JAZL/ChemGist-CHON huggingface dataset:
Compound: L-threonic acid
SMILES: O=C(O)[C@H](O)[C@@H](O)CO
InChIKey: JPIJQSOTBSSVTP-STHAYSLISA-N
Synonyms: L-threonic acid, Threonate, (2R,3S)-2,3,4-trihydroxybutanoic acid, 7306-96-9, threonic acid, l-, 75B0PMW2JF, (2R,3S)-2,3,4-trihydroxy-butanoic acid, CHEBI:15908, DTXSID60223339, (2R,3S)-2,3,4-trihydroxybutyric acid, RefChem:924443, GlyTouCan:G04439TG, CHEBI:15243, DTXCID10145830, G04439TG, L-Threonate, CHEMBL2152047, Rel-(2r,3s)-2,3,4-trihydroxybutanoic acid, UNII-75B0PMW2JF, threo-2,3,4-Trihydroxybutyric acid, (R-(R*,S*))-2,3,4-Trihydroxybutanoic acid, SCHEMBL925622, Butanoic acid, 2,3,4-trihydroxy-, (R-(R*,S*))-, threo-2,3,4-Trihydroxybutyrate, BDBM50392477, DB11192, MT14833, (R*,S*)-2,3,4-trihydroxy-Butanoate, (R*,S*)-2,3,4-trihydroxy-Butanoic acid, NS00015142, C01620, L-Threonic acid lithium salt, >=98.5% (TLC), Q3270244, EB7383E2-8025-4347-A7FA-758A2BED3E16, LTH
Theoretical properties:
molecular_formula: C4H8O5
molecular_weight: 136.10 g/mol
exact_mass: 136.03717335 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 9
topological_polar_surface_area: 98 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 53 mg/mL
Descriptions:
pubchem: L-threonic acid is the L-enantiomer of threonic acid. It has a role as a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a conjugate acid of a L-threonate. It is an enantiomer of a D-threonic acid.
chebi: The <small>L</small>-enantiomer of threonic acid.
chembl: L-THREONIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Threonic acid is a sugar acid derived from threose. The l-isomer is a metabolite of ascorbic acid (vitamin C). One study suggested that because l-threonate inhibits DKK1 expression in vitro, it may have potential in treatment of androgenic alopecia.
Compound: Eptapirone
SMILES: O=c1n(ncc(n1C)=O)CCCCN2CCN(c3ncccn3)CC2
InChIKey: NMYAHEULKSYAPP-UHFFFAOYSA-N
Synonyms: Eptapirone, 179756-85-5, eptapirona, F-11440, 3M824XRO8N, 4-methyl-2-(4-(4-(pyrimidin-2-yl)piperazin-1-yl)butyl)-1,2,4-triazine-3,5(2H,4H)-dione, DTXSID40170857, 4-methyl-2-(4-(4-(pyrimidin-2-yl)piperazino)butyl)-2H,4H-1,2,4-triazin-3,5-dione, eptapironum, 4-Methyl-2-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}-1,2,4-triazine-3,5(2H,4H)-dione, RefChem:137428, DTXCID0093348, 179756-58-2, F 11440, Eptapirone [INN], 4-methyl-2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-1,2,4-triazine-3,5-dione, F11440, 1,2,4-Triazine-3,5(2H,4H)-dione, 4-methyl-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-, MFCD08690608, Eptapirone (INN), 4-methyl-2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-1,2,4-triazine-3, 5-dione, 4-Methyl-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-as-triazine-3,5(2H,4H)-dione, UNII-3M824XRO8N, Eptapirone?, Eptapirone[inn], C16H23N7O2, Eptapirone free base, 4-Methyl-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-as-triazine-3,5(2H,4H)-dione., EPTAPIRONE [WHO-DD], SCHEMBL678195, orb1304455, CHEMBL2104230, CHEBI:177708, GLXC-07249, EHA75658, EX-A1215, ZB0032, AKOS030525233, CS-5539, 4-Methyl-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-1,2,4-triazine-3,5(2H,4H)-dione, AC-36834, AS-74190, DA-09076, HY-19946, NS00123809, A11764, D02576, L001606, Q5384036, BRD-K87948281-001-01-9
Theoretical properties:
molecular_formula: C16H23N7O2
molecular_weight: 345.40 g/mol
exact_mass: 345.19132300 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 85.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Eptapirone is a N-arylpiperazine.
chembl: EPTAPIRONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Eptapirone (F-11,440) is a very potent and highly selective 5-HT1A receptor full agonist of the azapirone family. Its affinity for the 5-HT1A receptor was reported to be 4.8 nM (Ki) (or 8.33 (pKi)), and its intrinsic activity approximately equal to that of serotonin (i.e., 100%).
