JAZL/ChemGist-CHON huggingface dataset:
Compound: 1-(4-methylphenyl)butan-2-amine
SMILES: NC(Cc1ccc(C)cc1)CC
InChIKey: STYLTFHVTUCTSI-UHFFFAOYSA-N
Synonyms: 1-(4-methylphenyl)butan-2-amine, 147702-26-9, 1-(4-METHYL-PHENYL)-2-BUTANAMINE, 4-Methylphenylisobutylamine, VYC2G7R2PC, SCHEMBL31166260, DTXSID90656191, 1-(4-Methylphenyl)-2-butanamine, XFA70226, alpha-Ethyl-4-methylbenzeneethanamine, AKOS009585664, Benzeneethanamine, alpha-ethyl-4-methyl-, EN300-93128, N12825, Q4637180, Z431980102
Theoretical properties:
molecular_formula: C11H17N
molecular_weight: 163.26 g/mol
exact_mass: 163.136099547 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: 4-Methylphenylisobutylamine (4-MAB), also known as 4-methyl-α-ethylphenethylamine, is a stimulant drug of the phenethylamine, amphetamine, and phenylisobutylamine families.
Compound: 122955-18-4
SMILES: n1c2-c3ncccc3C(c2ccc1)(Cc4ccncc4)Cc5ccncc5
InChIKey: FJYRSJDIZKTXKB-UHFFFAOYSA-N
Synonyms: 122955-18-4, Sibopirdine anhydrous, 7IKM67CSEQ, X 9121, X-9121, X9121, DTXSID70153810, EXP9121, EXP-9121, RefChem:934271, DTXCID3076301, Sibopirdine, Sibopirdine [INN], 5,5-Bis(4-pyridinylmethyl)-5H-cyclopenta(2,1-b-3,4-b')dipyridine, 8,8-bis(pyridin-4-ylmethyl)-3,13-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaene, UNII-7IKM67CSEQ, Exp 9121, SIBOPIRDINE [WHO-DD], SCHEMBL120953, orb1695215, CHEMBL2107578, FJYRSJDIZKTXKB-UHFFFAOYSA-N, AKOS040754025, NS00121335, 5,5-Bis(4-pyridinylmethyl)-5H-cyclopenta[2,1-b:3,4-b']dipyridine, 5,5-BIS(4-PYRIDYLMETHYL)-5H-CYCLOPENTA(2,1-B:3,4-B')DIPYRIDINE, 5,5-Bis[(pyridin-4-yl)methyl]-5H-cyclopenta[1,2-b:5,4-b']dipyridine, 5H-Cyclopenta(2,1-b-3,4-b')dipyridine, 5,5-bis(4-pyridinylmethyl)-, 5H-Cyclopenta[2,1-b:3,4-b']dipyridine, 5,5-bis(4-pyridinylmethyl)-
Theoretical properties:
molecular_formula: C23H18N4
molecular_weight: 350.4 g/mol
exact_mass: 350.153146591 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 27
topological_polar_surface_area: 51.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: SIBOPIRDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Sibopirdine, also known as EXP921, is a nootropic drug.
Compound: Besipirdine
SMILES: n1ccc(N(n2c3c(cccc3)cc2)CCC)cc1
InChIKey: OTPPJICEBWOCKD-UHFFFAOYSA-N
Synonyms: Besipirdine, 119257-34-0, besipirdina, 95PY16J933, DTXSID50152361, besipirdinum, RefChem:119130, DTXCID9074852, N-(n-propyl)-N-(4-pyridinyl)-1H-indol-1-amine hydrochloride, 1H-Indol-1-amine, N-propyl-N-4-pyridinyl-, monohydrochloride, N-propyl-N-(pyridin-4-yl)-1H-indol-1-amine, N-propyl-N-pyridin-4-ylindol-1-amine, Besipirdine [INN], CHEMBL29835, UNII-95PY16J933, 1-(propyl-4-pyridylamino)indole, BESIPIRDINE [MI], BESIPIRDINE [WHO-DD], SCHEMBL637011, orb1701071, SCHEMBL31365064, BDBM50048580, AKOS027326217, Indol-1-yl-propyl-pyridin-4-yl-amine, DA-61616, HY-15376, CS-0006035, NS00124185, 1H-Indol-1-amine, N-propyl-N-4-pyridinyl-, G61951, Indol-1-yl-propyl-pyridin-4-yl-amine(Besipirdine), N-(n-propyl) -N-(4-pyridinyl) -1h-indol-1-amine, Q4896297
Theoretical properties:
molecular_formula: C16H17N3
molecular_weight: 251.33 g/mol
exact_mass: 251.142247555 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 4
heavy_atom_count: 19
topological_polar_surface_area: 21.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: BESIPIRDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Besipirdine (besipirdine hydrochloride, or HP749), an indole-substituted analog of 4-aminopyridine, is a nootropic drug developed for the treatment of Alzheimer's disease (AD).
