JAZL/ChemGist-CHON huggingface dataset:
Compound: (+-)-pavine
SMILES: O(c1c(OC)cc2CC3c4cc(OC)c(cc4CC(c2c1)N3)OC)C
InChIKey: SRSPZLZVGPJHJH-UHFFFAOYSA-N
Synonyms: (+-)-pavine, DTXSID401046237, RefChem:1049042, DTXCID101766476, (+/-)-Pavine, 4,5,12,13-tetramethoxy-17-azatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4,6,10,12,14-hexaene, racemic pavine, rac-pavine, CHEMBL354234, SCHEMBL29376247, CHEBI:77051, C20771, Q7155892, 2,3,8,9-tetramethoxy-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene, (5RS,11RS)-2,3,8,9-tetramethoxy-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene, 26919-05-1, rac-(5R,11R)-2,3,8,9-tetramethoxy-5,6,11,12-tetrahydro-5,11-epiminodibenzo[a,e][8]annulene
Theoretical properties:
molecular_formula: C20H23NO4
molecular_weight: 341.4 g/mol
exact_mass: 341.16270821 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 25
topological_polar_surface_area: 49 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Pavine is a racemate comprising equimolar amounts of (R,R)- and (S,S)-pavine. It has a role as a plant metabolite. It contains a (R,R)-pavine and a (S,S)-pavine. It is a conjugate base of a pavine(1+).
chebi: A racemate comprising equimolar amounts of (<i>R</i>,<i>R</i>)- and (<i>S</i>,<i>S</i>)-pavine.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: The pavane ( pə-VA(H)N; Italian: pavana, padovana; German: Paduana) is a slow processional dance common in Europe during the 16th century (Renaissance).
The pavane, the earliest-known music for which was published in Venice by Ottaviano Petrucci, in Joan Ambrosio Dalza's Intabolatura de lauto libro quarto in 1508, is a sedate and dignified couple dance, similar to the 15th-century basse danse. The music which accompanied it appears originally to have been fast or moderately fast but, like many other dances, became slower over time.
SMILES: Oc1c2c(/C(=C/c3ccc(O)cc3)/C(C2c4ccc(O)cc4)c5cc(O)cc(c5)O)cc(c1)O
InChIKey: BIQMSWPBPAKGSE-AQHIEDMUSA-N
Theoretical properties:
Physical properties:
Descriptions:
chebi: An indane-derived stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol.
SMILES: O(c1c(O)ccc(c1)/C=C/c2cc(O)cc(c2)O)C
InChIKey: ANNNBEZJTNCXHY-NSCUHMNNSA-N
Theoretical properties:
Physical properties:
Descriptions:
chebi: A stilbenol that is <i>trans</i>-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 5, while the other phenyl group is substituted by a methoxy group at position 3 and a hydroxy group at position 4. It natural product isolated from the seeds of <em>Aïphanes aculeata</em> and has antioxidant, anti-tumour, and anti-inflammatory effects.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: 5,7-Dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES: O=c1c(OC2OC(C(O)C(C2O)O)CO)c(oc3c1c(O)cc(c3)O)-c4cc(O)c(OC5OC(C(O)C(C5O)O)CO)cc4
InChIKey: RPVIQWDFJPYNJM-UHFFFAOYSA-N
Synonyms: 5,7-Dihydroxy-2-[3-hydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, 5,7-Dihydroxy-2-(3-hydroxy-4-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)-3-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one, RefChem:1072241, Quercetin-3,4'-O-di-beta-glucoside
Theoretical properties:
molecular_formula: C27H30O17
molecular_weight: 626.5 g/mol
exact_mass: 626.14829948 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 11
hydrogen_bond_acceptor_count: 17
rotatable_bond_count: 7
heavy_atom_count: 44
topological_polar_surface_area: 286 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 249 - 251 °C
Descriptions:
chebi: A quercetin <em>O</em>-glucoside that is quercetin with two β-<small>D</small>-glucosyl residues attached at positions 3 and 4'.
