC=C(C(=O)NS(=O)(=O)C3=CC=C(NCC4CCOCC4)C(=C3)[N+]([O-])=O)C(OC3=CN=C4NC=CC4=C3)=C2)=C(C1)C1=CC=C(Cl)C=C1,Venetoclax,Venetoclax,"Venetoclax is a BCL-2 inhibitor used to treat chronic lymphocytic leukemia, small lymphocytic lymphoma, or acute myeloid leukemia.",DB11581,49846579.0
CC1(C)NC(=O)N(C1=O)C1=CC(=C(C=C1)[N+]([O-])=O)C(F)(F)F,Nilutamide,Nilutamide,Nilutamide is an antineoplastic hormone used to treat prostate cancer.,DB00665,4493.0
CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)CC[C@]5(C)[C@H]4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO,Flurandrenolide,Flurandrenolide (topical),Flurandrenolide is a corticosteroid used to treat corticosteroid-responsive dermatoses.,DB00846,15209.0
CC12CC3CC(C)(C1)CC(N)(C3)C2,Memantine,Memantine,Memantine is an NMDA receptor antagonist used to treat moderate to severe dementia in Alzheimer's.,DB01043,4054.0
CC1=C(C(=NO1)C1=CC=CC=C1)C1=CC=C(C=C1)S(N)(=O)=O,Valdecoxib,Valdecoxib,Valdecoxib is a COX-2 inhibitor used to treat osteoarthritis and dysmenorrhoea.,DB00580,119607.0
CC1=C(C)C(NC2=CC=CC=C2C(O)=O)=CC=C1,Mefenamic acid,Mefenamic acid,"Mefenamic acid is an NSAID used to treat mild to moderate pain for no more than a week, and primary dysmenorrhea.",DB00784,4044.0
CC1=C(C2=NOC(=N2)C2=CC(=C(O)C(O)=C2)[N+]([O-])=O)C(Cl)=[N+]([O-])C(C)=C1Cl,Opicapone,Opicapone,Opicapone is a catechol-O-methyltransferase inhibitor used as an adjunct treatment for Parkinson's Disease in adults currently receiving levodopa and a dopa decarboxylase inhibitor.,DB11632,
CC1=C(C=C(C#N)C(=O)N1)C1=CC=NC=C1,Milrinone,Milrinone,"Milrinone is a PDE-III inhibitor with inotropic, lusitropic, and vasodilatory properties used for the short-term treatment of acute decompensated heart failure.",DB00235,4197.0
CC1=C(C=NO1)C(=O)NC1=CC=C(C=C1)C(F)(F)F,Leflunomide,Leflunomide,Leflunomide is a pyrimidine synthesis inhibitor indicated to treat rheumatoid arthritis.,DB01097,3899.0
CC1=C(CC(O)=O)C2=CC(F)=CC=C2\C1=C/C1=CC=C(C=C1)S(C)=O,Sulindac,Sulindac,"Sulindac is an NSAID used to treat osteoarthritis, rheumatoid arthritis, ankylosing spondylitis, acute subacromial bursitis or supraspinatus tendinitis, and acute gouty arthritis.",DB00605,1548887.0
CC1=C(CCN2CCC(CC2)C2=NOC3=C2C=CC(F)=C3)C(=O)N2CCCC(O)C2=N1,Paliperidone,Paliperidone,Paliperidone is an atypical antipsychotic used in the treatment of schizophrenia and other schizoaffective or delusional disorders.,DB01267,115237.0
CC1=C(CCN2CCC(CC2)C2=NOC3=C2C=CC(F)=C3)C(=O)N2CCCCC2=N1,Risperidone,Risperidone,"Risperidone is a second-generation antipsychotic medication used to treat a number of mental health disorders including schizophrenia, bipolar mania, psychosis, or as an adjunct in severe depression.",DB00734,5073.0
CC1=C(CCNCC2=CC=C(\C=C\C(=O)NO)C=C2)C2=CC=CC=C2N1,Panobinostat,Panobinostat,Panobinostat is a non-selective histone deacetylase inhibitor used to treat multiple myeloma in combination with other antineoplastic agents.,DB06603,6918837.0
CC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1,Meclofenamic acid,Meclofenamic acid,"Meclofenamic acid is an NSAID used to treat mild to moderate pain, primary dysmenorrhea, heavy menstrual blood loss, rheumatoid arthritis, and osteoarthritis.",DB00939,4037.0
CC1=C(N(CC2=CC=C(OCCN3CCCCCC3)C=C2)C2=C1C=C(O)C=C2)C1=CC=C(O)C=C1,Bazedoxifene,Bazedoxifene,Bazedoxifene is a selective estrogen receptor modulator (SERM) used to treat moderate to severe vasomotor symptoms in menopause and osteoporosis alone or in combination with conjugated estrogens.,DB06401,154257.0
CC1=C(O)C(CO)=C(CO)C=N1,Pyridoxine,Pyridoxine,Pyridoxine is a vitamin used to correct vitamin B6 deficiency and to treat nausea during pregnancy.,DB00165,1054.0
CC1=C(OC2=C(C=CC=C2C(=O)OCCN2CCCCC2)C1=O)C1=CC=CC=C1,Flavoxate,Flavoxate,"Flavoxate is a muscarinic antagonist and spasmolytic used for the symptomatic relief of conditions associated with lack of muscle control in the bladder, such as dysuria, urgency, and nocturia.",DB01148,3354.0
CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1,Lansoprazole,Lansoprazole,"Lansoprazole is a proton pump inhibitor used to help gastrointestinal ulcers heal, to treat symptoms of gastroesophageal reflux disease (GERD), to eradicate Helicobacter pylori, and to treat hypersecretory conditions such as Zollinger-Ellison Syndrome.",DB00448,3883.0
CC1=C(OCC(F)(F)F)C=CN=C1C[S@@](=O)C1=NC2=CC=CC=C2N1,Dexlansoprazole,Dexlansoprazole,"Dexlansoprazole is a proton pump inhibitor used to help gastrointestinal ulcers heal, to treat symptoms of gastroesophageal reflux disease (GERD), to eradicate Helicobacter pylori, and to treat hypersecretory conditions such as Zollinger-Ellison Syndrome.",DB05351,9578005.0
CC1=C(SC=C1)C(=CCCN1CCC[C@H](C1)C(O)=O)C1=C(C)C=CS1,Tiagabine,Tiagabine,Tiagabine is an antiepileptic used to treat partial seizures.,DB00906,60648.0
CC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1,Nevirapine,Nevirapine,Nevirapine is a non-nucleoside reverse transcriptase inhibitor used as part of a management regimen for HIV-1 virus infection.,DB00238,4463.0
CC1=CC(=C(O)C(C)=C1CC1=NCCN1)C(C)(C)C,Oxymetazoline,Oxymetazoline (nasal),"Oxymetazoline is an alpha-1A adrenoceptor agonist used to treat nasal congestion, allergic reactions of the eye, and facial erythema associated with rosacea.",DB00935,4636.0
CC1=CC(=CC(C)=C1CC1=NCCN1)C(C)(C)C,Xylometazoline,Xylometazoline (nasal),Xylometazoline is a direct-acting alpha-adrenergic agonist used for the symptomatic treatment of nasal congestion and minor inflammation due to allergies or colds.,DB06694,5709.0
CC1=CC(=CC(C)=C1OC1=C(Br)C(N)=NC(NC2=CC=C(C=C2)C#N)=N1)C#N,Etravirine,Etravirine,Etravirine is an antiretroviral agent more specifically classified as a Non-Nucleoside Reverse Transcriptase Inhibitor(NNRTI). Etraverine is used clinically for the treatment of human immunodeficiency virus type 1 (HIV-1) infection.,DB06414,193962.0
CC1=CC(=NO1)C(=O)NNCC1=CC=CC=C1,Isocarboxazid,Isocarboxazid,Isocarboxazid is a monoamine oxidase inhibitor used to treat enduring and debilitating symptoms of depression following inadequate clinical response to other antidepressant drugs.,DB01247,3759.0
CC1=CC(=O)N(O)C(=C1)C1CCCCC1,Ciclopirox,Ciclopirox,Ciclopirox is a broad-spectrum topical antifungal agent used to treat mild to moderate onychomycosis of fingernails and toenails in immunocompetent patients.,DB01188,2749.0
CC1=CC(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)=CC=C1,Meclizine,Meclizine,"Meclizine is a histamine H1 antagonist used to treat nausea, vomiting, and dizziness associated with motion sickness.",DB00737,4034.0
CC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NO1,Sulfamethoxazole,Sulfamethoxazole,"Sulfamethoxazole is an oral sulfonamide antibiotic, given in combination with trimethoprim, used to treat a variety of infections of the urinary tract, respiratory system, and gastrointestinal tract.",DB01015,5329.0
CC1=CC(OCC2CNC(=O)O2)=CC(C)=C1,Metaxalone,Metaxalone,Metaxalone is a muscle relaxant used to treat muscle pain or spasm.,DB00660,15459.0
CC1=CC(OCCCC(C)(C)C(O)=O)=C(C)C=C1,Gemfibrozil,Gemfibrozil,Gemfibrozil is a lipid regulator that is used in the reduction of serum triglyceride levels in high-risk patients with hyperlipidemia.,DB01241,3463.0
CC1=CC(\C=C\C#N)=CC(C)=C1NC1=CC=NC(NC2=CC=C(C=C2)C#N)=N1,Rilpivirine,Rilpivirine,Rilpivirine is a non-nucleoside reverse transcriptase inhibitor (NNRTI) used in combination with other antiretrovirals to specifically treat human immunodeficiency virus type 1 (HIV-1).,DB08864,6451164.0
CC1=CC2=C(C=C1C(=C)C1=CC=C(C=C1)C(O)=O)C(C)(C)CCC2(C)C,Bexarotene,Bexarotene,Bexarotene is a retinoid drug used for cutaneous manifestations of T-cell lymphoma in patients who have not responded well to previous systemic therapy.,DB00307,82146.0
CC1=CC=C(C=C1)C(=C/CN1CCCC1)\C1=CC=CC=N1,Triprolidine,Triprolidine,"Triprolidine is a sedating antihistamine combined with pseudoephedrine and guaifenesin in various types of cold and allergy medications to relieve allergy symptoms, hay fever and common cold symptoms, and to aid in sleep.",DB00427,5282443.0
CC1=CC=C(C=C1)C(=O)C1=CC(=C(O)C(O)=C1)[N+]([O-])=O,Tolcapone,Tolcapone,Tolcapone is a catechol-O-methyltransferase (COMT) inhibitor used as adjunct therapy in the symptomatic management of idiopathic Parkinson's disease.,DB00323,4659569.0
CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F,Celecoxib,Celecoxib,"Celecoxib is an NSAID used to treat osteoarthritis, rheumatoid arthritis, acute pain, menstrual symptoms, and to reduce polyps is familial adenomatous polyposis.",DB00482,2662.0
CC1=CC=C(C=C1)N(CC1=NCCN1)C1=CC(O)=CC=C1,Phentolamine,Phentolamine,Phentolamine is an alpha adrenergic antagonist used to reverse soft tissue anesthesia.,DB00692,5775.0
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN1CCCCCC1,Tolazamide,Tolazamide,Tolazamide is a sulfonylurea used in the treatment of non insulin dependent diabetes mellitus.,DB00839,5503.0
CC1=CC=C(NC(=O)C2(CC2)C2=CC=C3OC(F)(F)OC3=C2)N=C1C1=CC(=CC=C1)C(O)=O,Lumacaftor,Lumacaftor,Lumacaftor is a protein chaperone used in combination with ivacaftor for the treatment of cystic fibrosis in patients who are homozygous for the F508del mutation in the CFTR gene.,DB09280,16678941.0
CC1=CC=C(SC2=CC=CC=C2N2CCNCC2)C(C)=C1,Vortioxetine,Vortioxetine,Vortioxetine is an atypical antipsychotic and antidepressant indicated for the treatment of major depressive disorder (MDD).,DB09068,71768094.0
CC1=CC=CC=C1C(=O)NC1=CC(C)=C(C=C1)C(=O)N1CCC[C@@H](O)C2=C1C=CC(Cl)=C2,Tolvaptan,Tolvaptan,Tolvaptan is a selective vasopressin V2-receptor antagonist to slow kidney function decline in patients at risk for rapidly progressing autosomal dominant polycystic kidney disease (ADPKD). Also used to treat hypervolemic and euvolemic hyponatremia.,DB06212,443894.0
CC1=CN(C(=O)C=C1)C1=CC=CC=C1,Pirfenidone,Pirfenidone,Pirfenidone is an agent used for the treatment of idiopathic pulmonary fibrosis (IPF).,DB04951,40632.0
CC1=CN(C=N1)C1=CC(NC(=O)C2=CC=C(C)C(NC3=NC=CC(=N3)C3=CN=CC=C3)=C2)=CC(=C1)C(F)(F)F,Nilotinib,Nilotinib,Nilotinib is a kinase inhibitor used for the chronic phase treatment of Chronic Myeloid Leukemia (CML) that is Philadelphia chromosome positive and for the treatment of CML that is resistant to therapy containing imatinib.,DB04868,644241.0
CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O,Stavudine,Stavudine,Stavudine is a dideoxynucleoside used in the treatment of HIV infection.,DB00649,18283.0
CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)C(=O)NC1=O,Zidovudine,Zidovudine,Zidovudine is a dideoxynucleoside used in the treatment of HIV infection.,DB00495,35370.0
CC1=CNN=C1,Fomepizole,Fomepizole,Fomepizole is an inhibitor of alcohol dehydrogenase used as an antidote in confirmed or suspected methanol or ethylene glycol poisoning.,DB01213,3406.0
CC1=NC(NC2=NC=C(S2)C(=O)NC2=C(C)C=CC=C2Cl)=CC(=N1)N1CCN(CCO)CC1,Dasatinib,Dasatinib,Dasatinib is a tyrosine kinase inhibitor used for the treatment of lymphoblastic or chronic myeloid leukemia with resistance or intolerance to prior therapy.,DB01254,3062316.0
CC1=NC2=C(CCN(C(=O)C3=CC=C(NC(=O)C4=CC=CC=C4C4=CC=CC=C4)C=C3)C3=CC=CC=C23)N1,Conivaptan,Conivaptan,Conivaptan is an antidiuretic hormone inhibitor used to raise serum sodium levels.,DB00872,151171.0
CC1=NC=C(N1CCO)[N+]([O-])=O,Metronidazole,Metronidazole,"Metronidazole is a nitroimidazole used to treat trichomoniasis, amebiasis, inflammatory lesions of rosacea, and bacterial infections, as well as prevent postoperative infections.",DB00916,4173.0
CC1=NC=C(N=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1,Glipizide,Glipizide,Glipizide is a sulfonylurea medication used in Type 2 Diabetes to sensitize pancreatic beta cells and stimulate insulin release.,DB01067,3478.0
CC1=NC=C2CN=C(C3=CC=CC=C3F)C3=C(C=CC(Cl)=C3)N12,Midazolam,Midazolam,"Midazolam is a short-acting injectable benzodiazepine with rapid onset that is commonly used in seizures, anesthesia and anxiety disorders.",DB00683,4192.0
CC1=NN(C(=O)\C1=N/NC1=CC=CC(C2=CC=CC(=C2)C(O)=O)=C1O)C1=CC=C(C)C(C)=C1,Eltrombopag,Eltrombopag,Eltrombopag is a thrombopoietin receptor agonist used to treat thrombocytopenia or aplastic anemia associated with various etiologies.,DB06210,9846180.0
CC1=NN=C(NS(=O)(=O)C2=CC=C(N)C=C2)S1,Sulfamethizole,Sulfamethizole,Sulfamethizole is a sulfonamide antibiotic used to treat a wide variety of susceptible bacterial infections.,DB00576,5328.0
CC1=NN=C2CN=C(C3=CC=CC=C3)C3=C(C=CC(Cl)=C3)N12,Alprazolam,Alprazolam,Alprazolam is a long-acting benzodiazepine with intermediate onset commonly used to treat panic disorders and generalized anxiety in addition to anxiety associated with depression.,DB00404,2118.0
CC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12,Triazolam,Triazolam,Triazolam is a benzodiazepine used for short term treatment of insomnia.,DB00897,5556.0
CC1=NOC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1C,Sulfisoxazole,Sulfisoxazole,A short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms.,DB00263,5344.0
CC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2,Diazoxide,Diazoxide,Diazoxide is a non diuretic benzothiadiazine indicated for the management of hypoglycemia in patients who produce an excess of insulin caused by a variety of conditions.,DB01119,3019.0
CC1CC(CC(C)(C)C1)OC(=O)C(O)C1=CC=CC=C1,Cyclandelate,Cyclandelate,"Cyclandelate is a vasodilator used for the treatment of various blood vessel diseases, such as claudication and arteriosclerosis.",DB04838,2893.0
CC1CC2=CC=CC=C2N1NC(=O)C1=CC(=C(Cl)C=C1)S(N)(=O)=O,Indapamide,Indapamide,Indapamide is a thiazide diuretic used to treat hypertension as well as edema due to congestive heart failure.,DB00808,3702.0
CC1CN(CCN1)C1=C(F)C(C)=C2C(=O)C(=CN(C3CC3)C2=C1)C(O)=O,Grepafloxacin,Grepafloxacin,Grepafloxacin is a fluoroquinolone antibiotic used to treat various gram positive and gram negative bacterial infections.,DB00365,72474.0
CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1,Ofloxacin,Ofloxacin,"Ofloxacin is an antibacterial agent used for the treatment of bacterial infections in many parts of the body, including the respiratory tract, kidney, skin, soft tissue, and urinary tract.",DB01165,4583.0
CC1NC2=CC(Cl)=C(C=C2C(=O)N1C1=CC=CC=C1C)S(N)(=O)=O,Metolazone,Metolazone,Metolazone is a thiazide-like diuretic used to treat hypertension.,DB00524,4170.0
CC1OC(C)OC(C)O1,Paraldehyde,Paraldehyde,"Paraldehyde is a central nervous system depressant previously used to control convulsions due to various clinical causes, including tetanus, status epilepticus, and convulsive drugs.",DB09117,31264.0
CC1O[C@@]2(CS1)CN1CCC2CC1,Cevimeline,Cevimeline,Cevimeline is a muscarinic agonist with parasympathomimetic activities that is used for the symptomatic treatment of dry mouth in patients with Sj?gren's Syndrome.,DB00185,25137844.0
CCC#CC(C)C1(CC=C)C(=O)NC(=O)N(C)C1=O,Methohexital,Methohexital,Methohexital is an anesthetic used to induce deep sedation.,DB00474,9034.0
CCC(=C)C(=O)C1=C(Cl)C(Cl)=C(OCC(O)=O)C=C1,Etacrynic acid,Etacrynic acid,"Etacrynic acid is a diuretic used to treat ascites and edema in congestive heart failure, liver cirrhosis, and renal disease.",DB00903,3278.0
CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1,Methadone,Methadone,Methadone is an opioid analgesic indicated for management of severe pain that is not responsive to alternative treatments. Also used to aid in detoxification and maintenance treatment of opioid addiction.,DB00333,4095.0
CCC(=O)C1=CC2=C(SC3=CC=CC=C3N2CC(C)N(C)C)C=C1,Propiomazine,Propiomazine,"Propiomazine, an atypical antipsychotic agent, is used to treat both negative and positive symptoms of schizophrenia, acute mania with bipolar disorder, agitation, and psychotic symptoms in dementia. Future uses may include the treatment of obsessive-compulsive disorder and severe behavioral disorders in autism. Structurally and pharmacologically similar to clozapine, propiomazine binds to alpha(1), dopamine, histamine H1, muscarinic, and serotonin type 2 (5-HT2) receptors.",DB00777,4940.0
CCC(=O)N(C1=CC=CC=C1)C1(CCN(CCC(=O)OC)CC1)C(=O)OC,Remifentanil,Remifentanil,Remifentanil is an opioid analgesic used in anesthesia.,DB00899,60815.0
CCC(=O)N(C1=CC=CC=C1)C1(COC)CCN(CCC2=CC=CS2)CC1,Sufentanil,Sufentanil,"Sufentanil is an opioid used to induce and maintain anesthesia, to act as an analgesic in labor and delivery, and to treat severe, acute pain.",DB00708,41693.0
CCC(=O)N(C1CCN(CCC2=CC=CC=C2)CC1)C1=CC=CC=C1,Fentanyl,Fentanyl,"Fentanyl is an opioid analgesic used in anesthesia, for breakthrough cancer pain, or round the clock pain management.",DB00813,3345.0
CCC(=O)NCC[C@@H]1CCC2=C1C1=C(OCC1)C=C2,Ramelteon,Ramelteon,Ramelteon is a melatonin receptor agonist used to treat insomnia.,DB00980,208902.0
CCC(=O)NC[C@@H]1C[C@H]1C1=CC=CC2=C1CCO2,Tasimelteon,Tasimelteon,Tasimelteon is a melatonin receptor agonist used to treat Non- 24-Hour Sleep-Wake Disorder.,DB09071,10220503.0
CCC(=O)O[C@@](CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1,Dextropropoxyphene,Dextropropoxyphene,Dextropropoxyphene is an opioid analgesic used to treat mild to moderate pain.,DB00647,10100.0
CCC(C)C1(CC)C(=O)NC(=O)NC1=O,Butabarbital,Butabarbital,Butabarbital is a barbiturate drug used as a sedative and hypnotic.,DB00237,2479.0
CCC(C)CCCCC(=O)NC(CCNCS([O-])(=O)=O)C(=O)NC(C(C)O)C(=O)NC(CCNCS([O-])(=O)=O)C(=O)NC1CCNC(=O)C(NC(=O)C(CCNCS([O-])(=O)=O)NC(=O)C(CCNCS([O-])(=O)=O)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCNCS([O-])(=O)=O)NC1=O)C(C)O,Colistimethate,Colistimethate,Colistimethate is an antibiotic indicated for treatment of infections caused by susceptible strains of certain gram-negative bacilli. It is particularly useful for targeting sensitive strains of Pseudomonas aeruginosa.,DB01111,70789202.0
CCC(C)N1N=CN(C1=O)C1=CC=C(C=C1)N1CCN(CC1)C1=CC=C(OC[C@H]2CO[C@@](CN3C=NC=N3)(O2)C2=CC=C(Cl)C=C2Cl)C=C1,Itraconazole,Itraconazole,"Itraconazole is an antifungal agent used for the treatment of various fungal infections in immunocompromised and non-immunocompromised patients, such as pulmonary and extrapulmonary blastomycosis, histoplasmosis, and onychomycosis.",DB01167,55283.0
CCC(NC(C)C)C(O)C1=CC(O)=C(O)C=C1,Isoetharine,Isoetharine,"Isoetharine is a selective adrenergic beta-2 agonist used as fast acting bronchodilator for emphysema, bronchitis and asthma.",DB00221,3762.0
CCC(O)(\C=C\Cl)C#C,Ethchlorvynol,Ethchlorvynol,Ethchlorvynol is a sedative hypnotic agent used for the short-term management of insomnia.,DB00189,5281077.0
CCC1(C(=O)NC(=O)N(C)C1=O)C1=CC=CC=C1,Methylphenobarbital,Methylphenobarbital,"A barbiturate that is metabolized to phenobarbital. It has been used for similar purposes, especially in epilepsy, but there is no evidence mephobarbital offers any advantage over phenobarbital.",DB00849,8271.0
CCC1(C(=O)NC(=O)NC1=O)C1=CC=CC=C1,Phenobarbital,Phenobarbital,"Phenobarbital is a long-lasting barbiturate and anticonvulsant used in the treatment of all types of seizures, except for absent seizures.",DB01174,4763.0
CCC1(C(=O)NCNC1=O)C1=CC=CC=C1,Primidone,Primidone,"Primidone is an antiepileptic used to treat grand mal, psychomotor, and focal epileptic seizures.",DB00794,4909.0
CCC1(C)CC(=O)NC1=O,Ethosuximide,Ethosuximide,Ethosuximide is an anticonvulsant used to treat petit mal seizures.,DB00593,3291.0
CCC1(C)OC(=O)N(C)C1=O,Paramethadione,Paramethadione,"Paramethadione is an anticonvulsant in the oxazolidinedione class. It is associated with fetal trimethadione syndrome, which is also known as paramethadione syndrome.",DB00617,8280.0
CCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C1,Aminoglutethimide,Aminoglutethimide,Aminoglutethimide is an adrenocortical steroid synthesis inhibitor used in the treatment of Cushing's syndrome.,DB00357,2145.0
CCC1(CCC(C)C)C(=O)NC(=O)NC1=O,Amobarbital,Amobarbital,"Amobarbital is a barbiturate derivative used for the induction of sedation during procedures, short-term management of insomnia, and acute management of refractory tonic-clonic seizures.",DB01351,2164.0
CCC12CCC3C(CCC4=CC(=O)CCC34)C1CCC2(O)C#C,Norgestrel,Norgestrel,Norgestrel is a progestin used in combination with ethinyl estradiol for oral contraception and prevention of pregnancy in women.,DB09389,4542.0
CCC1=C(C(N)=NC(N)=N1)C1=CC=C(Cl)C=C1,Pyrimethamine,Pyrimethamine,Pyrimethamine is an antiparasitic drug used in the prevention and treatment of toxoplasmosis and malaria.,DB00205,4993.0
CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)N[C@H]2CC[C@H](C)CC2)C1=O,Glimepiride,Glimepiride,Glimepiride is a sulfonylurea drug used to treat type 2 diabetes mellitus.,DB00222,3476.0
CCC1=C(C)NC2=C1C(=O)C(CN1CCOCC1)CC2,Molindone,Molindone,Molindone is an antipsychotic used to treat schizophrenia.,DB01618,23897.0
CCC1=C(CC)C=C2CC(CC2=C1)NC[C@H](O)C1=C2C=CC(=O)NC2=C(O)C=C1,Indacaterol,Indacaterol,Indacaterol is an inhaled long-acting beta-2 adrenergic agonist used to relax bronchial smooth muscle and improve symptoms and airflow obstruction caused by Chronic Obstructive Pulmonary Disease (COPD) and moderate to severe asthma.,DB05039,6918554.0
CCC1=C2CN3C(=CC4=C(COC(=O)[C@]4(O)CC)C3=O)C2=NC2=CC=C(OC(=O)N3CCC(CC3)N3CCCCC3)C=C12,Irinotecan,Irinotecan,Irinotecan is an antineoplastic enzyme inhibitor used to treat metastatic carcinoma of the colon or rectum.,DB00762,60838.0
CCC1=C2NC3=C(CCOC3(CC)CC(O)=O)C2=CC=C1,Etodolac,Etodolac,"Etodolac is an NSAID used to treat osteoarthritis and rheumatoid arthritis, as well as acute pain.",DB00749,3308.0
CCC1=CC2=C(C=C1N1CCC(CC1)N1CCOCC1)C(C)(C)C1=C(C3=CC=C(C=C3N1)C#N)C2=O,Alectinib,Alectinib,Alectinib is a kinase inhibitor used to treat anaplastic lymphoma kinase positive metastatic non small cell lung cancer.,DB11363,49806720.0
CCC1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1,Pioglitazone,Pioglitazone,Pioglitazone is a thiazolidinedione used adjunctively with diet and exercise to normalize glycemic levels in adults with type 2 diabetes mellitus.,DB01132,4829.0
CCC1=NC=CC(=C1)C(N)=S,Ethionamide,Ethionamide,Ethionamide is a second line antitubercular agent used to treat tuberculosis when other treatments have failed.,DB00609,2761171.0
CCC1=NN(CCCN2CCN(CC2)C2=CC(Cl)=CC=C2)C(=O)N1CCOC1=CC=CC=C1,Nefazodone,Nefazodone,Nefazodone is an antidepressant used in the treatment of depression.,DB01149,4449.0
CCCC(=O)NC1=CC=C(OCC(O)CNC(C)C)C(=C1)C(C)=O,Acebutolol,Acebutolol,Acebutolol is a selective β1-receptor antagonist used for the management of hypertension and ventricular premature beats in adults.,DB01193,1978.0
CCCC(=O)OCOC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC(Cl)=C1Cl)C(=O)OC,Clevidipine,Clevidipine,Clevidipine is a dihydropyridine L-type calcium channel blocker used to lower blood pressure when oral antihypertensive therapy is not feasible or not desirable.,DB04920,153994.0
CCCC(C)(COC(N)=O)COC(=O)NC(C)C,Carisoprodol,Carisoprodol,Carisoprodol is a centrally acting muscle relaxant used to relieve the discomfort associated with various musculoskeletal conditions.,DB00395,2576.0
CCCC(C)(COC(N)=O)COC(N)=O,Meprobamate,Meprobamate,Meprobamate is an anxiolytic drug used for the short-term management of anxiety symptoms.,DB00371,4064.0
CCCC(C)C1(CC)C(=O)NC(=O)NC1=O,Pentobarbital,Pentobarbital,"Pentobarbital is a barbiturate drug used to induce sleep, cause sedation, and control certain types of seizures.",DB00312,4737.0
CCCC(C)C1(CC)C(=O)NC(=S)NC1=O,Thiopental,Thiopental,"Thiopental is a barbiturate used to induce general anesthesia, treat convulsions, and reduce intracranial pressure.",DB00599,3000715.0
CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O,Secobarbital,Secobarbital,Secobarbital is a barbiturate used for the short-term treatment of insomnia.,DB00418,5193.0
CCCC(CCC)C(O)=O,Valproic acid,Valproic acid,Valproic acid is an anticonvulsant used to control complex partial seizures and both simple and complex absence seizures.,DB00313,3121.0
CCCC1=CC(=O)NC(=S)N1,Propylthiouracil,Propylthiouracil,Propylthiouracil is a thiourea antithyroid agent used to treat hyperthyroidism.,DB00550,657298.0
CCCC1=NC(=C(N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1)C(O)=O)C(C)(C)O,Olmesartan,Olmesartan,Olmesartan is an angiotensin receptor blocker (ARB) used in the treatment of hypertension.,DB00275,158781.0
CCCC1=NC(C)=C2N1NC(=NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCN(CC)CC1,Vardenafil,Vardenafil,Vardenafil is a phosphodiesterase 5 inhibitor used to treat erectile dysfunction.,DB00862,110634.0
CCCC1=NC2=C(C=C(C=C2C)C2=NC3=CC=CC=C3N2C)N1CC1=CC=C(C=C1)C1=CC=CC=C1C(O)=O,Telmisartan,Telmisartan,"Telmisartan is an ARB used to treat hypertension, diabetic nephropathy, and congestive heart failure.",DB00966,65999.0
CCCC1=NN(C)C2=C1N=C(NC2=O)C1=CC(=CC=C1OCC)S(=O)(=O)N1CCN(C)CC1,Sildenafil,Sildenafil,Sildenafil is a phosphodiesterase inhibitor used for the treatment of erectile dysfunction.,DB00203,5212.0
CCCCC(=O)N(CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1)[C@@H](C(C)C)C(O)=O,Valsartan,Valsartan,Valsartan is an angiotensin-receptor blocker used to manage hypertension alone or in combination with other antihypertensive agents and to manage heart failure in patients who are intolerant to ACE inhibitors.,DB00177,60846.0
CCCCC(C)(O)C\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC,Misoprostol,Misoprostol,Misoprostol is a prostaglandin E1 analogue used to reduce the risk of NSAID-induced gastric ulcers.,DB00929,5282381.0
CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)CC)C(I)=C2)C2=C(O1)C=CC=C2,Amiodarone,Amiodarone,Amiodarone is a class III antiarrhythmic indicated for the treatment of recurrent hemodynamically unstable ventricular tachycardia and recurrent ventricular fibrillation.,DB01118,2157.0
CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1,Losartan,Losartan,"Losartan is an angiotensin receptor blocker used to treat hypertension and diabetic nephropathy, and is used to reduce the risk of stroke.",DB00678,3961.0
CCCCC1=NC2(CCCC2)C(=O)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NNN=N1,Irbesartan,Irbesartan,"Irbesartan is an angiotensin receptor blocker used to treat hypertension, delay progression of diabetic nephropathy, and treat congestive heart failure.",DB01029,3749.0
CCCCC1=NC=C(\C=C(/CC2=CC=CS2)C(O)=O)N1CC1=CC=C(C=C1)C(O)=O,Eprosartan,Eprosartan,"Eprosartan is an ARB used to treat hypertension, diabetic nephropathy, and congestive heart failure.",DB00876,5281037.0
CCCCC1C(=O)N(N(C1=O)C1=CC=CC=C1)C1=CC=CC=C1,Phenylbutazone,Phenylbutazone,Phenylbutazone is an NSAID used to treat backache and ankylosing spondylitis.,DB00812,4781.0
CCCCCC1=CC(O)=C([C@@H]2C=C(C)CC[C@H]2C(C)=C)C(O)=C1,Cannabidiol,Cannabidiol,"Cannabidiol is an active cannabinoid used as an adjunctive treatment for the management of seizures associated with Lennox-Gastaut syndrome or Dravet syndrome and symptomatic relief of moderate to severe neuropathic pain or other painful conditions, like cancer.",DB09061,644019.0
CCCCCCCC(=O)CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O,Unoprostone,Unoprostone (ophthalmic),Unoprostone is a prostaglandin analogue used to lower intraocular pressure in patients with open-angle glaucoma or ocular hypertension who are clinically unresponsive to other ocular antihypertensive agents.,DB06826,5311236.0
CCCCCCCC(=O)N[C@H](CN1CCCC1)[C@H](O)C1=CC=C2OCCOC2=C1,Eliglustat,Eliglustat,"Eliglustat is a glucosylceramide synthase used to treat type 1 Gaucher disease in patients who are CYP2D6 extensive, intermediate, or poor metabolizers, based on the FDA-approved test.",DB09039,23652731.0
CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1,Fingolimod,Fingolimod,Fingolimod is a sphingosine 1-phosphate receptor modulator used to treat patients with the relapsing-remitting form of multiple sclerosis (MS) and studied to manage lung complications of COVID-19.,DB08868,107970.0
CCCCCCCCCC(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](CC(=O)C2=CC=CC=C2N)NC(=O)[C@@H](NC(=O)[C@@H](CO)NC(=O)CNC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCN)NC(=O)CNC1=O)[C@H](C)CC(O)=O,Daptomycin,Daptomycin,Daptomycin is a cyclic lipopeptide antibiotic used to treat complicated skin and skin structure infections by susceptible Gram-positive bacteria and bacteremia due to Staphylococcus aureus.,DB00080,16134395.0
CCCCCCCCCCCCCCCCOP([O-])(=O)OCC[N+](C)(C)C,Miltefosine,Miltefosine,"Miltefosine is an antileishmanial agent used to treat leishmaniasis, a group of disease caused by parasites of the Leishmania type.",DB09031,3599.0
CCCCCCCCCCC[C@@H](C[C@@H]1OC(=O)[C@H]1CCCCCC)OC(=O)[C@H](CC(C)C)NC=O,Orlistat,Orlistat,Orlistat is a reversible inhibitor of gastrointestinal lipases indicated for weight loss and weight maintenance.,DB01083,3034010.0
CCCCCCCCCCNCCN[C@@]1(C)C[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=C3OC4=CC=C(C=C4Cl)[C@@H](O)[C@@H](NC(=O)[C@@H](CC(C)C)NC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]4C(C=C2OC2=C(Cl)C=C(C=C2)[C@@H](O)[C@@H]2NC(=O)[C@H](NC4=O)C4=CC(=C(O)C=C4)C4=C(O)C(CNCP(O)(O)=O)=C(O)C=C4[C@H](NC2=O)C(O)=O)=C3)O[C@@H](C)[C@H]1O,Telavancin,Telavancin,Telavancin is an antibacterial agent used in the treatment of complicated skin and skin structure infections and types of hospital-acquired bacterial pneumonia.,DB06402,3081362.0
CCCCCCCN(CC)CCCC(O)C1=CC=C(NS(C)(=O)=O)C=C1,Ibutilide,Ibutilide,"Ibutilide is a class III antiarrhythmic agent used to correct atrial fibrillation and atrial flutter, which can be considered as an alternative to cardioversion.",DB00308,60753.0
CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O,Ibandronate,Ibandronate,Ibandronate is a bisphosphonate used to treat osteoporosis in postmenopausal women.,DB00710,60852.0
CCCCCNC(=N)N\N=C\C1=CNC2=C1C=C(OC)C=C2,Tegaserod,Tegaserod,Tegaserod is a serotonin-4 (5-HT4) receptor agonist indicated for the treatment of constipation predominant irritable bowel syndrome (IBS-C) specifically in women under the age of 65. There is currently no safety or efficacy data for use of tegaserol in men.,DB01079,5362436.0
CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@@H]1O[C@H](C)[C@@H](O)[C@H]1O,Capecitabine,Capecitabine,"Capecitabine is a nucleoside metabolic inhibitor indicated to treat colon, colorectal and breast cancer.",DB01101,60953.0
CCCCCOC1=CC=C(C=C1)C1=CC(=NO1)C1=CC=C(C=C1)C(=O)N[C@H]1C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)C1=CC(OS(O)(=O)=O)=C(O)C=C1)[C@H](O)CC(N)=O,Micafungin,Micafungin,"Micafungin is an antifungal agent used for the treatment of candidemia, acute disseminated candidiasis, and certain other invasive Candida infections, and for the prophylaxis of Candida infections during stem cell transplantation.",DB01141,477468.0
CCCCCON=O,Amyl Nitrite,Amyl Nitrite,Amyl Nitrite is a fast acting vasodilator used for rapid relief of angina pectoris.,DB01612,10026.0
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O,Alprostadil,Alprostadil,Alprostadil is a medication used to treat erectile dysfunction.,DB00770,149351.0
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O,Dinoprostone,Dinoprostone,Dinoprostone is a prostaglandin used to induce labor or abortion as well as to treat nonmetastatic gestational trophoblastic disease.,DB00917,5280360.0
CCCCN(CCCC)CC(O)C1=C2C(=CC(Cl)=C1)\C(=C/C1=CC=C(Cl)C=C1)C1=C2C=CC(Cl)=C1,Lumefantrine,Lumefantrine,Lumefantrine is an antimalarial agent used in combination with artemether for the treatment of acute uncomplicated malaria caused by Plasmodium falciparum.,DB06708,6437380.0
CCCCN(CCCC)CCC(O)C1=C2C=CC(=CC2=C2C=C(Cl)C=C(Cl)C2=C1)C(F)(F)F,Halofantrine,Halofantrine,Halofantrine is an antimalarial used for the treatment of severe malaria.,DB01218,37393.0
CCCCN(CCCC)CCCOC1=CC=C(C=C1)C(=O)C1=C(CCCC)OC2=C1C=C(NS(C)(=O)=O)C=C2,Dronedarone,Dronedarone,Dronedarone is an antiarrhythmic agent used in the reduce the risk of hospitalization in patients with paroxysmal or persistent atrial fibrillation.,DB04855,208898.0
CCCCN1CCCCC1C(=O)NC1=C(C)C=CC=C1C,Bupivacaine,Bupivacaine,Bupivacaine is a local anesthetic used in a wide variety of superficial and invasive procedures.,DB00297,2474.0
CCCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C,Levobupivacaine,Levobupivacaine,Levobupivacaine is a drug used for nerve block and anesthesia.,DB01002,92253.0
CCCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO,Miglustat,Miglustat,"Miglustat, commonly marketed under the trade name Zavesca, is a drug used to treat Gaucher disease. It inhibits the enzyme glucosylceramide synthase, an essential enzyme for the synthesis of most glycosphingolipids. It is only used for patients who cannot be treated with enzyme replacement therapy with imiglucerase. Miglustat is now the first and only approved therapy for patients with Niemann-Pick disease type C (NP-C). It has recently been approved for treatment of progressive neurological symptoms in adult and pediatric patients in the European Union, Brazil, and South Korea. Miglustat was first developed as an anti-HIV agent in the 1990s. However, clinical experience with miglustat showed that therapeutic levels of the drug could not be achieved in patients without a high incidence of adverse effect.",DB00419,51634.0
CCCCNC(=O)NS(=O)(=O)C1=CC=C(C)C=C1,Tolbutamide,Tolbutamide,Tolbutamide is a sulfonylurea used to treat hyperglycemia in patients with type 2 diabetes mellitus.,DB01124,5505.0
CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O,Bumetanide,Bumetanide,"Bumetanide is a sulfamyl diuretic used to treat edema in congestive heart failure, hepatic and renal disease, and nephrotic syndrome.",DB00887,2471.0
CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C,Tetracaine,Tetracaine,Tetracaine is a local anaesthetic agent used to induce local analgesia in the eyes and skin during medical procedures.,DB09085,5411.0
CCCCOC1=CC(=CC=C1N)C(=O)OCCN(CC)CC,Oxybuprocaine,Oxybuprocaine (ophthalmic),Oxybuprocaine is a local anesthetic used in ophthalmology.,DB00892,4633.0
CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC,Cinchocaine,Cinchocaine (topical),Cinchocaine is an anesthetic used for local or regional anesthesia.,DB00527,3025.0
CCCCS(=O)(=O)N[C@@H](CC1=CC=C(OCCCCC2CCNCC2)C=C1)C(O)=O,Tirofiban,Tirofiban,Tirofiban is a platelet aggregation inhibitor used to prevent thrombotic events in non-ST elevated acute coronary syndrome.,DB00775,60947.0
CCCN(CC)C(CC)C(=O)NC1=C(C)C=CC=C1C,Etidocaine,Etidocaine,"Etidocaine is marketed under the name Duranest. It is an injectable local anesthetic during surgery, labor, and delivery. Etidocaine has a long duration of activity, but has the main disadvantage of increased bleeding during oral surgery.",DB08987,37497.0
CCCN(CCC)CCC1=C2CC(=O)NC2=CC=C1,Ropinirole,Ropinirole,Ropinirole is a non-ergoline dopamine agonist used to treat the symptoms of Parkinson's disease and Restless Legs Syndrome.,DB00268,5095.0
CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(O)=O,Probenecid,Probenecid,"Probenecid is a medication used to treat gouty arthritis, tophaceous gout, and hyperuricemia.",DB01032,4911.0
CCCN(CCC1=CC=CS1)[C@H]1CCC2=C(O)C=CC=C2C1,Rotigotine,Rotigotine,Rotigotine is a non-selective dopamine agonist used for the treatment of Parkinson's Disease and Restless Leg Syndrome.,DB05271,59227.0
CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C,Ropivacaine,Ropivacaine,Ropivacaine is an analgesic drug used for local or regional anesthesia for surgery and short-term management of pain.,DB00296,175805.0
CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1,Chlorpropamide,Chlorpropamide,Chlorpropamide is a sulfonylurea used in the treatment of non insulin dependent diabetes mellitus.,DB00672,2727.0
CCCNC(C)C(=O)NC1=C(SC=C1C)C(=O)OC,Articaine,Articaine,"Articaine is a local anesthetic used for inducing local, infiltrative, or conductive anesthesia in both simple and complex dental procedures.",DB09009,32170.0
CCCNC(C)C(=O)NC1=CC=CC=C1C,Prilocaine,Prilocaine,Prilocaine is a local anesthetic used in dental procedures.,DB00750,4906.0
CCCNCC(O)COC1=C(C=CC=C1)C(=O)CCC1=CC=CC=C1,Propafenone,Propafenone,Propafenone is a Class 1C antiarrhythmic agent used in the management of paroxysmal atrial fibrillation/flutter and ventricular arrhythmias.,DB01182,4932.0
CCCNS(=O)(=O)NC1=C(C(OCCOC2=NC=C(Br)C=N2)=NC=N1)C1=CC=C(Br)C=C1,Macitentan,Macitentan,Macitentan is an endothelin receptor antagonist used to manage pulmonary arterial hypertension to delay disease progression.,DB08932,16004692.0
CCCN[C@H]1CCC2=C(C1)SC(N)=N2,Pramipexole,Pramipexole,Pramipexole is a non-ergot dopamine agonist used to treat the signs and symptoms of idiopathic Parkinson's disease and Restless Legs Syndrome (RLS).,DB00413,119570.0
CCCOC1=C(N)C=C(C=C1)C(=O)OCCN(CC)CC,Proparacaine,Proparacaine (ophthalmic),Proparacaine is a topical anesthetic used for ophthalmic practice.,DB00807,4935.0
CCCS(=O)(=O)NC1=C(F)C(C(=O)C2=CNC3=NC=C(C=C23)C2=CC=C(Cl)C=C2)=C(F)C=C1,Vemurafenib,Vemurafenib,"Vemurafenib is a kinase inhibitor used to treat patients with Erdheim-Chester Disease who have the BRAF V600 mutation, and melanoma in patients who have the BRAF V600E mutation.",DB08881,42611257.0
CCCSC1=CC2=C(C=C1)N=C(NC(=O)OC)N2,Albendazole,Albendazole,Albendazole is a benzimidazole anthelmintic used to treat parenchymal neurocysticercosis and other helminth infections.,DB00518,2082.0
CCCSC1=NC2=C(N=NN2[C@@H]2C[C@H](OCCO)[C@@H](O)[C@H]2O)C(N[C@@H]2C[C@H]2C2=CC(F)=C(F)C=C2)=N1,Ticagrelor,Ticagrelor,"Ticagrelor is a P2Y12 platelet inhibitor used in patients with a history of myocardial infarction or with acute coronary syndrome (ACS) to prevent future myocardial infarction, stroke and cardiovascular death.",DB08816,9871419.0
CCC[C@H]1CN([C@@H](CC)C(N)=O)C(=O)C1,Brivaracetam,Brivaracetam,Brivaracetam is an anticonvulsant used for the treatment of partial-onset seizures that functions by binding to synaptic vesicle glycoprotein 2A (SV2A) in the brain.,DB05541,9837243.0
CCN(C(C)=O)C1=CC=CC(=C1)C1=CC=NC2=C(C=NN12)C#N,Zaleplon,Zaleplon,Zaleplon is a sedative used for short term treatment of insomnia in adults.,DB00962,5719.0
CCN(C)C(=O)OC1=CC=CC(=C1)[C@H](C)N(C)C,Rivastigmine,Rivastigmine,Rivastigmine is a cholinesterase inhibitor used to treat mild to moderate dementia in Alzheimer's and Parkinson's.,DB00989,77991.0
CCN(CC)C(=O)C(=C\C1=CC(=C(O)C(O)=C1)[N+]([O-])=O)\C#N,Entacapone,Entacapone,Entacapone is a selective reversible catechol-O-methyltransferase inhibitor for the treatment of Parkinson's disease.,DB00494,5281081.0
CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1,Milnacipran,Milnacipran,Milnacipran is a selective serotonin and norepinephrine reuptake inhibitor (SNRI) used for the treatment of fibromyalgia and a short-term treatment of major depressive disorder.,DB04896,65833.0
CCN(CC)C(=O)[C@]1(C[C@H]1CN)C1=CC=CC=C1,Levomilnacipran,Levomilnacipran,Levomilnacipran is a selective serotonin and norepinephrine reuptake inhibitor (SNRI) used to treat major depressive disorder (MDD).,DB08918,6917779.0
CCN(CC)C(=S)SSC(=S)N(CC)CC,Disulfiram,Disulfiram,Disulfiram is a carbamate derivative used to treat alcohol addiction.,DB00822,3117.0
CCN(CC)C(C)C(=O)C1=CC=CC=C1,Diethylpropion,Diethylpropion,Diethylpropion is an appetite suppressant used for the short term treatment of exogenous obesity in addition to calorie restriction.,DB00937,7029.0
CCN(CC)CC#CCOC(=O)C(O)(C1CCCCC1)C1=CC=CC=C1,Oxybutynin,Oxybutynin,"Oxybutynin is an antimuscarinic agent that reduces detrusor muscle activity, relaxing the bladder and preventing the urge to void.",DB01062,4634.0
CCN(CC)CC(=O)NC1=C(C)C=CC=C1C,Lidocaine,Lidocaine,Lidocaine is a local anesthetic used in a wide variety of superficial and invasive procedures.,DB00281,3676.0
CCN(CC)CCCC(C)NC1=CC=NC2=CC(Cl)=CC=C12,Chloroquine,Chloroquine,"Chloroquine is an antimalarial drug used to treat susceptible infections with P. vivax, P. malariae, P. ovale, and P. falciparum. It is also used for second line treatment for rheumatoid arthritis.",DB00608,2719.0
CCN(CC)CCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F,Flurazepam,Flurazepam,Flurazepam is a long-acting benzodiazepine with a rapid onset of action that is commonly used to treat insomnia.,DB00690,3393.0
CCN(CC)CCNC(=O)C1=C(C)NC(\C=C2/C(=O)NC3=C2C=C(F)C=C3)=C1C,Sunitinib,Sunitinib,Sunitinib is a receptor tyrosine kinase inhibitor and chemotherapeutic agent used for the treatment of renal cell carcinoma (RCC) and imatinib-resistant gastrointestinal stromal tumor (GIST).,DB01268,5329102.0
CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC,Metoclopramide,Metoclopramide,"Metoclopramide is an antiemetic agent and dopamine D2 antagonist used in the treatment of gastroesophageal reflux disease, prevention of nausea and vomiting, and to stimulate gastric emptying.",DB01233,4168.0
CCN(CC)CCNC(=O)C1=CC=C(N)C=C1,Procainamide,Procainamide,Procainamide is a medication used to treat life threatening ventricular arrhythmias.,DB01035,4913.0
CCN(CC)CCOC(=O)C1(CCCCC1)C1CCCCC1,Dicyclomine,Dicyclomine,Dicyclomine is an antimuscarinic agent used to treat IBS.,DB00804,3042.0
CCN(CC)CCOC(=O)C1=C(Cl)C=C(N)C=C1,Chloroprocaine,Chloroprocaine,"Chloroprocaine is a local anesthetic agent indicated for intrathecal injection in adults for the production of subarachnoid block, or spinal anesthesia.",DB01161,8612.0
CCN(CC)CCOC(=O)C1=CC=C(N)C=C1,Procaine,Procaine,"Procaine is a local anesthetic used for anesthesia, peripheral nerve block, and spinal nerve block.",DB00721,4914.0
CCN(CC)CCOC1=CC=C(C=C1)C(=C(Cl)C1=CC=CC=C1)C1=CC=CC=C1,Clomifene,Clomifene,Clomifene is a medication used to induce ovulation.,DB00882,2800.0
CCN(CC)CCOCCOC(=O)C1(CCCC1)C1=CC=CC=C1,Pentoxyverine,Pentoxyverine,"Pentoxyverine is a medication used to suppress a cough in the common cold, flu, bronchitis, and sinusitis.",DB11186,2562.0
CCN(CC)CCS(=O)(=O)[C@@H]1CCN2[C@H]1C(=O)O[C@H](C(C)C)[C@H](C)\C=C\C(=O)NC\C=C\C(\C)=C\[C@@H](O)CC(=O)CC1=NC(=CO1)C2=O,Dalfopristin,Dalfopristin,"Dalfopristin is an antibiotic used with quinupristin to treat severe or life-threatening infections of vancomycin-resistant Enterococcus faecium (VREF), and skin infections caused by methicillin susceptible staphylococcus aureus or streptococcus pyogenes.",DB01764,6323289.0
CCN(CC1=CC=NC=C1)C(=O)C(CO)C1=CC=CC=C1,Tropicamide,Tropicamide,Tropicamide is a muscarinic receptor antagonist used to induce mydriasis and cycloplegia for diagnostic procedures.,DB00809,5593.0
CCN(CCO)CCCC(C)NC1=C2C=CC(Cl)=CC2=NC=C1,Hydroxychloroquine,Hydroxychloroquine,Hydroxychloroquine is an antimalarial medication used to treat uncomplicated cases of malaria and for chemoprophylaxis in specific regions. Also a disease modifying anti-rheumatic drug (DMARD) indicated for treatment of rheumatoid arthritis and lupus erythematosus.,DB01611,3652.0
CCN1C(=O)NC(C1=O)C1=CC=CC=C1,Ethotoin,Ethotoin,Ethotoin is a hydantoin antiepileptic used to control tonic-clonic and complex partial seizures.,DB00754,3292.0
CCN1C=C(C(O)=O)C(=O)C2=C1N=C(C)C=C2,Nalidixic acid,Nalidixic acid,Nalidixic acid is a quinolone antibiotic used to treat urinary tract infections.,DB00779,4421.0
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCNCC1,Norfloxacin,Norfloxacin,Norfloxacin is a broad-spectrum fluoroquinolone antibiotic with variable activity against gram-positive and gram-negative bacteria. Typically reserved for the treatment of UTIs due to accumulation in the urine.,DB01059,4539.0
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N3CCNC(C)C3)C(F)=C12,Lomefloxacin,Lomefloxacin,Lomefloxacin is a fluoroquinolone used to prevent and treat a wide variety of infections in the body.,DB00978,3948.0
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(N=C12)N1CCNCC1,Enoxacin,Enoxacin,A broad-spectrum 6-fluoronaphthyridinone antibacterial agent (fluoroquinolones) structurally related to nalidixic acid.,DB00467,3229.0
CCN1CC(CCN2CCOCC2)C(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1,Doxapram,Doxapram,Doxapram is a short acting respiratory stimulant used to treat acute respiratory insufficiency in COPD patients.,DB00561,3156.0
CCN1CCCC1CNC(=O)C1=CC(=C(N)C=C1OC)S(=O)(=O)CC,Amisulpride,Amisulpride,"Amisulpride is a dopamine D2 receptor antagonist used in the treatment of acute and chronic schizophrenia, and in the prevention and treatment of postoperative nausea and vomiting in adults.",DB06288,2159.0
CCN1CCN(CC2=CC=C(NC3=NC=C(F)C(=N3)C3=CC(F)=C4N=C(C)N(C(C)C)C4=C3)N=C2)CC1,Abemaciclib,Abemaciclib,Abemaciclib is a medication used to treat HR+ HER2- advanced or metastatic breast cancer.,DB12001,46220502.0
CCN1N=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12,Cinoxacin,Cinoxacin,Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections.,DB00827,2762.0
CCN1N=NN(CCN2CCC(COC)(CC2)N(C(=O)CC)C2=CC=CC=C2)C1=O,Alfentanil,Alfentanil,"Alfentanil is an opioid agonist used to induce and maintain anesthesia, as well as an analgesic.",DB00802,51263.0
CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCC1=CC=CC=C1,Bimatoprost,Bimatoprost,Bimatoprost is a prostaglandin analog used to treat hypotrichosis of the eyelashes and intraocular pressure in open angle glaucoma or ocular hypertension.,DB00905,5311027.0
CCNC(C)CC1=CC=CC(=C1)C(F)(F)F,Fenfluramine,Fenfluramine,"Fenfluramine is fenfluramine is a phenethylamine that is structurally similar to serotonin. Due to its ability to increase extracellular serotonin levels, modulate serotonergic and other neurologic receptors, and control neurotransmission, it is effective in treating pharmacoresistant seizures.",DB00574,3337.0
CCN[C@@H](C)CC1=CC=CC(=C1)C(F)(F)F,Dexfenfluramine,Dexfenfluramine,"Dexfenfluramine, also marketed under the name Redux, is a serotoninergic anorectic drug. For a fairly limited time during the middle of the nineties, the US FDA had approved it for use in managing weight loss. However, following multiple concerns about the cardiovascular side-effects of the drug, such approval was withdrawn.",DB01191,66265.0
CCN[C@@H]1C[C@H](N)[C@@H](O[C@H]2OC(CN)=CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1OC[C@](C)(O)[C@H](NC)[C@H]1O,Netilmicin,Netilmicin,Netilmicin is an aminoglycoside used to treat a wide variety of infections in the body.,DB00955,441306.0
CCN[C@H]1CN(CCCOC)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O,Brinzolamide,Brinzolamide,Brinzolamide is a carbonic anhydrase inhibitor used for the reduction of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.,DB01194,68844.0
CCN[C@H]1C[C@H](C)S(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O,Dorzolamide,Dorzolamide (ophthalmic),Dorzolamide is a carbonic anhydrase inhibitor used to treat high intraocular pressure in ocular hypertension and open angle glaucoma.,DB00869,5284549.0
CCO,Ethanol,Ethanol,"A clear, colorless liquid rapidly absorbed from the gastrointestinal tract and distributed throughout the body. It has bactericidal activity and is used often as a topical disinfectant. It is widely used as a solvent and preservative in pharmaceutical preparations as well as serving as the primary ingredient in alcoholic beverages.",DB00898,702.0
CCOC(=O)C(C)(C)OC1=CC=C(Cl)C=C1,Clofibrate,Clofibrate,Clofibrate is a fibric acid derivative used to treat hypertriglyceridemia and high cholesterol.,DB00636,2796.0
CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1,Meperidine,Meperidine,Meperidine is an opioid agonist with analgesic and sedative properties used to manage severe pain.,DB00454,4058.0
CCOC(=O)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)C1=CC=CC=C1,Diphenoxylate,Diphenoxylate,Diphenoxylate is an antidiarrheal medication used with atropine to manage diarrhea.,DB01081,13505.0
CCOC(=O)C1=C(C)NC(C)=C(C1C1=C(Cl)C(Cl)=CC=C1)C(=O)OC,Felodipine,Felodipine,Felodipine is a calcium channel blocker used to treat hypertension.,DB01023,3333.0
CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=CC=CC=C1Cl)C(=O)OC,Amlodipine,Amlodipine,Amlodipine is a calcium channel blocker used to treat hypertension and angina.,DB00381,2162.0
CCOC(=O)C1=C2CN(C)C(=O)C3=C(C=CC(F)=C3)N2C=N1,Flumazenil,Flumazenil,"Fumazenil is an imidazobenzodiazepine derivative and a potent benzodiazepine receptor antagonist that competitively inhibits the activity at the benzodiazepine recognition site on the GABA/benzodiazepine receptor complex, thereby reversing the effects of benzodiazepine on the central nervous system.",DB01205,3373.0
CCOC(=O)C1=CC=C(N)C=C1,Benzocaine,Benzocaine (topical),"Benzocaine is a topical local anesthetic used for the temporary relief of pain and itching associated with minor burns, sunburn, scrapes and insect bites or minor skin irritations.",DB01086,2337.0
CCOC(=O)C1=CN=C(C=C1)C#CC1=CC2=C(SCCC2(C)C)C=C1,Tazarotene,Tazarotene,"Tazarotene is an acetylenic retinoid used to treat fine wrinkles, mottled pigmentation of the skin, acne vulgaris, and plaque psoriasis.",DB00799,5381.0
CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1,Etomidate,Etomidate,Etomidate is a short-acting intravenous anesthetic indicated for the induction of anesthesia and supplementation of subpotent anesthesia during short operative procedures.,DB00292,667484.0
CCOC(=O)N1CCC(CC1)=C1C2=C(CCC3=C1N=CC=C3)C=C(Cl)C=C2,Loratadine,Loratadine,Loratadine is a second generation antihistamine used to manage the symptoms of allergic rhinitis.,DB00455,3957.0
CCOC(=O)NC1=C(N)C=C(NCC2=CC=C(F)C=C2)C=C1,Ezogabine,Ezogabine,Ezogabine is an antiepileptic agent used as an adjuvant treatment of partial-onset seizures.,DB04953,121892.0
CCOC(=O)NC1=CC2=C(SC3=CC=CC=C3N2C(=O)CCN2CCOCC2)C=C1,Moricizine,Moricizine,Moricizine is an antiarrhythmic used to treat arrhythmias.,DB00680,34633.0
CCOC(=O)[C@H](C)C[C@@H](CC1=CC=C(C=C1)C1=CC=CC=C1)NC(=O)CCC(O)=O,Sacubitril,Sacubitril,Sacubitril is a neprilysin inhibitor used in combination with valsartan as an adjunct to reduce the risk of cardiovascular death and hospitalization for heart failure in patients with chronic heart failure (NYHA Class II-IV) and reduced ejection fraction.,DB09292,9811834.0
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CC2=CC(OC)=C(OC)C=C2C[C@H]1C(O)=O,Moexipril,Moexipril,Moexipril is an angiotensin converting enzyme inhibitor prodrug used to treat hypertension.,DB00691,91270.0
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CC2=CC=CC=C2C[C@H]1C(O)=O,Quinapril,Quinapril,"Quinapril is an ACE inhibitor prodrug used to treat hypertension, congestive heart failure, and slow rate of progression of renal disease.",DB00881,54892.0
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O,Enalapril,Enalapril,"Enalapril is a prodrug belonging to the angiotensin-converting enzyme (ACE) inhibitor drug class that works on the renin-angiotensin-aldosterone system, which is responsible for the regulation of blood pressure and fluid and electrolyte homeostasis. Enalapril is an orally-active and long-acting nonsulphydryl antihypertensive agent that suppresses the renin-angiotensin-aldosterone system to lower blood pressure. It was developed from a targeted research programmed using molecular modelling.[A18459] Being a prodrug, enalapril is rapidly biotransformed into its active metabolite, [enalaprilat], which is responsible for the pharmacological actions of enalapril. The active metabolite of enalapril competitively inhibits the ACE to hinder the production of angiotensin II, a key component of the renin-angiotensin-aldosterone system that promotes vasoconstriction and renal reabsorption of sodium ions in the kidneys. Ultimately, enalaprilat works to reduce blood pressure and blood fluid volume.",DB00584,5388962.0
CCOC1=C(C=CC(CC(=O)N[C@@H](CC(C)C)C2=CC=CC=C2N2CCCCC2)=C1)C(O)=O,Repaglinide,Repaglinide,Repaglinide is a antihyperglycemic used to improve glycemic control in diabetes.,DB00912,65981.0
CCOC1=C(NC(=O)\C=C\CN(C)C)C=C2C(NC3=CC=C(OCC4=CC=CC=N4)C(Cl)=C3)=C(C=NC2=C1)C#N,Neratinib,Neratinib,Neratinib is a protein kinase inhibitor used to treat breast cancer that over expresses the HER2 receptor.,DB11828,9915743.0
CCOC1=CC(=CC=C1OC)[C@@H](CS(C)(=O)=O)N1C(=O)C2=CC=CC(NC(C)=O)=C2C1=O,Apremilast,Apremilast,Apremilast is a non-steroidal medication used for the treatment of inflammatory conditions such as psoriasis and psoriatic arthritis.,DB05676,11561674.0
CCOC1=CC=C(CC2=C(Cl)C=CC(=C2)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1,Dapagliflozin,Dapagliflozin,Dapagliflozin is a sodium-glucose cotransporter 2 inhibitor used in the management of type 2 diabetes mellitus.,DB06292,9887712.0
CCOC1=CC=C(CC2=CC(=CC=C2Cl)[C@]23OC[C@](CO)(O2)[C@@H](O)[C@H](O)[C@H]3O)C=C1,Ertugliflozin,Ertugliflozin,Ertugliflozin is a SGLT2 inhibitor used to treat type 2 diabetes mellitus.,DB11827,44814423.0
CCOC1=CC=CC=C1OCCN[C@H](C)CC1=CC(=C(OC)C=C1)S(N)(=O)=O,Tamsulosin,Tamsulosin,"Tamsulosin is an alpha-1A and alpha-1B adrenergic receptor antagonist used to treat benign prostatic hyperplasia, ureteral stones, prostatitis, and female voiding dysfunction.",DB00706,129211.0
CCOC1=NC2=C(N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NOC(=O)N1)C(=CC=C2)C(=O)OCC1=C(C)OC(=O)O1,Azilsartan medoxomil,Azilsartan medoxomil,"Azilsartan medoxomil is an angiotensin II receptor blocker used to treat hypertension alone or in combination with other antihypertensive agents, such as chlorthalidone.",DB08822,11238823.0
CCOP(=O)(OCC)SCC[N+](C)(C)C,Echothiophate,Echothiophate (ophthalmic),Echothiophate is an acetylcholinesterase inhibitor used in ophthalmic preparations to increase the drainage of intraocular fluid; most commonly used for the treatment of glaucoma.,DB01057,10548.0
CCS(=O)(=O)CCN1C(C)=NC=C1[N+]([O-])=O,Tinidazole,Tinidazole,"Tinidazole is a nitroimidazole used to treat trichomoniasis, giardiasis, amebiasis, and bacterial vaginosis.",DB00911,5479.0
CCS(=O)(=O)N1CC(CC#N)(C1)N1C=C(C=N1)C1=C2C=CNC2=NC=N1,Baricitinib,Baricitinib,Baricitinib is a Janus kinase inhibitor used to treat moderate to severe rheumatoid arthritis that has responded poorly to at least one TNF antagonist.,DB11817,44205240.0
CC[C@@H](CO)NCCN[C@@H](CC)CO,Ethambutol,Ethambutol,Ethambutol is an antituberculosis agent used in the prophylaxis and treatment of tuberculosis (TB).,DB00330,14052.0
CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C,Cyclosporine,Cyclosporine,"Cyclosporine is a steroid-sparing immunosuppressant used in organ and bone marrow transplants as well as inflammatory conditions such as ulcerative colitis, rheumatoid arthritis, and atopic dermatitis.",DB00091,5284373.0
CC[C@@H]1[C@@H]2CN([C@@H]1C(=O)N[C@@]1(C[C@H]1C(F)F)C(=O)NS(=O)(=O)C1(C)CC1)C(=O)[C@@H](NC(=O)O[C@@H]1C[C@H]1CCCCC(F)(F)C1=C(O2)N=C2C=C(OC)C=CC2=N1)C(C)(C)C,Voxilaprevir,Voxilaprevir,"Voxilaprevir is a Direct-Acting Antiviral (DAA) medication used as part of combination therapy to treat chronic Hepatitis C, an infectious liver disease caused by infection with Hepatitis C Virus (HCV). HCV is a single-stranded RNA virus that is categorized into nine distinct genotypes, with genotype 1 being the most common in the United States, and affecting 72% of all chronic HCV patients [L852].",DB12026,89921642.0
CC[C@@]1(O)C(=O)OCC2=C1C=C1N(CC3=CC4=C(C=CC(O)=C4CN(C)C)N=C13)C2=O,Topotecan,Topotecan,"Topotecan is an antineoplastic agent used to treat ovarian cancer, small cell lung cancer, or cervical cancer.",DB01030,60700.0
CC[C@H](C)[C@H](N)C1=N[C@@H](CS1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(O)=O)NC(=O)[C@H](CC2=CNC=N2)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC1=O)[C@@H](C)CC,Bacitracin,Bacitracin,"Bacitracin is a cyclic polypeptide antibiotic used to prevent wound infections, treat pneumonia and empyema in infants, and to treat skin and eye infections.",DB00626,10909430.0
CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O,Angiotensin II,Angiotensin II,Angiotensin II is a peptide hormone of the RAAS system used to raise blood pressure in septic or other forms of shock.,DB11842,172198.0
CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)CNC(=O)[C@@H](N)CC1=CNC=N1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)NCC(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(N)=O,Lixisenatide,Lixisenatide,Lixisenatide is a GLP-1 receptor agonist used for the management of type 2 diabetes mellitus.,DB09265,131704317.0
CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCNC(=O)COCCOCCNC(=O)COCCOCCNC(=O)CC[C@@H](NC(=O)CCCCCCCCCCCCCCCCC(O)=O)C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)C(C)(C)NC(=O)[C@@H](N)CC1=CNC=N1)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(O)=O,Semaglutide,Semaglutide,Semaglutide is a glucagon-like peptide 1 receptor agonist used to improve glycemic control in type 2 diabetes mellitus.,DB13928,
CC[C@H](C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]1CCCN1C(=O)[C@H](N)CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CC(C)C)C(O)=O,Bivalirudin,Bivalirudin,Bivalirudin is a direct thrombin inhibitor used to treat heparin-induced thrombocytopenia and to prevent thrombosis during percutaneous coronary intervention.,DB00006,16129704.0
CC[C@H](N1CCCC1=O)C(N)=O,Levetiracetam,Levetiracetam,"Levetiracetam is a novel anticonvulsant agent used as an adjunct medication to manage partial onset, myoclonic, and generalized tonic-clonic seizures in patients with epilepsy.",DB01202,5284583.0
CC[C@H](OC(C)=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1,Levacetylmethadol,Levacetylmethadol,A narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence.,DB01227,15130.0
CC[C@H]([C@@H](C)CN(C)C)C1=CC(O)=CC=C1,Tapentadol,Tapentadol,"Tapentadol is an opioid used to manage severe pain that has not responded to non-opioid medications, and for which opioid analgesic therapy is appropriate.",DB06204,9838022.0
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O,Erythromycin,Erythromycin,Erythromycin is a macrolide antibiotic used to treat and prevent a variety of bacterial infections.,DB00199,12560.0
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O,Azithromycin,Azithromycin,Azithromycin is a macrolide antibiotic used to treat a variety of bacterial infections.,DB00207,447043.0
CC[C@H]1[C@@H](CC2=CN=CN2C)COC1=O,Pilocarpine,Pilocarpine,"Pilocarpine is a muscarinic cholinergic agonist used on the eye to treat elevated intraocular pressure, various types of glaucoma, and to induce miosis. Also available orally to treat symptoms of dry mouth associated with Sjogren's syndrome and radiotherapy.",DB01085,5910.0
CC[N+](C)(C)C1=CC(O)=CC=C1,Edrophonium,Edrophonium,Edrophonium is a cholinesterase inhibitor used to diagnose and evaluate myasthenia gravis.,DB01010,3202.0
CC[N+](C)(C)CC1=CC=CC=C1Br,Bretylium,Bretylium,"Bretylium is a norepinephrine release inhibitor used for the prophylaxis and therapy of ventricular fibrillation, as well as the treatment of life-threatening ventricular arrhythmias.",DB01158,2431.0
CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=CC=CC=C1Cl)CC1=CC=CC=C1Cl,Ambenonium,Ambenonium,Ambenonium is a cholinesterase inhibitor that targets both muscarinic and nicotinic receptors indicated for the treatment of myasthenia gravis.,DB01122,2131.0
CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=CC=C1,Tamoxifen,Tamoxifen,"Tamoxifen is a selective estrogen receptor modulator used to treat estrogen receptor positive breast cancer, reduce the risk of invasive breast cancer following surgery, or reduce the risk of breast cancer in high risk women.",DB00675,2733526.0
CC\C(=C(\CC)C1=CC=C(O)C=C1)C1=CC=C(O)C=C1,Diethylstilbestrol,Diethylstilbestrol,"A synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders. It was also used formerly as a growth promoter in animals. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), diethylstilbestrol has been listed as a known carcinogen. (Merck, 11th ed)",DB00255,3054.0
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O,Icosapent,Icosapent,"Icosapent is a polyunsaturated fatty acid, usually found in fish oils, that is used in many supplements.",DB00159,446284.0
CC\C=C\CC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)CC)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C(C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)NCC(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(N)=O,Tesamorelin,Tesamorelin,Tesamorelin is a growth hormone releasing factor (GRF) analog used to reduce excessive abdominal fat in HIV patients who have developed lipodystrophy.,DB08869,56928011.0
CN(C(=O)C(C)(C)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)C1=CN=C(C=C1C1=CC=CC=C1C)N1CCN(C)CC1,Netupitant,Netupitant,Netupitant is an antiemetic agent used in combination with palonosetron to prevent acute and delayed vomiting and nausea caused by chemotherapy.,DB09048,6451149.0
CN(C(=O)C(C)(C)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)C1=CN=C(C=C1C1=CC=CC=C1C)N1CC[N+](C)(COP(O)([O-])=O)CC1,Fosnetupitant,Fosnetupitant,Fosnetupitant is a medication used in combination with others to prevent chemotherapy associated nausea and vomiting.,DB14019,
CN(C)C(=N)NC(N)=N,Metformin,Metformin,Metformin is a biguanide drug used in conjunction with diet and exercise for glycemic control in type 2 diabetes mellitus and used off-label for insulin resistance in polycystic ovary syndrome (PCOS).,DB00331,4091.0
CN(C)C(=O)C(CCN1CCC(O)(CC1)C1=CC=C(Cl)C=C1)(C1=CC=CC=C1)C1=CC=CC=C1,Loperamide,Loperamide,"Loperamide is a long acting antidiarrheal used to control nonspecific diarrhea and chronic diarrhea caused by inflammatory bowel disease, or gastroenteritis.",DB00836,3955.0
CN(C)C(=O)C1=CC2=CN=C(NC3=CC=C(C=N3)N3CCNCC3)N=C2N1C1CCCC1,Ribociclib,Ribociclib,"Ribociclib is a kinase inhibitor used to treat HR+, HER2- advanced or metastatic breast cancer.",DB11730,44631912.0
CN(C)C(=O)CC1=C(N=C2C=CC(C)=CN12)C1=CC=C(C)C=C1,Zolpidem,Zolpidem,Zolpidem is a sedative hypnotic used for the short-term treatment of insomnia to improve sleep latency.,DB00425,5732.0
CN(C)C(=O)N[C@H]1CC[C@H](CCN2CCN(CC2)C2=C(Cl)C(Cl)=CC=C2)CC1,Cariprazine,Cariprazine,Cariprazine is an atypical antipsychotic used to treat schizophrenia and acute manic or mixed episodes due to bipolar I disorder.,DB06016,11154555.0
CN(C)C(=O)OC1=CC(=CC=C1)[N+](C)(C)C,Neostigmine,Neostigmine,Neostigmine is a cholinesterase inhibitor used in the symptomatic treatment of myasthenia gravis by improving muscle tone.,DB01400,4456.0
CN(C)C(=O)OC1=C[N+](C)=CC=C1,Pyridostigmine,Pyridostigmine,Pyridostigmine is a cholinesterase inhibitor used for symptomatic treatment of myasthenia gravis and congenital myasthenic syndromes and to reverse neuromuscular blockade by nondepolarizing muscle relaxants.,DB00545,4991.0
CN(C)C(=O)[C@H]1CC[C@H](NC(=O)C(=O)NC2=NC=C(Cl)C=C2)[C@@H](C1)NC(=O)C1=NC2=C(CN(C)CC2)S1,Edoxaban,Edoxaban,Edoxaban is a novel oral anticoagulant used for reducing the risk of stroke and systemic embolism (SE) in patients with nonvalvular atrial fibrillation (NVAF).,DB09075,10280735.0
CN(C)C1=CC=C(C=C1)[C@H]1C[C@@]2(C)[C@@H](CC[C@]2(O)C(C)=O)[C@@H]2CCC3=CC(=O)CCC3=C12,Ulipristal,Ulipristal,"Ulipristal is a selective progesterone receptor modulator used for the purposes of emergency contraception (Ella) and for the treatment of uterine fibroids (Fibristal).  It is a derivative of 19-norprogesterone and has both antagonistic and partial agonist activity at the progesterone receptor. It also binds to glucocorticoid receptor, however compared to mifepristone (a progesterone receptor antagonist), ulipristal is more tolerable and has lower glucocorticoid activity and better binding affinity.",DB08867,13559281.0
CN(C)C1=NC(=NC(=N1)N(C)C)N(C)C,Altretamine,Altretamine,Altretamine is an antineoplastic agent used in palliative treatment of persistent or recurrent ovarian cancer.,DB00488,2123.0
CN(C)CC(C1=CC=C(O)C=C1)C1(O)CCCCC1,Desvenlafaxine,Desvenlafaxine,Desvenlafaxine is an antidepressant agent and SNRI used for the treatment of major depressive disorders in adults.,DB06700,125017.0
CN(C)CCC(C1=CC=C(Br)C=C1)C1=CC=CC=N1,Brompheniramine,Brompheniramine,"Brompheniramine is a histamine H1 antagonist used to treat coughs, upper respiratory symptoms, and nasal congestion associated with allergies and the common cold.",DB00835,6834.0
CN(C)CCC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1,Chlorpheniramine,Chlorpheniramine,Chlorpheniramine is a histamine-H1 receptor antagonist indicated for the management of symptoms associated with upper respiratory allergies.,DB01114,2725.0
CN(C)CCC(O)(C1=CC=CC=C1)C1=CC=CC=C1Cl,Clofedanol,Clofedanol,Clofedanol is an antitussive used for the symptomatic relief of acute cough caused by minor throat and bronchial irritation.,DB04837,2795.0
CN(C)CCC1=CNC2=C1C=C(CN1C=NC=N1)C=C2,Rizatriptan,Rizatriptan,Rizatriptan is a 5-HT1B/1D receptor agonist used to treat migraines.,DB00953,5078.0
CN(C)CCC1=CNC2=C1C=C(CS(=O)(=O)N1CCCC1)C=C2,Almotriptan,Almotriptan,"Almotriptan is a triptan drug for the treatment of migraine headaches. Almotriptan is in a class of medications called selective serotonin receptor agonists. It works by narrowing blood vessels in the brain, stopping pain signals from being sent to the brain, and stopping the release of certain natural substances that cause pain, nausea, and other symptoms of migraine. Almotriptan does not prevent migraine attacks.",DB00918,123606.0
CN(C)CCC1=CNC2=CC=C(C[C@H]3COC(=O)N3)C=C12,Zolmitriptan,Zolmitriptan,Zolmitriptan is a member of the triptan class of 5-HT(1B/1D/1F) receptor agonist drugs used for the acute treatment of migraine with or without aura in adults.,DB00315,60857.0
CN(C)CCC=C1C2=CC=CC=C2C=CC2=CC=CC=C12,Cyclobenzaprine,Cyclobenzaprine,Cyclobenzaprine is a skeletal muscle relaxant that works on the brainstem to treat muscle spasms of local origin.,DB00924,2895.0
CN(C)CCC=C1C2=CC=CC=C2CCC2=CC=CC=C12,Amitriptyline,Amitriptyline,"Amitriptyline is a tricyclic antidepressant indicated in the treatment of depressive illness, either endogenous or psychotic, and to relieve depression associated anxiety.",DB00321,2160.0
CN(C)CCCC1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1,Citalopram,Citalopram,Citalopram is a selective serotonin reuptake inhibitor (SSRI) used in the treatment of depression.,DB00215,2771.0
CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(Cl)C=C2,Clomipramine,Clomipramine,"Clomipramine is a tricyclic antidepressant used in the treatment of obsessive-compulsive disorder and disorders with an obsessive-compulsive component, such as depression, schizophrenia, and Tourette’s disorder.",DB01242,2801.0
CN(C)CCCN1C2=CC=CC=C2CCC2=CC=CC=C12,Imipramine,Imipramine,Imipramine is a tricyclic antidepressant indicated for the treatment of depression and to reduce childhood enuresis.,DB00458,3696.0
CN(C)CCCN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(F)(F)F,Triflupromazine,Triflupromazine,A phenothiazine used as an antipsychotic agent and as an antiemetic.,DB00508,5568.0
CN(C)CCCN1C2=CC=CC=C2SC2=C1C=C(Cl)C=C2,Chlorpromazine,Chlorpromazine,"Chlorpromazine is a phenothiazine antipsychotic used to treat nausea, vomiting, preoperative anxiety, schizophrenia, bipolar disorder, and severe behavioral problems in children.",DB00477,2726.0
CN(C)CCCN1C2=CC=CC=C2SC2=CC=CC=C12,Promazine,Promazine,Promazine is a phenothiazine used to manage schizophrenia.,DB00420,4926.0
CN(C)CCC[C@]1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1,Escitalopram,Escitalopram,"Escitalopram is a selective serotonin re-uptake inhibitor used in the treatment of major depressive disorder (MDD), generalized anxiety disorder (GAD), and other select psychiatric disorders such as obsessive-compulsive disorder (OCD).",DB01175,146570.0
CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1,Tripelennamine,Tripelennamine,"Tripelennamine is a histamine H1 antagonist used to treat hypersensitivity reactions, coughs, and the common cold.",DB00792,5587.0
CN(C)CCOC(=O)C(C1=CC=CC=C1)C1(O)CCCC1,Cyclopentolate,Cyclopentolate (ophthalmic),Cyclopentolate is an anticholinergic used to cause mydriasis and cycloplegia for diagnostic testing.,DB00979,2905.0
CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=CC=N1,Doxylamine,Doxylamine,Doxylamine is an antihistamine used to treat insomnia and allergy symptoms and is used with pyridoxine in the treatment of nausea and vomiting in pregnancy.,DB00366,3162.0
CN(C)CCOC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1,Carbinoxamine,Carbinoxamine,"Carbinoxamine is a first generation antihistamine used to treat allergic rhinitis, vasomotor rhinitis, allergic conjunctivitis, allergic reactions, and mild allergic reactions.",DB00748,2564.0
CN(C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1,Diphenhydramine,Diphenhydramine,"Diphenhydramine is a H1 receptor antihistamine used in the treatment of seasonal allergies, and various allergic reactions including sneezing, runny nose, itchy/watery eyes, itching of nose or throat, pruritus, urticaria, insect bites/stings, and allergic rashes.",DB01075,3100.0
CN(C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1C,Orphenadrine,Orphenadrine,Orphenadrine is a muscarinic antagonist used as an adjunct for the symptomatic relief of musculoskeletal pain and discomfort.,DB01173,4601.0
CN(C)CCOC1=CC=C(C=C1)C(=C(\CCCl)C1=CC=CC=C1)\C1=CC=CC=C1,Toremifene,Toremifene,Toremifene is a first generation nonsteroidal selective estrogen receptor modulator used to treat certain breast cancers.,DB00539,3005573.0
CN(C)CC[C@@H](C1=CC=C(Br)C=C1)C1=CC=CC=N1,Dexbrompheniramine,Dexbrompheniramine,Dexbrompheniramine is an antihistamine used to treat allergy symptoms including upper respiratory tract symptoms.,DB00405,16960.0
CN(C)CC\C=C1\C2=CC=CC=C2COC2=C1C=C(CC(O)=O)C=C2,Olopatadine,Olopatadine,Olopatadine is a histamine H1 antagonist used to treat allergic conjunctivitis and rhinitis.,DB00768,5281071.0
CN(C)C\C=C\C(=O)NC1=C(O[C@H]2CCOC2)C=C2N=CN=C(NC3=CC(Cl)=C(F)C=C3)C2=C1,Afatinib,Afatinib,Afatinib is an antineoplastic agent used for the treatment of locally advanced or metastatic non-small cell lung cancer (NSCLC) with non-resistant EGFR mutations or resistance to platinum-based chemotherapy.,DB08916,10184653.0
CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3\C2=C\CCN2CCN(C)CC2)C=C1,Thiothixene,Thiothixene,A thioxanthine used as an antipsychotic agent. Its effects are similar to the phenothiazine antipsychotics.,DB01623,941651.0
CN(C)\N=N\C1=C(N=CN1)C(N)=O,Dacarbazine,Dacarbazine,Dacarbazine is an antineoplastic agent used to treat malignant melanoma and Hodgkin's disease.,DB00851,5351166.0
CN(C1=CC2=NN(C)C(C)=C2C=C1)C1=CC=NC(NC2=CC=C(C)C(=C2)S(N)(=O)=O)=N1,Pazopanib,Pazopanib,Pazopanib is an antineoplastic agent used in the treatment of advanced renal cell cancer and advanced soft tissue sarcoma in patients with prior chemotherapy.,DB06589,10113978.0
CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O,Methotrexate,Methotrexate,"Methotrexate is an antineoplastic agent used the treatment of a wide variety of cancers as well as severe psoriasis, severe rheumatoid arthritis, and juvenile rheumatoid arthritis.",DB00563,126941.0
CN(CCCCCCCCCCN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C,Demecarium,Demecarium (ophthalmic),"Demecarium is an indirect-acting parasympathomimetic agent that is used to treat glaucoma. It is a cholinesterase inhibitor or an anticholinesterase. Cholinesterase inhibitors prolong the effect of acetylcholine, which is released at the neuroeffector junction of parasympathetic postganglion nerves, by inactivating the cholinesterases that break it down. Demecarium inactivates both pseudocholinesterase and acetylcholinesterase. In the eye, this causes constriction of the iris sphincter muscle (causing miosis) and the ciliary muscle. The outflow of the aqueous humor is facilitated, which leads to a reduction in intraocular pressure.",DB00944,5966.0