Compound: Asimadoline
SMILES: O=C(N([C@@H](c1ccccc1)CN2C[C@@H](O)CC2)C)C(c3ccccc3)c4ccccc4
InChIKey: JHLHNYVMZCADTC-LOSJGSFVSA-N
Synonyms: Asimadoline, 153205-46-0, EMD-61753, EMD 61753, asimadolina, D0VK52NV5M, N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-diphenylacetamide, DTXSID60165285, EMD 61 753, asimadolinum, N-((1S)-2-((3S)-3-hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide, N-{(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl}-N-methyl-2,2-diphenylacetamide, N-((1S)-2-((3S)-3-hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-di(phenyl)acetamide, N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-2,2-di(phenyl)acetamide, RefChem:114516, DTXCID1087776, EMD-61 753, N-methyl-N--(1-phenyl-2-(3-hydroxypyrrolidin-1-yl)ethyl)-2,2-diphenylacetamide hydrochloride, Asimadoline [INN], N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide, Benzeneacetamide, N-((1S)-2-((3S)-3-hydroxy-1-pyrrolidinyl)-1-phenylethyl)-N-methyl-alpha-phenyl-, UNII-D0VK52NV5M, ASIMADOLINE [MI], SCHEMBL155020, Asimadoline (EMD-61753?, GTPL9279, orb1689962, CHEMBL1190199, DGA20546, BDBM50366356, MFCD00925628, AKOS027327580, CS-8053, DB05104, NCGC00408844-01, AC-38108, AS-16871, DA-50741, HY-107384, NS00069221, Q4806990, Benzeneacetamide, N-(2-(3-hydroxy-1-pyrrolidinyl)-1-phenylethyl)-N-methyl-alpha-phenyl-, (S-(R*,R*))-, N-((.ALPHA.S)-.ALPHA.-(((3S)-3-HYDROXY-1-PYRROLIDINYL)METHYL)BENZYL)-N-METHYL-2,2-DIPHENYLACETAMIDE, N-((alpha S)-alpha-((3S)-3-Hydroxy-1-pyrrolidinyl)methyl)benzyl)-N-methyl-2,2-diphenylacetamide, N-((alphaS)-alpha-(((3S)-3-Hydroxy-1-pyrrolidinyl)methyl)benzyl)-N-methyl-2,2-diphenylacetamide, N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenyl-ethyl]-N-methyl-2,2-diphenyl-acetamide
Theoretical properties:
molecular_formula: C27H30N2O2
molecular_weight: 414.5 g/mol
exact_mass: 414.230728204 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 7
heavy_atom_count: 31
topological_polar_surface_area: 43.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: ASIMADOLINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Asimadoline (EMD-61753) is an experimental drug which acts as a peripherally selective κ-opioid receptor (KOR) agonist. Because of its low penetration across the blood–brain barrier, asimadoline lacks the psychotomimetic effects of centrally acting KOR agonists, and consequently was thought to have potential for medical use.  It has been studied as a possible treatment for irritable bowel syndrome, with reasonable efficacy seen in clinical trials, but it has never been approved or marketed.