Compound: Vernolepin
SMILES: O=C1OC[C@@]2(C=C)C[C@H](O)[C@@H]3[C@@H]([C@H]2C1=C)OC(=O)C3=C
InChIKey: IFYQXAXVZGMFNW-MVIRXUPPSA-N
Synonyms: Vernolepin, 18542-37-5, (+)-Vernolepin, 6640X1BVDX, (3aR,4S,5aR,9aR,9bR)-5a-ethenyl-4-hydroxy-3,9-dimethylidene-3a,4,5,6,9a,9b-hexahydrofuro[2,3-f]isochromene-2,8-dione, DTXSID6075146, (3aR,4S,5aR,9aR,9bR)-5a-ethenyl-4-hydroxy-3,9-dimethylidene-3a,4,5,6,9a,9b-hexahydrofuro(2,3-f)isochromene-2,8-dione, RefChem:905957, DTXCID0035875, (3aR,4S,5aR,9aR,9bR)-5a-Ethenyloctahydro-4-hydroxy-3,9-bis(methylene)-2H-furo(2,3-f)(2)benzopyran-2,8(3H)-dione, (3aR,4S,5aS,9aR,9bR)-5a-ethenyl-4-hydroxy-3,9-dimethylidene-3a,4,5,6,9a,9b-hexahydrofuro(2,3-f)isochromene-2,8-dione, DL-Vernolepin, (+/-)-Vernolepin, Vernolepin, (+/-)-, 09S3QZL7WH, Vernolepin (+/-)-form [MI], UNII-09S3QZL7WH, NSC-106398, 2H-Furo(2,3-f)(2)benzopyran-2,8(3H)-dione, 5a-ethenyloctahydro-4-hydroxy-3,9-bis(methylene)-, (3aR,4S,5aR,9aR,9bR)-rel, CHEMBL290210, UNII-6640X1BVDX, VERNOLEPIN [MI], CHEBI:9963, orb1739361, SCHEMBL2331515, GLXC-20878, C09582, Q7922030, (3aR,4S,5aR,9aR,9bR)-5a-Ethenyl-4-hydroxy-3,9-dimethylideneoctahydro-2H-furo[2,3-f][2]benzopyran-2,8(3H)-dione, 2H-Furo(2,3-f)(2)benzopyran-2,8(3H)-dione, 3a-beta,4,5,5a,6,9,9a-beta,9b-alpha-octahydro-3,9-dimethylene-4-beta-hydroxy-5a-beta-vinyl-, (+)-, 2H-FURO(2,3-F)(2)BENZOPYRAN-2,8(3H)-DIONE, 5A-ETHENYLOCTAHYDRO-4-HYDROXY-3,9-BIS(METHYLENE)-, (3AR,4S,5AR,9AR,9BR), 2H-Furo(2,3-f)(2)benzopyran-2,8(3H)-dione, 5a-ethenyloctahydro-4-hydroxy-3,9-bis(methylene)-, (3aR,4S,5aR,9aR,9bR)-
Theoretical properties:
molecular_formula: C15H16O5
molecular_weight: 276.28 g/mol
exact_mass: 276.09977361 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 20
topological_polar_surface_area: 72.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Vernolepin is a delta-lactone.
chembl: VERNOLEPIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Vernolepin is a sesquiterpene lactone isolated from the dried fruit of Vernonia amygdalina. It shows platelet anti-aggregating properties and is also an irreversible DNA polymerase inhibitor, hence may have antitumor properties.
