JAZL/ChemGist-CHON huggingface dataset:
Compound: 1-ethyl-7-hydroxy-2-methyl-3,4,4a,9,10,10a-hexahydro-1H-phenanthrene-2-carboxylic acid
SMILES: O=C(O)C1(C(C2C(c3c(cc(O)cc3)CC2)CC1)CC)C
InChIKey: GEGYYIFBFKSCPK-UHFFFAOYSA-N
Synonyms: 1-ethyl-7-hydroxy-2-methyl-3,4,4a,9,10,10a-hexahydro-1H-phenanthrene-2-carboxylic acid, 1-Ethyl-7-hydroxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2-carboxylic acid, SCHEMBL5088079, DTXSID50964027, 109784-48-7, NS00003537, Q25091498
Theoretical properties:
molecular_formula: C18H24O3
molecular_weight: 288.4 g/mol
exact_mass: 288.17254462 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 21
topological_polar_surface_area: 57.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Doisynolic acid is a synthetic, orally active, nonsteroidal estrogen that was never marketed. The reaction of estradiol or estrone with potassium hydroxide, a strong base, results in doisynolic acid as a degradation product, which retains high estrogenic activity, and this reaction was how the drug was discovered, in the late 1930s. The drug is a highly active and potent estrogen by the oral or subcutaneous route. The reaction of equilenin or dihydroequilenin with potassium hydroxide was also found to produce bisdehydrodoisynolic acid, whose levorotatory isomer is an estrogen with an "astonishingly" high degree of potency, while the dextrorotatory isomer is inactive. Doisynolic acid was named after Edward Adelbert Doisy, a pioneer in the field of estrogen research and one of the discoverers of estrone.
Doisynolic acid is the parent compound of a group of synthetic, nonsteroidal estrogens with high oral activity. The synthetic, nonsteroidal estrogens methallenestril, fenestrel, and carbestrol were all derived from doisynolic acid and are seco-analogues of the compound. Doisynoestrol, also known as fenocycline, is cis-bisdehydrdoisynolic acid methyl ether, and is another estrogenic derivative.
Compound: Doisynoestrol
SMILES: O=C(O)C1(C(c2c(c3c(cc(OC)cc3)cc2)CC1)CC)C
InChIKey: HZZSXUIUESWVSS-UHFFFAOYSA-N
Synonyms: Doisynoestrol, Fenocyclin, Fenocylin, Fenociclina, Fenocycline, Phenocyclin, Surestrine, Surestryl, BDDA ME, NSC56846, dl-cis-Bisdehydrodoisynolic acid methyl ether, 15372-34-6, 16,3,5,7,9-pentaen-17-oic acid, 3-methoxy-, (.+-.)-, 2-Phenanthrenecarboxylic acid,2,3,4-tetrahydro-7-methoxy-2-methyl-, NSC-56846, NSC-122041, 2-Phenanthrenecarboxylic acid,2,3,4-tetrahydro-7-methoxy-2-methyl-, cis-(.+-.)-, NCIOpen2_002523, orb1697365, SCHEMBL29517220, DTXSID40860160, NSC122041, 1-ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydrophenanthrene-2-carboxylic acid, 1-ethyl-7-methoxy-2-methyl-3,4-dihydro-1H-phenanthrene-2-carboxylic acid, 2-Phenanthrenecarboxylicacid, 1-ethyl-1,2,3,4-tetrahydro-7-methoxy-2-methyl-, AKOS040751630, 1-Ethyl-7-methoxy-2-methyl-1,2,3,4-tetrahydro-2-phenanthrenecarboxylic acid, 16,17-Seco-13.alpha.-estra-1, 3,5,7,9-pentaen-17-oic acid, 3-methoxy-, (.+-.)-, 2-Phenanthrenecarboxylic acid, 1-ethyl-1,2,3, 4-tetrahydro-7-methoxy-2-methyl-, 2-Phenanthrenecarboxylic acid, 1-ethyl-1,2,3, 4-tetrahydro-7-methoxy-2-methyl-, cis-(.+-.)-
Theoretical properties:
molecular_formula: C19H22O3
molecular_weight: 298.4 g/mol
exact_mass: 298.15689456 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 22
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Doisynoestrol (brand names Fenocyclin, Surestrine, Surestryl; former developmental code name RS-2874), also known as fenocycline, as well as cis-bisdehydrodoisynolic acid 7-methyl ether (BDDA ME), is a synthetic nonsteroidal estrogen of the doisynolic acid group that is no longer marketed. It is a methyl ether of bisdehydrodoisynolic acid. Doisynoestrol was described in the literature in 1945. It has about 0.02% of the relative binding affinity of estradiol for the estrogen receptor.