Eptapirone and related high-efficacy 5-HT1A full and super agonists such as befiradol and F-15,599 were developed under the hypothesis that the maximum exploitable therapeutic benefits of 5-HT1A receptor agonists might not be able to be seen without the drugs employed possessing sufficiently high intrinsic activity at the receptor. As 5-HT1A receptor agonism, based on animal and other research, looked extremely promising for the treatment of depression from a theoretical perspective, this idea was developed as a potential explanation for the relatively modest clinical effectiveness seen with already available 5-HT1A receptor agonists like buspirone and tandospirone, which act merely as weak-to-moderate partial agonists of the receptor.
Compound: Bis(2,4-dinitrophenyl) oxalate
SMILES: O=[N+]([O-])c1c(OC(=O)C(=O)Oc2c([N+](=O)[O-])cc([N+](=O)[O-])cc2)ccc(c1)[N+](=O)[O-]
InChIKey: CBZOGAWUNMFXFQ-UHFFFAOYSA-N
Synonyms: Bis(2,4-dinitrophenyl) oxalate, 16536-30-4, DNPO, Ethanedioic acid, bis(2,4-dinitrophenyl) ester, A4Q7NQ4ENT, DTXSID90167934, RefChem:120035, DTXCID4090425, Ethanedioic acid, 1,2-bis(2,4-dinitrophenyl) ester, Oxalic acid bis(2,4-dinitrophenyl) ester, MFCD00010712, 2,4-Dinitrophenyl oxalate, C14H6N4O12, UNII-A4Q7NQ4ENT, SCHEMBL427368, Bis(2,4-dinitrophenyl)oxalate, Bis(2, 4-nitrophenyl) oxalate, SCHEMBL29821424, CBZOGAWUNMFXFQ-UHFFFAOYSA-N, Bis(2,4-dinitrophenyl) ethanedioate, AKOS005068215, AKOS015916052, Bis(2,4-dinitrophenyl) oxalate, 98%, BP-41762, BS-21667, DB-043614, A5303, T70386, Ethanedioic acid,1,2-bis(2,4-dinitrophenyl)ester, OXALIC ACID, BIS(2,4-DINITROPHENYL) ESTER, Q4917155
Theoretical properties:
molecular_formula: C14H6N4O12
molecular_weight: 422.22 g/mol
exact_mass: 421.99822164 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 5
heavy_atom_count: 30
topological_polar_surface_area: 236 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Bis(2,4-dinitrophenyl) oxalate (DNPO) is a source of 1,2-dioxetanedione, a chemical used in glow sticks.  Other chemicals related to DNPO used in glow sticks include bis(2,4,6-trichlorophenyl)oxalate (TCPO) and bis(2,4,5-trichlorophenyl-6-carbopentoxyphenyl)oxalate (CPPO).
SMILES: O1[C@@H](Oc2cc(O)cc(c2)/C=C/c3cc(O)c(OC)cc3)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: GKAJCVFOJGXVIA-DXKBKAGUSA-N
Theoretical properties:
Physical properties:
Descriptions:
chebi: A rhaponticin in which the double bond adopts a <i>trans</i>-configuration. It possesses a range of pharmacological activities including antitumour, antiinflammatory, antilipemic and neuroprotective activities.