Compound: Prunasin
SMILES: O1[C@@H](O[C@@H](C#N)c2ccccc2)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: ZKSZEJFBGODIJW-GMDXDWKASA-N
Synonyms: Prunasin, (R)-Prunasin, 99-18-3, D-Prunasin, (2R)-Prunasin, (R)-alpha-(beta-D-Glucopyranosyloxy)benzene-acetonitrile, 14W4BPM5FB, (R)-mandelonitrile beta-D-glucoside, (2R)-(beta-D-glucopyranosyloxy)(phenyl)acetonitrile, (R)-mandelonitrile beta-D-glucopyranoside, (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile, Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-, (R)-, CHEBI:17396, DTXSID001018995, (2R)-2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile, CHEBI:25150, Prunasine, (2R)-2-phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)acetonitrile, (2R)-2-phenyl-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyacetonitrile, prunasin, (R)-, RefChem:176765, mandelonitrile-beta-glucoside, DTXCID201476997, 202-738-0, alpha-(beta-D-glucopyranosyloxy)benzeneacetonitrile, D,L-mandelonitrile-beta-D-glucoside, (R)-(beta-D-Glucopyranosyloxy)phenylacetonitrile, (R)-2-Phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile, Prunacin, D-Mandelonitrile-beta-D-glucoside, EINECS 202-738-0, UNII-14W4BPM5FB, BRN 0091509, R-Prunasin, (-)-Prunasin, (2R)-Prunasin; (R)-Prunasin; D-Prunasin, MFCD00049232, (-)-(2R)-Prunasin, 5-17-07-00405 (Beilstein Handbook Reference), SCHEMBL377612, Benzeneacetonitrile, .alpha.-(.beta.-D-glucopyranosyloxy)-, (R)-, CHEMBL1778417, GLXC-19023, HY-N1548, MSK158598, AKOS032948360, MANDELONITRILE GLUCOSIDE D-FORM, FP27250, AS-75874, DA-66974, CS-0017097, MANDELONITRILE GLUCOSIDE D-FORM [MI], NS00079018, (2R)-(beta-D-glucosyloxy)(phenyl)acetonitrile, C00844, F82086, F600978, (a-R)-a-(b-D-Glucopyranosyloxy)benzeneacetonitrile, Q7253027, BENZENEACETONITRILE, .ALPHA.-(.BETA.-D-GLUCOPYRANOSYLOXY)-, (.ALPHA.R)-, (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-acetonitrile
Theoretical properties:
molecular_formula: C14H17NO6
molecular_weight: 295.29 g/mol
exact_mass: 295.10558726 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 4
heavy_atom_count: 21
topological_polar_surface_area: 123 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 147 - 148 °C
Descriptions:
pubchem: (R)-prunasin is a prunasin.
chembl: PRUNASIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: (R)-prunasin is a cyanogenic glycoside related to amygdalin. Chemically, it is the glucoside of (R)-mandelonitrile.
Compound: SCHEMBL28384400
SMILES: O=C(OC1C(Oc2cc(O)cc(c2C1)O)c3cc(O)c(O)cc3)CC(O)CCc4cc(O)c(O)cc4
InChIKey: FKDRTLFRRHQTGU-UHFFFAOYSA-N
Synonyms: SCHEMBL28384400
Theoretical properties:
molecular_formula: C26H26O10
molecular_weight: 498.5 g/mol
exact_mass: 498.15259702 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 8
heavy_atom_count: 36
topological_polar_surface_area: 177 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: PF-03550096
SMILES: O=c1n(c2ccccc2n1CCC(O)(C)C)C(=O)N[C@H](C(=O)N)C(C)(C)C
InChIKey: GGNIFXBIJCNXCT-CQSZACIVSA-N