SMILES: O=C1C=C[C@@]2(OC(=O)/C=C/c3ccccc3)[C@@H]4N(C)CC[C@@]52[C@H]1Oc6c(OC)ccc(c56)C4
InChIKey: BWZTYCFJIMYOHI-JKGZCERPSA-N
Theoretical properties:
Physical properties:
Descriptions:
Compound: Hepzidine
SMILES: O(C1c2c(cccc2)CCc3c1cccc3)C4CCN(C)CC4
InChIKey: MNIZCABHARMLFF-UHFFFAOYSA-N
Synonyms: Hepzidine, 1096-72-6, Hepzidin, Hepzidina, Hepzidine [INN], 1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenyloxy)piperidine, 72FH6333M6, 4-(10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5-yloxy)-1-methylpiperidine, Hepzidinum, UNII-72FH6333M6, CHEMBL522580, orb2814905, SCHEMBL1695373, DTXSID20883195, BDBM50413510, NS00123518, Q5732136, 4-[(10,11-Dihydro-5H-dibenzo[a,d][7]annulen-5-yl)oxy]-1-methylpiperidine
Theoretical properties:
molecular_formula: C21H25NO
molecular_weight: 307.4 g/mol
exact_mass: 307.193614421 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 23
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: HEPZIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Hepzidine (INN) is a tricyclic antidepressant which was never marketed. It was first described by 1966.
Compound: N-Phenethylnormorphine
SMILES: O1c2c(O)ccc3c2[C@@]45[C@@H]1[C@@H](O)C=C[C@H]4[C@H](N(CCc6ccccc6)CC5)C3
InChIKey: BXKJGGVENHTVBF-JFDOVZFRSA-N
Synonyms: N-Phenethylnormorphine, CHEMBL3275472, SCHEMBL21110863, DTXSID101018229, BDBM50497128, Q6951392, 17-(2-Phenylethyl)-5alpha-7,8-didehydro-4,5-epoxymorphinan-3,6alpha-diol
Theoretical properties:
molecular_formula: C24H25NO3
molecular_weight: 375.5 g/mol
exact_mass: 375.18344366 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 28
topological_polar_surface_area: 52.9 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: N-Phenethylnormorphine is an opioid analgesic drug derived from morphine by replacing the N-methyl group with β-phenethyl. It is around eight to fourteen times more potent than morphine as a result of this modification, in contrast to most other N-substituted derivatives of morphine, which are substantially less active, or act as antagonists. Binding studies have helped to explain the increased potency of N-phenethylnormorphine, showing that the phenethyl group extends out to reach an additional binding point deeper inside the μ-opioid receptor cleft, analogous to the binding of the phenethyl group on fentanyl.
Compound: RAM-378
SMILES: O1c2c(O)ccc3c2[C@@]45[C@@H]1[C@@H](O)CC[C@@]4(O)[C@H](N(CCc6ccccc6)CC5)C3
InChIKey: GAHRZWMAHDWVCL-VKJMTUIMSA-N
Synonyms: RAM-378, JD4S8J3CMK, 4778-96-5, DTXSID70963936, (5alpha,6alpha)-4,5-Epoxy-17-(2-phenylethyl)morphinan-3,6,14-triol, RefChem:1050601, DTXCID101391661, Normorphine, 7,8-dihydro-14-hydroxy-N-phenethyl-, 7,8-Dihydro-14-hydroxy-N-phenethylnormorphine, 4,5-alpha-Epoxy-17-phenethylmorphinan-3,6-alpha,14-triol, Morphinan-3,6-alpha,14-triol, 4,5-alpha-epoxy-17-phenethyl-, UNII-JD4S8J3CMK, Morphinan-3,6,14-triol, 4,5-epoxy-17-(2-phenylethyl)-, (5-alpha,6-alpha)-, SCHEMBL21110861, SCHEMBL29459649, N-Phenethyl-14-hydroxydihydronormorphine, Q7275744, 17-(2-Phenylethyl)-5alpha-4,5-epoxymorphinan-3,6alpha,14-triol, Morphinan-3,6,14-triol, 4,5-epoxy-17-(2-phenylethyl)-, (5alpha,6alpha)-, (4R,4aS,7S,7aR,12bS)-3-(2-phenylethyl)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,7,9-triol
Theoretical properties:
molecular_formula: C24H27NO4
molecular_weight: 393.5 g/mol
exact_mass: 393.19400834 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 29
topological_polar_surface_area: 73.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: RAM-378(7,8-Dihydro-14-hydroxy-N-phenethylnormorphine) is an opioid analgesic. It is the N-phenethyl derivative of hydromorphinol.
