JAZL/ChemGist-CHON huggingface dataset:
Compound: ERA63
SMILES: O[C@]1(C#C)[C@@]2([C@H]([C@H]3[C@@H](C4=C(CC(=C)CC4)C[C@H]3C)CC2)CC1)C
InChIKey: ITYURVXIFIQGDB-LADQHVHVSA-N
Synonyms: ERA63, 343248-86-2, SCHEMBL5974851, HY-U00093, CS-7128, DA-63249, (7R,8R,9S,13S,14S,17R)-17-ethynyl-7,13-dimethyl-3-methylidene-1,2,4,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
Theoretical properties:
molecular_formula: C22H30O
molecular_weight: 310.5 g/mol
exact_mass: 310.229665576 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 23
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: ERA-63, also known as ORG-37663, as well as 3-methylene-7α-methyl-17α-ethynylestra-5(10)-en-17β-ol, is a synthetic, steroidal estrogen and a selective agonist of the ERα that was under development for the treatment of rheumatoid arthritis but was never marketed. The drug produced estrogenic effects but failed to show effectiveness for rheumatoid arthritis in a phase IIa clinical study. A large clinical trial also found that prinaberel (ERB-041), a selective ERβ agonist, was ineffective in the treatment of rheumatoid arthritis in spite of activity in preclinical models.
Compound: butyl 4-(butyryloxy)benzoate
SMILES: O=C(OCCCC)c1ccc(OC(=O)CCC)cc1
InChIKey: LMJDPYAJKHNPHR-UHFFFAOYSA-N
Synonyms: butyl 4-(butyryloxy)benzoate, DTXSID901337100, RefChem:917751, DTXCID401767447, 723759-26-0, DCW-234, butyl 4-butanoyloxybenzoate, UEQ2HTT5HP, Butyl 4-(1-oxobutoxy)benzoate, DCW234, orb2815412, Benzoic acid, 4-(1-oxobutoxy)-, butyl ester, AN-652/42191088
Theoretical properties:
molecular_formula: C15H20O4
molecular_weight: 264.32 g/mol
exact_mass: 264.13615911 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 9
heavy_atom_count: 19
topological_polar_surface_area: 52.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: DCW234, also known as butyl 4-(butyryloxy)benzoate, is a synthetic nonsteroidal estrogen and a selective agonist of the ERβ. It shows modest selectivity in terms of affinity and transactivation for the ERβ over the ERα. Its affinity for the ERβ was 3.43 μM and for the ERα was 22.5 μM, while it activated the ERβ and ERα with EC50 values of 1.71–2.5 μM and 19.8–22.5 μM, respectively. As such, its binding selectivity for the ERβ over the ERα was 7-fold and its functional selectivity for the ERβ over the ERα was between 10- and 13-fold.
Compound: CHEMBL398456
SMILES: O[C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(C=C(C)CC4)=CC3)C=C)CC2)CC1)C
InChIKey: PPGVWCDLIZEUNC-PXQJOHHUSA-N
Synonyms: CHEMBL398456, DTXSID201250844, BDBM50223235, 871840-07-2, (17beta)-10-Ethenyl-3-methylestra-3,5-dien-17-ol, (1S,3aS,3bR,9aS,9bS,11aS)-9a-Ethenyl-7,11a-dimethyl-2,3,3a,3b,4,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[a]phenanthren-1-ol, (8R,9S,10S,13S,14S,17S)-3,13-dimethyl-10-vinyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol
Theoretical properties:
molecular_formula: C21H30O
molecular_weight: 298.5 g/mol
exact_mass: 298.229665576 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 20.2 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.
wikipedia: 3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol is a synthetic, steroidal estrogen and a selective agonist of the ERβ. It was discovered serendipitously and was the lead compound among a series of androsta-3,5-dienes as ERβ ligands. Its affinity (IC50) for the ERβ was found to be 9 nM and it showed 62- and 160-fold binding selectivity for this receptor over the ARTooltip androgen receptor and the ERα, respectively. The EC50 of the compound for the ERβ was found to be 69 nM and its intrinsic activity was 92% (relative to that of estradiol). As such, it is a potent ERβ agonist with high affinity and selectivity.