CN(CCCl)CCCl,Mechlorethamine,Mechlorethamine,"Mechlorethamine is an antineoplastic agent used to treat Hodgkin's disease, lymphosarcoma, and chronic myelocytic or lymphocytic leukemia.",DB00888,4033.0
CN(CCOC1=CC=C(CC2SC(=O)NC2=O)C=C1)C1=CC=CC=N1,Rosiglitazone,Rosiglitazone,Rosiglitazone is a thiazolidinedione indicated as an adjunct to diet and exercise to maintain glycemic control in type 2 diabetes.,DB00412,77999.0
CN(CCOC1=CC=C(NS(C)(=O)=O)C=C1)CCC1=CC=C(NS(C)(=O)=O)C=C1,Dofetilide,Dofetilide,Dofetilide is a class III antiarrhythmic drug used for the maintenance of normal sinus rhythm and cardioversion in cases of atrial fibrillation and atrial flutter.,DB00204,71329.0
CN(C\C=C\C#CC(C)(C)C)CC1=CC=CC2=CC=CC=C12,Terbinafine,Terbinafine,Terbinafine is an allylamine antifungal used to treat dermatophyte infections of toenails and fingernails as well as other fungal skin infections.,DB00857,1549008.0
CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O,Streptozocin,Streptozocin,Streptozocin is a nitrosourea antineoplastic agent used in the treatment of metastatic pancreatic islet cell carcinoma.,DB00428,29327.0
CN1C(=O)C(C)=C2N(C(=O)N(C3CC3)C(=O)C2=C1NC1=CC=C(I)C=C1F)C1=CC(NC(C)=O)=CC=C1,Trametinib,Trametinib,"Trametinib is a kinase inhibitor used to treat patients with specific types of melanoma, non-small cell lung cancer, and thyroid cancer.",DB08911,11707110.0
CN1C(=O)C(O)=C(N=C1C(C)(C)NC(=O)C1=NN=C(C)O1)C(=O)NCC1=CC=C(F)C=C1,Raltegravir,Raltegravir,Raltegravir is an antiretroviral agent used for the treatment of HIV infections in conjunction with other antiretrovirals.,DB06817,54671008.0
CN1C(=O)C=C(N2CCC[C@@H](N)C2)N(CC2=C(C=CC=C2)C#N)C1=O,Alogliptin,Alogliptin,Alogliptin is a dipeptidyl peptidase-4 (DPP-4) inhibitor used to treat hyperglycemia in patients with type 2 diabetes mellitus.,DB06203,11450633.0
CN1C(=O)CC(C)(C1=O)C1=CC=CC=C1,Methsuximide,Methsuximide,Methsuximide is a succinimide anticonvulsant that increases the seizure threshold. Primarily used for childhood absence seizures. Functions by suppressing paroxysmal spike-and-wave patterns associated with lapses of consciousness in absence seizures.,DB05246,6476.0
CN1C(=O)CC(C1=O)C1=CC=CC=C1,Phensuximide,Phensuximide,Phensuximide is a member of the succinimide class with anticonvulsant properties. It suppresses the paroxysmal three cycle per second spike and wave EEG pattern associated with lapses of consciousness in petit mal seizures. The frequency of attacks is reduced by depression of nerve transmission in the motor cortex.,DB00832,6839.0
CN1C(=O)OC(C)(C)C1=O,Trimethadione,Trimethadione,Trimethadione is an anticonvulsant agent indicated for the control of treatment-refractory petit mal seizures.,DB00347,5576.0
CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O,Meloxicam,Meloxicam,"Meloxicam is an NSAID used to treat osteoarthritis in adults, rheumatoid arthritis in adults, and juvenile rheumatoid arthritis in pediatrics.",DB00814,54677470.0
CN1C(C(=O)NC2=NC=CC=C2)=C(O)C2=C(C=CC=C2)S1(=O)=O,Piroxicam,Piroxicam,Piroxicam is an NSAID used to treat the symptoms of osteoarthritis and rheumatoid arthritis.,DB00554,54676228.0
CN1C(C2=CC=C(Cl)C=C2)S(=O)(=O)CCC1=O,Chlormezanone,Chlormezanone,A non-benzodiazepine that is used in the management of anxiety. It has been suggested for use in the treatment of muscle spasm.,DB01178,2717.0
CN1C(CC(O)=O)=CC=C1C(=O)C1=CC=C(C)C=C1,Tolmetin,Tolmetin,"Tolmetin is an NSAID used to treat acute flares of various painful conditions and used for the long term management of osteoarthritis, rheumatoid arthritis, and juvenile arthritis.",DB00500,5509.0
CN1C(CCCC(O)=O)=NC2=CC(=CC=C12)N(CCCl)CCCl,Bendamustine,Bendamustine,Bendamustine is an antineoplastic agent used for the treatment of chronic lymphocytic leukemia (CLL) and indolent B-cell non-Hodgkin lymphoma (NHL) that has progressed following rituximab therapy.,DB06769,65628.0
CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O,Polythiazide,Polythiazide,Polythiazide is a thiazide diuretic used in the management of hypertension and treatment of edema.,DB01324,4870.0
CN1C2=C(C3=CC=CC=C13)C(=O)C(CN1C=CN=C1C)CC2,Ondansetron,Ondansetron,Ondansetron is a serotonin 5-HT3 receptor antagonist used to prevent nausea and vomiting in cancer chemotherapy and postoperatively.,DB00904,4595.0
CN1C2=C(C3=CC=CC=C13)C(=O)N(CC1=C(C)NC=N1)CC2,Alosetron,Alosetron,Alosetron is a 5-HT3 antagonist used to treat diarrhea-predominant IBS.,DB00969,2099.0
CN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C1=CC=CC=C1,Temazepam,Temazepam,"Temazepam is a short-acting benzodiazepine commonly used to treat panic disorders, severe anxiety, and insomnia.",DB00231,5391.0
CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1,Diazepam,Diazepam,"Diazepam is a long-acting benzodiazepine with rapid onset commonly used to treat panic disorders, severe anxiety, alcohol withdrawal, and seizures.",DB00829,3016.0
CN1C2=C(C=C(Cl)C=C2)N(C2=CC=CC=C2)C(=O)CC1=O,Clobazam,Clobazam,Clobazam is a benzodiazepine used as adjunct treatment in seizures associated with Lennox-Gastaut syndrome.,DB00349,2789.0
CN1C2=C(N(CC(O)CO)C=N2)C(=O)N(C)C1=O,Dyphylline,Dyphylline,"Dyphylline is a theophylline derivative used to treat asthma, bronchospasm, and COPD.",DB00651,3182.0
CN1C2=C(N=C(Cl)N2)C(=O)N(C)C1=O.CN(C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1,Dimenhydrinate,Dimenhydrinate,"Dimenhydrinate is a medication used to prevent and treat nausea, vomiting, vertigo, and motion sickness.",DB00985,441281.0
CN1C2=C(NC(Br)=N2)C(=O)N(C)C1=O,Bromotheophylline,Bromotheophylline,"Bromotheophylline is the active moiety of pamabrom, a mixture of 2-amino-2-methyl-propanol and bromotheophylline. From this mixture, bromotheophylline acts as a weak diuretic that has been used along with some analgesics to relieve the symptoms of premenstrual syndrome.[A33018]  Bromotheophylline is categorized on the FDA as a drug substance with an inactive state since March, 1980.[L1082] It is also approved by Health Canada to be used alone or in combination with [DB00316] in OTC products.[L1113]",DB14018,
CN1C2=C(NC=N2)C(=O)N(C)C1=O,Theophylline,Theophylline,"Theophylline is a xanthine used to manage the symptoms of asthma, COPD, and other lung conditions caused by reversible airflow obstruction.",DB00277,2153.0
CN1C=CC(=O)C(O)=C1C,Deferiprone,Deferiprone,Deferiprone is an iron chelator used to treat patients with transfusional iron overload caused by thalassemia syndromes.,DB08826,2972.0
CN1C=CNC1=S,Methimazole,Methimazole,"Methimazole is a thionamide antithyroid agent that inhibits the actions of thyroid peroxidase, leading to a reduction in thyroid hormone synthesis and amelioration of hyperthyroidism.",DB00763,1349907.0
CN1C=NC(=C1SC1=NC=NC2=C1NC=N2)[N+]([O-])=O,Azathioprine,Azathioprine,"Azathioprine is an immunosuppressant used to prevent renal transplant rejection, treat rheumatoid arthritis, Crohn's disease, and ulcerative colitis.",DB00993,2265.0
CN1C=NC2=C1C(=O)N(C)C(=O)N2C,Caffeine,Caffeine,"Caffeine is a stimulant present in tea, coffee, cola beverages, analgesic drugs, and agents used to increase alertness. It is also used in to prevent and treat pulmonary complications of premature birth.",DB00201,2519.0
CN1C=NC2=C1C(=O)N(CCCCC(C)=O)C(=O)N2C,Pentoxifylline,Pentoxifylline,A methylxanthine derivative that inhibits phosphodiesterase and affects blood rheology. It improves blood flow by increasing erythrocyte and leukocyte flexibility. It also inhibits platelet aggregation. Pentoxifylline modulates immunologic activity by stimulating cytokine production. [PubChem],DB00806,4740.0
CN1CCC(CC1)=C1C2=C(SC=C2)C(=O)CC2=CC=CC=C12,Ketotifen,Ketotifen,Ketotifen is a histamine H1 receptor blocker and mast cell stabilizer used to treat mild atopic asthma and allergic conjunctivitis.,DB00920,3827.0
CN1CCC(CC1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12,Cyproheptadine,Cyproheptadine,"Cyproheptadine is a combined serotonin and histamine antagonist used in the treatment of allergic symptoms, for appetite stimulation, and off-label in the treatment of serotonin syndrome.",DB00434,2913.0
CN1CCC(CC1)=C1C2=CC=CC=C2CCC2=C1N=CC=C2,Azatadine,Azatadine,Azatadine is an H1 receptor antagonist used to treat perennial and allergic rhinitis as well as eustachian tube congestion.,DB00719,19861.0
CN1CCC(CN2C3=CC=CC=C3SC3=CC=CC=C23)C1,Methdilazine,Methdilazine,Methdilazine is a phenothiazine compound with antihistaminic activity. It is used in the treatment of various dermatoses to relieve pruritus.,DB00902,14677.0
CN1CCC2=C(C1)C(C1=CC=CC=C21)C1=CC=CC=C1,Phenindamine,Phenindamine,"Phenindamine is an antihistamine. Phenindamine blocks the effects of the naturally occurring chemical histamine in your body. Antihistamines such as phenindamine appear to compete with histamine for histamine H1- receptor sites on effector cells. The antihistamines antagonize those pharmacological effects of histamine which are mediated through activation of H1- receptor sites and thereby reduce the intensity of allergic reactions and tissue injury response involving histamine release.  It is used to treat sneezing, runny nose, itching, watery eyes, hives, rashes, itching, and other symptoms of allergies and the common cold.",DB01619,11291.0
CN1CCCC(CC1)N1N=C(CC2=CC=C(Cl)C=C2)C2=CC=CC=C2C1=O,Azelastine,Azelastine,Azelastine is a histamine H1-receptor antagonist used intranasally to treat allergic and vasomotor rhinitis and in an ophthalmic solution to treat allergic conjunctivitis.,DB00972,2267.0
CN1CCCCC1C(=O)NC1=C(C)C=CC=C1C,Mepivacaine,Mepivacaine,Mepivacaine is a local anesthetic used for local or regional analgesia or anesthesia.,DB00961,4062.0
CN1CCCCC1CCN1C2=C(SC3=C1C=C(C=C3)S(C)=O)C=CC=C2,Mesoridazine,Mesoridazine,"Mesoridazine is a phenothiazine antipsychotic used to treat schizophrenia, organic brain disorders, alcoholism, and psychoneuroses.",DB00933,4078.0
CN1CCC[C@@H]1CC1=CNC2=C1C=C(CCS(=O)(=O)C1=CC=CC=C1)C=C2,Eletriptan,Eletriptan,Eletriptan is a triptan used for the treatment of migraines.,DB00216,77993.0
CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1,Clemastine,Clemastine,Clemastine is an antihistamine with sedative and anticholinergic effects used to treat the symptoms of allergic rhinitis.,DB00283,26987.0
CN1CCC[C@H]1C1=CN=CC=C1,Nicotine,Nicotine,Nicotine is a stimulatory alkaloid found in tobacco products that is often used for the relief of nicotine withdrawal symptoms and as an aid to smoking cessation.,DB00184,89594.0
CN1CCN(CC1)C(=O)OC1N(C(=O)C2=NC=CN=C12)C1=NC=C(Cl)C=C1,Zopiclone,Zopiclone,Zopiclone is a nonbenzodiazepine hypnotic used for the short-term management of insomnia.,DB01198,5735.0
CN1CCN(CC1)C(=O)O[C@@H]1N(C(=O)C2=NC=CN=C12)C1=NC=C(Cl)C=C1,Eszopiclone,Eszopiclone,"Eszopiclone is a sedative-hypnotic used in the treatment of insomnia, improving both the latency phase and the maintenance phase of sleep.",DB00402,969472.0
CN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1,Chlorcyclizine,Chlorcyclizine,"Chlorcyclizine is a first generation phenylpiperazine class antihistamine used to treat urticaria, rhinitis, pruritus, and other allergy symptoms. Chlorcyclizine also has some local anesthetic, anticholinergic, and antiserotonergic properties, and can be used as an antiemetic.",DB08936,2710.0
CN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=CC=C1,Cyclizine,Cyclizine,"Cyclizine is an antihistamine and antiemetic drug used for the prevention and treatment of nausea, vomiting, and dizziness associated with motion sickness, and vertigo.",DB01176,6726.0
CN1CCN(CC1)C1=NC2=CC(Cl)=CC=C2NC2=CC=CC=C12,Clozapine,Clozapine,Clozapine is an antipsychotic drug used in treatment resistant schizophrenia and to decrease suicide risk in schizophrenic patients.,DB00363,2818.0
CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2,Olanzapine,Olanzapine,"Olanzapine is an antipsychotic drug used in the management of schizophrenia, bipolar 1 disorder, and agitation associated with these disorders.",DB00334,4585.0
CN1CCN(CC1)C1=NC2=CC=CC=C2OC2=C1C=C(Cl)C=C2,Loxapine,Loxapine,Loxapine is a antipsychotic used for the treatment of schizophrenia.,DB00408,3964.0
CN1CCN(CC2=CC=C(C=C2)C(=O)NC2=CC(NC3=NC=CC(=N3)C3=CN=CC=C3)=C(C)C=C2)CC1,Imatinib,Imatinib,"Imatinib is a tyrosine kinase inhibitor used to treat a number of leukemias, myelodysplastic/myeloproliferative disease, systemic mastocytosis, hypereosinophilic syndrome, dermatofibrosarcoma protuberans, and gastrointestinal stromal tumors.",DB00619,5291.0
CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1,Ponatinib,Ponatinib,Ponatinib is a kinase inhibitor used to treat patients with various types of chronic myeloid leukemia (CML).,DB08901,24826799.0
CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C(F)(F)F)CC1,Trifluoperazine,Trifluoperazine,"Trifluoperazine is a phenothiazine used to treat depression, anxiety, and agitation.",DB00831,5566.0
CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1,Prochlorperazine,Prochlorperazine,Prochlorperazine is a phenothiazine derivative used in the treatment of schizophrenia and anxiety and to relieve severe nausea and vomiting.,DB00433,4917.0
CN1CCN2C(C1)C1=CC=CC=C1CC1=C2N=CC=C1,Mirtazapine,Mirtazapine,Mirtazapine is a tetracyclic antidepressant used in the treatment of major depression and is used off-label as a drug for insomnia and to increase appetite.,DB00370,4205.0
CN1N=C(C(=O)N[C@@H]2C[C@@H]3CCC[C@H](C2)N3C)C2=C1C=CC=C2,Granisetron,Granisetron,Granisetron is a 5HT3 antagonist used to treat nausea and vomiting in cancer therapy and postoperatively.,DB00889,5284566.0
CN1N=NC2=C(N=CN2C1=O)C(N)=O,Temozolomide,Temozolomide,Temozolomide is an alkylating agent used to treat glioblastoma multiforme and refractory anaplastic astrocytoma.,DB00853,5394.0
CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)N=C(N)N2,Levomefolic acid,Levomefolic acid,Levomefolic acid is a folate supplement used to prevent neural tube defects in pregnancy or folate deficiency.,DB11256,444412.0
CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)C1=CC=CC=C1,Atropine,Atropine,"Atropine is a muscarinic antagonist used to treat poisoning by muscarinic agents, including organophosphates and other drugs.",DB00572,174174.0
CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1,Hyoscyamine,Hyoscyamine,"Hyoscyamine is an anticholinergic indicated to treat functional gastrointestinal disorders, biliary and renal colic, and acute rhinitis.",DB00424,154417.0
CN1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1,Scopolamine,Scopolamine,Scopolamine is a belladonna alkaloid with anticholinergic effects indicated for the treatment of nausea and vomiting associated with motion sickness and postoperative nausea and vomiting (PONV).,DB00747,3000322.0
CNC(=O)C1=C(F)C=C(C=C1)N1C(=S)N(C(=O)C1(C)C)C1=CC=C(C#N)C(=C1)C(F)(F)F,Enzalutamide,Enzalutamide,Enzalutamide is an androgen receptor inhibitor used to treat castration-resistant prostate cancer.,DB08899,15951529.0
CNC(=O)C1=C(SC2=CC=C3C(NN=C3\C=C\C3=CC=CC=N3)=C2)C=CC=C1,Axitinib,Axitinib,"Axitinib is a second generation tyrosine kinase inhibitor that works by selectively inhibiting vascular endothelial growth factor receptors (VEGFR-1, VEGFR-2, VEGFR-3).[L6676] Through this mechanism of action, axitinib blocks angiogenesis, tumour growth and metastases. It is reported to exhibit potency that is 50-450 times higher than that of the first generation VEGFR inhibitors.[L6676] Axitinib is an indazole derivative.[A179398] It is most commonly marketed under the name Inlyta? and is available in oral formulations.",DB06626,6450551.0
CNC(=O)C1=CC(OC2=CC(F)=C(NC(=O)NC3=CC=C(Cl)C(=C3)C(F)(F)F)C=C2)=CC=N1,Regorafenib,Regorafenib,"Regorafenib is a kinase inhibitor used to treat patients with metastatic colorectal cancer, unresectable, locally advanced, or metastatic gastrointestinal stromal tumors, and hepatocellular carcinoma.",DB08896,11167602.0
CNC(=O)C1=CC=C(C=C1F)N1C(=S)N(C(=O)C11CCC1)C1=CC(=C(N=C1)C#N)C(F)(F)F,Apalutamide,Apalutamide,"Apalutamide is an androgen receptor inhibitor used to treat non metastatic, castration resistant prostate cancer.",DB11901,24872560.0
CNC(=O)C1=NC=CC(OC2=CC=C(NC(=O)NC3=CC(=C(Cl)C=C3)C(F)(F)F)C=C2)=C1,Sorafenib,Sorafenib,Sorafenib is a kinase inhibitor used in the treatment of unresectable liver carcinoma and advanced renal carcinoma.,DB00398,216239.0
CNC(C)(C)CC1=CC=CC=C1,Mephentermine,Mephentermine,Mephentermine is a sympathomimetic agent used in the treatment of hypotension.,DB01365,3677.0
CNC(C)C1CCC(N)C(OC2C(N)CC(N)C(OC3OCC(C)(O)C(NC)C3O)C2O)O1,Gentamicin,Gentamicin,Gentamicin is an aminoglycoside used to treat a wide variety of aerobic infections in the body.,DB00798,3467.0
CNC(C)CCC=C(C)C,Isometheptene,Isometheptene,Isometheptene is a sympathomimetic used to relieve painful spasms in combination with other agents such as caffeine and metamizole.,DB06706,22297.0
CNC(NCCSCC1=CC=C(CN(C)C)O1)=C[N+]([O-])=O,Ranitidine,Ranitidine,"Ranitidine is a histamine H2 antagonist used to treat duodenal ulcers, Zollinger-Ellison syndrome, gastric ulcers, GERD, and erosive esophagitis.",DB00863,3001055.0
CNC(NCCSCC1=CSC(CN(C)C)=N1)=C[N+]([O-])=O,Nizatidine,Nizatidine,Nizatidine is an H2 receptor antagonist used to treat GERD and a variety of ulcers.,DB00585,3033637.0
CNC1(C)C2CCC(C2)C1(C)C,Mecamylamine,Mecamylamine,Mecamylamine is a nicotine antagonist used to treat moderate to severe essential hypertension and uncomplicated malignant hypertension.,DB00657,4032.0
CNC1(CCCCC1=O)C1=CC=CC=C1Cl,Ketamine,Ketamine,Ketamine is a rapid-acting general anesthetic and NMDA receptor antagonist used for induction of anesthesia diagnostic and surgical procedures typically in combination with a muscle relaxant.,DB01221,3821.0
CNC1=NC2=C(C=C(Cl)C=C2)C(C2=CC=CC=C2)=[N+]([O-])C1,Chlordiazepoxide,Chlordiazepoxide,"Chlordiazepoxide is a benzodiazepine used to treat the withdrawal symptoms of acute alcoholism, to treat preoperative anxiety, and to treat anxiety over a short term period.",DB00475,2712.0
CNCC(O)C1=CC(OC(=O)C(C)(C)C)=C(OC(=O)C(C)(C)C)C=C1,Dipivefrin,Dipivefrin (ophthalmic),Dipivefrin is a prodrug of epinephrine used in ophthalmic solutions to reduce intraocular pressure in chronic open-angle glaucoma.,DB00449,3105.0
CNCC1=CC=C(C=C1)C1=C2CCNC(=O)C3=C2C(N1)=CC(F)=C3,Rucaparib,Rucaparib,"Rucaparib is an anti-cancer agent used to treat recurrent ovarian, fallopian tube, or peritoneal cancer.",DB12332,9931954.0
CNCCC(OC1=CC=C(C=C1)C(F)(F)F)C1=CC=CC=C1,Fluoxetine,Fluoxetine,"Fluoxetine is a selective serotonin reuptake inhibitor used to treat major depressive disorder, bulimia, OCD, premenstrual dysphoric disorder, panic disorder, and bipolar I.",DB00472,3386.0
CNCCC=C1C2=CC=CC=C2CCC2=CC=CC=C12,Nortriptyline,Nortriptyline,Nortriptyline is a tricyclic antidepressant used in the treatment of depression.,DB00540,4543.0
CNCCCC12CCC(C3=CC=CC=C13)C1=CC=CC=C21,Maprotiline,Maprotiline,"Maprotiline is a tetracyclic antidepressant used to treat depressive illness, major depressive disorder, bipolar disorder, and anxiety associated with depression.",DB00934,4011.0
CNCCCC1C2=CC=CC=C2C=CC2=CC=CC=C12,Protriptyline,Protriptyline,Protriptyline is a tricyclic antidepressant that is indicated in the treatment of depression only under close clinical supervision.,DB00344,4976.0
CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12,Desipramine,Desipramine,Desipramine is a tricyclic antidepressant used in the treatment of depression.,DB01151,2995.0
CNCC[C@@H](OC1=CC=CC=C1C)C1=CC=CC=C1,Atomoxetine,Atomoxetine,Atomoxetine is a selective norepinephrine reuptake inhibitor (SNRI) used in the management of Attention Deficit Hyperactivity Disorder (ADHD).,DB00289,54841.0
CNCC[C@H](OC1=CC=CC2=CC=CC=C12)C1=CC=CS1,Duloxetine,Duloxetine,"Duloxetine is a serotonin norepinephrine reuptake inhibitor used to treat generalized anxiety disorder, neuropathic pain, osteoarthritis, and stress incontinence.",DB00476,60835.0
CNC[C@H](O)C1=CC(O)=C(O)C=C1,Epinephrine,Epinephrine,"Epinephrine is a hormone and neurotransmitter used to treat allergic reactions, to restore cardiac rhythm, and to control mucosal congestion, glaucoma, and asthma.",DB00668,5816.0
CNC[C@H](O)C1=CC(O)=CC=C1,Phenylephrine,Phenylephrine,"Phenylephrine is an alpha-1 adrenergic agonist used in the management of hypotension, generally in the surgical setting associated with the use of anesthetics.",DB00388,6041.0
CNNCC1=CC=C(C=C1)C(=O)NC(C)C,Procarbazine,Procarbazine,Procarbazine is an antineoplastic agent indicated for the treatment of stage III and stage IV Hodgkin's disease in combination with other chemotherapeutic agents.,DB01168,4915.0
CNS(=O)(=O)CC1=CC=C2NC=C(CCN(C)C)C2=C1,Sumatriptan,Sumatriptan,Sumatriptan is a serotonin receptor agonist used to treat migraines and cluster headaches.,DB00669,5358.0
CNS(=O)(=O)CCC1=CC2=C(NC=C2C2CCN(C)CC2)C=C1,Naratriptan,Naratriptan,Naratriptan is a 5-HT1B/1D receptor agonist used to treat migraines.,DB00952,4440.0
CN[C@@H](C)CC1=CC=CC=C1,Metamfetamine,Metamfetamine,Metamfetamine is a sympathomimetic agent used in the treatment of attention deficit hyperactivity disorder (ADHD) and exogenous obesity.,DB01577,10836.0
CN[C@@H](C)[C@@H](O)C1=CC=CC=C1,Pseudoephedrine,Pseudoephedrine,"Pseudoephedrine is an alpha and beta adrenergic agonist used to treat nasal and sinus congestion, as well as allergic rhinitis.",DB00852,7028.0
CN[C@@H](C)[C@H](O)C1=CC=CC=C1,Ephedrine,Ephedrine,"Ephedrine is an alpha and beta-adrenergic agonist indicated to treat hypotension under anesthesia, allergic conditions, bronchial asthma, and nasal congestion.",DB01364,9294.0
CN[C@@H]1CCC2=C(C1)C1=C(N2)C=CC(=C1)C(N)=O,Frovatriptan,Frovatriptan,Frovatriptan is a 5-HT1B/1D receptor agonist used to treat migraines.,DB00998,77992.0
CN[C@@H]1[C@@H](O)[C@@H](O[C@H]2[C@@H](C[C@H](N)[C@@H](O[C@H]3OC(CNCCO)=CC[C@H]3N)[C@@H]2O)NC(=O)[C@@H](O)CCN)OC[C@]1(C)O,Plazomicin,Plazomicin,"Developed by Achaogen biopharmaceuticals, plazomicin is a next-generation aminoglycoside synthetically derived from [DB12604]. The structure of plazomicin was established via appending hydroxylaminobutyric acid to [DB12604] at position 1 and 2-hydroxyethyl group at position 6' [A33942]. It was designed to evade all clinically relevant aminoglycoside-modifying enzymes, which contribute to the main resistance mechanism for aminoglycoside therapy [A33942]. However, acquired resistance of aminoglycosides may arise through over expression of efflux pumps and ribosomal modification by bacteria, which results from amino acid or rRNA sequence mutations [A33942]. Like other aminoglycosides, plazomicin is ineffective against bacterial isolates that produce 16S rRNA methyltransferases [FDA Label]. Plazomicin mediates the antibacterial activity against pathogens including carbapenem-resistant (CRE) and extended-spectrum beta-lactamase (ESBL) producing _Enterobacteriaceae_. It mediates the antibacterial activity by binding to bacterial 30S ribosomal subunit and inhibiting protein synthesis [FDA Label]. On June 28th, 2018, plazomicin sulfate was approved by the FDA for use in adult patients for the treatment of complicated urinary tract infections (cUTI) including Pyelonephritis. It is marketed as Zemdri and is administered via once-daily intravenous infusion.",DB12615,42613186.0
CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)C2=CC=C(OC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@H]4C[C@](C)(N)[C@H](O)[C@H](C)O4)C4=CC(=C3)[C@@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N[C@@H]1C3=CC(=C(O)C=C3)C3=C(O)C=C(O)C=C3[C@H](NC(=O)[C@@H](NC1=O)[C@H](O)C1=CC(Cl)=C(O4)C=C1)C(O)=O)C(Cl)=C2,Vancomycin,Vancomycin,Vancomycin is a glycopeptide antibiotic used to treat severe but susceptible bacterial infections such as MRSA (methicillin-resistant Staphylococcus aureus) infections.,DB00512,14969.0
CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)C2=CC=C(OC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@H]4C[C@](C)(NCC5=CC=C(C=C5)C5=CC=C(Cl)C=C5)[C@@H](O)[C@H](C)O4)C4=CC(=C3)[C@@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N[C@@H]1C3=CC(=C(O)C=C3)C3=C(O)C=C(O)C=C3[C@H](NC(=O)[C@@H](NC1=O)[C@H](O[C@H]1C[C@](C)(N)[C@@H](O)[C@H](C)O1)C1=CC(Cl)=C(O4)C=C1)C(O)=O)C(Cl)=C2,Oritavancin,Oritavancin,Oritavancin is an antibacterial agent used to treat acute bacterial skin and skin structure infections caused by susceptible Gram-positive bacteria.,DB04911,16136912.0
CN[C@H]1CC[C@@H](C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12,Sertraline,Sertraline,"Sertraline is a selective serotonin reuptake inhibitor (SSRI) indicated to treat major depressive disorder, social anxiety disorder and many other psychiatric conditions.",DB01104,68617.0
CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]2NC(N)=N)O[C@@H](C)[C@]1(O)C=O,Streptomycin,Streptomycin,Streptomycin is an aminoglycoside antibiotic indicated to treat multi-drug resistant mycobacterium tuberculosis and various non-tuberculosis infections.,DB01082,19649.0
CN\C(NCCSCC1=C(C)NC=N1)=N\C#N,Cimetidine,Cimetidine,"Cimetidine is a histamine H2 receptor antagonist used to manage GERD, peptic ulcer disease, and indigestion.",DB00501,2756.0
COC(=O)C(C1CCCCN1)C1=CC=CC=C1,Methylphenidate,Methylphenidate,Methylphenidate is a stimulant used in the management of Attention Deficit Hyperactivity Disorder (ADHD).,DB00422,4158.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCCN(C)CC1=CC=CC=C1,Nicardipine,Nicardipine,Nicardipine is a calcium channel blocker used for the short-term treatment of hypertension and chronic stable angina.,DB00622,4474.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC2=NON=C12)C(=O)OC(C)C,Isradipine,Isradipine,Isradipine is a dihydropyridine calcium channel blocker used for the treatment of hypertension.,DB00270,3784.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OC,Nifedipine,Nifedipine,"Nifedipine is a dihydropyridine calcium channel blocker indicated for the management of several subtypes of angina pectoris, and hypertension.",DB01115,4485.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OCC(C)C,Nisoldipine,Nisoldipine,Nisoldipine is a calcium channel blocker used as monotherapy or combined with other drugs for the treatment of hypertension.,DB00401,4499.0
COC(=O)C1=CC=C2C(NC(=O)\C2=C(/NC2=CC=C(C=C2)N(C)C(=O)CN2CCN(C)CC2)C2=CC=CC=C2)=C1,Nintedanib,Nintedanib,"Nintedanib is a triple angiokinase inhibitor indicated for the treatment of idiopathic pulmonary fibrosis, systemic sclerosis-associated interstitial lung disease, and in combination with docetaxel for non-small cell lung cancer.",DB09079,9809715.0
COC(=O)C1=CC=CC=C1O,Methyl salicylate,Methyl salicylate (topical),"Methyl salicylate is a topical counter-irritant used for the symptomatic relief of acute musculoskeletal pain in the muscles, joints, and tendons.",DB09543,4133.0
COC(=O)CCC(=O)CN,Methyl aminolevulinate,Methyl aminolevulinate (topical),"Methyl aminolevulinate is a porphyrin precursor used to treat non-hyperkeratotic, non-pigmented actinic keratosis of the face and scalp.",DB00992,157922.0
COC(=O)CCC1=C2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(CCC(O)=O)=C5C)C(C=C)=C4C)C2=CC=C([C@@H](C(=O)OC)[C@@]32C)C(=O)OC)=C1C,Verteporfin,Verteporfin,"Verteporfin is a benzoporphyrin derivative used to treat pathological myopia, ocular histoplasmosis, and choroidal neovascularization in macular degeneration.",DB00460,5362420.0
COC(=O)CCC1=CC=C(OCC(O)CNC(C)C)C=C1,Esmolol,Esmolol,"Esmolol is a cardioselective beta-adrenergic blocker used for the short-term control of ventricular rate and heart rate in various types of tachycardia, including perioperative tachycardia and hypertension.",DB00187,59768.0
COC(=O)N(C)C1=C(N)N=C(N=C1N)C1=NN(CC2=C(F)C=CC=C2)C2=C1C=CC=N2,Riociguat,Riociguat,Riociguat is a stimulator of soluble guanylate cyclase indicated for the management of persistent or recurrent chronic thromboembolic pulmonary hypertension and pulmonary arterial hypertension.,DB08931,11304743.0
COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1,Mebendazole,Mebendazole,Mebendazole is a benzimidazole anthelmintic used to treat helminth infections.,DB00643,4030.0
COC(=O)N[C@@H](C(C)C)C(=O)N1CC2(CC2)C[C@H]1C1=NC(=CN1)C1=CC=C2C3=CC=C(C=C3C(F)(F)C2=C1)C1=CC=C2NC(=NC2=C1)[C@@H]1[C@H]2CC[C@H](C2)N1C(=O)[C@@H](NC(=O)OC)C(C)C,Ledipasvir,Ledipasvir,Ledipasvir is a direct-acting antiviral agent used to treat specific hepatitis C virus (HCV) infections in combination with other antiviral agents.,DB09027,67505836.0
COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC1=CC=C(C=C1)[C@@H]1CC[C@H](N1C1=CC=C(C=C1)C(C)(C)C)C1=CC=C(NC(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)OC)C(C)C)C=C1,Ombitasvir,Ombitasvir,Ombitasvir is a direct acting antiviral agent used in combination with other antiviral agents for the treatment of Hepatitis C Virus (HCV) infections.,DB09296,54767916.0
COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C1=NC=C(N1)C1=CC=C(C=C1)C1=CC=C(C=C1)C1=CN=C(N1)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)OC)C(C)C,Daclatasvir,Daclatasvir,Daclatasvir is a direct-acting antiviral agent used to treat specific hepatitis C virus (HCV) infections in combination with other antiviral agents.,DB09102,25154714.0
COC(=O)N[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@@H](O)CN(CC1=CC=C(C=C1)C1=CC=CC=N1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C,Atazanavir,Atazanavir,Atazanavir is an antiviral protease inhibitor used in combination with other antiretrovirals for the treatment of HIV.,DB01072,148192.0
COC(F)(F)C(Cl)Cl,Methoxyflurane,Methoxyflurane,"An inhalation anesthetic. Currently, methoxyflurane is rarely used for surgical, obstetric, or dental anesthesia. If so employed, it should be administered with nitrous oxide to achieve a relatively light level of anesthesia, and a neuromuscular blocking agent given concurrently to obtain the desired degree of muscular relaxation. (From AMA Drug Evaluations Annual, 1994, p180)",DB01028,4116.0
COC([C@H](OC1=NC(C)=CC(C)=N1)C(O)=O)(C1=CC=CC=C1)C1=CC=CC=C1,Ambrisentan,Ambrisentan,Ambrisentan is a selective type A endothelin receptor antagonist used to treat primary pulmonary arterial hypertension and pulmonary arterial hypertension based on diagnostic classifications.,DB06403,6918493.0
COC1=C(C)C(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O)C(C)=C1,Acitretin,Acitretin,Acitretin is an oral retinoid used in the treatment of severe psoriasis.,DB00459,5284513.0
COC1=C(C=C(C=C1)C1=CC2=C(C=C1)C=C(C=C2)C(O)=O)C12CC3CC(CC(C3)C1)C2,Adapalene,Adapalene,"Adapalene is a third-generation topical retinoid with anti-comedogenic, comedolytic, and anti-inflammatory properties used to treat acne vulgaris in adolescents and adults.",DB00210,60164.0
COC1=C(C=C(C=C1C1=CC2=CC=C(NS(C)(=O)=O)C=C2C=C1)N1C=CC(=O)NC1=O)C(C)(C)C,Dasabuvir,Dasabuvir,Dasabuvir is a direct-acting antiviral agent used to treat specific hepatitis C virus (HCV) infections in combination with other antiviral agents.,DB09183,56640146.0
COC1=C(C=C(Cl)C=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1,Glyburide,Glyburide,Glyburide is a sulfonylurea used in the treatment of non insulin dependent diabetes mellitus.,DB01016,3488.0
COC1=C(C=C2C(OC3=CC=C(NC(=O)NC4CC4)C(Cl)=C3)=CC=NC2=C1)C(N)=O,Lenvatinib,Lenvatinib,"Lenvatinib is a receptor tyrosine kinase inhibitor used for the treatment of metastatic thyroid cancer, advanced renal cell carcinoma in combination with everolimus, and unresectable hepatocellular carcinoma.",DB09078,9823820.0
COC1=C(C\C=C(/C)CCC(=O)OCCN2CCOCC2)C(O)=C2C(=O)OCC2=C1C,Mycophenolate mofetil,Mycophenolate mofetil,"Mycophenolate mofetil is an inosine monophosphate dehydrogenase inhibitor used to prevent the rejection of kidney, heart, or liver transplants.",DB00688,5281078.0
COC1=C(C\C=C(/C)CCC(O)=O)C(O)=C2C(=O)OCC2=C1C,Mycophenolic acid,Mycophenolic acid,Mycophenolic acid is an immunosuppressant used to prevent organ transplant rejections.,DB01024,446541.0
COC1=C(Cl)C=C(CNC2=C(C=NC(=N2)N2CCC[C@H]2CO)C(=O)NCC2=NC=CC=N2)C=C1,Avanafil,Avanafil,Avanafil is a phosphodiesterase-5 (PDE5) inhibitor used to treat erectile dysfunction.,DB06237,9869929.0
COC1=C(NC2=NC=CC(=N2)C2=CN(C)C3=C2C=CC=C3)C=C(NC(=O)C=C)C(=C1)N(C)CCN(C)C,Osimertinib,Osimertinib,Osimertinib is a tyrosine kinase inhibitor used in the treatment of certain types of non-small cell lung carcinoma.,DB09330,71496458.0
COC1=C(O)C=CC(CNC(=O)CCCC\C=C\C(C)C)=C1,Capsaicin,Capsaicin (topical),"Capsaicin is a topical analgesic agent used for the symptomatic relief of neuropathic pain associated with post-herpetic neuralgia, as well as other muscle and joint pain.",DB06774,1548943.0
COC1=C(OC)C(CS(=O)C2=NC3=C(N2)C=C(OC(F)F)C=C3)=NC=C1,Pantoprazole,Pantoprazole,"Pantoprazole is a proton pump inhibitor used to treat erosive esophagitis, gastric acid hypersecretion, and to promote healing of tissue damage caused by gastric acid.",DB00213,4679.0
COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1,Papaverine,Papaverine,"Papaverine is an alkaloid used to treat many types of smooth muscle spasms such as ""vascular spasms"" associated with acute myocardial infarction and angina pectoris, as well as ""visceral spasms"".",DB01113,4680.0
COC1=C(OC)C=C(CCN(C)CCCC(C#N)(C(C)C)C2=CC(OC)=C(OC)C=C2)C=C1,Verapamil,Verapamil,"Verapamil is a non-dihydropyridine calcium channel blocker used in the treatment of angina, arrhythmia, and hypertension.",DB00661,2520.0
COC1=C(OC)C=C2C(=O)C(CC3CCN(CC4=CC=CC=C4)CC3)CC2=C1,Donepezil,Donepezil,Donepezil is an acetylcholinesterase inhibitor used to treat the behavioral and cognitive effects of Alzheimer's Disease and other types of dementia.,DB00843,3152.0
COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1=CC=CO1,Prazosin,Prazosin,Prazosin is an alpha-blocker that causes a decrease in total peripheral resistance and is used to treat hypertension.,DB00457,4893.0
COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1,Terazosin,Terazosin,Terazosin is an alpha-1 adrenergic antagonist used in the treatment of symptomatic benign prostatic hyperplasia and management of hypertension.,DB01162,5401.0
COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1,Doxazosin,Doxazosin,Doxazosin is an alpha-1 adrenergic receptor used to treat mild to moderate hypertension and urinary obstruction due to benign prostatic hyperplasia.,DB00590,3157.0
COC1=C(OC)C=C2C3CC(=O)C(CC(C)C)CN3CCC2=C1,Tetrabenazine,Tetrabenazine,Tetrabenazine is a vesicular monoamine transporter 2 (VMAT) inhibitor used for the management of chorea associated with Huntington's Disease.,DB04844,6018.0
COC1=C(OC)C=C2[C@@H](CN(C)CCCN3CCC4=CC(OC)=C(OC)C=C4CC3=O)CC2=C1,Ivabradine,Ivabradine,Ivabradine is a HCN channel blocker used to reduce the risk of hospitalization for worsening heart failure in adult patients and for treatment of stable symptomatic heart failure as a result of dilated cardiomyopathy in pediatric patients.,DB09083,132999.0
COC1=C(OC)C=C2[C@H]3C[C@@H](OC(=O)[C@@H](N)C(C)C)[C@H](CC(C)C)CN3CCC2=C1,Valbenazine,Valbenazine,Valbenazine is a vesicular monoamine transporter 2 inhibitor used to treat tardive dyskinesia.,DB11915,24795069.0
COC1=C(OCC(O)COC(N)=O)C=CC=C1,Methocarbamol,Methocarbamol,"Methocarbamol is a CNS depressant indicated with rest, physical therapy and other treatments to control the discomfort associated with various acute musculoskeletal conditions.",DB00423,4107.0
COC1=C(OCC2CCN(C)CC2)C=C2N=CN=C(NC3=C(F)C=C(Br)C=C3)C2=C1,Vandetanib,Vandetanib,Vandetanib is an antineoplastic kinase inhibitor used to treat symptomatic or progressive medullary thyroid cancer in patients with unresectable locally advanced or metastatic disease.,DB05294,3081361.0
COC1=C(OCCCN2CCC(CC2)C2=NOC3=C2C=CC(F)=C3)C=CC(=C1)C(C)=O,Iloperidone,Iloperidone,Iloperidone is an atypical antipsychotic agent used for the acute treatment of schizophrenia in adults.,DB04946,71360.0
COC1=C(OCCCN2CCOCC2)C=C2C(NC3=CC(Cl)=C(F)C=C3)=NC=NC2=C1,Gefitinib,Gefitinib,Gefitinib is a tyrosine kinase inhibitor used as first-line therapy to treat non-small cell lung carcinoma (NSCLC) that meets certain genetic mutation criteria.,DB00317,123631.0
COC1=C(OCCCN2CCOCC2)C=CC2=C1N=C(NC(=O)C1=CN=C(N)N=C1)N1CCN=C21,Copanlisib,Copanlisib,Copanlisib is a medication used to treat relapsed follicular lymphoma who have attempted at least two other treatments.,DB12483,24989044.0
COC1=C2N(C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNC(C)C1)C1CC1,Gatifloxacin,Gatifloxacin,Gatifloxacin is a fourth generation fluoroquinolone used to treat a wide variety of infections in the body.,DB01044,5379.0
COC1=C2OC(=O)C=CC2=CC2=C1OC=C2,Methoxsalen,Methoxsalen,Methoxsalen is a furocoumarin used to treat psoriasis and vitiligo.,DB00553,4114.0
COC1=C2O[C@H]3C(=O)CC[C@@]4(O)[C@H]5CC(C=C1)=C2[C@@]34CCN5C,Oxycodone,Oxycodone,Oxycodone is an opioid used in the management of moderate to severe pain.,DB00497,5284603.0
COC1=CC(=CC=C1CC1=CN(C)C2=C1C=C(NC(=O)OC1CCCC1)C=C2)C(=O)NS(=O)(=O)C1=CC=CC=C1C,Zafirlukast,Zafirlukast,Zafirlukast is a leukotriene receptor antagonist used for prophylaxis and chronic treatment of asthma.,DB00549,5717.0
COC1=CC(=CC=C1NC1=NC=C(Cl)C(NC2=CC=CC=C2P(C)(C)=O)=N1)N1CCC(CC1)N1CCN(C)CC1,Brigatinib,Brigatinib,Brigatinib is an anaplastic lymphoma kinase inhibitor used to treat anaplastic lymphoma kinase positive metastatic non small cell lung cancer.,DB12267,68165256.0
COC1=CC(C(O)C(C)N)=C(OC)C=C1,Methoxamine,Methoxamine,Methoxamine is an alpha adrenergic agonist used to treat hypotension.,DB00723,6082.0
COC1=CC(C(O)CNC(=O)CN)=C(OC)C=C1,Midodrine,Midodrine,Midodrine is an alpha-adrenergic antagonist used to treat orthostatic hypotension.,DB00211,4195.0
COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1OC,Trimethoprim,Trimethoprim,"Trimethoprim is an antifolate antibacterial agent that inhibits bacterial dihydrofolate reductase (DHFR), a critical enzyme that catalyzes the formation of tetrahydrofolic acid (THF) - in doing so, it prevents the synthesis of bacterial DNA and ultimately continued bacterial survival.[L11893] Trimethoprim is often used in combination with [sulfamethoxazole] due to their complementary and synergistic mechanisms but may be used as a monotherapy in the treatment and/or prophylaxis of urinary tract infections.[L11893,L11830] It is structurally and chemically related to [pyrimethamine], another antifolate antimicrobial used in the treatment of plasmodial infections.[T707]",DB00440,5578.0
COC1=CC(CC2C3=C(OC)C(OC)=C(OC)C=C3CC[N+]2(C)CCCOC(=O)CCC(=O)OCCC[N+]2(C)CCC3=CC(OC)=C(OC)C(OC)=C3C2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC,Doxacurium,Doxacurium,"Doxacurium chloride is a nondepolarizing neuromuscular blocking agent used as an adjunct to general anesthesia to facilitate tracheal intubation, and to provide skeletal muscle relaxation during surgical procedures.",DB01135,5284551.0
COC1=CC(C[C@@H]2C3=CC(OC)=C(OC)C=C3CC[N+]2(C)CCCOC(=O)CC\C=C\CCC(=O)OCCC[N+]2(C)CCC3=CC(OC)=C(OC)C=C3[C@H]2CC2=CC(OC)=C(OC)C(OC)=C2)=CC(OC)=C1OC,Mivacurium,Mivacurium,Mivacurium is a short-acting non-depolarizing neuromuscular blocking agent used to induce anesthesia during intubation and promote skeletal muscle relaxation during surgery or mechanical ventilation.,DB01226,5281042.0
COC1=CC(NC(C)CCCN)=C2N=CC=CC2=C1,Primaquine,Primaquine,Primaquine is an antimalarial indicated to prevent relapse of vivax malaria.,DB01087,4908.0
COC1=CC(NC2=C(C=NC3=CC(OCCCN4CCN(C)CC4)=C(OC)C=C23)C#N)=C(Cl)C=C1Cl,Bosutinib,Bosutinib,"Bosutinib is an antineoplastic agent used for the treatment of chronic, accelerated, or blast phase Philadelphia chromosome-positive (Ph+) chronic myelogenous leukemia (CML) in adults with inadequate clinical response to other treatments.",DB06616,5328940.0
COC1=CC(NC2=NC=C(F)C(NC3=NC4=C(OC(C)(C)C(=O)N4COP(O)(O)=O)C=C3)=N2)=CC(OC)=C1OC,Fostamatinib,Fostamatinib,Fostamatinib is a spleen tyrosine kinase inhibitor used to treat chronic immune thrombocytopenia after attempting one other treatment.,DB12010,11671467.0
COC1=CC(NCC2=C(C)C3=C(C=C2)N=C(N)N=C3N)=CC(OC)=C1OC,Trimetrexate,Trimetrexate,Trimetrexate is a folate antagonist used for the treatment of moderate-to-severe Pneumocystis carinii pneumonia (PCP) in immunocompromised patients as an alternative therapy in combination with leucovorin.,DB01157,5583.0
COC1=CC(OC)=C(Cl)C2=C1C(=O)[C@]1(O2)[C@H](C)CC(=O)C=C1OC,Griseofulvin,Griseofulvin,Griseofulvin is an antifungal agent used to treat a variety of superficial tinea infections and fungal infections of the fingernails and toes.,DB00400,441140.0
COC1=CC2=C(C(OC)=C1OC)C1=CC=C(OC)C(=O)C=C1C(CC2)NC(C)=O,Colchicine,Colchicine,Colchicine is an alkaloid used in the symptomatic relief of pain in attacks of gout and to treat the inflammatory symptoms of Familial Mediterranean Fever (FMF).,DB01394,2833.0
COC1=CC2=C(C=C1)C=C(C=C2)[C@H](C)C(O)=O,Naproxen,Naproxen,"Naproxen is an NSAID used to treat rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, polyarticular juvenile idiopathic arthritis, tendinitis, bursitis, acute gout, primary dysmenorrhea, and mild to moderate pain.",DB00788,156391.0
COC1=CC2=C(C=C1)C=C(CCC(C)=O)C=C2,Nabumetone,Nabumetone,Nabumetone is an NSAID used to treat osteoarthritis and rheumatoid arthritis.,DB00461,4409.0
COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(O)=O,Indomethacin,Indomethacin,Indomethacin is a nonsteroidal anti-inflammatory (NSAID) used for symptomatic management of chronic musculoskeletal pain conditions and to induce closure of a hemodynamically significant patent ductus arteriosus in premature infants.,DB00328,3715.0
COC1=CC2=C(C=C1)N=C(N2)S(=O)CC1=NC=C(C)C(OC)=C1C,Omeprazole,Omeprazole,"Omeprazole is a proton pump inhibitor used to treat GERD associated conditions such as heartburn and gastric acid hypersecretion, and to promote healing of tissue damage and ulcers caused by gastric acid and H. pylori infection.",DB00338,4594.0
COC1=CC2=C(C=C1OC)C(N)=NC(=N2)N(C)CCCNC(=O)C1CCCO1,Alfuzosin,Alfuzosin,Alfuzosin is an alpha-1 adrenergic antagonist used in the symptomatic management of benign prostatic hypertrophy (BPH).,DB00346,2092.0
COC1=CC2=C(C=C1OC)C(OC1=CC=C(NC(=O)C3(CC3)C(=O)NC3=CC=C(F)C=C3)C=C1)=CC=N2,Cabozantinib,Cabozantinib,"Cabozantinib is a tyrosine kinase inhibitor used to treat advanced renal cell carcinoma, hepatocellular carcinoma, and medullary thyroid cancer.",DB08875,25102847.0
COC1=CC2=C(C=C1OC)[C@@H](CC1=CC(OC)=C(OC)C=C1)[N@@+](C)(CCC(=O)OCCCCCOC(=O)CC[N@@+]1(C)CCC3=C(C=C(OC)C(OC)=C3)[C@H]1CC1=CC(OC)=C(OC)C=C1)CC2,Cisatracurium,Cisatracurium,"Cisatracurium is a skeletal muscle relaxant used to facilitate tracheal intubation, muscle relaxation in surgery, or mechanical ventilation.",DB00565,62886.0
COC1=CC2=C(NC(=N2)[S@@](=O)CC2=NC=C(C)C(OC)=C2C)C=C1,Esomeprazole,Esomeprazole,"Esomeprazole is a proton pump inhibitor used to treat GERD, reduce the risk of NSAID associated gastric ulcers, eradicate H. pylori, and to treat conditions causing gastric acid hypersecretion.",DB00736,9568614.0
COC1=CC2=C(NC=C2CCNC(C)=O)C=C1,Melatonin,Melatonin,Melatonin is an endogenous hormone produced by the pineal gland that regulates sleep-wake cycles and when provided exogenously has beneficial effects on sleep-onset latency; available as an over-the-counter supplement.,DB01065,896.0
COC1=CC2=C(SC3=C(C=CC=C3)N2C[C@H](C)CN(C)C)C=C1,Methotrimeprazine,Methotrimeprazine,"Methotrimeprazine is a phenothiazine used in the management of psychosis, particular those of schizophrenia, and manic phases of bipolar disorder.",DB01403,72287.0
COC1=CC2=NC3=C(CCCCC[C@@H]4C[C@H]4OC(=O)N[C@H](C(=O)N4C[C@@H](C[C@H]4C(=O)N[C@@]4(C[C@H]4C=C)C(=O)NS(=O)(=O)C4CC4)O3)C(C)(C)C)N=C2C=C1,Grazoprevir,Grazoprevir,Grazoprevir is an antiviral and NS3/4A protease inhibitor used to treat hepatitis C infections.,DB11575,44603531.0
COC1=CC=C(C=C1)C(CN(C)C)C1(O)CCCCC1,Venlafaxine,Venlafaxine,Venlafaxine is a selective serotonin and norepinephrine reuptake inhibitor (SNRI) used for the treatment of major depression.,DB00285,5656.0
COC1=CC=C(C=C1)N1N=C(C(N)=O)C2=C1C(=O)N(CC2)C1=CC=C(C=C1)N1CCCCC1=O,Apixaban,Apixaban,"Apixaban is an anticoagulant used for the prophylaxis of stroke and systemic embolism in nonvalvular atrial fibrillation, and deep vein thrombosis(DVT) leading to pulmonary embolism(PE), including in patients after a hip or knee replacement surgery.",DB06605,10182969.0
COC1=CC=C(C=C1)[C@@H]1SC2=C(C=CC=C2)N(CCN(C)C)C(=O)[C@@H]1OC(C)=O,Diltiazem,Diltiazem,Diltiazem is a calcium channel blocker used to treat hypertension and to manage chronic stable angina.,DB00343,39186.0
COC1=CC=C(CC(C)(C)NC[C@H](O)C2=C3OCC(=O)NC3=CC(O)=C2)C=C1,Olodaterol,Olodaterol,"Olodaterol is a long-acting beta2-adrenergic agonist used in the management of chronic obstructive pulmonary disease (COPD), including chronic bronchitis and/or emphysema.",DB09080,11504295.0
COC1=CC=C(CC(C)NCC(O)C2=CC(NC=O)=C(O)C=C2)C=C1,Formoterol,Formoterol,Formoterol is an inhaled long-acting beta2-adrenergic receptor agonist used as a bronchodilator in the management of asthma and COPD.,DB00983,3410.0
COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1,Astemizole,Astemizole,Astemizole is a second generation antihistamine used to treat allergy symptoms.,DB00637,2247.0
COC1=CC=C(CN(CCN(C)C)C2=NC=CC=C2)C=C1,Mepyramine,Mepyramine,"Mepyramine is an antihistamine agent used for the symptomatic treatment of allergy, hypersensitivity reactions, and pruritic skin disorders.",DB06691,4992.0
COC1=CC=C(CN([C@@H](C)C2=NC(=CN2)C2=CC=CC=C2)C(=O)[C@@H](N)CC2=C(C)C=C(C=C2C)C(N)=O)C=C1C(O)=O,Eluxadoline,Eluxadoline,Eluxadoline is a mixed mu-opioid receptor agonist used to treat irritable bowel syndrome with diarrhea.,DB09272,11250029.0
COC1=CC=C(C[C@@H](C)NC[C@H](O)C2=CC(NC=O)=C(O)C=C2)C=C1,Arformoterol,Arformoterol,"Arformoterol is a beta-2 adrenergic agonist and bronchodilator used for long term, symptomatic treatment of reversible bronchoconstriction in patients with chronic obstructive pulmonary disease (COPD), including chronic bronchitis and emphysema.",DB01274,3083544.0
COC1=CC=C(NC(=O)C2=CC=C(C=C2)C(=N)N(C)C)C(=C1)C(=O)NC1=CC=C(Cl)C=N1,Betrixaban,Betrixaban,Betrixaban is a Factor Xa inhibitor used for prophylaxis of venous thromboembolism in hospitalized patients.,DB12364,10275777.0
COC1=CC=CC(=C1)N1CCN(CC1)C1=NC2=C(C=CC=C2F)[C@H](CC(O)=O)N1C1=CC(=CC=C1OC)C(F)(F)F,Letermovir,Letermovir,Letermovir is an antiviral medication used to treat CMV infections and disease in adult CMV-seropositive recipients of an allogeneic hematopoietic stem cell transplant (HSCT).,DB12070,
COC1=CC=CC(=C1)[C@@]1(O)CCCC[C@@H]1CN(C)C,Tramadol,Tramadol,Tramadol is a centrally-acting opioid agonist and SNRI (serotonin/norepinephrine reuptake inhibitor) used for the management of moderate to severe pain in adults.,DB00193,33741.0
COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3O[C@H]3C[C@H](N)[C@@H](O)[C@H](C)O3)C(=O)CO)C(O)=C1C2=O,Epirubicin,Epirubicin,Epirubicin is an anthracycline topoisomerase II inhibitor used as an adjuvant to treating axillary node metastases in patients who have undergone surgical resection of primary breast cancer.,DB00445,41867.0
COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(=O)CO)C(O)=C1C2=O,Doxorubicin,Doxorubicin,Doxorubicin is a medication used to treat various cancers and Kaposi's Sarcoma.,DB00997,31703.0
COC1=CC=CC2=C1C(=O)C1=C(O)C3=C(C[C@](O)(C[C@@H]3O[C@H]3C[C@H](N)[C@H](O)[C@H](C)O3)C(C)=O)C(O)=C1C2=O,Daunorubicin,Daunorubicin,"A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of leukemia and other neoplasms.",DB00694,30323.0
COC1=CC=CC=C1OC1=C(NS(=O)(=O)C2=CC=C(C=C2)C(C)(C)C)N=C(N=C1OCCO)C1=NC=CC=N1,Bosentan,Bosentan,Bosentan is a dual endothelin receptor antagonist used to treat pulmonary arterial hypertension.,DB00559,104865.0
COC1=CC=CC=C1OCC(O)CN1CCN(CC(=O)NC2=C(C)C=CC=C2C)CC1,Ranolazine,Ranolazine,Ranolazine is an anti-anginal drug used for the treatment of chronic angina.,DB00243,56959.0
COC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2,Carvedilol,Carvedilol,"Carvedilol is a non selective beta-adrenergic antagonist used to treat mild to severe chronic heart failure, hypertension, and left ventricular dysfunction following myocardial infarction in clinically stable patients.",DB01136,2585.0
COC1=NC(N)=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O,Nelarabine,Nelarabine,Nelarabine is a purine nucleoside analog and antineoplastic agent used for the treatment of with acute T-cell lymphoblastic leukemia and T-cell lymphoblastic lymphoma with inadequate clinical response to prior chemotherapeutic treatments.,DB01280,3011155.0
COC1=NC2=C(C=C(Br)C=C2)C=C1[C@@H](C1=CC=CC=C1)[C@@](O)(CCN(C)C)C1=CC=CC2=C1C=CC=C2,Bedaquiline,Bedaquiline,Bedaquiline is a diarylquinoline antimycobacterial used in combination with other antibacterials to treat pulmonary multidrug resistant tuberculosis (MDR-TB).,DB08903,5388906.0
COC1=NC=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1OC,Sulfadoxine,Sulfadoxine,Sulfadoxine is a long acting sulfonamide used for the treatment or prevention of malaria.,DB01299,17134.0
COCC1=C(C2=CC=C(F)C=C2)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C(C(C)C)N=C1C(C)C,Cerivastatin,Cerivastatin,Cerivastatin is a statin (or HMG CoA reductase inhibitor) used with dietary changes to decrease lipid levels and reduce the risk of cardiovascular events.,DB00439,446156.0
COCCC1=CC=C(OCC(O)CNC(C)C)C=C1,Metoprolol,Metoprolol,"Metoprolol is a beta-blocker used in the treatment of hypertension and angina, and used to reduce mortality due to myocardial infarction.",DB00264,4171.0
COCCCC\C(=N/OCCN)C1=CC=C(C=C1)C(F)(F)F,Fluvoxamine,Fluvoxamine,Fluvoxamine is a selective serotonin-reuptake inhibitor used to treat obsessive-compulsive disorder.,DB00176,3404.0
COCCCN1CCC(CC1)NC(=O)C1=C2OCCC2=C(N)C(Cl)=C1,Prucalopride,Prucalopride,"Prucalopride is a P2Y12 platelet receptor antagonist used during percutaneous coronary intervention to reduce the risk for periprocedural myocardial infarction (MI), repeat coronary revascularization, and stent thrombosis (ST).",DB06480,3052762.0
COCCCOC1=C(C)C(CS(=O)C2=NC3=CC=CC=C3N2)=NC=C1,Rabeprazole,Rabeprazole,"Rabeprazole is a proton pump inhibitor used to help gastrointestinal ulcers heal, to treat symptoms of gastroesophageal reflux disease (GERD), to eradicate Helicobacter pylori, and to treat hypersecretory conditions such as Zollinger-Ellison Syndrome.",DB01129,5029.0
COCCCOC1=C(OC)C=CC(C[C@@H](C[C@H](N)[C@@H](O)C[C@@H](C(C)C)C(=O)NCC(C)(C)C(N)=O)C(C)C)=C1,Aliskiren,Aliskiren,Aliskiren is a direct renin inhibitor used to manage hypertension.,DB09026,5493444.0
COCCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C,Nimodipine,Nimodipine,Nimodipine is a calcium channel blocker used to improve neurological outcomes in patients with subarachnoid hemorrhage due to a ruptured intracranial aneurysm.,DB00393,4497.0
COCCOC1=CC2=C(C=C1OCCOC)C(NC1=CC(=CC=C1)C#C)=NC=N2,Erlotinib,Erlotinib,Erlotinib is an EGFR tyrosine kinase inhibitor used to treat certain small cell lung cancers or advanced metastatic pancreatic cancers.,DB00530,176870.0
COCCOCCOCCOCCOCCOCCOCCO[C@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC=C)[C@H]1O5,Naloxegol,Naloxegol,Naloxegol is a peripherally-selective opioid antagonist used to treat opioid-induced constipation (OIC) in adult patients with chronic non-cancer pain.,DB09049,56959087.0
COC[C@@H](NC(C)=O)C(=O)NCC1=CC=CC=C1,Lacosamide,Lacosamide,Lacosamide is an antiepileptic drug used to treat partial onset seizures in adults.,DB06218,219078.0
COC[C@H]1C[C@H](N(C1)C(=O)[C@H](NC(=O)OC)C1=CC=CC=C1)C1=NC=C(N1)C1=CC=C2C(COC3=CC4=C(C=CC5=C4NC(=N5)[C@@H]4CC[C@H](C)N4C(=O)[C@@H](NC(=O)OC)C(C)C)C=C23)=C1,Velpatasvir,Velpatasvir,Velpatasvir is a NS5A inhibitor used to treat chronic hepatitis C infections in patients without cirrhosis or with compensated cirrhosis.,DB11613,67683363.0
CO[C@@H]([C@@H]1CC2=CC3=CC(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@H](O)[C@@H](C)O4)=C(C)C(O)=C3C(O)=C2C(=O)[C@H]1O[C@H]1C[C@@H](O[C@H]2C[C@@H](O[C@H]3C[C@](C)(O)[C@H](O)[C@@H](C)O3)[C@@H](O)[C@@H](C)O2)[C@H](O)[C@@H](C)O1)C(=O)[C@@H](O)[C@@H](C)O,Plicamycin,Plicamycin,"Plicamycin is an antineoplastic antibiotic produced by Streptomyces plicatus. It has been used in the treatment of testicular cancer, Paget's disease of bone, and, rarely, the management of hypercalcemia. The manufacturer discontinued plicamycin in 2000.",DB06810,163659.0
CO[C@@H]1C[C@@H](CC[C@H]1O)\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@@H]([C@H](C[C@H]2C)OC)[C@H](C[C@@H](C)C\C(C)=C\[C@@H](CC=C)C(=O)C[C@H](O)[C@H]1C)OC,Tacrolimus,Tacrolimus,Tacrolimus is a calcineurin inhibitor used to prevent organ transplant rejection and to treat moderate to severe atopic dermatitis.,DB00864,445643.0
CO[C@@H]1[C@@H](C[C@H]2O[C@]1(C)N1C3=C(C=CC=C3)C3=C1C1=C(C4=C(C=CC=C4)N21)C1=C3CNC1=O)N(C)C(=O)C1=CC=CC=C1,Midostaurin,Midostaurin,"Midostaurin is an antineoplastic agent used to treat high-risk acute myeloid leukemia (AML) with specific mutations, aggressive systemic mastocytosis (ASM), systemic mastocytosis with associated hematologic neoplasm (SM-AHN), or mast cell leukemia (MCL).",DB06595,9829523.0
CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](OC2=C(C)C3=C(C=C2)C(O)=C(NC(=O)C2=CC=C(O)C(CC=C(C)C)=C2)C(=O)O3)OC1(C)C,Novobiocin,Novobiocin,"Novobiocin is an antibiotic compound derived from _Streptomyces niveus_. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189)",DB01051,54675769.0
CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC,Cisapride,Cisapride,Cisapride is a medication used to treat heartburn associated with GERD.,DB00604,6917698.0
CO[C@H]1C[C@@H](O[C@@H](C)[C@@H]1O)O[C@H]1[C@H](C)O[C@H](C[C@@H]1OC)O[C@H]1[C@@H](C)\C=C\C=C2/CO[C@@H]3[C@H](O)C(C)=C[C@@H](C(=O)O[C@H]4C[C@@H](C\C=C1/C)O[C@@]1(CC[C@H](C)[C@@H](C(C)C)O1)C4)[C@]23O.CC[C@@H](C)[C@H]1O[C@@]2(CC[C@@H]1C)O[C@@H]1C\C=C(C)\[C@@H](O[C@@H]3O[C@@H](C)[C@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC)C4)[C@@H](OC)C3)[C@@H](C)\C=C\C=C3/CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O[C@@H](C1)C2)[C@]34O,Ivermectin,Ivermectin,"Ivermectin is an anti parasite medication used to treat head lice, onchocerciasis, strongyloidiasis, ascariasis, trichuriasis, and enterobiasis.",DB00602,46936176.0
CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3OC(C)=O)N(C)C)[C@@H](C)C[C@@]3(CO3)C(=O)[C@H](C)[C@@H](OC(C)=O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(C)=O,Troleandomycin,Troleandomycin,A macrolide antibiotic that is similar to erythromycin.,DB13179,202225.0
CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C)C(O)=C4C(O)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C1=C(N=C5C=C(C)C=CN15)C4=C3C2=O,Rifaximin,Rifaximin,"Rifaximin is a rifamycin-based non-systemic antibiotic used for the treatment of gastrointestinal bacterial infections, such as traveler's diarrhea and irritable bowel syndrome, and reduction of overt hepatic encephalopathy recurrence in adults.",DB01220,6436173.0
CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C2=O)C2=C(C(O)=C3C)C(=O)C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)=C1NC3(CCN(CC3)CC(C)C)N=C21,Rifabutin,Rifabutin,Rifabutin is an antibiotic used to treat mycobacterium avium complex disease in patients with HIV.,DB00615,6323490.0
CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C2=O)C2=C(C(O)=C3C)C(O)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C(\C=N\N1CCN(CC1)C1CCCC1)=C2O,Rifapentine,Rifapentine,Rifapentine is an antibiotic agent used in the treatment of pulmonary tuberculosis.,DB01201,6323497.0
CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C2=O)C2=C(O)C(\C=N\N4CCN(C)CC4)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C(O)=C2C(O)=C3C,Rifampicin,Rifampicin,"Rifampicin is an antibiotic used to treat several types of mycobacterial infections including Mycobacterium avium complex, leprosy, and in combination with other antibacterials to treat latent or active tuberculosis.",DB01045,5381226.0
CO[C@]12CC[C@@]3(C[C@@H]1[C@](C)(O)C(C)(C)C)[C@H]1CC4=C5C(O[C@@H]2[C@@]35CCN1CC1CC1)=C(O)C=C4,Buprenorphine,Buprenorphine,Buprenorphine is a partial opioid agonist used for management of severe pain that is not responsive to alternative treatments. Also used for maintenance treatment of opioid addiction.,DB00921,644073.0
CO\N=C(/C(=O)N[C@@H]1C(=O)N2[C@]1([H])SCC(C[N+]1(C)CCCC1)=C2C([O-])=O)C1=CSC(N)=N1,Cefepime,Cefepime,"Cefepime is a fourth-generation cephalosporin antibiotic used in the treatment of various bacterial infections caused by susceptible bacteria, such as pneumonia, urinary tract infections, and skin infections.",DB01413,5479537.0
CO\N=C1/CN(CC1CN)C1=NC2=C(C=C1F)C(=O)C(=CN2C1CC1)C(O)=O,Gemifloxacin,Gemifloxacin,Gemifloxacin is a quinolone antibacterial agent used for the treatment of acute bacterial exacerbation of chronic bronchitis and mild to moderate community-acquired pneumonia caused by susceptible bacteria.,DB01155,9571107.0
CS(=O)(=O)C1=CC(Cl)=C(C=C1)C(=O)NC1=CC=C(Cl)C(=C1)C1=CC=CC=N1,Vismodegib,Vismodegib,Vismodegib is a hedgehog pathway inhibitor used to treat patients with locally advanced or metastatic basal cell carcinoma.,DB08828,24776445.0
CS(=O)(=O)C1=CC=C(C=C1)C1=C(C(=O)OC1)C1=CC=CC=C1,Rofecoxib,Rofecoxib,"Rofecoxib is a COX-2 inhibitor NSAID used to treat osteoarthritis, rheumatoid arthritis, acute pain, primary dysmenorrhea, and migraine attacks.",DB00533,5090.0
CS(=O)(=O)CCNCC1=CC=C(O1)C1=CC2=C(C=C1)N=CN=C2NC1=CC(Cl)=C(OCC2=CC(F)=CC=C2)C=C1,Lapatinib,Lapatinib,Lapatinib is an antineoplastic agent and tyrosine kinase inhibitor used for the treatment of advanced or metastatic HER-negative breast cancer in patients who received prior chemotherapeutic treatments.,DB01259,208908.0
CS(=O)(=O)OCCCCOS(C)(=O)=O,Busulfan,Busulfan,Busulfan is an alkylating agent used to treat chronic myelogenous leukemia.,DB01008,2478.0
CS(C)=O,Dimethyl sulfoxide,Dimethyl sulfoxide,"Dimethyl sulfoxide is a reversible mitogen-activated extracellular signal-regulated kinase-1 (MEK1) and MEK2 inhibitor used to treat certain types of melanoma, metastatic non-small cell lung cancer, and locally advanced or metastatic anaplastic thyroid cancer.",DB01093,679.0
CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1,Thioridazine,Thioridazine,Thioridazine is a phenothiazine antipsychotic used to treat schizophrenia and generalized anxiety disorder.,DB00679,5452.0
CSCCNC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)C(Cl)(Cl)P(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC(SCCC(F)(F)F)=N1,Cangrelor,Cangrelor,"Cangrelor is a P2Y12 platelet receptor antagonist used during percutaneous coronary intervention to reduce the risk for periprocedural myocardial infarction (MI), repeat coronary revascularization, and stent thrombosis (ST).",DB06441,9854012.0
CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H](N)CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N1CCC[C@H]1C(O)=O,Tetracosactide,Tetracosactide,Tetracosactide is a diagnostic agent used in the screening of patients presumed to have adrenocortical insufficiency.,DB01284,16133751.0
C[C@@H](C1=NC=NC=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1,Voriconazole,Voriconazole,Voriconazole is a triazole compound used to treat fungal infections.,DB00582,71616.0
C[C@@H](CC1=CC=CC=C1)N(C)CC1=CC=CC=C1,Benzphetamine,Benzphetamine,Benzphetamine is a sympathomimetic used to manage exogenous obesity short term.,DB00865,5311017.0
C[C@@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CCCCN,Lisdexamfetamine,Lisdexamfetamine,Lisdexamfetamine is a central nervous system (CNS) stimulant used to treat attention deficit hyperactivity disorder (ADHD) and moderate to severe eating disorders.,DB01255,11597698.0
C[C@@H](CN1CC(=O)NC(=O)C1)N1CC(=O)NC(=O)C1,Dexrazoxane,Dexrazoxane,Dexrazoxane is a cytoprotective drug used to prevent and improve cardiomyopathy associated with doxorubicin treatment for metastatic breast cancer.,DB00380,71384.0
C[C@@H](NCCCC1=CC(=CC=C1)C(F)(F)F)C1=CC=CC2=CC=CC=C12,Cinacalcet,Cinacalcet,Cinacalcet is a calcium sensing receptor agonist used to treat secondary hyperparathyroidism in chronic kidney disease and hypercalcemia in parathyroid carcinoma.,DB01012,156419.0
C[C@@H](OC1=CC(=CN=C1N)C1=CN(N=C1)C1CCNCC1)C1=C(Cl)C=CC(F)=C1Cl,Crizotinib,Crizotinib,"Crizotinib is a receptor tyrosine kinase inhibitor used to treat metastatic non-small cell lung cancer (NSCLC) where the tumors have been confirmed to be anaplastic lymphoma kinase (ALK), or ROS1-positive.",DB08865,11626560.0
C[C@@H](OC[C@]1(CC[C@]2(CCC(=O)N2)CN1)C1=CC=CC=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F,Rolapitant,Rolapitant,Rolapitant is a neurokinin-1 (NK-1) receptor antagonist used in combination with other antiemetics for the prevention of delayed nausea and vomiting associated with emetogenic chemotherapy.,DB09291,10311306.0
C[C@@H](O[C@H]1OCCN(CC2=NC(=O)N(N2)P(O)(O)=O)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F,Fosaprepitant,Fosaprepitant,Fosaprepitant is an antiemetic drug used in combination with other antiemetic agents for the prevention of acute and delayed nausea and vomiting caused by chemotherapy.,DB06717,219090.0
C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1C1=CC=C(F)C=C1)C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F,Aprepitant,Aprepitant,Aprepitant is a substance P/neurokinin 1 receptor antagonist used to treat nausea and vomiting caused by chemotherapy and surgery.,DB00673,6918365.0
C[C@@H]1CCN([C@H](C1)C(O)=O)C(=O)[C@H](CCCNC(N)=N)NS(=O)(=O)C1=CC=CC2=C1NCC(C)C2,Argatroban,Argatroban,Argatroban is a synthetic direct thrombin inhibitor used for the prevention and treatment of thrombosis related to heparin use.,DB00278,152951.0
C[C@@H]1O[C@@H]1P(O)(O)=O,Fosfomycin,Fosfomycin,Fosfomycin is a broad spectrum antibiotic used to treat uncomplicated urinary tract infections.,DB00828,446987.0
C[C@@H]1O[C@H](C[C@H](N)[C@@H]1O)O[C@H]1C[C@@](O)(CC2=C1C(O)=C1C(=O)C3=CC=CC=C3C(=O)C1=C2O)C(C)=O,Idarubicin,Idarubicin,Idarubicin is an anthracycline antineoplastic agent used to treat acute myeloid leukemia (AML) in adults.,DB01177,42890.0
C[C@@](CC1=CC(O)=C(O)C=C1)(NN)C(O)=O,Carbidopa,Carbidopa,Carbidopa is a dopa decarboxylase inhibitor used in combination with levodopa for the symptomatic treatment of idiopathic Parkinson disease and other conditions associated with parkinsonian symptoms.,DB00190,34359.0
C[C@H](C1=CNC=N1)C1=C(C)C(C)=CC=C1,Dexmedetomidine,Dexmedetomidine,Dexmedetomidine is an alpha-2 agonist used for sedation during various procedures.,DB00633,5311068.0
C[C@H](CC1=CC2=C(N(CCCO)CC2)C(=C1)C(N)=O)NCCOC1=CC=CC=C1OCC(F)(F)F,Silodosin,Silodosin,Silodosin is an alpha-1 adrenergic receptor antagonist used to treat symptoms associated with benign prostatic hyperplasia (BPH).,DB06207,5312125.0
C[C@H](CC1=CC=CC=C1)N(C)CC#C,Selegiline,Selegiline,Selegiline is a monoamine oxidase inhibitor used to treat major depressive disorder and Parkinson's.,DB01037,26757.0
C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C,Calcifediol,Calcifediol,Calcifediol is an active metabolite of vitamin D used to treat hyperparathyroidism as well as to combat hypocalcemia in dialysis patients.,DB00146,5283731.0
C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C,Calcitriol,Calcitriol,Calcitriol is an active metabolite of vitamin D that is used to treat hyperparathyroidism and is also used in dialysis patients to combat hypocalcemia.,DB00136,5280453.0
C[C@H](CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@H]2N=C1\C(C)=C1/N=C(/C=C3\N=C(\C(\C)=C4\[C@@H](CCC(N)=O)[C@](C)(CC(N)=O)[C@@]2(C)N4[Co+]C#N)[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)C(C)(C)[C@@H]1CCC(N)=O)OP([O-])(=O)O[C@@H]1[C@@H](CO)O[C@@H]([C@@H]1O)N1C=NC2=C1C=C(C)C(C)=C2,Cyanocobalamin,Cyanocobalamin,Vitamin B12 is a vitamin available in many formulations to correct vitamin B12 deficiency.,DB00115,70678590.0
C[C@H](COC1=CC=CC=C1)N[C@H](C)[C@@H](O)C1=CC=C(O)C=C1,Isoxsuprine,Isoxsuprine,"Isoxsuprine is a beta-adrenergic agonist used in the symptomatic treatment of cerebrovascular insufficiency, peripheral vascular disease of arteriosclerosis obliterans, thromboangiitis obliterans (Buerger's disease) and Raynaud's disease.",DB08941,11779629.0
C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O,Captopril,Captopril,"Captopril is an ACE inhibitor used for the management of essential or renovascular hypertension, congestive heart failure, left ventricular dysfunction following myocardial infarction, and nephropathy.",DB01197,44093.0
C[C@H](N)CC1=CC=CC=C1,Dextroamphetamine,Dextroamphetamine,Dextroamphetamine is a sympathomimetic agent used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy.,DB01576,5826.0
C[C@H](N)[C@H](O)C1=CC(O)=C(O)C=C1,Levonordefrin,Levonordefrin,Levonordefrin is a topical sympathomimetic amine found in local anesthetic products that is used for nasal decongestion or vasoconstriction during dental procedures.,DB06707,164739.0
C[C@H](N)[C@H](O)C1=CC(O)=CC=C1,Metaraminol,Metaraminol,An adrenergic agonist that acts predominantly at alpha adrenergic receptors and also stimulates the release of norepinephrine. It has been used primarily as a vasoconstrictor in the treatment of hypotension.,DB00610,5906.0
C[C@H](NCC1=CC=C(OCC2=CC(F)=CC=C2)C=C1)C(N)=O,Safinamide,Safinamide,"Safinamide is a MAO-B inhibitor used as an add-on treatment to levodopa/carbidopa for Parkinson's disease during ""off"" episodes.",DB06654,131682.0
C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1,Ritodrine,Ritodrine,Ritodrine is an adrenergic beta agonist used to treat premature labor.,DB00867,33572.0
C[C@H](O)C(=O)NC1=C(I)C(C(=O)NC(CO)CO)=C(I)C(C(=O)NC(CO)CO)=C1I,Iopamidol,Iopamidol,Iopamidol is a diagnostic imaging agent used for angiography throughout the cardiovascular system.,DB08947,65492.0
C[C@H]1CN(C[C@@H](C)N1)C1=C(F)C(N)=C2C(=O)C(=CN(C3CC3)C2=C1F)C(O)=O,Sparfloxacin,Sparfloxacin,Sparfloxacin is a fluoroquinolone antibiotic used to treat bacterial respiratory infections and sinusitis.,DB01208,60464.0
C[C@H]1CN(C[C@H](CC2=CC=CC=C2)C(=O)NCC(O)=O)CC[C@@]1(C)C1=CC(O)=CC=C1,Alvimopan,Alvimopan,Alvimopan is an opioid antagonist used to reduce healing time of the upper and lower gastrointestinal tract following surgical procedures that involve bowel resection with primary anastomosis.,DB06274,5488548.0
C[C@H]1CNCCC2=CC=C(Cl)C=C12,Lorcaserin,Lorcaserin,"Lorcaserin is a serotonin 2C receptor agonist used in conjunction with physical activity and calorie restriction for weight loss in obese patients with a body mass index (BMI) of 30 and above, and in overweight patients with weight-related comorbidities.",DB04871,11658860.0
C[C@H]1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N1CCN(C)CC1,Levofloxacin,Levofloxacin,"Levofloxacin is a fluoroquinolone antibiotic used to treat infections caused by susceptible bacteria of the upper respiratory tract, skin and skin structures, urinary tract, and prostate, as well as for post-exposure treatment of inhaled anthrax and the plague.",DB01137,149096.0
C[C@H]1O[C@H](OC2CC3O[C@@](O)(CC(O)C3C(O)=O)CC(O)C(O)CCC(O)CC(O)CC(O)CC(=O)O[C@@H](C)[C@H](C)[C@H](O)[C@@H](C)\C=C\C=C\CC\C=C\C=C\C=C\C=C\2)[C@@H](O)[C@@H](N)[C@@H]1O,Nystatin,Nystatin,"Nystatin is a polyene ionophore antifungal used to treat cutaneous, mucocutaneous, and gastrointestinal mycotic infections, particularly those caused by Candida species.",DB00646,11953884.0
C[C@H]1[C@@H](OCCN1C)C1=CC=CC=C1,Phendimetrazine,Phendimetrazine,Phendimetrazine is a sympathomimetic amine used as adjunct therapy for the short term management of exogenous obesity.,DB01579,30487.0
C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C,Pentazocine,Pentazocine,Pentazocine is an analgesic used to treat moderate to severe pain.,DB00652,441278.0
C[C@](N)(CC1=CC=C(O)C(O)=C1)C(O)=O,Methyldopa,Methyldopa,"Methyldopa is a centrally-acting alpha-2 adrenergic agonist used to manage hypertension alone or in combination with hydrochlorothiazide, and to treat hypertensive crises.",DB00968,38853.0
C[C@](N)(CC1=CC=C(O)C=C1)C(O)=O,Metyrosine,Metyrosine,Metyrosine is a tyrosine 3-monooxygenase inhibitor used to treat excessive sympathetic stimulation in pheochromocytoma.,DB00765,441350.0
C[N+](C)(C)CCO.CN1C2=C([N-]C=N2)C(=O)N(C)C1=O,Oxtriphylline,Oxtriphylline,"Oxtriphylline is a bronchodilator used for the treatment of asthma, bronchitis, COPD, and emphysema.",DB01303,656652.0
C[N+](C)(C)CCO.OC1=CC=CC=C1C([O-])=O,Choline salicylate,Choline salicylate,"Choline salicylate is an anti-inflammatory pain reliever agent that is related to aspirin. It is used to decrease swelling and to treat mild-moderate pain. It is used to treat arthritis in both children and adults. This medicine can also be used for fever [L2129]. Choline Salicylate is the choline salt of salicylic acid, used as an analgesic, antipyretic and antirheumatic. It relieves mild to moderate pain and reduce fever and inflammation or swelling. Choline salicylate is effective in the treatment of gout, rheumatic fever, rheumatoid arthritis and muscle injuries [L2136].",DB14006,
C[N+](C)(C)CCOC(=O)CCC(=O)OCC[N+](C)(C)C,Succinylcholine,Succinylcholine,"Succinylcholine is a depolarizing skeletal muscle relaxant used adjunctly to anesthesia and for skeletal muscle relaxation during intubation, mechanical ventilation, and surgical procedures.",DB00202,5314.0
C[N+](C)(C)CCOC(N)=O,Carbamoylcholine,Carbamoylcholine (ophthalmic),"Carbachol is a direct acting miotic agent administered ophthalmically to decrease intraocular pressure after cataract surgery, and to induce miosis during surgery.",DB00411,5831.0
C[N+](C)(C)C[C@H](O)CC([O-])=O,Levocarnitine,Levocarnitine,Levocarnitine is a quaternary ammonium compound used to treat carnitine deficiency or to stimulate gastric and pancreatic secretions in hyperlipoproteinemia.,DB00583,10917.0
C[N+]1(C)CCC(C1)OC(=O)C(O)(C1CCCC1)C1=CC=CC=C1,Glycopyrronium,Glycopyrronium,"Glycopyrronium is an anticholinergic agent used to treat hyperhidrosis, severe drooling, COPD, used with other medications to treat ulcers, and used in anesthesia.",DB00986,9933193.0
C[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1,Methscopolamine,Methscopolamine,Methscopolamine is a quaternary ammonium derivative of scopolamine and antagonist at muscarininc (mACh) receptors. Methscopolamine bromide is the most common form of the active ingredient in oral pharmaceutical products. The oral tablets are used as an adjunct therapy for the treatment of peptic ulcer and is shown to be effective in decreasing the rate of recurrence of peptic ulcers as well as preventing complications.,DB11315,71183.0
C[N@+]1(CC2CC2)CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@]2(O)CCC4=O)=C35,Methylnaltrexone,Methylnaltrexone,Methylnaltrexone is a μ-opioid antagonist used for the treatment of opioid-induced constipation in palliative patients that are inadequately responding to laxative therapy.,DB06800,16089915.0