Synonyms: PF-03550096, 910376-39-5, E8S33VNW75, DTXSID001010008, N-((1S)-1-(Aminocarbonyl)-2,2-dimethylpropyl)-2,3-dihydro-3-(3-hydroxy-3-methylbutyl)-2-oxo-1H-benzimidazole-1-carboxamide, RefChem:172224, DTXCID701436431, UNII-E8S33VNW75, CHEMBL506652, N-[(2S)-1-amino-3,3-dimethyl-1-oxobutan-2-yl]-3-(3-hydroxy-3-methylbutyl)-2-oxobenzimidazole-1-carboxamide, 1H-Benzimidazole-1-carboxamide, N-((1S)-1-(aminocarbonyl)-2,2-dimethylpropyl)-2,3-dihydro-3-(3-hydroxy-3-methylbutyl)-2-oxo-, GGNIFXBIJCNXCT-CQSZACIVSA-N, n-((1s)-1-(aminocarbonyl)-2,2-dimethylpropyl)-3-(3-hydroxy-3-methylbutyl)-2-oxo-2,3-dihydro-1h-benzimidazole-1-carboxamide, N-[(1S)-1-(aminocarbonyl)-2,2-dimethylpropyl]-3-(3-hydroxy-3-methylbutyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxamide, SCHEMBL736771, orb2283807, SCHEMBL30353004, BDBM50260753, MFCD11983065, HY-129787, CS-0107853, Q7119044, (S)-N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-3-(3-hydroxy-3-methylbutyl)-2-oxo-2,3-dihydrobenzo[d]imidazole-1-carboxamide, N-[(1S)-1-carbamoyl-2,2-dimethyl-propyl]-3-(3-hydroxy-3-methyl-butyl)-2-oxo-benzimidazole-1-carboxamide, N-[(2S)-1-Amino-3,3-dimethyl-1-oxobutan-2-yl]-3-(3-hydroxy-3-methylbutyl)-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxamide
Theoretical properties:
molecular_formula: C19H28N4O4
molecular_weight: 376.4 g/mol
exact_mass: 376.21105539 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 27
topological_polar_surface_area: 116 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: PF-03550096 is a drug that acts as a potent agonist for the CB2 cannabinoid receptor, with good selectivity over CB1 having Ki values of 7nM at CB2 and 1500nM at CB1. It was originally developed by Pfizer in 2008 as a medication for irritable bowel syndrome, but has only progressed to animal studies.
Compound: AB-PINACA
SMILES: O=C(N[C@H](C(=O)N)C(C)C)c1nn(CCCCC)c2c1cccc2
InChIKey: GIMHPAQOAAZSHS-HNNXBMFYSA-N
Synonyms: AB-PINACA, 1445752-09-9, 6J3KC3S2PA, UNII-6J3KC3S2PA, CHEMBL4101222, N-[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]-1-pentylindazole-3-carboxamide, DEA No. 7023, AB-PINACA (1.0 mg/mL in Methanol), N-[(1s)-1-(aminocarbonyl)-2-methylpropyl]-1-pentyl-1h-indazole-3-carboxamide, N-[(2S)-1-Amino-3-methyl-1-oxobutan-2-yl]-1-pentyl-1H-indazole-3-carboxamide, 1H-INDAZOLE-3-CARBOXAMIDE, N-((1S)-1-(AMINOCARBONYL)-2-METHYLPROPYL)-1-PENTYL-, 1H-indazole-3-carboxamide, N-[(1S)-1-(aminocarbonyl)-2-methylpropyl]-1-pentyl-, N-((1S)-1-(AMINOCARBONYL)-2-METHYLPROPYL)-1-PENTYL-1H-INDAZOLE-3-CARBOXAMIDE, AB-PINACA; N-[(1S)-1-(Aminocarbonyl)-2-methylpropyl]-1-pentyl-1H-indazole-3-carboxamide; N-[(1S)-1-Amino-3-methyl-1-oxobutan-2-yl]-1-pentyl-1H-indazole-3-carboxamide, SCHEMBL29361630, DTXSID00904034, AB-PINACA, 1mg/ml in Methanol, AB-PINACA (1 mg/mL in Methanol), AB-PINACA, 0.1mg/ml in Methanol, BDBM50249589, AKOS027422623, NS00017910, C22704, AB-PINACA, 100 mug/mL in methanol, certified reference material, (S)-N-(1-Amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H-indazole-3-carboxamide;
Theoretical properties:
molecular_formula: C18H26N4O2
molecular_weight: 330.4 g/mol
exact_mass: 330.20557608 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 8
heavy_atom_count: 24
topological_polar_surface_area: 90 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: AB-PINACA is a compound that was first identified as a component of synthetic cannabis products in Japan in 2012.