Compound: emoxypin
SMILES: Oc1c(nc(C)cc1)CC
InChIKey: JPGDYIGSCHWQCC-UHFFFAOYSA-N
Synonyms: emoxypin, 6-Methyl-2-ethyl-3-hydroxypyridine, 2-Ethyl-6-methyl-3-oxypyridine, RefChem:590760, 2-Ethyl-3-hydroxy-6-methylpyridine, 2364-75-2, 2-ethyl-6-methylpyridin-3-ol, Emoxypine, Emoxipine, Epigid, 2-Ethyl-6-methyl-3-hydroxypyridine, Emoxipin, 3-Pyridinol, 2-ethyl-6-methyl-, 2-Ethyl-6-methyl-3-pyridinol, Epygid, MFCD00462409, ethylmethylhydroxypyridine, METHYLETHYLPIRIDINOL, V247P5H4E1, 2-Ethyl-6-methyl-pyridin-3-ol, BRN 0115913, UNII-V247P5H4E1, CBDivE_006685, 4-21-00-00559 (Beilstein Handbook Reference), SCHEMBL195347, orb1298770, CHEMBL3338326, SCHEMBL27523854, SCHEMBL29362452, DTXSID40178313, HMS1673L03, ALBB-019184, EBC-04303, METHYLETHYLPIRIDINOL [WHO-DD], SBB080762, STK363100, AKOS000511507, CS-W002620, HY-W002620, PS-4106, NCGC00342201-01, SY021192, DB-002446, E0833, EN300-175312, AB01334615-02, F077108, A1-48854, Q4532982, BRD-K28982731-001-01-6, Z1741975119
Theoretical properties:
molecular_formula: C8H11NO
molecular_weight: 137.18 g/mol
exact_mass: 137.084063974 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 10
topological_polar_surface_area: 33.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: EMOXYPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Emoxypine (2-ethyl-6-methyl-3-hydroxypyridine), also known as Mexidol or Mexifin, a succinate salt, is chemical compound which is claimed by its manufacturer,  the  Russian company Pharmasoft Pharmaceuticals, to have antioxidant and actoprotector properties, but these purported properties of emoxypine have not been proven. Its chemical structure resembles that of pyridoxine (a type of vitamin B6).
Compound: Gigantine
SMILES: O(c1c(O)c2c([C@@H](N(C)CC2)C)cc1OC)C
InChIKey: HRJQUAXWKYISJC-QMMMGPOBSA-N
Synonyms: Gigantine, 32829-58-6, 5QO2DDT36D, (1S)-6,7-dimethoxy-1,2-dimethyl-3,4-dihydro-1H-isoquinolin-5-ol, 5-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-1,2-dimethyl-, (1S)-, DTXSID70331777, RefChem:1049483, DTXCID70282871, (1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1,2-dimethyl-5-isoquinolinol, Gigantine [MI], UNII-5QO2DDT36D, C09445, AC1L9CGW, CHEBI:5351, SCHEMBL16114040, SCHEMBL30680754, HRJQUAXWKYISJC-QMMMGPOBSA-N, (1S)-6,7-dimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-ol, Q5560213, 6,7-Dimethoxy-1,2-dimethyl-1,2,3,4-tetrahydro-5-isoquinolinol #, 5-Isoquinolinol, 1,2,3,4-tetrahydro-6,7-dimethoxy-1,2-dimethyl-, (S)-
Theoretical properties:
molecular_formula: C13H19NO3
molecular_weight: 237.29 g/mol
exact_mass: 237.13649347 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 41.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Gigantine is a member of isoquinolines.
wikipedia: Gigantine is a tetrahydroisoquinoline alkaloid found in Carnegiea gigantea and other related cactus species. It was first discovered along with macromerine in 1967. Gigantine is found in significant quantities in many mescaline-containing cactus species, but it is unclear whether it contributes to their psychoactive effects. The compound has been suspected to be hallucinogenic based on animal studies in cats and monkeys, but has not been evaluated in humans.