chembl: RHAPONTIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Actinorhodin
SMILES: O=C1c2c(O)c(-c3c(O)c4C(=O)C5=C(C[C@@H](CC(=O)O)O[C@@H]5C)C(c4c(c3)O)=O)cc(c2C(=O)C6=C1[C@H](O[C@@H](C6)CC(=O)O)C)O
InChIKey: VTIKDEXOEJDMJP-WYUUTHIRSA-N
Synonyms: Actinorhodin, Actinorhodine, 1397-77-9, G4HH387T6Z, (8,8'-Bi-1H-naphtho(2,3-c)pyran)-3,3'-diacetic acid, 3,3',4,4',5,5',10,10'-octahydro-6,6',9,9'-tetrahydroxy-1,1'-dimethyl-5,5',10,10'-tetraoxo-, (1R,1'R,3S,3'S)-, 2,2'-[(1r,1'r,3s,3's)-6,6',9,9'-Tetrahydroxy-1,1'-Dimethyl-5,5',10,10'-Tetraoxo-3,3',4,4',5,5',10,10'-Octahydro-1h,1'h-8,8'-Bibenzo[g]isochromene-3,3'-Diyl]diacetic Acid, UNII-G4HH387T6Z, ACTINORHODINE [MI], SCHEMBL95607, CHEBI:2448, orb2942995, SCHEMBL1177648, SCHEMBL29895898, DTXSID20930557, 2-[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-5,6,9,10-tetrahydroxy-1-methyl-3,4-dihydro-1H-benzo[g]isochromen-8-yl]-1-methyl-5,6,9,10-tetraoxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetic acid, NS00011780, C06691, Q4676996, [3'-carboxymethyl-5,5',10,10'-tetrahydroxy-1,1'-dimethyl-6,6',9,9'-tetraoxo-3,3',4,4'6,6'9,9'-octahydro-1H,1'H-8,8'-bi(benzo[g]isochromen)-3-yl]acetic acid, 2,2'-(5,5',10,10'-Tetrahydroxy-1,1'-dimethyl-6,6',9,9'-tetraoxo-3,3',4,4',6,6',9,9'-octahydro-1H,1'H-[8,8'-binaphtho[2,3-c]pyran]-3,3'-diyl)diacetic acid, 2,2'-[(1R,1'R,3S,3'S)-5,5',10,10'-Tetrahydroxy-1,1'-dimethyl-6,6',9,9'-tetraoxo-3,3',4,4',6,6',9,9'-octahydro-1H,1'H-[8,8'-binaphtho[2,3-c]pyran]-3,3'-diyl]diacetic acid, 2,2'-[(1R,1'R,3S,3'S)-5,5',10,10'-tetrahydroxy-1,1'-dimethyl-6,6',9,9'-tetraoxo[3,3',4,4',6,6',9,9'-octahydro-1H,1'H-8,8'-binaphtho[2,3-c]pyran]-3,3'-diyl]diacetic acid, 8,8'-bi-1H-naphtho(2,3-C)pyran)-3,3'-diacetic acid, 3,3',4,4',5,5',10,10'-octahydro-6,6',9,9'-tetrahydroxy-1,1'-dimethyl-5,5',10,10'-tetraoxo-, (1R,1'R,3S,3'S)-
Theoretical properties:
molecular_formula: C32H26O14
molecular_weight: 634.5 g/mol
exact_mass: 634.13225550 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 5
heavy_atom_count: 46
topological_polar_surface_area: 242 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Actinorhodin is a member of the class of benzoisochromanequinone that is produced by Streptomyces coelicolor A3(2) and exhibits antibiotic activity. It has a role as an antimicrobial agent and a bacterial metabolite. It is a member of p-quinones, a polyketide, a polyphenol, a dicarboxylic acid, a ring assembly and a benzoisochromanequinone. It is a conjugate acid of an actinorhodin(3-).
chebi: A member of the class of benzoisochromanequinone that is produced by <em>Streptomyces coelicolor A3(2)</em> and exhibits antibiotic activity.
wikipedia: Actinorhodin is a benzoisochromanequinone dimer polyketide antibiotic produced by Streptomyces coelicolor. The gene cluster responsible for actinorhodin production contains the biosynthetic enzymes and genes responsible for export of the antibiotic. The antibiotic also has the effect of being a pH indicator due to its pH-dependent color change. It is a product of a Type II polyketide synthase biosynthetic pathway.