It was originally developed by Pfizer in 2009 as an analgesic medication.
AB-PINACA acts as a potent agonist for the CB1 receptor (Ki = 2.87 nM, EC50 = 1.2 nM) and CB2 receptor (Ki = 0.88 nM, EC50 = 2.5 nM) and fully substitutes for Δ9-THC in rat discrimination studies, while being 1.5x more potent.
There have been a number of reported cases of deaths and hospitalizations in relation to this synthetic cannabinoid.
Compound: RefChem:1059509
SMILES: O=C1OC2C(OC(CO)C(C2OC(=O)c3c(-c4c1cc(O)c(c4O)O)c(O)c(O)c(O)c3)O)O
InChIKey: GEAGRKQCZVLNAU-UHFFFAOYSA-N
Synonyms: RefChem:1059509, 2,3-Hexahydroxydiphenoylglucopyranose, 2,3-(S)-hexahydroxydiphenoyl-D-glucose, octahydroxy(hydroxymethyl)[?]dione, Q4596756, 2,3,4,5,6,7,11,14-Octahydroxy-13-(hydroxymethyl)-10a,13,14,14a-tetrahydro-11H-dibenzo[f,h]pyrano[3,4-b][1,4]dioxecin-9,16-dione
Theoretical properties:
molecular_formula: C20H18O14
molecular_weight: 482.3 g/mol
exact_mass: 482.06965524 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 9
hydrogen_bond_acceptor_count: 14
rotatable_bond_count: 1
heavy_atom_count: 34
topological_polar_surface_area: 244 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: NSC649972
SMILES: O1c2c(ccc(c2)OC)C3Oc4c(C3C1)cc5OCOc5c4
InChIKey: YLZYAUCOYZKLMA-UHFFFAOYSA-N
Synonyms: NSC649972, ghl.PD_Mitscher_leg0.654, CHEMBL21103, SCHEMBL1248057, pterocarpin methylether [M+H]+, LMPK12070053, AKOS000276799, Q7256728, (Cis 6a-11a)3-Methoxy-6a,12a-dihydro-6H-[1,3]-dioxolo[5,6]benzofuro[3,2-c][1]benzopyran
Theoretical properties:
molecular_formula: C17H14O5
molecular_weight: 298.29 g/mol
exact_mass: 298.08412354 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 46.2 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.
Compound: 1-(benzofuran-5-yl)-N-Methylpropan-2-aMine
SMILES: o1c2c(cc(CC(NC)C)cc2)cc1
InChIKey: ZOVRTIPCNFERHY-UHFFFAOYSA-N
Synonyms: 1-(benzofuran-5-yl)-N-Methylpropan-2-aMine, 1354631-77-8, 5-MAPB, XW34GUY2OY, UNII-XW34GUY2OY, 1-(1-benzofuran-5-yl)-N-methylpropan-2-amine, 5-(N-Methyl-2-aminopropyl)benzofuran, 5-Benzofuranethanamine, N,alpha-dimethyl-, SCHEMBL22027380, SCHEMBL30401357, DTXSID801017189, AKOS028109813, PD047085, NS00017412, 5-BENZOFURANETHANAMINE, N,.ALPHA.-DIMETHYL-, 6-MAPB (N-methyl (6-(2-aminopropyl)benzofuran)), Q4639615
Theoretical properties:
molecular_formula: C12H15NO
molecular_weight: 189.25 g/mol
exact_mass: 189.115364102 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 14
topological_polar_surface_area: 25.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: 5-MAPB, also known as 5-(N-methyl-2-aminopropyl)benzofuran, is an entactogen and designer drug of the amphetamine family that is similar to MDMA in its structure and effects.
5-MAPB was first encountered as a novel designer drug in 2013 and described in the scientific literature in 2014. It has been patented by Tactogen as an entactogen for potential use as a medicine.