SMILES: c12c(c3c(c4cccc4c5c1c5)c3)ccc2
InChIKey: FVDGMBFXSFSQOU-UHFFFAOYSA-N
Theoretical properties:
molecular_formula: C16H24
molecular_weight: 216.36 g/mol
exact_mass: 216.187800766 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 16
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: DTXSID80863014
SMILES: O=C(C1(O)C2(C(C3C(C4(C(=CCCC4)C(C3)C)C)CC2)CC1)C)C
InChIKey: GAIHSQSRHYQICG-UHFFFAOYSA-N
Synonyms: DTXSID80863014, 17-Hydroxy-6-methylpregn-4-en-20-one
Theoretical properties:
molecular_formula: C22H34O2
molecular_weight: 330.5 g/mol
exact_mass: 330.255880323 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 24
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: NSC73880
SMILES: O=C(OC1(C(=O)C)C2(C(C3C(C4(C(=CCCC4)C(C3)C)C)CC2)CC1)C)C
InChIKey: KDLNOQQQEBKBQM-UHFFFAOYSA-N
Synonyms: NSC73880, 17-Hydroxy-6.alpha.-methylpregn-4-en-20-one acetate, NCIOpen2_008936, CHEMBL4762115, Pregn-4-en-20-one, 17-hydroxy-6.alpha.-methyl-, acetate, Pregn-4-en-20-one, 17-(acetyloxy)-6-methyl-, (6.alpha.)-, (17-acetyl-6,10,13-trimethyl-1,2,3,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl) acetate, 6-Methyl-20-oxopregn-4-en-17-yl acetate
Theoretical properties:
molecular_formula: C24H36O3
molecular_weight: 372.5 g/mol
exact_mass: 372.26644501 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 27
topological_polar_surface_area: 43.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a unknown listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: GEDUNIN, 14,15-DEOXY
SMILES: O=C1OC(c2cocc2)C3(CCC4C(C3=C1)(C(OC(=O)C)CC5C(C(=O)C=CC45C)(C)C)C)C
InChIKey: VOUDTVRGPAGHGA-UHFFFAOYSA-N
Synonyms: GEDUNIN, 14,15-DEOXY, SCHEMBL20639350, VOUDTVRGPAGHGA-UHFFFAOYSA-N, 16,17-Seco-24-norchola-1,14,20,22-tetraen-16-oic acid, 7-(acetyloxy)-21,23-epoxy-17-hydroxy-4,4,8-trimethyl-3-oxo-, .delta.-lactone, (5.alpha.,7.alpha.,13.alpha.,17.alpha.)-, 8.beta.-Podocarp-1-ene-.delta.14,.alpha.-acetic acid, 13.beta.-(3-furylhydroxymethyl)-7.alpha.-hydroxy-8,13-dimethyl-3-oxo-, 14,13-lactone, acetate, D-Homo-24-nor-17-oxachola-1,14,20,22-tetraene-3,16-dione, 7-(acetyloxy)-21,23-epoxy-4,4,8-trimethyl-, (5.alpha.,7.alpha.,13.alpha.,17a.alpha.)-, [1-(furan-3-yl)-4b,7,7,10a,12a-pentamethyl-3,8-dioxo-5,6,6a,10b,11,12-hexahydro-1H-naphtho[2,1-f]isochromen-5-yl] acetate, 1-(3-Furyl)-4b,7,7,10a,12a-pentamethyl-3,8-dioxo-3,4b,5,6,6a,7,8,10a,10b,11,12,12a-dodecahydro-1H-naphtho[2,1-f]isochromen-5-yl acetate #
Theoretical properties:
molecular_formula: C28H34O6
molecular_weight: 466.6 g/mol
exact_mass: 466.23553880 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 34
topological_polar_surface_area: 82.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: LM22A-4
SMILES: O=C(NCCO)c1cc(C(=O)NCCO)cc(c1)C(=O)NCCO
InChIKey: RGWJKANXFYJKHN-UHFFFAOYSA-N