Compound: Neocuproine
SMILES: n1c2c3nc(ccc3ccc2ccc1C)C
InChIKey: IYRGXJIJGHOCFS-UHFFFAOYSA-N
Synonyms: Neocuproine, 2,9-Dimethyl-1,10-phenanthroline, 484-11-7, Neocuproin, 1,10-Phenanthroline, 2,9-dimethyl-, 2,9-Dimethylphenanthroline, DMPHEN, 2,9-Dimethyl-o-phenanthroline, 8E7D2SH3BV, DTXSID5060065, NSC-4280, VUF-7738, CHEBI:91222, 3,6-dimethyl-4,5-phenanthroline, RefChem:165152, DTXCID1040619, 207-601-9, neo-Cuproin, NSC4280, MFCD00004973, MLS001194484, SMR000555011, DMPHEN; NSC 4280; Neocuproin; VUF 7738, 2,9-dimethylpyridino[3,2-h]quinoline, NSC 4280, EINECS 207-601-9, 2,9-Dimethyl-1,10-phenanthroline hemihydrate, 98%, UNII-8E7D2SH3BV, MEPHEN, 2,10-phenanthroline, Neocuproine, >=98%, 1, 2,9-dimethyl-, NEOCUPROINE [MI], 2,9-NEOCUPROINE, NCIMech_000034, Oprea1_068014, cid_65237, SCHEMBL124563, CHEMBL375781, orb1695930, SCHEMBL29367091, SCHEMBL29639703, BDBM64740, GNF-PF-5611, HMS2230M06, HMS3373K19, KUC107774N, 2,9-dimethyl[1,10]phenanthroline, KSC-09-264B, 2,9-di-methyl-1,10-phenanthroline, 3,6-Dimethyl-4,5-diazaphenanthrene, CCG-16034, CCG-35468, EBC-47351, SBB008718, AKOS000511700, CS-W004563, FD32093, HY-W004563, NCGC00245843-01, AS-14894, NCI60_003986, ST013881, SY010909, DB-050426, D0771, EU-0036872, Neocuproine, Vetec(TM) reagent grade, 98%, NS00005029, EN300-196274, F20419, 2,9-Dimethyl-1,10-phenanthroline  Neocuproine, AB00443806-10, AB00443806-12, AG-690/12868020, F449466, Q409347, doi:10.14272/IYRGXJIJGHOCFS-UHFFFAOYSA-N.1, BRD-K16598630-001-05-7, Z1224384937
Theoretical properties:
molecular_formula: C14H12N2
molecular_weight: 208.26 g/mol
exact_mass: 208.100048391 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 16
topological_polar_surface_area: 25.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Neocuproine is a member of the class of phenanthrolines that is 1,10-phenanthroline bearing two methyl substituents at positions 2 and 9. It has a role as a copper chelator and a chelator.
chebi: A member of the class of phenanthrolines that is 1,10-phenanthroline bearing two methyl substituents at positions 2 and 9.
chembl: NEOCUPROINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Neocuproine is a heterocyclic organic compound and chelating agent.  Phenanthroline ligands were first published in the late 19th century, and the derivatives substituted at the 2 and 9 positions are among the most studied of the modified phenanthrolines.
Compound: Vicianin
SMILES: O1[C@@H](O[C@@H](C#N)c2ccccc2)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO[C@@H]3OC[C@H](O)[C@@H]([C@H]3O)O)O
InChIKey: YYYCJNDALLBNEG-GNRUMFBNSA-N
Synonyms: Vicianin, 155-57-7, CQU61CXY3D, (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyacetonitrile, 6-o-alpha-l-arabinopyranosyl-beta-d-glucopyranoside, DTXSID70935113, (2R)-2-phenyl-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl)oxymethyl)oxan-2-yl)oxyacetonitrile, (2R)-2-phenyl-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydropyran-2-yl)oxymethyl)tetrahydropyran-2-yl)oxy-acetonitrile, (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-acetonitrile, RefChem:906331, mandelonitrile beta-vicianoside, DTXCID401514719, (alphaR)-alpha-((6-O-alpha-L-Arabinopyranosyl-beta-D-glucopyranosyl)oxy)benzeneacetonitrile, Benzeneacetonitrile, alpha-((6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranosyl)oxy)-, (R)-, R-VICIANIN, C01870, AC1LCV2V, VICIANIN [MI], SCHEMBL17387703, CHEBI:166510, NS00094440, Q6609212, [mandelonitrile beta-vicianoside (6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside)], BENZENEACETONITRILE, .ALPHA.-((6-O-.ALPHA.-L-ARABINOPYRANOSYL-.BETA.-D- GLUCOPYRANOSYL)OXY)-, (R)-
Theoretical properties:
molecular_formula: C19H25NO10
molecular_weight: 427.4 g/mol
exact_mass: 427.14784599 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 6
heavy_atom_count: 30
topological_polar_surface_area: 182 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Vicianin is a cyanogenic glycoside.
wikipedia: Vicianin is a cyanogenic disaccharide.