Compound: Diprogulic Acid
SMILES: O=C(O)[C@]12OC(C)(C)O[C@H]1[C@@H]3OC(C)(C)OC[C@@H]3O2
InChIKey: FWCBATIDXGJRMF-FLNNQWSLSA-N
Synonyms: Diprogulic Acid, 18467-77-1, Acido diprogulico, Acide diprogulique, Acidum diprogulicum, DTXSID0047454, 3981541LXD, DTXCID8027454, 2,3:4,6-Di-O-isopropylidene-2-keto-L-gulonic acid, RefChem:589072, 242-348-8, Dikegulac, Diprogulic acid [INN], (-)-2,3:4,6-Di-O-isopropylidene-2-keto-L-gulonic Acid, 2,3:4,6-Di-O-isopropylidene-alpha-L-xylo-hexulofuranosonic acid, (1R,2S,6R,8S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-6-carboxylic acid, alpha-L-xylo-2-Hexulofuranosonic acid, 2,3:4,6-bis-O-(1-methylethylidene)-, Dikegulac [ISO], UNII-3981541LXD, Acide diprogulique [INN-French], Acido diprogulico [INN-Spanish], Acidum diprogulicum [INN-Latin], Diacetone-2-keto-1-gulonic acid, EINECS 242-348-8, Dikegulac [BSI:ISO], DIKEGULAC [MI], 2,3:4,6-Diacetone-2-keto-L-gulonic acid, Diaceton-2-keto-L-gulonsaure, SCHEMBL120792, orb1697397, (-)-2,3:4,6-Di-O-isopropylidene-alpha-L-xylo-2-hexulofuranosonic Acid, CHEMBL2110720, CHEBI:81986, Tox21_300935, 2,3,4,6-di-O-Isopropylidene-alpha-L-xylo-2-hexulofuranosonic acid, AKOS015955669, NCGC00166284-02, NCGC00254837-01, CAS-18467-77-1, NS00052114, C18825, Q3027939, 2,3,4,6-bis-O-(1-Methylethylidene)-alpha-L-xylo-2-hexulofuranosonic acid, 2,3:4,6-DI-O-ISOPROPYLIDENE-.ALPHA.-L-XYLO-HEXULOFURANOSONIC ACID, (3aS,3bR,7aS,8aR)-2,2,5,5-Tetramethyltetrahydro-2H,5H,8aH-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxine-8a-carboxylic acid
Theoretical properties:
molecular_formula: C12H18O7
molecular_weight: 274.27 g/mol
exact_mass: 274.10525291 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 1
heavy_atom_count: 19
topological_polar_surface_area: 83.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dikegulac is a member of dioxanes.
chembl: DIPROGULIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Diprogulic acid (also known as dikegulac) is a precursor used in commercial ascorbic acid production.  In agriculture, its sodium salt, dikegulac sodium, is used as a plant growth regulator, primarily used as a branching agent.  When it is taken up by a plant, dikegulac sodium is translocated to its apical meristems, where it inhibits DNA synthesis.  This suppresses apical dominance in the plant and can stimulate lateral branching, resulting in a bushier growth habit.  Dikegulac sodium is sometimes used to inhibit fruiting and flowering.