C[N@@+]12CC[C@@H](CC1)C(C2)OC(=O)C(O)(C1=CC=CC=C1)C1=CC=CC=C1,Clidinium,Clidinium,"Clidinium is a synthetic anticholinergic used to treat peptic ulcer disease, colicky abdominal pain, diverticulitis, and IBS.",DB00771,2784.0
C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C,Vitamin A,Vitamin A,Vitamin A is a vitamin important for retinal function that is used clinically to correct vitamin A deficiency.,DB00162,445354.0
C\C(O)=C(/C#N)C(=O)NC1=CC=C(C=C1)C(F)(F)F,Teriflunomide,Teriflunomide,Teriflunomide is a pyrimidine synthesis inhibitor with anti-inflammatory and immunomodulatory properties used to treat patients with the relapsing-remitting form of multiple sclerosis.,DB08880,54684141.0
C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C(O)=O,Tretinoin,Tretinoin,"Tretinoin is a vitamin A derivative used to treat acne vulgaris, certain types of promyelocytic leukemia, and fine wrinkles.",DB00755,5538.0
C\C(\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C\C(O)=O,Isotretinoin,Isotretinoin,Isotretinoin is a retinoid used to treat severe recalcitrant acne.,DB00982,5282379.0
C\C(\C=C\C1=C(C)CCCC1(C)C)=C\C=C\C(\C)=C\C(O)=O,Alitretinoin,Alitretinoin (topical),Alitretinoin is a vitamin A derivative used to treat Kaposi's sarcoma and used off label to treat chronic hand eczema and psoriasis.,DB00523,449171.0
C\C=C1/NC(=O)[C@H]2CSSCC\C=C\[C@H](CC(=O)N[C@H](C(C)C)C(=O)N2)OC(=O)[C@@H](NC1=O)C(C)C,Romidepsin,Romidepsin,Romidepsin is a histone deacetylase (HDAC) inhibitor used to treat cutaneous and peripheral T-cell lymphoma.,DB06176,57515973.0
ClC(Cl)C(C1=CC=C(Cl)C=C1)C1=CC=CC=C1Cl,Mitotane,Mitotane,Mitotane is an adrenal cortex inhibitor used to treat adrenocortical tumors and Cushing's syndrome.,DB00648,4211.0
ClC1=C(CCN2CCN(CC2)C2=NSC3=CC=CC=C23)C=C2CC(=O)NC2=C1,Ziprasidone,Ziprasidone,"Ziprasidone is an atypical antipsychotic used to manage schizophrenia, bipolar mania, and agitation in patients with schizophrenia.",DB00246,60854.0
ClC1=C(CN2CCCC2=N)NC(=O)NC1=O,Tipiracil,Tipiracil,Tipiracil is a thymidine phosphorylase inhibitor used as an adjunct treatment of adult patients with certain types of gastric or colorectal malignancies.,DB09343,6323266.0
ClC1=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=CS1,Tioconazole,Tioconazole,Tioconazole is an imidazole antifungal used to treat vulvovaginal candidiasis.,DB01007,5482.0
ClC1=C(NC2=NCCN2)C2=NSN=C2C=C1,Tizanidine,Tizanidine,Tizanidine is an alpha-2 adrenergic agonist used for the short-term treatment of muscle spasticity.,DB00697,5487.0
ClC1=CC(Cl)=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=C1,Miconazole,Miconazole,"Miconazole is an azole antifungal with broad-spectrum activity used to treat fungal infections affecting the vagina, mouth and skin, including candidiasis.",DB01110,4189.0
ClC1=CC2=C(C=C1)C(=C1CCNCC1)C1=C(CC2)C=CC=N1,Desloratadine,Desloratadine,"Desloratadine is a second generation tricyclic antihistamine used to treat seasonal and non seasonal allergic rhinitis, pruritus, and urticaria.",DB00967,124087.0
ClC1=CC2=C(C=C1)N1C=NN=C1CN=C2C1=CC=CC=C1,Estazolam,Estazolam,Estazolam is a benzodiazepine used for the short-term management of insomnia.,DB01215,3261.0
ClC1=CC2=C(OC(=O)N2)C=C1,Chlorzoxazone,Chlorzoxazone,Chlorzoxazone is a drug with muscle relaxant properties that is used as an adjunct to physical therapy and analgesics to treat stiffness and pain caused by a variety of musculoskeletal conditions.,DB00356,2733.0
ClC1=CC2=C(OC3=CC=CC=C3N=C2N2CCNCC2)C=C1,Amoxapine,Amoxapine,Amoxapine is a tricyclic antidepressant used in the treatment of neurotic or reactive depressive disorders and endogenous or psychotic depression.,DB00543,2170.0
ClC1=CC=C(CCCOCCCN2CCCCC2)C=C1,Pitolisant,Pitolisant,Pitolisant is an antagonist and inverse agonist at the histamine H3 receptor that is used to treat narcolepsy in adults.,DB11642,
ClC1=CC=C(COC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=C1,Econazole,Econazole,"Econazole is a topical antifungal used to treat tinea pedis, tinea cruris, tinea corporis, cutaneous candidiasis and tinea versicolor.",DB01127,3198.0
ClC1=CC=C(S1)C(=O)NC[C@H]1CN(C(=O)O1)C1=CC=C(C=C1)N1CCOCC1=O,Rivaroxaban,Rivaroxaban,Rivaroxaban is a factor Xa inhibitor used to treat deep vein thrombosis (DVT) and pulmonary embolism (PE). May also be used as thrombosis prophylaxis in specific situations.,DB06228,9875401.0
ClC1=CC=C2N=C3NC(=O)CN3CC2=C1Cl,Anagrelide,Anagrelide,"Anagrelide is a platelet-reducing agent used to treat thrombocythemia, and its related complications, secondary to myeloproliferative neoplasms.",DB00261,2182.0
ClC1=CC=CC(=C1)N1CCN(CCCN2N=C3C=CC=CN3C2=O)CC1,Trazodone,Trazodone,Trazodone is a serotonin uptake inhibitor used to treat major depressive disorder.,DB00656,5533.0
ClC1=CC=CC(Cl)=C1NC1=NCCN1,Clonidine,Clonidine,"Clonidine is an alpha-2 adrenergic agonist used to treat hypertension and severe cancer pain, among other conditions, and to treat withdrawal symptoms from various substances. It is also used to aid in the diagnosis of pheochromocytoma and to prevent migraines.",DB00575,2803.0
ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl,Aripiprazole,Aripiprazole,"Aripiprazole is an atypical antipsychotic used in the treatment of a wide variety of mood and psychotic disorders, such as schizophrenia, bipolar I, major depressive disorder, irritability associated with autism, and Tourette's syndrome.",DB01238,60795.0
ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1,Clotrimazole,Clotrimazole,Clotrimazole is a topical broad-spectrum antifungal agent used for the treatment of a wide variety of dermatophyte infections and candidiasis.,DB00257,2812.0
ClC1=CC=CC=C1CN1CCC2=C(C1)C=CS2,Ticlopidine,Ticlopidine,"Ticlopidine is a platelet aggregation inhibitor used in the prevention of conditions associated with thrombi, such as stroke and transient ischemic attacks (TIA).",DB00208,5472.0
ClCCN(CCCl)C1=CNC(=O)NC1=O,Uracil mustard,Uracil mustard,"Nitrogen mustard derivative of uracil. It is a alkylating antineoplastic agent that is used in lymphatic malignancies, and causes mainly gastrointestinal and bone marrow damage.",DB00791,6194.0
ClCCN(CCCl)P1(=O)NCCCO1,Cyclophosphamide,Cyclophosphamide,"Cyclophosphamide is a nitrogen mustard used to treat lymphomas, myelomas, leukemia, mycosis fungoides, neuroblastoma, ovarian adenocarcinoma, retinoblastoma, and breast carcinoma.",DB00531,2907.0
ClCCN(N=O)C(=O)NC1CCCCC1,Lomustine,Lomustine,Lomustine is an alkylating agent used as a part of chemotherapeutic regimens for the treatment of primary and metastatic brain tumors as well as refractory or relapsed Hodgkin's disease in addition to surgical and/or radiotherapeutic treatments.,DB01206,3950.0
ClCCNC(=O)N(CCCl)N=O,Carmustine,Carmustine,"Carmustine is an alkylating agent used in the treatment of various malignancies, including brain tumours and multiple myeloma, among others.",DB00262,2578.0
ClCCNP1(=O)OCCCN1CCCl,Ifosfamide,Ifosfamide,"Ifosfamide is an alkylating and immunosuppressive agent used in chemotherapy for the treatment of cancers, including testicular cancer, ovarian cancer, cervical cancer, osteocarcinoma, bladder cancer, small cell lung cancer, and non-Hodgkin's lymphoma.",DB01181,3690.0
FC(F)(F)C(F)(F)C(F)(F)F,Perflutren,Perflutren,Perflutren is a diagnostic medication to improve contrast during echocardiograms.,DB00556,6432.0
FC(F)(F)C1=CC(=CC=C1)N1CCN(CCN2C(=O)NC3=CC=CC=C23)CC1,Flibanserin,Flibanserin,"Flibanserin is a 5-HT receptor modulator used for the treatment of selected premenopausal women with acquired, generalized hypoactive sexual desire disorder (HSDD).",DB04908,6918248.0
FC(F)(F)CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1,Halazepam,Halazepam,"Halazepam is a _benzodiazepine_ derivative drug exerting anxiolytic, anticonvulsant, sedative, a muscle relaxing effects.[A1212, A178114] It has been shown to be less toxic than chlordiazepoxide or diazepam.[A1212] This drug is no longer marketed in the United States, and was withdrawn by _Schering_, its manufacturer, in 2009.[L6226, L6229]",DB00801,31640.0
FC(F)(F)CNC(=O)C1(CCCCN2CCC(CC2)NC(=O)C2=C(C=CC=C2)C2=CC=C(C=C2)C(F)(F)F)C2=CC=CC=C2C2=CC=CC=C12,Lomitapide,Lomitapide,"Lomitapide is a microsomal triglyceride transfer protein inhibitor used to lower cholesterol associated with homozygous familial hypercholesterolemia (HoFH), reducing risk of cardiovascular events such as myocardial infarction and stroke.",DB08827,9853053.0
FC(F)(F)COC1=CC(C(=O)NCC2CCCCN2)=C(OCC(F)(F)F)C=C1,Flecainide,Flecainide,Flecainide is a class Ic antiarrhythmic agent used to manage atrial fibrillation and paroxysmal supraventricular tachycardias (PSVT).,DB01195,3356.0
FC(F)(F)[C@]1(OC(=O)NC2=C1C=C(Cl)C=C2)C#CC1CC1,Efavirenz,Efavirenz,Efavirenz is a non-nucleoside reverse transcriptase inhibitor used to treat HIV infection or prevent the spread of HIV.,DB00625,64139.0
FC(F)OC(Cl)C(F)(F)F,Isoflurane,Isoflurane,Isoflurane is an inhaled general anesthetic used in surgery.,DB00753,3763.0
FC(F)OC(F)(F)C(F)Cl,Enflurane,Enflurane,Enflurane is a halogenated inhalational anesthetic agent used for the induction and maintenance of anesthesia and for analgesia during labor and delivery.,DB00228,3226.0
FC(F)OC(F)C(F)(F)F,Desflurane,Desflurane,Desflurane is a general inhalation anesthetic for inpatient and outpatient surgery in adults.,DB01189,42113.0
FC(F)OC1=C(OCC2CC2)C=C(C=C1)C(=O)NC1=C(Cl)C=NC=C1Cl,Roflumilast,Roflumilast,Roflumilast is a selective phosphodiesterase 4 inhibitor indicated to decrease the risk of exacerbations in patients with severe chronic obstructive pulmonary disease (COPD) associated with a history of exacerbations and chronic bronchitis.,DB01656,449193.0
FC1=CC=C(C=C1)C(=O)CCCN1CCC(=CC1)N1C(=O)NC2=CC=CC=C12,Droperidol,Droperidol,Droperidol is a butyrophenone derivative and dopamine antagonist used to prevent and treat postoperative nausea and vomiting.,DB00450,3168.0
FC1=CC=C(C=C1)C(CCCN1CCC(CC1)N1C(=O)NC2=CC=CC=C12)C1=CC=C(F)C=C1,Pimozide,Pimozide,Pimozide is an antipsychotic used to manage debilitating motor and phonic tics in patients with Tourette's Disorder.,DB01100,16362.0
FC1=CC=C(C=C1)[C@@H]1CCNC[C@H]1COC1=CC2=C(OCO2)C=C1,Paroxetine,Paroxetine,"Paroxetine is a selective serotonin reuptake inhibitor used to treat major depressive disorder, panic disorder, OCD, social phobia, generalized anxiety disorder, the vasomotor symptoms of menopause, and premenstrual dysphoric disorder.",DB00715,43815.0
FC1=CC=C(CC2=NNC(=O)C3=CC=CC=C23)C=C1C(=O)N1CCN(CC1)C(=O)C1CC1,Olaparib,Olaparib,"Olaparib is an inhibitor of poly (ADP-ribose) polymerase (PARP) enzymes, including PARP1, PARP2, and PARP3. PARP enzymes are involved in normal cellular homeostasis, such as DNA transcription, cell cycle regulation, and DNA repair. Olaparib has been shown to inhibit growth of select tumor cell lines in vitro and decrease tumor growth in mouse xenograft models of human cancer both as monotherapy or following platinum-based chemotherapy. Increased cytotoxicity and anti-tumor activity following treatment with olaparib were noted in cell lines and mouse tumor models with deficiencies in BRCA. In vitro studies have shown that olaparib-induced cytotoxicity may involve inhibition of PARP enzymatic activity and increased formation of PARP-DNA complex, resulting in disruption of cellular homeostasis and cell death.",DB09074,
FC1=CC=CC=C1C1=NCC(=S)N(CC(F)(F)F)C2=C1C=C(Cl)C=C2,Quazepam,Quazepam,Quazepam is a long -acting benzodiazepine used to manage insomnia.,DB01589,4999.0
FC1=CNC(=O)NC1=O,Fluorouracil,Fluorouracil,"Fluorouracil is a pyrimidine analog used to treat basal cell carcinomas, and as an injection in palliative cancer treatment.",DB00544,3385.0
FCOC(C(F)(F)F)C(F)(F)F,Sevoflurane,Sevoflurane,Sevoflurane is a inhalation anaesthetic agent used for induction and maintenance of general anesthesia during surgical procedures.,DB01236,5206.0
N#CC1=CC=C(C=C1)C(N1C=NC=N1)C1=CC=C(C=C1)C#N,Letrozole,Letrozole,Letrozole is an aromatase inhibitor used to treat breast cancer in postmenopausal women.,DB01006,3902.0
N#CC[C@H](C1CCCC1)N1C=C(C=N1)C1=C2C=CNC2=NC=N1,Ruxolitinib,Ruxolitinib,"Ruxolitinib is a kinase inhibitor used to treat various types of myelofibrosis, polycythemia vera in patients who have not responded to or cannot tolerate hydroxyurea, and to treat graft-versus-host disease in cases that are refractory to steroid treatment.",DB08877,25126798.0
N1C2=CC=CC=C2N=C1C1=CSC=N1,Thiabendazole,Thiabendazole,"2-Substituted benzimidazole first introduced in 1962. It is active against a variety of nematodes and is the drug of choice for strongyloidiasis. It has CNS side effects and hepatototoxic potential. (From Smith and Reynard, Textbook of Pharmacology, 1992, p919)",DB00730,5430.0
NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1,Pentamidine,Pentamidine,Pentamidine is an antifungal agent used to treat Pneumocystis pneumonia in patients infected with HIV.,DB00738,4735.0
NC(=N)NC(=O)C1=NC(Cl)=C(N)N=C1N,Amiloride,Amiloride,Amiloride is a pyrizine compound used to treat hypertension and congestive heart failure.,DB00594,16231.0
NC(=N)NC(=O)CC1=C(Cl)C=CC=C1Cl,Guanfacine,Guanfacine,Guanfacine is an alpha-2A adrenergic receptor agonist used to treat ADHD.,DB01018,3519.0
NC(=O)C([C@@H]1CCN(CCC2=CC3=C(OCC3)C=C2)C1)(C1=CC=CC=C1)C1=CC=CC=C1,Darifenacin,Darifenacin,Darifenacin is an M3 muscarinic receptor blocker used to treat urinary incontinence.,DB00496,444031.0
NC(=O)C1=CC2=CC(=CC=C2O1)N1CCN(CCCCC2=CNC3=C2C=C(C=C3)C#N)CC1,Vilazodone,Vilazodone,Vilazodone is an antidepressant agent used for the treatment of major depressive disorder that targets the 5-HT transporter and 5-HT1A receptors.,DB06684,6918314.0
NC(=O)C1=CC=CC2=CN(N=C12)C1=CC=C(C=C1)[C@@H]1CCCNC1,Niraparib,Niraparib,"Niraparib is a poly-ADP ribose polymerase inhibitor used to treat recurrent epithelial ovarian, fallopian tube, or primary peritoneal cancer responding to platinum based chemotherapy.",DB11793,24958200.0
NC(=O)C1=CC=CN=C1,Nicotinamide,Nicotinamide,Nicotinamide is an ingredient found in a variety of cosmetic products.,DB02701,936.0
NC(=O)C1=CN(CC2=C(F)C=CC=C2F)N=N1,Rufinamide,Rufinamide,Rufinamide is an antiepileptic drug used as adjunctive therapy to treat seizures associated with Lennox-Gastaut Syndrome (LGS).,DB06201,129228.0
NC(=O)C1=NC=CN=C1,Pyrazinamide,Pyrazinamide,Pyrazinamide is an antituberculosis agent used as a component of tuberculosis (TB) treatment.,DB00339,1046.0
NC(=O)C1=NN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O,Ribavirin,Ribavirin,Ribavirin is a guanosine nucleoside used to treat some forms of Hepatitis C.,DB00811,37542.0
NC(=O)CC1=CC=CC(C(=O)C2=CC=CC=C2)=C1N,Nepafenac,Nepafenac (ophthalmic),Nepafenac is an ophthalmic NSAID used for the symptomatic treatment of pain and inflammation associated with cataract surgery.,DB06802,151075.0
NC(=O)CC[C@@H]1NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)CCSSC[C@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@H](CCCNC(N)=N)C(=O)NCC(N)=O,Desmopressin,Desmopressin,Desmopressin is a synthetic analog of vasopressin used to reduce renal excretion of water in central diabetes insipidus and nocturia.,DB00035,
NC(=O)CS(=O)C(C1=CC=CC=C1)C1=CC=CC=C1,Modafinil,Modafinil,"Modafinil is a stimulant used to improve wakefulness in patients with sleep apnea, narcolepsy, or shift work disorder.",DB00745,4236.0
NC(=O)C[S@@](=O)C(C1=CC=CC=C1)C1=CC=CC=C1,Armodafinil,Armodafinil,"Armodafinil is a stimulant used to improve wakefulness in adult patients with excessive sleepiness associated with obstructive sleep apnea, narcolepsy, or shift work disorder.",DB06413,9690109.0
NC(=O)N1C2=CC=CC=C2C=CC2=CC=CC=C12,Carbamazepine,Carbamazepine,Carbamazepine is an anticonvulsant used to treat various types of seizures and pain resulting from trigeminal neuralgia.,DB00564,2554.0
NC(=O)N1C2=CC=CC=C2CC(=O)C2=C1C=CC=C2,Oxcarbazepine,Oxcarbazepine,Oxcarbazepine is an anti-epileptic used in the treatment of partial-onset seizures.,DB00776,34312.0
NC(=O)NC(=O)CC1=CC=CC=C1,Phenacemide,Phenacemide,Phenacemide is used to control certain seizures in the treatment of epilepsy. This medicine acts on the central nervous system (CNS) to reduce the number and severity of seizures.,DB01121,4753.0
NC(=O)NO,Hydroxyurea,Hydroxyurea,Hydroxyurea is an antimetabolite used to treat sickle cell anemia crisis.,DB01005,3657.0
NC(=O)OCC(COC(N)=O)C1=CC=CC=C1,Felbamate,Felbamate,Felbamate is an anticonvulsant used to treat severe epilepsy.,DB00949,3331.0
NC(=O)[C@@H]1CC[C@@H]2CN1C(=O)N2OS(O)(=O)=O,Avibactam,Avibactam,"Avibactam is a non-β-lactam β-lactamase inhibitor used in combination with ceftazidime for the treatment of complicated intra-abdominal infections, complicated urinary tract infections, and hospital or ventilator-acquired pneumonia.",DB09060,9835049.0
NC(CCC(O)=O)C=C,Vigabatrin,Vigabatrin,Vigabatrin is an irreversible GABA transaminase inhibitor used as an adjunct therapy to treat refractory complex partial seizures in patients ≥2 years unresponsive to alternatives. May also be used as monotherapy to treat infantile spasms in infants 1 month to 2 years.,DB01080,5665.0
NC(CO)(CO)CO,Tromethamine,Tromethamine,"Tromethamine is a proton acceptor used for the prevention and correction of metabolic acidosis associated with various clinical conditions, such as cardiac bypass surgery.",DB03754,6503.0
NC(N)=NC1=NC(CSCCC(N)=NS(N)(=O)=O)=CS1,Famotidine,Famotidine,"Famotidine is a histamine H2 receptor antagonist used to treat duodenal ulcers, benign gastric ulcers, GERD, and Zollinger-Ellison syndrome.",DB00927,3325.0
NC(N)=NCC1=CC(I)=CC=C1,Iobenguane,Iobenguane (I-123),Iobenguane is a radiopharmaceutical agent used for the diagnosis of primary and metastatic pheochromocytoma or neuroblastoma.,DB06704,60860.0
NC(N)=NCC1COC2(CCCCC2)O1,Guanadrel,Guanadrel,Guanadrel is an antihypertensive agent and postganglionic adrenergic blocking agent.,DB00226,38521.0
NC(N)=NCCN1CCCCCCC1,Guanethidine,Guanethidine,"Guanethidine is an antihypertensive agent used in the management of moderate and severe hypertension, either alone or as an adjunct, and for the management of renal hypertension.",DB01170,3518.0
NC(N)=NN=CC1=C(Cl)C=CC=C1Cl,Guanabenz,Guanabenz,Guanabenz is an alpha-2 adrenergic agonist used to treat hypertension.,DB00629,3517.0
NC12CC3CC(CC(C3)C1)C2,Amantadine,Amantadine,"Amantadine is a medication used to treat dyskinesia in Parkinson's patients receiving levodopa, as well as extrapyramidal side effects of medications.",DB00915,2130.0
NC1=C(CC(O)=O)C=CC=C1C(=O)C1=CC=C(Br)C=C1,Bromfenac,Bromfenac,Bromfenac is an NSAID used to treat postoperative pain and inflammation of the eye.,DB00963,60726.0
NC1=C(F)C=NC(=O)N1,Flucytosine,Flucytosine,Flucytosine is an antifungal indicated only to treat severe infections throughout the body caused by susceptible strains of Candida or Cryptococcus.,DB01099,3366.0
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1,Adenosine,Adenosine,Adenosine is a medication used in myocardial perfusion scintigraphy and to treat supraventricular tachycardia.,DB00640,60961.0
NC1=C2N=CN([C@H]3C[C@H](O)[C@@H](CO)O3)C2=NC(Cl)=N1,Cladribine,Cladribine,"Cladribine is a purine antimetabolite used for the management of relapsing forms of Multiple Sclerosis (MS), used in patients who have not responded to or who were unable to tolerate alternative MS drugs.",DB00242,20279.0
NC1=CC(=CNC1=O)C1=CC=NC=C1,Amrinone,Amrinone,Amrinone is a positive inotropic agent and phosphodiesterase inhibitor used in the management of treatment of congestive heart failure.,DB01427,3698.0
NC1=CC(=NC(N)=[N+]1[O-])N1CCCCC1,Minoxidil,Minoxidil,Minoxidil is an antihypertensive vasodilating agent used for resistant hypertension that is symptomatic or has caused end organ damage.,DB00350,4201.0
NC1=CC(C(O)=O)=C(O)C=C1,Mesalazine,Mesalazine,Mesalazine is an aminosalicylate drug used to treat mild to moderate active ulcerative colitis and also to maintain remission once achieved.,DB00244,4075.0
NC1=CC(Cl)=C(NC2=NCCN2)C(Cl)=C1,Apraclonidine,Apraclonidine,Apraclonidine is an alpha adrenergic agonist used to treat raised intraocular pressure.,DB00964,2216.0
NC1=CC(O)=C(C=C1)C(O)=O,Aminosalicylic acid,Aminosalicylic acid,Aminosalicylic acid is an aminosalicylate drug used to induce remission in ulcerative colitis.,DB00233,4649.0
NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(N)C=C1,Dapsone,Dapsone,"Dapsone is a sulfone drug used to treat acne vulgaris, Hansen's disease, and dermatitis herpetiformis.",DB00250,2955.0
NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=N1,Sulfadiazine,Sulfadiazine,"Sulfadiazine is a sulfonamide antibiotic used in a variety of infections, such as urinary tract infections, trachoma, and chancroid.",DB00359,5215.0
NC1=CC=CC2=C1C(=O)N(C1CCC(=O)NC1=O)C2=O,Pomalidomide,Pomalidomide,Pomalidomide is a thalidomide analogue used in combination with dexamethasone to treat patients with multiple myeloma.,DB08910,134780.0
NC1=CC=CC2=C1CN(C1CCC(=O)NC1=O)C2=O,Lenalidomide,Lenalidomide,Lenalidomide is a thalidomide derivative used to treat multiple myeloma and anemia in low to intermediate risk myelodysplastic syndrome.,DB00480,216326.0
NC1=CC=NC=C1,Dalfampridine,Dalfampridine,Dalfampridine is a potassium channel blocker used for the improvement of motor function in patients with multiple sclerosis (MS).,DB06637,1727.0
NC1=NC(=O)C2=C(N1)N(C=N2)[C@H]1C[C@H](O)[C@@H](CO)C1=C,Entecavir,Entecavir,"Entecavir is a nucleoside analogue used in the treatment of chronic hepatitis B for patients with active viral replication, histological evidence of active disease, or persistent elevations in liver transaminases.",DB00442,153941.0
NC1=NC(=O)C2=C(N1)N(COCCO)C=N2,Acyclovir,Acyclovir,"Acyclovir is a guanosine analog used to treat herpes simplex, varicella zoster, herpes zoster.",DB00787,2022.0
NC1=NC(=O)C2=C(NC=C2CCC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N1,Pemetrexed,Pemetrexed,Pemetrexed is a chemotherapy drug that is manufactured and marketed by Eli Lilly and Company under the brand name Alimta. It is indicated for use in combination with cisplatin for the treatment of patients with malignant pleural mesothelioma whose disease is either unresectable or who are otherwise not candidates for curative surgery. Its use in non-small cell lung cancer has also been investigated.,DB00642,446556.0
NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O)N1,Levoleucovorin,Levoleucovorin,"Levoleucovorin is a folate analog used after high dose methotrexate for osteosarcoma, to reduce the toxic effects of folate analogs, and with 5-fluorouracil in palliative treatment of advanced metastatic colorectal cancer.",DB11596,149436.0
NC1=NC(=O)C2=NC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=CN=C2N1,Folic acid,Folic acid,Folic acid is a nutrient used to treat megaloblastic anemia and is found in many supplements.,DB00158,6037.0
NC1=NC(=O)N(C=C1)[C@@H]1CS[C@H](CO)O1,Lamivudine,Lamivudine,Lamivudine is a reverse transcriptase inhibitor used to treat HIV and hepatitis B infections.,DB00709,60825.0
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)C1(F)F,Gemcitabine,Gemcitabine,"Gemcitabine is a nucleoside metabolic inhibitor used as adjunct therapy in the treatment of certain types of ovarian cancer, non-small cell lung carcinoma, metastatic breast cancer, and as a single agent for pancreatic cancer.",DB00441,60750.0
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O,Cytarabine,Cytarabine,"Cytarabine is a pyrimidine nucleoside analogue used to treat acute non-lymphocytic leukemia, lymphocytic leukemia, and the blast phase of chronic myelocytic leukemia.",DB00987,6253.0
NC1=NC(=O)N(C=C1)[C@H]1CC[C@@H](CO)O1,Zalcitabine,Zalcitabine,Zalcitabine is a dideoxynucleoside used to treat HIV.,DB00943,24066.0
NC1=NC(=O)N(C=C1F)[C@@H]1CS[C@H](CO)O1,Emtricitabine,Emtricitabine,Emtricitabine is a nucleoside reverse transcriptase inhibitor used for the treatment and prophylaxis of HIV.,DB00879,60877.0
NC1=NC(=O)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O,Azacitidine,Azacitidine,Azacitidine is a pyrimidine nucleoside analogue used to treat certain subtypes of myelodysplastic syndrome.,DB00928,9444.0
NC1=NC(=O)N(C=N1)[C@H]1C[C@H](O)[C@@H](CO)O1,Decitabine,Decitabine,Decitabine is a chemotherapeutic pyrimidine nucleoside analogue used for the treatment of myelodysplastic syndromes (MDS) by inducing DNA hypomethylation and corresponding alterations in gene expression.,DB01262,451668.0
NC1=NC(=O)N(C[C@@H](CO)OCP(O)(O)=O)C=C1,Cidofovir,Cidofovir,Cidofovir is an antiviral agent used to treat Cytomegalovirus (CMV) retinitis in patients with AIDS.,DB00369,60613.0
NC1=NC(=S)C2=C(N1)N=CN2,Tioguanine,Tioguanine,"Tioguanine is a purine analogue antineoplastic agent used for the induction of remission, and for remission consolidation in patients with acute nonlymphocytic anemias.",DB00352,2723601.0
NC1=NC(CC(=O)NC2=CC=C(CCNC[C@H](O)C3=CC=CC=C3)C=C2)=CS1,Mirabegron,Mirabegron,Mirabegron is a beta-3 adrenergic agonist used to treat overactive bladder and neurogenic detrusor overactivity.,DB08893,9865528.0
NC1=NC(F)=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O,Fludarabine,Fludarabine,Fludarabine is a purine analog antimetabolite that inhibits DNA synthesis.,DB01073,657237.0
NC1=NC(N)=C(C=C1)\N=N\C1=CC=CC=C1,Phenazopyridine,Phenazopyridine,"Phenazopyridine is a local anesthetic used for the symptomatic relief of pain, burning, urgency, frequency, and general discomfort caused by lower urinary tract irritations that are a result of infection, trauma, surgery, endoscopic procedures, or the passage of equipment or catheters.",DB01438,4756.0
NC1=NC(N)=C(N=N1)C1=C(Cl)C(Cl)=CC=C1,Lamotrigine,Lamotrigine,Lamotrigine is a phenyltriazine antiepileptic used to treat some types of epilepsy and bipolar I disorder.,DB00555,3878.0
NC1=NC(N)=C2N=C(C(N)=NC2=N1)C1=CC=CC=C1,Triamterene,Triamterene,Triamterene is a potassium-sparing diuretic used in the treatment of edema and in the management of hypertension.,DB00384,5546.0
NC1=NC(N2C=C(C(O)=O)C(=O)C3=CC(F)=C(N4CC(O)C4)C(Cl)=C23)=C(F)C=C1F,Delafloxacin,Delafloxacin,Delafloxacin is a fluoroquinolone antibiotic used to treat skin and skin structure infections.,DB11943,487101.0
NC1=NC2=C(N=CN2COC(CO)CO)C(=O)N1,Ganciclovir,Ganciclovir,Ganciclovir is a DNA polymerase inhibitor used to treat cytomegalovirus and herpetic keratitis of the eye.,DB01004,3454.0
NC1=NC2=C(N=CN2[C@@H]2C[C@H](CO)C=C2)C(NC2CC2)=N1,Abacavir,Abacavir,Abacavir is an antiviral nucleoside reverse transcriptase inhibitor used in combination with other antiretrovirals for the treatment of HIV.,DB01048,441300.0
NC1=NC2=C(S1)C=C(OC(F)(F)F)C=C2,Riluzole,Riluzole,Riluzole is a glutamate antagonist used to treat amyotrophic lateral sclerosis.,DB00740,5070.0
NC1=NC2=NC=C(CC(CC#C)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N=C2C(N)=N1,Pralatrexate,Pralatrexate,Pralatrexate is an antineoplastic agent used for the treatment of relapsed or refractory peripheral T-cell lymphoma.,DB06813,148121.0
NC1=NC=NC2=C1C(=NN2[C@@H]1CCCN(C1)C(=O)C=C)C1=CC=C(OC2=CC=CC=C2)C=C1,Ibrutinib,Ibrutinib,"Ibrutinib is a small molecule that acts as an irreversible potent inhibitor of Burton's tyrosine kinase. It is designated as a targeted covalent drug and it presents a very promising activity in B cell malignancies.[A32299] Ibrutinib was developed by Pharmacyclics Inc and in November 2013 was FDA-approved for the treatment of mantle cell lymphoma. Later, in February 2014, ibrutinib was approved for the treatment of chronic lymphocytic leukemia and it is also indicated for the treatment of patients with Waldenstr?m's Macroglobulinemia.[L1926] Ibrutinib has also been approved by the EMA for the treatment of chronic lymphocytic leukemia and mantle cell lymphoma.[A32299] Ibrutinib was approved for use in chronic graft versus host disease in August 2017 [L937].",DB09053,24821094.0
NC1CC1C1=CC=CC=C1,Tranylcypromine,Tranylcypromine,Tranylcypromine is a monoamine oxidase inhibitor used to treat major depressive disorder.,DB00752,5530.0
NCC(=O)CCC(O)=O,Aminolevulinic acid,Aminolevulinic acid,"Aminolevulinic acid is a porphyrin precursor used to treat actinic keratosis of the face, scalp, and upper extremities, as well as to visualize a glioma.",DB00855,137.0
NCC(CC(O)=O)C1=CC=C(Cl)C=C1,Baclofen,Baclofen,Baclofen is a GABA-ergic agonist used to manage severe spasticity of cerebral or spinal origin in adult and pediatric patients.,DB00181,2284.0
NCC1(CC(O)=O)CCCCC1,Gabapentin,Gabapentin,"Gabapentin is an anticonvulsant medication used in the management of peripheral neuropathic pains, postherpetic neuralgia, and partial-onset seizures.",DB00996,3446.0
NCC=C.ClCC1CO1,Sevelamer,Sevelamer,Sevelamer is a phosphate binder used to treat hyperphosphatemia.,DB00658,3085017.0
NCCC(O)(P(O)(O)=O)P(O)(O)=O,Pamidronic acid,Pamidronic acid,"Pamidronic acid is a bisphosphonate used to treat Paget's disease, to treat hypercalcemia of malignancy, and to treat osteolytic bone lesions.",DB00282,4674.0
NCCC1=CC(O)=C(O)C=C1,Dopamine,Dopamine,"Dopamine is a catecholamine neurotransmitter used to treat hemodynamic imbalances, poor perfusion of vital organs, low cardiac output, and hypotension.",DB00988,681.0
NCCC1=CNC=N1,Histamine,Histamine,Histamine is an ingredient of topical drugs for the relief of joint pain or muscle aches and pains.,DB05381,774.0
NCCCC(O)(P(O)(O)=O)P(O)(O)=O,Alendronic acid,Alendronic acid,Alendronic acid is a bisphosphonate drug that prevents osteoclastic bone resorption which is used for the prevention and treatment of osteoporosis.,DB00630,2088.0
NCCCC[C@@H]1NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@@H](NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(OCC3=CC=CC=C3)C=C2)NC1=O)OC(=O)NCCN)C1=CC=CC=C1,Pasireotide,Pasireotide,"Pasireotide is a synthetic long-acting cyclic hexapeptide with somatostatin-like activity. It is marketed as a diaspartate salt called Signifor, which is used in the treatment of Cushing's disease.",DB06663,9941444.0
NCCCC[C@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@H]1C(O)=O,Lisinopril,Lisinopril,"Lisinopril is an ACE inhibitor used to treat hypertension, heart failure, and acute myocardial infarction.",DB00722,5362119.0
NCCCNCCSP(O)(O)=O,Amifostine,Amifostine,Amifostine is a cytoprotective adjuvant used for reduction in the cumulative renal toxicity in patients with ovarian cancer and moderate to severe xerostomia in patients undergoing post-operative radiation treatment for head and neck cancer.,DB01143,2141.0
NCCN.CN1C2=C(NC=N2)C(=O)N(C)C1=O.CN1C2=C(NC=N2)C(=O)N(C)C1=O,Aminophylline,Aminophylline,"Aminophylline is a bronchodilator consisting of theophylline that is used for the treatment of bronchospasm due to asthma, emphysema and chronic bronchitis.",DB01223,9433.0
NCCNCCNCCN,Triethylenetetramine,Triethylenetetramine,Triethylenetetramine is a copper chelating agent used for the management of Wilson's disease in cases where penicillamine therapy is clinically inappropriate.,DB06824,5565.0
NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O,Amikacin,Amikacin,Amikacin is an aminoglycoside used to treat infections caused by more resistant strains of Gram negative bacteria and some Gram positive bacteria.,DB00479,37768.0
NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O,Paromomycin,Paromomycin,"Paromomycin is an aminoglycoside antibiotic used in the treatment of acute and chronic intestinal amebiasis, and as an adjunct for the management of hepatic coma.",DB01421,165580.0
NC[C@H](O)C1=CC(O)=C(O)C=C1,Norepinephrine,Norepinephrine,Precursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic.,DB00368,439260.0
NC[C@H]1CC[C@@H](CC1)C(O)=O,Tranexamic acid,Tranexamic acid,"Tranexamic acid is an antifibrinolytic used to reduce or prevent hemorrhagic episodes, especially in the context of hyperfibrinolytic disorders.",DB00302,5526.0
NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](N)C[C@@H]1O,Tobramycin,Tobramycin,"Tobramycin is an aminoglycoside antibiotic used to treat cystic fibrosis-associated bacterial, lower respiratory tract, urinary tract, eye, skin, bone, and skin structure infections.",DB00684,36294.0
NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O,Kanamycin,Kanamycin,Kanamycin is an aminoglycoside antibiotic agent used in the treatment of various infections caused by susceptible bacteria.,DB01172,6032.0
NNC(=O)C1=CC=NC=C1,Isoniazid,Isoniazid,Isoniazid is an antibiotic used to treat mycobacterial infections; most commonly use in combination with other antimycobacterial agents for the treatment of active or latent tuberculosis.,DB00951,3767.0
NNC1=NN=CC2=CC=CC=C12,Hydralazine,Hydralazine,"Hydralazine is an antihypertensive agent used for the management of essential hypertension or severe hypertension associated with conditions requiring immediate action, heart failure, and pre-eclampsia or eclampsia .",DB01275,3637.0
NNCCC1=CC=CC=C1,Phenelzine,Phenelzine,"Phenelzine is a monoamine oxidase inhibitor used to treat atypical, nonendogenous, or neurotic depression.",DB00780,3675.0
NS(=O)(=O)C1=C(Cl)C=C(NCC2=CC=CO2)C(=C1)C(O)=O,Furosemide,Furosemide,"Furosemide is a loop diuretic used to treat hypertension and edema in congestive heart failure, liver cirrhosis, renal disease, and hypertension.",DB00695,3440.0
NS(=O)(=O)C1=C(Cl)C=C2NC(NS(=O)(=O)C2=C1)C(Cl)Cl,Trichlormethiazide,Trichlormethiazide,"A thiazide diuretic with properties similar to those of hydrochlorothiazide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p830)",DB01021,5560.0
NS(=O)(=O)C1=C(Cl)C=C2NC=NS(=O)(=O)C2=C1,Chlorothiazide,Chlorothiazide,"Chlorothiazide is a thiazide diuretic used to treat hypertension and edema in congestive heart failure, hepatic cirrhosis, and corticosteroid and estrogen therapy.",DB00880,2720.0
NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1,Hydrochlorothiazide,Hydrochlorothiazide,"Hydrochlorothiazide is a thiazide diuretic used to treat edema associated with a number of conditions, and hypertension.",DB00999,3639.0
NS(=O)(=O)C1=C(Cl)C=CC(=C1)C1(O)NC(=O)C2=CC=CC=C12,Chlorthalidone,Chlorthalidone,"Chlorthalidone is a diuretic used to treat hypertension or edema caused by heart failure, renal failure, hepatic cirrhosis, estrogen therapy, and other conditions.",DB00310,2732.0
NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O,Diclofenamide,Diclofenamide,"Diclofenamide is a carbonic anhydrase inhibitor used for the management of open-angle and secondary glaucoma, as well as acute angle-closure glaucoma in delayed pre-operative setting requiring a reduction in intraocular pressure.",DB01144,3038.0
NS(=O)(=O)C1=CC2=C(C=C1Cl)N=C(CSCC1=CC=CC=C1)NS2(=O)=O,Benzthiazide,Benzthiazide,"Benzthiazide is used to treat hypertension and edema. Like other thiazides, benzthiazide promotes water loss from the body (diuretics). They inhibit Na+/Cl- reabsorption from the distal convoluted tubules in the kidneys. Thiazides also cause loss of potassium and an increase in serum uric acid. Thiazides are often used to treat hypertension, but their hypotensive effects are not necessarily due to their diuretic activity. Thiazides have been shown to prevent hypertension-related morbidity and mortality although the mechanism is not fully understood. Thiazides cause vasodilation by activating calcium-activated potassium channels (large conductance) in vascular smooth muscles and inhibiting various carbonic anhydrases in vascular tissue.",DB00562,2343.0
NS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F,Bendroflumethiazide,Bendroflumethiazide,Bendroflumethiazide is a diuretic used to suppress lactation and to treat hypertension and edema.,DB00436,2315.0
NS(=O)(=O)C1=CC2=C(NCNS2(=O)=O)C=C1C(F)(F)F,Hydroflumethiazide,Hydroflumethiazide,Hydroflumethiazide is a thiazide diuretic used to treat hypertension as well as edema due to congestive heart failure and liver cirrhosis.,DB00774,3647.0
NS(=O)(=O)CC1=NOC2=CC=CC=C12,Zonisamide,Zonisamide,Zonisamide is a sulfonamide anticonvulsant used to treat partial seizures.,DB00909,5734.0
N[C@@H](CC(=O)N1CCN2C(C1)=NN=C2C(F)(F)F)CC1=CC(F)=C(F)C=C1F,Sitagliptin,Sitagliptin,Sitagliptin is an oral dipeptidyl peptidase-4 (DPP-4) inhibitor used for the management of type 2 diabetes mellitus.,DB01261,4369359.0
N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C(O)=O,Levothyroxine,Levothyroxine,Levothyroxine is a synthetic T4 hormone used to treat hypothyroidism that can be used along with surgery and radioiodine therapy to manage thyrotropin-dependent well-differentiated thyroid cancer.,DB00451,5819.0
N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C(O)=O,Liothyronine,Liothyronine,"Liothyronine is a thyroid hormone replacement therapy used to treat hypothyroidism, to suppress TSH, and to help in the diagnosis of hyperthyroidism.",DB00279,5920.0
N[C@@H](CC1=CC(O)=C(O)C=C1)C(O)=O,Levodopa,Levodopa,"Levodopa is a dopamine precursor used in the management of Parkinson's disease, often in combination with carbidopa, as well as other conditions associated with parkinsonism.",DB01235,6047.0
N[C@@H](CC1=CC=C(C=C1)N(CCCl)CCCl)C(O)=O,Melphalan,Melphalan,Melphalan is an alkylating antineoplastic agent used to treat multiple myeloma and ovarian carcinoma.,DB01042,460612.0
N[C@@H](CC1=CNC2=C1C=C(O)C=C2)C(O)=O,Oxitriptan,Oxitriptan,Oxitriptan is a naturally occurring amino acid that is used to manage post-hypoxic myoclonus.,DB02959,439280.0
N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O,Tryptophan,Tryptophan,Tryptophan is an amino acid commonly found as a component of total parenteral nutrition.,DB00150,6305.0
N[C@@H](CCC(O)=O)C(O)=O,Glutamic acid,Glutamic acid,Glutamic acid is an amino acid commonly found as a component in total parenteral nutrition.,DB00142,33032.0
N[C@@H]([C@H](O)C1=CC(O)=C(O)C=C1)C(O)=O,Droxidopa,Droxidopa,"Droxidopa is a medication used to treat symptomatic neurogenic orthostatic hypotension (nOH) caused by dopamine beta-hydroxylase deficiency, non-diabetic autonomic neuropathy and primary autonomic failure caused by conditions such as Parkinson's disease.",DB06262,92974.0
N[C@@H]1CONC1=O,Cycloserine,Cycloserine,Cycloserine is a broad-spectrum antibiotic used in the treatment of tuberculosis and certain urinary tract infections (UTI).,DB00260,6234.0
N[C@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C(O)=O,Dextrothyroxine,Dextrothyroxine,Dextrothyroxine is a thyroid hormone used to treat hyperlipidemia.,DB00509,8730.0
N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O,Glucosamine,Glucosamine,Glucosamine is a common ingredient in nutritional supplements used for the relief of joint pain.,DB01296,439213.0
O.O.O.[OH-].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Na+].[Na+].[Fe+3].[Fe+3].[Fe+3].[Fe+3].[Fe+3].OC[C@H]1O[C@@](CO)(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O,Iron sucrose,Iron sucrose,Iron sucrose is an compound used as a source of iron in patients with iron deficiency anemia associated with chronic kidney disease (CKD).,DB09146,91663255.0
O.O.[Al+3].[Al+3].[O-][Si]([O-])([O-])O[Si]([O-])([O-])[O-],Kaolin,Kaolin,"Kaolin is a natural ingredient used for the short-term symptomatic treatment of various conditions including diarrhea, skin dryness, and minor skin bleeding.",DB01575,92024769.0
O.O[Al](O)O.O[Al](O)OS(=O)(=O)OC[C@H]1O[C@@](COS(=O)(=O)O[Al](O)O)(O[C@H]2O[C@H](COS(=O)(=O)O[Al](O)O)[C@@H](OS(=O)(=O)O[Al](O)O)[C@H](OS(=O)(=O)O[Al](O)O)[C@H]2OS(=O)(=O)O[Al](O)O)[C@@H](OS(=O)(=O)O[Al](O)O)[C@@H]1OS(=O)(=O)O[Al](O)O,Sucralfate,Sucralfate,Sucralfate is a gastro-duodenal protective agent used in the treatment of gastric and duodenal ulcers and to prevent duodenal ulcer recurrence.,DB00364,70789197.0
O.[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O,Magaldrate,Magaldrate,"Magaldrate is an antacid used to treat various conditions in the GI tract, such as esophagitis, duodenal and gastric ulcers, and gastroesophageal reflux.",DB08938,3086011.0
O=C(C1CCCCC1)N1CC2N(CCC3=CC=CC=C23)C(=O)C1,Praziquantel,Praziquantel,Praziquantel is an anthelmintic medication used to treat a number of parasitic worm infections such as schistosomiasis.,DB01058,4891.0
O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1,Glycerol phenylbutyrate,Glycerol phenylbutyrate,Glycerol phenylbutyrate is a nitrogen-binding agent used to manage patients with urea cycle disorders who cannot be sufficiently managed amino acid supplementation and/or dietary restrictions.,DB08909,10482134.0
O=C(O[C@H]1CN2CCC1CC2)N1CCC2=CC=CC=C2[C@@H]1C1=CC=CC=C1,Solifenacin,Solifenacin,"Solifenacin is a muscarinic antagonist with antispasmodic properties used to treat urge urinary incontinence, urgency, and urinary frequency associated with an overactive bladder.",DB01591,154059.0
O=C1C(CCS(=O)C2=CC=CC=C2)C(=O)N(N1C1=CC=CC=C1)C1=CC=CC=C1,Sulfinpyrazone,Sulfinpyrazone,"A uricosuric drug that is used to reduce the serum urate levels in gout therapy. It lacks anti-inflammatory, analgesic, and diuretic properties.",DB01138,5342.0
O=C1CC2(CCCC2)CC(=O)N1CCCCN1CCN(CC1)C1=NC=CC=N1,Buspirone,Buspirone,Buspirone is an anxiolytic agent used for short-term treatment of generalized anxiety and second-line treatment of depression.,DB00490,2477.0
O=C1CCC2=C(N1)C=CC(OCCCCC1=NN=NN1C1CCCCC1)=C2,Cilostazol,Cilostazol,Cilostazol is an antiplatelet agent and vasodilator used for the symptomatic relief of intermittent claudication.,DB01166,2754.0
O=C1N(C2CCC(=O)NC2=O)C(=O)C2=CC=CC=C12,Thalidomide,Thalidomide,Thalidomide is a medication used to treat newly diagnosed multiple myeloma and erythema nodosum leprosum.,DB01041,5426.0
O=C1N(C=C(C=C1C1=CC=CC=C1C#N)C1=NC=CC=C1)C1=CC=CC=C1,Perampanel,Perampanel,"Perampanel is a non-competitive AMPA glutamate receptor antagonist used to treat partial-onset seizures with or without secondarily generalized seizures, and as adjunctive treatment of primary generalized tonic-clonic seizures in patients with epilepsy.",DB08883,9924495.0
O=C1N(CC2=CC=CC=C2)C2C[S+]3CCCC3C2N1CC1=CC=CC=C1,Trimethaphan,Trimethaphan,"A nicotinic antagonist that has been used as a ganglionic blocker in hypertension, as an adjunct to anesthesia, and to induce hypotension during surgery.",DB01116,23576.0
O=C1NC(=O)C(N1)(C1=CC=CC=C1)C1=CC=CC=C1,Phenytoin,Phenytoin,Phenytoin is an anticonvulsant drug used in the prophylaxis and control of various types of seizures.,DB00252,1775.0
O=C1NC2=CC(OCCCCN3CCN(CC3)C3=C4C=CSC4=CC=C3)=CC=C2C=C1,Brexpiprazole,Brexpiprazole,Brexpiprazole is a serotonin–dopamine activity modulator used in the treatment of major depressive disorder as an adjunct and schizophrenia.,DB09128,11978813.0
O=N[Fe--](C#N)(C#N)(C#N)(C#N)C#N,Nitroprusside,Nitroprusside,"Nitroprusside is a direct acting vasodilator used to treat hypertension, to induce controlled hypotension to reduce postoperative bleeding, and to manage acute heart failure.",DB00325,11963622.0
O=[As]O[As]=O,Arsenic trioxide,Arsenic trioxide,Arsenic trioxide is a chemotherapeutic agent used in the treatment of refractory or relapsed acute promyelocytic leukemia in patients with prior retinoid and anthracycline chemotherapy.,DB01169,261004.0
OC(=O)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)C1=CC=CC=C1,Difenoxin,Difenoxin,Difenoxin is an antidiarrheal agent used as an adjunct for the management of acute nonspecific diarrhea and acute exacerbations of chronic functional diarrhea.,DB01501,34328.0
OC(=O)C1=C(I)C(NC(=O)CCCCC(=O)NC2=C(I)C=C(I)C(C(O)=O)=C2I)=C(I)C=C1I,Iodipamide,Iodipamide,Iodipamide is a contrast agent used in cholangiography and cholecystography.,DB04711,3739.0
OC(=O)C1=C(O)C=CC(=C1)C1=C(F)C=C(F)C=C1,Diflunisal,Diflunisal,"Diflunisal is an NSAID used to treat mild to moderate pain, inflammation, osteoarthritis, and rheumatoid arthritis.",DB00861,3059.0
OC(=O)C1=CC(=CC=C1O)\N=N\C1=CC=C(C=C1)S(=O)(=O)NC1=NC=CC=C1,Sulfasalazine,Sulfasalazine,Sulfasalazine is an anti-inflammatory drug used to treat Crohn's disease and rheumatoid arthritis.,DB00795,5359476.0
OC(=O)C1=CC(=CC=C1O)\N=N\C1=CC=C(O)C(=C1)C(O)=O,Olsalazine,Olsalazine,Olsalazine is an anti-inflammatory agent used in the treatment of inflammatory bowel disease and ulcerative colitis.,DB01250,6003770.0
OC(=O)C1=CC=C(C=C1)N1N=C(N=C1C1=CC=CC=C1O)C1=CC=CC=C1O,Deferasirox,Deferasirox,"Deferasirox is an iron chelator used to treat chronic iron overload caused by blood transfusions. Also used in patients with non-transfusion-dependent thalassemia syndromes, and in patients with elevated liver iron concentration and serum ferritin.",DB01609,5493381.0
OC(=O)C1=CC=CC=C1O,Salicylic acid,Salicylic acid (sodium),"Salicylic acid is an acid used to treat acne, psoriasis, calluses, corns, keratosis pilaris, and warts.",DB00936,338.0
OC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1O,Salsalate,Salsalate,"Salsalate is a nonsteroidal anti-inflammatory agent used in the symptomatic relief of rheumatoid arthritis, osteoarthritis and related rheumatic disorders.",DB01399,5161.0
OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O,Ciprofloxacin,Ciprofloxacin,Ciprofloxacin is a second generation fluoroquinolone used to treat various susceptible bacterial infections.,DB00537,2764.0
OC(=O)C1=CN=CC=C1,Niacin,Niacin,Niacin is a B vitamin used to treat hypertriglyceridemia and pellagra.,DB00627,938.0
OC(=O)C1CCN(CC1)C1=C(Cl)C=C(C=N1)C(=O)NC1=NC(C2=CC(Cl)=CS2)=C(S1)N1CCN(CC1)C1CCCCC1,Avatrombopag,Avatrombopag,Avatrombopag is a thrombopoietin receptor agonist used to treat thrombocytopenia in patients with chronic liver disease who are scheduled to undergo a procedure.,DB11995,9852519.0
OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1,Ketorolac,Ketorolac,"Ketorolac is an NSAID used to treat moderate to severe pain, rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, menstrual disorders, and headaches.",DB00465,3826.0
OC(=O)C1N=C(C2=CC=CC=C2)C2=C(NC1=O)C=CC(Cl)=C2,Clorazepic acid,Clorazepic acid,"Clorazepic acid is a benzodiazepine used to treat anxiety, partial seizures, and alcohol withdrawal.",DB00628,2809.0
OC(=O)CC(O)(CC(O)=O)C(O)=O,Citric acid,Citric acid,Citric acid is an anti-chelation additive used in blood collection tubes and as a flavoring and preservative agent in various cosmetic and pharmaceutical products.,DB04272,311.0
OC(=O)CC1(CC1)CS[C@H](CCC1=CC=CC=C1C(O)(C)C)C1=CC=CC(\C=C\C2=NC3=C(C=CC(Cl)=C3)C=C2)=C1,Montelukast,Montelukast,"Montelukast is a leukotriene receptor antagonist used as part of an asthma therapy regimen, to prevent exercise induced bronchoconstriction, and to treat seasonal allergic rhinitis.",DB00471,5281040.0
OC(=O)CC1=CC=CC=C1,Phenylacetic acid,Phenylacetic acid,Phenylacetic acid is an agent used as an adjunct to treat acute hyperammonemia and associated encephalopathy in adult and pediatric patients with deficiencies in enzymes of the urea cycle.,DB09269,999.0
OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl,Diclofenac,Diclofenac,Diclofenac is an NSAID used to treat the signs and symptoms of osteoarthritis and rheumatoid arthritis.,DB00586,3033.0
OC(=O)CCC1=NC(=C(O1)C1=CC=CC=C1)C1=CC=CC=C1,Oxaprozin,Oxaprozin,"Oxaprozin is an NSAID used to treat osteoarthritis, rheumatoid arthritis, and juvenile rheumatoid arthritis.",DB00991,4614.0
OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl,Chlorambucil,Chlorambucil,Chlorambucil is a chemotherapy agent used in the management of chronic lymphocytic leukemia and malignant lymphomas.,DB00291,2708.0
OC(=O)CCCC1=CC=CC=C1,Phenylbutyric acid,Phenylbutyric acid,"Phenylbutyric acid is an agent indicated for the adjunctive therapy for the management of chronic urea cycle disorders due to deficiencies in specific enzymes, including the neonatal-onset deficiency and late-onset disease with a history of hyperammonemic encephalopathy.",DB06819,4775.0
OC(=O)CCCCCCCC(O)=O,Azelaic acid,Azelaic acid,Azelaic acid is a saturated dicarboxylic acid used to treat mild to moderate acne vulgaris.,DB00548,2266.0
OC(=O)CCCC[C@@H]1CCSS1,Lipoic acid,Lipoic acid,A vitamin-like antioxidant.,DB00166,6112.0
OC(=O)CCNC(=O)C1=CC=C(C=C1)\N=N\C1=CC=C(O)C(=C1)C(O)=O,Balsalazide,Balsalazide,Balsalazide is an aminosalicylate used to treat ulcerative colitis.,DB01014,6335412.0
OC(=O)COCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1,Cetirizine,Cetirizine,Cetirizine is a selective Histamine-1 antagonist drug used in allergic rhinitis and chronic urticaria.,DB00341,2678.0
OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1,Levocetirizine,Levocetirizine,Levocetirizine is an H1-receptor antagonist used to treat symptoms associated with chronic allergic rhinitis and uncomplicated cases of chronic idiopathic urticaria.,DB06282,1549000.0
OC(=O)CSC1=NN=C(Br)N1C1=CC=C(C2CC2)C2=C1C=CC=C2,Lesinurad,Lesinurad,Lesinurad is a uric acid 1 transporter inhibitor typically used in combination with a xanthine oxidase inhibitor to treat hyperuricemia associated with gout in patients with inadequate control of uric acid levels with xanthine oxidase inhibitor monotherapy.,DB11560,53465279.0
OC(=O)P(O)(O)=O,Foscarnet,Foscarnet,"Foscarnet is an antiviral used to treat CMV, HIV, and HSV infections.",DB00529,3415.0
OC(=O)\C=C/C(O)=O.CN1CC2C(C1)C1=C(OC3=CC=CC=C23)C=CC(Cl)=C1,Asenapine,Asenapine,Asenapine is an atypical antipsychotic used to treat patients with bipolar I disorder and patients with schizophrenia.,DB06216,11954293.0
OC(C(=O)O[C@H]1C[N+]2(CCCOC3=CC=CC=C3)CCC1CC2)(C1=CC=CS1)C1=CC=CS1,Aclidinium,Aclidinium,Aclidinium is an inhaled long-acting anticholinergic used as a maintenance bronchodilator in patients with chronic obstructive pulmonary disease (COPD).,DB08897,11434515.0
OC(C1=CC=CC=C1)(C1=CC=CC=C1)C12CC[N+](CCOCC3=CC=CC=C3)(CC1)CC2,Umeclidinium,Umeclidinium,Umeclidinium is a long-acting muscarinic antagonist used as a long-term maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease (COPD).,DB09076,11519070.0
OC(C1CCCCN1)C1=CC(=NC2=C1C=CC=C2C(F)(F)F)C(F)(F)F,Mefloquine,Mefloquine,Mefloquine is an antimalarial agent used in the prophylaxis and treatment of malaria caused by Plasmodium falciparum and Plasmodium vivax.,DB00358,4046.0
OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O,Risedronic acid,Risedronic acid,Risedronic acid is a bisphosphonate used to treat osteoporosis and Paget's disease.,DB00884,5245.0
OC(CCN1CCCC1)(C1CCCCC1)C1=CC=CC=C1,Procyclidine,Procyclidine,Procyclidine is an antispasmodic drug used to treat parkinsonism of various types and in the treatment of extrapyramidal symptoms.,DB00387,4919.0
OC(CCN1CCCCC1)(C1CC2CC1C=C2)C1=CC=CC=C1,Biperiden,Biperiden,Biperiden is a muscarinic receptor antagonist used to treat parkinsonism and control extrapyramidal side effects of neuroleptic drugs.,DB00810,2381.0
OC(CCN1CCCCC1)(C1CCCCC1)C1=CC=CC=C1,Trihexyphenidyl,Trihexyphenidyl,One of the centrally acting muscarinic antagonists used for treatment of parkinsonian disorders and drug-induced extrapyramidal movement disorders and as an antispasmodic.,DB00376,5572.0
OC(CN1C=CN=C1)(P(O)(O)=O)P(O)(O)=O,Zoledronic acid,Zoledronic acid,"Zoledronic acid is a bisphosphonate used to treat malignancy associated hypercalcemia, multiple myeloma, and bone metastasis from solid tumors.",DB00399,68740.0
OC(CN1C=NC=N1)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1,Fluconazole,Fluconazole,Fluconazole is a triazole antifungal used to treat various fungal infections including candidiasis.,DB00196,3365.0
OC(CNCC(O)C1CCC2=C(O1)C=CC(F)=C2)C1CCC2=C(O1)C=CC(F)=C2,Nebivolol,Nebivolol,Nebivolol is a beta blocking agent used to treat hypertension and aid in the management of heart failure.,DB04861,71301.0
OC(O)C(Cl)(Cl)Cl,Chloral hydrate,Chloral hydrate,Chloral hydrate is a mild hypnotic used for experimental purposes that was previously used for the treatment of insomnia.,DB01563,2707.0
OC(O)C(Cl)(Cl)Cl.OC(O)C(Cl)(Cl)Cl.CN1N(C(=O)C=C1C)C1=CC=CC=C1,Dichloralphenazone,Dichloralphenazone,Dichloralphenazone is a sedative composed of chloral hydrate and phenazone. It is typically found in combination products Nodolor and Midrin containing [isometheptene] and [acetaminophen] used for the relief of tension and vascular headaches. It is a US Schedule IV drug and its clinical use is limited.,DB01495,10188.0
OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C1=CC=C(Cl)C=C1,Haloperidol,Haloperidol,"Haloperidol is an antipsychotic agent used to treat schizophrenia and other psychoses, as well as symptoms of agitation, irritability, and delirium.",DB00502,3559.0
OC1(CN(C1)C(=O)C1=C(NC2=C(F)C=C(I)C=C2)C(F)=C(F)C=C1)[C@@H]1CCCCN1,Cobimetinib,Cobimetinib,Cobimetinib is an antineoplastic agent and selective inhibitor of the mitogen-activated extracellular kinase (MEK) pathway used to treat unresectable or metastatic melanoma.,DB05239,16222096.0
OC1=C(C=C(Cl)C=C1)C(=O)NC1=C(Cl)C=C(C=C1)[N+]([O-])=O,Niclosamide,Niclosamide,"Niclosamide is an anthelmintic indicated in the treatment of beef, pork, fish, and dwarf tapeworm infections in adults and children.",DB06803,4477.0
OC1=C(CC2=C(O)C3=C(OC2=O)C=CC=C3)C(=O)OC2=C1C=CC=C2,Dicoumarol,Dicoumarol,"Dicoumarol is an oral anticoagulant agent that works by interfering with the metabolism of vitamin K. In addition to its clinical use, it is also used in biochemical experiments as an inhibitor of reductases.",DB00266,54676038.0
OC1=C([C@H]2CC[C@@H](CC2)C2=CC=C(Cl)C=C2)C(=O)C2=CC=CC=C2C1=O,Atovaquone,Atovaquone,Atovaquone is an antimicrobial indicated for the prevention and treatment of Pneumocystis jirovecii pneumonia (PCP) and for the prevention and treatment of Plasmodium falciparum malaria.,DB01117,74989.0
OC1=C2N(C[C@H]3O[C@@H]4CC[C@@H](C4)N3C2=O)C=C(C(=O)NCC2=C(F)C=C(F)C=C2F)C1=O,Bictegravir,Bictegravir,Bictegravir is an integrase inhibitor used to treat HIV infections.,DB11799,90311989.0
OC1=CC=C(C=C1)C1=C(C(=O)C2=CC=C(OCCN3CCCCC3)C=C2)C2=C(S1)C=C(O)C=C2,Raloxifene,Raloxifene,Raloxifene is a selective estrogen receptor modulator that is used to prevent and treat osteoporosis and reduce the risk of invasive breast cancer in high-risk postmenopausal women.,DB00481,5035.0
OC1=CC=C(C=C1)C1CNCCC2=C(Cl)C(O)=C(O)C=C12,Fenoldopam,Fenoldopam,Fenoldopam is a dopamine D1 receptor agonist used for the short term management of hypertension.,DB00800,3341.0
OC1=CC=C2C[C@H]3N(CC=C)CC[C@@]45[C@@H](OC1=C24)C(=O)CC[C@@]35O,Naloxone,Naloxone,Naloxone is an opioid receptor antagonist used to rapidly reverse an opioid overdose. Also included in some drug formulations as an abuse deterrent to prevent injection.,DB01183,5284596.0
OC1=NC=NC2=C1C=NN2,Allopurinol,Allopurinol,"Allopurinol is a xanthine oxidase inhibitor used to reduce urinary and serum uric acid concentrations in patients with gout, recurrent calcium oxalate calculi, and various malignancies.",DB00437,2094.0
OC1N=C(C2=CC=CC=C2)C2=C(NC1=O)C=CC(Cl)=C2,Oxazepam,Oxazepam,"Oxazepam is an intermediate-acting benzodiazepine with slow onset commonly used to treat panic disorders, severe anxiety, alcohol withdrawals, and insomnia.",DB00842,4616.0
OC1N=C(C2=CC=CC=C2Cl)C2=C(NC1=O)C=CC(Cl)=C2,Lorazepam,Lorazepam,"Lorazepam is a short-acting benzodiazepine commonly used to treat panic disorders, severe anxiety, and seizures.",DB00186,3958.0
OCC(C)(CO)C(=O)O[C@@H]1CC[C@@H](C[C@@H](C)[C@]2([H])CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@@H](OC)C[C@]3([H])CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@H]3C(=O)O2)C[C@H]1OC,Temsirolimus,Temsirolimus,Temsirolimus is a antineoplastic agent used in the treatment of renal cell carcinoma (RCC) that works by inhibiting mTOR.,DB06287,23724530.0
OCC(O)CO,Glycerin,Glycerin,A trihydroxy sugar alcohol that is an intermediate in carbohydrate and lipid metabolism.,DB09462,753.0
OCC(O)COC1=CC=C(Cl)C=C1,Chlorphenesin,Chlorphenesin,Chlorphenesin is a phenol ether used to treat painful muscular conditions.,DB00856,7697.0
OCC(S)CS,Dimercaprol,Dimercaprol,"Dimercaprol is a chelating agent used as an antidote to arsenic, gold, and mercury poisoning, as well as acute lead poisoning in combination with edetate calcium disodium.",DB06782,3080.0
OCC1=C(O)C=CC(=C1)C(O)CNCCCCCCOCCCCC1=CC=CC=C1,Salmeterol,Salmeterol,Salmeterol is a long-acting beta-2 adrenergic receptor agonist used to treat asthma and COPD.,DB00938,5152.0
OCC1=C(O)C=CC(=C1)[C@@H](O)CNCCCCCCOCCOCC1=C(Cl)C=CC=C1Cl,Vilanterol,Vilanterol,"Vilanterol is a long-acting beta2-adrenergic agonist used in combination with other bronchodilators for the management of chronic obstructive pulmonary disease (COPD), including chronic bronchitis and/or emphysema.",DB09082,10184665.0
OCCN(C(=O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I,Ioversol,Ioversol,"Ioversol is a diagnostic contrast agent used in various medical imaging procedures, such as angiography, urography, and computed tomographic scans.",DB09134,3741.0
OCCN(CCO)C1=NC2=C(N=C(N=C2N2CCCCC2)N(CCO)CCO)C(=N1)N1CCCCC1,Dipyridamole,Dipyridamole,Dipyridamole is a phosphodiesterase inhibitor used to prevent postoperative thromboembolic events.,DB00975,3108.0
OCCN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C(F)(F)F)CC1,Fluphenazine,Fluphenazine,Fluphenazine is a phenothiazine used to treat patients requiring long-term neuroleptic therapy.,DB00623,3372.0
OCCN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1,Perphenazine,Perphenazine,Perphenazine is a phenothiazine used to treat schizophrenia as well as nausea and vomiting.,DB00850,4748.0
OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO,Miglitol,Miglitol,Miglitol is an oral alpha-glucosidase inhibitor used to improve glycemic control by delaying the digestion of carbohydrates.,DB00491,441314.0
OCCNCCNC1=CC=C(NCCNCCO)C2=C1C(=O)C1=C(C(O)=CC=C1O)C2=O,Mitoxantrone,Mitoxantrone,"Mitoxantrone is a chemotherapeutic agent used for the treatment of secondary progressive, progressive relapsing, or worsening relapsing-remitting multiple sclerosis.",DB01204,4212.0
OCCOC1=CC=C(C=C1)C(=C(\CCCl)C1=CC=CC=C1)\C1=CC=CC=C1,Ospemifene,Ospemifene,"Ospemifene is a non-hormonal estrogen receptor modulator (SERM) used to treat moderate to severe dyspareunia, a symptom of vulvar and vaginal atrophy, due to menopause.",DB04938,3036505.0
OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1,Hydroxyzine,Hydroxyzine,"Hydroxyzine is an antihistamine used to treat anxiety and tension associated with psychoneuroses, as well as allergic conditions such as pruritus and chronic urticaria.",DB00557,3658.0
OCCOCCN1CCN(CC1)C1=NC2=CC=CC=C2SC2=CC=CC=C12,Quetiapine,Quetiapine,"Quetiapine is a psychotropic agent used for the management of bipolar disorder, schizophrenia, and major depressive disorder.",DB01224,5002.0
OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O,Chloramphenicol,Chloramphenicol,Chloramphenicol is a broad spectrum antibiotic that is effective against a variety of susceptible and serious bacterial infections but is not frequently used because of its high risk of bone marrow toxicity.,DB00446,5959.0
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)O[Ca]OC(=O)[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO,Calcium glubionate anhydrous,Calcium glubionate anhydrous,"Calcium glubionate is a calcium salt indicated in the treatment of hypocalcemia, hyperkalemia, lead poisoning, and as an adjunct in the treatment of exudative skin conditions.",DB13142,131704325.0
OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO,Mannitol,Mannitol,"Mannitol is a sugar alcohol used to test for asthma, to reduce intracranial and intraocular pressure, to measure glomerular filtration rate, and to manage pulmonary symptoms associated with cystic fibrosis.",DB00742,6251.0
OC[C@@H]1CC[C@@H](O1)N1C=NC2=C1NC=NC2=O,Didanosine,Didanosine,Didanosine is a reverse transcriptase inhibitor used to treat HIV.,DB00900,50599.0
OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(C(=O)NC1=O)C(F)(F)F,Trifluridine,Trifluridine,"Trifluridine is a nucleoside metabolic inhibitor used to treat keratoconjunctivitis and epithelial keratitis caused by simplex virus, and as a part of chemotherapy for certain types of metastatic gastrointestinal cancers.",DB00432,6256.0
OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(F)C(=O)NC1=O,Floxuridine,Floxuridine,Floxuridine is an antimetabolite used as palliative management for liver metastases of gastrointestinal malignancy.,DB00322,5790.0
OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CNC[C@H]2O,Pentostatin,Pentostatin,Pentostatin is an adenosine deaminase inhibitor used to treat hairy cell leukemia.,DB00552,439693.0
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=CC=C(Cl)C(CC2=CC=C(O[C@H]3CCOC3)C=C2)=C1,Empagliflozin,Empagliflozin,Empagliflozin is an SGLT2 inhibitor used to manage type 2 diabetes mellitus.,DB09038,11949646.0
ON=O,Nitrous acid,Nitrous acid,Nitrous acid is an iron binder used to reverse life-threatening acute cyanide poisoning.,DB09112,23668193.0
ONC(=O)CCCCCCC(=O)NC1=CC=CC=C1,Vorinostat,Vorinostat,"Vorinostat is a histone deacetylase (HDAC) inhibitor used for the treatment of cutaneous manifestations in patients with progressive, persistent, or recurrent cutaneous T- cell lymphoma (CTCL) following prior systemic therapies.",DB02546,5311.0
ONC(=O)\C=C\C1=CC=CC(=C1)S(=O)(=O)NC1=CC=CC=C1,Belinostat,Belinostat,Belinostat is a novel agent that inhibits the enzyme histone deacetylase (HDAC) with a sulfonamide-hydroxamide structure. It was developed as an orphan drug to target hematological malignancies and solid tumors by TopoTarget. The safety and efficacy of belinostat is currently being evaluated for use in combination with traditional front-line therapies for the treatment of PTCL. Intravenous administration of the agent is available as Beleodaq as monotherapy and the dosing regimen involves a 21-day cycle. It was US-approved in July 2014 as a therapeutic agent for relapsed or refractory peripheral T-cell lymphoma.,DB05015,6918638.0
OP(O)(=O)C(SC1=CC=C(Cl)C=C1)P(O)(O)=O,Tiludronic acid,Tiludronic acid,Tiludronic acid is a bisphosphonate used for the treatment of Paget's disease of bone.,DB01133,60937.0
OP(O)(=O)OCN1C(=O)NC(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1,Fosphenytoin,Fosphenytoin,Fosphenytoin is an antiepileptic agent used for the management of generalized convulsive status epilepticus and prevention and treatment of seizures occurring during neurosurgery.,DB01320,56339.0
OS(=O)(=O)OC1=CC=C(C=C1)C(C1=CC=C(OS(O)(=O)=O)C=C1)C1=CC=CC=N1,Picosulfuric acid,Picosulfuric acid,Picosulfuric acid is a stimulant laxative used for cleansing of the colon as a preparation for colonoscopy in adults.,DB09268,5243.0
O[Bi]1OC(=O)C2=CC=CC=C2O1,Bismuth subsalicylate,Bismuth subsalicylate,"Bismuth subsalicylate is an antidiarrheal and anti-inflammatory agent used for symptomatic treatment of nausea, indigestion, upset stomach, diarrhea, and other temporary discomforts of the stomach and gastrointestinal tract.",DB01294,16682734.0
O[C@@H](CNCCCCC1=CC=C(O)C=C1)C1=CC(O)=C(O)C=C1,Arbutamine,Arbutamine,"Arbutamine, administered through a closed-loop, computer-controlled drug-delivery system, is indicated to elicit acute cardiovascular responses, similar to those produced by exercise, in order to aid in diagnosing the presence or absence of coronary artery disease in patients who cannot exercise adequately .",DB01102,60789.0
O[C@@H]1CO[C@@H](O[C@@H]2CO[C@@H](O)[C@H](OS(O)(=O)=O)[C@H]2OS(O)(=O)=O)[C@H](OS(O)(=O)=O)[C@H]1OS(O)(=O)=O,Pentosan polysulfate,Pentosan polysulfate,Pentosan polysulfate is a sulfated pentosyl polysaccharide used to treat bladder pain and discomfort due to interstitial cystitis.,DB00686,37720.0
O[C@@H]1[C@@H](O)[C@@H]2O[C@H]3O[C@H](CSCCC(O)=O)[C@@H](O[C@H]4O[C@H](CSCCC(O)=O)[C@@H](O[C@H]5O[C@H](CSCCC(O)=O)[C@@H](O[C@H]6O[C@H](CSCCC(O)=O)[C@@H](O[C@H]7O[C@H](CSCCC(O)=O)[C@@H](O[C@H]8O[C@H](CSCCC(O)=O)[C@@H](O[C@H]9O[C@H](CSCCC(O)=O)[C@@H](O[C@H]1O[C@@H]2CSCCC(O)=O)[C@H](O)[C@H]9O)[C@H](O)[C@H]8O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O,Sugammadex,Sugammadex,Sugammadex is a modified gamma cyclodextrin used to reverse neuromuscular blockade induced by vecuronium bromide and rocuronium bromide which are agents used for anesthesia.,DB06206,6918585.0
O[C@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)OCCCCO[N+]([O-])=O)CCC1=CC=CC=C1,Latanoprostene bunod,Latanoprostene bunod (ophthalmic),Latanoprostene bunod is a prostaglandin analog used to reduce ocular hypertension or treat open-angle glaucoma.,DB11660,11156438.0
O[C@H](C[C@H](O)\C=C\C1=C(N=C2C=CC=CC2=C1C1=CC=C(F)C=C1)C1CC1)CC(O)=O,Pitavastatin,Pitavastatin,Pitavastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and reduce the risk of cardiovascular disease including myocardial infarction and stroke.,DB08860,5282452.0
O[C@H](\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)C1CC1,Calcipotriol,Calcipotriol,Calcipotriol is a topical synthetic vitamin D2 derivative used in the treatment of plaque psoriasis.,DB02300,5288783.0
O[C@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CCC2)[C@H]1O5,Nalbuphine,Nalbuphine,"Nalbuphine is an opioid agonist-antagonist used to treat pain, for pre and postoperative analgesia, and for analgesia in labor and delivery.",DB00844,5311304.0
S=C1N=CNC2=C1NC=N2,Mercaptopurine,Mercaptopurine,Mercaptopurine is an antineoplastic agent used to treat acute lymphocytic leukemia.,DB01033,667490.0
S=P(N1CC1)(N1CC1)N1CC1,Thiotepa,Thiotepa,Thiotepa is an alkylating agent used to prevent graft rejection in stem cell transplantation and to treat a variety of malignancies including certain types of adenocarcinoma and superficial bladder carcinomas.,DB04572,5453.0
[131I-],Iodide I-131,Iodide I-131,Iodide I-131 is a radioisotopic agent used for the treatment of hyperthyroidism and thyroid carcinomas that take up iodine.,DB09293,167195.0
[177Lu+3].C[C@@H](O)[C@H](NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)CN2CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC2)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@H](CC2=CNC3=C2C=CC=C3)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)C(O)=O,Lutetium Lu 177 dotatate,Lutetium Lu 177 dotatate,Lutetium Lu 177 dotatate is a radiolabeled somatostatin analog used to treat somatostatin receptor positive gastroenteropancreatic neuroendocrine tumors.,DB13985,
[2H]C([2H])([2H])OC1=CC2=C(C=C1OC([2H])([2H])[2H])[C@@H]1CC(=O)[C@@H](CC(C)C)CN1CC2,Deutetrabenazine,Deutetrabenazine,Deutetrabenazine is a vesicular monoamine transporter 2 inhibitor used for the symptomatic treatment of chorea in Huntington's disease and tardive dyskinesia.,DB12161,73442840.0
[Ag+].NC1=CC=C(C=C1)S(=O)(=O)[N-]C1=NC=CC=N1,Silver sulfadiazine,Silver sulfadiazine (topical),Silver sulfadiazine is a topical sulfonamide antibiotic that acts on the bacterial cell wall and cell membrane; approved for the treatment of burns.,DB05245,441244.0
[C],Activated charcoal,Activated charcoal,Activated charcoal is a gastric decontamination agent used in emergency clinical settings as a antidote to treat poisonings following excessive oral ingestion of certain medications or poisons.,DB09278,297.0
[Ca++].CC(O)C([O-])=O.CC(O)C([O-])=O,Calcium lactate,Calcium lactate,"Calcium lactate is a salt that consists of two lactate anions for each calcium cation (Ca2+). It is prepared commercially by the neutralization of lactic acid with calcium carbonate or calcium hydroxide. Approved by the FDA as a direct food substance affirmed as generally recognized as safe, calcium lactate is used as a firming agent, flavoring agent, leavening agent, stabilizer, and thickener [L2741]. Calcium lactate is also found in daily dietary supplements as a source of calcium. It is also available in various hydrate forms, where calcium lactate pentahydrate is the most common.",DB13231,13144.0
[Ca++].CC([O-])=O.CC([O-])=O,Calcium acetate,Calcium acetate,Calcium acetate is a phosphate binder used in patients with end-stage renal disease (ESRD) to prevent elevated phosphate levels and resulting ectopic calcification and secondary hyperparathyroidism.,DB00258,6116.0
[Ca++].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)C([O-])=O,Calcium glucoheptonate,Calcium glucoheptonate,Calcium glucoheptonate is a calcium supplement combined with calcium gluconate to treat hypocalcemia and maintain calcium levels.,DB00326,62859.0
[Ca++].[Ca++].[Ca++].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O.OC(CC([O-])=O)(CC([O-])=O)C([O-])=O,Calcium citrate,Calcium citrate,Calcium citrate is an ingredient found in a variety of supplements and vitamins.,DB11093,13136.0
[Ca++].[Ca++].[Ca++].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O,Calcium Phosphate,Calcium Phosphate,Calcium Phosphate is a compound used in supplements and antacids.,DB11348,24456.0
[Ca++].[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O.[H][C@@](O)(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(O)C([O-])=O,Calcium gluconate,Calcium gluconate,"Calcium gluconate is an ingredient found in a variety of supplements and vitamins, and is used to lower potassium in the blood or treat magnesium poisoning.",DB11126,9290.0
[Ca++].[O-]C([O-])=O,Calcium carbonate,Calcium carbonate,"Calcium carbonate is an ionic compound used as a calcium supplement or antacid used for the symptomatic relief of heartburn, acid indigestion, and sour stomach.",DB06724,10112.0
[Cl-].CN(C)C1=CC2=[S+]C3=C(C=CC(=C3)N(C)C)N=C2C=C1,Methylene blue,Methylene blue,Methylene blue is an oxidation-reduction agent used for the treatment of pediatric and adult patients with acquired methemoglobinemia.,DB09241,6099.0
[Cl-].[Cl-].[223Ra++],Radium Ra 223 dichloride,Radium Ra 223 dichloride,"Radium Ra 223 dichloride is a radiopharmaceutical agent used to treat patients with castration-resistant prostate cancer, symptomatic bone metastases and no known visceral metastatic disease.",DB08913,
[Cl-].[Cl-].[Ca++],Calcium chloride,Calcium chloride,"Calcium chloride is an ionic compound used for the treatment of hypocalcemia and hyperkalemia, and as an antidote to magnesium intoxication due to overdosage of magnesium sulfate.",DB01164,5284359.0
[Cl-].[K+],Potassium chloride,Potassium chloride,Potassium chloride is a potassium salt used to treat hypokalemia.,DB00761,4873.0
[Fe],Iron,Iron,Iron is an essential element commonly used for the treatment of patients with documented iron deficiency.,DB01592,23925.0
[Ga+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O,Gallium nitrate,Gallium nitrate,Gallium nitrate is a medication indicated for cancer-related hypercalcemia.,DB05260,61635.0
[Gd+3].OC(=O)CN(CCN(CCN(CC([O-])=O)CC([O-])=O)CC([O-])=O)C(COCC1=CC=CC=C1)C(O)=O,Gadobenic acid,Gadobenic acid,Gadobenic acid is a gadolinium compound used as a contrast agent in MRIs.,DB00743,131704172.0
[Gd+3].[H][C@@](CN(CCN(CC([O-])=O)CC([O-])=O)CC([O-])=O)(CC1=CC=C(OCC)C=C1)N(CC(O)=O)CC(O)=O,Gadoxetic acid,Gadoxetic acid,Gadoxetic acid is a gadolinium-based contrast agent used in magnetic resonance imaging (MRI) to help characterize lesions in the liver.,DB08884,131704314.0
[H]C(=O)N1C(CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC2=C1C(=O)NC(N)=N2,Leucovorin,Leucovorin,"Leucovorin is a folate analog used to treat the toxic effects of methotrexate and other folate antagonists, to treat megaloblastic anemia, and to provide palliative treatment of colorectal cancer.",DB00650,6006.0
[H]C(=O)[C@H](O)[C@@H](O)[C@]([H])(O[C@@]1([H])O[C@H](CO)[C@@]([H])(O[C@H]2O[C@H](C)[C@@H](N[C@@]3([H])C=C(CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)CO,Acarbose,Acarbose,Acarbose is an alpha-glucosidase inhibitor used in adjunctly with diet and exercise for the management of glycemic control in patients with type 2 diabetes mellitus.,DB00284,9811704.0