Synonyms: LM22A-4, 1-N,3-N,5-N-tris(2-hydroxyethyl)benzene-1,3,5-tricarboxamide, LM-22A4, LM22a4, 5GCL3P6AF5, DTXSID201045819, RefChem:924856, DTXCID001527750, 37988-18-4, LM 22A4, N1,N3,N5-TRIS(2-HYDROXYETHYL)BENZENE-1,3,5-TRICARBOXAMIDE, MFCD00382831, LM 22A4, Potent TrkB agonist, RGWJKANXFYJKHN-UHFFFAOYSA-N, CBDivE_006973, orb1299701, SCHEMBL3321012, CHEMBL4303415, LM22A-4 - Bio-X trade mark, GLXC-03957, N,N',N''-Tris(2-hydroxyethyl)-1,3,5-benzenetricarboxamide, MBA98818, EX-A10930, AKOS024458250, CS-6037, NCGC00387179-04, AS-16415, BL300145, DA-65027, HY-100673, SR-01000197745, SR-01000197745-1, 1,3,5-Benzenetricarboxamide, N,N',N''-tris(2-hydroxyethyl)-, 1,3,5-Benzenetricarboxamide, N1,N3,N5-tris(2-hydroxyethyl)-, N,N',N"-Tris (2-hydroxyethyl)-1,3,5-benzenetricarboxamide, N1,N3,N5-Tris(2-hydroxyethyl)-1,3,5-benzenetricarboxamide, N,N\',N\'\'-Tris(2-hydroxyethyl)-1,3,5-benzenetricarboxamide
Theoretical properties:
molecular_formula: C15H21N3O6
molecular_weight: 339.34 g/mol
exact_mass: 339.14303540 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 9
heavy_atom_count: 24
topological_polar_surface_area: 148 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: LM22A-4 is a synthetic, selective small-molecule partial agonist of TrkB (EC50 for TrkB activation = 200–500 pM; IC50 for inhibition of BDNF binding to TrkB = 47 nM; IA = ~85%), the main receptor of brain-derived neurotrophic factor. It has been found to possess poor blood-brain-barrier penetration when administered systemically, so LM22A-4 has been given to animals instead via intranasal administration, with central nervous system TrkB activation observed. The compound produces neurogenic and neuroprotective effects in animals, and shows beneficial effects on respiration in animal models of Rett syndrome.
Compound: 2KYC4WG53K
SMILES: O=c1c2c(oc(c1)-c3ccccc3)c(OC(=O)N(C)C)c(OC(=O)N(C)C)cc2
InChIKey: KHUMQRAGNPGBIE-UHFFFAOYSA-N
Synonyms: 2KYC4WG53K, UNII-2KYC4WG53K, 1609067-35-7, C,C'-(4-Oxo-2-phenyl-4H-1-benzopyran-7,8-diyl) bis(N,N-dimethylcarbamate), Carbamic acid, N,N-dimethyl-, C,C'-(4-oxo-2-phenyl-4H-1-benzopyran-7,8-diyl) ester, R-7, R7, SCHEMBL15668039, SCHEMBL29450012, DTXSID001335995, [8-(dimethylcarbamoyloxy)-4-oxo-2-phenylchromen-7-yl] N,N-dimethylcarbamate
Theoretical properties:
molecular_formula: C21H20N2O6
molecular_weight: 396.4 g/mol
exact_mass: 396.13213636 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 5
heavy_atom_count: 29
topological_polar_surface_area: 85.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: R7 is a small-molecule flavonoid and orally active, potent, and selective agonist of the tropomyosin receptor kinase B (TrkB) – the main signaling receptor for the neurotrophin brain-derived neurotrophic factor (BDNF) – which is under development for the treatment of Alzheimer's disease. It is a structural modification and prodrug of tropoflavin (7,8-DHF) with improved potency and pharmacokinetics, namely oral bioavailability and duration.