Compound: Methylenomycin A
SMILES: O=C1C(=C)[C@@H](C(=O)O)[C@]2([C@@]1(O2)C)C
InChIKey: HBECYYFDLZZMPL-WLGLDCGKSA-N
Synonyms: Methylenomycin A, 52775-76-5, X902U0148F, NSC-237001, (1S,2R,5S)-1,5-dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid, (1S,2R,5S)-1,5-dimethyl-3-methylidene-4-oxo-6-oxabicyclo(3.1.0)hexane-2-carboxylic acid, RefChem:905725, (1S,2R,5S)-1,5-Dimethyl-3-methylene-4-oxo-6-oxabicyclo(3.1.0)hexane-2-carboxylic acid, UNII-X902U0148F, NSC 237001, METHYLENOMYCIN A [MI], orb3023125, SCHEMBL1369786, CHEBI:207179, HY-N14986, AKOS006276812, Q6823998, 6-OXABICYCLO(3.1.0)HEXANE-2-CARBOXYLIC ACID, 1,5-DIMETHYL-3-METHYLENE-4-OXO-, (1S,2R,5S)-, 6-Oxabicyclo(3.1.0)hexane-2-carboxylic acid, 1,5-dimethyl-3-methylene-4-oxo-, (1S-(1-alpha,2-alpha,5-alpha))-
Theoretical properties:
molecular_formula: C9H10O4
molecular_weight: 182.17 g/mol
exact_mass: 182.05790880 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 1
heavy_atom_count: 13
topological_polar_surface_area: 66.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Methylenomycin A is a member of oxanes.
wikipedia: Methylenomycin may refer to:

Methylenomycin A
Methylenomycin B
Methylenomycin C
Compound: SCHEMBL3844374
SMILES: O(c1cc2[nH]c3C4C5N(CC(C4)CC5CC)CCc3c2cc1)C
InChIKey: UCIDWKVIQZIKEK-UHFFFAOYSA-N
Synonyms: SCHEMBL3844374
Theoretical properties:
molecular_formula: C20H26N2O
molecular_weight: 310.4 g/mol
exact_mass: 310.204513457 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 23
topological_polar_surface_area: 28.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: 2-(Dicyanomethylene)croconate
SMILES: O=C1C([O-])=C([O-])C(C1=C(C#N)C#N)=O
InChIKey: UOFODKSWJURJDQ-UHFFFAOYSA-L
Synonyms: 2-(Dicyanomethylene)croconate, DTXSID701029307, Q4596817, 4-(Dicyanomethylene)-3,5-dioxo-1-cyclopentene-1,2-diolate
Theoretical properties:
molecular_formula: C8N2O4-2
molecular_weight: 188.10 g/mol
exact_mass: 187.98580649 g/mol
formal_charge: -2
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 1
heavy_atom_count: 14
topological_polar_surface_area: 99.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: 2-(Dicyanomethylene)croconate is a divalent anion with chemical formula C8N2O2−4 or ((N≡C−)2C=)(C5O4)2−.  It is one of the pseudo-oxocarbon anions, as it can be described as a derivative of the croconate oxocarbon anion C5O2−5 through the replacement of one oxygen atom by a dicyanomethylene group =C(−C≡N)2.
The anion was synthesized and characterized by A. Fatiadi in 1980, by hydrolysis of croconate violet treated with potassium hydroxide. It gives an orange solution in water.