[H]C(C)(OC(=O)N(C)C1=C(COC(=O)CNC)C=CC=N1)[N+]1=CN(C[C@](O)(C2=C(F)C=CC(F)=C2)[C@@]([H])(C)C2=NC(=CS2)C2=CC=C(C=C2)C#N)N=C1,Isavuconazonium,Isavuconazonium,Isavuconazonium is a triazole antifungal used for the treatment of invasive aspergillosis and mucormycosis.,DB06636,6918606.0
[H]C(CCN(C)C)=C1C2=CC=CC=C2COC2=CC=CC=C12,Doxepin,Doxepin,"Doxepin is a psychotropic agent used for the treatment of depression, anxiety, manic-depressive disorder, and insomnia.",DB01142,667468.0
[H]C(Cl)(Br)C(F)(F)F,Halothane,Halothane,Halothane is a general inhalation anesthetic used for the induction and maintenance of general anesthesia.,DB01159,3562.0
[H]N([H])CCCCC1N([H])C(=O)C(CC2=CN([H])C3=CC=CC=C23)N([H])C(=O)C(CC2=CC=C(O)C=C2)N([H])C(=O)C(CSSCC(N([H])C(=O)C(N([H])C1=O)C(C)C)C(=O)N([H])C(C(C)O)C(=O)N([H])[H])N([H])C(=O)C(CC1=CC2=CC=CC=C2C=C1)N([H])[H],Lanreotide,Lanreotide,"Lanreotide is a somatostatin analog used for the treatment of unresectable, well- or moderately-differentiated, locally advanced or metastatic gastroenteropancreatic neuroendocrine tumors and acromegaly.",DB06791,71349.0
[H][C@@](C(=O)OC)(C1=CC=CC=C1)[C@@]1([H])CCCCN1,Dexmethylphenidate,Dexmethylphenidate,Dexmethylphenidate is a norepinephrine-dopamine reuptake inhibitor used in the treatment of ADHD in conjunction with other therapies.,DB06701,154101.0
[H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C,Cholic Acid,Cholic Acid,Cholic Acid is a bile acid used for the treatment of bile acid synthesis disorders due to single enzyme defects and as an adjunctive treatment of peroxisomal disorders with disrupted liver function.,DB02659,221493.0
[H][C@@](C)(N)[C@]([H])(O)C1=CC=CC=C1,Phenylpropanolamine,Phenylpropanolamine,"Phenylpropanolamine is a sympathomimetic that was previously used in nasal decongestants and weight loss products, but has been withdrawn by the FDA due to safety risks and lack of efficacy.",DB00397,26934.0
[H][C@@](C)(O)[C@]([H])(CC)N1N=CN(C1=O)C1=CC=C(C=C1)N1CCN(CC1)C1=CC=C(OC[C@]2([H])CO[C@](CN3C=NC=N3)(C2)C2=C(F)C=C(F)C=C2)C=C1,Posaconazole,Posaconazole,Posaconazole is a triazole antifungal drug that is used to treat invasive infections by Candida species and Aspergillus species in severely immunocompromised patients.,DB01263,468595.0
[H][C@@](CC)(C1=CC(NS(=O)(=O)C2=NC=C(C=C2)C(F)(F)F)=CC=C1)C1=C(O)C[C@@](CCC)(CCC2=CC=CC=C2)OC1=O,Tipranavir,Tipranavir,Tipranavir is a protease inhibitor used to treat HIV-1 resistant to more than 1 protease inhibitor.,DB00932,54682461.0
[H][C@@](CC)(NC1=NC=NC2=C1N=CN2)C1=NC2=CC=CC(F)=C2C(=O)N1C1=CC=CC=C1,Idelalisib,Idelalisib,"Idelalisib is an antineoplastic kinase inhibitor used to treat chronic lymphocytic leukemia (CLL), relapsed follicular B-cell non-Hodgkin lymphoma (FL), and relapsed small lymphocytic lymphoma (SLL).",DB09054,11625818.0
[H][C@@](CO)(C(C)C)N1C=C(C(O)=O)C(=O)C2=C1C=C(OC)C(CC1=C(F)C(Cl)=CC=C1)=C2,Elvitegravir,Elvitegravir,Elvitegravir is an antiretroviral agent used in combination with other antiretrovirals for the treatment of HIV-1 infection in antiretroviral treatment-experienced adults.,DB09101,5277135.0
[H][C@@](N1CCC2=C(C1)C=CS2)(C(=O)OC)C1=CC=CC=C1Cl,Clopidogrel,Clopidogrel,"Clopidogrel is an antiplatelet agent used to prevent blood clots in peripheral vascular disease, coronary artery disease, and cerebrovascular disease.",DB00758,60606.0
[H][C@@]1(C)CCN(CCN1C(=O)C1=C(C=CC(C)=C1)N1N=CC=N1)C1=NC2=C(O1)C=CC(Cl)=C2,Suvorexant,Suvorexant,Suvorexant is a orexin receptor antagonist used to treat insomnia that is characterized by difficulties with sleep onset and/or sleep maintenance.,DB09034,24965990.0
[H][C@@]1(CCC2=CC=CC=C2N(CC(O)=O)C1=O)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC,Benazepril,Benazepril,Benazepril is an ACE inhibitor prodrug used to treat hypertension.,DB00542,5362124.0
[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](C)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O.[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O,Capreomycin,Capreomycin,Capreomycin is an aminoglycoside antibiotic used as an adjunct drug in tuberculosis.,DB00314,3000502.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])NC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)NC1=CC(=CC=C1C(F)(F)F)C(F)(F)F,Dutasteride,Dutasteride,Dutasteride is an antiandrogenic compound that is used for the treatment of symptomatic benign prostatic hyperplasia (BPH) in adult males by inhibiting 5-alpha reductase.,DB01126,6918296.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O,Ursodeoxycholic acid,Ursodeoxycholic acid,"Ursodeoxycholic acid is a bile acid used for the treatment of primary biliary cirrhosis (PBC), dissolution of radiolucent gallstones in patients with a functioning gallbladder, and treatment of hepatobiliary disorders associated with cystic fibrosis in pediatric patients.",DB01586,31401.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O,Chenodeoxycholic acid,Chenodeoxycholic acid,Chenodeoxycholic acid is a bile acid used for the treatment of primary biliary cirrhosis.,DB06777,10133.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)[C@H](CC)[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(O)=O,Obeticholic acid,Obeticholic acid,Obeticholic acid is a bile acid analog and farnesoid X receptor agonist used to treat primary biliary cholangitis in adult patients with inadequate clinical response or intolerance to UDCA.,DB05990,447715.0
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1C[C@@H](O)C[C@H](O)C1)[C@H](C)\C=C\[C@H](C)C(C)(C)O,Paricalcitol,Paricalcitol,Paricalcitol is a vitamin D analog used to treat hyperparathyroidism associated with stage 3 or greater chronic kidney disease.,DB00910,5281104.0
[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C)[C@H](C)\C=C\[C@H](C)C(C)C,Doxercalciferol,Doxercalciferol,Doxercalciferol is a synthetic vitamin D2 analog used to treat secondary hyperparathyroidism in patients with chronic kidney disease with or without therapy of dialysis.,DB06410,46705423.0
[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1)C1=CC(=O)OC1,Digitoxin,Digitoxin,"Digitoxin is a cardiac glycoside used in the treatment and management of congestive cardiac insufficiency, arrhythmias and heart failure.",DB01396,441207.0
[H][C@@]1(CNC2=C(N1)C(=O)NC(N)=N2)[C@@H](O)[C@H](C)O,Sapropterin,Sapropterin,Sapropterin is a cofactor used as an adjunct to phenylalanine restriction in the treatment of phenylketonuria (PKU).,DB00360,44257.0
[H][C@@]1(C[C@@H](C)[C@]2([H])CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@]3([H])CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O2)OC)CC[C@@H](O)[C@@H](C1)OC,Sirolimus,Sirolimus,Sirolimus is an immunosuppressant used to prevent organ transplant rejections and to treat lymphangioleiomyomatosis.,DB00877,5284616.0
[H][C@@]1(C[C@@H](C)[C@]2([H])CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@]3([H])CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@@]3([H])C(=O)O2)OC)CC[C@@H](OCCO)[C@@H](C1)OC,Everolimus,Everolimus,Everolimus is a mammalian target of rapamycin (mTOR) kinase inhibitor used to treat various types of malignancies.,DB01590,6442177.0
[H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C)OC,Clarithromycin,Clarithromycin,"Clarithromycin, a semisynthetic macrolide antibiotic derived from erythromycin, inhibits bacterial protein synthesis by binding to the bacterial 50S ribosomal subunit. Binding inhibits peptidyl transferase activity and interferes with amino acid translocation during the translation and protein assembly process. Clarithromycin may be bacteriostatic or bactericidal depending on the organism and drug concentration.",DB01211,84029.0
[H][C@@]1(C[C@@](O)(CC2=C(O)C3=C(C(O)=C12)C(=O)C1=C(OC)C=CC=C1C3=O)C(=O)COC(=O)CCCC)O[C@H]1C[C@H](NC(=O)C(F)(F)F)[C@H](O)[C@H](C)O1,Valrubicin,Valrubicin,Valrubicin is an anthracycline used intravesically in the treatment of BCG-resistant bladder carcinoma.,DB00385,454216.0
[H][C@@]1(C[C@@]2(O)[C@@H](OC(=O)C3=CC=CC=C3)[C@]3([H])[C@@]4(CO[C@@H]4C[C@H](O)[C@@]3(C)C(=O)[C@H](O)C(=C1C)C2(C)C)OC(C)=O)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C1=CC=CC=C1,Docetaxel,Docetaxel,"Docetaxel is a taxoid antineoplastic agent used in the treatment of various cancers, such as locally advanced or metastatic breast cancer, metastatic prostate cancer, gastric adenocarcinoma, and head and neck cancer.",DB01248,148124.0
[H][C@@]1(C[C@@]2([H])C[C@]3([H])C[C@@]([H])(C1)N2CC3=O)OC(=O)C1=CNC2=C1C=CC=C2,Dolasetron,Dolasetron,"Dolasetron is an antinauseant and antiemetic agent indicated for the prevention of nausea and vomiting associated with moderately-emetogenic cancer chemotherapy and for the prevention of postoperative nausea and vomiting. Dolasetron is a highly specific and selective serotonin 5-HT3 receptor antagonist. This drug is not shown to have activity at other known serotonin receptors, and has low affinity for dopamine receptors.",DB00757,3033818.0
[H][C@@]1(NC(=O)CC2=CC=CS2)C(=O)N2C(C(O)=O)=C(COC(C)=O)CS[C@]12[H],Cefalotin,Cefalotin,"Cefalotin is a broad-spectrum cephalosporin antibiotic used for the treatment of serious bacterial infections in various locations, such as the urinary tract, skin, bone, and lower respiratory tract.",DB00456,6024.0
[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO,Ascorbic acid,Ascorbic acid,Vitamin C is a vitamin used to correct vitamin C deficiency and to increase the intestinal absorption of iron.,DB00126,54670067.0
[H][C@@]1(OC(=O)[C@@](O)(CCCC(C)(C)O)CC(=O)OC)C(OC)=C[C@]23CCCN2CCC2=CC4=C(OCO4)C=C2[C@]13[H],Omacetaxine mepesuccinate,Omacetaxine mepesuccinate,Omacetaxine mepesuccinate is a cephalotaxine used in the treatment of Chronic Myeloid Leukemia (CML) that is intolerant to or resistant to two or more tyrosine kinase inhibitors.,DB04865,285033.0
[H][C@@]1(O[C@@H]2[C@@H](CC)\C=C(C)\[C@@H](O)C\C=C\C=C(CO[C@@H]3O[C@H](C)[C@@H](OC(=O)C4=C(CC)C(Cl)=C(O)C(Cl)=C4O)[C@H](O)[C@@H]3OC)\C(=O)O[C@@H](C\C=C(/C)\C=C2/C)[C@@H](C)O)OC(C)(C)[C@@H](OC(=O)C(C)C)[C@H](O)[C@@H]1O,Fidaxomicin,Fidaxomicin,Fidaxomicin is a macrolide antibiotic used to treat diarrhea associated with Clostridium difficile infection.,DB08874,70678896.0
[H][C@@]12C(=O)CC[C@]11CC[C@@H](C)[C@@]2(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]1C)OC(=O)CS[C@H]1C[C@@H]2CC[C@H](C1)N2C,Retapamulin,Retapamulin (topical),Retapamulin is a topical antibiotic agent used for the treatment of impetigo caused by methicillin-susceptible Staphylococcus aureus or Streptococcus pyogenes.,DB01256,6918462.0
[H][C@@]12C=C(C)CC[C@@]1([H])C(C)(C)OC1=C2C(O)=CC(CCCCC)=C1,Dronabinol,Dronabinol,Dronabinol is a synthetic delta-9-THC used in the treatment of anorexia and weight loss in HIV patients as well as nausea and vomiting in cancer chemotherapy.,DB00470,16078.0
[H][C@@]12C=C[C@H](OC(C)=O)[C@@H]3OC4=C(OC(C)=O)C=CC5=C4[C@]13CCN(C)[C@@H]2C5,Diamorphine,Diamorphine,"Diamorphine is an opioid analgesic agent used in the relief of severe pain associated with surgical procedures, myocardial infarction or pain in the terminally ill and for the relief of dyspnea in acute pulmonary edema.",DB01452,5462328.0
[H][C@@]12CC(=C)[C@]([H])(CC[C@@]3([H])C[C@@H](C)C(=C)[C@@]([H])(C[C@]4([H])O[C@H](C[C@H](O)CN)[C@H](OC)[C@@]4([H])CC(=O)C[C@@]4([H])CC[C@]5([H])O[C@@]6([H])[C@H]7O[C@@]8(C[C@]7([H])O[C@@]6([H])[C@@]([H])(O8)[C@@]5([H])O4)CC1)O3)O2,Eribulin,Eribulin,Eribulin is a microtubule inhibitor used to treat metastatic breast cancer and metastatic or unresectable liposarcoma.,DB08871,73425383.0
[H][C@@]12CC(=O)CC[C@@]1([H])C(C)(C)OC1=CC(=CC(O)=C21)C(C)(C)CCCCCC,Nabilone,Nabilone,Nabilone is a synthetic delta-9-THC used in the treatment of anorexia and weight loss in HIV patients as well as nausea and vomiting in cancer chemotherapy.,DB00486,5284592.0
[H][C@@]12CC(=O)[C@H](CCCCCCC(O)=O)[C@@]1([H])CC[C@@](O)(O2)C(F)(F)CCCC,Lubiprostone,Lubiprostone,Lubiprostone is a prostaglandin derivative used to treat constipation caused by irritable bowel syndrome and opioid-use.,DB01046,157920.0
[H][C@@]12CC3=C(C(O)=C(NC(=O)CNC(C)(C)C)C=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2,Tigecycline,Tigecycline,Tigecycline is a glycylcycline antibiotic used to treat a number of susceptible bacterial infections.,DB00560,54686904.0
[H][C@@]12CC3=C(C(O)=CC=C3N(C)C)C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])C2,Minocycline,Minocycline,Minocycline is a tetracycline analog used to treat a wide variety of infections in the body.,DB01017,54675783.0
[H][C@@]12CC3=C(C=C(O)C=C3)[C@]3(CCCC[C@@]13O)CCN2CC1CCC1,Butorphanol,Butorphanol,Butorphanol is an opioid agonist-antagonist used to treat moderate to severe pain.,DB00611,6916249.0
[H][C@@]12CC3=CC=C(O)C=C3[C@@](C)(CCCCC1)[C@H]2N,Dezocine,Dezocine,"Dezocine is a partial opiate drug and is used for pain management. Dezocine is a very effective alternative to fentanyl when administered during outpatient laparoscopy, although is associated with an increased incidence of postoperative nausea.",DB01209,3033053.0
[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3,Tubocurarine,Tubocurarine,"Tubocurarine is a non-depolarizing neuromuscular blocking agent and the first identified curare alkaloid.[A216008] Curare is one of the names used to describe plant-derived poisons used by indigenous South Americans to coat the tips of hunting arrows and darts, which were typically derived from plants of the genera _Chondrodendron_ and _Strychnos_.[A216008] Tubocurarine is a benzylisoquinoline derivative and shares this structural backbone with a number of plant-derived alkaloids, including [morphine] and [papaverine].[A216028] It was first isolated by Harold King in 1935 and was used clinically to induce neuromuscular blockade during surgeries, particularly those involving the abdomen.[A216038] Tubocurarine's clinical use was limited by its relatively long duration of action (30-60 minutes)[A216038] and a number of significant side effects.[A216048] Safer and more pharmacokinetically favorable non-depolarizing neuromuscular blockers, such as [rocuronium], have largely replaced the use of tubocurarine in the clinical setting.[A216048]",DB01199,6000.0
[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CC[N+]1(C)C)C2=C6)=C(OC)C=C5)=CC(OC)=C4OC)C=C3,Metocurine,Metocurine,"Dimethyltubocurarinium (INN) or metocurine (USAN), also known as dimethyltubocurarine, is a non-depolarizing muscle relaxant. Patients on chronic anticonvulsant drugs are relatively resistant to metocurine. [A2393]",DB01336,21233.0
[H][C@@]12CC3=CN(C)C4=C3C(=CC=C4)C1=C[C@H](CN2C)C(=O)NC(CC)CO,Methysergide,Methysergide,Methysergide is an ergot alkaloid used for the prophylaxis of migraine and cluster headaches.,DB00247,6540428.0
[H][C@@]12CC3=CNC4=CC=CC(=C34)C1=C[C@H](CN2C)C(=O)N[C@@H](C)CO,Ergometrine,Ergometrine,Ergometrine is an ergot alkaloid used for the treatment of postpartum haemorrhage and post abortion hemorrhage in patients with uterine atony.,DB01253,443884.0
[H][C@@]12CC3=CNC4=CC=CC(=C34)C1=C[C@H](CN2C)C(=O)N[C@@H](CC)CO,Methylergometrine,Methylergometrine,Methylergometrine is an ergot alkaloid used to prevent and control uterine atony and hemorrhage before and after delivery.,DB00353,8226.0
[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@@H](CSC)CN2CCC,Pergolide,Pergolide,"Pergolide is a long-acting dopamine agonist that is uncommonly used for the management of Parkinson's disease, due to the risk for cardiac valvulopathy.",DB01186,47811.0
[H][C@@]12CC3=CNC4=CC=CC(=C34)[C@@]1([H])C[C@H](CN2CC=C)C(=O)N(CCCN(C)C)C(=O)NCC,Cabergoline,Cabergoline,Cabergoline is a dopamine receptor agonist used for the treatment of hyperprolactinemic conditions due to various causes.,DB00248,54746.0
[H][C@@]12CC=C(C3=CC=CN=C3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C,Abiraterone,Abiraterone,Abiraterone is an antiandrogen used in the treatment of prostate cancer.,DB05812,132971.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC(=C)C2=CC(=O)C=C[C@]12C,Exemestane,Exemestane,Exemestane is an aromatase inhibitor used to treat breast cancer in postmenopausal women after treatment with tamoxifen.,DB00990,60198.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3,Estrone,Estrone,Estrone is an estrogen used to treat perimenopausal and postmenopausal symptoms.,DB00655,5870.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OS(O)(=O)=O)C=C3,Estrone sulfate,Estrone sulfate,"Estrone sulfate (as estropipate) is a form of estrogen. It has several uses such as: alleviate symptoms of menopause as hormone replacement therapy, treatment some types of infertility, treatment of some conditions leading to underdevelopment of female sexual characteristics, treatment of vaginal atrophy, treatment of some types of breast cancer (particularly in men and postmenopausal women), treatment of prostate cancer and prevention of osteoporosis.",DB04574,3001028.0
[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]1(C)OC(=O)CC[C@@]21[H],Testolactone,Testolactone,Testolactone is a medication used to treat advanced breast cancer.,DB00894,13769.0
[H][C@@]12CCCC[C@@]11CCN(C)[C@@H]2CC2=C1C=C(O)C=C2,Levorphanol,Levorphanol,Levorphanol is an opioid analgesic used to treat moderate to severe pain.,DB00854,5359272.0
[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(N)=O)NC(=O)C1=NC3=C(C=CC=C3)C=C1)[C@@H](C2)C(=O)NC(C)(C)C,Saquinavir,Saquinavir,Saquinavir is an HIV protease inhibitor used in combination with other antiretroviral agents for the treatment of HIV-1 with advanced immunodeficiency.,DB01232,441243.0
[H][C@@]12CCCC[C@]1([H])CN(C[C@@H](O)[C@H](CSC1=CC=CC=C1)NC(=O)C1=C(C)C(O)=CC=C1)[C@@H](C2)C(=O)NC(C)(C)C,Nelfinavir,Nelfinavir,Nelfinavir is a viral protease inhibitor used in the treatment of HIV infection.,DB00220,64143.0
[H][C@@]12CCCN1C(=O)[C@@H](CC)NC(=O)[C@@H](NC(=O)C1=NC=CC=C1O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@]1([H])CC(=O)[C@]([H])(CS[C@@H]3CN4CCC3CC4)CN1C(=O)[C@H](CC1=CC=C(C=C1)N(C)C)N(C)C2=O)C1=CC=CC=C1,Quinupristin,Quinupristin,Quinupristin is an antibiotic agent used in the treatment of serious vancomycin-resistant Enterococcus faecium bacteremia as well as complicated skin and skin structure infections.,DB01369,5388937.0
[H][C@@]12CCCN1C(=O)[C@H](CC(C)C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=C(Br)NC6=CC=CC(=C56)C4=C3)(O[C@@]21O)C(C)C,Bromocriptine,Bromocriptine,"Bromocriptine is a dopamine D2 receptor agonist used for the treatment of galactorrhea due to hyperprolactinemia and other prolactin-related conditions, as well as in early Parkinsonian Syndrome.",DB01200,31101.0
[H][C@@]12CCCN1C(=O)[C@H](CC1=CC=CC=C1)N1C(=O)[C@](C)(NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)C4=C3)O[C@@]21O,Ergotamine,Ergotamine,Ergotamine is a alpha-1 selective adrenergic agonist vasoconstrictor used to treat migraines with or without aura and cluster headaches.,DB00696,8223.0
[H][C@@]12CCCN1C(=O)[C@H](CC1=CC=CC=C1)N1C(=O)[C@](C)(NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)O[C@@]21O,Dihydroergotamine,Dihydroergotamine,Dihydroergotamine is an ergot alkaloid used in the acute treatment of migraine headache and cluster headache.,DB00320,10531.0
[H][C@@]12CCCN1C(=O)[C@H](NC(=O)[C@@H](NC(=O)C1=C3N=C4C(OC3=C(C)C=C1)=C(C)C(=O)C(N)=C4C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@]3([H])CCCN3C(=O)[C@H](NC1=O)C(C)C)[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C2=O)C(C)C,Dactinomycin,Dactinomycin,Dactinomycin is an actinomycin used to treat a wide variety of cancers.,DB00970,457193.0
[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@H](C)N[C@@H](CCC1=CC=CC=C1)C(=O)OCC,Ramipril,Ramipril,Ramipril is an ACE inhibitor used for the management of hypertension and the reduction of cardiovascular mortality following myocardial infarction in hemodynamically stable patients with clinical signs of congestive heart failure.,DB00178,5362129.0
[H][C@@]12CCC[C@]1([H])[C@H](N(C2)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)C1=NC=CN=C1)C1CCCCC1)C(C)(C)C)C(=O)N[C@@H](CCC)C(=O)C(=O)NC1CC1,Telaprevir,Telaprevir,Telaprevir is an NS3/4A viral protease inhibitor used in combination with other antivirals for the curative treatment of chronic Hepatitis C Virus infections.,DB05521,3010818.0
[H][C@@]12CCN(C[C@@H]1C=C)[C@]([H])(C2)[C@@H](O)C1=C2C=C(OC)C=CC2=NC=C1,Quinidine,Quinidine,"Quinidine is a medication used to restore normal sinus rhythm, treat atrial fibrillation and flutter, and treat ventricular arrhythmias.",DB00908,441074.0
[H][C@@]12CCO[C@]1([H])OC[C@@H]2OC(=O)N[C@@H](CC1=CC=CC=C1)[C@H](O)CN(CC(C)C)S(=O)(=O)C1=CC=C(N)C=C1,Darunavir,Darunavir,Darunavir is a HIV protease inhibitor used in the treatment of human immunodeficiency virus (HIV) infection in patients with history of prior antiretroviral therapies.,DB01264,213039.0
[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@@H](OC(=O)CCC(O)=O)[C@@H]2C)O4,Artesunate,Artesunate,Artesunate is artesunate is an artemesinin derivative indicated for the initial treatment of severe malaria.,DB09274,6917864.0
[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OC)[C@@H]2C)O4,Artemether,Artemether,Artemether is an antimalarial agent used in combination with lumefantrine for the treatment of acute uncomplicated malaria caused by Plasmodium falciparum.,DB06697,68911.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC3=C(C[C@]12C)C=NO3,Danazol,Danazol,Danazol is a synthetic steroid and pituitary gonadotropin inhibitor used in the treatment of endometriosis and symptomatic treatment of severe pain and tenderness associated with benign fibrocystic breasts.,DB01406,28417.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3,Ethinylestradiol,Ethinylestradiol,Ethinylestradiol is an estradiol used as a contraceptive.,DB00977,5991.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC)C=C3,Mestranol,Mestranol,"Mestranol is a synthetic estradiol found in oral contraceptive pills for contraception and the treatment of other conditions in the female reproductive system, such as dysmenorrhea and dysfunctional uterine bleeding.",DB01357,6291.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OC1CCCC1)C=C3,Quinestrol,Quinestrol,The 3-cyclopentyl ether of ethinyl estradiol.,DB04575,9046.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H],Norethisterone,Norethisterone,"Norethisterone is a synthetic second-generation progestin used for contraception, prevention of endometrial hyperplasia in hormone replacement therapy, and in the treatment of other hormone-mediated illnesses such as endometriosis.",DB00717,6230.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC(=C)[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H],Etonogestrel,Etonogestrel,Etonogestrel is a long-acting synthetic derived progestin contraceptive used in various devices such as contraceptive rings and intradermal implants.,DB00294,6917715.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC(=C)[C@]1([H])[C@@]3([H])CCCC=C3CC[C@@]21[H],Desogestrel,Desogestrel,"Desogestrel is a synthetic progestin used in contraception, often in combination with ethinyl estradiol.",DB00304,40973.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H],Levonorgestrel,Levonorgestrel,Levonorgestrel is a progestin found in oral and IUD contraceptives and at higher doses in emergency contraceptives.,DB00367,13109.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CCC(C=C3CC[C@@]21[H])=NO,Norelgestromin,Norelgestromin,Norelgestromin is a progestin used for the prevention of pregnancy in women who elect to use a transdermal patch as a method of contraception.,DB06713,62930.0
[H][C@@]12CC[C@@](O)(C#CC)[C@@]1(C)C[C@H](C1=CC=C(C=C1)N(C)C)C1=C3CCC(=O)C=C3CC[C@@]21[H],Mifepristone,Mifepristone,"Mifepristone is a cortisol receptor blocker used to treat Cushing's syndrome, and to terminate pregnancies up to 70 days gestation.",DB00834,55245.0
[H][C@@]12CC[C@@](O)(CC#N)[C@@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@]21[H],Dienogest,Dienogest,Dienogest is an oral progestin used for the treatment of endometriosis as monotherapy or contraception in combination with ethinylestradiol.,DB09123,68861.0
[H][C@@]12CC[C@@](OC(C)=O)(C#C)[C@@]1(CC)CC[C@]1([H])[C@@]3([H])CC\C(C=C3CC[C@@]21[H])=N/O,Norgestimate,Norgestimate,Norgestimate is a progesterone used as a contraceptive and to treat acne vulgaris.,DB00957,6540478.0
[H][C@@]12CC[C@@]3(CCC(=O)O3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@]([H])(CC2=CC(=O)CC[C@]12C)SC(C)=O,Spironolactone,Spironolactone,"Spironolactone is an aldosterone receptor antagonist used for the treatment of hypertension, hyperaldosteronism, edema due to various conditions, hirsutism (off-label) and hypokalemia.",DB00421,5833.0
[H][C@@]12CC[C@@]3(CCC(=O)O3)[C@@]1(C)C[C@H]1O[C@@]11[C@@]2([H])[C@@H](CC2=CC(=O)CC[C@]12C)C(=O)OC,Eplerenone,Eplerenone,Eplerenone is an aldosterone receptor antagonist used to improve survival of patients with symptomatic heart failure and to reduce blood pressure.,DB00700,443872.0
[H][C@@]12CC[C@H](C(=O)NC(C)(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])NC(=O)C=C[C@]12C,Finasteride,Finasteride,Finasteride is an antiandrogenic compound that is used for the treatment of symptomatic benign prostatic hyperplasia (BPH) and male pattern hair loss in adult males by inhibiting Type II 5-alpha reductase.,DB01216,57363.0
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Progesterone,Progesterone,"Progesterone is a hormone used for a variety of functions, including contraception, control of abnormal uterine bleeding, maintenance of pregnancy, and prevention of endometrial hyperplasia.",DB00396,5994.0
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)CC[C@]12C,Medrysone,Medrysone (ophthalmic),Medrysone is a topical glucocorticoid applied ophthalmically for the treatment of various ocular inflammatory or allergic conditions.,DB00253,247839.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Testosterone,Testosterone,"Testosterone is a hormone used to treat hypogonadism, breast carcinoma in women, or the vasomotor symptoms of menopause.",DB00624,6013.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3,Estradiol,Estradiol,"Estradiol is an estrogenic steroid used to treat vasomotor symptoms of vulvar and vaginal atrophy in menopause, hypoestrogenism, prevention of postmenopausal osteoporosis, treatment of breast cancer, and advanced androgen-dependent carcinoma of the prostate.",DB00783,5757.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O)C=C3C[C@@H](CCCCCCCCCS(=O)CCCC(F)(F)C(F)(F)F)[C@@]21[H],Fulvestrant,Fulvestrant,Fulvestrant is an estrogen receptor antagonist used to treat HR+ breast cancer that may also be HER2-.,DB00947,17756771.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(OC(=O)N(CCCl)CCCl)C=C3CC[C@@]21[H],Estramustine,Estramustine,Estramustine is an antineoplastic agent used for the management of metastatic and/or progressive prostate cancer in palliative setting.,DB01196,259331.0
[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@]1([H])N(CCC3=C1NC1=CC=CC=C31)C2,Yohimbine,Yohimbine,Yohimbine is an alpha-2-adrenergic blocker and sympatholytic found in supplements used to.,DB01392,8969.0
[H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C,Deoxycholic acid,Deoxycholic acid,Deoxycholic acid is a cytolytic agent injected subcutaneously to improve the appearance submental fat.,DB03619,222528.0
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Methyltestosterone,Methyltestosterone,"Methyltestosterone is a synthetic anabolic steroid used for the replacement therapy in conditions associated with testosterone deficiencies in males, such as hypogonadism, and treatment of advancing inoperable metastatic breast cancer in females.",DB06710,6010.0
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)OC[C@]12C,Oxandrolone,Oxandrolone,Oxandrolone is an androgenic hormone used to treat muscle loss from prolonged corticosteroid treatment and to treat bone pain associated with osteoporosis.,DB00621,5878.0
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)\C(C[C@]12C)=C/O,Oxymetholone,Oxymetholone,"Oxymetholone is an anabolic steroid used for the treatment of types of anemia, such as acquired aplastic anemia, congenital aplastic anemia, myelofibrosis, and the hypoplastic anemias.",DB06412,5281034.0
[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C,Stanozolol,Stanozolol,Stanozolol is an anabolic steroid used to manage hereditary angioedema.,DB06718,25249.0
[H][C@@]12CC[C@](C)(O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Fluoxymesterone,Fluoxymesterone,"Fluoxymesterone is a synthetic androgenic anabolic steroid that used in the treatment of hypogonadism and delayed puberty in males, as well as breast neoplasms in women.",DB01185,6446.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Prednisone,Prednisone,Prednisone is a corticosteroid used to treat inflammation or immune-mediated reactions and to treat endocrine or neoplastic diseases.,DB00635,5865.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Fludrocortisone,Fludrocortisone,Fludrocortisone is a mineralocorticoid used to treat adrenocortical insufficiency and salt-losing adrenogenital syndrome.,DB00687,31378.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Prednisolone,Prednisolone,"Prednisolone is a glucocorticoid used to treat adrenocortical insufficiency, inflammatory conditions, and some cancers.",DB00860,5755.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Hydrocortisone,Hydrocortisone,"Hydrocortisone is a glucocorticoid used to treat corticosteroid-responsive dermatoses, endocrine disorders, immune conditions, and allergic disorders.",DB00741,5754.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C,Methylprednisolone,Methylprednisolone,"Methylprednisolone is a corticosteroid used to treat inflammation or immune reactions across a variety of organ systems, endocrine conditions, and neoplastic diseases.",DB00959,6741.0
[H][C@@]12CC[C@](O)(C(=O)OCCl)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Loteprednol,Loteprednol (ophthalmic),Loteprednol is a corticosteroid indicated in the treatment of pain and inflammation after cataract surgery.,DB00873,
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](C)C2=CC(=O)C=C[C@]12C,Fluorometholone,Fluorometholone,"Fluorometholone is an ophthalmic corticosteroid used for the relief of inflammation located in both the palpebral and bulbar conjunctiva, the cornea, and the anterior segment of the globe of the eye.",DB00324,9878.0
[H][C@@]12CC[C@](OC(=O)CCC)(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Difluprednate,Difluprednate (ophthalmic),Difluprednate is a topical corticosteroid used for the symptomatic treatment of inflammation and pain associated with ocular surgery.,DB06781,443936.0
[H][C@@]12CC[C@](OC(=O)OCC)(C(=O)COC(=O)CC)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Prednicarbate,Prednicarbate (topical),Prednicarbate is a medium potency topical corticosteroid used to manage pruritus and inflammation associated with responsive skin conditions.,DB01130,6714002.0
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(C)C2=CC(=O)CC[C@]12C,Megestrol acetate,Megestrol acetate,Megestrol acetate is a progestin that is administered orally to treat anorexia and cachexia or serious unexplained weight loss and is also used as an antineoplastic agent to treat certain types of malignancy.,DB00351,11683.0
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)CC[C@]12C,Medroxyprogesterone acetate,Medroxyprogesterone acetate,"Medroxyprogesterone acetate is a progestin used as a contraceptive and in the treatment of secondary amenorrhea, abnormal uterine bleeding, pain from endometriosis, endometrial and renal carcinomas, paraphilia in males, and GnRH-dependent precocious puberty.",DB00603,6279.0
[H][C@@]12CN(C(=O)[C@@]([H])(NC(=O)O[C@]3([H])CCC[C@@]3([H])OC\C=C\C(F)(F)C3=NC4=C(C=CC=C4)N=C3O1)C(C)(C)C)[C@@]([H])(C2)C(=O)N[C@@]1(C[C@H]1C(F)F)C(=O)NS(=O)(=O)C1(C)CC1,Glecaprevir,Glecaprevir,Glecaprevir is a Hepatitis C NS3/4A protease inhibitor used to treat Hepatitis C.,DB13879,66828839.0
[H][C@@]12CN(C[C@]1([H])[C@H]2N)C1=NC2=C(C=C1F)C(=O)C(=CN2C1=C(F)C=C(F)C=C1)C(O)=O,Trovafloxacin,Trovafloxacin,Trovafloxacin is an antibiotic used to treat gonorrhea and chlamydia.,DB00685,62959.0
[H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OC(C)(C)O2,Topiramate,Topiramate,Topiramate is an anticonvulsant drug used in the control of epilepsy and in the prophylaxis and treatment of migraines.,DB00273,5284627.0
[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Clocortolone,Clocortolone (topical),Clocortolone is a corticosteroid used to treat inflammatory and pruritic dermatoses of the scalp.,DB00838,5311052.0
[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Desoximetasone,Desoximetasone (topical),Desoximetasone is a glucocorticoid used to treat inflammatory and pruritic corticosteroid-responsive dermatoses.,DB00547,5311067.0
[H][C@@]12C[C@@H](C)[C@](C)(C(=O)CC)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Rimexolone,Rimexolone (ophthalmic),Rimexolone is a glucocorticoid used to treat inflammation of the eye.,DB00896,5311412.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Dexamethasone,Dexamethasone,"Dexamethasone is a glucocorticoid available in various modes of administration that is used for the treatment of various inflammatory conditions, including bronchial asthma, as well as endocrine and rheumatic disorders.",DB01234,5743.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])[C@H](Cl)CC2=CC(=O)C=C[C@]12C,Alclometasone,Alclometasone (topical),Alclometasone is a topical corticosteroid used to relieve the symptoms of corticosteroid-responsive dermatoses.,DB00240,5311000.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Fluticasone,Fluticasone,"Fluticasone is a corticosteroid indicated in the treatment of corticosteroid responsive dermatoses, asthma, and COPD.",DB13867,
[H][C@@]12C[C@@H](O)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Triamcinolone,Triamcinolone,Triamcinolone is a glucocorticoid used to treat a wide variety of inflammatory conditions of organ systems and tissues.,DB00620,31307.0
[H][C@@]12C[C@@H]([C@H](OC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)[C@H](C[C@]12C)N1CCOCC1)[N+]1(CC=C)CCCC1,Rocuronium,Rocuronium,Rocuronium is a vecuronium analog used to facilitate tracheal intubation and to relax skeletal muscles during surgery.,DB00728,441290.0
[H][C@@]12C[C@@H]([C@H](OC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](OC(C)=O)[C@H](C[C@]12C)N1CCCCC1)[N+]1(C)CCCCC1,Vecuronium,Vecuronium,Vecuronium is a nondepolarizing neuromuscular blocking agent used to relax muscles or as an adjunct in general anesthesia during surgical procedures.,DB01339,39765.0
[H][C@@]12C[C@@H]([C@H](OC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](OC(C)=O)[C@H](C[C@]12C)N1CC[N+](C)(C)CC1)N1CC[N+](C)(C)CC1,Pipecuronium,Pipecuronium,Pipecuronium is a nondepolarizing neuromuscular blocking agent used to relax muscles during anesthesia and surgical procedures.,DB01338,50192.0
[H][C@@]12C[C@@H]([C@H](OC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](OC(C)=O)[C@H](C[C@]12C)[N+]1(C)CCCCC1)[N+]1(C)CCCCC1,Pancuronium,Pancuronium,Pancuronium is a neuromuscular blocker used as an adjunct to general anesthesia to facilitate tracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical ventilation.,DB01337,441289.0
[H][C@@]12C[C@@]3([H])C(=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C)C(=O)C1=C(O)C=CC=C1[C@@]3(C)O,Tetracycline,Tetracycline,Tetracycline is an antibiotic used to treat a wide variety of susceptible infections.,DB00759,54675776.0
[H][C@@]12C[C@@]3([H])[C@]4([H])CCC5=CC(=O)C=C[C@]5(C)[C@@]4([H])[C@@H](O)C[C@]3(C)[C@@]1(O[C@@H](O2)C1CCCCC1)C(=O)COC(=O)C(C)C,Ciclesonide,Ciclesonide,Ciclesonide is a glucocorticoid used in the symptomatic relief of nasal symptoms associated with seasonal and perennial allergic rhinitis in adults and adolescents.,DB01410,6918155.0
[H][C@@]12C[C@@]3([H])[C@]4([H])CCC5=CC(=O)C=C[C@]5(C)[C@@]4([H])[C@@]([H])(O)C[C@]3(C)[C@@]1(N=C(C)O2)C(=O)COC(C)=O,Deflazacort,Deflazacort,Deflazacort is a corticosteroid used to treat Duchenne muscular dystrophy.,DB11921,189821.0
[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CO,Fluocinolone acetonide,Fluocinolone acetonide,"Fluocinolone acetonide is a corticosteroid used to treat skin conditions, eczematous otitis externa, diabetic macular edema, and non-infectious uveitis of the posterior segment of the eye.",DB00591,6215.0
[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)COC(C)=O,Fluocinonide,Fluocinonide,Fluocinonide is a high potency corticosteroid commonly used topically for a number of inflammatory skin conditions.,DB01047,9642.0
[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4([H])[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CO,Flunisolide,Flunisolide,Flunisolide is an inhaled corticosteroid used as a prophylactic therapy in the maintenance treatment of asthma.,DB00180,82153.0
[H][C@@]12C[C@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Clobetasol,Clobetasol,Clobetasol is under investigation for the treatment of Scleroderma. Clobetasol has been investigated for the prevention of Psoriasis and Cutaneous Atrophy Due to Corticosteroids.,DB11750,5311051.0
[H][C@@]12C[C@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Ulobetasol,Ulobetasol (topical),Ulobetasol is a lipocortin corticosteroid used to treat inflammatory and pruritic corticosteroid-responsive dermatoses.,DB00596,5311167.0
[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Betamethasone,Betamethasone,"Betamethasone is a systemic corticosteroid used to relieve inflammation in various conditions, including but not limited to allergic states, dermatologic disorders, gastrointestinal diseases, and hematological disorders.",DB00443,9782.0
[H][C@@]12C[C@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Diflorasone,Diflorasone (topical),"Diflorasone is a topical corticosteroid used to treat the symptoms of various inflammatory skin conditions that cause erythema, pruritus, and discomfort.",DB00223,71415.0
[H][C@@]12C[C@H](C)[C@](OC(=O)CC)(C(=O)COC(=O)CC)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Beclomethasone dipropionate,Beclomethasone dipropionate,Beclomethasone dipropionate is an inhaled corticosteroid used as maintenance treatment in the prophylaxis of asthma attacks.,DB00394,21700.0
[H][C@@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC3=CC=CC=C3)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O,Trandolapril,Trandolapril,"Trandolapril is a prodrug of an ACE inhibitor used to treat hypertension, congestive heart failure, and to improve survival following a myocardial infarction.",DB00519,5484727.0
[H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Halcinonide,Halcinonide (topical),Halcinonide is a corticosteroid used for the management and symptomatic relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.,DB06786,443943.0
[H][C@@]12C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Desonide,Desonide (topical),Desonide is a topical corticosteroid used for the symptomatic treatment of inflammatory and pruritic manifestations of corticosteroid responsive dermatoses.,DB01260,5311066.0
[H][C@@]12C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Budesonide,Budesonide,"Budesonide is a corticosteroid used to treat Crohn's disease, asthma, COPD, hay fever and allergies, and ulcerative colitis.",DB01222,5281004.0
[H][C@@]12C[C@H]3OC4(CCCC4)O[C@@]3(C(=O)COC(C)=O)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Amcinonide,Amcinonide,Amcinonide is a topical corticosteroid used in the treatment of inflammation and pruritus due to a variety of dermatoses.,DB00288,443958.0
[H][C@@]12C[C@]1(NC(=O)[C@]1([H])C[C@H](CN1C(=O)[C@H](CCCCC\C=C/2)NC(=O)C1=CN=C(C)C=N1)OC1=NC2=C(C=CC=C2)C2=C1C=CC=C2)C(=O)NS(=O)(=O)C1CC1,Paritaprevir,Paritaprevir,Paritaprevir is a direct acting antiviral agent used in combination with other antiviral agents for the treatment of Hepatitis C Virus (HCV) infections.,DB09297,68498031.0
[H][C@@]12C[C@]1([H])N([C@@H](C2)C#N)C(=O)[C@@H](N)C12CC3CC(CC(O)(C3)C1)C2,Saxagliptin,Saxagliptin,Saxagliptin is an DPP-4 inhibitor used for the management of type 2 diabetes mellitus.,DB06335,11243969.0
[H][C@@]12C[C@]1([H])[C@@]1([H])[C@]3([H])[C@]4([H])C[C@]4([H])[C@@]4(CCC(=O)O4)[C@@]3(C)CC[C@]1([H])[C@@]1(C)CCC(=O)C=C21,Drospirenone,Drospirenone,Drospirenone is a progestin used in oral contraceptive pills for the prevention of pregnancy and other conditions.,DB01395,68873.0
[H][C@@]12C[C@]3([H])C[C@@H](CC[C@@]3([H])[C@H](\C=C\C3=CC=C(C=N3)C3=CC(F)=CC=C3)[C@]1([H])[C@@H](C)OC2=O)NC(=O)OCC,Vorapaxar,Vorapaxar,Vorapaxar is a platelet aggregation inhibitor used to reduce thrombotic cardiovascular events in patients with a history of myocardial infarction (MI) or peripheral arterial disease (PAD).,DB09030,10077130.0
[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@@](CC)([C@@H](OC(C)=O)[C@]2(O)C(=O)OC)[C@@]13[H])[C@]1(C[C@@]2([H])CN(C[C@](O)(CC)C2)CCC2=C1NC1=C2C=CC=C1)C(=O)OC,Vinblastine,Vinblastine,"Antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)",DB00570,13342.0
[H][C@@]12N(C)C3=CC(OC)=C(C=C3[C@@]11CCN3CC=C[C@](CC)([C@@]13[H])[C@@]([H])(OC(C)=O)[C@]2(O)C(=O)OC)[C@]1(C[C@@]2([H])CN(CC(CC)=C2)CC2=C1NC1=CC=CC=C21)C(=O)OC,Vinorelbine,Vinorelbine,Vinorelbine is a vinca alkaloid used in the treatment of metastatic non-small cell lung carcinoma (NSLC) and in conjunction with other drugs in locally advanced NSCLC.,DB00361,44424639.0
[H][C@@]12N3CC[C@@]11C4=C(C=C(OC)C(=C4)[C@]4(C[C@H]5C[N@](C[C@](O)(CC)C5)CCC5=C4NC4=CC=CC=C54)C(=O)OC)N(C=O)[C@@]1([H])[C@](O)([C@H](OC(C)=O)[C@]2(CC)C=CC3)C(=O)OC,Vincristine,Vincristine,"Vincristine is a vinca alkaloid used to treat acute leukemia, malignant lymphoma, Hodgkin's disease, acute erythraemia, and acute panmyelosis.",DB00541,5978.0
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1(O)CCC2=O,Oxymorphone,Oxymorphone,Oxymorphone is an opioid analgesic used in the management of moderate-to-severe pain and for analgesic therapies.,DB01192,5284604.0
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O,Morphine,Morphine,Morphine is an opioid agonist used for the relief of moderate to severe acute and chronic pain.,DB00295,5288826.0
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O,Hydromorphone,Hydromorphone,Hydromorphone is an opioid analgesic used to treat moderate to severe pain when the use of an opioid is indicated.,DB00327,5284570.0
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=C,Nalmefene,Nalmefene,Nalmefene is an opioid antagonist used in conjunction with psychosocial support to help adults with alcohol dependence reduce alcohol consumption.,DB06230,
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O,Naltrexone,Naltrexone,Naltrexone is a narcotic antagonist used in opioid overdose.,DB00704,5360515.0
[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CCC2=O,Hydrocodone,Hydrocodone,Hydrocodone is an opioid agonist used as an analgesic and antitussive agent.,DB00956,5284569.0
[H][C@@]12OC3=C4C(C[C@@]5([H])N(CC6CC6)CC[C@@]14[C@@]5(O)CC(C(=O)NC(C)(C)C1=NC(=NO1)C1=CC=CC=C1)=C2O)=CC=C3O,Naldemedine,Naldemedine,Naldemedine is an opioid antagonist used to to treat opioid-induced constipation.,DB11691,54732242.0
[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])CC[C@@H]2O)=CC=C3OC,Dihydrocodeine,Dihydrocodeine,Dihydrocodeine is an opioid analgesic agent used for the management of pain severe enough to require an opioid analgesic and for which alternative treatments are inadequate.,DB01551,5284543.0
[H][C@@]12[C@@H](C)C(=O)[C@H](C)C[C@@](C)(OC)[C@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@@H](C)C(=O)[C@@H](C)C(=O)O[C@H](CC)[C@@]1(C)OC(=O)N2CCCCN1C=NC(=C1)C1=CC=CN=C1,Telithromycin,Telithromycin,Telithromycin is an ketolide used to treat community acquired pneumonia of mild to moderate severity.,DB00976,3002190.0
[H][C@@]12[C@@H](C)C3=CC=CC(O)=C3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O,Doxycycline,Doxycycline,Doxycycline is a tetracycline antibiotic used to treat a wide variety of bacterial infections.,DB00254,54671203.0
[H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)C4=C(C=CC=C4O)[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C,Oxytetracycline,Oxytetracycline,Oxytetracycline is a tetracycline antibiotic used to treat a wide variety of susceptible bacterial infections.,DB00595,54675779.0
[H][C@@]12[C@@H]3SC[C@]4(NCCC5=C4C=C(OC)C(O)=C5)C(=O)OC[C@H](N1[C@@H](O)[C@@H]1CC4=CC(C)=C(OC)C(O)=C4[C@H]2N1C)C1=C2OCOC2=C(C)C(OC(C)=O)=C31,Trabectedin,Trabectedin,Trabectedin is an alkylating agent approved for the treatment of unresectable or metastatic soft tissue sarcoma (liposarcoma or leiomyosarcoma).,DB05109,108150.0
[H][C@@]12[C@H]3CC[C@H](C3)[C@]1([H])C(=O)N(C[C@@H]1CCCC[C@H]1CN1CCN(CC1)C1=NSC3=CC=CC=C13)C2=O,Lurasidone,Lurasidone,Lurasidone is an atypical antipsychotic used to treat schizophrenia and depressive episodes associated with bipolar I disorder.,DB08815,213046.0
[H][C@](C)(NC(=O)[C@@]([H])(NC(=O)C1=NC(=NC(N)=C1C)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@]([H])(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(OC(N)=O)C1O)C1=CNC=N1)[C@@H](O)[C@H](C)C(=O)N[C@]([H])(C(=O)NCCC1=NC(=CS1)C1=NC(=CS1)C(=O)NCCC[S+](C)C)[C@@]([H])(C)O,Bleomycin,Bleomycin,"Bleomycin is a chemotherapy agent used to treat various malignancies, including head and neck malignancy, lymphoma, and testicular tumors, among others.",DB00290,5360373.0
[H][C@](N)(C(O)=O)C(C)(C)S,Penicillamine,Penicillamine,"Penicillamine is a chelator used to treat Wilson's disease, cystinuria, and rheumatoid arthritis.",DB00859,5852.0
[H][C@](O)(CNC(C)(C)C)COC1=NSN=C1N1CCOCC1,Timolol,Timolol,Timolol is a non-selective beta adrenergic blocker used in the treatment of elevated intraocular pressure in ocular hypertension or open angle glaucoma.,DB00373,33624.0
[H][C@]1(C)CN(C[C@@]([H])(C)O1)C1=CC=C(NC(=O)C2=CC=CC(=C2C)C2=CC=C(OC(F)(F)F)C=C2)C=N1,Sonidegib,Sonidegib,"Sonidegib is an antineoplastic agent used for the treatment of locally advanced recurrent basal cell carcinoma (BCC) following surgery and radiation therapy, or in cases where surgery or radiation therapy are not appropriate.",DB09143,24775005.0
[H][C@]1(CCCN1C(=O)[C@@H](NC(=O)OC)C(C)C)C1=NC=C(N1)C1=CC2=C(C=C1)N1[C@@H](OC3=C(C=CC(=C3)C3=CN=C(N3)[C@]3([H])CCCN3C(=O)[C@@H](NC(=O)OC)C(C)C)C1=C2)C1=CC=CC=C1,Elbasvir,Elbasvir,"Elbasvir is a direct-acting antiviral medication used as part of combination therapy to treat chronic hepatitis C, an infectious liver disease caused by infection with hepatitis C virus (HCV). HCV is a single-stranded RNA virus that is categorized into nine distinct genotypes, with genotype 1 being the most common in the United States, affecting 72% of all chronic HCV patients.[L852] Treatment options for chronic hepatitis C have advanced significantly since 2011, with the development of direct-acting antivirals (DAAs) such as elbasvir. Elbasvir is an inhibitor of NS5A, a protein essential for viral replication and virion assembly.[synthesis] The barrier to the development of resistance to NS5A inhibitors is lower than that of NS5B inhibitors, another class of DAAs.[A19593] Substitutions at amino acid positions 28, 30, 31, or 93 are known to confer resistance to elbasvir.[L10253] Despite this disadvantage elbasvir is still effective against HCV, particularly when paired with [grazoprevir].",DB11574,71661251.0
[H][C@]1(CC[C@H](Cl)[C@@H](C1)OC)\C=C(/C)[C@@]1([H])OC(=O)[C@]2([H])CCCCN2C(=O)C(=O)[C@]2(O)O[C@@]([H])([C@H](C[C@H]2C)OC)[C@H](C[C@@H](C)C\C(C)=C\[C@@H](CC)C(=O)C[C@H](O)[C@H]1C)OC,Pimecrolimus,Pimecrolimus,Pimecrolimus is a topical calcineurin inhibitor used in the treatment of mild-moderate atopic dermatitis who are not candidates for other types of therapy due to previous lack of response or other reasons.,DB00337,6509979.0
[H][C@]1(CC[C@H](O)C2=CC=C(F)C=C2)C(=O)N(C2=CC=C(F)C=C2)[C@]1([H])C1=CC=C(O)C=C1,Ezetimibe,Ezetimibe,"Ezetimibe is a cholesterol absorption inhibitor used to lower total cholesterol, LDL-C, Apo-B, and non-HDL-C in primary hyperlipidemia and familial cholesterolemia.",DB00973,150311.0
[H][C@]1(C[C@@H](CCC)CN1C)C(=O)N[C@H]([C@@H](C)O)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O,Lincomycin,Lincomycin,Lincomycin is an antibiotic indicated only for the treatment of serious infections and is typically reserved for use in cases of penicillin allergy or where penicillin is inappropriate.,DB01627,3000540.0
[H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12,Quinine,Quinine,Quinine is an alkaloid used to treat uncomplicated Plasmodium falciparum malaria.,DB00468,3034034.0
[H][C@]1(F)[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C(N)N=C(Cl)N=C12,Clofarabine,Clofarabine,Clofarabine is a purine nucleoside used to treat relapsed or refractory acute lymphoblastic leukemia in patients 1 to 21 years old.,DB00631,119182.0
[H][C@]1(NC(=O)[C@@H](NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC(=O)[C@H](C[C@@H](O)[C@@H](O)NC(=O)[C@@H]2[C@@H](O)[C@@H](C)CN2C1=O)NC(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)C1=CC=C(OCCCCC)C=C1)[C@@H](C)O)[C@H](O)[C@@H](O)C1=CC=C(O)C=C1)[C@@H](C)O,Anidulafungin,Anidulafungin,Anidulafungin is an antifungal used in the treatment of several types of candida infections.,DB00362,166548.0
[H][C@]1(NC(=O)[C@H](CCCCN)NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CSSC[C@H](NC1=O)C(=O)N[C@H](CO)[C@@H](C)O)NC(=O)[C@H](N)CC1=CC=CC=C1)[C@@H](C)O,Octreotide,Octreotide,Octreotide is a peptide drug used to treat acromegaly as well as diarrhea associated with metastatic carcinoid tumors and vasoactive intestinal peptide secreting tumors.,DB00104,448601.0
[H][C@]1(NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@@H](CCN)NC(=O)[C@H](CCNC1=O)NC(=O)[C@H](CCN)NC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)CCCCC(C)CC)[C@@H](C)O)[C@@H](C)O,Polymyxin B,Polymyxin B,Polymyxin B is a polymyxin antibiotic used to treat a wide variety of infections in the body.,DB00781,
[H][C@]1(O)CO[C@]2([H])[C@]([H])(O)CO[C@]12[H],Isosorbide,Isosorbide,Isosorbide is a vasodilator used for the prevention and treatment of angina pectoris due to coronary artery disease. It was previously used to reduce intraocular pressure.,DB09401,
[H][C@]1(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C1=CC=C(C)C(CC2=CC=C(S2)C2=CC=C(F)C=C2)=C1,Canagliflozin,Canagliflozin,Canagliflozin is a sodium-glucose co-transporter 2 (SGLT2) inhibitor used to manage hyperglycemia in type 2 diabetes mellitus (DM). Also used to reduce the risk of major cardiovascular events in patients with established cardiovascular disease and type 2 DM.,DB08907,24812758.0
[H][C@]12C=C[C@H](O)[C@@H]3OC4=C5C(C[C@H]1N(C)CC[C@@]235)=CC=C4OC,Codeine,Codeine,Codeine is an opioid analgesic used to treat moderate to severe pain when the use of an opioid is indicated.,DB00318,5284371.0
[H][C@]12CC(SCC\N=C\N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O,Imipenem,Imipenem,Imipenem is a carbapenem antibiotic normally administered with cilastatin to treat a variety of infections.,DB01598,104838.0
[H][C@]12CC3=C(C(O)=C(O)C=C3)C3=CC=CC(CCN1C)=C23,Apomorphine,Apomorphine,"Apomorphine is a morphine derivative D2 dopamine agonist used to treat hypomobile ""off"" episodes of advanced Parkinson's disease.",DB00714,6005.0
[H][C@]12CC3=C(NC4=CC=CC=C34)[C@H](N1C(=O)CN(C)C2=O)C1=CC2=C(OCO2)C=C1,Tadalafil,Tadalafil,"Tadalafil is a phosphodiesterase 5 inhibitor used to treat erectile dysfunction, benign prostatic hyperplasia, and pulmonary arterial hypertension.",DB00820,110635.0
[H][C@]12CCCC3=C1C(=CC=C3)C(=O)N(C2)[C@@H]1CN2CCC1CC2,Palonosetron,Palonosetron,"Palonosetron is a serotonin antagonist used in the prophylaxis or management of vomiting that results from emetogenic chemotherapy, and for the management of postoperative nausea and vomiting.",DB00377,6337614.0
[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC)C=C2,Dextromethorphan,Dextromethorphan,Dextromethorphan is an NMDA receptor antagonist used to treat cases of dry cough.,DB00514,5360696.0
[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(O)(C1=CC=CC=C1)C1=CC=CC=C1)[N+]21CCCC1,Trospium,Trospium,Trospium is an antimuscarinic agent used to treat the symptoms of overactive bladder (OAB).,DB00209,5284632.0
[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(O)C1=CC=CC=C1)N2C,Homatropine,Homatropine,"Homatropine is an anticholinergic agent used to dilate the pupil, treat inflammation of the uveal tract, and suppress a cough.",DB11181,
[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C,Benzatropine,Benzatropine,"Benzatropine is an anticholinergic drug used to treat Parkinson's disease (PD) and extrapyramidal symptoms, except tardive dyskinesia.",DB00245,1201549.0
[H][C@]12CC[C@]([H])([C@H]([C@H](C1)C1=CC=C([123I])C=C1)C(=O)OC)N2CCCF,Ioflupane I-123,Ioflupane I-123,Ioflupane I-123 is a radiopharmaceutical used in single photon emission computed tomography (SPECT) brain imaging to help diagnose patients with suspected Parkinsonian syndromes.,DB08824,3086674.0
[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)C1=CC=CC=C1)C(=O)OC)N2C,Cocaine,Cocaine (nasal),Cocaine is an ester local anesthetic used during diagnostic procedures and surgeries in or through the nasal cavities.,DB00907,446220.0
[H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C3=CC(=O)OC3)[C@@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1,Digoxin,Digoxin,Digoxin is a cardiac glycoside used in the treatment of mild to moderate heart failure and for ventricular response rate control in chronic atrial fibrillation.,DB00390,2724385.0
[H][C@]12CN(C[C@@]1([H])NCCC2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1OC)C(O)=O,Moxifloxacin,Moxifloxacin,Moxifloxacin is a fluoroquinolone antibiotic used to treat various bacterial infections.,DB00218,152946.0
[H][C@]12CN([C@H](C(=O)NC(CC3CCC3)C(=O)C(N)=O)[C@@]1([H])C2(C)C)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C,Boceprevir,Boceprevir,Boceprevir is a hepatitis C virus NS3/4A protease inhibitor used in combination with other medications to treat chronic hepatitis C genotype 1 infection. Boceprevir is not indicated as monotherapy.,DB08873,10324367.0
[H][C@]12CN3C4=C([C@@H](COC(N)=O)[C@@]3(OC)[C@@]1([H])N2)C(=O)C(N)=C(C)C4=O,Mitomycin,Mitomycin,Mitomycin is an antimetabolite used as an adjunct to ab externo (outside approach) eye surgeries for the treatment of glaucoma and used as a chemotherapeutic agent for various malignancies.,DB00305,5746.0
[H][C@]12CN3C=C(C(=O)NCC4=CC=C(F)C=C4F)C(=O)C(O)=C3C(=O)N1[C@H](C)CCO2,Dolutegravir,Dolutegravir,Dolutegravir is an antiviral agent used for the treatment of HIV-1 infections in combination with other antiretroviral agents.,DB08930,54726191.0
[H][C@]12COC(=O)[C@]1([H])[C@H](C1=CC(OC)=C(O)C(OC)=C1)C1=C(C=C3OCOC3=C1)[C@H]2O[C@]1([H])O[C@]2([H])CO[C@H](O[C@@]2([H])[C@H](O)[C@H]1O)C1=CC=CS1,Teniposide,Teniposide,Teniposide is a cytotoxic drug used as an adjunct for chemotherapy induction in the treatment of refractory childhood acute lymphoblastic leukemia.,DB00444,452548.0
[H][C@]12COC(=O)[C@]1([H])[C@H](C1=CC(OC)=C(O)C(OC)=C1)C1=CC3=C(OCO3)C=C1[C@H]2O[C@@H]1O[C@]2([H])CO[C@@H](C)O[C@@]2([H])[C@H](O)[C@H]1O,Etoposide,Etoposide,Etoposide is a podophyllotoxin derivative used to treat testicular and small cell lung tumors.,DB00773,36462.0
[H][C@]12C[C@@H](O)C=C[C@]11CCN(C)CC3=C1C(O2)=C(OC)C=C3,Galantamine,Galantamine,Galantamine is a cholinesterase inhibitor used to manage mild to moderate dementia associated with Alzheimer's Disease.,DB00674,9651.0
[H][C@]12C[C@@H](O)[C@H](CC[C@@H](O)CCCCC)[C@@]1([H])CC1=C(C2)C(OCC(O)=O)=CC=C1,Treprostinil,Treprostinil,Treprostinil is a prostacyclin vasodilator for the treatment of pulmonary arterial hypertension to relieve exercise associated symptoms and to prevent clinical deterioration after stopping epoprostenol.,DB00374,6918140.0
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C\C(C2)=C\CCCC(O)=O,Iloprost,Iloprost,Iloprost is a synthetic prostacyclin analog indicated to treat pulmonary arterial hypertension (PAH).,DB01088,5311181.0
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)CCCCC)[C@@]1([H])C\C(O2)=C\CCCC(O)=O,Epoprostenol,Epoprostenol,Epoprostenol is a vasodilator and platelet aggregation inhibitor used for the management of primary pulmonary hypertension and pulmonary hypertension in patients with heart failure.,DB01240,5280427.0
[H][C@]12C[C@@H](OC(=O)C3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCC3=C1NC1=C3C=CC(OC)=C1)C2,Reserpine,Reserpine,"An alkaloid found in the roots of Rauwolfia serpentina and R. vomitoria. Reserpine inhibits the uptake of norepinephrine into storage vesicles resulting in depletion of catecholamines and serotonin from central and peripheral axon terminals. It has been used as an antihypertensive and an antipsychotic as well as a research tool, but its adverse effects limit its clinical use.",DB00206,5770.0
[H][C@]12C[C@@H](OC(=O)C3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCC3=C1NC1=CC=CC=C31)C2,Deserpidine,Deserpidine,Deserpidine is an alkaloid that has been used to manage hypertension.,DB01089,8550.0
[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2,Amphotericin B,Amphotericin B,"Amphotericin B is an antifungal used to treat fungal infections in neutropenic patients, cryptococcal meningitis in HIV infection, fungal infections, and leishmaniasis.",DB00681,5280965.0
[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)C1=C([C@H]2O)C(Cl)=CC=C1O,Demeclocycline,Demeclocycline,Demeclocycline is a tetracycline antibiotic used to treat a wide variety of susceptible bacterial infections.,DB00618,54680690.0
[H][C@]12C[C@H](N(C(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC)[C@@]1([H])CCCC2)C(O)=O,Perindopril,Perindopril,"Perindopril is an ACE inhibitor prodrug used to treat hypertension, mild to moderate congestive heart failure, and to reduce cardiovascular risk in patients with hypertension or post-myocardial infarction.",DB00790,107807.0
[H][C@]12C[C@H](NC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC[C@@]1(C)O2)C(\C)=C\C1=CSC(C)=N1,Ixabepilone,Ixabepilone,Ixabepilone is a microtubule inhibitor administered in combination with capecitabine or alone in the treatment of metastatic or locally advanced breast cancer that has shown inadequate response to taxanes and anthracyclines.,DB04845,6445540.0
[H][C@]12C[C@]([H])(N(C(=O)[C@@]3([H])CC4=C(CN3C(=O)[C@H](CO)NC(=O)[C@H](CC3=CC=CS3)NC(=O)CNC(=O)[C@]3([H])C[C@@H](O)CN3C(=O)[C@@H]3CCCN3C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](N)CCCNC(N)=N)C=CC=C4)[C@@]1([H])CCCC2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O,Icatibant,Icatibant,Icatibant is a bradykinin B2 receptor antagonist used to treat acute episodes of swelling and inflammation associated with hereditary angioedema (HAE).,DB06196,71364.0
[H][C@]12C[C@]1(NC(=O)[C@]1([H])C[C@H](C[C@@]1([H])C(=O)N(C)CCCC\C=C/2)OC1=CC(=NC2=C1C=CC(OC)=C2C)C1=NC(=CS1)C(C)C)C(=O)NS(=O)(=O)C1CC1,Simeprevir,Simeprevir,Simeprevir is a direct-acting antiviral agent that inhibits HCV NS3/4A protease to treat chronic hepatitis C virus (HCV) infection in adults with HCV genotype 1 or 4.,DB06290,24873435.0
[H][C@]12N(C)CC[C@@]1(C)C1=C(C=CC(OC(=O)NC)=C1)N2C,Physostigmine,Physostigmine,Physostigmine is a cholinesterase inhibitor used to treat glaucoma and anticholinergic toxicity.,DB00981,5983.0
[H][C@]12OC[C@@H](O[N+]([O-])=O)[C@@]1([H])OC[C@@H]2O,Isosorbide mononitrate,Isosorbide mononitrate,Isosorbide mononitrate is a nitrate used to prevent and treat angina and to treat angina caused by coronary artery disease.,DB01020,27661.0
[H][C@]12OC[C@H](O[N+]([O-])=O)[C@@]1([H])OC[C@H]2O[N+]([O-])=O,Isosorbide dinitrate,Isosorbide dinitrate,Isosorbide dinitrate is a vasodilator used to treat angina in coronary artery disease.,DB00883,6883.0
[H][C@]12O[C@@]1([H])[C@]1([H])C[C@@]([H])(C[C@@]2([H])[N+]1(C)C)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1,Tiotropium,Tiotropium,Tiotropium is a long-acting bronchodilator used in the management of chronic obstructive pulmonary disease (COPD).,DB01409,5487427.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O,Carbenicillin,Carbenicillin,Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function.,DB00578,20824.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O,Dicloxacillin,Dicloxacillin,Dicloxacillin is a penicillin used to treat penicillinase-producing bacterial infections that are susceptible to the drug.,DB00485,18381.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=CC=CC=C1)C(O)=O,Oxacillin,Oxacillin,Oxacillin is a penicillin antibiotic used to treat a number of susceptible bacterial infections.,DB00713,6196.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=CC=CC=C1Cl)C(O)=O,Cloxacillin,Cloxacillin,Cloxacillin is an antibiotic agent used for the treatment of beta-hemolytic streptococcal and pneumococcal infections as well as staphylococcal infections.,DB01147,6098.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OC)C=CC=C1OC)C(O)=O,Meticillin,Meticillin,One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.,DB01603,6087.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O,Nafcillin,Nafcillin,Nafcillin is a penicillin derivative antibiotic used to treat susceptible staphylococcal infections.,DB00607,8982.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O,Benzylpenicillin,Benzylpenicillin,"Benzylpenicillin is a penicillin used for the treatment of infections caused by gram-positive cocci, in particular streptococcal infections. This form of penicillin is typically used in intravenous or long-acting injectable formulations due to poor oral absorption.",DB01053,5904.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)COC1=CC=CC=C1)C(O)=O,Phenoxymethylpenicillin,Phenoxymethylpenicillin,"Phenoxymethylpenicillin is a penicillin antibiotic used to prevent and treat mild to moderately severe infections in the respiratory tract, skin, and soft tissues.",DB00417,6869.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](C(O)=O)C1=CSC=C1)C(O)=O,Ticarcillin,Ticarcillin,Ticarcillin is a beta lactam antibiotic used to treat a variety of infections in the body.,DB01607,36921.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O,Amoxicillin,Amoxicillin,"Amoxicillin is a penicillin derivative used for the treatment of infections caused by gram-positive bacteria, in particular streptococcal bacteria causing upper respiratory tract infections.",DB01060,33613.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OC(C)OC(=O)OCC,Bacampicillin,Bacampicillin,"Bacampicillin is an ampicillin prodrug used to treat various susceptible bacterial infections in the body, such as respiratory infections and skin and subcutaneous tissue infections.",DB01602,441397.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O,Ampicillin,Ampicillin,Ampicillin is a penicillin derivative used for the treatment of a variety of infections caused by gram-positive and gram-negative bacteria as well as some anaerobes.,DB00415,6249.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)C1=CC=CC=C1)C(O)=O,Mezlocillin,Mezlocillin,"Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections.",DB00948,656511.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O,Piperacillin,Piperacillin,"Piperacillin is a penicillin antibiotic combined with tazobactam to treat piperacillin-resistant, piperacillin/tazobactam- susceptible, β-lactamase generating strains of several bacteria.",DB00319,43672.0
[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O,Cefadroxil,Cefadroxil,"Cefadroxil is a cephalosporin antibiotic used in the treatment of various bacterial infections, such as urinary tract infections, skin and skin structure infections, and tonsillitis.",DB01140,47965.0
[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O,Cephalexin,Cephalexin,Cephalexin is a first generation cephalosporin used to treat certain susceptible bacterial infections.,DB00567,27447.0
[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O,Cefradine,Cefradine,Cefradine is a first-generation cephalosporin antibiotic used in the treatment of bacterial infections of the respiratory and urinary tracts and of the skin and soft tissues.,DB01333,38103.0
[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/O)\C1=CSC(N)=N1)C(O)=O,Cefdinir,Cefdinir,Cefdinir is a third generation cephalosporin used to treat susceptible Gram negative and Gram positive bacterial infections.,DB00535,6915944.0
[H][C@]12SCC(C=C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC(O)=O)\C1=CSC(N)=N1)C(O)=O,Cefixime,Cefixime,Cefixime is a third generation cephalosporin used to treat susceptible Gram negative and Gram positive bacterial infections.,DB00671,5362065.0
[H][C@]12SCC(C=CC)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O,Cefprozil,Cefprozil,"Cefprozil is a cephalosporin antibiotic used in the treatment of various bacterial infections, such as pharyngitis, tonsillitis, otitis media, and uncomplicated skin infections.",DB01150,5281006.0
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Cefotaxime,Cefotaxime,Cefotaxime is a third generation cephalosporin used to treat susceptible Gram negative and Gram positive bacterial infections.,DB00493,5742673.0
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O,Cefapirin,Cefapirin,Cefapirin is a first generation cephalosporin indicated in the treatment of susceptible bacterial infections.,DB01139,30699.0
[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CC=CO1)C(O)=O,Cefuroxime,Cefuroxime,"Cefuroxime is a cephalosporin indicated for the treatment of a variety of infections including acute bacterial otitis media, several upper respiratory tract infections, skin infections, urinary tract infections, gonorrhea, early Lyme disease, and impetigo.",DB01112,5479529.0
[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CC1=CC=CS1)OC)C(O)=O,Cefoxitin,Cefoxitin,"Cefoxitin is a semi-synthetic, broad-spectrum antibiotic for parenteral administration used for the treatment of serious bacterial infections, such as urinary tract infection, blood infection, bone and joint infection, and lower respiratory tract infection.",DB01331,441199.0
[H][C@]12SCC(COC)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Cefpodoxime,Cefpodoxime,"Cefpodoxime is a third-generation cephalosporin antibiotic used in the treatment of various bacterial infections, including gonorrhea, community acquired pneumonia, and sinusitis.",DB01416,6335986.0
[H][C@]12SCC(CSC3=NC(=O)C(=O)NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Ceftriaxone,Ceftriaxone,"Ceftriaxone is a broad-spectrum cephalosporin antibiotic used for the treatment of bacterial infections in various locations, such as in the respiratory tract, skin, soft tissue, and urinary tract.",DB01212,5479530.0
[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)CN1C=NN=N1)C(O)=O,Cefazolin,Cefazolin,"Cefazolin is a broad-spectrum cephalosporin antibiotic mainly used for the treatment of skin bacterial infections and other moderate to severe bacterial infections in the lung, bone, joint, stomach, blood, heart valve, and urinary tract.",DB01327,33255.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O,Cefoperazone,Cefoperazone,"Cefoperazone is a broad-spectrum cephalosporin antibiotic used for the treatment of bacterial infections in various locations, including the respiratory tract, abdomen, skin, and female genital tracts.",DB01329,44185.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)C1=CC=CC=C1)C(O)=O,Cefamandole,Cefamandole,"Cefamandole is a beta-lactam antibiotic used in the treatment of various infections caused by susceptible strains of bacteria, such as lower respiratory infections, urinary tract infections, skin infections, and bone and joint infections.",DB01326,456255.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C1SC(S1)=C(C(N)=O)C(O)=O)OC)C(O)=O,Cefotetan,Cefotetan,"Cefotetan is an antibiotic medication used for the prophylaxis and treatment of various bacterial infections, including urinary tract infections, bone and joint infection, and lower respiratory tract infections.",DB01330,53025.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C(O)=O,Cefmetazole,Cefmetazole,Cefmetazole is a cephalosporin antibiotic used to treat a variety of bacterial infections.,DB00274,42008.0
[H][C@]12SCC(CSC3=NN=NN3CS(O)(=O)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)C1=CC=CC=C1)C(O)=O,Cefonicid,Cefonicid,"A second-generation cephalosporin administered intravenously or intramuscularly. Its bactericidal action results from inhibition of cell wall synthesis. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections.",DB01328,43594.0
[H][C@]12SCC(Cl)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O,Cefaclor,Cefaclor,Cefaclor is a second generation cephalosporin used to treat a wide variety of infections in the body.,DB00833,51039.0
[H][C@]12SCC(SC3=NC(=CS3)C3=CC=[N+](C)C=C3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OCC)\C1=NSC(NP(O)(O)=O)=N1)C([O-])=O,Ceftaroline fosamil,Ceftaroline fosamil,"Ceftaroline fosamil is an antibacterial agent used to treat various bacterial infections, such as acute bacterial skin and skin structure infections and community-acquired bacterial pneumonia.",DB06590,9852981.0
[H][C@]12SCC(\C=C/C3=C(C)N=CS3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Cefditoren,Cefditoren,Cefditoren is a broad-spectrum third-generation cephalosporin antibiotic typically used to treat bacterial infections of the skin and respiratory tract.,DB01066,9870843.0
[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O,Ceftibuten,Ceftibuten,"Ceftibuten is a third-generation cephalosporin antibiotic commonly used in the treatment of acute bacterial exacerbations of chronic bronchitis (ABECB), acute bacterial otitis media, pharyngitis, and tonsillitis.",DB01415,5282242.0
[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Ceftizoxime,Ceftizoxime,"Ceftizoxime is a third-generation cephalosporin antibiotic used in the treatment of various bacterial infections, including lower respiratory tract infection, urinary tract infection, and gonorrhea.",DB01332,6533629.0
[H][C@]12[C@@H](C)C(S[C@@H]3CN[C@H](CNS(N)(=O)=O)C3)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O,Doripenem,Doripenem,Doripenem is an antibiotic of the penem class used to treat complicated intra-abdominal and urinary tract infections.,DB06211,73303.0
[H][C@]12[C@@H](C)C(S[C@]3([H])CN[C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C(O)=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O,Ertapenem,Ertapenem,Ertapenem is a carbapenem antibiotic used for the treatment of moderate to severe bacterial infections caused by specific sensitive organisms.,DB00303,150610.0
[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)C(C)(C)CC,Simvastatin,Simvastatin,Simvastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and reduce the risk of cardiovascular events including myocardial infarction and stroke.,DB00641,54454.0
[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]1C[C@@H](O)CC(=O)O1)OC(=O)[C@@H](C)CC,Lovastatin,Lovastatin,"Lovastatin is an HMG-CoA reductase inhibitor used to lower LDL cholesterol and reduce the risk of cardiovascular disease and associated conditions, including myocardial infarction and stroke.",DB00227,53232.0