Compound: Prexasertib
SMILES: O(c1c(c(OC)ccc1)-c2[nH]nc(c2)Nc3ncc(C#N)nc3)CCCN
InChIKey: DOTGPNHGTYJDEP-UHFFFAOYSA-N
Synonyms: Prexasertib, 1234015-52-1, LY2606368, LY-2606368, 5-((5-(2-(3-aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-yl)amino)pyrazine-2-carbonitrile, 820NH671E6, 5-[[5-[2-(3-aminopropoxy)-6-methoxyphenyl]-1H-pyrazol-3-yl]amino]pyrazine-2-carbonitrile, DTXSID301031326, 5-[[5-[2-(3-Aminopropoxy)-6-methoxyphenyl]-1H-pyrazol-3-yl]amino]-2-pyrazinecarbonitrile, 5-({5-[2-(3-aminopropoxy)-6-methoxyphenyl]-1H-pyrazol-3-yl}amino)pyrazine-2-carbonitrile, 2-Pyrazinecarbonitrile, 5-((5-(2-(3-aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-yl)amino)-, prexasertibum, 5-((5-(2-(3-Aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-yl)amino)-2-pyrazinecarbonitrile, 2-Pyrazinecarbonitrile, 5-[[5-[2-(3-aminopropoxy)-6-methoxyphenyl]-1H-pyrazol-3-yl]amino]-, RefChem:868496, ACR368, ACR 368, ACR-368, DTXCID801516329, Prexasertib [USAN], LY 2606368, MFCD25977016, Prexasertib (LY2606368), 5-(5-(2-(3-aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-ylamino)pyrazine-2-carbonitrile, UNII-820NH671E6, PREXASERTIB [INN], Prexasertib (USAN/INN), LY2606368;Prexasertib, PREXASERTIB [WHO-DD], GTPL9549, orb1302963, SCHEMBL1975451, CHEMBL3544911, SCHEMBL18989301, SCHEMBL19457660, SCHEMBL19461111, SCHEMBL29371799, SCHEMBL30517001, SCHEMBL30528862, Prexasertib (LY2606368)?, EX-A758, DOTGPNHGTYJDEP-UHFFFAOYSA-N, GLXC-90146, BDBM50524300, NSC758257, NSC789570, AKOS027427007, DB12008, EBC-490077, NSC-758257, NSC-789570, SB16662, NCGC00390643-02, NCGC00390643-06, AC-35534, FA161375, HY-18174, MS-25835, DB-100131, NS00073091, D11206, BRD-K20463415-001-01-8, BRD-K20463415-300-01-4, Q27269284, 5-(5-(2-(3-aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-yl)amino)pyrazine-2- carbonitrile, 5-[[5-[2-(3-aminopropoxy)-6-methoxy-phenyl]-1H-pyrazol-3-yl]amino]pyrazine-2-carbonitrile, LY 2606368; 5-((5-(2-(3-aminopropoxy)-6-methoxyphenyl)-1H-pyrazol-3-yl)amino)pyrazine-2-carbonitrile
Theoretical properties:
molecular_formula: C18H19N7O2
molecular_weight: 365.4 g/mol
exact_mass: 365.16002287 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 8
heavy_atom_count: 27
topological_polar_surface_area: 135 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PREXASERTIB is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Prexasertib (LY2606368) is a small molecule checkpoint kinase inhibitor, mainly active against CHEK1, with minor activity against CHEK2. This causes induction of DNA double-strand breaks resulting in apoptosis. It was developed by Eli Lilly but the company announced in 2019 it was dropping prexasertib from active development, although clinical trials continue.  Research continues into the efficacy of prexasertib in treatment of
acute myeloid leukemia, myelodysplastic syndrome, rhabdomyosarcoma, and medulloblastoma.
SMILES: C12=CC(=C)CCC1C(CCC2C(CCC=C(C)C)C)C
InChIKey: DTMNMDQQDKQKIE-UHFFFAOYSA-N
Theoretical properties:
molecular_formula: C20H32
molecular_weight: 272.5 g/mol
exact_mass: 272.250401021 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 4
heavy_atom_count: 20
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: TETRAHYDROFURFURYL ACETATE
SMILES: O=C(OCC1OCCC1)C
InChIKey: AAQDYYFAFXGBFZ-UHFFFAOYSA-N