Compound: 7,8,3'-TRIHYDROXYFLAVONE
SMILES: O=c1c2c(oc(c1)-c3cc(O)ccc3)c(O)c(O)cc2
InChIKey: ZJZSQGDOCUHCCW-UHFFFAOYSA-N
Synonyms: 7,8,3'-TRIHYDROXYFLAVONE, 137502-84-2, 7,8-dihydroxy-2-(3-hydroxyphenyl)chromen-4-one, F67B8S3MH9, DTXSID00350274, RefChem:105537, DTXCID60301343, 7,8,3'-THF, 4H-1-Benzopyran-4-one, 7,8-dihydroxy-2-(3-hydroxyphenyl)-, 7,8-dihydroxy-2-(3-hydroxyphenyl)-4H-chromen-4-one, MFCD00143512, UNII-F67B8S3MH9, CHEMBL225513, TNP00054, 3',7,8,-Trihydroxyflavone, 7,8,3''-Trihydroxyflavone, SCHEMBL4649946, ZJZSQGDOCUHCCW-UHFFFAOYSA-N, GLXC-03876, BDBM50157558, AKOS024282399, NCGC00017190-01, NCGC00017190-02, NCGC00142444-01, ST056013, XT183040, 7,8-dihydroxy-2-(3-hydroxyphenyl)-4H-benzopyran-4-one, 7,8-Dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
Theoretical properties:
molecular_formula: C15H10O5
molecular_weight: 270.24 g/mol
exact_mass: 270.05282342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 20
topological_polar_surface_area: 87 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 7,8,3′-Trihydroxyflavone (7,8,3'-THF) is a flavone and small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), that was derived from tropoflavin (7,8-DHF). Relative to tropoflavin, 7,8,3'-THF is 2–3-fold more potent in vitro as a TrkB agonist. 7,3'-Dihydroxyflavone (7,3'-DHF) is also more potent than tropoflavin in vitro, indicating that a 3'-hydroxy group on the B-ring enhances TrkB agonistic activity. 7,8,3'-THF has been tested in vivo and was found to produce TrkB-dependent neuroprotective effects in mice similarly to tropoflavin.
Compound: 2-(4-(Dimethylamino)phenyl)-7,8-dihydroxy-4H-chromen-4-one
SMILES: O=c1c2c(oc(c1)-c3ccc(N(C)C)cc3)c(O)c(O)cc2
InChIKey: YPAYCZOHGRSGJS-UHFFFAOYSA-N
Synonyms: 2-(4-(Dimethylamino)phenyl)-7,8-dihydroxy-4H-chromen-4-one, RefChem:139591, 1205548-04-4, Eutropoflavin, 4'-Dimethylamino 7,8-Dihydroxyflavone, 1205548-00-0, 2-[4-(dimethylamino)phenyl]-7,8-dihydroxychromen-4-one, B2M862MR4W, 4'-dimethylamino-7,8-dihydroxyflavone, 4'-DiMethylaMino 7,8-Dihydroxyflavone HydrobroMide, 7,8-Dihydroxy-2-(4-(dimethylamino)phenyl)-4H-chromen-4-one, 2-(4-(Dimethylamino)phenyl)-7,8-dihydroxy-4H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 2-(4-(dimethylamino)phenyl)-7,8-dihydroxy-, 4H-1-Benzopyran-4-one, 2-[4-(dimethylamino)phenyl]-7,8-dihydroxy-, 2-[4-(Dimethylamino)phenyl]-7,8-dihydroxy-4H-1-benzopyran-4-one; 2-[4-(Dimethylamino)phenyl]-7,8-dihydroxy-4H-chromen-4-one; 4'-DMA-7,8-DHF;, starbld0009787, UNII-B2M862MR4W, SCHEMBL1847832, CHEMBL1800922, DTXSID901045822, DB-305921
Theoretical properties:
molecular_formula: C17H15NO4
molecular_weight: 297.30 g/mol
exact_mass: 297.10010796 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 22
topological_polar_surface_area: 70 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Eutropoflavin (4'-dimethylamino-7,8-dihydroxyflavone) is a synthetic flavone-type selective agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), which was derived from structural modification of tropoflavin (7,8-DHF). Relative to tropoflavin, eutropoflavin possesses higher agonistic activity at TrkB, is significantly more potent than tropoflavin both in vitro and in vivo, and has a longer duration of action (peaking at 4 hours and "partially decaying" at 8~16 hours in rodents). The compound has been found to produce neuroprotective and neurogenic effects in the brain and spinal cord as well as antidepressant-like effects in animals. It has been sold online as a nootropic.
Compound: Methylenedioxymephenidine
SMILES: O1c2c(ccc(c2)CC(NC)c3ccccc3)OC1
InChIKey: DNOTUUOUOFJQJC-UHFFFAOYSA-N
Synonyms: Methylenedioxymephenidine, alpha-Phenyl-mdma, UWA-001, ZQ2R4KPZ2W, UNII-ZQ2R4KPZ2W, 1350821-28-1, N-Methyl-alpha-phenyl-1,3-benzodioxole-5-ethanamine, 1,3-Benzodioxole-5-ethanamine, N-methyl-alpha-phenyl-, .ALPHA.-PHENYL-MDMA, CHEMBL3303514, SCHEMBL25224327, DTXSID301045824, Q25100935, 2-(1,3-benzodioxol-5-yl)-N-methyl-1-phenylethanamine, N-METHYL-.ALPHA.-PHENYL-1,3-BENZODIOXOLE-5-ETHANAMINE, 1,3-BENZODIOXOLE-5-ETHANAMINE, N-METHYL-.ALPHA.-PHENYL-
Theoretical properties:
molecular_formula: C16H17NO2
molecular_weight: 255.31 g/mol
exact_mass: 255.125928785 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 19
topological_polar_surface_area: 30.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: UWA-001 (also known as α-phenyl-MDMA and methylenedioxymephenidine) is a phenethylamine derivative invented at the University of Western Australia as non-toxic alternative to 3,4-methylenedioxy-N-methylamphetamine (MDMA) and researched as a potential treatment for Parkinson's disease.