[H][C@]12[C@H](C[C@H](O)C=C1C=C[C@H](C)[C@@H]2CC[C@@H](O)C[C@@H](O)CC(O)=O)OC(=O)[C@@H](C)CC,Pravastatin,Pravastatin,"Pravastatin is an HMG-CoA reductase inhibitor used to lower lipid levels and to reduce the risk of cardiovascular events, including myocardial infarction and stroke.",DB00175,54687.0
[H][C@]12[C@H](OC(=O)C3=CC=CC=C3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)C4=CC=CC=C4)C4=CC=CC=C4)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@@H](O)C[C@H]1OC[C@@]21OC(C)=O)C3(C)C,Paclitaxel,Paclitaxel,"Paclitaxel is a taxoid chemotherapeutic agent used as first-line and subsequent therapy for the treatment of advanced carcinoma of the ovary, and other various cancers including breast and lung cancer.",DB01229,36314.0
[H][C@]12[C@H](OC(=O)C3=CC=CC=C3)[C@]3(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C4=CC=CC=C4)C(C)=C([C@@H](OC)C(=O)[C@]1(C)[C@H](C[C@H]1OC[C@@]21OC(C)=O)OC)C3(C)C,Cabazitaxel,Cabazitaxel,Cabazitaxel is an antineoplastic agent used for the treatment of hormone-refractory metastatic prostate cancer previously treated with a docetaxel-containing treatment regimen.,DB06772,9854073.0
[H]\C(=C(\[H])C(=O)OC)C(=O)OC,Dimethyl fumarate,Dimethyl fumarate,Dimethyl fumarate is a medication used to treat patients with the relapsing-remitting form of multiple sclerosis.,DB08908,637568.0
[H]\C(=C(\[H])C1=NCCCN1C)C1=CC=CS1,Pyrantel,Pyrantel,Pyrantel is an anthelmintic used to treat helminth infections.,DB11156,708857.0
[H]\C(C)=C(/C(=C(\[H])C)/C1=CC=C(O)C=C1)\C1=CC=C(O)C=C1,Dienestrol,Dienestrol (topical),Dienestrol is a non steroidal estrogen used to treat atrophic vaginitis and kraurosis vulvae.,DB00890,667476.0
[H]\C(CN1CCCC1)=C(\C1=CC=C(C)C=C1)C1=CC=CC(=N1)C(\[H])=C(/[H])C(O)=O,Acrivastine,Acrivastine,"Acrivastine is an antihistamine agent used for the symptomatic relief of seasonal allergic rhinitis such as sneezing, rhinorrhea, pruritus, lacrimation, and nasal congestion.",DB09488,5284514.0
[K+].OC([O-])=O,Potassium bicarbonate,Potassium bicarbonate,Potassium bicarbonate is an ingredient used as an antacid or to treat hypokalemia.,DB11098,516893.0
[K+].[I-],Potassium Iodide,Potassium Iodide,Potassium Iodide is an oral antithyroid agent used for the prevention of radioactive iodine uptake into the thyroid gland during a nuclear radiation emergency.,DB06715,4875.0
[K+].[K+].[K+].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O,Potassium citrate,Potassium citrate,"Potassium citrate is an agent used to manage renal tubular acidosis, hypocitraturic calcium oxalate nephrolithiasis, and uric acid lithiasis with or without calcium stones.",DB09125,13344.0
[K+].[K+].[K+].[K+].[K+].[Bi+3].[O-]C(=O)CC([O-])(CC([O-])=O)C([O-])=O.[O-]C(=O)CC([O-])(CC([O-])=O)C([O-])=O,Bismuth subcitrate potassium,Bismuth subcitrate potassium,Bismuth subcitrate potassium is a colloid used for the treatment of peptic ulcer and gastro-esophageal reflux disease (GERD).,DB09275,118987133.0
[La+3].[La+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O,Lanthanum carbonate,Lanthanum carbonate,Lanthanum carbonate is a phosphate binder indicated for the reduction of serum phosphate in patients with end stage renal disease.,DB06792,168924.0
[Mg++].[O-]C([O-])=O,Magnesium carbonate,Magnesium carbonate,"Magnesium carbonate is an antacid used for symptomatic relief of heartburn, indigestion, and upset stomach.",DB09481,11029.0
[Mg++].[O-]S([O-])(=O)=O,Magnesium sulfate,Magnesium sulfate,"Magnesium sulfate is a drug used to treat convulsions during pregnancy, nephritis in children, magnesium deficiency, and tetany.",DB00653,24083.0
[N-]=[N+]=O,Nitrous oxide,Nitrous oxide,Nitrous oxide is an inhalatory gas used as an adjunct to improve oxygenation and reduce the need for extracorporeal membrane oxygenation in certain neonates with hypoxic respiratory failure.,DB06690,948.0
[NH4+].[Cl-],Ammonium chloride,Ammonium chloride,Ammonium chloride is an inorganic compound with the formula NH4Cl. It is highly soluble in water producing mildly acidic solutions.,DB06767,25517.0
[N]=O,Nitric Oxide,Nitric Oxide,Nitric Oxide is a vasodilating agent used in the treatment of hypoxic respiratory failure in premature neonates.,DB00435,145068.0
[Na+].OC([O-])=O,Sodium bicarbonate,Sodium bicarbonate,"Sodium bicarbonate is a compound used for the symptomatic treatment of heartburn, acid indigestion, and upset stomach as well as the treatment of metabolic acidosis associated with conditions such as severe renal disease and circulatory insufficiency due to shock.",DB01390,516892.0
[Na+].OCCCC([O-])=O,Sodium oxybate,Sodium oxybate,"Sodium oxybate (Xyrem) is a central nervous system depressant used for the treatment of cataplexy  and extreme daytime sleepiness (EDS) associated with narcolepsy. It is the sodium salt of gamma hydroxybutyric acid (GHB) which is an endogenous compound and a metabolite of the neurotransmitter GABA. The exact mechanism of action for treating EDS and cataplexy is not known but is is hypothesised that its therapeutic effects are due to GABA(B) effects on noradrenergic, dopaminaergic and thalamocorticol neurons. The drug follows non-linear pharmacokinetics. As it has been associated with misuse/abuse it is strictly controlled and all patients and prescribers must enroll in the sodium oxybate REMs program in order to gain access to the medication.",DB09072,23663870.0
[Na+].OP(O)([O-])=O,"Sodium phosphate, monobasic","Sodium phosphate, monobasic","Sodium phosphate, monobasic is a source of phosphorus used prevent or correct hypophosphatemia in patients with restricted or no oral intake.",DB09449,23672064.0
[Na+].[Na+].N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C([O-])=O.N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C([O-])=O,Liotrix,Liotrix,"Liotrix is a synthetically derived thyroid hormone replacement preparation. It consists of levothyroxine sodium (thyroxine, T4) and liothyronine sodium (triiodothyronine, T3) in a 4 to 1 ratio by weight. Liotrix was developed when it was believed that serum levels of both T4 and T3 were maintained by direct thyroidal secretion. It is now known that the thyroid gland secretes approximately ten times more T4 than T3 and that 80% of serum T3 is derived from deiodination of T4 in peripheral tissues. Administration of levothyroxine alone is sufficient for maintaining serum T4 and T3 levels in most patients and combination hormone replacement therapy generally offers no therapeutic advantage. In fact, administration of T3 may result in supratherapeutic levels of T3.",DB01583,71371.0
[Na+].[Na+].OCC(O)COP([O-])([O-])=O,Sodium glycerophosphate,Sodium glycerophosphate,Sodium glycerophosphate is a medication used to treat hypophosphatemia.,DB09561,22251426.0
[Na+].[Na+].[Na+].OC(CC([O-])=O)(CC([O-])=O)C([O-])=O,Sodium citrate,Sodium citrate,Sodium citrate is an ingredient used for the anticoagulation of whole blood as part of automated apheresis procedures.,DB09154,6224.0
[Na+].[Na+].[O-]C(=O)CC(S[Au])C([O-])=O,Sodium aurothiomalate,Sodium aurothiomalate,Sodium aurothiomalate is a disease-modifying antirheumatic drug (DMARD) indicated for the symptomatic treatment of arthritis.,DB09276,16760302.0
[O--].[Mg++],Magnesium oxide,Magnesium oxide,"Magnesium oxide is a compound commonly used as a laxative for the symptomatic relief of acid indigestion and upset stomach, and in health supplements for cardiovascular and neuromuscular health.",DB01377,14792.0
[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C1,Ceftazidime,Ceftazidime,"Ceftazidime is an injected broad-spectrum third-generation cephalosporin beta-lactam antibiotic used to treat or prevent a variety of bacterial infections, including pneumonia, gynecological infections, bone and joint infections, and septicemia, among others.",DB00438,5481173.0
[O-][N+](=O)C1=CC2=C(NC(=O)CN=C2C2=CC=CC=C2)C=C1,Nitrazepam,Nitrazepam,"Nitrazepam is a long-acting benzodiazepine with intermediate onset commonly used to treat panic disorders, severe anxiety, insomnia, and seizures.",DB01595,4506.0
[O-][N+](=O)C1=CC2=C(NC(=O)CN=C2C2=CC=CC=C2Cl)C=C1,Clonazepam,Clonazepam,"Clonazepam is a long-acting benzodiazepine with intermediate onset commonly used to treat panic disorders, severe anxiety, and seizures.",DB01068,2802.0
[O-][N+](=O)C1=CC=C(C=C1)C1=CC=C(O1)\C=N\N1CC(=O)NC1=O,Dantrolene,Dantrolene,Dantrolene is a direct-acting skeletal muscle relaxant used for the treatment of management of the fulminant hypermetabolism of skeletal muscle leading to malignant hyperthermia crisis.,DB01219,6914273.0
[O-][N+](=O)C1=CC=C(O1)\C=N\N1CC(=O)NC1=O,Nitrofurantoin,Nitrofurantoin,"Nitrofurantoin is a nitrofuran antibiotic used to treat uncomplicated urinary tract infections.[L6856,L6859,L6862] Nitrofurantoin is converted by bacterial nitroreductases to electrophilic intermediates which inhibit the citric acid cycle as well as synthesis of DNA, RNA, and protein.[A179824] This drug is more resistant to the development of bacterial resistance because it acts on many targets at once.[A179824] Nitrofurantoin is a second line treatment to [trimethoprim]/[sulfamethoxazole].[A179830]",DB00698,6604200.0
[O-][N+](=O)C1=NC=CN1CC(=O)NCC1=CC=CC=C1,Benznidazole,Benznidazole,Benznidazole is a trypanocidal agent used to treat Chagas disease.,DB11989,31593.0
[O-][N+](=O)OCC(CO[N+]([O-])=O)O[N+]([O-])=O,Nitroglycerin,Nitroglycerin,"Nitroglycerin is a nitrate vasodilator used to treat or prevent angina, treat hypertension, control heart failure in myocardial infarction, and to induce hypotension intraoperatively.",DB00727,4510.0
[OH-].[OH-].[Mg++],Magnesium hydroxide,Magnesium hydroxide,Magnesium hydroxide is an inorganic compound used as a laxative and antacid.,DB09104,73981.0
[OH-].[OH-].[OH-].[Al+3],Aluminum hydroxide,Aluminum hydroxide,"Aluminum hydroxide is an antacid used for the symptomatic relief of heartburn, acid indigestion, and sour stomach.",DB06723,10176082.0
[Zn++].[O-]S([O-])(=O)=O,Zinc sulfate,Zinc sulfate,"Zinc sulfate is a drug used to replenish low levels of zinc or prevent zinc deficiency, or to test for zinc deficiency.",DB09322,24424.0
BrC1=CC2=C(NC(=O)CN=C2C2=CC=CC=N2)C=C1,Bromazepam,Bromazepam,One of the benzodiazepines that is used in the treatment of anxiety disorders. It is a Schedule IV drug in the U.S. and Canada and under the Convention on Psychotropic Substances. It is a intermediate-acting benzodiazepine.,DB01558,2441.0
BrCCC(=O)N1CCN(CC1)C(=O)CCBr,Pipobroman,Pipobroman,An antineoplastic agent that acts by alkylation.,DB00236,4842.0
C#CC1=CC=CC(NC2=NC=NC3=CC4=C(OCCOCCOCCO4)C=C23)=C1,Icotinib,Icotinib,"Icotinib is a potent and specific epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor (TKI) Icotinib was approved in China by the SFDA in June, 2011 and in January 2014, Beta Pharma, Inc. was given a “May Proceed” from the US FDA to conduct a Phase I study for the evaluation of icotinib as a treatment of EGFR+ Non-Small Cell Lung Cancer (NSCLC).",DB11737,22024915.0
C(C(C1CCCCC1)C1CCCCC1)C1CCCCN1,Perhexiline,Perhexiline,Perhexiline is a coronary vasodilator used especially for angina of effort. It may cause neuropathy and hepatitis.,DB01074,4746.0
C(C1CN2CCC1CC2)N1C2=CC=CC=C2SC2=CC=CC=C12,Mequitazine,Mequitazine,"Mequitazine is a histamine H1 antagonist (antihistamine). It competes with histamine for the normal H1-receptor sites on effector cells of the gastrointestinal tract, blood vessels and respiratory tract. It provides effective, temporary relief of sneezing, watery and itchy eyes, and runny nose due to hay fever and other upper respiratory allergies.",DB01071,4066.0
C(C=CC1=CC=CC=C1)N1CCN(CC1)C(C1=CC=CC=C1)C1=CC=CC=C1,Cinnarizine,1-(Diphenylmethyl)-4-(3-phenylprop-2-enyl)piperazine,"This compound features a piperazine ring substituted with a diphenylmethyl group and a phenylpropenyl group. It is structured with phenyl rings attached through methylene and propenyl linkers to a central piperazine, a cyclic amine commonly used in pharmaceuticals for its activity-modifying properties.",DB00568,2761.0
C(N(CC1=CC=CC=C1)C1=CC=CC=C1)C1=NCCN1,Antazoline,Antazoline,Antazoline is a 1st generation antihistamine with anticholinergic activity. It is used to relieve nasal congestion. It is also formulated as eye drops with naphazoline to relieve allergic conjunctivitis.,DB08799,2200.0
C1=CN(C=N1)C(C1=CC=CC=C1)C1=CC=C(C=C1)C1=CC=CC=C1,Bifonazole,Bifonazole,Bifonazole is an azole antifungal drug.,DB04794,2378.0
C1CC1C(NC1=NCCO1)C1CC1,Rilmenidine,Rilmenidine,Rilmenidine has been used in trials studying the treatment of Hypertension and Chronic Kidney Disease.,DB11738,68712.0
CC(=O)C1=CC=C2SC3=C(C=CC=C3)N(CCCN3CCN(CCO)CC3)C2=C1,Acetophenazine,Acetophenazine,Acetophenazine is an antipsychotic drug of moderate-potency. It is used in the treatment of disorganized and psychotic thinking. It is also used to help treat false perceptions (e.g. hallucinations or delusions). It primarily targets the dopamine D2 receptor.,DB01063,17676.0
CC(=O)N(C1=C(C)C(C)=NO1)S(=O)(=O)C1=CC=C(N)C=C1,Acetyl sulfisoxazole,Sulfisoxazole Acetyl,"Sulfisoxazole acetyl is an ester of sulfisoxazole, a broad-spectrum sulfanilamide and a synthetic analog of para-aminobenzoic acid (PABA) with antibacterial activity. Sulfisoxazole acetyl competes with PABA for the bacterial enzyme, dihydropteroate synthase, preventing the incorporation of PABA into dihydrofolic acid, which is the precursor of folic acid. This process causes an inhibition of bacterial folic acid synthesis and de novo synthesis of purines and pyrimidines, resulting in cell growth arrest and cell death.  It is often combined with erythromycin to treat acute otitis media caused by the bacteria, haemophilus influenzae.",DB14033,6662.0
CC(=O)OC1=C(C=CC(=C1)C(F)(F)F)C(O)=O,Triflusal,Triflusal,"Triflusal is a 2-acetoxy-4-trifluoromethylbenzoic acid and it is an aspirin chemically-related molecule but not a derivative. The benefits of this agent are the lack of action over the arachidonic acid pathway, the driven production of nitric oxide and the increase of cyclic nucleotide concentration on endothelial cells. The latest translates into the expansion of peripheral blood vessels. It is very important as a secondary prevention of ischemic stroke by offering a lower risk of bleeding. It was developed by  J. Uriach and Company and even though it is commercialized in different countries it is not approved by the FDA, EMA or HealthCanada.",DB08814,9458.0
CC(=O)OC1=CC=CC2=C1C(=O)C1=C(OC(C)=O)C=C(C=C1C2=O)C(O)=O,Diacerein,Diacerein,"Diacerein is a prodrug which is metabolized to rhein. It is currently approved in France for the treatment of osteoarthritis although the use of diacerein is restricted due to the side effects including severe diarrhea. Diacerein is under investigation for the treatment of Insulin Resistance, Diabetes Mellitus (Type 2), and Diabetes-Related Complications.",DB11994,26248.0
CC(=O)OCC(=O)NCCCOC1=CC=CC(CN2CCCCC2)=C1,Roxatidine acetate,Roxatidine acetate,Roxatidine acetate is a specific and competitive H2 receptor antagonist. It is currently approved in South Africa under the tradename Roxit.,DB08806,5105.0
CC(=O)O[C@H]1CC2=CC=CC=C2N(C(N)=O)C2=CC=CC=C12,Eslicarbazepine acetate,Eslicarbazepine Acetate,"Eslicarbazepine acetate (ESL) is an anticonvulsant medication approved for use in Europe, the United States and Canada as an adjunctive therapy for partial-onset seizures that are not adequately controlled with conventional therapy. Eslicarbazepine acetate is a prodrug that is rapidly converted to eslicarbazepine, the primary active metabolite in the body. Eslicarbazepine's mechanism of action is not well understood, but it is known that it does exert anticonvulsant activity by inhibiting repeated neuronal firing and stabilizing the inactivated state of voltage-gated sodium channels, thus preventing their return to the activated state during which seizure activity can occur.  Eslicarbazepine acetate is marketed as Aptiom in North America and Zebinix or Exalief in Europe. It is available in 200, 400, 600, or 800mg tablets that are taken once daily, with or without food. Eslicarbazepine acetate is associated with numerous side effects including dizziness, drowsiness, nausea, vomiting, diarrhea, headache, aphasia, lack of concentration, psychomotor retardation, speech disturbances, ataxia, depression and hyponatremia. It is recommended that patients taking eslicarbazepine acetate be monitored for suicidality.",DB09119,179344.0
CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3C=C(C)C4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C,Nomegestrol,Nomegestrol,Nomegestrol is an ingredient in the EMA-authorised product Zoely.,DB11636,
CC(C(O)=O)C1=CC2=C(C=C1)C1=C(N2)C=CC(Cl)=C1,Carprofen,Carprofen,"Carprofen is a non-steroidal anti-inflammatory drug (NSAID) that is used by veterinarians as a supportive treatment for the relief of arthritic symptoms in geriatric dogs. Carprofen was previously used in human medicine for over 10 years (1985-1995). It was generally well tolerated, with the majority of adverse effects being mild, such as gastro-intestinal pain and nausea, similar to those recorded with aspirin and other non-steroidal anti-inflammatory drugs. It is no longer marketed for human usage, after being withdrawn on commercial grounds.",DB00821,2581.0
CC(C(O)=O)C1=CC=C(CC2CCCC2=O)C=C1,Loxoprofen,Loxoprofen,"Loxoprofen is a propionic acid derivative non-steroidal anti-inflammatory drug. It is marketed under the trade name Loxonin in Brazil, Mexico and Japan by Sankyo, as Loxomac in India, and as Oxeno in Argentina. A transdermal preparation was approved for use in Japan in January 2006.",DB09212,3965.0
CC(C(O)=O)C1=CC=C(S1)C(=O)C1=CC=CC=C1,Tiaprofenic acid,Tiaprofenic acid,"Tiaprofenic acid is a non-steroidal anti-inflammatory drug employed in the treatment of pain, particularly arthritis pain. It belongs to the arylpropionic acid (profen) group of nonsteroidal anti-inflammatory drugs (NSAIDs).",DB01600,5468.0
CC(C(O)=O)C1=CC=C2SC3=C(C=CC=C3)C(=O)CC2=C1,Zaltoprofen,Zaltoprofen,A non-steroidal anti-inflammatory drug approved for use in Japan in 1993.,DB06737,5720.0
CC(C(O)C1=CC=C(O)C=C1)N1CCC(CC2=CC=CC=C2)CC1,Ifenprodil,Ifenprodil,"N-methyl-D-aspartate (NMDA) receptors (NMDARs) are members of the ionotropic glutamate receptor family, with key roles in brain development and neurological function. NMDARs are heterotetramers that typically involve a dimer of dimers of both GluN1 and GluN2A-D subunits, with each subunit itself composed of an N-terminal domain (NTD), a ligand-binding domain (LBD), a transmembrane domain, and a C-terminal cytoplasmic domain. Binding at the LBD of the agonists glycine (or D-serine) to the GluN1 subunits and of glutamate to the GluN2 subunits is a regulatory mechanism for channel activation. In addition, allosteric modulators are known to bind at the NTDs and form another layer of regulation. One such allosteric regulator is ifenprodil, which was first shown to bind the NMDARs in the 1990s, and specifically to those NMDARs containing the GluN2B subunit. Further studies elucidated that ifenprodil binds strongly at the inter-subunit interface of adjacent GluN1 and GluN2B NTDs, where it acts as a non-competitive antagonist.  Although ifenprodil has received considerable interest in its potential neuromodulatory activities in psychiatric conditions, including dependency and depression, it has also been shown to have an immunomodulatory effect. In an unbiased screen for compounds capable of reducing cell death induced by infection with the influenza strain H5N1, ifenprodil was found to have a protective effect against H5N1-induced lung damage, in part through its ability to alleviate the H5N1-induced cytokine storm and reduce pulmonary infiltration of neutrophils, natural killer cells, and T cells. Ifenprodil is being investigated for its potential utility in treating COVID-19 in an ongoing phase 2b/3 clinical trial (NCT04382924).",DB08954,3689.0
CC(C)(C)C1=CC=C(C=C1)C(=O)CCCN1CCC(CC1)OC(C1=CC=CC=C1)C1=CC=CC=C1,Ebastine,Ebastine,Ebastine is under investigation for the treatment of Irritable Bowel Syndrome (IBS). Ebastine has been investigated for the treatment of Urticaria.,DB11742,3191.0
CC(C)(C)C1=CC=C(CN2CCN(CC2)C(C2=CC=CC=C2)C2=CC=C(Cl)C=C2)C=C1,Buclizine,Buclizine,"Buclizine is an antihistamine medication with both antiemetic and anticholinergic effects, belonging to the piperazine derivative family of drugs. It was manufactured by Stuart Pharms and initially approved by the FDA in 1957. Following this, it was touted to be effective as an appetite stimulant in children when administered in the syrup form, however, this indication has not been validated. In addition to the above conditions, buclizine has been studied in the treatment of migraine attacks and in the treatment of nausea and vomiting during pregnancy.",DB00354,6729.0
CC(C)(C)NCC(O)C1=CC(Cl)=C(N)C(Cl)=C1,Clenbuterol,Clenbuterol,A substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma.,DB01407,2783.0
CC(C)(C)S(=O)(=O)C[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)C1CC1,Remikiren,Remikiren,"Remikiren is an orally active, high specificity renin inhibitor.",DB00212,6324659.0
CC(C)(CO)C1=CC2=CC(NC(=O)C3(CC3)C3=CC=C4OC(F)(F)OC4=C3)=C(F)C=C2N1C[C@@H](O)CO,Tezacaftor,Tezacaftor,"Tezacaftor is a drug of the cystic fibrosis transmembrane conductance regulator (CFTR) potentiator class. It was developed by Vertex Pharmaceuticals and FDA approved in combination with [ivacaftor] to manage cystic fibrosis. This drug was approved by the FDA on February 12, 2018.  Cystic Fibrosis is an autosomal recessive disorder caused by one of several different mutations in the gene for the Cystic Fibrosis Transmembrane Conductance Regulator (CFTR) protein, an ion channel involved in the transport of chloride and sodium ions across cell membranes. CFTR is active in epithelial cells of organs such as of the lungs, pancreas, liver, digestive system, and reproductive tract. Alterations in the CFTR gene result in altered production, misfolding, or function of the protein and consequently abnormal fluid and ion transport across cell membranes. As a result, CF patients produce thick, sticky mucus that clogs the ducts of organs where it is produced making patients more susceptible to complications such as infections, lung damage, pancreatic insufficiency, and malnutrition.",DB11712,46199646.0
CC(C)(OC1=CC=C(C=C1)C1CC1(Cl)Cl)C(O)=O,Ciprofibrate,Ciprofibrate,Ciprofibrate is a potent inducer of peroxisomal beta-oxidation in rat liver.,DB09064,
CC(C)(OC1=CC=C(CCNC(=O)C2=CC=C(Cl)C=C2)C=C1)C(O)=O,Bezafibrate,Bezafibrate,Antilipemic agent that lowers cholesterol and triglycerides. It decreases low density lipoproteins and increases high density lipoproteins.,DB01393,39042.0
CC(C)(OC1=CC=C(Cl)C=C1)C(=O)OCCOC(=O)C1=CN=CC=C1,Etofibrate,Etofibrate,Etofibrate is a fibrate produced by the combination of clofibrate ester linked to niacin. These components separate in the body slowly allowing for pharmacokinetics similar to controlled-release formulations.,DB08983,65777.0
CC(C)C(=O)C1=C2C=CC=CN2N=C1C(C)C,Ibudilast,Ibudilast,"Ibudilast is an anti-inflammatory and neuroprotective oral agent which shows an excellent safety profile at 60 mg/day and provides significantly prolonged time-to-first relapse and attenuated brain volume shrinkage in patients with relapsing-remitting (RR) and/or secondary progressive (SP) multiple sclerosis (MS). Ibudilast is currently in development in the U.S. (codes: AV-411 or MN-166), but is approved for use as an antiinflammatory in Japan.",DB05266,3671.0
CC(C)C(=O)OC(C)OC(=O)NCC1(CC(O)=O)CCCCC1,Gabapentin enacarbil,Gabapentin Enacarbil,"Gabapentin enacarbil is marketed under the name Horizant. It is a prodrug of gabapentin, and indicated in adults for the treatment of Restless Legs Syndrome (RLS) and postherpetic neuralgia (PHN).",DB08872,9883933.0
CC(C)C1(CC=C)C(=O)NC(=O)NC1=O,Aprobarbital,Aprobarbital,"Aprobarbital is a barbiturate derivative synthesized in the 1920s by Ernst Preiswerk. It was determined that the substance was capable of demonstrating sedative, hypnotic, and anticonvulsant effects. A primary treatment indicated for the use of aprobarbital was subsequently insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed.",DB01352,6464.0
CC(C)C1=CC=C(C)C=C1O,Thymol,Thymol,"A phenol obtained from thyme oil or other volatile oils. It is used as a stabilizer in pharmaceutic preparations. It has been used for its antiseptic, antibacterial, and antifungal actions, and was formerly used as a vermifuge. (Dorland, 28th ed)",DB02513,6989.0
CC(C)CC1=CC=C(C=C1)[C@H](C)C(O)=O,Dexibuprofen,Dexibuprofen,"Dexibuprofen, S(+)-ibuprofen, is a non-steroidal anti-inflammatory drug (NSAID). It is a pharmacologically effective enantiomer of racemic ibuprofen that differs in physicochemical properties. It is proposed to be more pharmacologically active and tolerable with a better safety profile than ibuprofen due to higher concentration of active S enantiomer. Dexibuprofen has a slower dissolution rate in the simulated gastric and enteric juices compared with the racemic ibuprofen and displays improved oral bioavilability. For Metabolism, Enzymes, Carriers, Transporters Sections, refer to [Ibuprofen].",DB09213,39912.0
CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C,Alfacalcidol,Alfacalcidol,"Alfacalcidol, or 1-alpha-hydroxycholecalciferol or 1-alpha-hydroxyvitamin D3, is a non-endogenous analogue of [vitamin D]. It plays an essential function in calcium homeostasis and bone metabolism. Alfacaldisol is activated by the enzyme 25-hydroxylase in the liver to mediate its effects in the body, or most importantly, the kidneys and bones. The pharmacological actions of alfacalcidol are prolonged than vitamin D because a negative feedback mechanism regulates the final activation step of vitamin D in the kidneys.  Alfacalcidol is available in oral and intravenous formulations. In Canada, it is marketed as ONE-ALPHA, which manages hypocalcemia, secondary hyperparathyroidism, and osteodystrophy in adults with chronic renal failure. In approving European countries, alfacalcidol is also indicated for managing nutritional and malabsorptive rickets and osteomalacia, vitamin D-dependent rickets and osteomalacia, and hypophosphataemic vitamin D resistant rickets and osteomalacia.",DB01436,5282181.0
CC(C)C[C@@H](NC(=O)CNC(=O)[C@@H](NC=O)C(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(=O)NCCO,Gramicidin D,Gramicidin D,"Gramcidin D is a heterogeneous mixture of three antibiotic compounds, gramicidins A, B and C, making up 80%, 6%, and 14% respectively all of which are obtained from the soil bacterial species Bacillus brevis and called collectively gramicidin D. Gramcidins are 15 residue peptides with alternating D and L amino acids, which assemble inside of the hydrophobic interior of the cellular lipid bilayer to form a β-helix. Active against most Gram-positive bacteria and some Gram-negative organisms, Gramicidin D is used primarily as a topical antibiotic and is also found in Polysporin ophthalmic solution.",DB00027,45267103.0
CC(C)C[C@H](NC(=O)[C@@H](CC1=CC2=C(C=CC=C2)C=C1)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)NCC(N)=O,Nafarelin,Nafarelin,Nafarelin is a potent synthetic agonist of gonadotropin-releasing hormone with 3-(2-naphthyl)-D-alanine substitution at residue 6. Nafarelin has been used in the treatments of central precocious puberty and endometriosis.,DB00666,25077405.0
CC(C)N1CCN(CC1)C1=CC=C(OC[C@H]2CO[C@@](CN3C=NC=N3)(O2)C2=C(Cl)C=C(Cl)C=C2)C=C1,Terconazole,Terconazole,"Terconazole is an antifungal medication, Terconazole includes a triazole ring linked to a piperazine. It also features a chlorinated aromatic system and an ether-linked glucose derivative, highlighting its design for targeted biological activity against fungal pathogens.",DB00251,441383.0
CC(C)NCC(O)COC1=CC=C(NC(C)=O)C=C1,Practolol,Practolol,A beta-adrenergic antagonist that has been used in the emergency treatment of cardiac arrhythmias.,DB01297,4883.0
CC(C)NCC(O)COC1=CC=CC=C1CC=C,Alprenolol,Alprenolol,"One of the adrenergic beta-antagonists used as an antihypertensive, anti-anginal, and anti-arrhythmic agent. Alprenolol is no longer marketed by AstraZeneca, but may still be available in generic varieties.",DB00866,2119.0
CC(C)NCC(O)COC1=CC=CC=C1OCC=C,Oxprenolol,Oxprenolol,"A beta-adrenergic antagonist used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety.",DB01580,4631.0
CC(C)OC(=O)C1=C(C)NC(N)=C(C1C1=CC=CC(=C1)[N+]([O-])=O)C(=O)OC1CN(C1)C(C1=CC=CC=C1)C1=CC=CC=C1,Azelnidipine,Azelnidipine,"Azelnidipine is a dihydropyridine calcium channel blocker. It is marketed by Daiichi-Sankyo pharmaceuticals, Inc. in Japan.  It has a gradual onset of action and produces a long-lasting decrease in blood pressure, with only a small increase in heart rate, unlike some other calcium channel blockers. It is currently being studied for post-ischemic stroke management.",DB09230,65948.0
CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O,Levomenthol,l-Menthol,"Menthol is a covalent organic compound made synthetically or obtained from peppermint or other mint oils. Forming clear or white waxy, crystalline substance, menthol is typically solid at room temperature. (-)-Menthol is the naturally-occurring and main form of menthol, and is assigned the (1R,2S,5R) configuration. Menthol mediates anesthetic properties and anti-irritating properties locally, thus it is widely used to relieve minor throat irritations.",DB00825,16666.0
CC(C)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](CC2=CNC3=CC=CC=C23)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](CSSC[C@H](NC1=O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(N)=O)NC(=O)[C@H](N)CC1=CC=CC=C1,Vapreotide,Vapreotida,Vapreotide is a synthetic octapeptide somatostatin analog. It was being studied for the treatment of cancer.,DB04894,6918026.0
CC(C1=C(CCN(C)C)CC2=CC=CC=C12)C1=CC=CC=N1,Dimetindene,Dimethindene,Dimetindene (Fenistil) is an antihistamine/anticholinergic used orally and locally as an antipruritic.,DB08801,21855.0
CC(CC1=CC=C(O)C=C1)NCC(O)C1=CC(O)=CC(O)=C1,Fenoterol,Fenoterol,Fenoterol is an adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic.,DB01288,3343.0
CC(CC1=CC=C2OCOC2=C1)NCC(O)C1=CC=C(O)C(O)=C1,Protokylol,Protokylol,Protokylol is a β-adrenergic receptor agonist used as a bronchodilator in Europe and the United States.,DB06814,
CC(CCC1=CC=CC=C1)NC(C)C(O)C1=CC=C(O)C=C1,Nylidrin,Nylidrin,"Nylidrin, also known as buphenine belongs to the category of drugs called vasodilators, which relax blood vessels and increase blood flow. Nylidrin is a peripheral vasodilator. Some studies show the evidence of improving cognitive impairment in selected individuals, such as geriatric patients with mild to moderate symptoms of cognitive, emotional and physical impairment.  Nylidrin is utilized to treat several disorders that may benefit from increased blood flow (for example, certain mental disorders, blood vessel disease due to diabetes, frostbite, night leg cramps, and certain types of ulcers). This medication works by dilating (widening) blood vessels to help increase blood flow (improving circulation) throughout the body, including the extremities and central nervous system. This effect may help to improve memory/judgment, improve walking ability, and support the healing of frostbite/ulcers.  FDA has considered nylidrin as ""lacking substantial evidence of effectiveness"" in cerebral ischemia, cerebral arteriosclerosis, and other cerebral circulatory insufficiencies. Therefore, the FDA has withdrawn nylidrin from the U.S. market.",DB06152,4567.0
CC(CN(C)C)CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C#N,Cyamemazine,Cyamemazine,"Cyamemazine (Tercian), also known as cyamepromazine, is a typical antipsychotic drug of the phenothiazine class used primarily in the treatment of schizophrenia and psychosis-associated anxiety. Cyamemazine actually behaves like an atypical antipsychotic, due to its potent anxiolytic effects (5-HT2C) and lack of extrapyramidal side effects (5-HT2A).",DB09000,62865.0
CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C,Aceprometazine,Aceprometazine,"Aceprometazine is a is a drug with neuroleptic and anti-histamine properties. Although not widely prescribed, it is used in combination with meprobamate for the treatment of sleep disorders in France under the trade name Mepronizine.",DB01615,26035.0
CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)S(=O)(=O)N(C)C)N(C)C,Dimetotiazine,Dimetotiazine,Dimetotiazine has considerable antiemetic & serotonin antagonistic action used mainly in allergic skin conditions.,DB08967,3089.0
CC(CN1C2=CC=CC=C2SC2=C1N=CC=C2)N(C)C,Isothipendyl,Isothipendyl,Isothipendyl is an antihistamine and anticholinergic used as an antipruritic.,DB08802,3781.0
CC(CN1CCCCC1)C(=O)C1=CC=C(C)C=C1,Tolperisone,Tolperisone,"Tolperisone is an oral, centrally acting muscle relaxant. Its precise mechanism is not completely understood, though it blocks sodium and calcium channels. It possesses a high affinity for nervous system tissue, reaching highest concentrations in brain stem, spinal cord and peripheral nerves. Based on existing clinical data, Tolperisone is not sedating and does not interact with alcohol.",DB06264,
CC(N\C(NC#N)=N\C1=CC=NC=C1)C(C)(C)C,Pinacidil,pinacidil,"Pinacidil is a cyanoguanidine drug that acts by opening ATP-sensitive potassium channels, leading to peripheral vasodilatation of arterioles and decreasing peripheral vascular resistance. The above processes result in reduced blood pressure. This drug has been discontinued by the FDA.",DB06762,
CC(SC(=O)C1=CC=CS1)C(=O)NCC(O)=O,Stepronin,Stepronin,Strepronin is a mucolytic drug. A mucolytic agent is any agent which dissolves thick mucus usually used to help relieve respiratory difficulties. The viscosity of mucous secretions in the lungs is dependent upon the concentrations of mucoprotein as well as the presence of disulfide bonds between these macromolecules and DNA.,DB01423,54120.0
CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC(OC2=CC=CC=C2)=CC=C1,Permethrin,Permethrin,"A pyrethroid insecticide commonly used in the treatment of lice infestations and scabies. It is a yellow to light orange-brown, low melt-ing solid or viscous liquid.",DB04930,40326.0
CC1=C(C(C2=CC=CC(=C2)[N+]([O-])=O)C(=C(C)N1)P1(=O)OCC(C)(C)CO1)C(=O)OCCN(CC1=CC=CC=C1)C1=CC=CC=C1,Efonidipine,Efonidipine,"Efonidipine is a calcium channel blocker of the dihydropyridine class, commercialized by Shionogi & Co. (Japan). Initially, it was marketed in 1995 under the trade name, Landel. The drug has been shown to block T-type in addition to L-type calcium channels. It has also been studied in atherosclerosis and acute renal failure. This drug is also known as NZ-105, and several studies have been done on its pharmacokinetics in animals.",DB09235,119171.0
CC1=C(C)C(=O)C(C(CCCCCC(O)=O)C2=CC=CC=C2)=C(C)C1=O,Seratrodast,Seratrodast,Seratrodast (INN) is a thromboxane receptor antagonist used primarily in the treatment of asthma.,DB06739,2449.0
CC1=C(C)N=C(NS(=O)(=O)C2=CC=C(N)C=C2)O1,Sulfamoxole,Sulfamoxole,Sulfamoxole is an antibacterial in the sulfonamide class.,DB08798,12894.0
CC1=C(Cl)C=CC=C1NC1=CC=CC=C1C(O)=O,Tolfenamic acid,Tolfenamic acid,"Tolfenamic acid, with the formula N-(2-methyl-3-chlorphenyl)-anthranilic acid, is a nonsteroidal anti-inflammatory agent. It was discovered by scientists at Medica Pharmaceutical Company in Finland. It is used in the UK as a treatment for migraine under the name of Clotam. In the US, it presents a Status class I by the FDA. By the European Medicine Agency, it was granted in 2016 with the status of orphan for the treatment of supranuclear palsy.",DB09216,610479.0
CC1=C(N(N=C1C(=O)NN1CCCCC1)C1=C(Cl)C=C(Cl)C=C1)C1=CC=C(Cl)C=C1,Rimonabant,Rimonabant,"Rimonabant is an anorectic anti-obesity drug produced and marketed by Sanofi-Aventis. It is an inverse agonist for the cannabinoid receptor CB1. Its main avenue of effect is reduction in appetite. Rimonabant is the first selective CB1 receptor blocker to be approved for use anywhere in the world. Rimonabant is approved in 38 countries including the E.U., Mexico, and Brazil. It was rejected for approval for use in the United States. This decision was made after a U.S. advisory panel recommended the medicine not be approved because it may increase suicidal thinking and depression.",DB06155,104850.0
CC1=C(NC(=O)C2=CC(NC(=O)NC3=CC=CC(=C3)C(=O)NC3=C(C)C=CC(=C3)C(=O)NC3=C4C(C=C(C=C4S(O)(=O)=O)S(O)(=O)=O)=C(C=C3)S(O)(=O)=O)=CC=C2)C=C(C=C1)C(=O)NC1=C2C(C=C(C=C2S(O)(=O)=O)S(O)(=O)=O)=C(C=C1)S(O)(=O)=O,Suramin,Suramin,"A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties. Suramin is manufactured by Bayer in Germany as Germanin?.",DB04786,5361.0
CC1=C(NC2=C(C=CC=N2)C(O)=O)C=CC=C1Cl,Clonixin,Clonixin,Clonixin is a non-steroidal anti-inflammatory drug.,DB09218,28718.0
CC1=CC(=CC=C1)N1CC(CO)OC1=O,Toloxatone,Toloxatone,"Toloxatone is an antidepressant agent, the first ever use of which was in France, 1984. It acts as a selective  and reversible inhibitor of monoamine oxidase-A (MOA).",DB09245,34521.0
CC1=CC(=NN=C1NCCN1CCOCC1)C1=CC=CC=C1,Minaprine,Minaprine,"Minaprine is a psychotropic drug which has proved to be effective in the treatment of various depressive states. Like most antidepressants minaprine antagonizes behavioral despair. Minaprine  is an amino-phenylpyridazine antidepressant reported to be relatively free of cardiotoxicity, drowsiness, and weight gain.",DB00805,4199.0
CC1=CC(=O)C2=CC=CC=C2C1=O,Menadione,Menadione,"A synthetic naphthoquinone without the isoprenoid side chain and biological activity, but can be converted to active vitamin K2, menaquinone, after alkylation in vivo.",DB00170,4055.0
CC1=CC(CN2CCC(CC2)=C2C3=CC=C(Cl)C=C3CCC3=C2N=CC=C3)=CN=C1,Rupatadine,Rupatadine,Rupatadine is a dual histamine H1 receptor and platelet activating factor receptor antagonist that is used for symptomatic relief in seasonal and perennial rhinitis as well as chronic spontaneous urticaria. It was approved for marketing in Canada under the tradename Rupall and comes in tablet formulation for adult use and liquid formulation for pediatric use.,DB11614,133017.0
CC1=CC(O)=CC(C)=C1Cl,Chloroxylenol,Chloroxylenol,"Chloroxylenol, or para-chloro-meta-xylenol (PCMX), is an antiseptic and disinfectant agent used for skin disinfection and surgical instruments. It is found in antibacterial soaps, wound-cleansing applications, and household antiseptics. The halophenol is shown to be most effective against Gram positive bacteria where it disrupts the cell wall due to its phenolic nature. Chloroxylenol is on the World Health Organization's List of Essential Medicines.",DB11121,2723.0
CC1=CC(OCC(O)CNC(C)(C)C)=C(Cl)C=C1,Bupranolol,Bupranolol,"Bupranolol is a non-selective beta blocker with potency similar to [propanolol]. It does not have intrinsic sympathomimetic activity (ISA), but does have strong membrane stabilizing activity.",DB08808,2475.0
CC1=CC2=C(N1)C=CC=C2OCC(CNC(C)(C)C)OC(=O)C1=CC=CC=C1,Bopindolol,Bopindolol,Bopindolol (INN) is an ester prodrug for the beta blocker [pindolol].,DB08807,44112.0
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN1CC2CCCC2C1,Gliclazide,Gliclazide,"Gliclazide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). It has been classified differently according to its drug properties in which based on its chemical structure, gliclazide is considered a first-generation sulfonylurea due to the structural presence of a sulfonamide group able to release a proton and the presence of one aromatic group. On the other hand, based on the pharmacological efficacy, gliclazide is considered a second-generation sulfonylurea which presents a higher potency and a shorter half-life. Gliclazide belongs to the sulfonylurea class of insulin secretagogues, which act by stimulating β cells of the pancreas to release insulin. Sulfonylureas increase both basal insulin secretion and meal-stimulated insulin release. Medications in this class differ in their dose, rate of absorption, duration of action, route of elimination and binding site on their target pancreatic β cell receptor. Sulfonylureas also increase peripheral glucose utilization, decrease hepatic gluconeogenesis and may increase the number and sensitivity of insulin receptors. Sulfonylureas are associated with weight gain, though less so than insulin. Due to their mechanism of action, sulfonylureas may cause hypoglycemia and require consistent food intake to decrease this risk. The risk of hypoglycemia is increased in elderly, debilitated and malnourished individuals. Gliclazide has been shown to decrease fasting plasma glucose, postprandial blood glucose and glycosolated hemoglobin (HbA1c) levels (reflective of the last 8-10 weeks of glucose control). Gliclazide is extensively metabolized by the liver; its metabolites are excreted in both urine (60-70%) and feces (10-20%).",DB01120,3475.0
CC1=CC=C(NC2=C(Cl)C=CC=C2F)C(CC(O)=O)=C1,Lumiracoxib,Lumiracoxib,"Lumiracoxib is a COX-2 selective non-steroidal anti-inflammatory drug (NSAID). On August 11, 2007, Australia's Therapeutic Goods Administration (TGA, the Australian equivalent of the FDA) cancelled the registration of lumiracoxib in Australia due to concerns that it may cause liver failure. New Zealand and Canada have also followed suit in recalling the drug.",DB01283,151166.0
CC1=CC=C2N3CCNC4CCCC(=C34)C2=C1,Pirlindole,Pirlindole,"This drug is classified as a reversible inhibitor of monoamine oxidase A enzyme (also known as a RIMA drug). It was developed and is currently used as an antidepressant in Russia. Its chemical structure is similar to metralindole, and it also shares pharmacological properties with this drug.  Pirlindole is a selective, reversible inhibitor of monoamine oxidase (MAO) subtype A (MAO-A) that is approved in several European and non-European countries for the treatment of major depression. The antidepressant efficacy and safety of pirlindole have been demonstrated in numerous studies and, supported by many years of clinical experience in the treatment of depression. Pirlindole's efficacy and safety have also been shown in the treatment of fibromyalgia.",DB09244,68802.0
CC1=CC=CC=C1N1CCN(CCC2=NN=C3CCCCN23)CC1,Dapiprazole,Dapiprazole,Dapiprazole (U.S. trade name Rev-Eyes) is an alpha blocker. It is found in ophthalmic solutions used to reverse mydriasis after an eye examination.,DB00298,3033538.0
CC1=CC=CC=C1OCC(O)CO,Mephenesin,Mephenesin,Mephenesin is a synthetic cresol glyceryl ether which produces transient muscle relaxation and paralysis via central nervous system depression. It first entered use in the 1950s.,DB13583,
CC1=CC=CN2C(=O)C(=CN=C12)C1=NNN=N1,Pemirolast,Pemirolast,"Pemirolast potassium is a slightly yellow powder that is soluble in water. It is a mast cell stabilizer that acts as an antiallergic agent. As an ophthalmic aqueous sterile solution, pemirolast is used for the prevention of itching of the eyes caused by allergies such as hay fever, and allergic conjunctivitis. Pemirolast is potentially useful for prophylaxis of pulmonary hypersensitivity reactions to drugs such as paclitaxel.",DB00885,57697.0
CC1=NC(C)=C2CCC(=O)N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C2=N1,Tasosartan,Tasosartan,Tasosartan is a long-acting angiotensin II (AngII) receptor blocker. Its long duration of action has been attributed to its active metabolite enoltasosartan. It is used to treat patients with essential hypertension.,DB01349,60919.0
CC1=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC=C1,Sulfamerazine,Sulfamerazine,A sulfanilamide that is used as an antibacterial agent.,DB01581,5325.0
CC1=NC=C(C=C1)C1=C(C=C(Cl)C=N1)C1=CC=C(C=C1)S(C)(=O)=O,Etoricoxib,Etoricoxib,"Etoricoxib is a new COX-2 selective inhibitor. Current therapeutic indications are: treatment of rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, chronic low back pain, acute pain and gout. Like any other COX-2 selective inhibitor, Etoricoxib selectively inhibits isoform 2 of cyclo-oxigenase enzyme (COX-2) to reduce the generation of prostaglandins (PGs) from arachidonic acid. It is approved in more than 60 countries worldwide but not in the US.",DB01628,123619.0
CC1=NC=CN1CCC(C(N)=O)(C1=CC=CC=C1)C1=CC=CC=C1,Imidafenacin,Imidafenacin,Imidafenacin is an antispasmodic agent with anticholinergic effects. It antagonizes muscarinic receptors in the bladder to reduce the frequency of urination in the treatment of overactive bladder. It is marketed in Japan under the tradenames Staybla by Ono Pharmaceutical and Uritos by Kyojin Pharmaceutical.,DB09262,6433090.0
CC1=NN=C2CN=C(C3=C(SC(Br)=C3)N12)C1=CC=CC=C1Cl,Brotizolam,Brotizolam,"Brotizolam is a sedative-hypnotic thienodiazepine drug which is a benzodiazepine analog. It demonstrates anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant effects. Brotizolam has similar effects to short-acting benzodiazepines such as triazolam. Brotizolam is indicated for 2-4 weeks of treatment for severe or debilitating insomnia. Brotizolam is an extremely potent drug and it is rapidly eliminated with an average half-life of 4.4 hours (range 3.6 - 7.9 hours).  Brotizolam is not approved for sale in the UK, United States or Canada but is sold in the Netherlands, Germany, Spain, Belgium, Austria, Portugal, Israel, Italy and Japan.",DB09017,2451.0
CC1=NOC(NS(=O)(=O)C2=C(SC=C2)C(=O)CC2=CC3=C(OCO3)C=C2C)=C1Cl,Sitaxentan,Sitaxentan,"Sitaxentan was marketed under the trade name Thelin for the treatment of pulmonary arterial hypertension (PAH) by Encysive Pharmaceuticals until Pfizer purchased Encysive in February 2008. In 2010, Pfizer voluntarily removed sitaxentan from the market over concerns of hepatotoxicity.",DB06268,216235.0
CC1=[N+]([O-])C=C(N=C1)C(O)=O,Acipimox,Acipimox,"Acipimox is a niacin derivative used as a hypolipidemic agent. It is used in low doses and may have less marked adverse effects, although it is unclear whether the recommended dose is as effective as are standard doses of nicotinic acid. Acipimox inhibits the production of triglycerides by the liver and the secretion of VLDL, which leads indirectly to a modest reduction in LDL and increase in HDL. Long-term administration is associated with reduced mortality, but unwanted effects limit its clinical use. Adverse effects include flushing (associated with Prostaglandin D2), palpitations, and GI disturbances. Flushing can be reduced by taking aspirin 20-30 min before taking Acipimox. High doses can cause disorders of liver function, impair glucose tolerance and precipitate gout.",DB09055,5310993.0
CC1CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1,Melperone,Melperone,"Melperone is an atypical antipsychotic of the butyrophenone chemical class, making it structurally related to the typical antipsychotic haloperidol.  Melperone has been used for a span of greater than 30 years in the European Union. It has been well established in the treatment of confusion, anxiety, restlessness (particularly in the elderly) and schizophrenia as It is known to be well-tolerated with an excellent safety profile. Recently, it has been studied as a treatment of psychosis related to Parkinson's disease.",DB09224,15387.0
CC1NCCOC1C1=CC=CC=C1,Phenmetrazine,Phenmetrazine,A sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to dextroamphetamine.,DB00830,4762.0
CCC(=O)C(CCN(C)C)(C1=CC=CC=C1)C1=CC=CC=C1,Normethadone,Normethadone,Normethadone is used as an opioid antitussive in combination with [DB11610]. It is marketed in Canada by Valeant under the tradename Cophylac.,DB11609,10090.0
CCC(=O)C1(CCN(C)CC1)C1=CC(O)=CC=C1,Ketobemidone,Ketobemidone,Ketobemidone is a powerful opioid analgesic. It also has some NMDA-antagonist properties. This makes it useful for some types of pain that don't respond well to other opioids. The most commonly cited equalisation ratio for analgesic doses is 25 mg of ketobemidone hydrobromide to 60 mg of morphine hydrochloride or sulfate and circa 8 mg of ketobemidone by injection.,DB06738,10101.0
CCC(=O)NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1,Parecoxib,Parecoxib,"Parecoxib is a water-soluble and injectable prodrug of valdecoxib. It is marketed as Dynastat in the European Union. Parecoxib is a COX2 selective inhibitor in the same category as celecoxib (Celebrex) and rofecoxib (Vioxx). As it is injectable, it can be used perioperatively when patients are unable to take oral medications. It is approved through much of Europe for short term perioperative pain control much in the same way ketorolac (Toradol) is used in the United States. A letter of non-approval for parecoxib was issued by the FDA in 2005.",DB08439,119828.0
CCC(=O)O[C@@H](O[P@](=O)(CCCCC1=CC=CC=C1)CC(=O)N1C[C@@H](C[C@H]1C(O)=O)C1CCCCC1)C(C)C,Fosinopril,Fozitec,"Fosinopril is a phosphinic acid-containing ester prodrug that belongs to the angiotensin-converting enzyme (ACE) inhibitor class of medications. It is rapidly hydrolyzed to fosinoprilat, its principle active metabolite. Fosinoprilat inhibits ACE, the enzyme responsible for the conversion of angiotensin I (ATI) to angiotensin II (ATII). ATII regulates blood pressure and is a key component of the renin-angiotensin-aldosterone system (RAAS). Fosinopril may be used to treat mild to moderate hypertension, as an adjunct in the treatment of congestive heart failure, and to slow the rate of progression of renal disease in hypertensive individuals with diabetes mellitus and microalbuminuria or overt nephropathy.",DB00492,55891.0
CCC(C)CC(C)CCCCCCCCC(=O)N[C@H]1C[C@@H](O)[C@@H](NCCN)NC(=O)[C@@H]2[C@@H](O)CCN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H]2C[C@@H](O)CN2C(=O)[C@@H](NC1=O)[C@@H](C)O)[C@H](O)[C@@H](O)C1=CC=C(O)C=C1)[C@H](O)CCN,Caspofungin,Cancidas,"Caspofungin (brand name Cancidas worldwide) is an antifungal drug and the first member of a new drug class called the echinocandins, as coined by Merck & Co., Inc. It is typically administered intravenously. It shows activity against infections with Aspergillus and Candida, and works by inhibiting β(1,3)-D-Glucan of the fungal cell wall.",DB00520,3035406.0
CCC(C1=CC=CC=C1)C1=C(O)C2=C(OC1=O)C=CC=C2,Phenprocoumon,Phenprocoumon,Coumarin derivative that acts as a long-acting oral anticoagulant.,DB00946,54680692.0
CCC(COC(=O)C1=CC(OC)=C(OC)C(OC)=C1)(N(C)C)C1=CC=CC=C1,Trimebutine,Trimebutine,"Trimebutine is a spasmolytic agent that regulates intestinal and colonic motility and relieves abdominal pain with antimuscarinic and weak mu opioid agonist effects. It is marketed for the treatment of irritable bowel syndrome (IBS) and lower gastrointestinal tract motility disorders, with IBS being one of the most common multifactorial GI disorders. It is used to restore normal bowel function and is commonly present in pharmaceutical mixtures as trimebutine maleate salt form. Trimebutine is not a FDA-approved drug, but it is available in Canada and several other international countries.",DB09089,5573.0
CCC(OC(C)=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1,Methadyl acetate,Methadyl acetate,A narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence.,DB01433,10517.0
CCC1(C(=O)NC(=O)NC1=O)C1=CCCCCC1,Heptabarbital,Heptabarbital,Heptabarbital is an intermediate or short term barbiturate used mainly for sedation and hypnosis.,DB01354,10518.0
CCC1(CC)C(=O)NCC(C)C1=O,Methyprylon,Methyprylon,"Methyprylon is a sedative of the piperidinedione derivative family that was previously used for the treatment of insomnia. However, with the introduction of newer drugs with fewer side effects, such as benzodiazepines, the clinical use of methyprylon is now limited. Methyprylon was withdrawn from the U.S. market in June 1965 and the Canadian market in September 1990 due to adverse events.",DB01107,4162.0
CCC1(CCC(=O)NC1=O)C1=CC=CC=C1,Glutethimide,Glutethimide,Glutethimide is a hypnotic and sedative. Its use has been largely superseded by other drugs.,DB01437,3487.0
CCC1=CC2=C(S1)N(C)C(=O)CN=C2C1=CC=CC=C1Cl,Clotiazepam,Clotiazepam,"Clotiazepam is a thienodiazepine, not approved for sale in the U.S. or Canada, but has been approved in the U.K. It is a schedule IV drug in Canada.",DB01559,2811.0
CCC1=CC2=C(S1)N1C(C)=NN=C1CN=C2C1=CC=CC=C1Cl,Etizolam,Etizolam,"Etizolam is a thienodiazepine which is chemically related to benzodiazepine (BDZ) drug class; it differs from BDZs in having a benzene ring replaced with a thiophene ring. It is an agonist at GABA-A receptors and possesses amnesic, anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. Initially introduced in 1983 in Japan as treatment for neurological conditions such as anxiety and sleep disorders, etizolam is marketed in Japan, Italy and India. It is not approved for use by FDA in the US; however it remains unscheduled in several states and is legal for research purposes.",DB09166,3307.0
CCC1=CC=C(C=C1)C(=O)C(C)CN1CCCCC1,Eperisone,Eperisone,"Eperisone is an antispasmodic drug which relaxes both skeletal muscles and vascular smooth muscles, and demonstrates a variety of effects such as reduction of myotonia, improvement of circulation, and suppression of the pain reflex. It is not approved for use in the United States, but is available in other countries like India, South Korea, and Bangladesh.",DB08992,3236.0
CCC1C2=CC(OC)=C(OC)C=C2C(=NN=C1C)C1=CC(OC)=C(OC)C=C1,Tofisopam,Tofisopam,"Tofisopam (marketed under brand names Emandaxin and Grandaxin) is a 2,3-benzodiazepine drug which is a benzodiazepine derivative. In contrast to classical 1,4-benzodiazepines, the compound does not bind to the benzodiazepine binding site of the gamma-aminobutyric acid receptor and its psychopharmacological profile differs from such compounds. Although Tofisopam is not approved for sale in North America, it is approved for use in various countries worldwide, including parts of Europe. The D-enantiomer ([dextofisopam]) is currently in phase II trials in the U.S. for the treatment of irritable bowel syndrome.",DB08811,5502.0
CCC1NC(=O)C2=CC(=C(Cl)C=C2N1)S(N)(=O)=O,Quinethazone,Quinethazone,"Quinethazone, marketed as Hydromox, is a thiazide diuretic indicated for hypertension. Patients may experience adverse reactions such as dizziness, dry mouth, nausea, and hypokalemia.",DB01325,6307.0
CCCC(C)C1(CC=C)C(=O)NC(=S)NC1=O,Thiamylal,Thiamylal,"A barbiturate that is administered intravenously for the production of complete anesthesia of short duration, for the induction of general anesthesia, or for inducing a hypnotic state. (From Martindale, The Extra Pharmacopoeia, 30th ed, p919)",DB01154,3032285.0
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC,Gemeprost,Gemeprost,Gemeprost is a prostaglandin E1 (PGE1) analog and antiprogestogen used for preoperative dilation of the cervix before surgical abortion. It is available as vaginal suppositories and also used in combination with the antiprogestin and mifepristone for termination of 1st- and 2nd-trimester pregnancy. It is not FDA-approved but available in Japan marketed as Preglandin.,DB08964,5282237.0
CCCCC(CC)CN1CN(CC(CC)CCCC)CC(C)(N)C1,Hexetidine,Hexetidine,A bactericidal and fungicidal antiseptic. It is used as a 0.1% mouthwash for local infections and oral hygiene.,DB08958,3607.0
CCCCC1(CC)C(=O)NC(=O)NC1=O,Butobarbital,Butethal,Butobarbital is a sedative and a hypnotic drug.,DB01353,6473.0
CCCCC1=NC(C)=C(CC(=S)N(C)C)C(=O)N1CC1=CC=C(C=C1)C1=C(C=CC=C1)C1=NN=NN1,Fimasartan,Fimasartan,"Fimasartan is an angiotensin II receptor antagonist (ARB) drug employed in the treatment of both hypertension and heart failure. It has been found to be safe when administered with hydrochlorothiazide (a diuretic) in clinical trials. Fimasartan was initially approved September 9th, 2010 in South Korea and is marketed under the brand name Kanarb by Boryung Pharmaceuticals.",DB09279,9870652.0
CCCCC1C(=O)N(N(C1=O)C1=CC=C(O)C=C1)C1=CC=CC=C1,Oxyphenbutazone,Oxyphenbutazone,Oxyphenbutazone was withdrawn from the Canadian market in March 1985 due to concerns regarding bone marrow suppression.,DB03585,4641.0
CCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(OC(=O)CCCCCC)=CC=C4[C@H]3CC[C@]12C,Estradiol dienanthate,Estradiol dienanthate,"Estradiol Dienanthate is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol benzoate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.  Estradiol is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen.  Estradiol dienanthate is not currently available in any commercially available products in Canada or the US.",DB13955,
CCCCCCC1=C(O)C=C(O)C=C1,Hexylresorcinol,Hexylresorcinol,"Hexylresorcinol is a substituted dihydroxybenzene. It exhibits antiseptic, anthelmintic, and local anesthetic properties. It can be found in topical applications for minor skin infections and in oral solutions or throat lozenges for pain relief and first aid antiseptic.  The compound may also be used commonly in various commercial cosmetic anti-aging creams while ongoing studies research the possibility of using hexylresorcinol as an anti-cancer therapy - indications all of which require further study and testing at the current moment.",DB11254,3610.0
CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1,Nonoxynol-9,Nonaethylene glycol nonylphenyl ether,"Nonoxynol-9 (N-9) is a typical surfactant used as a vaginal spermicide. Spermicides are locally acting non-hormonal contraceptives. When present in the vagina during intercourse, they immobilize/inactivate/damage and/or kill sperms without eliciting systemic effects. N-9 has been in use for more than 30 years as an over-the-counter (OTC) drug in creams, gels, foams and condom lubricants. It is the most commonly used spermicidal contraceptive in the UK and the USA. In several European countries, spermicides are no longer on the market.",DB06804,72385.0
CCCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C,Testosterone undecanoate,Testosterone Undecanoate,"Testosterone undecanoate is the ester prodrug of [testosterone] and has a mid-chain fatty acid at the carbon 17β position. It was developed via fatty acid esterification of testosterone in order to achieve orally administer testosterone. There are oral and intramuscular formulations available for testosterone undecanoate: both formulations are indicated for testosterone replacement therapy in adult males with hypogonadism.   Testosterone is a critical male hormone that is responsible for the normal growth and development of the male sex organs and for the maintenance of secondary sex characteristics. Male hypogonadism, resulting from insufficient testosterone secretion, can result symptoms and signs of testosterone deficiency, such as decreased libido, erectile dysfunction, and loss of muscle and bone mass. Testosterone replacement therapy aims to restore the levels of testosterone, thereby improving symptoms and signs of testosterone deficiency.",DB13946,
CCCCCCCCCCCCCCCC(O)=O,Palmitic Acid,Palmitic Acid,"A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.",DB03796,985.0
CCCCCCOC(=O)\N=C(\N)C1=CC=C(NCC2=NC3=C(C=CC(=C3)C(=O)N(CCC(=O)OCC)C3=NC=CC=C3)N2C)C=C1,Dabigatran etexilate,Dabigatran Etexilate,"Dabigatran etexilate is an oral prodrug that is hydrolyzed to the competitive and reversible direct thrombin inhibitor [dabigatran]. Dabigatran etexilate may be used to decrease the risk of venous thromboembolic events in patients in whom anticoagulation therapy is indicated. In contrast to warfarin, because its anticoagulant effects are predictable, lab monitoring is not necessary. Dabigatran etexilate was approved by the FDA in 2010.",DB06695,6445226.0
CCCCOC(=O)C1=CC=C(N)C=C1,Butamben,Butyl 4-aminobenzoate,"Butamben is a local anesthetic in the form of n-butyl-p-aminobenzoate. Its structure corresponds to the standard molecule of a hydrophilic and hydrophobic domain separated by an intermediate ester found in most of the local anesthetics. Due to its very low water solubility, butamben is considered to be suitable only for topical anesthesia. The FDA removed all parenteral butamben products from the market, possibly due to the poor solubility of this drug.",DB11148,2482.0
CCCCOC1=CC=C(C=C1)C(=O)CCN1CCCCC1,Dyclonine,Dyclonine,"Dyclonine is an oral anaesthetic found in Sucrets, an over the counter throat lozenge. It may also be found in some Cepacol sore throat spray products.",DB00645,3180.0
CCCCOC1=CC=C(CC(=O)NO)C=C1,Bufexamac,Bufexamac,"Bufexamac is a non-steroidal anti-inflammatory drug (NSAID) under the market name Droxaryl, Malipuran, Paraderm and Parfenac. It is typically administered topically for the treatment of subacute and chronic eczema of the skin, including atopic eczema and other inflammatory dermatoses, as well as sunburn and other minor burns, and itching. It has also been used in suppositories in combination with local anaesthetics indicated for haemorrhoids. The use of bufexamac has been discontinued in Canada and the United States, which may be due to undetermined clinical efficacy and a high prevalence of contact sensitization. Bufexamac was also withdrawn by the EMA in April 2010.",DB13346,2466.0
CCCCOC1=CC=C(OCCCN2CCOCC2)C=C1,Pramocaine,Pramoxine,"Pramocaine (also known as pramoxine or pramoxine HCI) is a topical anesthetic and antipruritic. It is used for many dermatological and anorectal/anogenital conditions including minor cuts/burns, insect bites, hives/rashes due to poison ivy exposure, hemorrhoids and other anorectal/anogenital disorders.  Pramocaine is available by itself and in combination with other medications in various topical preparations. It works by preventing ionic fluctuations needed for neuron membrane depolarization and action potential propagation.",DB09345,4886.0
CCCCSC1=CC=C(C=C1)C(SCCN(C)C)C1=CC=CC=C1,Captodiame,Captodiame,"Captodiame, also known as captodiamine, is an antihistamine which is used as a sedative and anxiolytic. It is a derivative of diphenhydramine. Captodiame has been suggested for use in preventing benzodiazepine withdrawal syndrome.",DB09014,10240.0
CCCC[C@H](C)C[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(O)=O,Limaprost,Limaprost,"Limaprost (as Limaprost alfadex; CAS number 88852-12-4) is an oral prostaglandin E1 analog. Prostaglandins act on a variety of cells such as vascular smooth muscle cells causing constriction or dilation, on platelets causing aggregation or disaggregation and on spinal neurons causing pain. Prostaglandins have a wide variety of actions, including, but not limited to muscular constriction and mediation of inflammation. Limaprost alfadex has been shown to improve peripheral circulatory failure with a vasodilator action and an antithrombotic effect. It also improves poor blood flow in the nerve tissue in cervical spondylosis and normalizes nerve function. Limaprost alfadex was discovered from collaborative research between Ono Pharmaceutical (Ono) and Dainippon Sumitomo Pharma (DSP). It was approved for the treatment of ischemic symptoms such as skin ulcer, pain and coldness accompanying thromboangiitis obliterans in 1988; and for the treatment of subjective symptoms such as pain and numbness in the lower leg and walking disability associated with acquired lumbar spinal canal stenosis as an additional indication in 2001. The drug has been sold under the trade name of Opalmon? Tablets by Ono and Prorenal? Tablets by DSP. In 2011, Ono and DSP initiated Phase II clinical trials in Japan for the treatment of carpal tunnel syndrome. In 2013, these trials were discontinued because the study failed to demonstrate efficacy. Ono and DSP also discontinued the development of limaprost alfadex for the additional indication of cervical spondylosis in 2008 due to the failure to demonstrate the anticipated efficacy in a Phase II study in patients with the disease. However, it was verified by Seoul National University Hospital in November of 2014 that the study on the efficacy of oral limaprost alfadex after surgery for cervical myelopathy was still ongoing.",DB09211,6438378.0
CCCC[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1,Butylscopolamine,Butylscopolamine,"Butylscopolamine is a peripherally acting antimuscarinic, anticholinergic agent. It is used to treat pain and discomfort caused by abdominal cramps, menstrual cramps, or other spasmodic activity in the digestive system. It is also effective at preventing bladder spasms. It is not a pain medication in the normal sense, since it does not directly affect pain, but rather works to prevent painful cramps and spasms from occurring. It is on the WHO Model List of Essential Medicines, the most important medications needed in a basic health system.",DB09300,6852391.0
CCCOC(C(=O)OC1CCN(C)CC1)(C1=CC=CC=C1)C1=CC=CC=C1,Propiverine,Propiverine,"Propiverine is a widely used antimuscarinic drug with a mixed mode of action in the treatment of symptoms associated with overactive bladder (OAB).  Overactive bladder (OAB) is a chronic condition of the lower urinary tract characterized by urinary urgency, increased frequency of urination, and nocturia (frequent waking during the night to urinate). OAB has a negative impact on quality of life and may lead to leakage and inconvenient urinary accidents,. Overactive bladder syndrome affects millions of elderly individuals in the United States and shows equal prevalence in men and women. The impact of OAB on quality of life is sometimes devastating, especially to elderly patients with other medical conditions.  Propiverine hydrochloride is a bladder detrusor muscle relaxant drug with dual antimuscarinic and calcium-modulating properties for the treatment of OAB.",DB12278,4942.0
CCCOC1=C(C=C(C=C1)S(=O)(=O)NCCC1CCCN1C)C1=NC(=O)C2=C(N1)C(CCC)=NN2C,Udenafil,Udenafil,"Udenafil is a new phosphodiesterase type 5 (PDE5) inhibitor used to treat erectile dysfunction (ED). It has been approved in South Korea and will be marketed under the brand name Zydena. It is not yet approved for use in the U.S., E.U., or Canada.",DB06267,6918523.0
CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC,Propoxycaine,Propoxycaine,"Propoxycaine is a local anesthetic of the ester type that has a rapid onset of action and a longer duration of action than procaine hydrochloride.  This drug was removed from the US market in 1996.    Although no longer available in the United States, this medication was used in combination with procaine to aid in anesthesia during dental procedures.  Used in combination with procaine, it was the only dental local anesthetic available in cartridge form.",DB09342,6843.0
CCC[C@@H]1C[C@H](N(C)C1)C(=O)NC(C(C)Cl)[C@H]1O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O,Clindamycin,Cleocin (TN),"Clindamycin is a carbohydrate-containing antibiotic that is the semisynthetic derivative of lincomycin, a natural antibiotic. It has a role as a xenobiotic and an environmental contaminant. It is a carbohydrate-containing antibiotic, a S-glycosyl compound, a pyrrolidinecarboxamide, an organochlorine compound and a semisynthetic derivative. It is functionally related to a lincomycin.",DB01190,446598.0
CCCl,Ethyl chloride,Chloroethane,"Chloroethane is a simple molecule consisting of an ethane backbone with one hydrogen replaced by a chlorine atom. This small, volatile compound is primarily used in industrial applications as a solvent or chemical intermediate.",DB13259,6337.0
CCN(C)[C@@H](C)[C@H](O)C1=CC=CC=C1,Etafedrine,Etafedrine,"Etafedrine (INN) or ethylephedrine is a long-acting bronchodilator and has been an ingredient combined with other drugs in the brand names Nethaprin and Dalmacol. It was previously available as both the free base and as the hydrochloride salt manufactured by Sanofi-Aventis (now Sanofi) has been discontinued.  Ethylephedrine is be formed by alkylating ephedrine with ethyl iodide. The hydrochloride is be prepared by passing hydrogen chloride through a solution of ethylephedrine in diethyl ether.  This belongs to the family of medications called decongestants. It acts by narrowing blood vessels in the nasal passages, helping to relieve nasal congestion.",DB11587,
CCN(CC)C(=O)N1CCN(C)CC1,Diethylcarbamazine,Diethylcarbamazine,"An anthelmintic used primarily as the citrate in the treatment of filariasis, particularly infestations with Wucheria bancrofti or Loa loa.",DB00711,3052.0
CCN(CC)C(=O)NC1=CC=C(OCC(O)CNC(C)(C)C)C(=C1)C(C)=O,Celiprolol,Celiprolol,"Celiprolol is indicated for the management of mild to moderate hypertension and effort-induced angina pectoris. It is simultaneously a selective β1 receptor antagonist, a β2 receptor partial agonist and a weak α2 receptor antagonist. In 2010 a clinical trial has suggested a use for this medication in the prevention of vascular complications of a rare inherited disease called vascular Ehlers–Danlos syndrome. This study demonstrated decreased incidence of arterial rupture or dissection (a specific type of arterial rupture in which the layers of the vessel separate prior to complete failure of the artery wall). Celiprolol is not approved for use by the FDA in the treatment of vascular Ehlers–Danlos syndrome.",DB04846,2663.0
CCN(CC)C(C)CN1C2=CC=CC=C2SC2=CC=CC=C12,Profenamine,Profenamine,"Profenamine (also known as ethopropazine) is a medication derived from phenothiazine. It is primarily used as an antidyskinetic to treat Parkinsonism. It is sold under the trade name Parsitan in Canada. In the US, the marketing of profenamine has been discontinued.",DB00392,3290.0
CCN(CC)C1=CC(C)=NC2=NC=NN12,Trapidil,Trapidil,"Trapidil, a platelet-derived growth factor antagonist, was originally developed as a vasodilator and anti-platelet agent and has been used to treat patients with ischemic coronary heart, liver, and kidney disease.",DB09283,5531.0
CCN(CC)C1=CC=C(C=C1)C(=C1C=CC(C=C1)=[N+](CC)CC)C1=C(C=C(C(O)=C1)S(O)(=O)=O)S(O)(=O)=O,Patent Blue,Patent Blue V,Patent blue V is an iminium ion that is a dark bluish synthetic dye used as a food colouring agent It has a role as a dye and an allergen.,DB13967,
CCN(CC)CC(=O)OC1=CC=C(NC(C)=O)C=C1,Propacetamol,Propacetamol,"Propacetamol is a non-opioid analgesic devoid of the major contraindications. It is a derivative of [acetaminophen], or paracetamol, with the molecular formula glycine, N, N-diethyl-,4-(acetylamino)phenyl ester. Propacetamol is a parenteral formulation of paracetamol and thus, it is a prodrug that is completely hydrolyzed to paracetamol. It is not available in the United States but this prodrug has been widely used in other countries such as France since 1985.",DB09288,68865.0
CCN(CC)CC1=C(O)C=CC(NC2=C3C=CC(Cl)=CC3=NC=C2)=C1,Amodiaquine,Amodiaquine,A 4-aminoquinoquinoline compound with anti-inflammatory properties.,DB00613,2165.0
CCN(CC)CCCC(C)NC1=C2C=C(OC)C=CC2=NC2=C1C=CC(Cl)=C2,Quinacrine,Quinacrine,An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2.,DB01103,237.0
CCN(CC)CCCN(C1CC2=CC=CC=C2C1)C1=CC=CC=C1,Aprindine,Aprindine,Aprindine is a cardiac depressant used in arrhythmias.,DB01429,2218.0
CCN(CC)CCNC(=O)C1=CC(=CC=C1OC)S(C)(=O)=O,Tiapride,Tiapride,Tiapride is a selective D2 and D3 dopamine receptor blocker in the brain.,DB13025,5467.0