Compound: 3-ETHYL-3-PENTANOL
SMILES: OC(CC)(CC)CC
InChIKey: XKIRHOWVQWCYBT-UHFFFAOYSA-N
Synonyms: 3-ETHYL-3-PENTANOL, 3-Ethylpentan-3-ol, 597-49-9, Triethylcarbinol, 3-Pentanol, 3-ethyl-, Triethylmethanol, MFCD00004484, 3-Aethyl-pentanol-(3), 3-Ethyl-3-hydroxypentane, 3-ethyl-pentan-3-ol, NSC-25500, 8P2O4Y3RTC, Triethylmethyl Alcohol, 3-Aethyl-pentanol-(3) [German], EINECS 209-902-0, NSC 25500, 1,1-Diethyl-1-propanol, BRN 1731643, AI3-30048, NSC25500, Ethyl-3 pentanol-3, starbld0000278, UNII-8P2O4Y3RTC, SCHEMBL22032, 4-01-00-01750 (Beilstein Handbook Reference), 3-Ethyl-3-pentanol, 98%, SCHEMBL628819, SCHEMBL1618531, DTXSID9060497, SCHEMBL22578644, SBB061141, AKOS009156639, SB85064, AS-77603, SY049660, CS-0204667, E0157, NS00034231, ST51047197, EN300-85565, D90446, Q4634141, Z449374516
Theoretical properties:
molecular_formula: C7H16O
molecular_weight: 116.20 g/mol
exact_mass: 116.120115130 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 8
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
vapor_pressure: 2.15 [mmHg]
Descriptions:
wikipedia: 3-Ethyl-3-pentanol, also known as 3-ethylpentan-3-ol, is a tertiary alcohol with the molecular formula C7H16O.
It reacts with chromic acid by first dehydrating to an olefin 3-ethyl-2-pentene, and then by converting the double bond to an epoxide.
Perfluorination affords perfluorotriethylcarbinol, a powerful uncoupling agent.
Compound: Jatrorrhizine
SMILES: O(c1c(OC)ccc2c1c[n+]3CCc4c(-c3c2)cc(OC)c(c4)O)C
InChIKey: MXTLAHSTUOXGQF-UHFFFAOYSA-O
Synonyms: Jatrorrhizine, 3621-38-3, 2,9,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol, 091S1F8V5Q, DTXSID40189767, 2,9,10-trimethoxy-5,6-dihydroisoquinolino(2,1-b)isoquinolin-7-ium-3-ol, RefChem:792518, DTXCID00112258, 2,9,10-trimethoxy-6,7-dihydro-5H-isoquinolino(2,1-b)isoquinolin-7-ium-3-one, 222-817-3, jateorrhizine, neprotin, Yatrorizine, 3-Hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium, 7,8,13,13a-tetradehydro-3-hydroxy-2,9,10-trimethoxyberbinium, 5,6-Dihydro-3-hydroxy-2,9,10-trimethoxydibenzo[a,g]quinolizinium, CHEMBL251055, GNF-PF-220, 3-Hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquinolino-[3,2-a]isoquinolin-7-ium, Neprotine, NSC150445, NSC209410, NSC645313, Jatrochizine, Jatrorhizine, Jatrorrhizine?, UNII-091S1F8V5Q, 5,6-DIHYDRO-3-HYDROXY-2,9,10-TRIMETHOXYDIBENZO(A,G)QUINOLIZINIUM, Dibenzo[a,g]quinolizinium, 5,6-dihydro-3-hydroxy-2,9,10-trimethoxy-, EINECS 222-817-3, Jatrorrhizine (Neprotine), JATRORRHIZINE [MI], MLS000563433, SCHEMBL564128, CHEBI:6087, MEGxp0_001765, orb1303544, SCHEMBL29368316, SCHEMBL29381269, HMS2224L17, HMS3354I18, HMS3885O10, HY-N0749, MSK40301, BDBM50226670, s3884, AKOS015896759, CCG-267897, NCGC00247622-01, FJ178068, NCI60_042074, SMR000232285, DB-050230, CS-0009780, NS00029996, 2,9,10-trimethoxy-3-hydroxyl-protoberberine, C09553, AE-508/21133010, AE-508/21133011, AL-466/21199009, Q10910369, 7,8,13,13a-tetrahydro-3-hydroxy-2,9,10-trimethoxyberbinium, 5,6-dihydro-3-hydroxy-2,9,10-trimethoxy-dibenzo[a,g]quinolizinium, 7,8,13,13|A-Tetradehydro-3-hydroxy-2,9,10-trimethoxyberbinium, 7,8,13,13alpha-Tetradehydro-3-hydroxy-2,9,10-trimethoxyberbinium, 2,9,10-trimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium-3-ol, Berbinium, 7,8,13,13a-tetradehydro-3-hydroxy-2,9,10-trimethoxy- (8CI), 2,9,10-Trimethoxy-5,6-dihydro-7lambda~5~-isoquino[3,2-a]isoquinolin-3-ol hydrochloride
Theoretical properties:
molecular_formula: C20H20NO4+
molecular_weight: 338.4 g/mol
exact_mass: 338.13923312 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 25
topological_polar_surface_area: 51.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Jatrorrhizine is an alkaloid.
chembl: JATRORRHIZINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Jatrorrhizine is a protoberberine alkaloid found in some plant species, such as Enantia chlorantha (Annonaceae). Synonyms that may be encountered include jateorrhizine, neprotin, jatrochizine, jatrorhizine, and yatrorizine.