It has a 5-HT2A receptor affinity of 1.2 μM (~10-fold increase compared to MDMA), 1.3 μM for the serotonin transporter (~4-fold decrease compared to MDMA), 13.4 μM for the norepinephrine transporter (~26-fold increase compared to MDMA) and virtually no affinity for the dopamine transporter (>50 μM).
Unlike MDMA and para-methoxyamphetamine (but similarly to ketamine), UWA-001 increases prepulse inhibition and was therefore considered to be non-psychoactive, though it was not assayed at other binding sites. It is toxic to the SH-SY5Y cell line at high concentrations, however significantly less toxic than MDMA at all concentrations tested.
UWA-001 is structurally related to the diarylethylamines lefetamine (a stimulant and opioid) and the dissociative anesthetic ephenidine, which acts as a NMDA receptor antagonist.
Compound: SCHEMBL5545406
SMILES: O=C(O)CCCCCCC1C(CCC1)CCCCCCCC
InChIKey: WGJJROVFWIXTPA-UHFFFAOYSA-N
Synonyms: SCHEMBL5545406, SCHEMBL9808636, ABA15181
Theoretical properties:
molecular_formula: C20H38O2
molecular_weight: 310.5 g/mol
exact_mass: 310.287180451 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 14
heavy_atom_count: 22
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chebi: A carbocyclic fatty acid composed of heptanoic acid having a (1<i>S</i>,2<i>S</i>)-2-octylcyclopentyl substituent at position 7.
Compound: azonine
SMILES: [nH]1cccccccc1
InChIKey: HWGJWYNMDPTGTD-UHFFFAOYSA-N
Synonyms: azonine, 293-57-2, SCHEMBL7637912, SCHEMBL16801337, SCHEMBL29356542, DTXSID90534844, (2Z,4Z,6Z,8Z)-1H-Azonine, AKOS006350533, Q23662598
Theoretical properties:
molecular_formula: C8H9N
molecular_weight: 119.16 g/mol
exact_mass: 119.073499291 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 9
topological_polar_surface_area: 15.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Azonine is an unsaturated heterocycle of nine atoms, with a nitrogen replacing a carbon at one position. A variety of derivatives have been synthesised.  It is considered to possess a considerable amount of aromatic stability.  It and C9H9– are the largest monocyclic all-cis ring systems to be aromatic and close to planar.  Due to a balance between angle strain (~20°) and aromaticity, a planar conformation and distorted conformation are very close in energy and the two are observable as an equilibrium mixture in the solution phase in acetone.  Furthermore, the presence of substituents or nearby cations strongly influences the conformation.
Compound: Nitrazolam
SMILES: O=[N+]([O-])c1cc2C(=NCc3n(-c2cc1)c(nn3)C)c4ccccc4
InChIKey: OYRPNABWTHDOFK-UHFFFAOYSA-N
Synonyms: Nitrazolam, 28910-99-8, K499DBB308, UNII-K499DBB308, NITRAZOLAM [NFLIS-DRUG], 1-Methyl-8-nitro-6-phenyl-4H-S-triazolo(4,3-a)(1,4)benzodiazepine, 4H-(1,2,4)Triazolo(4,3-a)(1,4)benzodiazepine, 1-methyl-8-nitro-6-phenyl-, 4H-[1,2,4]Triazolo[4,3-a][1,4]benzodiazepine, 1-methyl-8-nitro-6-phenyl-, NITRAZOLAM (NFLIS-DRUG), 1-METHYL-8-NITRO-6-PHENYL-4H-(1,2,4)TRIAZOLO(4,3-A) (1,4)BENZODIAZEPINE, 3-methyl-12-nitro-9-phenyl-2,4,5,8-tetraazatricyclo(8.4.0.0^(2,6))tetradeca-1(10),3,5,8,11,13-hexaene, 3-methyl-12-nitro-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaene, RefChem:166053, 1-methyl-8-nitro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine, Nitrazolam (1.0 mg/mL in Methanol), 1-Methyl-8-nitro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine; 4H-s-Triazolo[4,3-a][1,4]benzodiazepine, 1-methyl-8-nitro-6-phenyl- (8CI); 1-Methyl-8-nitro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine; 1-Methyl-8-nitro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine; Nitrazolam, orb2814104, SCHEMBL7324713, SCHEMBL29407473, DTXSID401045827, Nitrazolam (1 mg/mL in Methanol), DBA91099, MFCD18429264, DB14717, HY-W749797, NS00101015, Q27281940
Theoretical properties:
molecular_formula: C17H13N5O2
molecular_weight: 319.32 g/mol
exact_mass: 319.10692467 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 24
topological_polar_surface_area: 88.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Nitrazolam is a triazolobenzodiazepine (TBZD) 
, which are benzodiazepine (BZD) derivatives, that has been sold online as a designer drug.