Compound: Acetone azine
SMILES: N(N=C(C)C)=C(C)C
InChIKey: PFLUPZGCTVGDLV-UHFFFAOYSA-N
Synonyms: Acetone azine, 627-70-3, Acetone, azine, Ketazine, Acetone ketazine, Dimethyl ketazine, 2-Propanone, (1-methylethylidene)hydrazone, EINECS 211-009-6, Q18Y7G3ZPB, NSC 52680, NSC 170328, BRN 0956583, AI3-27679, 2-Propanone, 2-(1-methylethylidene)hydrazone, NSC-52680, NSC-170328, DTXSID1060845, 4-01-00-03207 (Beilstein Handbook Reference), 1,1,4,4-TETRAMETHYL-2,3-DIAZABUTA-1,3-DIENE, RefChem:551871, DTXCID5043504, ACETAZINE, N-(propan-2-ylideneamino)propan-2-imine, bis(propan-2-ylidene)hydrazine, propan-2-one azine, Acetone azine, 98%, UNII-Q18Y7G3ZPB, Di(propan-2-ylidene)hydrazine, SCHEMBL211089, 1,2-di(propan-2-ylidene)hydrazine, NSC52680, NSC170328, Acetone (1-methylethylidene)hydrazone, Acetone (1-methylethylidene)hydrazone #, AS-81512, NS00020859, G77423, Q4673277
Theoretical properties:
molecular_formula: C6H12N2
molecular_weight: 112.17 g/mol
exact_mass: 112.100048391 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 8
topological_polar_surface_area: 24.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Acetone azine is the simplest ketazine. It is an intermediate in some hydrazine manufacturing processes.
Compound: Mesembrenone
SMILES: O=C1C=C[C@@]2(c3cc(OC)c(OC)cc3)CCN([C@H]2C1)C
InChIKey: HDNHBCSWFYFPAN-IRXDYDNUSA-N
Synonyms: Mesembrenone, (3aR,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-2,3,7,7a-tetrahydroindol-6-one, DTXSID60963667, RefChem:925533, DTXCID701391407, 3a-(3,4-Dimethoxyphenyl)-1-methyl-1,2,3,3a,7,7a-hexahydro-6H-indol-6-one, 468-54-2, (+)-Mesembrenone, Mesembrenone, (+)-, HT8JNS8E79, CHEMBL4781238, C09223, (3AR,7AS)-3A-(3,4-DIMETHOXYPHENYL)-1,2,3,3A,7,7A-HEXAHYDRO-1-METHYL-6H-INDOL-6-ONE, (3aR,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-1,2,3,3a,7,7a-hexahydro-6H-indol-6-one, (3aR,7aS)-3a-(3,4-dimethoxyphenyl)-1-methyl-2,3,3a,6,7,7a-hexahydro-1H-indol-6-one, 6H-Indol-6-one, 3a-(3,4-dimethoxyphenyl)-1,2,3,3a,7,7a-hexahydro-1-methyl-, (3aR-cis)-, AC1L50EL, (+)-Mesembrenine, SureCN226088, UNII-HT8JNS8E79, SCHEMBL226088, CHEBI:6777, orb1705977, SCHEMBL29733261, BDBM50559715, AKOS040744433, 3a-(3,4-Dimethoxyphenyl)-1,2,3,3a,7,7a-hexahydro-1-methyl-6H-indol-6-one (3aR-cis)-, DA-65349, HY-124434, CS-0086461, Q6821189, 6H-Indol-6-one, 3a-(3,4-dimethoxyphenyl)-1,2,3,3a,7,7a-hexahydro-1-methyl-, (3aR,7aS)-
Theoretical properties:
molecular_formula: C17H21NO3
molecular_weight: 287.35 g/mol
exact_mass: 287.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 21
topological_polar_surface_area: 38.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Mesembrenone is a member of pyrrolidines.
chembl: Unnamed Compound is a unknown listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Mesembrenone is an alkaloid found in Sceletium tortuosum (Kanna) and minor constituent of Lampranthus aureus and Lampranthus spectabilis. Mesembrenone is a MAO-B inhibitor, that means it blocks the enzyme that breaks down dopamine in the brain resulting in increased dopamine levels when consumed, either orally, smoked, or snorted.   