CCN(CC)CCNC(=O)C1=CC(Br)=C(N)C=C1OC,Bromopride,Bromopride,Bromopride is a dopamine antagonist used as an antiemetic. Its prokinetic properties are similar to those of metoclopramide. It is unavailable in America or the United Kingdom.,DB09018,2446.0
CCN(CC)CCNC1=C2C(=O)C3=CC=CC=C3SC2=C(C)C=C1,Lucanthone,Lucanthone,"One of the schistosomicides, it has been replaced largely by hycanthone and more recently praziquantel. (From Martindale The Extrapharmacopoeia, 30th ed., p46). It is currently being tested as a radiation sensitizer.",DB04967,10180.0
CCN(CC)CCOC(=O)C1=CC=C(N)C=C1.[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O,Procaine benzylpenicillin,Penicillin G Procaine,"Procaine benzylpenicillin (INN), also known as procaine G penicillin, is an injectable antiobiotic. It is a poorly soluble salt form of penicillin which is a combination of naturally occuring benzylpenicillin (penicillin G) and the local anaesthetic agent procaine in equimolar amounts. Procaine benzylpenicillin is administered by deep intramuscular injection. It is slowly absorbed and hydrolyzed to benzylpenicillin. This drug is used where prolonged exposure to benzylpenicillin at a low concentration is required. This combination is aimed at reducing the pain and discomfort associated with a large intramuscular injection of penicillin. It is widely used in veterinary settings. Benzylpenicillin is active against a wide range of organisms and is the drug of first choice for many infections.",DB09320,5903.0
CCN(CCCCOC(=O)C1=CC(OC)=C(OC)C=C1)C(C)CC1=CC=C(OC)C=C1,Mebeverine,Mebeverine,Mebeverine has been investigated for the treatment of Irritable Bowel Syndrome and Post-cholecystectomy Gastrointestinal Spasms.,DB12554,4031.0
CCN1C=C(C(O)=O)C(=O)C2=C1C=C(C=C2)C1=CC=NC=C1,Rosoxacin,Rosoxacin,"Rosoxacin is a quinolone derivative antibiotic for the treatment of bacterial infection of respiratory tract, urinary tract, GI, CNS and immuno compromised patients. Rosoxacin is known to be effective against penicillin resistant strains and is a single dose orally administered drug, which avoids all complications of parenteral administration seen with penicillin, especially anaphylactic shock.",DB00817,287180.0
CCN1C=C(C(O)=O)C(=O)C2=CC(F)=C(C=C12)N1CCN(C)CC1,Pefloxacin,Pefloxacin,A synthetic broad-spectrum fluoroquinolone antibacterial agent active against most gram-negative and gram-positive bacteria.,DB00487,51081.0
CCN1C=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC1=O,Sulfacytine,Sulfacytine,"Sulfacytine is a short-acting sulfonamide. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections.  Sulfacytine is a competitive inhibitor of the enzyme dihydropteroate synthetase. It inhibits bacterial synthesis of of dihydrofolic acid by preventing the condensation of the pteridine with para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.",DB01298,5322.0
CCN1CCCC1CNC(=O)C1=C(OC)C=CC(=C1)S(N)(=O)=O,Sulpiride,Sulpiride,"Sulpiride first appeared in published literature in 1967. Clinical studies show a greater effect on treating the negative symptoms of schizophrenia rather than positive symptoms at low doses, though the effects are more equal at higher doses.  Sulpiride is not approved by the FDA, Health Canada, or the EMA; though it is approved in individual European countries.",DB00391,5355.0
CCN1CCC[C@H]1CNC(=O)C1=C(OC)C=CC(Br)=C1OC,Remoxipride,Remoxipride,Remoxipride is an atypical antipsychotic agent that is specific for dopamine D2 receptors. It gained approval in the UK in 1989 but was withdrawn in 1993 after it was found to be associated with an increased incidence of aplastic anemia.,DB00409,54477.0
CCN1CCN(CC1)C1=NC2=C(CCCCCC2)C(=C1)C1=CC=C(F)C=C1,Blonanserin,Blonanserin,"Blonanserin is an atypical antipsychotic approved in Japan in January, 2008. It offers improved tolerability as it lacks side effects such as extrapyramidal symptoms, excessive sedation, or hypotension. As a second-generation (atypical) antipsychotic, it is significantly more efficacious in the treatment of the negative symptoms of schizophrenia compared to first-generation (typical) antipsychotics.",DB09223,125564.0
CCNC1C2CCC(C2)C1C1=CC=CC=C1,Fencamfamin,Fencamfamin,"Fencamfamin (Glucoenergan, Reactivan) is a stimulant which was developed in the 1960s as an appetite suppressant, but was later withdrawn for this application due to problems with dependence and abuse. It is around half the potency of [dexamphetamine], and is prescribed at a dose of 10-60mg, although abusers of the drug tend to rapidly develop tolerance and escalate their dose. Fencamfamin is used for treating depressive day-time fatigue, lack of concentration and lethargy. It is especially useful in patients with chronic conditions due to its favourable safety profile.",DB01463,14584.0
CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC,Nitrendipine,Nitrendipine,"Nitrendipine is a calcium channel blocker with marked vasodilator action. It is an effective antihypertensive agent and differs from other calcium channel blockers in that it does not reduce glomerular filtration rate and is mildly natriuretic, rather than sodium retentive.",DB01054,4507.0
CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C)C(=O)OCC,Lacidipine,Lacidipine,"Lacidipine is a lipophilic dihydropyridine calcium antagonist with an intrinsically slow onset of activity. Due to its long duration of action, lacidipine does not lead to reflex tachycardia. It displays specificity in the vascular smooth muscle, where it acts as an antihypertensive agent to dilate peripheral arterioles and reduce blood pressure. Compared to other dihydropyridine calcium antagonists, lacidipine exhibits a greater antioxidant activity which may confer potentially beneficial antiatherosclerotic effects. Lacidipine is a highly lipophilic molecule that interacts with the biological membranes. Through radiotracer analysis, it was determined that lacidipine displays a high membrane partition coefficient leading to accumulation of the drug in the membrane and slow rate of membrane washout. When visualized by small-angle X-ray diffraction with angstrom resolution to examine its location within the membranes, lacidipine was found deep within the membrane's hydrocarbon core. These results may explain the long clinical half-life of lacidipine.   In randomised, well-controlled trials, administration of daily single-dose lacidipine ranging from 2-6 mg demonstrated comparable antihypertensive efficacy similar to that of other long-acting dihydropyridine calcium antagonists, thiazide diuretics, atenolol (a beta-blocker) and enalapril (an ACE inhibitor). It is available as once-daily oral tablets containing 2 or 4 mg of the active compound commonly marketed as Lacipil or Motens. It is not currently FDA-approved.",DB09236,5311217.0
CCOC(=O)C1N=C(C2=CC=CC=C2F)C2=C(NC1=O)C=CC(Cl)=C2,Ethyl loflazepate,Ethyl loflazepate,"Ethyl loflazepate is a benzodiazepine derivative with a fluorinated aromatic ring and a carboxylic acid esterified with ethanol. It features a complex triazolo ring fused to a diazepine structure, indicative of its use in anxiety management and sedative medications.",DB01545,3299.0
CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC,Malathion,Malathion,"Malathion is a well-known organophosphate insecticide, Malathion features a diethyl dithiophosphate group linked to a carbonyl and additional ether functionalities. It is widely used in agriculture and public health for controlling a variety of insects by targeting their nervous system.",DB00772,4004.0
CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=O)NCC1=CC=C(C=C1)C(\N)=N\O)C1CCCCC1,Ximelagatran,ethyl 2-[[(1R)-1-cyclohexyl-2-[(2S)-2-[[4-[(E)-N'-hydroxycarbamimidoyl]phenyl]methylcarbamoyl]azetidin-1-yl]-2-oxoethyl]amino]acetate,"Ximelagatran is an anticoagulant intended to become a replacement for warfarin by overcoming the dietary restrictions, drug interaction, and monitoring issues associated with the former. In 2006, its manufacturer AstraZeneca announced that it would not attempt to market ximelagatran after reports of hepatotoxicity (liver damage) during trials, and to discontinue its distribution in countries where the drug had been approved.",DB04898,9574101.0
CCOC(=O)N1C=CN(C)C1=S,Carbimazole,Carbimazole,"An imidazole antithyroid agent. Carbimazole is metabolized to methimazole, which is responsible for the antithyroid activity.",DB00389,31072.0
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CC2(C[C@H]1C(O)=O)SCCS2,Spirapril,Spirapril,Spirapril is an ACE inhibitor antihypertensive drug used to treat hypertension. Spirapril is converted to the active spiraprilat after administration. ACE inhibitors are used primarily in treatment of hypertension and congestive heart failure.,DB01348,5311447.0
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]1CCCN2CCC[C@H](N2C1=O)C(O)=O,Cilazapril,Cilazapril,"Cilazapril is an ACE inhibtor class drug used in the treatment of hypertension and heart failure. It belongs to the angiotensin-converting enzyme inhibitors (ACE inhibitors) class of drugs.  It is a prodrug that is hydrolyzed after absorption to its main metabolite cilazaprilat. It is branded as Inhibace in Canada and other countries, Vascace and Dynorm in a number of European countries, among many other names. None of these varieties are available in the United States.",DB01340,56330.0
CCOC(=O)[N-]C1=C[N+](=NO1)N1CCOCC1,Molsidomine,SIN-10;Morsydomine,"Molsidomine is an orally active, long-acting vasodilator, which belongs to the class of medications known as syndnones. Interestingly, it is being studied as being a preventive measure in cerebral infarction.",DB09282,5353788.0
CCOC1=C(OCC)C(OCC)=C(N)C2=C1C(OC2=O)C1N(C)CCC2=CC3=C(OCO3)C(OC)=C12,Tritoqualine,Tritoqualine,"Tritoqualine is a complex heterocyclic molecule containing multiple ether and amine functionalities along with a benzimidazole core. It is used as an antihistamine, effective for treating allergies by inhibiting the release or action of histamine.",DB13711,
CCOC1=CC(N)=C(C=C1C(=O)NC1CCN(CC2CCC=CC2)CC1)[N+]([O-])=O,Cinitapride,Cinitapride,Cinitapride is a gastroprokinetic agent and antiulcer benzamide with agonist activity at 5-HT1 and 5-HT4 receptors and antagonist activity at 5-HT2 receptors. It is marketed in Spain and Mexico.,DB08810,68867.0
CCOC1=CC=CC=C1OCC1CNCCO1,Viloxazine,Viloxazine,"Viloxazine is a selective norepinephrine reuptake inhibitor. For decades, an immediate-release formulation of viloxazine has been used in Europe as an antidepressant. It was first approved in the UK in 1974; however, the immediate-release formulation was discontinued due to business reasons unrelated to drug safety and efficacy. In the US, viloxazine was assigned an orphan drug designation in 1984 under the brand name CATATROL: while this product was intended to treat cataplexy and narcolepsy, the drug was never approved for these therapeutic indications. In April 2021, an extended-release formulation of viloxazine under the brand name QELBREE was approved by the FDA for the treatment of attention deficit hyperactivity disorder (ADHD).",DB09185,5666.0
CCOC1=NC2=C(N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN=NN1)C(=CC=C2)C(=O)OC(C)OC(=O)OC1CCCCC1,Candesartan cilexetil,Candesartan Cilexetil,"Candesartan is an angiotensin-receptor blocker (ARB) that may be used alone or with other agents to treat hypertension. It is administered orally as the prodrug, candesartan cilexetil, which is rapidly converted to its active metabolite, candesartan, during absorption in the gastrointestinal tract. Candesartan lowers blood pressure by antagonizing the renin-angiotensin-aldosterone system (RAAS); it competes with angiotensin II for binding to the type-1 angiotensin II receptor (AT1) subtype and prevents the blood pressure increasing effects of angiotensin II. Unlike angiotensin-converting enzyme (ACE) inhibitors, ARBs do not have the adverse effect of dry cough. Candesartan may be used to treat hypertension, isolated systolic hypertension, left ventricular hypertrophy and diabetic nephropathy. It may also be used as an alternative agent for the treatment of heart failure, systolic dysfunction, myocardial infarction and coronary artery disease.",DB00796,2540.0
CCOCCN1C(=NC2=CC=CC=C12)C1CCN(CCC2=CC=C(C=C2)C(C)(C)C(O)=O)CC1,Bilastine,Bilastine,"Bilastine is a novel new-generation antihistamine that is highly selective for the H1 histamine receptor, has a rapid onset and prolonged duration of action.",DB11591,185460.0
CCOCCN1C(=NC2=CC=CC=C12)N1CCCN(C)CC1,Emedastine,Emedastine,Emedastine is an antihistamine used in eye drops to treat allergic conjunctivitis.,DB01084,3219.0
CC[C@@]12C=CCN3CC[C@@]4([C@H]13)[C@@H](N(C)C1=CC(OC)=C(C=C41)[C@]1(C[C@@H]3C[C@H](C[N@@](C3)CC3=C1NC1=CC=CC=C31)C(C)(F)F)C(=O)OC)[C@](O)([C@@H]2OC(C)=O)C(=O)OC,Vinflunine,Vinflunine,"Vinflunine is a third-generation member of the vinca alkaloid family with anti-tumour actions. It was first described in 1998 at the Pierre Fabre research center in France. Like other vinca agents, vinflunine is an anti-mitotic agent that induces a cell cycle arrest at the G2/M phase and promotes cell death via apoptosis. Vinflunine is a microtubule inhibitor that binds to tubulin at or near to the vinca binding sites to inhibits its polymerization into microtubules during cell proliferation. In murine tumors and human tumor xenografts, vinflunine exhibits an antitumor efficacy than [DB00361], [DB00570], and [DB00541].   Having an incidence of 429,700 new cases per year worldwide, urothelial carcinoma of the bladder is one of the most common malignancies that mostly affects individuals aged 50–79 years. Some patients with advanced urothelial carcinoma experience inadequate therapeutic response from a prior platinum-containing regimen. While these patients have a median survival of approximately 4 months and a poor prognosis, there is currently no standard therapy in patients with advanced urothelial carcinoma. In 2009, vinflunine was approved by the European Medicines Agency (EMA) as a second-line therapy of metastatic and advanced urothelial cancer after failure of platinum-based treatment. Vinflunine ditartrate is an active ingredient in the EMA-authorised product Javlor for intravenous infusion. Efficacy and safety of vinflunine has not been studied in patients with performance status of 2 or less. The clinical use of vinflunine in other urologic malignancies, such as inoperable cancer of the penis, are currently have been investigated.",DB11641,
CC[C@H](C)[C@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](N)CO)[C@@H](C)CC)[C@@H](C)O)C(C)C)[C@@H](C)O)C(=O)N[C@@H](C)C(N)=O,Corticorelin ovine triflutate,Corticorelin Ovine,"Corticorelin Ovine is a recombinant ovine corticotropin-releasing hormone (CRH), a 41 amino acids peptide similar to human CRH, used as a diagnostic agent. Corticorelin ovine is a potent stimulator of adrenocorticotropic hormone (ACTH), secreted from the anterior pituitary gland. In turn, ACTH stimulates cortisol production from the adrenal cortex and is regulated by a negative feedback mechanism. Corticorelin ovine triflutate is used as a diagnostic tool in differentiating pituitary and ectopic production of ACTH.",DB09067,16132344.0
CC[C@H](NC(C)C)[C@H](O)C1=C2C=CC(=O)NC2=C(O)C=C1,Procaterol,"8-hydroxy-5-[(1R,2S)-1-hydroxy-2-[(propan-2-yl)amino]butyl]-1,2-dihydroquinolin-2-one",A long-acting beta-2-adrenergic receptor agonist. It is a potent bronchodilator that may be administered orally or by aerosol inhalation.,DB01366,688561.0
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)C(=NOCOCCOC)[C@H](C)[C@@H](O)[C@]1(C)O,Roxithromycin,Roxithromycin,"Roxithromycin is a semi-synthethic macrolide antibiotic that is structurally and pharmacologically similar to [erythromycin], [azithromycin], or [clarithromycin]. It was shown to be more effective against certain Gram-negative bacteria, particularly Legionella pneumophila. Roxithromycin exerts its antibacterial action by binding to the bacterial ribosome and interfering with bacterial protein synthesis. It is marketed in Australia as a treatment for respiratory tract, urinary and soft tissue infections.",DB00778,6915744.0
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)[C@@H]2N[C@@H](COCCOC)O[C@H]([C@H]2C)[C@]1(C)O,Dirithromycin,Dirithromycin,"Dirithromycin is a macrolide glycopeptide antibiotic used to treat many different types of bacterial infections, such as bronchitis, pneumonia, tonsillitis, and even skin infections.",DB00954,6473883.0
CC[C@H]1[C@@H]2C[C@H]3[C@@H]4N(C)C5=CC=CC=C5[C@]44C[C@@H](C2[C@H]4O)N3[C@@H]1O,Ajmaline,"(5aR,6S,8S,10S,11S,11aS,12aR,13R)-5-methyl-5a,6,8,9,10,11,11a,12-octahydro-5H-6,10:11,12a-dimethanoindolo[3,2-b]quinolizine-8,13-diol",Ajmaline is a monoterpenoid indole alkaloid that consists of ajmalan substituted at positions 17 and 21 by hydroxy groups. It is a monoterpenoid indole alkaloid and a hemiaminal. It is a conjugate base of an ajmalinium. It derives from a hydride of an ajmalan.,DB01426,441080.0
CC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1C=C[C@@]2(O)C#C,Gestodene,GESTODENE,"Gestodene is a progestogen hormonal contraceptive. Products containing gestoden include Meliane, which contains 20 mcg of ethinylestradiol and 75 mcg of gestodene; and Gynera, which contains 30 mcg of ethinylestradiol and 75 mcg of gestodene.",DB06730,3033968.0
CC[N+](C)(CC)CCOC(=O)C(O)(C1CCCCC1)C1=CC=CC=C1,Oxyphenonium,Oxyphenonium,"Oxyphenonium is a quaternary ammonium compound, Oxyphenonium is characterized by a diphenyl structure attached to an ether and a carbonyl group. It is used as an antispasmodic agent, reducing spasms in the muscles of the gastrointestinal tract.",DB00219,5749.0
CC[N+](C)(CC)CCOC(=O)C1C2=CC=CC=C2OC2=CC=CC=C12,Methantheline,Methantheline,"Methantheline is a synthetic antispasmodic. Antispasmodics are used to relieve cramps or spasms of the stomach, intestines, and bladder. Methantheline is used to treat intestine or stomach ulcers (peptic ulcer disease), intestine problems (irritable bowel syndrome), pancreatitis, gastritis, biliary dyskinesia, pylorosplasm, or urinary problems (reflex neurogenic bladder in children).",DB00940,4097.0
CN(C(=O)CN(CCO)CC(=O)N(C)C(C)(C)CC1=CC=CC=C1)C(C)(C)CC1=CC=CC=C1,Oxetacaine,Oxethazaine,"Oxetacaine, also called oxethazaince, is a potent surface analgesic with the molecular formula N, N-bis-(N-methyl-N-phenyl-t-butyl-acetamide)-beta-hydroxyethylamine that conserves its unionized form at low pH levels. Its actions have shown to relieve dysphagia, relieve pain due to reflux, chronic gastritis, and duodenal ulcer. Oxetacaine is approved by Health Canada since 1995 for its use as an antacid combination in over-the-counter preparations. It is also in the list of approved derivatives of herbal products by the EMA.",DB12532,4621.0
CN(C(=S)OC1=CC2=CC=CC=C2C=C1)C1=CC=CC(C)=C1,Tolnaftate,Tolnaftate,"Tolnaftate is a synthetic over-the-counter anti-fungal agent. It may come as a cream, powder, spray, or liquid aerosol, and is used to treat jock itch, athlete's foot and ringworm. It is sold under several brand names, most notably Tinactin and Odor Eaters.",DB00525,5510.0
CN(C)C(=O)OC1=CC(=CC(OC(=O)N(C)C)=C1)C(O)CNC(C)(C)C,Bambuterol,Bambuterol,Bambuterol is a long acting beta-adrenoceptor agonist used in the treatment of asthma. It is a prodrug of terbutaline.,DB01408,54766.0
CN(C)C(=O)OC1N=C(C2=CC=CC=C2)C2=C(C=CC(Cl)=C2)N(C)C1=O,Camazepam,Camazepam,"Camazepam is a benzodiazepine which is a dimethyl carbamate ester of tamzepam, a metabolite of diazepam. Similarly to other drugs in its class, it has antxiolytic, anticonvulsant, hypnotic, and skeletal muscle relaxant properties. However, unlike other benzodiapeines camazepam is predominantly anxiolytic and is relatively weak as an anticonvulsant, hypnotic and skeletal muscle relaxant.  Camazepam also has less side effects, such as impaired cognition and reaction times, compared to other benzodiazepines. However, impairment of cognition and disrupted sleep patterns will occur at doses higher than 40mg of carazepam. Camazepam is also believed to increase attention, and is associated with skin disorders.    In the United States camazepam is regulated as a Schedule IV controlled substance.",DB01489,37367.0
CN(C)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1,Aminophenazone,Aminopyrine,"Aminophenazone is a pyrazolone with analgesic, anti-inflammatory, and antipyretic properties that carries a risk of agranulocytosis. In biomedical applications, radiolabelled (13C-labeled) aminophenazone has been used in breath tests to measure the cytochrome P-450 metabolic activity in liver function tests. The FDA suspended the use of aminophenazone due to its association with agranulocytosis, a life-threatening side effect.",DB01424,6009.0
CN(C)C1=CC2=C(C=C1)[N+](C)=C(\C=C\C1=C(C)N(C(C)=C1)C1=CC=CC=C1)C=C2,Pyrvinium,Pyrvinium,"Pyrvinium is an anthelmintic effective for pinworms. Several forms of pyrvinium have been prepared with variable counter anions, such as halides, tosylate, triflate and pamoate. Pyrvinum's anti-cancer properties are currently under investigation.",DB06816,5281035.0
CN(C)CC1=NN=C2CN=C(C3=CC=CC=C3)C3=C(C=CC(Cl)=C3)N12,Adinazolam,Adinazolam,"Adinazolam (Deracyn?) is a benzodiazepine derivative with anxiolytic, anticonvulsant, sedative, and antidepressant properties. Adinazolam was first developed to enhance the antidepressant effects of [alprazolam]. It has never been approved by the FDA for clinical use.",DB00546,37632.0
CN(C)CCC(C1=CC=CC=C1)C1=CC=CC=N1,Pheniramine,Pheniramine,"Pheniramine is a first-generation antihistamine in the alkylamine class, similar to [brompheniramine] and [chlorpheniramine]. It is used in  some over-the-counter allergy as well as cold & flu products in combination with other drugs. Pheniramine's use as an anti-allergy medication has largely been supplanted by second-generation antihistamines such as [cetirizine] and [loratadine].",DB01620,4761.0
CN(C)CCCN1C2=CC=CC=C2C(C)(C)C2=CC=CC=C12,Dimetacrine,Dimetacrine,"Dimetacrine is also known as dimethacrine or acripamine. It is marketed under the names Istonil, Istonyl, Linostil, and Miroistonil. Dimetacrine is a tricyclic antidepressant (TCA) with imipramine-like effects used in Europe for the treatment of depression. Dimetacrine is no longer used in Japan.",DB08996,94280.0
CN(C)CCCN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O,Acepromazine,Acepromazine,"Acepromazine is one of the phenothiazine derivative psychotropic drugs, used little in humans, however frequently in animals as a sedative and antiemetic.",DB01614,6077.0
CN(C)CCCOC1=NN(CC2=CC=CC=C2)C2=CC=CC=C12,Benzydamine,Benzydamine,"Benzydamine (also known as Tantum Verde or Difflam), available as the hydrochloride salt, is a locally-acting nonsteroidal anti-inflammatory drug (NSAID) with local anaesthetic and analgesic properties. It is used topically for pain relief and anti-inflammatory treatment of the mouth, throat, or muscoskeletal system.  Although the indazole analogue benzydamine is a non-steroidal anti-inflammatory drug (NSAID), it has various physicochemical properties and pharmacologic activities that are different from those of traditional aspirin-like NSAIDs but facilitate benzydamine's mechanism of action as an effective locally-acting NSAID with local anaesthetic and analgesic properties. Moreover, unlike aspirin-like NSAIDs which are acids or metabolised to acids, benzydamine is in fact a weak base.",DB09084,12555.0
CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1,Chloropyramine,Chloropyramine,"Chlorpyramine is a first generation antihistamine used in Eastern European countries to treat bronchial asthma as well as allergice rhinitis, allergic conjunctivitis, and other allergic reactions. It is also indicated for Quincke's edema, allergic reactions to insect bites, food and drug allergies, and anaphylactic shock.",DB08800,25295.0
CN(C)CCOC(C1=CC=CC=C1)C1=CC=C(Br)C=C1,Bromodiphenhydramine,Bromazine,Bromodiphenhydramine is an ethanolamine antihistamine with antimicrobial property. Bromodiphenhydramine is used in the control of cutaneous allergies. Ethanolamine antihistamines produce marked sedation in most patients.,DB01237,2444.0
CN(C)CCOC1=CC2=CC=CC=C2SC2=CC=C(Cl)C=C12,Zotepine,Zotepine,"Zotepine, with the formula (2-chloro-11-(2-dimethyl-amino-ethoxy)-dibenzo thiepin, is a neuroleptic drug. It was designed and synthesized by Fujisawa Pharmaceutical Co Ltd. It has been used as an antipsychotic in Japan, India and some places in Europe like UK and Germany since 1980's. Zotepine was never approved by the FDA. In 1993, it was classified as inactive drug substance (Status I, Type II) and in 1995 the FDA studied the manufacturing procedures of Zotepine tablets in Germany, but the status remained inactive. When the analysis of antipsychotics was retaken in 2016 by the FDA, zotepine did not reach the threshold effect to be further studied.. In the EMA, by 2015 it was under pharmacovigilance studies for the potential treatment of acute renal failure.",DB09225,5736.0
CN(C)CC\C=C1\C2=CC=CC=C2SC2=CC=C(Cl)C=C12,Chlorprothixene,Chlorprothixene,"Chlorprothixene is a typical antipsychotic drug of the thioxanthene (tricyclic) class. Chlorprothixene exerts strong blocking effects by blocking the 5-HT2 D1, D2, D3, histamine H1, muscarinic and alpha1 adrenergic receptors.",DB01239,667466.0
CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3N2CCCN2CCC(CCO)CC2)C=C1,Pipotiazine,Pipotiazine,"Pipotiazine has actions similar to those of other phenothiazines. Among the different phenothiazine derivatives, it appears to be less sedating and to have a weak propensity for causing hypotension or potentiating the effects of CNS depressants and anesthetics. However, it produces a high incidence of extra pyramidal reactions. It is used for the maintenance treatment of chronic non-agitated schizophrenic patients. Symptoms of overdose include severe extrapyramidal manifestations, hypotension, lethargy and sedation.",DB01621,62867.0
CN(C)S(=O)(=O)C1=CC2=C(SC3=CC=CC=C3N2CCCN2CCN(C)CC2)C=C1,Thioproperazine,Thioproperazine,"Thioproperazine is a potent neuroleptic with antipsychotic properties. Thioproperazine has a marked cataleptic and antiapomorphine activity associated with relatively slight sedative, hypothermic and spasmolytic effects. It is virtually without antiserotonin and hypotensive action and has no antihistaminic property. It is used for the  treatment of all types of acute and chronic schizophrenia, including those which did not respond to the usual neuroleptics; manic syndromes.",DB01622,9429.0
CN(CC#C)CC1=CC=CC=C1,Pargyline,pargyline,Pargyline is a monoamine oxidase inhibitor with antihypertensive properties.,DB01626,4688.0
CN(CC1=CC2=C(NC(C)=NC2=O)C=C1)C1=CC=C(S1)C(=O)N[C@@H](CCC(O)=O)C(O)=O,Raltitrexed,Raltitrexed,"Raltitrexed (brand name Tomudex?) is a chemotherapy drug manufactured AstraZeneca Company, is an antimetabolite used in chemotherapy. It is an inhibitor of thymidylate synthase.",DB00293,104758.0
CN(CC1=CC=C(C=C1)C(C)(C)C)CC1=CC=CC2=CC=CC=C12,Butenafine,Butenafine,"Butenafine hydrochloride is a synthetic benzylamine antifungal agent. Butenafine's mechanism of action is believed to involve the synthesis inhibition of sterols. In particular, butenafine acts to inhibit the activity of the squalene epoxidase enzyme that is essential in the formation of sterols necessary for fungal cell membranes.",DB01091,2484.0
CN(CC=CC1=CC=CC=C1)CC1=CC=CC2=CC=CC=C12,Naftifine,N-methyl-N-(1-naphthalenylmethyl)-3-phenyl-2-propen-1-amine,"This molecule contains a naphthylmethyl group and a phenylpropenylamine structure, suggesting its use in the chemical synthesis of compounds with potential pharmacological activities, possibly as an intermediate in organic synthesis.",DB00735,73342.0
CN(CCO)CC(O)CN1C=NC2=C1C(=O)N(C)C(=O)N2C,Xanthinol,Xanthinol,Xanthinol is a very potent water-soluble derivative of niacin that can be found in diet supplements. It is also known as xanthinol nicotinate. Xaninthol is known to be a potent vasodilator that can easily pass through the cell membrane and once inside the cell it causes an increase in glucose metabolism resulting in an increased energy. It was approved as a drug in 1998 in Canada and nowadays its status is cancelled post marketing.,DB09092,9913.0
CN(CS(O)(=O)=O)C1=C(C)N(C)N(C1=O)C1=CC=CC=C1,Metamizole,Metamizole,"Metamizole (dipyrone) is a pyrazolone derivative that belongs to the group of nonacid nonopioids. It is considered a potent analgesic and antipyretic with favourable gastrointestinal tolerability. Metamizole was formerly marketed in the US as Dimethone tablets and injection, Protemp oral liquid, and other drug products, and was withdrawn due to its association with potentially fatal agranulocytosis. Approvals of the NDA's for metamizole drug products were withdrawn on June 27, 1977 (see the Federal Register of June 17, 1977, 42 FR 30893). In 1963, metamizole was withdrawn from the Canadian market and banned in the UK, France, Sweden, Norway and Australia. Metamizole is still used in certain countries in Europe, Asia and South America.",DB04817,522325.0
CN1C(=O)NC(=O)C(C)(C1=O)C1=CCCCC1,Hexobarbital,Hexobarbital,A barbiturate that is effective as a hypnotic and sedative.,DB01355,3608.0
CN1C(C(=O)NC2=CC=CC=N2)=C(O)C2=C(C=C(Cl)S2)S1(=O)=O,Lornoxicam,Lornoxicam,"Lornoxicam (chlortenoxicam) is a new nonsteroidal anti-inflammatory drug (NSAID) of the oxicam class with analgesic, anti-inflammatory and antipyretic properties. Lornoxicam differs from other oxicam compounds in its potent inhibition of prostaglandin biosynthesis, a property that explains the particularly pronounced efficacy of the drug. Lornoxicam is approved for use in Japan.",DB06725,54690031.0
CN1C(C(=O)NC2=CC=CC=N2)=C(O)C2=C(C=CS2)S1(=O)=O,Tenoxicam,Tenoxicam,"Tenoxicam, an antiinflammatory agent with analgesic and antipyretic properties, is used to treat osteoarthritis and control acute pain.",DB00469,54677971.0
CN1C(CCl)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O,Methyclothiazide,Methyclothiazide,"A thiazide diuretic with properties similar to those of hydrochlorothiazide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p825)",DB00232,4121.0
CN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C1=CC=CC=C1F,Flunitrazepam,Flunitrazepam,Flunitrazepam is a benzodiazepine with pharmacologic actions similar to those of diazepam that can cause anterograde amnesia. Some reports indicate that it is used as a date rape drug and suggest that it may precipitate violent behavior. The United States Government has banned the importation of this drug.,DB01544,3380.0
CN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C1=CC=CC=C1Cl,Lormetazepam,Lormetazepam,Lormatazepam is an orally available benzodiazepine used in the UK for the treatment of short-term insomnia. It is marketed by Auden Mckenzie (Pharma Division) in 0.5 and 1 mg tablet formulations.,DB13872,13314.0
CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1F,Fludiazepam,Fludiazepam,"Fludiazepam is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is a scheduled drug in the U.S., but is approved for use in Japan.",DB01567,3369.0
CN1C2=C(C=C(Cl)C=C2)C2(OC(C)=CC(=O)N2CC1=O)C1=CC=CC=C1,Ketazolam,Ketazolam,"Ketazolam is a benzodiazepine derivative with anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant activity. Ketazolam is not approved in Canada or America.",DB01587,33746.0
CN1C2=C(N(CC3OCCO3)C=N2)C(=O)N(C)C1=O,Doxofylline,Doxofylline,"Doxofylline is a methylxanthine derivative with the presence of a dioxolane group in position 7. As a drug used in the treatment of asthma, doxofylline has shown similar efficacy to theophylline but with significantly fewer side effects in animal and human studies. In contrast with other xanthine derivatives, doxofylline does not significantly bind to adenosine alpha-1 or alpha-2 receptors and lacks stimulating effects. Decreased affinity for adenosine receptors may account for the better safety profile of doxofylline compared to theophylline. Unlike theophylline, doxofylline does not affect calcium influx and does not antagonize the actions of calcium channel blockers which could explain reduced cardiac adverse reactions associated with the drug. The anti-asthmatic effects of doxophylline are mediated by other mechanisms, primarily through inhibiting the activities of the phosphodiesterase (PDE) enzyme.",DB09273,50942.0
CN1C2=CC=CC=C2C(NCCCCCCC(O)=O)C2=C(C=C(Cl)C=C2)S1(=O)=O,Tianeptine,Tianeptine,"Tianeptine is a drug used primarily in the treatment of major depressive disorder and has been studied in the treatment of irritable bowel syndrome (IBS). Structurally, it is classified as a tricyclic antidepressant (TCA), however, it possesses different pharmacological properties than typical tricyclic antidepressants.  Tianeptine was discovered and patented by The French Society of Medical Research in the 1960s. Currently, tianeptine is approved in France and manufactured and marketed by Laboratories Servier SA; it is also marketed in several other European countries under the trade name “Coaxil” as well as in Asia (including Singapore) and Latin America as “Stablon” and “Tatinol” but it is not available in Australia, Canada, New Zealand, the U.K. or the U.S.",DB09289,68870.0
CN1C=C(C(=O)[C@@H]2CCC3=C(C2)N=CN3)C2=C1C=CC=C2,Ramosetron,Ramosetron,"Ramosetron is a serotonin 5-HT3 receptor antagonist commonly employed to treat nausea and vomiting, in addition to certain diarrheal conditions. It is believed to have higher potency and longer antiemetic action than other 1st generation 5-HT3 antagonists such as ondansetron. Currently, ramosetron is only approved for use Japan and in certain Southeast Asian countries.",DB09290,108000.0
CN1C=NC2=C1C(=O)NC(=O)N2C,Theobromine,Theobromine,"Theobromine (3,7-dimethylxanthine) is the principle alkaloid in Theobroma cacao (the cacao bean) and other plants. A xanthine alkaloid that is used as a bronchodilator and as a vasodilator. It has a weaker diuretic activity than theophylline and is also a less powerful stimulant of smooth muscle. It has practically no stimulant effect on the central nervous system. It was formerly used as a diuretic and in the treatment of angina pectoris and hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, pp1318-9)",DB01412,5429.0
CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2,Pizotifen,Pizotifen,"Pizotifen belongs to the class of antamines and is related to [cyproheptadine]. It is a potent serotonin and tryptamine antagonist that has been used for migraine prevention for many years. It exhibits weak anticholinergic, antihistamine, and antikinin actions in addition to sedative and appetite-stimulating properties. Some patients receiving pizotifen treatment developed tolerance with the prolonged use of the drug. Numerous studies have revealed the potential antidepressant effects of pizotifen, which are independent of its antimigraine action. While it is suggested that pizotifen may act similarly to the classic tricyclic antidepressants, its full mechanism of antidepressant action is not fully elucidated. Pizotifen hydrochloride is an active ingredient in Sandomigran, which is used for the prophylactic management of migraines. Sandomigran is available in a number of countries but is not approved by the FDA nor EMA.",DB06153,27400.0
CN1CCC(CC1)=C1C2=NC=C(C=O)N2CCC2=CC=CC=C12,Alcaftadine,Alcaftadine,Alcaftadine is a H1 histamine receptor antagonist indicated for the prevention of itching associated with allergic conjunctivitis. This drug was approved in July 2010.,DB06766,19371515.0
CN1CCC(CC1)OC(C1=CC=CC=C1)C1=CC=CC=C1,Diphenylpyraline,Diphenylpyraline,"Diphenylpyraline is an antihistamine. Antihistamines used in the treatment of allergy act by competing with histamine for H 1-receptor sites on effector cells. Antihistamines prevent, but do not reverse, responses mediated by histamine alone. Antihistamines antagonize, in varying degrees, most of the pharmacological effects of histamine, including urticaria and pruritus.",DB01146,3103.0
CN1CCCC(CC2C3=CC=CC=C3SC3=CC=CC=C23)C1,Metixene,Metixene,Metixene (or methixene) is a anticholinergic used as an antiparkinsonian agent.,DB00340,4167.0
CN1CCN(CC(=O)N2C3=CC=CC=C3C(=O)NC3=C2N=CC=C3)CC1,Pirenzepine,Pirenzepine,"An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as cimetidine and ranitidine. It is generally well tolerated by patients.",DB00670,4848.0
CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN(CCF)C2=C1F)C(O)=O,Fleroxacin,Fleroxacin,Fleroxacin is a broad-spectrum antimicrobial fluoroquinolone. It strongly inhibits the DNA-supercoiling activity of DNA gyrase. Fleroxacin is not an inhibitor of CYP1A2.,DB04576,3357.0
CN1CCN(CCCN2C3=CC=CC=C3SC3=CC=CC=C23)CC1,Perazine,Perazine,"Perazine has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.",DB12710,4744.0
CN1CCN2C(C1)C1=CC=CC=C1CC1=CC=CC=C21,Mianserin,Mianserin,"A tetracyclic compound with antidepressant effects. Mianserin was previously available internationally, however in most markets it has been phased out in favour of [mirtazapine].",DB06148,4184.0
CN1N(C(=O)C=C1C)C1=CC=CC=C1,Antipyrine,Antipyrine,"An analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)",DB01435,2206.0
CN1N=C(SC1=NC(C)=O)S(N)(=O)=O,Methazolamide,Methazolamide,A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma.,DB00703,4100.0
CN1N=NC(=N1)C1=CC=C(C=N1)C1=CC=C(C=C1F)N1C[C@H](COP(O)(O)=O)OC1=O,Tedizolid phosphate,Tedizolid Phosphate,"Drug-resistant bacteria, such as methicillin-resistant Staphylococcus aureus, vancomycin-resistant Enterococcus faecium, and penicillin-resistant Streptococcus penumoniae, represent a massive public health threat. Tedizolid is a member of the oxazolidinone class of antibiotics, which includes the previously approved [linezolid] and is generally effective against multidrug-resistant Gram-positive bacteria. Tedizolid is indicated for the treatment of acute bacterial skin and skin structure infections (ABSSSI) and is generally more effective and more tolerable than [linezolid].  Tedizolid was approved by the FDA on June 20, 2014, for sale by Cubist Pharmaceuticals as tedizolid phosphate (SIVEXTRO?). This product is currently available as both an oral tablet and as a powder for intravenous injection.",DB09042,11476460.0
CNC1=NC=C(C=C1C)C1=CC=C2C(=O)C(=CN(C3CC3)C2=C1C)C(O)=O,Ozenoxacin,Ozenoxacin,"To date, ozenoxacin has been used in trials studying the treatment of impetigo.  As of December 11, 2017 the FDA approved Ferrer Internacional S.A.'s Xepi (ozenoxacin 1%) as a topically applied cream indicated for the treatment of impetigo caused by *Staphylococccus aureus* or *Streptococcus pyogenes* in adult and pediatric patients 2 months of age and older.  Despite being a common and highly contagious bacerial skin infection that affects millions of children and adults in the United States each year, ozenoxacin cream is a novel, non-fluorinated quinolone that has demonstrated safe and effective therapy in both the adult and pediatric population.",DB12924,9863827.0
CNCC12CCC(C3=CC=CC=C13)C1=CC=CC=C21,Benzoctamine,Benzoctamine,"Benzoctamine is a drug with two main uses. It can be used as a sedative which does not depress the respiratory system, but rather stimulates it. It can also be used as an anxiolytic with the same efficacy as chlordiazepoxide for treating anxiety neurosis.",DB09021,28425.0
CNCCC1=CC=CC=N1,Betahistine,Betahistine,"OBE101 is a new weight loss drug developed by Obecure Ltd. It is a new formulation that is based on the vertigo medication, Betahistine. Obecure is repurposing betahistine, which is an H1 receptor agonist and partial H3 receptor antagonist for the treatment of obese individuals and for other weight management indications.",DB06698,2366.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)(C)CN(C)CCC(C1=CC=CC=C1)C1=CC=CC=C1,Lercanidipine,Lercanidipine,Lercanidipine is a calcium channel blocker of the dihydropyridine class. It is sold under various commercial names including Zanidip.,DB00528,65866.0
COC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC=C1[N+]([O-])=O)C(=O)OCC(C)=O,Aranidipine,Aranidipine,"Aranidipine is a novel dihydropyridine derivative that gives rise to two active metabolites (M-1α and M-1β) that exhibit hypotensive activity. It is a calcium antagonist with the formula methyl 2-oxopropyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate. It was developed by Maruko Seiyaku, introduced by Taiho and launched in Japan in 1997.",DB09229,2225.0
COC(=O)C1=C(C)NC(C)=C([C@@H]1C1=CC=CC(=C1)[N+]([O-])=O)C(=O)O[C@@H]1CCCN(CC2=CC=CC=C2)C1,Benidipine,Benidipine,"Benidipine has the formula 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid methyl 1-(phenylmethyl)-3-piperidinyl ester hydrochloride. It is a synthetic dihydropyridine derivative that has anti-hypertensive and anti-anginal actions. It was originated in Japan by Kyowa Hakko, it is submitted for FDA approval and it is currently available in some Asian countries like India and Japan.",DB09231,656668.0
COC(=O)C1=C(C)NC(C)=C([C@H]1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)O[C@H]1CCN(CC2=CC=CC=C2)C1,Barnidipine,Barnidipine,"Barnidipine is a long-acting novel calcium antagonist that belongs to the dihydropyridine (DHP) group of calcium channel blockers. Used in the treatment of hypertension, barnidipine displays high affinity for the calcium channels of the smooth muscle cells in the vascular wall and selectivity against cardiovascular L-type calcium channels. Barnidipine contains two chiral centres thus can have four possible enantiomers. The active component is composed of a single optical isomer (*3'S, 4S* configuration), which is the most potent and longest-acting of the four enantiomers. Compared to several other calcium antagonists which are racemates, the barnidipine compound consisting of a single enantiomer may offer a high degree of pharmacological selectivity.  According to a dose-ranging, multicentre, placebo-controlled, double-blind study in patients with mild to moderate hypertension, the antihypertensive response from barnidipine treatment was maintained after a 1-year and 2-year follow-up period in 91% of the patients who had an initial response to the drug. In two European multicentre randomized, double-blind trials, barnidipine was shown to possess equivalent antihypertensive efficacy to amlodipine and nitrendipine, but produced fewer class-specific side-effects. It also demonstrated clinical efficacy which is similar to that of atenolol, enalapril and hydrochlorothiazide.   It is available in modified-release oral tablets under the brand name Vasexten to be taken once daily in the morning. Barnidipine has a gradual onset of action and is shown to be well tolerated in patients. It does not produce reflex tachycardia.",DB09227,443869.0
COC(=O)C1=C(NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C)C#N,Nilvadipine,nilvadipine,Nilvadipine is a calcium channel blocker (CCB) for the treatment of hypertension.,DB06712,4494.0
COC(=O)NC1=NC2=C(N1)C=CC(=C2)C(=O)C1=CC=C(F)C=C1,Flubendazole,Flubendazole,Flubendazole is an anthelmintic that is used to treat worm infection in humans. It is available OTC in Europe.,DB08974,35802.0
COC(CNC(=O)C1=CC=CC=C1OCC(O)=O)C[Hg]O,Mersalyl,Mersalyl acid,"Mersalyl is the sodium salt form of mersalyl acid, a mercurial diuretic. It is an outdated drug, and its approval has been discontinued by the FDA. Mersalyl acid is currently replaced by less toxic non-mercury containing diuretics. The sodium salt of a mercury-containing derivative of salicylamide, was formerly used (often in combination with theophylline) to treat edema, due to its powerful diuretic properties.  Interestingly, it has been found to have antiviral properties in mice.",DB09338,443130.0
COC1=C(NC2=C3C=CC=CC3=NC3=CC=CC=C23)C=CC(NS(C)(=O)=O)=C1,Amsacrine,Amsacrine,"Aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects.",DB00276,2179.0
COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1,Hesperetin,Hesperetin,"Hesperetin belongs to the flavanone class of flavonoids. Hesperetin, in the form of its glycoside [hesperidin], is the predominant flavonoid in lemons and oranges.",DB01094,72281.0
COC1=C(OC)C=C(CCNCC(O)COC2=CC=CC(C)=C2)C=C1,Bevantolol,Bevantolol,"Bevantolol is a beta-1 adrenoceptor antagonist that has been shown to be as effective as other beta blockers for the treatment of angina pectoris and hypertension. Mechanism of Action Animal experiments confirm both agonist and antagonist effects on alpha-receptors, in addition to antagonist activity at beta-1 receptors.",DB01295,2372.0
COC1=C(OC)C=C(CCO[C@@H]2CCCC[C@H]2N2CC[C@@H](O)C2)C=C1,Vernakalant,Vernakalant,Vernakalant was developed by Cardiome Pharma as as an antiarrhythmic drug intended for rapid conversion of atrial fibrillation to sinus rhythm. It acts as an atypical class III antiarrhythmic drug that potentiates its effect in higher heart rates. Intravenous formulation was approved in Europe in September 2010 as Brinavess and in Canada in April 2017. It is an investigational drug under regulatory review by FDA.,DB06217,9930049.0
COC1=C(OC)C=C(C[N+]2(CCOCCC3CCC4CC3C4(C)C)CCOCC2)C(Br)=C1,Pinaverium,Pinaverium,"Pinaverium is a spasmolytic agent used for functional gastrointestinal disorders. It is a quaternary ammonium compound that acts as an atypical calcium antagonist to restore normal bowel function. It is shown to relieve GI spasm and pain, transit disturbances and other symptoms related to motility disorders and may be considered as effective first-lline therapy for patients with irritable bowel syndrome (IBS). Pinaverium bromide is the common ingredient in formulations, mostly as oral tablets. Although it is not a currently approved drug by the FDA, pinaverium is available in over 60 countries including Canada.",DB09090,40704.0
COC1=CC(=CC(OC)=C1OC)C1C2C(COC2=O)C(O)C2=CC3=C(OCO3)C=C12.COC1=CC(=CC(OC)=C1OC)C1C2C(COC2=O)C(O)C2=CC3=C(OCO3)C=C12.COC1=CC(=CC(OC)=C1OC)C1C(C(CO)C(O)C2=CC3=C(OCO3)C=C12)C(O)=O.COC1=CC(=CC(OC)=C1OC)C1C(C(CO)C(O)C2=CC3=C(OCO3)C=C12)C(O)=O,Podophyllin,CID 11979494,"Podophyllin is a resin extracted from the roots of Podophyllum peltatum (American mandrake) and Podophyllum emodi, which contains numerous compounds, amongst which is podophyllin (as well as the drug [podophyllotoxin]). Podophyllin is the principal active component. Podophyllin arrests mitosis in metaphase.",DB09094,11979494.0
COC1=CC(C)=NN1C1=NC(C)=CC(OC)=N1,Epirizole,Epirizole,Epirizole is an oral nonsteroidal anti-inflammatory drug (NSAID) used for muscle and joint pain.,DB08991,3242.0
COC1=CC(\C=C\C(=O)CC(=O)\C=C\C2=CC(OC)=C(O)C=C2)=CC=C1O,Curcumin,Curcumin,"Curcumin, also known as diferuloylmethane, is an active component in the golden spice turmeric (Curcuma longa) and in [Curcuma xanthorrhiza oil]. It is a highly pleiotropic molecule that exhibits antibacterial, anti-inflammatory, hypoglycemic, antioxidant, wound-healing, and antimicrobial activities. Due to these properties, curcumin has been investigated for the treatment and supportive care of clinical conditions including proteinuria, breast cancer, multiple myeloma, depression, and Non Small Cell Lung Cancer (NSCLC). Despite proven efficacy against numerous experimental models, poor bioavailability due to poor absorption, rapid metabolism, and rapid systemic elimination have been shown to limit the therapeutic efficacy of curcumin. Curcumin is under investigation for the treatment and supportive care of various clinical conditions including mucositis, rectal cancer, prostate cancer, chronic schizophrenia, and Mild Cognitive Impairment (MCI).",DB11672,969516.0
COC1=CC2=C(C=C1)C(C)(C)C(=O)N(CCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1)C2=O,Gliquidone,Gliquidone,"Gliquidone is a sulfonylurea drug used to treat diabetes mellitus type 2. It is an ATP-dependent K+ (KATP) channel blocker. This block causes a depolarization which leads to activation of voltage-dependent Ca channels and Ca2+ influx, and eventually increases insulin release.",DB01251,91610.0
COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(=O)OCC(O)=O,Acemetacin,Acemetacin,"Acemetacin is a carboxymethyl ester of indometacin. It is a potent non-steroidal anti-inflammatory drug, derived from the indol-3-acetic acid, whose activity is thought to be mainly through its active metabolite indomethacin. In clinical trials, acemetacin exhibits a better gastric tolerability compared to its active metabolite indometacin. It was developed by E. Merck and Company in Germany as an attempt to provide a safer drug but other than the amelioration on the gastrointestinal effects, the metabolism of acetamicin led to the formation of indomethacin and it kept the same side effects.",DB13783,1981.0
COC1=CC2=C(C=CC=C2CCNC(C)=O)C=C1,Agomelatine,Agomelatine,"Agomelatine is structurally closely related to melatonin. Agomelatine is a potent agonist at melatonin receptors and an antagonist at serotonin-2C (5-HT2C) receptors, tested in an animal model of depression. Agomelatine was developed in Europe by Servier Laboratories Ltd. and submitted to the European Medicines Agency (EMA) in 2005. The Committee for Medical Products for Human Use (CHMP) recommended refusal of marketing authorization on 27 July 2006. The major concern was that efficacy had not been sufficiently shown. In 2006 Servier sold the rights to develop Agomelatine in the US to Novartis.  The development for the US market was discontinued in October 2011. It is currently sold in Australia under the Valdoxan trade name.",DB06594,82148.0
COC1=CC2=NNN=C2C=C1C(=O)NCC1CCCN1CC=C,Alizapride,Alizaprida,"Alizaprida is a benzamide derivative with a triazole ring, indicating its role as a gastrointestinal stimulant. It is often used to treat symptoms of gastroesophageal reflux and other conditions involving impaired gastrointestinal motility.",DB01425,43008.0
COC1=CC=C(C=C1)C(=O)NC1=CC=CC=C1CCC1CCCCN1C,Encainide,Encainide,"All drug products containing encainide hydrochloride. Encainide hydrochloride, formerly marketed as Enkaid capsules, was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack. The manufacturer of Enkaid capsules voluntarily withdrew the product from the US market on December 16, 1991.",DB01228,48041.0
COC1=CC=C(CN(CCN(C)C)C2=NC=CC=N2)C=C1,Thonzylamine,Thonzylamine,"Thonzylamine is an antihistamine and anticholinergic drug. It is available as combination products with [DB04837] or [DB00388] for temporary relief of symptoms of common cold, hay fever (allergic rhinitis) or other upper respiratory allergies.",DB11235,5457.0
COC1=CC=C(O)C=C1,Mequinol,Mequinol,"Mequinol is a phenol used in various applications. It is used as an inhibitor for acrylic monomers and acrylonitirles, as a stabilizer for chlorinated hydrocarbons and ethyl cellulose, as an ultraviolet inhibitor, as a chemical intermediate in the manufacture of antioxidants, pharmaceuticals, plasticizers, and dyestuffs. It is found as an active ingredient in topical drugs used for skin depigmentation indicated for the treatment of solar lentigines.",DB09516,9015.0
COC1=CC=C(OC2=NC=NC(=C2)N(C)CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1,Lobeglitazone,Lobeglitazone,"Lobeglitazone is an antidiabetic medication from the thiazolidinedione class of drugs. It primarily functions as an insulin sensitizer by binding and activating Peroxisome Proliferator-Activated Receptors (PPAR) gamma within fat cells. By activating PPAR-gamma and promoting the binding of insulin at fat cells, lobeglitazone thereby has been shown to reduce blood sugar levels, lower hemoglobain A1C (HbA1C) levels, and improve lipid and liver profiles. Unlike [DB01132], which is a dual PPAR agonist at PPAR-alpha and PPAR-gamma, Lobeglitazone is a pure PPAR-alpha agonist.   Lobeglitazone was approved by the Ministry of Food and Drug Safety (South Korea) in 2013, and is being monitored by postmarketing surveillance until 2019. Lobeglitazone is not approved for use by either the Food and Drug Administration (USA), Health Canada, or by the European Medicines Agency for use in the management of diabetes.",DB09198,9826451.0
COC1=CC=C(\C=C\C(=O)NC2=CC=CC=C2C(O)=O)C=C1OC,Tranilast,Tranilast,"Tranilast is an antiallergic drug developed by Kissei Pharmaceuticals. In 1982, it was approved in Japan and South Korea for the management of bronchial asthma. Indications for keloid and hypertrophic scar were added in 1993. It has been used for the treatment of allergic disorders such as asthma, allergic rhinitis and atopic dermatitis.",DB07615,5282230.0
COC1=CN=C(NS(=O)(=O)C2=CC=C(N)C=C2)N=C1,Sulfameter,Sulfameter,"Long acting sulfonamide used in leprosy, urinary, and respiratory tract infections.",DB06821,
COC1=CN=C(O[C@@H]2C[C@H](N(C2)C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)C(=O)N[C@@]2(C[C@H]2C=C)C(=O)NS(=O)(=O)C2CC2)C2=C1C=CC(Cl)=C2,Asunaprevir,Asunaprevir,"Asunaprevir, also named BMS-650032, is a potent hepatitis C virus (HCV) NS3 protease inhibitor. It has been shown to have a very high efficacy in dual-combination regimens with daclatasvir in patients chronically infected with HCV genotype 1b. It was developed by Bristol-Myers Squibb Canada and approved by Health Canada on April 22, 2016. The commercialization of asunaprevir was cancelled one year later on October 16, 2017.",DB11586,16076883.0
COC1=NC(C)=NC(Cl)=C1NC1=NCCN1,Moxonidine,Moxonidine,"Moxonidine is a new-generation centrally acting antihypertensive drug approved for the treatment of mild to moderate essential hypertension. It is suggested to be effective in cases where other agents such as thiazides, beta-blockers, ACE inhibitors, and calcium channel blockers are not appropriate or irresponsive. As well, moxonidine has been shown to present blood pressure-independent beneficial effects on insulin resistance syndrome.",DB09242,4810.0
COC1=NC(OC)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1,Sulfadimethoxine,Sulfadimethoxine,"Sulfadimethoxine is a sulfonamide antibiotic. Sulfadimethoxine is used to treat many infections, including treatment of respiratory, urinary tract, enteric, and soft tissue infections. It is most frequently used in veterinary medicine, although it is approved in some countries for use in humans. Sulfadimethoxine inhibits bacterial synthesis of folic acid (pteroylglutamic acid) from para-aminobenzoic acid. Sulfadimethoxine is approved in Russia for use in humans, including children, and has been successfully used there for more than 35 years. It is widely available in Russia as an over-the-counter drug manufactured by a number of Russian pharmaceutical companies.  In the US, sulfadimethoxine is one of the products that have been withdrawn or removed from the market after being found to be unsafe or not effective.",DB06150,5323.0
COC1=NC=CN=C1NS(=O)(=O)C1=CC=C(N)C=C1,Sulfametopyrazine,Sulfalene,Long-acting plasma-bound sulfonamide used for respiratory and urinary tract infections and also for malaria.,DB00664,9047.0
COCCOC(=O)C1=C(C)NC(C)=C(C1C1=CC=CC(=C1)[N+]([O-])=O)C(=O)OC\C=C\C1=CC=CC=C1,Cilnidipine,Cilnidipine,"Cilnidipine is a dihydropyridine calcium antagonist. It was jointly developed by Fuji Viscera Pharmaceutical Company, Japan and Ajinomoto, Japan and approved in 1995. Compared with other calcium antagonists, cilnidipine can act on the N-type calcium channel that existing sympathetic nerve end besides acting on L-type calcium channel that similar to most of the calcium antagonists. This drug is approved in China, Japan, Korea, India, and several countries in the European Union.",DB09232,5282138.0
COCCO[C@@H]1[C@H](O)[C@@H](COP(S)(=O)O[C@@H]2[C@@H](COP(S)(=O)O[C@@H]3[C@@H](COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]5[C@@H](COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@H]6C[C@@H](O[C@@H]6COP(S)(=O)O[C@@H]6[C@@H](COP(S)(=O)O[C@@H]7[C@@H](COP(S)(=O)O[C@@H]8[C@@H](COP(S)(=O)O[C@@H]9[C@@H](COP(S)(=O)O[C@@H]%10[C@@H](CO)O[C@H]([C@@H]%10OCCOC)N%10C=NC%11=C%10N=C(N)NC%11=O)O[C@H]([C@@H]9OCCOC)N9C=C(C)C(N)=NC9=O)O[C@H]([C@@H]8OCCOC)N8C=C(C)C(N)=NC8=O)O[C@H]([C@@H]7OCCOC)N7C=C(C)C(=O)NC7=O)O[C@H]([C@@H]6OCCOC)N6C=C(C)C(N)=NC6=O)N6C=NC7=C6N=CN=C7N)N6C=NC7=C6N=C(N)NC7=O)N6C=C(C)C(=O)NC6=O)N6C=C(C)C(N)=NC6=O)N6C=C(C)C(=O)NC6=O)N6C=NC7=C6N=C(N)NC7=O)N6C=C(C)C(N)=NC6=O)N6C=C(C)C(=O)NC6=O)N6C=C(C)C(=O)NC6=O)N6C=C(C)C(N)=NC6=O)O[C@H]([C@@H]5OCCOC)N5C=NC6=C5N=C(N)NC6=O)O[C@H]([C@@H]4OCCOC)N4C=C(C)C(N)=NC4=O)O[C@H]([C@@H]3OCCOC)N3C=NC4=C3N=CN=C4N)O[C@H]([C@@H]2OCCOC)N2C=C(C)C(N)=NC2=O)O[C@H]1N1C=C(C)C(N)=NC1=O,Mipomersen,Mipomerson,"Mipomerson is a highly modified nucleotide analogue featuring a series of phosphate groups linked through sugar moieties, extensively substituted with thioether groups. The complexity and specific structure suggest it is designed for biotechnological or therapeutic applications, potentially involving RNA or DNA interactions.",DB05528,131704297.0
CO[C@H](C)[C@H](NC(=O)OC)C(=O)N1CCC[C@H]1C1=NC2=C(N1)C=C(F)C(=C2)[C@H]1CC[C@@H](N1C1=CC(F)=C(N2CCC(CC2)C2=CC=C(F)C=C2)C(F)=C1)C1=CC2=C(NC(=N2)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)OC)[C@@H](C)OC)C=C1F,Pibrentasvir,Pibrentasvir,"Pibrentasvir is a direct acting antiviral agent and Hepatitis C virus (HCV) NS5A inhibitor that targets the the viral RNA replication and viron assembly. In combination with [DB13879], pibrentastiv is a useful therapy for patients who experienced therapeutic failure from other NS5A inhibitors. In cell cultures, the emergence of amino acid substitutions at known NS5A inhibitor resistance-associated positions in HCV genotype 1a, 2a or 3a replicons led to reduced susceptibility and resistance to pibrentasvir. These resistance-associated amino acid substitutions included Q30D/deletion, Y93D/H/N or H58D +Y93H in genotype 1a replicons, F28S + M31I or P29S + K30G in genotype 2a replicons, and Y93H in genotype 3a replicons. Individual NS5A amino acid substitutions that reduced susceptibility to pibrentasvir include M28G or Q30D in a genotype 1a replicon and P32-deletion in a genotype 1b replicon.   Pibrentasvir is available as an oral combination therapy with [DB13879] under the brand name Mavyret. This fixed-dose combination therapy was FDA-approved in August 2017 to treat adults with chronic hepatitis C virus (HCV) genotypes 1-6 without cirrhosis (liver disease) or with mild cirrhosis, including patients with moderate to severe kidney disease and those who are on dialysis. Mavyret is also indicated for HCV genotype 1-infected patients who have been previously treated with regimens either containing an NS5A inhibitor or an NS3/4A protease inhibitor, but not both. Hepatitis C viral infection often leads to decreased liver function and subsequent liver failure, causing a significantly negative impact on the patients' quality of life. The ultimate goal of the combination treatment is to achieve sustained virologic response (SVR) and cure the patients from the infection. In clinical trials, this combination therapy achieved SVR12 rate, or undetectable Hepatitis C for twelve or more weeks after the end of treatment, of ≥93% across genotypes 1a, 2a, 3a, 4, 5 and 6.",DB13878,58031952.0
CO[C@H]1[C@@H](CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@@H]1O[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O2)[C@@H]([C@H]1O)N(C)C)OC(C)=O,Josamycin,Josamycin,A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens.,DB01321,5282165.0
CO[C@H]1[C@H](O)CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O[C@H]2CC[C@@H]([C@H](C)O2)N(C)C)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@@H]1O[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](O)[C@H](C)O2)[C@@H]([C@H]1O)N(C)C,Spiramycin,Spiramycin A,"Spiramycin is a primarily bacteriostatic macrolide antimicrobial agent with activity against Gram-positive cocci and rods, Gram-negative cocci and also Legionellae, mycoplasmas, chlamydiae, some types of spirochetes, Toxoplasma gondii and Cryptosporidium. Spiramycin is a 16-membered ring macrolide discovered in 1952 as a product of Streptomyces ambofaciens that has been available in oral formulations since 1955, and parenteral formulations since 1987. Resistant organisms include Enterobacteria, pseudomonads, and moulds.",DB06145,6440717.0
CS(=O)(=O)NC1=C(OC2=CC=CC=C2)C=C(C=C1)[N+]([O-])=O,Nimesulide,Nimesulide,"Nimesulide is a relatively COX-2 selective, non-steroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. Its approved indications are the treatment of acute pain, the symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults above 12 years old. Due to concerns about the risk of hepatotoxicity, nimesulide has been withdrawn from market in many countries.",DB04743,4495.0
C[C@@H](C1=NC(=CS1)C1=CC=C(C=C1)C#N)[C@](O)(CN1C=NC=N1)C1=C(F)C=CC(F)=C1,Isavuconazole,Isavuconazole,"Isavuconazole is an triazole antifungal with broad spectrum of activity and good safety profile. It is approved by the FDA and EMA for the treatment of invasive aspergillosis and mucormycosis. It works by inhibiting fungal cell membrane synthesis. Invasive fungal infections pose significant clinical challenges for patients, especially those who are immunocompromised. In vitro, most of the Candida species, most Aspergillus species, Mucorales, Cryptococcus spp., Fusarium species, dermatophytes and dimorphic fungi displayed susceptibility to isavuconzaole. Resistance to isavuconazole has been associated with the mutation in the target gene CYP51. Cross-resistance between isavuconazole and other azoles was also proposed although the clinical relevance is unclear.   As isavuconazole displays low water solubility, it is found as an active ingredient of its prodrug, [DB06636]. The prodrug formulation of isavuconazole is FDA- and EMA-approved and is marketed under the trade name Cresemba for the treatment of invasive aspergillosis and mucormycosis as oral or intravenous administration. The intravenous formulation is cyclodextrin-free which gives isavuconazole an advantage over other azole antifungals that requires cyclodextrin for facilitating drug solubility; this is because cyclodextrin has a potential for nephrotoxicity. It is proposed that the intravenous and oral dosing can be used interchangeably, without the need for a repeat loading dose when transitioning from an IV to an oral formulation. Isavuconazonium displays excellent water solubility for intravenous formulations, good absorption, and enhanced oral bioavailability. Following administration, isavuconazonium undergoes biotransformation to form the active moiety, isavuconazole, for the antifungal actions.",DB11633,
C[C@@H](CC1=CC(O)=C(O)C=C1)[C@H](C)CC1=CC(O)=C(O)C=C1,Masoprocol,Masoprocol,"Masoprocol consists of a catechol structure with two hydroxyl groups on aromatic rings, linked via a branched alkyl chain. It's an antioxidant found in natural sources, often used for its anti-inflammatory and anticarcinogenic properties.",DB00179,71398.0
C[C@@H](N1CCC(=C)CC1)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1,Efinaconazole,Efinaconazole,"Efinaconazole is a 14 alpha-demethylase inhibitor indicated in the treatment of fungal infection of the nail, known as onychomycosis. It was approved for use in Canada and the USA in 2014 and is marketed by Valeant Pharmaceuticals North America LLC under the name Jublia.",DB09040,489181.0
C[C@@H](O)[C@@H]1NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC2=CNC3=C2C=CC=C3)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CO)NC1=O)C(O)=O)NC(=O)CNC(=O)[C@H](C)N)[C@@H](C)O,Somatostatin,Somatostatin,"Somatostatin, also known as growth hormone-inhibiting hormone, is a naturally-occurring peptide hormone of 14 or 28 amino acid residues that regulates the endocrine system. It is secreted by the D cells of the islets to inhibit the release of insulin and glucagon, and is also generated in the hypothalamus, where it inhibits the release of growth hormone and thyroid-stimulating hormones from the anterior pituitary. Somatostatin is initially secreted as a 116 amino acid precursor, preprosomatostatin, which undergoes endoproteolytic cleavage to prosomastatin. Prosomastatin is further process into two active forms, somatostatin-14 (SST-14) and somatostatin-28 (SST-28), an extended SST-14 sequence to the N-terminus. The actions of somatostatin are mediated via signalling pathways of G protein-coupled somatostatin receptors.   Antineoplastic effects and potential uses of somatostatin on various tumours, including pituitary adenomas, GEP-NETs, paragangliomas, carcinoids, breast cancers, malignant lymphoma and small-cell lung cancers, have been extensively investigated. Somatostatin has been used in the clinical setting for the diagnosis of acromegaly and gastrointestinal tract tumours. Its analogues have been developed to achieve more favourable kinetics for efficiency use in the management of acute conditions, such as esophageal varices. [DB00104] is a long-acting analogue of somatostatin that inhibits the release of a number of hormones, and is clinically used to relieve symptoms of uncommon gastroenteropancreatic endocrine tumours, as well as treat acromegaly.",DB09099,16129681.0
C[C@@H]([C@H](O)C1=CC=CC=C1)N(C)C,DL-Methylephedrine,"(1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol","Methylephedrine is a sympathomimetic amine that appears in various over-the-counter cough and cold medications throughout the world,,. The abuse of methylephedrine-containing medications has been reported in Japan. Methylephedrine is not legally available in the United States, but has been identified in cases of drug abuse.",DB11278,
C[C@@H]1CC(=O)NN=C1C1=CC=C(NN=C(C#N)C#N)C=C1,Levosimendan,LEVOSIMENDAN,Levosimendan increases calcium sensitivity to myocytes by binding to troponin C in a calcium dependent manner. This increases contractility without raising calcium levels. It also relaxes vascular smooth muscle by opening adenosine triphosphate sensitive potassium channels. Levosimendan is used to manage acutely decompensated congestive heart failure.,DB00922,3033825.0
C[C@@H]1CN(CC[C@]1(C(O)=O)C1=CC=CC=C1)[C@H]1CC[C@](CC1)(C#N)C1=CC=C(F)C=C1,Levocabastine,levocabastine,Levocabastine is a selective second-generation H1-receptor antagonist used for allergic conjunctivitis. Levocabastine was discovered at Janssen Pharmaceutica in 1979.,DB01106,54385.0
C[C@H]1O[C@H](C[C@H](O)[C@@H]1O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](C)O2)[C@@H](C)O1)O[C@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2C[C@@H](O)[C@]2(C)[C@H](CC[C@]32O)C2=CC(=O)OC2)C1,Deslanoside,Deslanoside,Deacetyllanatoside C. A cardiotonic glycoside from the leaves of Digitalis lanata.,DB01078,28620.0
C[C@]1(COC2=CC=C(C=C2)N2CCC(CC2)OC2=CC=C(OC(F)(F)F)C=C2)CN2C=C(N=C2O1)[N+]([O-])=O,Delamanid,Delamanid,"Delamanid is an anti-tuberculosis agent derived from the nitro-dihydro-imidazooxazole class of compounds that inhibits mycolic acid synthesis of bacterial cell wall. It is used in the treatment of multidrug-resistant and extensively drug-resistant tuberculosis (TB) in a combination regimen. Emergence of multidrug-resistant and extensively drug-resistant tuberculosis creates clinical challenges for patients, as the disease is associated with a higher mortality rate and insufficient therapeutic response to standardized antituberculosis treatments as [DB00951] and [DB01045]. Multidrug-resistant tuberculosis may also require more than 2 years of chemotherapy and second-line therapies with narrow therapeutic index. In a clinical study involving patients with pulmonary multidrug-resistant tuberculosis or extensively drug-resistant tuberculosis, treatment of delamanid in combination with WHO-recommended optimised background treatment regimen was associated with improved treatment outcomes and reduced mortality rate. Spontaneous resistance to delamanid was observed during treatment, where mutation in one of the 5 F420 coenzymes responsible for bioactivation of delamanid contributes to this effect. Delamanid is approved by the EMA and is marketed under the trade name Deltyba as oral tablets. It is marketed by Otsuka Pharmaceutical Co., Ltd (Tokyo, Japan).",DB11637,
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2OC(=O)CCC1CCCC1,Testosterone cypionate,Testosterone Cypionate,"Testosterone cypionate is a synthetic derivative of testosterone in the form of an oil-soluble 17 (beta)-cyclopentylpropionate ester. Its benefit compared to other testosterone derivatives is the slow rate of release after injection and longer half-life. It was developed by the company Pharmacia and Upjohn and FDA approved on July 25, 1979.",DB13943,
C[C@]12CC[C@H]3[C@@H](CCC4=CCCC[C@H]34)[C@@H]1CC[C@@]2(O)C#C,Lynestrenol,LYNESTRENOL,Lynestrenol is a progestin and prodrug of [norethisterone].,DB12474,5857.0
C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C,Decamethonium,Decamethonium,Decamethonium is used in anesthesia to cause paralysis. It is a short acting depolarizing muscle relaxant. It is similar to acetylcholine and acts as a partial agonist of the nicotinic acetylcholine receptor.,DB01245,2968.0
C[N+](C)(C)CCO,Choline,Choline,"A basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism.",DB00122,305.0
C[N+](C)(CCCCCC[N+](C)(C)C1C2=C(C=CC=C2)C2=C1C=CC=C2)C1C2=C(C=CC=C2)C2=C1C=CC=C2,Hexafluronium,Hexafluronium,Hexafluronium bromide is a neuromuscular blocking agent used in anesthesiology to prolong and potentiate the skeletal muscle relaxing action of suxamethonium during surgery. It is known to bind and block the activity of plasma cholinesterases.,DB00941,3601.0
C[N+]1(CCCCC[N+]2(C)CCCC2)CCCC1,Pentolinium,Pentolinium,Pentolinium is a nicotinic antagonist that has been used as a ganglionic blocking agent in hypertension.,DB01090,5850.0
ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl,Isoconazole,Isoconazole,Isoconazole is an azole antifungal drug that has similar effectiveness to clotrimazole in the treatment of foot and vaginal infections.,DB08943,3760.0
ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=CSC2=C1C=CC=C2Cl,Sertaconazole,Sertaconazole,Sertaconazole nitrate is an antifungal medication of the imidazole class. It is available in topical formulations for the treatment of skin infections such as athlete's foot.,DB01153,65863.0
ClC1=CC(Cl)=C(C=C1)[C@@H]1CS\C(S1)=C(\C#N)N1C=CN=C1,Luliconazole,Luliconazole,Luliconazole is a topical antifungal agent that acts by unknown mechanisms but is postulated to involve altering the synthesis of fungi cell membranes. It was approved by the FDA (USA) in November 2013 and is marketed under the brand name Luzu. Luliconazole is also approved in Japan.,DB08933,3003141.0
ClC1=CC(Cl)=C(Cl)C=C1OCC#CI,Haloprogin,haloprogin,"Haloprogin is used as a topical ointment or cream in the treatment of Tinea infections. Tinea infections are superficial fungal infections caused by three species of fungi collectively known as dermatophytes (Trichophyton, Microsporum and Epidermophyton). Commonly these infections are named for the body part affected, including tinea corporis (general skin), tinea cruris (groin), and tinea pedis (feet). Haloprogin is a halogenated phenolic ether administered topically for dermotaphytic infections. The mechanism of action is unknown, but it is thought to be via inhibition of oxygen uptake and disruption of yeast membrane structure and function. Haloprogin is no longer available in the United States and has been discontinued.",DB00793,3561.0