Compound: Methylenomycin B
SMILES: O=C1C(=C)CC(=C1C)C
InChIKey: YDXIEAHUYZKJOH-UHFFFAOYSA-N
Synonyms: Methylenomycin B, 2,3-Dimethyl-5-methylene-2-cyclopenten-1-one, BRN 2204662, 2,3-dimethyl-5-methylidenecyclopent-2-en-1-one, UNII-WLO3E84KAS, WLO3E84KAS, 2-Cyclopenten-1-one, 2,3-dimethyl-5-methylene-, METHYLENOMYCIN B [MI], DTXSID50200755, RefChem:158207, DTXCID80123246, 52775-77-6, orb3024508, SCHEMBL9766942, HY-N14987, DB-302285, 2,3-dimethyl-5-methylenecyclopent-2-en-1-one, Q6823999
Theoretical properties:
molecular_formula: C8H10O
molecular_weight: 122.16 g/mol
exact_mass: 122.073164938 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 9
topological_polar_surface_area: 17.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Methylenomycin B is a cyclopentanone derived antibiotic produced by Streptomyces coelicolor A3(2) that is effective against both Gram-negative and Gram-positive bacteria. It is the decarboxylated analog of methylenomycin C.
Compound: Pentylone
SMILES: O=C(c1cc2OCOc2cc1)C(NC)CCC
InChIKey: DFMLULIEUUXXSA-UHFFFAOYSA-N
Synonyms: Pentylone, bk-Methyl-K, bk-MBDP, 698963-77-8, IGN39WGH0Q, DEA No. 7542, J3.293.464A, DTXSID401014183, RefChem:171527, DTXCID60908593, UNII-IGN39WGH0Q, Methylbenzodioxolylpentanamine, 1-(1,3-benzodioxol-5-yl)-2-(methylamino)pentan-1-one, beta-Keto-methylbenzodioxolylpentanamine, NRG-3, Pentylone (hydrochloride), MFCD28015752, SCHEMBL17644174, DFMLULIEUUXXSA-UHFFFAOYSA-N, 1-(2H-1,3-benzodioxol-5-yl)-2-(methylamino)pentan-1-one, NS00015478, Q7165334, (+/-)-1-(1,3-benzodioxol-5-yl)-2-(methylamino)pentan-1-one, 1-PENTANONE, 1-(1,3-BENZODIOXOL-5-YL)-2-(METHYLAMINO)-
Theoretical properties:
molecular_formula: C13H17NO3
molecular_weight: 235.28 g/mol
exact_mass: 235.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 17
topological_polar_surface_area: 47.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Pentylone, also known as β-ketoN-methyl-1,3-benzodioxolylpentanamine (bk-MBDP), is a stimulant developed in the 1960s. It is a substituted cathinone that has been identified in some samples of powders sold as "NRG-1", along with varying blends of other cathinone derivatives including flephedrone, MDPBP, MDPV, and 4-MePPP. 
It was also found in combination with 4-MePPP being sold as "NRG-3". Reports indicate side effects include paranoia, agitation, and insomnia, with effects lasting for several days at high doses.