It is closely related to clonazolam or flunitrazolam, only differing by the removal of a chlorine or fluorine group respectively at the benzene ring.
A study in mice indicated that nitrazolam can be several times more potent than diazepam as an antagonist of electroshock-induced tonic-extensor convulsions but less potent than diazepam at preventing the righting reflex.
Nitrazolam has been used as an example compound to demonstrate the microscale synthesis of reference materials utilizing polymer‐supported reagents.
Compound: fructosyl-lysine
SMILES: O=C(O)[C@@H](N)CCCCNCC(=O)[C@@H](O)[C@H](O)[C@H](O)CO
InChIKey: BFSYFTQDGRDJNV-AYHFEMFVSA-N
Synonyms: fructosyl-lysine, 21291-40-7, Fructosyllysine, Fructose lysine, epsilon-Fructoselysine, F2RDS6J0Y0, L-Lysine, N6-(1-deoxy-D-fructos-1-yl)-, N(6)-(1-deoxy-D-fructos-1-yl)-L-lysine, CHEBI:24109, (2S)-2-amino-6-[[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl]amino]hexanoic acid, (2S)-2-amino-6-(((3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl)amino)hexanoic acid, RefChem:141560, fructoselysine, epsilon-fructosyl-L-lysine, 1-{[(5S)-5-amino-5-carboxypentyl]amino}-1-deoxy-D-fructose, N6-(D-fructosyl)-L-lysine, C12H24N2O7, 13C6-Fructosyl-lysine, UNII-F2RDS6J0Y0, orb1707292, SCHEMBL1115953, .EPSILON.-FRUCTOSELYSINE, DTXSID301045836, N6-((3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexyl)-L-lysine, AKOS040741768, .EPSILON.-N-DEOXYFRUCTOSYLLYSINE, MF106337, HY-129380, CS-0105134, G17696, 1-DEOXY-1-(.EPSILON.-N-L-LYSINO)-D-FRUCTOSE, Q25101009, N.EPSILON.-(1-DEOXY-D-FRUCTOS-1-YL)-L-LYSINE, (2S)-2-amino-6-[[(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxo-hexyl]amino]hexanoic acid
Theoretical properties:
molecular_formula: C12H24N2O7
molecular_weight: 308.33 g/mol
exact_mass: 308.15835111 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 12
heavy_atom_count: 21
topological_polar_surface_area: 173 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Fructosyllysine is a glyco-amino acid consisting of a D-fructosyl residue attached to the -amino group of L-lysine. It has a role as an Escherichia coli metabolite. It is a fructosamine and a glyco-amino acid. It is a conjugate base of a fructosyllysine(1+). It is a conjugate acid of a fructosyllysinate.
chebi: A glyco-amino acid consisting of a <small>D</small>-fructosyl residue attached to the ε-amino group of <small>L</small>-lysine.
wikipedia: Protein-fructosamine 3-kinase (EC 2.7.1.171, FN3K, fructosamine 3-kinase) is an enzyme with systematic name ATP:(protein)-N6-D-fructosyl-L-lysine 3-phosphotransferase. This enzyme catalyses the following chemical reaction

ATP + [protein]-N6-D-fructosyl-L-lysine 
  
    
      
        ⇌
      
    
    {\displaystyle \rightleftharpoons }
  
 ADP + [protein]-N6-(3-O-phospho-D-fructosyl)-L-lysine
Nonenzymatic glycation is a factor in the pathogenesis of diabetes.