Synonyms: TETRAHYDROFURFURYL ACETATE, 637-64-9, 2-Acetoxymethyloxolane, 2-Furanmethanol, tetrahydro-, acetate, 2-(Acetoxymethyl)tetrahydrofuran, Tetrahydro-2-furanmethanol acetate, Tetrahydro-2-furanmethyl acetate, Furfuryl alcohol, tetrahydro-, acetate, FEMA No. 3055, I1PIW4REZU, 2-Furanmethanol, tetrahydro-, 2-acetate, NSC 4872, EINECS 211-296-8, AI3-21209, NSC-4872, 2-(ACETOXYMETHYL)OXOLANE, DTXSID30862335, TETRAHYDROFURFURYL ACETATE, [FHFI], Furfuryl alcohol, tetrahydro-, acetate (8CI), 2Acetoxymethyloxolane, 2(Acetoxymethyl)oxolane, RefChem:897172, Tetrahydro2furanmethyl acetate, 2(Acetoxymethyl)tetrahydrofuran, Tetrahydro2furanmethanol acetate, DTXCID80811116, TETRAHYDROFURFURYL ACETATE,, 2Furanmethanol, tetrahydro, acetate, 2Furanmethanol, tetrahydro, 2acetate, Furfuryl alcohol, tetrahydro, acetate, TETRAHYDROFURFURYL ACETATE [INCI], 211-296-8, (+-)-TETRAHYDROFURFURYL ACETATE, TETRAHYDROFURFURYL ACETATE, (+-)-, oxolan-2-ylmethyl acetate, (Tetrahydrofuran-2-yl)methyl acetate, (oxolan-2-yl)methyl acetate, MFCD00022478, Tetrahydro-2-furylmethyl acetate, UNII-I1PIW4REZU, tetrahydrofuran-2-ylmethyl acetate, SCHEMBL118897, SCHEMBL3787734, SCHEMBL8512166, SCHEMBL8515813, CHEMBL2287522, AAQDYYFAFXGBFZ-UHFFFAOYSA-, FEMA 3055, Tetrahydrofurfuryl acetate, 97%, NSC4872, CHEBI:169190, Tetrahydro-2-furanylmethyl acetate, Tetrahydro-2-furanylmethyl acetate #, AKOS005206826, Tetrahydrofurfuryl acetate, >=97%, FG, (+/-)-TETRAHYDROFURFURYL ACETATE, AS-62668, SY036811, CS-0155423, NS00014151, ST50409709, TETRAHYDROFURFURYL ACETATE, (+/-)-, F16574, Q27280260, InChI=1/C7H12O3/c1-6(8)10-5-7-3-2-4-9-7/h7H,2-5H2,1H3
Theoretical properties:
molecular_formula: C7H12O3
molecular_weight: 144.17 g/mol
exact_mass: 144.078644241 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 10
topological_polar_surface_area: 35.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 194.00 to 195.00 °C. @ 753.00 mm Hg
density: 1.058-1.064
solubility: Soluble in water, ether, chloroform
Descriptions:
pubchem: Tetrahydrofurfuryl acetate is a member of oxolanes.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Tetrahydrofurfuryl acetate is an organic chemical compound used for food flavouring and cosmetics. It has a fruity ethereal flavour, also described as honey, maple, or bread-like.
It is generally accepted as safe in the USA. Typical levels of use are 2 ppm in drinks, 8 ppm in ice cream, and 20 ppm in baked products and confectionery.
Classified as a heterocyclic ester, it is made by reacting tetrahydrofurfuryl alcohol with acetic anhydride.
Related flavouring compounds are tetrahydrofurfuryl butyrate, tetrahydrofurfuryl cinnamate, tetrahydrofurfuryl alcohol, and tetrahydrofurfuryl propionate.
Compound: 2,5-Dimethoxy-p-cymene
SMILES: O(c1c(cc(OC)c(c1)C)C(C)C)C
InChIKey: VTRMVHBUTNPBTP-UHFFFAOYSA-N
Synonyms: 2,5-Dimethoxy-p-cymene, 14753-08-3, Thymohydroquinone dimethyl ether, 1,4-dimethoxy-2-methyl-5-propan-2-ylbenzene, 2KH5WR9MND, DTXSID20423797, RefChem:908831, DTXCID80374635, p-2,5-Dimethoxycymene, Benzene, 1,4-dimethoxy-2-methyl-5-(1-methylethyl)-, 1,4-dimethoxy-2-methyl-5-(propan-2-yl)benzene, thymoquinol dimethylether, Thymoquinol dimethyl ether, cymene(2,5-dimethoxy-p-), p-Cymene, 2,5-dimethoxy-, 1,4-Dimethoxy-2-methyl-5-(1-methylethyl)benzene, 4-Hydroxythymol dimethyl ether, CHEMBL456933, SCHEMBL12613923, VTRMVHBUTNPBTP-UHFFFAOYSA-N, 4-isopropyl-2,5-dimethoxy-1-methylbenzene, Benzene, 1,4-dimethoxy-2-methyl-5-isopropyl-, Q28457222
Theoretical properties:
molecular_formula: C12H18O2
molecular_weight: 194.27 g/mol
exact_mass: 194.130679813 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 14
topological_polar_surface_area: 18.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: THYMOQUINOL DIMETHYLETHER is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 2,5-Dimethoxy-p-cymene, or thymohydroquinone dimethyl ether, is a phytochemical found in the essential oils of plants within the family Asteraceae. These essential oils, which contain the compound as a major component of the oil, have antifungal, antibacterial,  and insecticidal properties.