Compound: Pirandamine
SMILES: O1C(C2=C(c3ccccc3C2)CC1)(CCN(C)C)C
InChIKey: AMJPIGOYWBNJLP-UHFFFAOYSA-N
Synonyms: Pirandamine, 42408-79-7, Pirandamina, WC6V8L1Z13, DTXSID10866093, pirandaminum, RefChem:929341, DTXCID60814423, Pirandamine [INN], Pirandamine, (+)-, Pirandamine, (-)-, 4NAV7SU9TR, FQ73NM8JCR, NSC293164, (+)-1,3,4,9-Tetrahydro-N,N,1-trimethylindeno(2,1-C)pyran-1-ethanamine, (-)-1,3,4,9-Tetrahydro-N,N,1-trimethylindeno(2,1-C)pyran-1-ethanamine, Indeno[2,1-c]pyran-1-ethanamine, 1,3,4,9-tetrahydro-N,N,1-trimethyl-, Indeno(2,1-C)pyran-1-ethanamine, 1,3,4,9-tetrahydro-N,N,1-trimethyl-, (+)-, Indeno(2,1-C)pyran-1-ethanamine, 1,3,4,9-tetrahydro-N,N,1-trimethyl-, (-)-, 62136-01-0, 62157-13-5, UNII-WC6V8L1Z13, INDENO(2,1-C)PYRAN-1-ETHANAMINE, 1,3,4,9-TETRAHYDRO-N,N,1-TRIMETHYL-, Pirandamine Free Base, UNII-4NAV7SU9TR, UNII-FQ73NM8JCR, N,N-dimethyl-2-(1-methyl-4,9-dihydro-3H-indeno[2,1-c]pyran-1-yl)ethanamine, SCHEMBL585038, orb1740215, CHEMBL2110982, AMJPIGOYWBNJLP-UHFFFAOYSA-N, Q7197715, 1,3,4,9-TETRAHYDRO-N,N,1-TRIMETHYLINDENO(2,1-C)PYRAN-1-ETHYLAMINE, N,N,1-Trimethyl-1,3,4,9-tetrahydroindeno[2,1-c]pyran-1-ethylamine, N,N-Dimethyl-2-(1-methyl-1,3,4,9-tetrahydroindeno[2,1-c]pyran-1-yl)ethan-1-amine
Theoretical properties:
molecular_formula: C17H23NO
molecular_weight: 257.37 g/mol
exact_mass: 257.177964357 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 19
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PIRANDAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pirandamine (AY-23,713) is a tricyclic derivative which acts as a selective serotonin reuptake inhibitor (SSRI). It was investigated in the 1970s as a potential antidepressant but clinical development was not commenced and it was never marketed. Pirandamine is structurally related to tandamine, which, in contrast, is a selective norepinephrine reuptake inhibitor.
Compound: gonane
SMILES: [C@@H]12[C@@H]3C(CC[C@H]1[C@H]4[C@@H](CCC4)CC2)CCCC3
InChIKey: UACIBCPNAKBWHX-CTBOZYAPSA-N
Synonyms: gonane, 18-Norestrane, 4732-76-7, CHEBI:35528, DTXSID00425895, RefChem:144134, DTXCID70376729, (8S,9R,10S,13S,14R)-2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17-hexadecahydro-1H-cyclopenta[a]phenanthrene, SCHEMBL375061, SCHEMBL875832, SCHEMBL6027319, SCHEMBL8931389, C19639, Q3047647
Theoretical properties:
molecular_formula: C17H28
molecular_weight: 232.4 g/mol
exact_mass: 232.219100893 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 17
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Gonane is a steroid fundamental parent.
wikipedia: Gonane (cyclopentanoperhydrophenanthrene) is a chemical compound with formula C17H28, whose structure consists of four hydrocarbon rings fused together: three cyclohexane units and one cyclopentane. It can also be viewed as the result of fusing a cyclopentane molecule with a fully hydrogenated molecule of phenanthrene, hence the more descriptive name  "perhydrocyclopenta[a]phenanthrene". The non-systematic version of the above name is "cyclopentanoperhydrophenanthrene".
It has no double bonds, that is, it is completely saturated and is considered the main structure of steroids, often referred to as the steroid nucleus. There are many forms of gonane, but only a few occur naturally in living organisms. Some common forms include 5α-gonane and 5β-gonane. Estrane, androstane, and pregnane are derivatives of gonane with additional methyl or ethyl groups attached to certain carbon positions. The term gonane is also used to describe a group of progestins that are similar to levonorgestrel but have a slightly different structure than other hormones like estranes.