ClC1=CC2=C(C=C1)C(=CC=N2)N1CCN(CCCN2CCN(CC2)C2=CC=NC3=C2C=CC(Cl)=C3)CC1,Piperaquine,Piperaquine,Piperaquine is an antimalarial agent first synthesized in the 1960's and used throughout China. Its use declined in the 1980's as piperaquine resistant strains of *Plasmodium falciparum* appeared and artemisinin derivatives became available. It has come back into use in combination with the artemisinin derivative [DB11638] as part of the combination product Eurartesim. Eurartesim was first authorized for market by the European Medicines Agency in October 2011.,DB13941,
ClC1=CC2=C(C=C1)N(C1CCN(CCCN3C(=O)NC4=CC=CC=C34)CC1)C(=O)N2,Domperidone,Domperidone,"A specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.",DB01184,3151.0
ClC1=CC2=C(C=C1)N(CC1CC1)C(=O)CN=C2C1=CC=CC=C1,Prazepam,Prazepam,Prazepam is a benzodiazepine that is used in the treatment of anxiety disorders. It is a schedule IV drug in the U.S.,DB01588,4890.0
ClC1=CC2=C(NC(=O)CN=C2C2=CC=CC=C2Cl)C=C1,Delorazepam,Delorazepam,"Delorazepam is a benzodiazepine which, like other drugs in its class, possesses anxiolytic, skeletal muscle relaxant, hypnotic and anticonvulsant properties. It may have adverse effects such as drowsiness, and cognitive impairments such as short term memory impairment.      Delorazepam is an active metabolite of the benzodiazepine known as cloxazolam. It is a long acting benzodiazepine which makes it superior in this sense to lorazepam which is short acting. Lorazepam is also a major active metabolite of delorazepam.   In addition to be long acting, delorazepam is relatively potent, with 1 mg of delorazepam being the equivalent of 10 mg diazepam. It has been approved for marketing in Italy.",DB01511,17925.0
ClC1=CC=C(C=C1)C(=O)NCCN1CCOCC1,Moclobemide,Moclobemide,"A reversible monoamine oxidase inhibitor (MAOI) selective for isoform A (RIMA) used to treat major depressive disorder. Most meta-analyses and most studies indicate that in the acute management of depression, moclobemide is more efficacious than placebo medication and similarly efficacious as tricyclic antidepressants (TCA) or selective serotonin reuptake inhibitors (SSRIs).  Due to negligible anticholinergic and antihistaminic actions, moclobemide has been better tolerated than tri- or heterocyclic antidepressants.",DB01171,4235.0
ClC1=CC=C(CCC(CN2C=CN=C2)SC2=C(Cl)C=CC=C2Cl)C=C1,Butoconazole,Butoconazole,Butoconazole is an imidazole antifungal used in gynecology.,DB00639,47472.0
ClC1=CC=C(CSC(CN2C=CN=C2)C2=C(Cl)C=C(Cl)C=C2)C=C1,Sulconazole,Sulconazole,"Sulconazole, brand name Exelderm, is a broad-spectrum anti-fungal agent available as a topical cream and solution. Sulconazole nitrate, the active ingredient, is an imidazole derivative that inhibits the growth of common pathogenic dermatophytes, making it an effective treatment for tinea cruris and tinea corporis infections. Sulconazole appears to be effective and well-tolerated in the treatment of superficial fungal infections.",DB06820,5318.0
ClC1=CC=C2NC(=O)CN=C(C3=CC=CC=C3)C2=C1,Nordazepam,Nordazepam,An intermediate in the metabolism of DIAZEPAM to OXAZEPAM. It may have actions similar to those of diazepam.,DB14028,
ClC=C(Cl)Cl,Trichloroethylene,Trichloroethylene,"Trichloroethylene is a simple chlorinated hydrocarbon with a double bond between two carbon atoms, each bonded to chlorine atoms. Trichloroethylene is widely used as an industrial solvent and has applications in degreasing metals, with significant environmental and health implications due to its volatile and toxic nature.",DB13323,
FC(F)(F)C1=CC(=CC=C1)N1CCN(CCOC(=O)C2=CC=CC=C2NC2=C3C=CC(=CC3=NC=C2)C(F)(F)F)CC1,Antrafenine,Antrafenine,Antrafenine is a piperazine derivative drug that acts as an analgesic and anti-inflammatory drug with similar efficacy to naproxen. It is not widely used as it has largely been replaced by newer drugs.,DB01419,68723.0
FC(F)(F)C1=CC(NC2=C(C=CC=N2)C(=O)OC2OC(=O)C3=CC=CC=C23)=CC=C1,Talniflumate,Talniflumate,"Talniflumate, is an anti-inflammatory molecule studied and used as a mucin regulator in the treatment of cystic fibrosis, chronic obstructive pulmonary disease (COPD) and asthma. In addition, it is used in inflammatory conditions such as rheumatoid arthritis. Phase I trials with talniflumate for the treatment of cystic fibrosis and COPD were completed in August 2001, and phase II trials were performed in Ireland for the treatment of cystic fibrosis but this research has now been discontinued. Talniflumate has been approved for approximately 20 years in Argentina other countries (excluding the United States, Europe, and Japan).",DB09295,48229.0
FC(F)(F)C1=CC(NC2=C(C=CC=N2)C(=O)OCCN2CCOCC2)=CC=C1,Morniflumate,Morniflumate,"Morniflumate is a non-steroidal anti-inflammatory drug with antipyretic properties.  It is the morpholinoethyl ester of niflumic acid.  In one study, post morniflumate ingestion, physical examination and clinical symptoms of those with bronchitis showed improvement.",DB09285,72106.0
FC1=CC=C(C=C1)C(CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1)C1=CC=C(F)C=C1,Fluspirilene,Fluspirilene,A long-acting injectable antipsychotic agent used for chronic schizophrenia.,DB04842,3396.0
FC1=CC=C(C=C1)C(N1CCN(C\C=C\C2=CC=CC=C2)CC1)C1=CC=C(F)C=C1,Flunarizine,Flunarizine,"Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity. It is effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.",DB04841,941361.0
FC1=CC=C(C=C1)C1C(=O)C2=CC=CC=C2C1=O,Fluindione,Fluindione,"Fluindione is under investigation for the treatment of Venous Thrombosis, Pulmonary Embolism, Permanent Atrial Fibrillation, and Anticoagulating Treatment on a Duration at Least 12-month-old Superior. Fluindione has been investigated for the treatment of Blood Coagulation Disorders.",DB13136,68942.0
FC1=CC=C(C=C1)N1C=C(C2CCN(CCN3CCNC3=O)CC2)C2=C1C=CC(Cl)=C2,Sertindole,Sertindole,"Sertindole, a neuroleptic, is one of the newer antipsychotic medications available. Serdolect is developed by the Danish pharmaceutical company H. Lundbeck. It is a phenylindole derivative used in the treatment of schizophrenia. It was first marketed in 1996 in several European countries before being withdrawn two years later because of numerous cardiac adverse effects. It has once again been approved and should soon be available on the French and Australian market.",DB06144,60149.0
FC1=CN(C2CCCO2)C(=O)NC1=O,Tegafur,Tegafur,"Tegafur (INN, BAN, USAN) is a prodrug of [DB00544] (5-FU), an antineoplastic agent used as the treatment of various cancers such as advanced gastric and colorectal cancers. It is a pyrimidine analogue used in combination therapies as an active chemotherapeutic agent in conjunction with [DB09257] and [DB03209], or along with [DB00544] as [DB09327]. Tegafur is usually given in combination with other drugs that enhance the bioavailability of the 5-FU by blocking the enzyme responsible for its degradation, or serves to limit the toxicity of 5-FU by ensuring high concentrations of 5-FU at a lower dose of tegafur. When converted and bioactivated to 5-FU, the drug mediates an anticancer activity by inhibiting thymidylate synthase (TS) during the pyrimidine pathway involved in DNA synthesis. 5-FU is listed on the World Health Organization's List of Essential Medicines.",DB09256,5386.0
FCC(F)(F)F,Norflurane,"1,1,1,2-Tetrafluoroethane",Norflurane is under investigation in clinical trial NCT01673061 (Vapocoolant Spray for Numbing Small Boils Before Incision and Drainage).,DB13116,13129.0
N#CC1=NC=CC(=C1)C1=NNC(=N1)C1=CC=NC=C1,Topiroxostat,Topiroxostat,"Topiroxostat is a selective xanthine oxidase inhibitor developed for treatment and management of hyperuricemia and gout. Xanthine oxidase, or xanthine oxidoreductase (XOR), regulates purine metabolism, and inhibition of the enzyme results in efficacious reduction of serum urate levels. Xanthine oxidase inhibitors are classified into two groups; purine analogs such as [DB00437] and [DB05262], and non-purine agents which includes topiroxostat. While [DB00437] is considered a first-line therapy in treating hyperuricemic conditions, it is often associated with side effects and ineffective in reducing uric acid levels under recommended dosing regimens. Renal complications are major comorbidities that limit the [DB00437] therapy as dose reductions are recommended. Topiroxostat and its metabolites are shown to be unaffected by renal complications, thus may be effective in patients with chronic kidney diseases. Approved for therapeutic use in Japan since 2013, topiroxostat is marketed under the name Topiloric and Uriadec and is orally administered twice daily.",DB01685,5288320.0
NC(=N)N1CCC2=CC=CC=C2C1,Debrisoquine,Debrisoquine,An adrenergic neuron-blocking drug similar in effects to guanethidine. It is also noteworthy in being a substrate for a polymorphic cytochrome P-450 enzyme. Persons with certain isoforms of this enzyme are unable to properly metabolize this and many other clinically important drugs. They are commonly referred to as having a debrisoquin 4-hydroxylase polymorphism.,DB04840,2966.0
NC(=N)NC(=N)NCCC1=CC=CC=C1,Phenformin,Phenformin,"A biguanide hypoglycemic agent with actions and uses similar to those of metformin. Although it is generally considered to be associated with an unacceptably high incidence of lactic acidosis, often fatal, it is still available in some countries. (From Martindale, The Extra Pharmacopoeia, 30th ed, p290)",DB00914,8249.0
NC(=N)NC1=CC=C(C=C1)C(=O)OC1=CC2=C(C=C1)C=C(C=C2)C(N)=N,Nafamostat,Nafamostat,Nafamostat is a synthetic serine protease inhibitor that is commonly formulated with hydrochloric acid due to its basic properties. It has been used in trials studying the prevention of Liver Transplantation and Postreperfusion Syndrome. The use of nafamostat in Asian countries is approved as an anticoagulant therapy for patients undergoing continuous renal replacement therapy due to acute kidney injury.,DB12598,4413.0
NC(=O)C1(CCN(CCC(C#N)(C2=CC=CC=C2)C2=CC=CC=C2)CC1)N1CCCCC1,Piritramide,Piritramide,"Piritramide is under investigation for the treatment of Colon Cancer and Minimal Residual Disease. Piritramide has been investigated for the supportive care of Pain, Postoperative and Postoperative Nausea and Vomiting.",DB12492,9331.0
NC(=O)C1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)N1CCCCC1,Pipamperone,Pipamperone,"Pipamperone is a typical antipsychotic of the butyrophenone family used in the treatment of schizophrenia. It was developed by Janssen Pharmaceutica in 1961 and started its first round of clinical trials in 1963.  In an effort to improve [haloperidol]'s pharmacological effects, Janssen discovered that pipamperone, an agent whose pharmacological profile was distinct from haloperidol and all other known antipsychotic drugs at this time, had significant anti-tryptamine activity. Some studies suggest pipamperone was the first atypical antipsychotic. Interestingly, when [risperidone] was created, Janssen suggested it was a more potent version of pipamperone. Synthesized in the year 1984, risperidone’s pharmacological properties were similar to pipamperone’s in that both block more serotonin more potently than dopamine.",DB09286,4830.0
NC(=O)C1=CC=CC=C1O,Salicylamide,Salicylamide,"Salicylamide is the common name for the substance o-hydroxybenzamide, or amide of salicyl. Salicylamide is a non-prescription drug with analgesic and antipyretic properties. It has similar medicinal uses to aspirin. Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedies",DB08797,5147.0
NC(=O)CCC\N=C(\C1=CC=C(Cl)C=C1)C1=C(O)C=CC(F)=C1,Progabide,Progabide,"Progabide is an analog and prodrug of gamma-aminobutyric acid. It is commonly used in the treatment of epilepsy. It has agonistic activity for both the GABAA and GABAB receptors. In clinical trials, progabide has been investigated for Parkinson's disease, schizophrenia, clinical depression and anxiety disorder; its therapeutic effectiveness in these conditions is not fully elucidated.",DB00837,5361323.0
NC(=O)CN1CCCC1=O,Piracetam,Piracetam,"Piracetam is a nootropic drug in the racetams group, with chemical name 2-oxo-1-pyrrolidine acetamide. It shares the same 2-oxo-pyrrolidone base structure with pyroglutamic acid and is a cyclic derivative of the neurotransmitter γ-aminobutyric acid (GABA). However its mechanism of action differ from that of endogenous GABA. Piracetam has neuroprotective and anticonvulsant properties and is reported to improve neural plasticity. Its efficacy is documented in cognitive disorders and dementia, vertigo, cortical myoclonus, dyslexia, and sickle cell anemia although the clinical application in these conditions is not yet established. Piracetam has effects on the vascular system by reducing erythrocyte adhesion to the vascular endothelium, hindering vasospasms and facilitating microcirculation.  Originally marketed by UCB Pharma in 1971, piracetam was the first nootropic drug to modulate cognitive function without causing sedation or stimulation. It is not approved for any medical or dietary use by the FDA. In the UK, piracetam is prescribed mainly for myoclonus, but is used off-label for other conditions such as learning difficulties in children, memory loss or other cognitive defects in the elderly, and sickle-cell vaso-occlusive crises. Evidence to support its use for many conditions is unclear.",DB09210,
NC(=O)N\N=C\C1=CC=C(O1)[N+]([O-])=O,Nitrofural,(E)-2-((5-nitrofuran-2-yl)methylene)hydrazinecarboxamide,"This compound features a nitrofuran ring, indicative of antibacterial properties, linked to a hydrazinecarboxamide group via a methylene bridge. It likely has applications in pharmaceuticals, particularly in treatments targeting bacterial infections.",DB00336,5447130.0
NC(CO)(CO)CO.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)O[Al](O)O,Aloglutamol,D-Gluconic Acid Aluminum Complex,"This molecule is formed from D-gluconic acid, a sugar acid derived from glucose, complexed with aluminum ions. The gluconic acid is known for its chelating properties, which likely enhance the bioavailability or stability of aluminum in this formulation. It's used in various applications, including medicine and food industry as a stabilizing agent or supplement.",DB13650,
NC1=C(Br)C=C(Br)C=C1CN[C@H]1CC[C@H](O)CC1,Ambroxol,Ambroxol,"Ambroxol is a secretolytic agent used in the treatment of respiratory diseases associated with viscid or excessive mucus. It is the active ingredient of Mucosolvan, Lasolvan or Mucoangin. The substance is a mucoactive drug with several properties including secretolytic and secretomotoric actions that restore the physiological clearance mechanisms of the respiratory tract which play an important role in the body’s natural defence mechanisms. It stimulates synthesis and release of surfactant by type II pneumocytes. Surfactants acts as an anti-glue factor by reducing the adhesion of mucus to the bronchial wall, in improving its transport and in providing protection against infection and irritating agents.",DB06742,2132.0
NC1=CC(O)=C(C=C1)C(=O)OC1=CC=CC=C1,Phenyl aminosalicylate,Phenyl Aminosalicylate,"This molecule consists of an aminosalicylate group, which is a salicylic acid (2-hydroxybenzoic acid) derivative with an amino group substitution, linked to a phenyl group via an ester linkage. It is primarily used as an antitubercular agent.",DB06807,
NC1=CC=C(C=C1)C(=O)NCC(O)=O,Aminohippuric acid,Aminohippuric acid,Aminohippuric acid features a benzene ring substituted with both an amino group and a carboxamide group (attached to an additional carboxylic acid group via an ethyl linker). It is often used in renal diagnostics to measure renal plasma flow due to its rapid excretion by the kidneys.,DB00345,2148.0
NC1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC=N1,Sulfapyridine,Sulfapyridine,"Antibacterial, potentially toxic, and previously used to treat certain skin diseases. No longer prescribed.",DB00891,5336.0
NC1=CC=C(C=C1)S(=O)(=O)NC1=CC=NN1C1=CC=CC=C1,Sulfaphenazole,Sulfaphenazole,Sulfaphenazole is a sulfonamide antibacterial.,DB06729,5335.0
NC1=CC=C(C=C1)S(N)(=O)=O,Sulfanilamide,Sulfanilamide,Sulfanilamide is a molecule containing the sulfonamide functional group attached to an aniline.,DB00259,5333.0
NC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21,Epinastine,Epinastine,"Epinastine is used for the prevention of itching associated with allergic conjunctivitis. It has a multi-action effect that inhibits the allergic response in 3 ways: 1. stabilizes mast cells by preventing mast cell degranulation to control the allergic response, 2. prevents histamine binding to both the H1- and H2-receptors to stop itching and provide lasting protection, and 3. prevents the release of proinflammatory chemical mediators from the blood vessel to halt progression of the allergic response.",DB00751,3241.0
NCC1=CC=C(C=C1)S(N)(=O)=O,Mafenide,Mafenide,"Mafenide is a sulfonamide-type antimicrobial agent used to treat severe burns. It acts by reducing the bacterial population present in the burn tissue and promotes healing of deep burns. In 1998, mafenide acetate was approved under the FDA’s accelerated approval regulations. In November 2022, the use of mafenide acetate (powder for 5% topical solution) was withdrawn by the FDA due to an unresolved confirmatory study required to fulfill the accelerated approval requirements.",DB06795,3998.0
NCCC(=O)N1[Zn]OC(=O)[C@@H]1CC1=CN=CN1,Polaprezinc,Zinc L-carnosine,"Polaprezinc is a chelated form of zinc and L-carnosine. It is a zinc-related medicine approved for the first time in Japan, which has been clinically used to treat gastric ulcers.  It was determined that polaprezinc may be effective in pressure ulcer treatment. A study in 2013 showed that CO-administration of polaprezinc may be effective against small intestine mucosal injury associated with long-term aspirin therapy.",DB09221,6918055.0
NCCCC(N)(C(F)F)C(O)=O,Eflornithine,Eflornithine,"Eflornithine is an irreversible ornithine decarboxylase inhibitor originally developed as a treatment for human African trypanosomiasis. Further research has also implicated ornithine decarboxylase in other conditions like facial hirsutism and cancer, especially when ornithine decarboxylase is highly upregulated in tumor cells. Additionally, ornithine decarboxylase is activated by c-myc or interacts with ras, both very well-known oncogenes, thus increasing the interest in targeting ornithine carboxylase as a potential cancer treatment.  In 1960 and 2000, the FDA approved eflornithine under the brand names ORNIDYL and VANIQUA for the treatment of African trypanosomiasis and hirsutism, respectively, but has since been discontinued. Subsequently, on December 14, 2023, the FDA approved eflornithine again but under the brand name IWILFIN as an oral maintenance therapy to reduce the risk of relapse in adult and pediatric patients with high-risk neuroblastoma who have demonstrated at least a partial response to prior multiagent, multimodality therapy, including anti-GD2 immunotherapy. This approval is based on positive results obtained from a multi-site, single-arm, externally controlled study of children with high-risk neuroblastoma, where a 52% reduction in the risk of relapse and a 68% reduction in the risk of death were observed.",DB06243,3009.0
NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O,Felypressin,Felypressin,"A synthetic nonapeptide comprising cysteinyl, phenylalanyl, phenylalanyl, glutaminyl, asparaginyl, cysteinyl, prolyl, lysyl, and glycinamide residues in sequence, with a disulfide bridge joining the two cysteine residues. Its antidiuretic effects are less than those of vasopressin. It is a non-catecholamine vasoconstrictor used in local anaesthetic injections for dental use, and is an ingredient of preparations that have been used for treatment of pain and inflammation of the mouth.",DB00093,14257662.0
NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSC[C@H](NC(=O)CNC(=O)CNC(=O)CN)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O,Terlipressin,Terlipressin,"Terlipressin is a synthetic analogue of vasopressin, which is an endogenous neurohormone that acts as a vasoconstrictor. It is a prodrug of [lypressin], or lysine vasopressin. Compared to endogenous vasopressin, terlipressin has a longer half life and increased selectivity for the V1 receptor. As a potent vasopressor, terlipressin has been investigated in various shock states and conditions with diminished vasomotor tone. It was also studied in hepatorenal syndrome (HRS) and variceal bleeding. The drug was first approved by the FDA in September 2022.",DB02638,72081.0
NCCNC1=CC=C(NCCN)C2=C1C(=O)C1=C(C=NC=C1)C2=O,Pixantrone,Pixantrone,"Pixantrone is an aza-anthracenedione and DNA intercalator which inhibits topoisomerase II. It is similar in structure to anthracyclines such as mitoxantrone, but exerts fewer toxic effects on cardiac tissue. [2] The lower cardio-toxic effects of pixantrone may be explained, in part, by its redox inactivity [3]. Pixantrone does not bind iron and promotes the formation of reactive oxygen species to a lesser degree than other anthracyclines. It also inhibits doxorubicinol formation in human myocardium. [3] As a result, it is believed to be less cardiotoxic while still exerting efficacy.    Pixantrone was designed to treat relapsed or refractory aggressive non-Hodgkin's lymphoma(NHL) in patients who have failed two prior lines of therapy. [2] For patients suffering from NHL, first line therapies consist of anthracycline containing multi-drug treatments which unfortunately are known to cause irreversible myocardial tissue damage. Patients refractory to treatment, or those who relapse, are discouraged from further anthracycline use due to cumulative cardiotoxicity. Pixantrone dimaleate, administered intravenously, was designed by Cell Therapeutics Incorporated as an alternative second line therapy in refractory or relapsed NHL. It is currently being tested in Phase III trials. [2]  Although pixantrone has not yet received FDA approval in the United States, it has been granted conditional marketing approval by the European Union. Conditional approval was granted by the European Medicines Agency after a phase III EXTEND trial of patients with NHL showed that pixantrone was tolerable and that it resulted in significantly higher complete response rate and progression free survival in comparison to other single chemotherapy agents. However, it is notable that the EXTEND trial was stopped early, leaving the statistical significance of the results in question. Based on this uncertainty, in 2009, the FDA ultimately rejected Cell Therapeutic's initial application for accelerated approval for pixantrone use in relapsed or refractory NHL. Another phase III trial, PIX-R, is now ongoing to clarify pixantrones place in therapy. It will compare pixantrone efficacy to that of gemcitabine. [2]",DB06193,134019.0
NCCS,Cysteamine,Cysteamine,"Cystinosis is a rare disease caused by mutations in the CTNS gene that encodes for cystinosin, a protein responsible for transporting cystine out of the cell lysosome. A defect in cystinosin function is followed by cystine accumulation throughout the body, especially the eyes and kidneys.  Several preparations of cysteamine exist for the treatment of cystinosis manifestations, some in capsule form, and others in ophthalmic solution form. In particular, cystine deposits on the eye can cause significant discomfort throughout the day and require frequent treatment with eye drops, typically every waking hour.  On August 25th 2020, the first ophthalmic solution for cystinosis requiring only 4 daily treatments was granted FDA approval.  Cysteamine eye drops are a practical and effective option for those affected by ocular cystinosis. Marketed by Recordati Rare Diseases Inc., CYSTADROPS? reduce the burden of multiple frequent medications normally administered to those with cystinosis.",DB00847,6058.0
NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O,Arbekacin,Arbekacin,An semisynthetic aminoglycoside antibiotic. Often used for treatment of multi-resistant bacterial infection such as methicillin-resistant Staphylococcus aureus (MRSA).,DB06696,68682.0
NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O,Framycetin,Framycetin,"A component of neomycin that is produced by Streptomyces fradiae. On hydrolysis it yields neamine and neobiosamine B. (From Merck Index, 11th ed)",DB00452,8378.0
NNC1=C2C=CC=CC2=C(NN)N=N1,Dihydralazine,Dihydralazine,Dihydralazine is under investigation in clinical trial NCT00311974 (The Effect of Dihydralazine on Kidney Function and Hormones in Healthy Individuals).,DB12945,10230.0
NS(=O)(=O)C1=C(Cl)C=C2NC(NS(=O)(=O)C2=C1)C1CC2CC1C=C2,Cyclothiazide,Cyclothiazide,"As a diuretic, cyclothiazide inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like cyclothiazide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of cyclothiazide is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle. Cyclothiazide is indicated as adjunctive therapy in edema associated with congestive heart failure, hepatic cirrhosis, and corticosteroid and estrogen therapy. It is also indicated in the management of hypertension either as the sole therapeutic agent or to enhance the effectiveness of other antihypertensive drugs in the more severe forms of hypertension.",DB00606,2910.0
NS(=O)(=O)C1=CC(=CC(N2CCCC2)=C1OC1=CC=CC=C1)C(O)=O,Piretanide,Piretanide,"Piretanide (INN, trade names Arelix, Eurelix, Tauliz) has been synthesized in 1973 at Hoechst AG (Germany) as a loop diuretic compound by using a then-new method for introducing cyclic amine residues in an aromatic nucleus in the presence of other aromatically bonded functional groups.",DB02925,4849.0
N[C@@H](CC1=CC=CC=C1)C(O)=O,Phenylalanine,Phenylalanine,"Phenylalanine is an essential aromatic amino acid that is a precursor of melanin, [dopamine], [noradrenalin] (norepinephrine), and [thyroxine].",DB00120,6140.0
N[C@@H](CSCC(O)=O)C(O)=O,Carbocisteine,Carbocysteine,"Dyspnea and cough are common symptoms of chronic obstructive pulmonary disease (COPD) and other respiratory conditions characterized by increased mucus production. Individuals with COPD have a greater risk of pulmonary infection due to the growth and accumulation of viruses and bacteria in thick bronchial mucus. Carbocisteine is a mucolytic drug that alleviates respiratory symptoms and infections by reducing the viscosity of mucus, allowing it to be expelled.  Several licenses for this drug were withdrawn following serious and fatal paradoxical effects after carbocisteine therapy in children; respiratory dress, dyspnea, and cough aggravation were reported by physicians in France and Italy.  Carbocisteine is currently not FDA or Health Canada approved, but is approved for use in Asia, Europe, and South America.",DB04339,193653.0
N[C@@H]1CCCCN(C1)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1Cl)C(O)=O,Besifloxacin,Besifloxacin,"Besifloxacin is a fourth generation fluoroquinolone-type opthalmic antibiotic for the treatment of bacterial conjunctivitis. FDA approved on May 28, 2009.",DB06771,10178705.0
N[C@]1(C[C@H]([18F])C1)C(O)=O,Fluciclovine (18F),Fluciclovine (18F),"Fluciclovine is a [18F]-tagged synthetic analog of the amino acid L-leucine. It presents excellent diagnostic properties to be used in positron emission tomography (PET) imaging. The structure of fluciclovine allows it to be uptaken by the tumoral cells by its amino acid transporter without incorporating in the metabolism within the body. Fluciclovine was developed by Blue Earth Diagnostics, Ltd. and FDA approved in May 27, 2016.",DB13146,450601.0
O.O.O.O.O.O.O.O.O.O.O.O.[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Mg++].[Al+3].[Al+3].[O-]C([O-])=O,Hydrotalcite,Hydrotalcite,"Hydrotalcite is an inorganic layered double hydroxide, typically comprising magnesium and aluminum cations with carbonate anions in the interlayer spaces. It is used for its antacid properties and as an additive in plastics and other materials to improve fire retardant properties.",DB13322,
O.O.O.O.O.O.O.O.O.[Na+].[Na+].[Na+].[H][C@@]1(O[Sb]2(O)(O[Sb]34([O-])O[C@@H](C([O-])=O)[C@@]([H])(O3)[C@]([H])(O4)[C@H](O)CO)O[C@@H](C([O-])=O)[C@@]1([H])O2)[C@H](O)CO,Sodium stibogluconate,Myostibin,"Sodium stibogluconate is a D-gluconate adduct of indefinite composition containing between 30 and 34% of antimony(V), calculated with reference to dried and methanol-free substance. It is used as a treatment for leishmaniasis. It has a role as an antineoplastic agent and an antileishmanial agent.",DB05630,56927674.0
O.O.O.O.O.[Fe+3].[Fe+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O,Ferric sulfate,pentahydrate,"pentahydrate involves iron(III) ions coordinated with sulfate groups and water molecules, creating a hydrated salt. It’s utilized in various applications including water purification and as a mordant in dyeing processes.",DB11171,23443659.0
O.O.[98Tc+4].[O-]P([O-])(=O)CP([O-])([O-])=O,Technetium Tc-99m medronate,Technetium (99Mtc) Medronic Acid,"Technetium (99mTc) medronic acid is a pharmaceutical product used in nuclear medicine imaging. It is composed of a technetium ion complexed with medronic acid, a type of bisphosphonate. Like other bisphosphonates used in the treatment of osteoporosis, medronic acid binds to the hydroxyapatite crystals within bone, and in this way localizes the drug to bone for delineation of areas of altered osteogenesis.  Following intravenous injection, single photon emission computed tomography (SPECT) is performed to detect the gamma ray emmitted by the decay of Technetium-99m to Technetium-99.",DB09138,131704315.0
O.[Mg++].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-],Almasilate,Almasilate,"Almasilate is an antacid composed of aluminum, magnesium, and silicon. It helps in neutralizing stomach acid and is used to treat symptoms of gastroesophageal reflux disease and other conditions caused by excess stomach acid.",DB13595,131704329.0
O.[Na+].CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCCNC(=O)[C@H](C)NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](NC(C)=O)C=O)C(N)=O)OC(=O)CCCCCCCCCCCCCCC,Mifamurtide,"2-((N-((2R)-2-((3R,4R,5S,6R)-3-(Acetylamino)-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)propanoyl)-L-alanyl-D-isoglutaminyl-L-alanyl)amino)ethyl (2R)-2,3-bis(hexanoyloxy)propyl sodium phosphate hydrate","Mifamurtide is a liposomal formulation containing a muramyl dipeptide (MDP) analogue with potential immunomodulatory and antineoplastic activities. Muramyl tripeptide phosphatidylethanolamine (MTP-PE), a derivative of the mycobacterial cell wall component MDP, activates both monocytes and macrophages. Activated macrophages secrete cytokines and induce the recruitment and activation of other immune cells, which may result in indirect tumoricidal effects. Liposomal encapsulation of MTP-PE prolongs its half-life and enhances tissue targeting.",DB13615,
O=C(C1=CC=CC=C1)C1=CC=CC=C1,Benzophenone,Benzophenone,Benzophenone is the organic compound. Substituted benzophenones such as oxybenzone and dioxybenzone are used in sunscreen.,DB01878,3102.0
O=C(NC1=C2OC(=CC(=O)C2=CC=C1)C1=NNN=N1)C1=CC=C(OCCCCC2=CC=CC=C2)C=C1,Pranlukast,Pranlukast,"Pranlukast is a cysteinyl leukotriene receptor-1 antagonist. It antagonizes or reduces bronchospasm caused, principally in asthmatics, by an allergic reaction to accidentally or inadvertently encountered allergens.",DB01411,4887.0
O=C(OCCOCCN1CCCCC1)N1C2=CC=CC=C2SC2=C1N=CC=C2,Pipazethate,Pipazethate,A non-narcotic oral antitussive agent.,DB08796,22425.0
O=C1C(C(=O)C2=CC=CC=C12)C1=CC=CC=C1,Phenindione,Phenindione,"An indandione that has been used as an anticoagulant. Phenindione has actions similar to warfarin, but it is now rarely employed because of its higher incidence of severe adverse effects. (From Martindale, The Extra Pharmacopoeia, 30th ed, p234)",DB00498,4760.0
O=C1NC=CC(=O)N1.FC1=CN(C2CCCO2)C(=O)NC1=O,Tegafur-uracil,Tegafur-Uracil,"Tegafur-uracil is an anti-tumor compound containing tegafur (1-(2-tetrahydrofuryl)-5-fluorouracil) and uracil in a molar ratio of 1:4. It was developed as an anti-cancer therapy by Taiho Pharmaceutical Co Ltd. It is approved in different countries but it is not yet approved by the FDA, Health Canada or EMA.",DB09327,104747.0
O=S1(=O)CCN(CN2CCS(=O)(=O)NC2)CN1,Taurolidine,Taurolidine,"Taurolidine is an antimicrobial used for the prevention of catheter-related infections. It is a derivative of the amino acid [taurine].  It was first synthesized in the 1970s and was originally used as a prophylactic against intraperitoneal bacterial infections in patients with peritonitis. In November 2023, a catheter lock solution of taurolidine in combination with [heparin] - marketed as Defencath - received FDA approval under the Limited Population Pathway for Antibacterial and Antifungal Drugs (LPAD pathway) for the prevention of catheter-related bloodstream infections in a limited and specific patient population.",DB12473,29566.0
OB1OCC2=C1C=CC(OC1=CC=C(C=C1)C#N)=C2,Crisaborole,906673-24-3,"Crisaborole is a novel oxaborole approved by FDA on December 14, 2016 as Eucrisa, a topical treatment of for mild to moderate atopic dermatitis.  This non-steroidal agent is efficacious in improving disease severity, reducing the risk of infection and reducing the signs and symptoms in patients 2 years old and older. It reduces the local inflammation in the skin and prevents further exacerbation of the disease with a good safety profile. Its structure contains a boron atom, which facilitates skin penetration and binding to the bimetal center of the phosphodiesterase 4 enzyme. It is currently under development as topical treatment of psoriasis.",DB05219,44591583.0
OB1OCC2=CC(F)=CC=C12,Tavaborole,Tavaborole,"Tavaborale is a novel, boron-based topical antifungal medication for the treatment of onychomycosis, a fungal infection of the nail and nail bed due to *Trichophyton rubrum* or *Trichophyton mentagrophytes* infection. Tavaborole functions by inhibiting Leucyl-tRNA synthetase, or LeuRS, an essential fungal enzyme required for protein synthesis and for the catalysis of ATP-dependent ligation of L-leucine to tRNA(Leu).",DB09041,11499245.0
OC(=O)C(=O)NC1=CC(=CC(NC(=O)C(O)=O)=C1Cl)C#N,Lodoxamide,Lodoxamide,"Lodoxamide is a mast-cell stabilizer for topical administration into the eye. Mast-cell stabilizers, first one approved being cromolyn sodium, are used in treatment of ocular hypersensitivity reactions such as vernal conjunctivitis. These conditions often require treatment with anti-inflammatory medications such as ophthalmic NSAIDs or topical steroids which may cause systemic or toxic effects long-term. Although less effective than topical steroids at decreasing inflammation, mast-cell stabilizers offer another treatment option and exhibit minimal adverse effects. Lodoxamide is marketed under the brand name Alomide by Alcon.",DB06794,44564.0
OC(=O)C1=C(NC2=CC=CC(=C2)C(F)(F)F)N=CC=C1,Niflumic acid,Niflumic acid,Niflumic acid is an analgesic and anti-inflammatory agent used in the treatment of rheumatoid arthritis.,DB04552,4488.0
OC(=O)C1=CC=CC=C1,Benzoic acid,Benzoic Acid,"A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. As the sodium salt form, sodium benzoate is used as a treatment for urea cycle disorders due to its ability to bind amino acids. This leads to excretion of these amino acids and a decrease in ammonia levels. Recent research shows that sodium benzoate may be beneficial as an add-on therapy (1 gram/day) in schizophrenia. Total Positive and Negative Syndrome Scale scores dropped by 21% compared to placebo.",DB03793,243.0
OC(=O)CC1=CC(Cl)=C(OCC=C)C=C1,Alclofenac,Alclofenac,Alclofenac is a non-steroidal anti-inflammatory drug. It was withdrawn from the market in the United Kingdom in 1979.,DB13167,30951.0
OC(=O)CCC(=O)C1=CC=C(C=C1)C1=CC=CC=C1,Fenbufen,Fenbufen,"Fenbufen is a non-steroidal anti-inflammatory drug used primarily to treat inflammation in osteoarthritis, ankylosing spondylitis, and tendinitis. It can also be used to relieve backaches, sprains, and fractures. Fenbufen is available as a capsule or tablet sold with the brand names Cepal, Cinopal, Cybufen, Lederfen, and Reugast. Fenbufen acts by preventing cyclooxygenase from producing prostaglandins which can cause inflammation.",DB08981,3335.0
OC(=O)CCCCO\N=C(\C1=CN=CC=C1)C1=CC(=CC=C1)C(F)(F)F,Ridogrel,5-[[Pyridin-3-yl-[3-(trifluoromethyl)phenyl]methylidene]amino]oxypentanoic acid,"This molecule combines a pyridine ring and a trifluoromethyl-substituted benzene ring connected via a methylene linkage, incorporating an oxypentanoic acid backbone and an imine group (methylidene-amino). It likely has biological activity due to its complex structure, potentially used in medicinal chemistry for its pharmacological properties.",DB01207,5362391.0
OC(=O)CCCN1CCC(CC1)OC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1,Bepotastine,4-(4-((4-Chlorophenyl)(pyridin-2-yl)methoxy)piperidin-1-yl)butanoic acid,"Bepotastine is a non-sedating, selective antagonist of the histamine 1 (H1) receptor. Bepotastine was approved in Japan for use in the treatment of allergic rhinitis and uriticaria/puritus in July 2000 and January 2002, respectively, and is marketed by Tanabe Seiyaku Co., Ltd. under the brand name Talion. It is available in oral and opthalmic dosage forms in Japan. The opthalmic solution is FDA approved since Sept 8, 2009 and is under the brand name Bepreve.",DB04890,2350.0
OC(=O)CN(CCN(CC(O)=O)CC(O)=O)CC(O)=O,Edetic acid,Edetic Acid,A chelating agent (chelating agents) that sequesters a variety of polyvalent cations. It is used in pharmaceutical manufacturing and as a food additive.,DB00974,6049.0
OC(=O)COC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl,Aceclofenac,Aceclofenac,"Aceclofenac is an oral non-steroidal anti-inflammatory drug (NSAID) with marked anti-inflammatory and analgesic properties used to treat osteoarthritis, rheumatoid arthritis and ankylosing spondylitis. It is reported to have a higher anti-inflammatory action or at least comparable effects than conventional NSAIDs in double-blind studies. Aceclofenac potently inhibits the cyclo-oxygenase enzyme (COX) that is involved in the synthesis of prostaglandins, which are inflammatory mediators that cause pain, swelling, inflammation, and fever. Aceclofenac belongs to BCS Class II as it possesses poor aqueous solubility. It displays high permeability to penetrate into synovial joints where in patients with osteoarthritis and related conditions, the loss of articular cartilage in the area causes joint pain, tenderness, stiffness, crepitus, and local inflammation. Aceclofenac is also reported to be effective in other painful conditions such as dental and gynaecological conditions. In 1991, aceclofenac was developed as an analog of a commonly prescribed NSAID, [DB00586], via chemical modification in effort to improve the gastrointestinal tolerability of the drug. It is a more commonly prescribed drug in Europe.",DB06736,71771.0
OC(=O)[C@@H](S)[C@@H](S)C(O)=O,Succimer,Succimer,A mercaptodicarboxylic acid used as an antidote to heavy metal poisoning because it forms strong chelates with them.,DB00566,2724354.0
OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1,Hexoprenaline,Hexoprenaline,"Hexoprenaline is a stimulant of beta 2 adrenergic receptors. It is used as a bronchodilator, antiasthmatic, and tocolytic agent.",DB08957,3609.0
OC1(CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1)C1=CC=C(Br)C=C1,Bromperidol,Bromperidol,"Bromperidol has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.",DB12401,2448.0
OC12CC3CC(C1)CC(C3)(C2)NCC(=O)N1CCC[C@H]1C#N,Vildagliptin,Vildagliptin,"Vildagliptin (LAF237) is an orally active antihyperglycemic agent that selectively inhibits the dipeptidyl peptidase-4 (DPP-4) enzyme. It is used to manage type II diabetes mellitus, where GLP-1 secretion and insulinotropic effects are impaired. By inhibiting DPP-4, vildagliptin prevents the degradation of glucagon-like peptide 1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP), which are incretin hormones that promote insulin secretion and regulate blood glucose levels. Elevated levels of GLP-1 and GIP consequently results in improved glycemic control. In clinical trials, vildagliptin has a relatively low risk of hypoglycemia.  Oral vildagliptin was approved by the European Medicines Agency in 2008 for the treatment of type II diabetes mellitus in adults as monotherapy or in combination with [metformin], a sulfonylurea, or a thiazolidinedione in patients with inadequate glycemic control following monotherapy. It is marketed as Galvus. Vildagliptin is also available as Eucreas, a fixed-dose formulation with metformin for adults in who do not adequately glycemic control from monotherapy. Vildagliptin is currently under investigation in the US.",DB04876,6918537.0
OC1=C(Cl)C=C(Cl)C2=C1N=CC=C2,Chloroxine,Chloroxine,Chloroxine is a synthetic antibacterial compound. Chloroxine is a compound used in some shampoos for the treatment of dandruff and seborrheic dermatitis of the scalp.,DB01243,2722.0
OC1=C(O)C=C(CCNCCCCCCNCCC2=CC=CC=C2)C=C1,Dopexamine,Dopexamine,"Dopexamine has been used in trials studying the diagnostic and treatment of Free Flap, Oral Cancer, Hypotension, Septic Shock, and Head and Neck Cancer.",DB12313,55483.0
OC1=C2N=CC=CC2=C(C=C1)[N+]([O-])=O,Nitroxoline,Nitroxoline,Nitroxoline is a urinary antibacterial agent active against susceptible gram-positive and gram-negative organisms commonly found in urinary tract infections. It is a hydroxyquinoline derivative unrelated to other classes of drugs. Nitroxoline is active against bacterial gyrases.,DB01422,19910.0
OC1=CC(=O)NC=C1Cl,Gimeracil,Gimeracil,"Gimeracil is an adjunct to antineoplastic therapy, used to increase the concentration and effect of the main active componets within chemotherapy regimens. Approved by the European Medicines Agency (EMA) in March 2011, Gimeracil is available in combination with [DB03209] and [DB09256] within the commercially available product ""Teysuno"". The main active ingredient in Teysuno is [DB09256], a pro-drug of [DB00544] (5-FU), which is a cytotoxic anti-metabolite drug that acts on rapidly dividing cancer cells. By mimicking a class of compounds called ""pyrimidines"" that are essential components of RNA and DNA, 5-FU is able to insert itself into strands of DNA and RNA, thereby halting the replication process necessary for continued cancer growth.   Gimeracil's main role within Teysuno is to prevent the breakdown of [DB00544] (5-FU), which helps to maintin high enough concentrations for sustained effect against cancer cells. It functions by reversibly and selectively blocking the enzyme dihydropyrimidine dehydrogenase (DPD), which is involved in the degradation of 5-FU. This allows higher concentrations of 5-FU to be achieved with a lower dose of tegafur, thereby also reducing toxic side effects.",DB09257,54679224.0
OC1=CC=C(\C=C\C2=CC(O)=CC(O)=C2)C=C1,Resveratrol,Resveratrol,"Resveratrol (3,5,4'-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as cis-(Z) and trans-(E) isomers. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature.",DB02709,445154.0
OC1=NC2=CC=CC=C2N1C1CCN(CCCC(=O)C2=CC=C(F)C=C2)CC1,Benperidol,Benperidol,"Benperidol has been used in trials studying the treatment of Dementia, Depression, Schizophrenia, Anxiety Disorders, and Psychosomatic Disorders, among others.",DB12867,16363.0
OC1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(C=C3)C#N)CC1,Periciazine,periciazine,"Periciazine is a phenothiazine of the piperidine group. It has been shown to reduce pathologic arousal and affective tension in some psychotic patients, while the symptoms of abnormal mental integration are relatively unaffected. It is a sedative phenothiazine with weak antipsychotic properties. It also has adrenolytic, anticholinergic, metabolic and endocrine effects and an action on the extrapyramidal system.  It is used as an adjunctive medication in some psychotic patients, for the control of residual prevailing hostility, impulsiveness and aggressiveness. Pericyazine, like other phenothiazines, is presumed to act principally in the subcortical areas, by producing what has been described as a central adrenergic blockade.",DB01608,4747.0
OCC(CO)N[C@H]1C[C@](O)(CO)[C@@H](O)[C@H](O)[C@H]1O,Voglibose,Voglibose,Voglibose is an alpha-glucosidase inhibitor used for lowering post-prandial blood glucose levels in people with diabetes mellitus. It is made in India by Ranbaxy Labs and sold under the trade name Volix.,DB04878,444020.0
OCC(O)COC(=O)C1=CC=CC=C1NC1=CC=NC2=C(C=CC=C12)C(F)(F)F,Floctafenine,Floctafenine,Floctafenine is an anti-inflammatory analgesic similar in action to aspirin. Floctafenine inhibits prostaglandin synthesis.,DB08976,76958517.0
OCC1=CC=CC=C1,Benzyl alcohol,Benzyl Alcohol,"Benzyl Alcohol is a simple aromatic alcohol, Benzyl Alcohol is composed of a benzene ring attached to a hydroxymethyl group. It is widely used as a solvent, preservative, and local anesthetic in various pharmaceutical and cosmetic products.",DB06770,244.0
OCCCC(O)=O,gamma-Hydroxybutyric acid,4-Hydroxybutanoic acid,"Gamma hydroxybutyric acid, commonly abbreviated GHB, is a therapeutic drug which is illegal in multiple countries. It is currently regulated in the US and sold by Jazz Pharmaceuticals under the name Xyrem. However, it is important to note that GHB is a designated Orphan drug (in 1985). Today Xyrem is a Schedule III drug; however GHB remains a Schedule I drug and the illicit use of Xyrem falls under penalties of Schedule I. GHB is a naturally occurring substance found in the central nervous system, wine, beef, small citrus fruits and almost all other living creatures in small amounts. It is used illegally under the street names Juice, Liquid Ecstasy or simply G, either as an intoxicant, or as a date rape drug. Xyrem is a central nervous system depressant that reduces excessive daytime sleepiness and cataplexy in patients with narcolepsy.",DB01440,3037032.0
OCCN(CCO)C1=NC(=C(O1)C1=CC=CC=C1)C1=CC=CC=C1,Ditazole,Ditazole,"Ditazole is a non-steroidal anti-inflammatory drug (NSAID). Ditazole's analgesic and antipyretic effects are similar to phenylbutazone. Additionally, ditazole is a platelet aggregation inhibitor marketed in Spain and Portugal with trade name Ageroplas.",DB08994,29088.0
OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O,Trolamine salicylate,Trolamine Salicylate,"Trolamine salicylate is an organic compound or a salt formed between triethanolamine and salicylic acid. Triethanolamine neutralizes the acidity of the salicylic acid. It is a topical analgesic used for temporary relief of minor pain associated with arthritis, simple backache, muscle strains, sprains, and bruises. Unlike other topical analgesics, trolamine salicylate has no distinct odor which improves patient acceptability. It also displays low systemic absorption upon dermal or topical administration and has low skin irritant properties. As with other salicylates, trolamine salicylate is an inhibitor of cyclo-oxygenase (COX) enzymes with no reported selectivity towards a specific enzyme isoform. Trolamine salicylate serves as an active ingredient in topical over-the-counter products for temporary management of mild to moderate muscular and joint pains.",DB11079,25213.0
OCCN1CCN(CC\C=C2\C3=C(SC4=C2C=C(Cl)C=C4)C=CC=C3)CC1,Zuclopenthixol,Zuclopenthixol,"Zuclopenthixol, also known as Zuclopentixol or Zuclopenthixolum, is an antipsychotic agent. Zuclopenthixol is a thioxanthene-based neuroleptic with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors. Major brands of zuclopenthixol are Cisordinol, Acuphase, and Clopixol. This drug is a liquid. This compound belongs to the thioxanthenes. These are organic polycyclic compounds containing a thioxanthene moiety, which is an aromatic tricycle derived from xanthene by replacing the oxygen atom with a sulfur atom. Known drug targets of zuclopenthixol include 5-hydroxytryptamine receptor 2A, D(1B) dopamine receptor, D(2) dopamine receptor, D(1A) dopamine receptor, and alpha-1A adrenergic receptor. It is known that zuclopenthixol is metabolized by Cytochrome P450 2D6. Zuclopenthixol was approved for use in Canada in 2011, but is not approved for use in the United States.",DB01624,5311507.0
OCCOCCOC(=O)C1=CC=CC=C1NC1=CC=CC(=C1)C(F)(F)F,Etofenamate,Etofenamate,Etofenamate is used to treat muscle and joint paint. It is a non-steroidal anti-inflammatory drug (NSAID).,DB08984,35375.0
OP(O)(=O)C(Cl)(Cl)P(O)(O)=O,Clodronic acid,Clodronic Acid,"Clodronic acid is a first generation bisphosphonate similar to [etidronic acid] and [tiludronic acid]. These drugs were developed to mimic the action of pyrophosphate, a regulator of calcification and decalcification. clodronate’s use has decreased over the years in favor of the third generation, nitrogen containing bisphosphonate [zoledronic acid], [ibandronic acid], [minodronic acid], and [risedronic acid].  Clodronic acid is not FDA approved, but is approved in Canada.",DB00720,25419.0
O[C@H]([C@@H](O)C(O)=O)C(O)=O,L-tartaric acid,L-Tartaric acid,"Tartaric acid is a white crystalline organic acid that occurs naturally in many plants, most notably in grapes.Tartaric is an alpha-hydroxy-carboxylic acid, is diprotic and aldaric in acid characteristics, and is a dihydroxyl derivative of succinic acid.",DB09459,444305.0
[68Ga+3].C[C@@H](O)[C@H](NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)CN2CCN(CC([O-])=O)CCN(CC([O-])=O)CCN(CC([O-])=O)CC2)C(=O)N[C@@H](CC2=CC=C(O)C=C2)C(=O)N[C@H](CC2=CNC3=C2C=CC=C3)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1)C(O)=O,Dotatate gallium Ga-68,Dotatate gallium Ga-68,"Dotatate gallium (Ga-68) is a somatostatin-2 receptor analog which is radiolabeled with gallium 68 as a positron-emitting radioisotope. Ga-68 dotatate has a high affinity for somatostatin-2 receptor and it is rapidly excreted from the nontarget sites which gives it an ideal candidate for imaging neuroendocrine tumors. Dotatate gallium (Ga-68) explotes its ability to detect somatostatin receptor scintigraphy and this characteristic tends to change with tumor grade which gives Ga-68 dotate a high diagnostic value. Dotatate gallium 68 was developed by Advanced Accelerator Applications USA, Inc. and FDA approved in June 1, 2016.",DB13925,
[99Tc].OC(P(O)(O)=O)P(O)(O)=O,Technetium Tc-99m oxidronate,Technetium Tc 99m oxidronate,"Technetium Tc-99m oxidronate, also known as 99mTc-methylene diphosphonate, is a radiopharmaceutical agent. A radiopharmaceutical is defined as a medicinal formulation containing radioisotopes that are used in major clinical areas for diagnosis and/or therapy. The radiopharmaceuticals based on technetium-99m are widely used for diagnostic purposes because 99mTc has a versatile chemistry which allows it to produce an extense variety of complexes with specific characteristics. These complexes are formed by the binding of 99mTc to metal atoms of an organic molecule. The group oxidronate falls into the category of diphosphonates whose structure allows them to bind to calcium. Thus, technetium Tc-99m oxidronate is a powerful detection tool for abnormal osteogenesis by skeletal scintigraphy. It was developed by Mallinkrodt nuclear and FDA approved on February 18, 1981.",DB09139,123801.0
[99Tc].[H]OC(=O)C([H])([H])N(C([H])([H])C(=O)O[H])C([H])([H])C(=O)N([H])C1=C(C(Br)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H],Technetium Tc-99m mebrofenin,Technetium Tc 99m mebrofenin,"Technetium Tc 99m Mebrofenin is a diagnostic radiopharmaceutical composed of diisopropyl-iminodiacetic acid (DISIDA)  attached to a technetium-99m ion.  Following intravenous injection, single photon emission computer tomography (SPECT) imaging of the liver or gallbladder is performed using a gamma camera to detect the gamma rays emitted by the technetium-99m as it decays. This is possible as Technetium-99m decays by isomeric transition to technetium-99 through the release of a gamma ray.  Liver and gallbladder imaging is enabled through attachment to mebrofenin as this molecule has high hepatic uptake and fast biliary excretion, resulting in improved hepatic imaging. More specifically, mebrofenin is taken up into hepatocytes through the action of OATP1B1 and OATP1B3 transporters.  Currently available within a sterile kit, Tc-99m Mebrofenin is indicated for imaging of the liver and gallbladder.",DB09137,11431716.0
[Al+3].[K+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O,Potassium alum,Aluminum potassium sulfate,"Potassium alum is considered by the FDA as a generally recognized as safe (GRAS) substance. It is an inorganic salt, also called potassium aluminum sulfate with a formula of AlK(SO4)2 that is predominantly produced in the dodecahydrate form (AlK(SO4)2 * 12H2O). Potassium alum is formed by large, transparent crystals that are used in different products like food or drugs as a buffer, neutralizing or forming agent.",DB09087,24856.0
[Al],Aluminium,Aluminum,"A metallic element that has the atomic number 13, atomic symbol Al, and atomic weight 26.98.",DB01370,5359268.0
[Br-].CCCC(CCC)C(=O)O[C@H]1CC2CCC(C1)[N+]2(C)C,Anisotropine methylbromide,8-Methyl-3-(2-propylpentanoyloxy)tropinium bromide,"Anisotropine methylbromide is a quaternary ammonium salt resulting from the reaction of the amino group of anisotropine with methyl bromide. It has a role as an anti-ulcer drug, a muscarinic antagonist and a parasympatholytic. It is an organic bromide salt and a quaternary ammonium salt.",DB00517,21867154.0
[Br-].[H][C@]12C[C@@H](C[C@@]([H])(C3OC13)[N+]2(C)C)OC(=O)[C@H](CO)C1=CC=CC=C1,Methscopolamine bromide,Methylscopolamine bromide,Methscopolamine bromide is a 3-hydroxy carboxylic acid.,DB00462,23724781.0
[Ca++].CC(=O)CCC([O-])=O.CC(=O)CCC([O-])=O,Calcium levulinate,Calcium levulinate,"The relatively new calcium levulinate is produced from a direct reaction between L- or levulinic acid levulose and calcium hydroxide. The resultant calcium levulinate formulation, when used as a calcium supplement, possesses a high calcium content that is observed to be 14.8% higher than the content typically found in calcium lactate. This formulation is considered a low molecular weight organic calcium ion type that is easily absorbed through the intestinal wall.  This new application of calcium is intended for use as a food fortifier, to fortify foods like sauces, condiments, beer, beverages, soft drinks, milk and milk products, soy milk and soy products with calcium nutrition. Calcium levulinate can be used alone, or with calcium lactate, calcium chloride, and other compounds, either for pharmaceutical tablets, capsules, or injections preparation.",DB13800,
[Ca++].[N-]=C=[N-],Calcium carbimide,Calcium carbimide,"Calcium carbimide, sold as the citrate salt, is an alcohol-sensitizing agent. Its effects are similar to the drug disulfiram (Antabuse) in that it interferes with the normal metabolism of alcohol by preventing the breakdown of the metabolic product acetaldehyde. Calcium carbimide was conceived as an alternative for the treatment of alcoholism with a reduced side effect profile either when it is consumed accompanied by alcohol or without it. This drug was developed by Lederle Cyanamid Canada Inc and approved for marketing in Canada in 1959. The current status of calcium carbimide is cancelled post marketing.",DB09116,56955933.0
[Cl-].C[N+](C)([11CH3])CCO,Choline C 11,Choline chloride C-11,Choline C 11 is a marker for cellular proliferation as its main molecule is a precursor for the biosynthesis of phospholipids which are essential components of all cell membranes. It was developed by MCPRF and FDA first approved in September 2012.,DB09277,14989482.0
[Cu],Copper,Copper,"Copper is a transition metal with significant electrical conductivity, thermal conductivity, and corrosion resistance. It is used extensively in electrical wiring, plumbing, and in the manufacture of alloys such as brass and bronze.",DB09130,23978.0
[Fe+3],Ferric cation,Ferric cation,"Iron is a transition metal with a symbol Fe and atomic number 26. By mass, it is the most common element on Earth. Iron is an essential element involved in various metabolic processes, including oxygen transport, deoxyribonucleic acid (DNA) synthesis, and energy production in electron transport. Resulting from inadequate supply of iron to cells due to depletion of stores, iron deficiency is the most common nutritional deficiency worldwide, particularly affecting children, women of childbearing age, and pregnant women. Iron deficiency may be characterized without the development of anemia, and may result in functional impairments affecting cognitive development and immunity mechanisms, as well as infant or maternal mortality if it occurs during pregnancy. The main therapeutic preparation of iron is [DB13257], and iron-sucrose may also be given intravenously.  Iron exists in two oxidation states: the ferrous cation (Fe2+) and ferric cation (Fe3+). Non-haem iron in food is mainly in the ferric state, which is the insoluble form of iron, and must be reduced to the ferrous cation for absorption. Ferric citrate (tetraferric tricitrate decahydrate) is a phosphate binder indicated for the control of serum phosphorus levels in patients with chronic kidney disease on dialysis.",DB13949,
[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#C[Fe-4](C#N)(C#N)(C#N)(C#N)C#N.N#C[Fe-4](C#N)(C#N)(C#N)(C#N)C#N.N#C[Fe-4](C#N)(C#N)(C#N)(C#N)C#N,Prussian blue,Prussian blue,"Prussian blue is described as a deep blue pigment that is produced when the oxidation of ferrous ferrocyanide salts occurs. It contains ferric hexacyanoferrate(II) in a cubic lattice crystal structure. It is insoluble in water but also tends to form a colloid thus can exist in either colloidal or water-soluble form, and an insoluble form. It is orally administered for clinical purposes to be used as an antidote for certain kinds of heavy metal poisoning, such as thallium and radioactive isotopes of caesium. Prussian blue is included in the World Health Organization Model List of Essential Medicines as a specific antidote used in poisonings to provide symptomatic and supportive treatment. It was also administered in individuals exposed to 137-Cs+ during Goiania accident, one of the worst radioactive contamination incidents that occured in Brazil, 1983.",DB06783,2724251.0
[H]C(=NN1CCOC1=O)C1=CC=C(O1)[N+]([O-])=O,Furazolidone,Furazolidone,"A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514)",DB00614,3435.0
[H]C(=N[C@@H]1C(=O)N2[C@@H](C(=O)OCOC(=O)C(C)(C)C)C(C)(C)S[C@]12[H])N1CCCCCC1,Pivmecillinam,Pivmecillinam,"This molecule is a prodrug form of mecillinam, an antibiotic specifically effective against Gram-negative bacteria. It features a penicillin core modified with a pivaloyloxymethyl group to enhance its oral bioavailability.",DB01605,115163.0
[H]C(=O)C1=CC(O)=C(O)C=C1,Protocatechualdehyde,Protocatechualdehyde,"Also known as protocatechuic aldehyde, protocatechualdehyde is a naturally-occuring phenolic aldehyde that is found in barley, green cavendish bananas, grapevine leaves and root of the herb S. miltiorrhiza. Protocatechualdehyde possesses antiproliferative and pro-apoptotic properties against human breast cancer cells and colorectal cancer cells by reducing the expression of pro-oncogenes β-catenin and cyclin D1.",DB11268,8768.0
[H]C(C)(CN1C[C@]([H])(C)O[C@]([H])(C)C1)CC1=CC=C(C=C1)C(C)(C)CC,Amorolfine,Amorolfine,"Amorolfine or amorolfin, is a morpholine antifungal drug that inhibits the fungal enzymes D14 reductase and D7-D8 isomerase. This inhibition affects fungal sterol synthesis pathways, depleting ergosterol and causing ignosterol to accumulate in the fungal cytoplasmic cell membranes. Amorolfine is marketed as Curanail, Loceryl, Locetar, and Odenil. It is available in the form of a 5% amorolfine nail lacquer used to treat onychomycosis (fungal infection of the toe- and fingernails). Amorolfine 5% nail lacquer in once or twice weekly applications is 60-71% effective in treating toenail onychomycosis; complete cure rates three months after stopping treatment (after six months of treatment) were 38-46%. However, full experimental details of these trials were not available and since they were first reported in 1992 there have been no subsequent trials.  It is a topical solution for the treatment of toenail infections. Systemic treatments may be considered more effective.  It is approved for sale over the counter in Australia and the UK (recently re-classified to over the counter status), and is approved for the treatment of toenail fungus by prescription in other countries. It is not approved for the treatment of onychomycosis in the United States or Canada.",DB09056,
[H]C([H])=O,Formaldehyde,Formaldehyde,"Formaldehyde is a simple aldehyde consisting of a carbonyl group bonded to two hydrogen atoms. It is a pungent gas at room temperature, used extensively in chemical manufacturing and as a preservative in medical laboratories and mortuaries.",DB03843,712.0
[H]C1(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)C([H])(OC(=O)[C@]([H])(C(C)C)N(C)C(=O)C([H])(OC(=O)[C@]([H])(C(C)C)N(C)C1=O)C(C)C)C(C)C)C(C)C,Fusafungine,Fusafungine,"Fusafungine is an antibiotic from Fusarium lateririum, and is used for the treatment of respiratory infections.",DB08965,3084092.0
[H][C@@](C)(C(O)=O)C1=CC(=CC=C1)C(=O)C1=CC=CC=C1,Dexketoprofen,Dexketoprofen,"Dexketoprofen is a non-steroidal anti-inflammatory drug. It is available in the various countries in Europe, Asia and Latin America. It has analgesic, antipyretic and anti-inflammatory properties.",DB09214,667550.0
[H][C@@](C)(CN1C=NC2=C(N)N=CN=C12)OCP(=O)(OCOC(=O)OC(C)C)OCOC(=O)OC(C)C,Tenofovir disoproxil,Tenofovir disoproxil,"Tenofovir disoproxil fumarate (a prodrug of tenofovir), marketed by Gilead Sciences under the trade name Viread, belongs to a class of antiretroviral drugs known as nucleotide analogue reverse transcriptase inhibitors (nRTIs).  This drug is prescribed in combination with other drugs for the management of HIV infection as well as for Hepatitis B therapy. Tenofovir disoproxil was initially approved in 2001.",DB00300,5481350.0
[H][C@@](C)(N[C@@]([H])(CCC1=CC=CC=C1)C(O)=O)C(=O)N1CCC[C@@]1([H])C(O)=O,Enalaprilat,Enalaprilat,"Enalaprilat is the active metabolite of the orally available pro-drug, [enalapril]. Used in the treatment of hypertension, enalapril is an ACE inhibitor that prevents Angiotensin Converting Enzyme (ACE) from transforming angiotensin I into angiotensin II. As angiotensin II is responsible for vasoconstriction and sodium reabsorption in the proximal tubule of the kidney, down-regulation of this protein results in reduced blood pressure and blood fluid volume. Enalaprilat was originally created to overcome the limitations of the first ACE inhibitor, captopril, which had numerous side effects and left a metallic taste in the mouth. Removal of the problematic thiol group from captopril resulted in enalaprilat, which was then modified further with an ester to create the orally available pro-drug enalapril.  Enalaprilat is poorly orally available and is therefore only available as an intravenous injection for the treatment of hypertension when oral therapy is not possible.",DB09477,5462501.0
[H][C@@](CC(=O)N1C[C@@]2([H])CCCC[C@@]2([H])C1)(CC1=CC=CC=C1)C(O)=O,Mitiglinide,Mitiglinide,Mitiglinide is a drug for the treatment of type 2 diabetes. It may stimulate insulin secretion in beta-cells by closing off ATP dependant potassium ion channels.,DB01252,121891.0
[H][C@@](OC1=CC=CC=C1OCC)(C1=CC=CC=C1)[C@@]1([H])CNCCO1,Reboxetine,Reboxetine,"Reboxetine is an antidepressant drug used in the treatment of clinical depression, panic disorder and ADD/ADHD. Its mesylate (i.e. methanesulfonate) salt is sold under tradenames including Edronax, Norebox, Prolift, Solvex, Davedax or Vestra. Reboxetine has two chiral centers, but it only exists as two enantiomers, (R,R)-(-)- and (S,S)-(+)-reboxetine.",DB00234,127151.0
[H][C@@]1(C)CCN(C[C@]1([H])N(C)C1=NC=NC2=C1C=CN2)C(=O)CC#N,Tofacitinib,Tofacitinib,"Tofacitinib is an inhibitor of Janus kinases, a group of intracellular enzymes involved in signalling pathways that affect hematopoiesis and immune cell function. It is approved by the FDA for treatment of moderate to severe rheumatoid arthritis that responds inadequately to methotrexate or in those who are intolerant to methotrexate.  Besides rheumatoid arthritis, tofacitinib has also been studied in clinical trials for the prevention of organ transplant rejection, and is currently under investigation for the treatment of psoriasis. Known adverse effects include nausea and headache as well as more serious immunologic and hematological adverse effects. Tofacitinib is marketed under the brand name Xeljanz by Pfizer.",DB08895,9926791.0
[H][C@@]1(C)CC[C@@]2([H])[C@@]([H])(C)C([H])(O)O[C@]3([H])O[C@@]4(C)CC[C@]1([H])[C@@]23OO4,Artenimol,Cotecxin,Artenimol is an artemisinin derivative and antimalarial agent used in the treatment of uncomplicated *Plasmodium falciparum* infections. It was first authorized for market by the European Medicines Agency in October 2011 in combination with [DB13941] as the product Eurartesim. Artemisinin combination therapy is highly effective against malaria and stongly recommended by the World Health Organization.,DB11638,
[H][C@@]1(C)C[C@@]2([H])[C@]3([H])C[C@]([H])(F)C4=CC(=O)C=C[C@]4(C)[C@@]3([H])[C@@]([H])(O)C[C@]2(C)[C@@]1([H])C(=O)CO,Fluocortolone,Fluocortolone,Fluocortolone is a glucocorticoid with anti-inflammatory activity used topically for various skin disorders.,DB08971,9053.0
[H][C@@]1(CCC(C)=CC1)[C@@](C)(O)CCC=C(C)C,Levomenol,Levomenol,"Bisabolol, or more formally α-(?)-bisabolol or also known as levomenol, (-)-alpha-Bisabolol is found in fats and oils. (-)-alpha-Bisabolol is isolated from essential oil of Matricaria chamomilla (German chamomile) (-)-alpha-Bisabolol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units.",DB13153,442343.0
[H][C@@]1(CCC2=CC(O)=CC=C2[C@@]1([H])C1=CC=C(OCCN2CCCC2)C=C1)C1=CC=CC=C1,Lasofoxifene,Lasofoxifene,"Lasofoxifene is a non-steroidal 3rd generation selective estrogen receptor modulator (SERM) that selectively binds to both ERα and ERβ with high affinity. It is a naphthalene derivative marketed for prevention and treatment of osteoporosis and for the treatment of vaginal atrophy. It was initially developed as Oporia by Pfizer as a treatment for postmenopausal osteoporosis and vaginal atrophy, in which were both rejected for approval by FDA. Later Fablyn was developed as a result of a research collaboration between Pfizer and Ligand Pharmaceuticals with a newly submitted New Drug Application in 2008. It gained approval by European Commission in March 2009. Ligand Pharmaceuticals signed a license agreement with Sermonix Pharmaceuticals for the development and commercialization of oral lasofoxifene in the USA.",DB06202,216416.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C,Cholesterol,Cholesterol,"The principal sterol of all higher animals, distributed in body tissues, especially the brain and spinal cord, and in animal fats and oils.",DB04540,5997.0
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@]12C)OC(=O)CCC1CCCC1,Estradiol cypionate,Estradiol Cypionate,"Estradiol Cypionate is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol cypionate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues and organs such as the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.  [DB00783] is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improve absorption and bioavailability after oral administration (such as with Estradiol Valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen.  Estradiol cypionate is commercially available as Depo-Estradiol, an intramuscular depot injection used for the treatment of moderate to severe vasomotor symptoms associated with menopause and for the treatment of hypoestrogenism due to hypogonadism.  The primary source of estrogen in normally cycling adult women is the ovarian follicle, which secretes 70 to 500 mcg of estradiol daily, depending on the phase of the menstrual cycle. However, after menopause, most endogenous estrogen is produced by conversion of androstenedione, secreted by the adrenal cortex, to estrone by peripheral tissues. Thus, estrone and the sulfate conjugated form, estrone sulfate, are the most abundant circulating estrogens in postmenopausal women. Although circulating estrogens exist in a dynamic equilibrium of metabolic interconversions, estradiol is the principal intracellular human estrogen and is substantially more potent than its metabolites, estrone and estriol at the receptor level. Because of the difference in potency between estradiol and estrone, menopause (and a change in primary hormone from estradiol to estrone) is associated with a number of symptoms associated with this reduction in potency and in estrogenic effects. These include hot flashes, vaginal dryness, mood changes, irregular menses, chills, and sleeping problems. Administration of synthetic and bioidentical forms of estrogen, such as estradiol cypionate, has shown to improve these menopausal symptoms.",DB13954,9403.0
[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@H]1C[C@H](O)[C@H](O[C@H]2C[C@H](O)[C@H](O[C@H]3C[C@H](OC(C)=O)[C@H](O)[C@@H](C)O3)[C@@H](C)O2)[C@@H](C)O1)C1=CC(=O)OC1,Acetyldigitoxin,Acetyldigitoxin,Cardioactive derivative of lanatoside A or of digitoxin used for fast digitalization in congestive heart failure.,DB00511,5284512.0
[H][C@@]1(C[C@@](C)(O)[C@@H](OC(=O)CC)[C@H](C)O1)O[C@@H]1[C@@H](C)O[C@@]([H])(O[C@H]2[C@@H](CC=O)C[C@@H](C)[C@@H](O)\C=C\C=C\C[C@@H](C)OC(=O)C[C@@]([H])(OC(=O)CC)[C@@H]2OC)[C@H](O)[C@H]1N(C)C,Midecamycin,Midecamycin,"Midecamycin is a naturally occurring 16-membered macrolide that fits under the category of acetoxy-substituted macrolide antibiotics. In this molecule, an acetoxy group is substituted on the position 9 of the 16-member ring and on position 4 of the terminal sugar. Until 2017, midecamycin was still under the list of approved antimicrobial active pharmaceutical ingredients by Health Canada.",DB13456,
[H][C@@]1(C[C@@](N)(CC2=C1C(O)=C1C(=O)C3=CC=CC=C3C(=O)C1=C2O)C(C)=O)O[C@H]1C[C@H](O)[C@H](O)CO1,Amrubicin,Amrubicin,"Amrubicin is a third-generation synthetic anthracycline currently in development for the treatment of small cell lung cancer. Pharmion licensed the rights to Amrubicin in November 2006. In 2002, Amrubicin was approved and launched for sale in Japan based on Phase 2 efficacy data in both SCLC and NSCLC. Since January 2005, Amrubicin has been marketed by Nippon Kayaku, a Japanese pharmaceutical firm focused on oncology, which licensed Japanese marketing rights from Dainippon Sumitomo, the original developer of Amrubicin.",DB06263,3035016.0
[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](N)C[C@H](N)[C@H]2O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N)O[C@H](CO)[C@@H](O)[C@H]1O,Ribostamycin,Ribostamycin,Ribostamycin is an aminoglycoside antibiotic isolated from Streptomyces ribosidificus listed as one of the World Health Organization's critically important antimicrobials.,DB03615,33042.0