Compound: 5762-56-1
SMILES: N(C(N(C)C)N(C)C)(C)C
InChIKey: MUMVIYLVHVCYGI-UHFFFAOYSA-N
Synonyms: 5762-56-1, N,N,N',N',N'',N''-Hexamethylmethanetriamine, EINECS 227-284-0, DTXSID20206284, RefChem:822031, DTXCID20128775, 227-284-0, Tris(dimethylamino)methane, [bis(dimethylamino)methyl]dimethylamine, N,N,N',N',N",N"-hexamethylmethanetriamine, MFCD00008322, N,N,N,N,N,n-Hexamethylmethanetriamine, Methanetriamine, N,N,N',N',N'',N''-hexamethyl-, 8T74D2Q5VH, trisdimethylaminomethane, tris-dimethylaminomethane, tris (dimethylamino)methane, tris(dimethylamino) methane, tris(dimethylamino)-methane, tris-(dimethylamino)methane, CH(NMe2)3, UNII-8T74D2Q5VH, SCHEMBL868297, Tris(N,N-dimethylamino)methane, SCHEMBL9405341, CHEMBL3301703, MUMVIYLVHVCYGI-UHFFFAOYSA-, Tris(dimethylamino)methane, 97%, SBB056447, AKOS028108520, bis(dimethylamino)-methyl-dimethyl-amine, AS-46997, N,N,N,N,N,n-Hexamethylmethanetriamine #, DB-053075, NS00033758, F11164, Tris(dimethylamino)methane (stabilized with KOH), F069292, InChI=1/C7H19N3/c1-8(2)7(9(3)4)10(5)6/h7H,1-6H3
Theoretical properties:
molecular_formula: C7H19N3
molecular_weight: 145.25 g/mol
exact_mass: 145.157897619 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 10
topological_polar_surface_area: 9.7 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: Tris(dimethylamino)methane (TDAM) is the simplest representative of the tris(dialkylamino)methanes of the general formula (R2N)3CH in which three of the four of methane's hydrogen atoms are replaced by dimethylamino groups (−N(CH3)2). Tris(dimethylamino)methane can be regarded as both an amine and an orthoamide.
Tris(dimethylamino)methane is a strong base and can be used as a formylation agent, as aminomethylenation reagent and as a source for the basic bis(dimethylamino)carbene of the formula (R2N)2C:.
Compound: Acetryptine
SMILES: O=C(c1cc2c([nH]cc2CCN)cc1)C
InChIKey: RAUGYAOLAMRLLZ-UHFFFAOYSA-N
Synonyms: Acetryptine, 3551-18-6, Acetriptina, Acetryptinum, Acetryptin, 1-[3-(2-aminoethyl)-1H-indol-5-yl]ethanone, W 2965 A, 3-(2-Aminoethyl)indol-5-yl methyl ketone, N9VWZ34G5E, W-2965-A, DTXSID90189015, 1-(3-(2-aminoethyl)-1H-indol-5-yl)ethanone, RefChem:1054118, DTXCID20111506, Acetryptine [INN], CHEMBL110317, W2965 A, Acetryptinum [INN-Latin], UNII-N9VWZ34G5E, Acetriptina [INN-Spanish], 5-acetyltryptamine, 1-[3-(2-aminoethyl)-1H-indol-5-yl]ethan-1-one, orb1698773, SCHEMBL2734593, 5-acetyl-1H-indole-3-ethanamine, RAUGYAOLAMRLLZ-UHFFFAOYSA-N, BDBM50049085, AKOS022647301, DB-069224, NS00124897, 1-[3-(2-Amino-ethyl)-1H-indol-5-yl]-ethanone, Q27284757, Acetryptine;3-(2-Aminoethyl)-1H-indol-5-yl(methyl) ketone;5-Acetyl-1H-indole-3-ethaneamine;1-[3-(2-aminoethyl)-1H-indol-5-yl]ethanone;1-[3-(2-azanylethyl)-1H-indol-5-yl]ethanone
Theoretical properties:
molecular_formula: C12H14N2O
molecular_weight: 202.25 g/mol
exact_mass: 202.110613074 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 15
topological_polar_surface_area: 58.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: ACETRYPTINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Acetryptine (INN; developmental code W-2965-A; also known as 5-acetyltryptamine or 5-AT) is a drug described as an antihypertensive agent which was never marketed. Structurally, acetryptine is a substituted tryptamine, and is closely related to other substituted tryptamines like serotonin (5-hydroxytryptamine). It was developed in the early 1960s. The binding of acetryptine to serotonin receptors does not seem to have been well-investigated, although it was assessed at the 5-HT1A and 5-HT1D receptors and found to bind to them with high affinity. The drug may also act as a monoamine oxidase inhibitor (MAOI); specifically, as an inhibitor of MAO-A.