It is a potent (IC50 < 1 μM) selective inhibitor of the serotonin transporter (SERT) (that is, a selective serotonin reuptake inhibitor; Ki = 27 nM) and also a phosphodiesterase 4 (PDE4) inhibitor (Ki = 470 nM).
Compound: Cercidinin A
SMILES: O=C1O[C@H]2[C@H](OC(=O)c3c(-c4c1cc(O)c(c4O)O)c(O)c(O)c(O)c3)[C@H](O[C@H]([C@@H]2OC(=O)c5cc(O)c(O)c(c5)O)OC(=O)c6cc(O)c(O)c(c6)O)COC(=O)c7cc(O)c(O)c(c7)O
InChIKey: ZQYQKZCDCFVYLV-UUUCSUBKSA-N
Synonyms: Cercidinin A, ((10R,11R,13S,14R,15S)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-13,14-bis((3,4,5-trihydroxybenzoyl)oxy)-9,12,16-trioxatetracyclo(16.4.0.02,7.010,15)docosa-1(22),2,4,6,18,20-hexaen-11-yl)methyl 3,4,5-trihydroxybenzoate, [(10R,11R,13S,14R,15S)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-13,14-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl]methyl 3,4,5-trihydroxybenzoate, RefChem:124477, 1,2,6-tri-O-galloyl-3,4-(R)-hexahydroxydiphenoyl-beta-D-glucose, Nupharin A, Q7069952
Theoretical properties:
molecular_formula: C41H30O26
molecular_weight: 938.7 g/mol
exact_mass: 938.10253106 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 15
hydrogen_bond_acceptor_count: 26
rotatable_bond_count: 10
heavy_atom_count: 67
topological_polar_surface_area: 444 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: Dopachrome
SMILES: O=C1C(=O)C=C2CC(NC2=C1)C(=O)O
InChIKey: VJNCICVKUHKIIV-UHFFFAOYSA-N
Synonyms: Dopachrome, 3571-34-4, 5,6-dioxo-2,3-dihydro-1H-indole-2-carboxylic acid, DWA58A6ZW7, 2,3,5,6-Tetrahydro-5,6-dioxo-1H-indole-2-carboxylic acid, DTXSID30897147, CHEBI:49108, RefChem:135644, DTXCID801326572, 5,6-dioxo-2,3,5,6-tetrahydro-1H-indole-2-carboxylic acid, 2-carboxy-2,3-dihydroindole-5,6-quinone, Dopachrom, VJNCICVKUHKIIV-UHFFFAOYSA-N, UNII-DWA58A6ZW7, SCHEMBL228658, SCHEMBL5058168, 6-hydroxy-5-oxo-3,5-dihydro-2H-indole-2-carboxylic acid, DTXSID101205460, DAA57134, SB65561, 13520-94-0, DB-229271, NS00075426, Q5297282, 2-INDOLINECARBOXYLIC ACID, 5,6-DIHYDRO-5,6-DIOXO-, 3,5-Dihydro-6-hydroxy-5-oxo-2H-indole-2-carboxylic acid, 1H-Indole-2-carboxylic acid, 2,3,5,6-tetrahydro-5,6-dioxo-, Dopachrome  3571-34-4  5,6-dioxo-2,3,5,6-tetrahydro-1H-indole-2-carboxylic acid  2,3,5,6-Tetrahydro-5,6-dioxo-1H-indole-2-carboxylic acid  Dopachrom
Theoretical properties:
molecular_formula: C9H7NO4
molecular_weight: 193.16 g/mol
exact_mass: 193.03750770 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 14
topological_polar_surface_area: 83.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dopachrome is a member of orthoquinones. It is a tautomer of a 5,6-dihydroxyindole-2-carboxylic acid.
wikipedia: Dopachrome is a cyclization product of L-DOPA and is an intermediate in the biosynthesis of melanin. It may tautomerise to form DHICA.