[H][C@@]12CC(=C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Fluprednidene,Fluprednidene,Fluprednidene is a corticosteroid.,DB08970,11794741.0
[H][C@@]12CC(=O)N1[C@@]([H])(C(O)=O)C(C)(C)S2(=O)=O,Sulbactam,Sulbactam,"Sulbactam is a beta (β)-lactamase inhibitor and a derivative of the basic penicillin nucleus. When given in combination with β-lactam antibiotics, sulbactam produces a synergistic effect as it blocks the enzyme responsible for drug resistance by hydrolyzing β-lactams.",DB09324,130313.0
[H][C@@]12CC3=C(C=CC(=O)N3)[C@@](N)(CC(C)=C1)\C2=C\C,Huperzine A,Huperzine A,"Huperzine A, is a naturally occurring sesquiterpene alkaloid found in the extracts of the firmoss Huperzia serrata. The botanical has been used in China for centuries for the treatment of swelling, fever and blood disorders. Recently in clinical trials in China, it has demonstrated neuroprotective effects. It is currently being investigated as a possible treatment for diseases characterized by neurodegeneration – particularly Alzheimer’s disease.",DB04864,854026.0
[H][C@@]12CC3=CN(C)C4=CC=CC(=C34)[C@]1(C[C@@H](COC(=O)C1=CN=CC(Br)=C1)CN2C)OC,Nicergoline,Nicergoline,An ergot derivative that has been used as a cerebral vasodilator and in peripheral vascular disease. It has been suggested to ameliorate cognitive deficits in cerebrovascular disease.,DB00699,34040.0
[H][C@@]12CC3=CNC4=CC=CC(=C34)C1=C[C@@H](CN2C)NC(=O)N(CC)CC,Lisuride,Lisuride,"An ergot derivative that acts as an agonist at dopamine D2 receptors (dopamine agonists). It may also act as an antagonist at dopamine D1 receptors, and as an agonist at some serotonin receptors (serotonin agonists).",DB00589,28864.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@]([H])(O)CC[C@]12C,Prasterone,Prasterone,"Prasterone, also known as dehydroepiandrosterone (DHEA) is a major C19 steroid produced by the adrenal cortex. It is also produced in small quantities in the testis and the ovary. Dehydroepiandrosterone (DHEA) can be converted to testosterone; androstenedione; estradiol; and estrone. Most of DHEA is sulfated (dehydroepiandrosterone sulfate) before secretion.  In the United States, DHEA or DHEAS have been advertised with claims that they may be beneficial for a wide variety of ailments. DHEA and DHEAS are readily available in the United States, where they are marketed as over-the-counter dietary supplements. In November 2016, DHEA was approved (as Intrarosa) to treat women experiencing moderate to severe pain during sexual intercourse (dyspareunia), a symptom of vulvar and vaginal atrophy (VVA), due to menopause.  In Canada, a prescription is required to buy DHEA.",DB01708,5881.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C(O)C(=O)CC[C@]12C,Formestane,Formestane,"Formestane was the first selective, type I, steroidal aromatase inhibitor used in the treatment of estrogen-receptor positive breast cancer in post-menopausal women. Formestane suppresses estrogen production from anabolic steroids or prohormones. Formestane is also a prohormone of 4-hydroxytestosterone, an active steroid with weak androgenic activity and mild aromatase inhibitor activity. It is listed as a prohibited substance by the World Anti-Doping Agency for use in athletes.    Formestane has poor oral bioavailability, and thus must be administered fortnightly (bi-weekly) by intramuscular injection. Some clinical data has suggested that the clinically recommended dose of 250mg was too low. With the discovery of newer, non-steroidal and steroidal, aromatase inhibitors which were orally active and less expensive than formestane, formestane lost popularity.   Currently, formestane (categorized as an anti-estrogenic agent) is prohibited from use in sports in accordance to the regulations of the World Anti-Doping Agency. It is not US FDA approved, and the intramuscular injection form of formestane (Lentaron) which was approved in Europe has been withdrawn.",DB08905,11273.0
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC=C21)C=C(O)C=C3,Equilin,Equilin,An estrogenic steroid produced by horses. It has a total of four double bonds in the A- and B-ring. High concentration of equilin is found in the urine of pregnant mares.,DB02187,223368.0
[H][C@@]12CCC3=CC(C(C)C)=C(C=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)S(O)(=O)=O,Ecabet,Ecabet,Ecabet is a prescription eye drop for the treatment of dry eye syndrome. Ecabet represents a new class of molecules that increases the quantity and quality of mucin produced by conjunctival goblet cells and corneal epithelia. Mucin is a glycoprotein component of tear film that lubricates while retarding moisture loss from tear evaporation. Ecabet is currently marketed in Japan as an oral agent for treatment of gastric ulcers and gastritis.,DB05265,65781.0
[H][C@@]12CCCC[C@@]11CCN(CC=C)[C@@H]2CC2=C1C=C(O)C=C2,Levallorphan,Levallorphan,"An opioid antagonist with properties similar to those of naloxone; in addition it also possesses some agonist properties. It should be used cautiously; levallorphan reverses severe opioid-induced respiratory depression but may exacerbate respiratory depression such as that induced by alcohol or other non-opioid central depressants. (From Martindale, The Extra Pharmacopoeia, 30th ed, p683)",DB00504,5359371.0
[H][C@@]12CCCC[C@]1([H])C(=O)N(CCCCN1CCN(CC1)C1=NSC3=CC=CC=C13)C2=O,Perospirone,Perospirone,"Perospirone is an atypical or second-generation antipsychotic of the azapirone family that antagonizes serotonin 5HT2A receptors and dopamine D2 receptors. It also displays affinity towards 5HT1A receptors as a partial agonist. Dainippon Sumitomo Pharma developed perospirone in Japan in 2001 for the treatment of acute schizophrenia and bipolar mania as well as chronic schizophrenia. It is commonly present as the hydrated hydrochloride salt form. Classified as a neuroleptic agent, perospirone is shown to be effective against positive, negative and general symptoms in patients with schizophrenia. It is also shown to be less associated with extrapyramidal symptoms as a side effect compared to [DB00502].",DB08922,115368.0
[H][C@@]12CCCN1C(=O)[C@H](C(C)C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C,Dihydroergocornine,Dihydroergocornine,"Dihydroergocornine is one of the dihydrogenated ergot compounds that present very large hypotensive effects. It is an artificial derivative of the crude extract of ergot and later purified, ergocornine. The formation of dihydroergocornine implies the hydrogenation of the double bonds in the lysergic acid. Dihydroergocornine presents a formula of 9,10 alpha-dihydro-12'-hydroxy-2',5'alpha-bis(1-methylethyl)-ergotaman-3',6',18-trione. It is found as one of the components in the ergoloid mesylate mixture. To know more about this mixture please refer to [DB01049]",DB11273,
[H][C@@]12CCCN1C(=O)[C@H](CC(C)C)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C,Dihydro-alpha-ergocryptine,Dihydroergocryptine,"Alpha-dihydroergocryptine is usually referred to the mixture of the alpha and beta dihydroergocryptine. These two compounds are differentiated in the position of a methyl group. This structural difference is due to a proteinogenic amino acid replacement from leucine to isoleucine. Both compounds are hydrogenated ergot derivatives. Alpha-dihydroergocryptine approved drug product is as a part of an ergoloid mixture. To know more about this mixture, please visit [DB01049]",DB11274,
[H][C@@]12CCCN1C(=O)[C@H](CC1=CC=CC=C1)N1C(=O)[C@](NC(=O)[C@H]3CN(C)[C@]4([H])CC5=CNC6=CC=CC(=C56)[C@@]4([H])C3)(O[C@@]21O)C(C)C,Dihydroergocristine,Dihydroergocristine,"Dihydroergocristine is part of the ergoloid mixture products. It is a semisynthetic ergot alkaloid and thus, it is characterized by a structural skeleton formed by an alkaloid ergoline. To know more about ergoloid mixtures, please visit [DB01049].",DB13345,
[H][C@@]12CCC[C@]1([H])C1=NN=C(CCN3CCN(CC3)C3=CC=CC(=C3)C(F)(F)F)N1C2,Lorpiprazole,Lorpiprazole,Lorpiprazole is a serotonin antagonist and reuptake inhibitor used for the treatment of major depressive disorder. It is a piperazinyl-triazole derivative.,DB09195,20055414.0
[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@H](OCC)[C@@H]2C)O4,Artemotil,Artemotil,"Artemotil, also known as β-arteether, is a semi-synthetic derivative of artemisinin and a fast acting blood schizonticide specifically indicated for the treatment of chloroquine-resistant Plasmodium falciparum malaria and cerebral malaria cases.",DB13851,
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC(=O)CC3)C[C@@]([H])(C)[C@@]21[H],Tibolone,tibolone,"Tibolone is a synthetic steroid hormone drug, which is mainly non-selective in its binding profile, acting as an agonist primarily at estrogen receptors (ER), with a preference for ER alpha.  Tibolone (Livial, Org OD 14), produced by Organon (West Orange, NJ), is a synthetic steroid that possesses estrogenic, androgenic and progestogenic properties. It has been used in Europe for almost 2 decades, primarily for the prevention of postmenopausal osteoporosis and the treatment of post-menopausal symptoms.  Tibolone is approved in 90 countries to manage menopausal symptoms and in 45 countries to prevent the development of osteoporosis.  In June 2006, Organon Pharmaceuticals announced the receipt of a Not Approvable Letter from the U.S. Food and Drug Administration (FDA), advising the company that the New Drug Application (NDA) for tibolone had not been approved.  Interestingly, the use of tibolone in the treatment cardiovascular disease has been studied with inconclusive results. Tibolone has been to have anti-resorptive effects on bone.",DB09070,444008.0
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])CC(=O)CC3,Norethynodrel,norethynodrel,"A synthetic progestational hormone with actions and uses similar to those of PROGESTERONE. It has been used in the treatment of functional uterine bleeding and endometriosis. As a contraceptive, it has usually been administered in combination with MESTRANOL.",DB09371,
[H][C@@]12CC[C@@](O)(C#C)[C@@]1(CC)C=CC1=C3CCC(=O)C=C3CC[C@@]21[H],Gestrinone,Gestrinone,"Gestrinone, also known as ethylnorgestrienone, is a synthetic steroid of the 19-nortestosterone group that is marketed in Europe, Australia, and Latin America, though not the United States or Canada, and is used primarily in the treatment of endometriosis.  Gestrinone was developed in the early 1970s and was tested clinically as a weekly oral contraceptive in Europe and North America. Without significant advantages over other oral contraceptives and with its high cost, gestrinone was no longer used after the Stage II clinical trials. However, from 1982 this drug attracted increased interest due to significant therapeutic effects in the treatment endometriosis. Under different endocrine conditions, gestrinone possesses estrogenic, progestational, androgenic, antiestrogenic and antiprogesterone actions.",DB11619,27812.0
[H][C@@]12CC[C@@](O)(CC=C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCCC=C3CC[C@@]21[H],Allylestrenol,Allylestrenol,"A synthetic steroid with progestational activity. It is widely marketed throughout Europe, including Russia and many other European countries, and is also available in Japan, Hong Kong, India, Bangladesh, Indonesia, and much of Southeast Asia, though notably not in the United States or Canada.",DB01431,235905.0
[H][C@@]12CC[C@@](O)(CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C,Canrenoic acid,Canrenoic acid,"Canrenoic acid (as the salt potassium canrenoate) is an aldosterone antagonist. Like spironolactone, it is a prodrug, which is metabolized to canrenone in the body.",DB09015,656615.0
[H][C@@]12CC[C@@](OC(C)=O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CC[C@H](OC(C)=O)C=C3CC[C@@]21[H],Ethynodiol diacetate,ETHYNODIOL DIACETATE,"A synthetic progestational hormone used alone or in combination with estrogens as an oral contraceptive. Although etynodiol or ethynodiol are sometimes used as a synonym for ethynodiol diacetate, what is usually being referred to is actually ethynodiol diacetate and not ethynodiol (which is a separate drug that has never been marketed, see [DB13866]).",DB00823,9270.0
[H][C@@]12CC[C@H](C(=O)COC(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Desoxycorticosterone acetate,Desoxycorticosterone Acetate,"This molecule is a synthetic steroid, closely related to natural mineralocorticoid hormones. It contains a corticosteroid structure with an acetate group attached, used primarily for its salt-retaining properties to treat conditions like Addison's disease where the body does not produce enough adrenal hormones.",DB06780,
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C,Pregnenolone,Pregnenolone,"A 21-carbon steroid, derived from cholesterol and found in steroid hormone-producing tissues. Pregnenolone is the precursor to gonadal steroid hormones and the adrenal corticosteroids.",DB02789,8955.0
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@@]12C,Dydrogesterone,Dydrogesterone,"A synthetic progestational hormone with no androgenic or estrogenic properties. Unlike many other progestational compounds, dydrogesterone produces no increase in temperature and does not inhibit ovulation.",DB00378,9051.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]23O[C@@H]2C(O)=C(C[C@]13C)C#N,Trilostane,Trilostane,Trilostane is an inhibitor of 3 beta-hydroxysteroid dehydrogenase used in the treatment of Cushing's syndrome. It was withdrawn from the United States market in April 1994.,DB01108,656583.0
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=CC=C(OC(C)=O)C=C3CC[C@@]21[H],Estradiol acetate,Estradiol Acetate,"Estradiol acetate is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol acetate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.  [DB00783] is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen.  Estradiol acetate is commercially available as Femring, a vaginal ring used for the treatment of moderate to severe vasomotor symptoms and vulvovaginal atrophy due to menopause.  The primary source of estrogen in normally cycling adult women is the ovarian follicle, which secretes 70 to 500 mcg of estradiol daily, depending on the phase of the menstrual cycle. However, after menopause, most endogenous estrogen is produced by conversion of androstenedione, secreted by the adrenal cortex, to estrone by peripheral tissues. Thus, estrone and the sulfate conjugated form, estrone sulfate, are the most abundant circulating estrogens in postmenopausal women. Although circulating estrogens exist in a dynamic equilibrium of metabolic interconversions, estradiol is the principal intracellular human estrogen and is substantially more potent than its metabolites, estrone and estriol at the receptor level. Because of the difference in potency between estradiol and estrone, menopause (and a change in primary hormone from estradiol to estrone) is associated with a number of symptoms associated with this reduction in potency and in estrogenic effects. These include hot flashes, vaginal dryness, mood changes, irregular menses, chills, and sleeping problems. Administration of synthetic and bioidentical forms of estrogen, such as estradiol acetate, has shown to improve these menopausal symptoms.",DB13952,9818306.0
[H][C@@]12CC[C@H](OC(=O)CC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Testosterone propionate,Testosterone Propionate,"Testosterone propionate is a slower-releasing anabolic steroid with a short half-life. It is a synthetic androstane steroid derivative of testosterone in the form of 17β propionate ester of testosterone. Testosterone propionate was developed initially by Watson labs, and FDA approved on February 5, 1974. Currently, this drug has been discontinued in humans, but the vet application is still available as an OTC.",DB01420,5995.0
[H][C@@]12CC[C@H](OC(=O)CCCC)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3,Estradiol valerate,Estradiol Valerate,"Estradiol Valerate (also known as E2V) is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol acetate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.  [DB00783] is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen.  Estradiol valerate is commercially available as an intramuscular injection as the product Delestrogen and is indicated for the treatment of moderate to severe vasomotor symptoms and vulvovaginal atrophy due to menopause, for the treatment of hypoestrogenism due to hypogonadism, castration or primary ovarian failure, and for the treatment of advanced androgen-dependent carcinoma of the prostate (for palliation only). Estradiol valerate is also available in combination with [DB09123] as the commercially available product Natazia used for the prevention of pregnancy and for the treatment of heavy menstrual bleeding.  The primary source of estrogen in normally cycling adult women is the ovarian follicle, which secretes 70 to 500 mcg of estradiol daily, depending on the phase of the menstrual cycle. However, after menopause, most endogenous estrogen is produced by conversion of androstenedione, secreted by the adrenal cortex, to estrone by peripheral tissues. Thus, estrone and the sulfate conjugated form, estrone sulfate, are the most abundant circulating estrogens in postmenopausal women. Although circulating estrogens exist in a dynamic equilibrium of metabolic interconversions, estradiol is the principal intracellular human estrogen and is substantially more potent than its metabolites, estrone and estriol at the receptor level. Because of the difference in potency between estradiol and estrone, menopause (and a change in primary hormone from estradiol to estrone) is associated with a number of symptoms associated with this reduction in potency and in estrogenic effects. These include hot flashes, vaginal dryness, mood changes, irregular menses, chills, and sleeping problems. Administration of synthetic and bioidentical forms of estrogen, such as estradiol valerate, has shown to improve these menopausal symptoms.",DB13956,13791.0
[H][C@@]12CC[C@H](OC(=O)CCCCCC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Testosterone enanthate,Testosterone Enanthate,"Testosterone enanthate is an esterified variant of testosterone that comes as an injectable compound with a slow-release rate.  This slow release is achieved by the presence of the enanthate ester functional group attached to the testosterone molecule. This testosterone derivative was first approved on December 24, 1953.  In 2017, about 6.5 million retail prescriptions for testosterone therapy were filled. The majority of the prescriptions written were for injectable (66%) and topical (32%) testosterone products. As recent as 1 October 2018, the US FDA approved Antares Pharma Inc.'s Xyosted - a subcutaneous testosterone enanthate product for once-weekly, at-home self-administration with an easy-to-use, single dose, disposable autoinjector. As the first subcutaneous autoinjector product designed for testosterone replacement therapy, this innovative formulation removes transfer concerns commonly associated with testosterone gels and potentially reduces the need for in-office/in-clinic injection procedures that may inconvenience patients with frequent visits to the clinic.",DB13944,
[H][C@@]12CC[C@H](OC(=O)CCCCCCCCC)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H],Nandrolone decanoate,Nandrolone Decanoate,"Nandrolone decanoate, also known as nandrolone caprinate, is an alkylated anabolic steroid indicated in the management of anemia of renal insufficiency and as an adjunct therapy in the treatment of senile and postmenopausal osteoporosis. The process for creating esters of [nandrolone] was patented in Spain in 1959 and in 1960, it was described as having a long duration of action and strong anabolic effect compared to nandrolone and other esters.  Nandrolone decanoate was granted FDA approval on 5 October 1962.",DB08804,9677.0
[H][C@@]12CC[C@](C)(C(C)=O)[C@@]1(C)CCC1=C3CCC(=O)C=C3CC[C@@]21[H],Demegestone,Demegestone,"Demegestone is a progesterone receptor agonist that was previously used to treat luteal insufficiency. It was previously marketed in France as Lutionex, but has since been discontinued.",DB13857,
[H][C@@]12CC[C@](C)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=C(C)C2=CC(=O)CC[C@]12C,Medrogestone,Medrogestone,"Medrogestone (INN), also known as 6,17α-dimethyl-6-dehydroprogesterone, is a progestational agent derived from 17-methylprogesterone. It was conceived as an alternative for an orally effective contraceptive option. It was developed by Ayerst, approved in Canada in 1969 and its current status is cancelled post-marketing. It was never approved by the FDA.",DB09124,9949848.0
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Fluprednisolone,Fluprednisolone,A synthetic glucocorticoid with anti-inflammatory properties.,DB09378,
[H][C@@]12CC[C@](O)(C(=O)COC(=O)CN(CC)CC)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Hydrocortamate,Hydrocortamate,"Hydrocortamate is a synthetic glucocorticoid used for its anti-inflammatory or immunosuppressive properties to treat inflammation due to corticosteroid-responsive dermatoses. Glucocorticoids are a class of steroid hormones characterised by an ability to bind with the cortisol receptor and trigger a variety of important cardiovascular, metabolic, immunologic and homeostatic effects.",DB00769,84088.0
[H][C@@]12CC[C@](O)(C(=O)COC(C)=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Cortisone acetate,Cortisone Acetate,"Cortisone acetate was first isolate in 1935 and became more widely researched in 1949. Since then, glucocorticoids such as cortisone acetate have been used to treat a number of inflammatory conditions such as endocrine, rheumatic, collagen, dermatologic, allergic, ophthalmic, respiratory, hematologic, neoplastic, edematous, and gastrointestinal diseases and disorders.  Cortisone acetate was granted FDA approval on 13 June 1950.",DB01380,5745.0
[H][C@@]12CC[C@](O)(C(=O)CS)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Tixocortol,Tixocortol,Tixocortol is a 21-thiol derivative of hydrocortisone classified as a class A corticosteroid. It is a synthetic steroid with topical anti-inflammatory properties without the systemic glucocorticoid and mineralocorticoid activities and toxicity.,DB09091,162955.0
[H][C@@]12CC[C@](OC(=O)CCCCC)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C,Hydroxyprogesterone caproate,Hydroxyprogesterone Caproate,"Hydroxyprogesterone caproate is a synthetic steroid hormone that is similar to medroxyprogesterone acetate and megestrol acetate. It is an ester derivative of 17α-hydroxyprogesterone formed from caproic acid (hexanoic acid). Hydroxyprogesterone caproate was previously marketed under the trade name Delalutin by Squibb, which was approved by the U.S. Food and Drug Administration (FDA) in 1956 and withdrawn from marketing in 1999. The U.S. FDA approved Makena from KV Pharmaceutical (previously named as Gestiva) on February 4, 2011 for prevention of preterm delivery in women with a history of preterm delivery, sparking a pricing controversy.  In April 2023, the FDA withdrew its approval of Makena and its generics given an unfavorable risk-to-benefit assessment.",DB06789,169870.0
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C(C)=C[C@@]21[H],Nomegestrol acetate,Nomegestrol acetate,"Nomegestrol acetate, also known as NOMAC, is a progestin used in oral contraceptives, menopausal hormone therapy, and for the treatment of gynecological disorders.",DB13981,
[H][C@@]12CC[C@]3(O)C[C@H](C[C@@H](O)[C@]3(CO)[C@@]1([H])[C@H](O)C[C@]1(C)[C@H](CC[C@]21O)C1=CC(=O)OC1)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O,Ouabain,Ouabain,"A cardioactive glycoside consisting of rhamnose and ouabagenin, obtained from the seeds of Strophanthus gratus and other plants of the Apocynaceae; used like digitalis. It is commonly used in cell biological studies as an inhibitor of the NA(+)-K(+)-exchanging ATPase.",DB01092,439501.0
[H][C@@]12C[C@@H](C)[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Difluocortolone,Diflucortolone,Difluocortolone is a potent topical corticosteroid. It is commonly used in dermatology for the reduction of inflammation and itching. It was submitted to the FDA in July 1984 by the pharmaceutical company Schering AG.,DB09095,11954369.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(Cl)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Mometasone,Mometasone,"Mometasone is a corticosteroid not currently used in medical products. [Mometasone furoate] however, is still in use.",DB00764,441335.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Flumethasone,Flumethasone,"Flumethasone is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a privalate salt, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.",DB00663,16490.0
[H][C@@]12C[C@@H](C)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Paramethasone,Paramethasone,"A glucocorticoid with the general properties of corticosteroids. It has been used by mouth in the treatment of all conditions in which corticosteroid therapy is indicated except adrenal-deficiency states for which its lack of sodium-retaining properties makes it less suitable than hydrocortisone with supplementary fludrocortisone. (From Martindale, The Extra Pharmacopoeia, 30th ed, p737)",DB01384,5875.0
[H][C@@]12C[C@@H](C)[C@](OC(=O)C3=CC=CO3)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Fluticasone furoate,Fluticasone Furoate,Fluticasone furoate is a synthetic glucocorticoid available as an inhaler and nasal spray for various inflammatory indications. Fluticasone furoate was first approved in 2007.,DB08906,9854489.0
[H][C@@]12C[C@@H](C)[C@](OC(=O)CC)(C(=O)SCF)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])C[C@H](F)C2=CC(=O)C=C[C@]12C,Fluticasone propionate,Fluticasone Propionate,"Fluticasone propionate is a synthetic glucocorticoid. These drugs are available as inhalers, nasal, sprays, and topical treatments for various inflammatory indications. Fluticasone propionate was first approved in 1990.",DB00588,444036.0
[H][C@@]12C[C@@H](O)[C@@]3([H])[C@@]4(C)CC[C@@H](O)[C@@H](C)[C@]4([H])CC[C@]3(C)[C@@]1(C)C[C@H](OC(C)=O)\C2=C(\CCC=C(C)C)C(O)=O,Fusidic acid,Fusidic Acid,"An antibiotic isolated from the fermentation broth of Fusidium coccineum. (From Merck Index, 11th ed) It acts by inhibiting translocation during protein synthesis. It is often used topically in creams and eyedrops but is available in systemic formulations including tablets and injections.",DB02703,3000226.0
[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3,Estriol,Estriol,"A hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. Though estriol is used as part of the primarily North American phenomenon of bioidentical hormone replacement therapy, it is not approved for use by the FDA or Health Canada. It is however available in the United States by prescription filled only by compounding pharmacies. It has also been approved and marketed throughout Europe and Asia for approximately 40 years for the treatment of post-menopausal hot flashes.",DB04573,5756.0
[H][C@@]12C[C@@]3([H])C(=C(O)[C@]1(O)C(=O)C(C(=O)NCO)=C(O)[C@H]2N(C)C)C(=O)C1=C(C(Cl)=CC=C1O)[C@@]3(C)O,Clomocycline,Clomocycline,Clomocycline is a tetracycline used to treat bacterial infections.,DB00453,54680675.0
[H][C@@]12C[C@@]3([H])C(=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C)C(=O)C1=C(O)C=CC(Cl)=C1[C@@]3(C)O,Chlortetracycline,Chlortetracycline,"Chlortetracycline is a tetracycline antibiotic, and historically the first member of this class to be identified. It was discovered in 1945 by the scientist, Benjamin Minge Duggar, working at Lederle Laboratories under the supervision of Yellapragada Subbarow. He discovered that this antibiotic was the product of an actinomycete strain he cultured and obtained from a soil sample from a field in Missouri. The organism was named Streptomyces aureofaciens due to its gold-hued color.",DB09093,54708735.0
[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCN1CCCC1)=C(O)[C@H]2N(C)C,Rolitetracycline,Rolitetracycline,A pyrrolidinylmethyl tetracycline.,DB01301,54682938.0
[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCNCCCC[C@H](N)C(O)=O)=C(O)[C@H]2N(C)C,Lymecycline,Lymecycline,"Lymecycline is a broad-spectrum second-generation tetracycline antibiotic used for the treatment of acne and other susceptible bacterial infections. It has been proven a cost-effective alternative to treatment with [minocycline] with comparable safety and efficacy. Lymecycline was initially discovered in 1961. It is marketed by Galderma and used in the UK as well as New Zealand in addition to other countries. Lymecycline is not marketed in the USA, however, equivalent drugs are available, such as minocycline and [tetracycline].",DB00256,54707177.0
[H][C@@]12C[C@H](C)[C@](OC(=O)CC)(C(=O)CCl)[C@@]1(C)C[C@H](O)[C@@]1(F)[C@@]2([H])CCC2=CC(=O)C=C[C@]12C,Clobetasol propionate,Clobetasol Propionate,Clobetasol propionate is a prednisolone derivative with higher specificity for glucocorticoid receptors than mineralocorticoid receptors. It has demonstrated superior activity compared to [fluocinonide] and was first described in the literature in 1974.  Clobetasol Propionate was granted FDA approval on 27 December 1985.,DB01013,32798.0
[H][C@@]12C[C@H](CC)[C@]3([H])N(C1)CCC1=C(NC4=CC(=C(OC)C=C14)[C@@]1([H])C[C@]4([H])C(C(=O)OC)[C@@]([H])(CC5=C1NC1=CC=CC=C51)N(C)C\C4=C\C)[C@@]3(C2)C(=O)OC,Voacamine,Voacamine,Voacamine is an alkaloid isolated from the bark of the Pescheria fuchsiae folia tree. It is an antimalarial drug approved for use in several African countries. Voacamine is also under investigation for use in modulating multidrug-resistance in tumor cells.,DB04877,11953931.0
[H][C@@]12C[C@H](O)C[C@]3(O)C[C@H](O)[C@@H](C(O)=O)[C@]([H])(C[C@@H](O[C@]4([H])O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O)\C=C\C=C\C=C\C=C\C[C@@H](C)OC(=O)\C=C\[C@@]1([H])O2)O3,Natamycin,Natamycin,"Natamycin is a polyene macrolide antibiotic derived from Streptomyces natalensis, with a large lactone ring and sugar moieties. It is widely used as a food preservative and as an antifungal medication, particularly effective against fungal infections of the eye.",DB00826,5284447.0
[H][C@@]12C[C@]1([H])[C@@]1(C)C(=CC2=O)C(Cl)=C[C@@]2([H])[C@]3([H])CC[C@](OC(C)=O)(C(C)=O)[C@@]3(C)CC[C@]12[H],Cyproterone acetate,Cyproterone acetate,"An anti-androgen that, in the form of its acetate (cyproterone acetate), also has progestational properties. It is used in the treatment of hypersexuality in males, as a palliative in prostatic carcinoma, and, in combination with estrogen, for the therapy of severe acne and hirsutism in females.",DB04839,9880.0
[H][C@@]12N3CC[C@@]11C4=CC(=C(OC)C=C4N(C)[C@@]1([H])[C@](O)([C@H](O)[C@]2(CC)C=CC3)C(N)=O)[C@]1(C[C@@]2([H])CN(C[C@](O)(CC)C2)CCC2=C1NC1=C2C=CC=C1)C(=O)OC,Vindesine,Desacetylvinblastine amide,"Vindesine is a synthetic derivative of vinblastine, a naturally occurring vinca alkaloid. Vindesine binds to and stabilizes tubulin, thereby interrupting tubulin polymerization and preventing the formation of the mitotic spindle and cell division; treated cells are unable to undergo mitosis and are arrested in metaphase. This agent also disrupts macromolecular synthesis. (NCI04)",DB00309,40839.0
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC=C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O,Nalorphine,Nalorphine,"Nalorphine is a mixed opioid agonist–antagonist. It acts at two opioid receptors—at the mu receptor it has antagonistic effects, and at the kappa receptors it exerts high-efficacy agonistic characteristics. It is used to reverse opioid overdose and (starting in the 1950s) in a challenge test to determine opioid dependence.",DB11490,
[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O,Ethylmorphine,Ethylmorphine,A narcotic analgesic and antitussive. It is metabolized in the liver by ethylmorphine-N-demethylase and used as an indicator of liver function. It is not marketed in the US but is approved for use in various countries around the world. In the US it is a schedule II drug (single-entity) and schedule III drug (in combination products).,DB01466,5359271.0
[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O,Pholcodine,Pholcodine,Pholcodine formula is 3-o-morpholinoethylmorphine and it is classified as an antitussive which is defined as an opioid cough suppressant. It belongs to the opioid family of compounds and it is widely used. Pholcodine activity is the suppression of unproductive cough and it also has a mild sedative effect with little or no analgesic effects. Pholcodine is not prescribed in the United States where it is classed as a Schedule I drug. It is categorized as Class B drug in the UK and officially taken out of the shelves in 2008. Pholcodine is not approved in Canada.,DB09209,5311356.0
[H][C@@]12[C@@H](O)[C@]3([H])C(=C)C4=C(C(O)=CC=C4)C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C,Metacycline,Methacycline,A broad-spectrum semisynthetic antibiotic related to tetracycline but excreted more slowly and maintaining effective blood levels for a more extended period.,DB00931,54675785.0
[H][C@](NC(=O)N1CCNC1=O)(C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])C1=CC=CC=C1,Azlocillin,Azlocillin,Azlocillin is a semisynthetic ampicillin-derived acylureido penicillin.,DB01061,6479523.0
[H][C@]1(C)C[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)C(=O)C[C@]2(C)[C@@]1(O)C(=O)CCl,Clobetasone,Clobetasone,"Clobetasone is a corticosteroid that is often employed topically as a treatment for a variety of conditions such as eczema, psoriasis, various forms of dermatitis, and also for certain ophthalmologic conditions. Topical clobetasone butyrate has shown minimal suppression of the Hypothalamic-pituitary-adrenal axis.",DB13158,71387.0
[H][C@]1(CCC(C)=C[C@@]1([H])C1=C(O)C=C(CCCCC)C=C1O)C(C)=C.[H][C@@]12CCC(C)=C[C@@]1([H])C1=C(O)C=C(CCCCC)C=C1OC2(C)C,Nabiximols,Nabiximols,"Nabiximols (tradename Sativex?) is a whole plant extract from the Cannabis species Cannabis sativa L. that has been purified into the active components CBD (cannabidiol) and THC (delta-9-tetrahydrocannabinol). For trademark purposes, purified CBD is branded as Nabidiolex?, while THC is purified as the product Tetrabinex?. Sativex? is available in a 1:1 formulation of THC:CBD as an oro-mucosal pump spray used for treatment of neuropathic pain from Multiple Sclerosis (MS) and for intractable cancer pain. Although still largely debated, Cannabis has been shown to have analgesic, anticonvulsant, muscle relaxant, anxiolytic, neuroprotective, anti-oxidant, and anti-psychotic activity.   From a pharmacological perspective, Cannabis' diverse receptor profile explains its potential application for such a wide variety of medical conditions. Cannabis contains more than 400 different chemical compounds, of which 61 are considered cannabinoids, a class of compounds that act upon cannabinoid receptors of the body. Tetrahydrocannabinol (THC) and cannabidiol (CBD) are two types of cannabinoids found naturally in the resin of the marijuana plant, both of which interact with the cannabinoid receptors found in the human body. While both CBD and THC are used for medicinal purposes, they have different receptor activity, function, and physiological effects. While cannabis in its natural plant form is currently used ""off-label"" for the management of many medical conditions, THC is currently commercially available in synthetic form as [DB00486], as purified isomer as [DB00470], or in a 1:1 formulation with CBD from purified plant extract as [DB14011].  The primary psychoactive component of Cannabis, delta 9-tetrahydrocannabinol (Δ9-THC), demonstrates its effects through weak partial agonist activity at Cannabinoid-1 (CB1R) and Cannabinoid-2 (CB2R) receptors. This activity results in the well-known effects of smoking cannabis such as increased appetite, reduced pain, and changes in emotional and cognitive processes. In contrast to THC's weak agonist activity, CBD has been shown to act as a negative allosteric modulator of the cannabinoid CB1 receptor, the most abundant G-Protein Coupled Receptor (GPCR) in the body. Allosteric regulation is achieved through the modulation of receptor activity on a functionally distinct site from the agonist or antagonist binding site. The negative allosteric modulatory effects of CBD are therapeutically important as direct agonists are limited by their psychomimetic effects while direct antagonists are limited by their depressant effects.   In Canada, Sativex? has received a Notice of Compliance (NOC) for use as an as adjunctive treatment for symptomatic relief of spasticity in patients with multiple sclerosis (MS) who have not responded adequately to other therapy and who demonstrate meaningful improvement during an initial trial of therapy.   Sativex? has also received a Notice of Compliance with Conditions (NOC/c) for use as an adjunctive treatment for the symptomatic relief of neuropathic pain in adult patients with multiple sclerosis (MS) and as adjunctive analgesic treatment in adult patients with advanced cancer who experience moderate to severe pain during the highest tolerated dose of strong opioid therapy for persistent background pain.",DB14011,
[H][C@]1(NC(=O)[C@@]([H])(NC(=O)[C@@H](CC2=CC=C(OCC)C=C2)NC(=O)CCSSC[C@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN)C(=O)NCC(N)=O)[C@@H](C)CC)[C@@H](C)O,Atosiban,Atosiban,"Atosiban is an inhibitor of the hormones oxytocin and vasopressin. It is used intravenously to halt premature labor. Although initial studies suggested it could be used as a nasal spray and hence would not require hospital admission, it is not used in that form. Atobisan was developed by the Swedish company Ferring Pharmaceuticals. It was first reported in the literature in 1985. Atosiban is licensed in proprietary and generic forms for the delay of imminent pre-term birth in pregnant adult women.",DB09059,
[H][C@]1(NC(=O)[C@H](CC2=CC=C(OC)C=C2)NC(=O)CCCSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)[C@@H](C)CC,Carbetocin,Carbetocin,"Carbetocin is a drug used to control postpartum hemorrhage, bleeding after giving birth. It is an analogue of oxytocin, and its action is similar to that of oxytocin -- it causes contraction of the uterus.",DB01282,16681432.0
[H][C@]1(O)CC[C@@]2([H])[C@]3([H])CCC4=CC(OC(=O)C5=CC=CC=C5)=CC=C4[C@@]3([H])CC[C@]12C,Estradiol benzoate,Estradiol Benzoate,"Estradiol Benzoate is a pro-drug ester of [DB00783], a naturally occurring hormone that circulates endogenously within the human body. Estradiol is the most potent form of all mammalian estrogenic steroids and acts as the major female sex hormone. As a pro-drug of estradiol, estradiol benzoate therefore has the same downstream effects within the body through binding to the Estrogen Receptor (ER) including ERα and ERβ subtypes, which are located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain.  [DB00783] is commonly produced with an ester side-chain as endogenous estradiol has very low oral bioavailability on its own (2-10%). First-pass metabolism by the gut and the liver quickly degrades the estradiol molecule before it gets a chance to enter systemic circulation and exert its estrogenic effects. Esterification of estradiol aims to improves absorption and bioavailability after oral administration (such as with Estradiol valerate) or to sustain release from depot intramuscular injections (such as with Estradiol Cypionate) through improved lipophilicity. Following absorption, the esters are cleaved, resulting in the release of endogenous estradiol, or 17β-estradiol. Ester pro-drugs of estradiol are therefore considered to be bioidentical forms of estrogen.  Estradiol benzoate is not currently available in Canada or the US.",DB13953,222757.0
[H][C@]1(O[C@]1([H])C(=O)CC\C=C\C\C=C\C)C(N)=O,Cerulenin,Cerulenin,"Cerulenin is an antifungal agent whose activity interferes with or otherwise acts to prevent the formation of fatty acids and sterols. In fatty acid synthesis, reported to bind in equimolar ratio to b-keto-acyl-ACP synthase. In sterol synthesis, inhibits HMG-CoA synthetase activity. It is also shown to inhibit feeding and induce dramatic weight loss in mice. It is found naturally in the Cephalosporium caerulensfungus.",DB01034,28517.0
[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(=O)C1=CNC3=CC=CC=C13)N2C,Tropisetron,Tropisetron,"Tropisetron is an indole derivative with antiemetic activity. As a selective serotonin receptor antagonist, tropisetron competitively blocks the action of serotonin at 5HT3 receptors, resulting in suppression of chemotherapy- and radiotherapy-induced nausea and vomiting.  Tropisetron appears to be well tolerated with the most frequently reported adverse effect being headache. Extrapyramidal side effects are rare upon using tropisetron.",DB11699,656665.0
[H][C@]12CN(C[C@]1([H])OCCN2)C1=C(F)C=C2C(=O)C(=CN(C3CC3)C2=C1C#N)C(O)=O,Finafloxacin,Finafloxacin,"Finafloxacin is a fluoroquinolone antibiotic indicated in the treatment of acute otitis externa (swimmer's ear) caused by the bacteria Pseudomonas aeruginosa and Staphylococcus aureus. Finafloxacin is marketed by Novartis under the brand Xtoro?, and was approved by the FDA in December 2014.",DB09047,11567473.0
[H][C@]12COC(=O)[C@]1([H])[C@H](C1=CC(OC)=C(OC)C(OC)=C1)C1=CC3=C(OCO3)C=C1[C@@H]2O,Podofilox,Podofilox,"This molecule is derived from the podophyllotoxin, a natural product extracted from the roots and rhizomes of Podophyllum species. It has a complex fused ring structure and is used topically to treat genital warts by inhibiting cell division.",DB01179,10607.0
[H][C@]12C[C@@H](CN(CCC)[C@]1([H])CC1=CC=CC(O)=C1C2)NS(=O)(=O)N(CC)CC,Quinagolide,Quinagolide,"Quinagolide is a non-ergot-derived selective dopamine D2 receptor agonist used for the treatment of elevated levels of prolactin or hyperprolactinaemia. Hyperprolalctinaemia is associated with gonadal dysfunction, including infertility and reduced libido, as well as long-term complications such as osteoporosis. Newer dopamine receptor agonists such as quinagolide and [DB00248] are shown to effectively inhibit prolactin secretion with improved efficacy over [DB01200]. These drugs are effective in patients who are intolerant or resistant to [DB01200]. Quinagolide exists as a racemate and its relevant clinical activity is mediated predominantly by the (-) enantiomer. It is typically present in the hydrochloride salt form and is marketed as oral tablets under the brand name Norprolac contained as a racemate. Quinagolide is currently available in several countries including Canada, but not approved for treatment in the United States.",DB09097,3086401.0
[H][C@]12C[C@@H](OC(=O)C=CC3=CC(OC)=C(OC)C(OC)=C3)[C@H](OC)[C@@H](C(=O)OC)[C@@]1([H])C[C@@]1([H])N(CCC3=C1NC1=C3C=CC(OC)=C1)C2,Rescinnamine,Recinnamine,"Recinnamine is structurally similar to reserpine and is used for its antihypertensive properties. It includes a steroidal backbone fused with indole and pyridine rings, demonstrating its complex biosynthesis.",DB01180,32681.0
[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O,Latamoxef,Latamoxef,Latamoxef is a broad- spectrum beta-lactam antibiotic similar in structure to the cephalosporins except for the substitution of an oxaazabicyclo moiety for the thiaazabicyclo moiety of certain cephalosporins. It has been proposed especially for the meningitides because it passes the blood-brain barrier and for anaerobic infections.,DB04570,47499.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(=O)OC1=CC2=C(CCC2)C=C1)C1=CC=CC=C1)C(O)=O,Carindacillin,Carbenicillin indanyl,Carindacillin or Carbenicillin isdanyl was an oral penicillin prodrug of [carbenicillin] marketed by Pfizer as Geocillin. It is no longer marketed in the United States.,DB09319,
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1(N)CCCCC1)C(O)=O,Cyclacillin,Cyclacillin,A cyclohexylamido analog of penicillanic acid.,DB01000,19003.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1F)C(O)=O,Flucloxacillin,Flucloxacillin,Antibiotic analog of [cloxacillin].,DB00301,21319.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OCOC(=O)C(C)(C)C,Pivampicillin,Pivampicillin,Pivalate ester analog of ampicillin.,DB01604,33478.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(=O)OCOC(=O)[C@@H]1N2C(=O)C[C@@]2([H])S(=O)(=O)C1(C)C,Sultamicillin,Sultamicillin,Sultamicillin has been used in trials studying the prevention and treatment of Ventilator Associated Pneumonia and Chronic Obstructive Pulmonary Disease (COPD).,DB12127,444022.0
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C1=CC=CC=C1)C(O)=O,Azidocillin,Azidocillin,Azidocillin is a penicillin antibiotic similir to ampicillin.,DB08795,15574941.0
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC#N)C(O)=O,Cefacetrile,Cefacetrile,A derivative of 7-aminocephalosporanic acid.,DB01414,91562.0
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O,Cephaloglycin,Cephaloglycin,A cephalorsporin antibiotic that is no longer commonly used.,DB00689,19150.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@@]2([H])NC(=O)[C@H](NC(=O)C1=C(O)C=C(C)N=C1)C1=CC=C(O)C=C1)C(O)=O,Cefpiramide,Cefpiramide,Cefpiramide is a third-generation cephalosporin antibiotic.,DB00430,636405.0
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)CSC[C@@H](N)C(O)=O)OC)C(O)=O,Cefminox,Cefminox,Cefminox (INN) is a second generation cephalosporin antibiotic. It is approved for use in Japan.,DB09062,
[H][C@]12SCC(CSC3=NN=NN3CC(O)=O)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1CN)C(O)=O,Ceforanide,Ceforanide,"Ceforanide is administered parenterally. It has a longer elimination half-life than any currently available cephalosporin. Its activity is very similar to that of cefamandole, another second-generation cephalosporin antibiotic, except that ceforanide is less active against most gram-positive organisms. Many coliforms, including Escherichia coli, Klebsiella, Enterobacter, and Proteus, are susceptible to ceforanide, as are most strains of Salmonella, Shigella, Hemophilus, Citrobacter and Arizona species.",DB00923,43507.0
[H][C@]12SCC(CSC3=NN=NN3CCN(C)C)=C(N1C(=O)[C@H]2NC(=O)CC1=CSC(N)=N1)C(O)=O,Cefotiam,Cefotiam,One of the cephalosporins that has a broad spectrum of activity against both gram-positive and gram-negative microorganisms.,DB00229,43708.0
[H][C@]12SCC(C[N+]3=CC=CC=C3)=C(N1C(=O)[C@H]2NC(=O)CC1=CC=CS1)C([O-])=O,Cefaloridine,Cephaloridine,Cephaloridine or cefaloridine is a first generation semisynthetic cephalosporin. It is derived from cephalosporin C and is a zwitterion at physiological pH.,DB09008,5773.0
[I-].[I-].[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CC[N+]1(C)C)C2=C6)=C(OC)C=C5)=CC(OC)=C4OC)C=C3,Metocurine iodide,Metocurine Iodide,Metocurine iodide is a benzylisoquinolinium competitive nondepolarizing neuromuscular blocking agent. It is used as an anesthesia adjunct to induce skeletal muscle relaxation and to reduce the intensity of muscle contractions in convulsive therapy Metocurine iodide has a moderate risk of inducing histamine release and has some ganglion blocking activity. Metocurine iodide can be used most advantageously if muscle twitch response to peripheral nerve stimulation is monitored to assess degree of muscle relaxation. Metocurine Iodide is no longer available on the US market.,DB00416,24244.0
[I-].[I-].[I-].CC[N+](CC)(CC)CCOC1=CC=CC(OCC[N+](CC)(CC)CC)=C1OCC[N+](CC)(CC)CC,Gallamine triethiodide,Gallamine Triethiodide,"A synthetic nondepolarizing blocking drug. The actions of gallamine triethiodide are similar to those of tubocurarine, but this agent blocks the cardiac vagus and may cause sinus tachycardia and, occasionally, hypertension and increased cardiac output. It should be used cautiously in patients at risk from increased heart rate but may be preferred for patients with bradycardia. (From AMA Drug Evaluations Annual, 1992, p198)",DB00483,6172.0
[K+],Potassium cation,Potassium Cation,"Potassium is the major cation (positive ion) inside animal cells, while sodium is the major cation outside animal cells. The concentration differences of these charged particles causes a difference in electric potential between the inside and outside of cells, known as the membrane potential. The balance between potassium and sodium is maintained by ion pumps in the cell membrane. The cell membrane potential created by potassium and sodium ions allows the cell generate an action potential—a ""spike"" of electrical discharge. The ability of cells to produce electrical discharge is critical for body functions such as neurotransmission, muscle contraction, and heart function. Potassium is also an essential mineral needed to regulate water balance, blood pressure and levels of acidity.",DB01345,5462222.0
[K+].[K+].OP([O-])([O-])=O,Dipotassium phosphate,Dipotassium phosphate,Dipotassium phosphate (K2HPO4) is a highly water-soluble salt often used as a fertilizer and food additive as a source of phosphorus and potassium as well as a buffering agent.,DB09414,24450.0
[Li+],Lithium cation,Lithium Cation,"Lithium was used during the 19th century to treat gout. Lithium salts such as lithium carbonate (Li2CO3), lithium citrate, and lithium orotate are mood stabilizers. They are used in the treatment of bipolar disorder, since unlike most other mood altering drugs, they counteract both mania and depression. Lithium can also be used to augment other antidepressant drugs. It is also sometimes prescribed as a preventive treatment for migraine disease and cluster headaches. The active principle in these salts is the lithium ion Li+, which having a smaller diameter, can easily displace K+ and Na+ and even Ca+2, in spite of its greater charge, occupying their sites in several critical neuronal enzymes and neurotransmitter receptors.",DB01356,28486.0
[Mg++].C[N+](C)(C)CCO.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O,Choline magnesium trisalicylate,Choline magnesium trisalicylate,"Choline magnesium trisalicylate is a non-acetylated salicylate used widely as a nonsteroidal anti-inflammatory drug. Trisalicylate significantly reduces methotrexate renal clearance, displacing methotrexate from protein, increasing the fraction unbound by 28%.",DB01401,54682045.0
[Mg++].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O,Magnesium salicylate,Magnesium Salicylate,"Magnesium salicylate is a non-steroidal anti-inflammatory drug (NSAID) used to treat mild to moderate pain. It is available in several over-the-counter (OTC) formulations. Though the recommended doseage is 1160 mg every six hours, per package directions of the Doan's OTC brand (580 mg magnesium salicylate tetrahydrate, equivalent to 934.4 mg anhydrous magnesium salicylate), effective pain relief is often found with a half dosage, with reduced anti-inflammatory results.",DB01397,54684589.0
[Mg++].[Mg++].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O,Magnesium trisilicate,Magnesium Trisilicate,Magnesium trisilicate is an inorganic compound that is used as an antacid in the treatment of peptic ulcers.,DB09281,5311266.0
[O--].[O--].[O--].[Al+3].[Al+3],Aluminum oxide,Aluminum Oxide,"Aluminum oxide has a chemical formula Al2O3. It is amphoteric in nature, and is used in various chemical, industrial and commercial applications. It is considered an indirect additive used in food contact substances by the FDA.",DB11342,9989226.0
[O--].[O--].[O--].[Mg++].[Si+4],Magnesium silicate,Magnesium silicate,"This molecule is commonly known as talc. Structurally, it involves magnesium and silicon cations coordinated with oxygen atoms. It is widely used in various industries for purposes such as a moisture absorber in cosmetics, a filler in paper production, and as a food additive.",DB13249,
[O-]S(=O)(=O)C1=CC=CC=C1.[O-]S(=O)(=O)C1=CC=CC=C1.COC1=CC2=C(C=C1OC)C(CC1=CC(OC)=C(OC)C=C1)[N+](C)(CCC(=O)OCCCCCOC(=O)CC[N+]1(C)CCC3=C(C=C(OC)C(OC)=C3)C1CC1=CC(OC)=C(OC)C=C1)CC2,Atracurium besylate,Atracurium Besylate,A non-depolarizing neuromuscular blocking agent with short duration of action. Its lack of significant cardiovascular effects and its lack of dependence on good kidney function for elimination provide clinical advantage over alternate non-depolarizing neuromuscular blocking agents.,DB00732,47320.0
[O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O,Pentaerythritol tetranitrate,Pentaerythritol tetranitrate,"Pentaerythritol tetranitrate is the nitrate ester of pentaerythritol that possesses explosive properties. When mixed with a plasticizer, this chemical forms a plastic explosive. It is recognized by the FDA to be a coronary vasodilator in the treatment of heart conditions such as angina.  It is a pentaerythritol nitrate in which all four hydroxy groups of pentaerythritol have been converted to the corresponding nitrate ester. It is a vasodilator with properties that are quite similar to those of glyceryl trinitrate, however, with a more prolonged duration of action. It is also one of the most powerful high explosives known and is a component of the plastic explosive known as Semtex.  PETN has the chemical formula C5H8N4O12. It is formed by reacting pentaerythritol (C5H12O4), an alcohol commonly used in paints and varnishes, with nitric acid (HNO2). The reacting solution is chilled to precipitate the PETN.  It is then filtered out, washed, dried, and recrystallized to produce a colorless crystalline material that is stored and shipped as a mixture with water and alcohol.  Interestingly, this drug was studied for potential benefits in chronic ischemic heart failure patients.  PETN targeting reactive oxygen species generation halted the changes of mitochondrial antioxidant enzymes and progressive fibrotic remodeling, leading to amelioration of cardiac functional performance in rats with ischemic heart failure.",DB06154,6518.0
[O-][N+](=O)OCCNC(=O)C1=CC=CN=C1,Nicorandil,Nicorandil,"Nicorandil is an orally efficacious vasodilatory drug and antianginal agent marketed in the UK, Australia, most of Europe, India, Philippines, Japan, South Korea, and Taiwan. It is not an approved drug by FDA. It is a niacinamide derivative that induces vasodilation of arterioles and large coronary arteries by activating potassium channels. It is often used for patients with angina who remain symptomatic despite optimal treatment with other antianginal drugs. Nicorandil is a dual-action potassium channel opener that relaxes vascular smooth muscle through membrane hyperpolarization via increased transmembrane potassium conductance and increased intracellular concentration of cyclic GMP. It is shown to dilate normal and stenotic coronary arteries and reduces both ventricular preload and afterload.",DB09220,47528.0
[O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@H](CO[N+]([O-])=O)O[N+]([O-])=O,Erythrityl tetranitrate,Erythrityl tetranitrate,"A vasodilator with general properties similar to nitroglycerin. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1020)",DB01613,5284553.0
[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[O--].[Bi+3].[Bi+3].[Bi+3].[Bi+3].[Bi+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O,Bismuth subnitrate,Bismuth Subnitrate,"This compound is composed of bismuth and nitrate ions, along with hydroxide groups. It's typically presented as a white or yellowish powder and is known for its astringent properties. Bismuth subnitrate is often used in medicinal preparations to treat gastrointestinal disorders due to its protective, soothing effect on the stomach lining, and has antibacterial properties, making it useful in wound dressings.",DB13209,
[Sr++].[Sr++].[O-]C(=O)CN(CC([O-])=O)C1=C(C#N)C(CC([O-])=O)=C(S1)C([O-])=O,Strontium ranelate,Strontium ranelate,"Strontium ranelate, a strontium (II) salt of ranelic acid, is a medication for osteoporosis. Some reports have shown that strontium ranelate can slow down the progression of osteoarthritis of the knee. This agent presents an atypical mechanism of action in which it increases deposition of new bone by osteoblasts and, simultaneously, reduces the resorption of bone by osteoclasts. It is therefore promoted as a ""dual action bone agent"" (DABA) indicated for use in treatment of severe osteoporosis.  Furthermore, various clinical studies demonstrate the ability of strontium ranelate to improve and strengthen intrinsic bone tissue quality and microarchitecture in osteoporosis by way of a number of cellular and microstructural changes by which anti-fracture efficacy is enhanced.  Available for prescription use for a time in some parts of the world as Protelos (strontium ranelate) 2 g granules for oral suspension by Servier, it was ultimately discontinued in 2016-2017 owing to an increased adverse cardiac effects profile along with increased risk of venous thromboembolism (VTE) and various life threatening allergic reactions.",DB09267,6918182.0
[Tc+].COC(C)(C)C[N+]#[C-].COC(C)(C)C[N+]#[C-].COC(C)(C)C[N+]#[C-].COC(C)(C)C[N+]#[C-].COC(C)(C)C[N+]#[C-].COC(C)(C)C[N+]#[C-],Technetium Tc-99m sestamibi,Technetium (99mTc) sestamibi,"Technetium Tc-99m sestamibi (commonly sestamibi) is a pharmaceutical agent used in nuclear medicine imaging. The drug is a coordination complex consisting of the radioisotope technetium-99m bound to six methoxyisobutylisonitrile (MIBI) ligands, hence the name sesta (6) MIBI.. Following intravenous injection of the drug, Technetium Tc-99m sestamibi is taken up by the myocardium, parathyroid, and/or breast tissue. The mechanism by which sestamibi localizes to these tissues has not been established. Single photon emission computed tomography (SPECT) is then performed to detect the gamma ray emmitted by the decay of Technetium-99m to Technetium-99.  Currently available within a preparation kit for injection, Technetium Tc 99m Sestamibi is indicated for: 1) detecting coronary artery disease by localizing myocardial ischemia (reversible defects) and infarction (non-reversible defects); and 2) evaluating myocardial function and developing information for use in patient management decisions.",DB09161,22617237.0
[Zn++].[O-]C(=O)C1=CC=CC=N1.[O-]C(=O)C1=CC=CC=N1,Zinc picolinate,Zinc Picolinate,Zinc picolinate is a zinc salt of picolinic acid. It is available as OTC dietary supplements as a source of zinc to treat and prevent zinc deficiency. The absorption of zinc after oral administration of zinc picolinate is shown to be effective.,DB11175,9904746.0
[Zn],Zinc,Zinc,"Zinc is a metallic element represented by the symbol Zn and atomic number 30. It is a bluish-silver, lustrous metal used extensively in galvanizing (coating iron and steel to protect against rust), die casting alloys, and various household products. Zinc is also essential for biological functions; it is a vital trace element necessary for the proper function of the immune system, enzyme processes, and cellular repair.",DB01593,23994.0
CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C,Lycopene,Lycopene,"Lycopene is a naturally occurring red carotenoid pigment that is responsible for red to pink colors seen in tomatoes, pink grapefruit, and other foods. Having a chemical formula of C40H56, lycopene is a tetraterpene assembled from eight isoprene units that are solely composed of carbon and hydrogen. Lycopene may undergo extensive isomerization that allows 1056 theoretical cis-trans configurations; however, the all-trans configuration of lycopene is the most predominant isomer found in foods that gives the red hue. Lycopene is a non-essential human nutrient that is classified as a non-provitamin A carotenoid pigment since it lacks a terminal beta-ionone ring and does not mediate vitamin A activity. However, lycopene is a potent antioxidant molecule that scavenges reactive oxygen species (ROS) singlet oxygen. Tomato lycopene extract is used as a color additive in food products.",DB11231,446925.0
CC1(C)C[C@@H]1C(=O)N\C(=C/CCCCSC[C@H](N)C(O)=O)C(O)=O,Cilastatin,Cilastatin,"Cilastatin is an inhibitor of renal dehydropeptidase, an enzyme responsible for both the metabolism of thienamycin beta-lactam antibiotics as well as conversion of leukotriene D4 to leukotriene E4. Since the antibiotic, [imipenem], is one such antibiotic that is hydrolyzed by dehydropeptidase, cilastatin is used in combination with imipenem to prevent its metabolism. The first combination product containing both drugs was approved by the FDA in November of 1985 under the trade name Primaxin, marketed by Merck & Co. A newer triple-drug product was approved in July 2019 under the trade name Recarbrio which also contains [relebactam].",DB01597,6435415.0
CCOC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC,Icosapent ethyl,Icosapent Ethyl,Icosapent ethyl or ethyl eicosapentaenoic acid is a synthetic derivative of the omega-3 fatty acid eicosapentaenoic acid (EPA). It is used as an adjunct therapy for severe hypertriglyceridemia (TG levels > 500 mg/dL) and to reduce the risk of cardiovascular events in certain patients with elevated triglycerides.,DB08887,9831415.0
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O,Doconexent,Doconexent,"Doconexent is used as a high-docosahexaenoic acid (DHA) supplement. DHA is a 22 carbon chain with 6 cis double bonds with anti-inflammatory effects. It can be biosythesized from alpha-linolenic acid or commercially manufactured from microalgae. It is an omega-3 fatty acid and primary structural component of the human brain, cerebral cortex, skin, and retina thus plays an important role in their development and function. The amino-phospholipid DHA is found at a high concentration across several brain subcellular fractions, including nerve terminals, microsomes, synaptic vesicles, and synaptosomal plasma membranes.",DB03756,445580.0
CN(C)CC\C=C1/C2=CC=CC=C2CSC2=CC=CC=C12,Dosulepin,Dosulepin,"Dosulepin (INN, BAN) formerly known as dothiepin (USAN), is a tricyclic antidepressant with anxiolytic properties that is used in several European and South Asian countries, as well as Australia, South Africa, and New Zealand. It is not FDA-approved due to low therpeutic index and significant toxicity in overdose. Dosulepin inhibits the reuptake of biogenic amines, increasing available neurotransmitter levels at the synaptic cleft. The use of dosulepsin is only recommended in patients who are intolerant or unresponsive to alternative antidepressant therapies. Dosulepsin is a thio derivative of [DB00321] with a similar efficacy to that of [DB00321], and also exhibits anticholinergic, antihistamine and central sedative properties. Its hydrochloride form is a common active ingredient in different drug formulations.",DB09167,5284550.0
CN\C(NCC1=CC=CC=C1)=N/C,Bethanidine,Bethanidine,A guanidinium antihypertensive agent that acts by blocking adrenergic transmission.,DB00217,2368.0
COC1=C(O)C=CC(CNC(=O)CCCC\C=C/C(C)C)=C1,Zucapsaicin,Zucapsaicin,"Zucapsaicin, the cis-isomer of capsaicin, is a topical analgesic used to treat osteoarthritis of the knee and other neuropathic pain. It is a modulator of transient receptor potential cation channel subfamily V member 1 (TRPV-1), also known as the vanilloid or capsaicin receptor 1, that reduces pain and improves articular functions. Zucapsaicin has also been evaluated for the management of several conditions manifested by chronic nerve pain. These conditions include herpes simplex (HSV) infections, cluster headaches, migraine, and osteoarthritis of the knee.",DB09120,1548942.0
COC1=C(OC)C(=O)C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)=C(C)C1=O,Ubidecarenone,Ubidecarenone,"Ubidecarenone, also called coenzyme Q10, is a 1,4-benzoquinone. From its name (Q10), the Q refers to the constitutive quinone group, and 10 is related to the number of isoprenyl subunits in its tail. It is a powerful antioxidant, a lipid-soluble and essential cofactor in mitochondrial oxidative phosphorylation. The ubidecarenone is the coenzyme destined for mitochondrial enzyme complexes involved in oxidative phosphorylation in the production of ATP. It is fundamental for cells that have a high metabolic demand. Ubidecarenone is sold as a dietary supplement and is not FDA approved as a drug - it is not meant to treat, cure or prevent any disease. FDA does not approve this dietary supplements before sold nor regulate the manufacturing process.",DB09270,5281915.0
C\C(N(CC1=CN=C(C)N=C1N)C=O)=C(/CCOP(O)(O)=O)SC(=O)C1=CC=CC=C1,Benfotiamine,benfotiamine,"Benfotiamine has been investigated for the treatment and prevention of Diabetic Nephropathy and Diabetes Mellitus, Type 2.",DB11748,3032771.0
C\C1=C/CC[C@@]2(C)O[C@H]2[C@H]2OC(=O)C(=C)[C@@H]2CC1,Parthenolide,parthenolide,Parthenolide has been used in trials studying the diagnostic of Allergic Contact Dermatitis.,DB13063,6473881.0
ClC1=CC(Cl)=C(CO\N=C(/CN2C=CN=C2)C2=CC=C(Cl)C=C2Cl)C=C1,Oxiconazole,Oxiconazole,"Oxiconazole is only found in individuals that have used or taken this drug. It is an antifungal medication typically administered in a cream or lotion to treat skin infections such as athlete's foot, jock itch and ringworm. Oxiconazole inhibits ergosterol biosynthesis, which is required for cytoplasmic membrane integrity of fungi. It acts to destabilize the fungal cyctochrome P450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the cell membrance structure of the fungus. Its inhibition leads to cell lysis. Oxiconazole has also been shown in inhibit DNA synthesis and suppress intracellular concentrations of ATP. Like other imidazole antifungals, Oxiconazole can increase membrane permeability to zinc, augmenting its cytotoxicity.",DB00239,5353853.0
NC(CO)(CO)CO.CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O,Dinoprost tromethamine,Dinoprost tromethamine,"The tromethamine (THAM) salt of the naturally occurring prostaglandin F2 alpha, dinoprost tromethamine occurs as a white to off-white, very hygroscopic, crystalline powder. Dinoprost tromethamine may also be known as dinoprost trometamol, PGF2 alpha THAM, or prostaglandin F2 alpha tromethamine.",DB01160,5282415.0
NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O,Ethanolamine oleate,Ethanolamine Oleate,"Ethanolamine Oleate is a synthetic preparation of oleic acid and ethanolamine, a first generation monoethanolamine with sclerotherapeutic activity. Ethanolamine oleate causes an acute, dose-related inflammatory reaction of the intimal endothelium of the vein. This leads to scarring at the inner wall of the veins and possible occlusion of the veins. The oleic acid component may also transiently activate coagulation and fibrinolytic systems through the release of tissue factor and activation of Hageman factor.",DB06689,5282489.0
OC(=O)\C=C/C(O)=O.CN(C)CC[C@@H](C1=CC=C(Cl)C=C1)C1=CC=CC=N1,Dexchlorpheniramine maleate,Dexchlorpheniramine Maleate,"Dexchlorpheniramine Maleate is the maleate salt form of dexchlorpheniramine, an alkylamine, and first-generation histamine antagonist with anti-allergic activity. Dexchlorpheniramine maleate competitively blocks H1 receptors, thereby preventing the actions of histamine on bronchial smooth muscle, capillaries and gastrointestinal (GI) smooth muscle. This prevents histamine-induced bronchoconstriction, vasodilation, increased capillary permeability, and GI smooth muscle spasms.",DB09555,5281070.0
OCC([NH3+])(CO)CO.CCCCC[C@@](O)(C)\C=C\[C@H]1[C@@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(=O)[O-],Carboprost tromethamine,Carboprost tromethamine,Carboprost tromethamine is the tromethamine salt of carboprost. It is used as an abortifacient agent that is effective in both the first and second trimesters of pregnancy. It has a role as an oxytocic and an abortifacient. It contains a carboprost(1-) and a member of Htris.,DB00429,45266502.0
[H][C@@]1(NC(=O)C(=N/O)\C2=NSC(N)=N2)C(=O)N2C(C(O)=O)=C(CS[C@]12[H])\C=C1/CCN(C1=O)[C@]1([H])CCNC1,Ceftobiprole,Ceftobiprole,"Ceftobiprole is a cephalosporin antibiotic with activity against methicillin-resistant Staphylococcus aureus. It was discovered by Basilea Pharmaceutica and is being developed by Johnson & Johnson Pharmaceutical Research and Development. Ceftobiprole is the first cephalosporin to demonstrate clinical efficacy in patients with infections due to methicillin-resistant staphylococci and, if approved by regulatory authorities, is expected to be a useful addition to the armamentarium of agents for the treatment of complicated skin infections and pneumonia.",DB04918,12993649.0
[H][C@@]12OC\C3=C/C=C/[C@H](C)C\C(C)=C\C[C@]4([H])C[C@@]([H])(C[C@]5(C\C(=N/OC)[C@H](C)[C@H](O5)C(\C)=C\C(C)C)O4)OC(=O)[C@]([H])(C=C(C)[C@H]1O)[C@@]23O,Moxidectin,Moxidectin,"Moxidectin is a potent, broad-spectrum endectocide (antiparasitic that is active against endo- and ecto-parasites) with activity against nematodes, insects, and acari. It was first used in cattle followed by an approved use in general animals. It is a semi-synthetic methoxine derivative of nemadectin which is a 16-member pentacyclic lactone of the milbemycin class. Moxidectin differs by the absence of a disaccharide moiety on carbon 13, a substituted olefinic side chain at carbon 25 and a unique methoxime moiety at carbon 23. Due to these modifications, moxidectin is classified as a second generation macrocyclic lactone.",DB11431,
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O,Cefmenoxime,cephalosporin antibiotic,"A cephalosporin antibiotic that is administered intravenously or intramuscularly. It is active against most common gram-positive and gram-negative microorganisms, is a potent inhibitor of Enterobacteriaceae, and is highly resistant to hydrolysis by beta-lactamases. The drug has a high rate of efficacy in many types of infection and to date no severe side effects have been noted.",DB00267,9570757.0
[H][C@]12SCC(C[N+]3=C4CCCC4=CC=C3)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C([O-])=O,Cefpirome,Cefpirome,"Cefpirome is a semisynthetic, broad-spectrum, fourth-generation cephalosporin with antibacterial activity. Cefpirome binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.",DB13682,
[H]\C(CCN1CCN(CCO)CC1)=C1/C2=CC=CC=C2SC2=C1C=C(C=C2)C(F)(F)F,Flupentixol,Flupentixol,"Flupentixol is an antipsychotic drug of the thioxanthene group. It exists in two geometric isomers, the trans(E) and pharmacologically active cis(Z) forms. Flupentixol decanoate is one of the active ingredients found in injectable drug formulations: it is produced by esterification of cis(Z)鈥恌lupentixol with decanoic acid. Flupentixol is an antagonist of both D1 and D2 dopamine receptors. Available as oral tablets or long-acting intramuscular injections, flupentixol is marketed under brand names such as Depixol and Fluanxol.",DB00875,5281881.0
[H]\C(\C(\[H])=C1/CCC[C@@]2(C)[C@@]1([H])CC[C@]2([H])[C@]([H])(C)OCCC(C)(C)O)=C1/C[C@@]([H])(O)C[C@]([H])(O)C1=C,Maxacalcitol,Maxacalcitol,"Maxacalcitol is a synthetic derivative of calcitriol, the hormonally active form of vitamin D3. It is commonly used in the treatment of secondary hyperparathyroidism, particularly in patients with chronic renal failure, and psoriasis.",DB06272,