Compound: 97452-63-6
SMILES: Oc1c(c(O)cc(c1)C(CCCCCC)(C)C)[C@@H]2C=C(CC[C@H]2C(=C)C)C
InChIKey: MPJURNPNPDQYSY-LEWJYISDSA-N
Synonyms: 97452-63-6, 5-(1,1-Dimethylheptyl)cannabidiol, 1'',1''-Dimethylheptylcannabidiol, CBD-DMH, P28FSD6QS7, 5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol, DTXSID10913915, HU 219, RefChem:101533, DTXCID901342913, 5-(2-methyloctan-2-yl)-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]benzene-1,3-diol, cannabidiol-dimethylheptyl (-)-CBD-DMH, HU219, HU-219, DMH-CBD, UNII-P28FSD6QS7, CBD-DMH, (-)-, SCHEMBL17084877, GTPL10012, (-)-5'-CBD-DMH, (-)-5'-Dimethylheptylcannabidiol, 1"',1'"-Dimethylheptylcannabidiol, AKOS024456626, BD175203, (1'R,2'R)-5'-Methyl-4-(2-methyloctan-2-yl)-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol, 1,3-BENZENEDIOL, 5-(1,1-DIMETHYLHEPTYL)-2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-, 1,3-Benzenediol, 5-(1,1-dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-, (1R-trans)-, 1,3-Benzenediol,5-(1,1-dimethylheptyl)-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-, 5-(1,1-DIMETHYLHEPTYL)-2-((1R,6R)-3-METHYL-6-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-YL)-1,3-BENZENEDIOL
Theoretical properties:
molecular_formula: C25H38O2
molecular_weight: 370.6 g/mol
exact_mass: 370.287180451 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 8
heavy_atom_count: 27
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Cannabidiol-dimethylheptyl (CBD-DMH or DMH-CBD) is a synthetic homologue of cannabidiol where the pentyl chain has been replaced by a dimethylheptyl chain. Several isomers of this compound are known. The most commonly used isomer in research is (−)-CBD-DMH, which has the same stereochemistry as natural cannabidiol, and a 1,1-dimethylheptyl side chain. This compound is not psychoactive and acts primarily as an anandamide reuptake inhibitor, but is more potent than cannabidiol as an anticonvulsant and has around the same potency as an antiinflammatory. Unexpectedly the “unnatural” enantiomer (+)-CBD-DMH, which has reversed stereochemistry from cannabidiol, was found to be a directly acting cannabinoid receptor agonist with a Ki of 17.4nM at CB1 and 211nM at CB2, and produces typical cannabinoid effects in animal studies, as does its 7-OH derivative.

Another closely analogous compound has also been described, with the double bond in the cyclohexene ring shifted to between the 1,6-positions rather than the 2,3-positions (i.e. analogous to synthetic THC analogues such as parahexyl), the isopropenyl group saturated to isopropyl, and a 1,2-dimethylheptyl side chain. It is synthesized by Birch reduction from the 1,2-dimethylheptyl analogue of cannabidiol. This compound also produces potent cannabinoid-like effects in animals, but has three chiral centers and is composed of a mixture of eight stereoisomers, which have not been studied individually, so it is not known which stereoisomers are active.