The enzyme vicianin beta-glucosidase uses (R)-vicianin and H2O to produce mandelonitrile and vicianose. It is found in seeds of Vicia angustifolia.
Compound: 6-Methyl-MDA
SMILES: O1c2c(cc(C)c(c2)CC(N)C)OC1
InChIKey: HCFHWXDIZOAUTQ-UHFFFAOYSA-N
Synonyms: 6-Methyl-MDA, ZXQ5PQR4TU, 246861-21-2, RefChem:199110, UNII-ZXQ5PQR4TU, CHEMBL6376, 1-Methyl-2-(6-methyl-benzo[1,3]dioxol-5-yl)-ethylamine, SCHEMBL10322333, DTXSID501029470, BDBM50063545, 2-methyl-4,5-methylenedioxyamphetamine, 1-(6-Methyl-1,3-benzodioxol-5-yl)-2-propanamine, Q4641546
Theoretical properties:
molecular_formula: C11H15NO2
molecular_weight: 193.24 g/mol
exact_mass: 193.110278721 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 14
topological_polar_surface_area: 44.5 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: 6-Methyl-MDA, also known as 6-methyl-3,4-methylenedioxyamphetamine is an entactogen and psychedelic drug of the amphetamine and MDxx families. It was first synthesized in the late 1990s by a team including David E. Nichols at Purdue University while investigating derivatives of 3,4-methylenedioxyamphetamine (MDA) and 3,4-methylenedioxy-N-methylamphetamine (MDMA).
6-Methyl-MDA has IC50 values of 783 nM, 28,300 nM, and 4,602 nM for inhibiting the reuptake of serotonin, dopamine, and norepinephrine in rat synaptosomes. In animal studies it substitutes for MBDB, MMAI, LSD, and 2,5-dimethoxy-4-iodoamphetamine (DOI), though not amphetamine, but only partially and at high doses. Thus, while several-fold less potent than its analogues 2-methyl-MDA and 5-methyl-MDA, and approximately half as potent as MDA, 6-methyl-MDA is still significantly active.
According to Daniel Trachsel and colleagues, 6-methyl-MDA is active at a dose of 160 mg orally and has a duration of 8 hours.
6-Methyl-MDA is a controlled substance in Canada under phenethylamine blanket-ban language.
Compound: SCHEMBL28136
SMILES: O=C(NCCCCC)c1nc([C@@H]2C3O[C@H]([C@@H]2Cc4c(cccc4)CCC(=O)O)CC3)oc1
InChIKey: BBPRUNPUJIUXSE-OSUJBIHNSA-N
Synonyms: SCHEMBL28136
Theoretical properties:
molecular_formula: C25H32N2O5
molecular_weight: 440.5 g/mol
exact_mass: 440.23112213 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 11
heavy_atom_count: 32
topological_polar_surface_area: 102 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: Paraxazone
SMILES: O=C1N(c2c(cccc2)OC1)CC(=O)N
InChIKey: ZHDATZMWGSUDMP-UHFFFAOYSA-N
Synonyms: Paraxazone, Paraxazone [INN], paraxazona, UNII-2H6ON8WA7L, 2H6ON8WA7L, 2,3-Dihydro-3-oxo-4H-1,4-benzoxazine-4-acetamide, DTXSID10181096, paraxazonum, RefChem:170044, DTXCID20103587, 26513-79-1, 2-(3-oxo-1,4-benzoxazin-4-yl)acetamide, 2-(3-Oxo-2,3-dihydro-4h-benzo[b][1,4]oxazin-4-yl)acetamide, MLS006011512, orb1737611, SCHEMBL2108049, CHEMBL2105270, AKOS006039005, SMR004703287, CS-0293002, NS00127198, SR-01000944836, Q7136297, SR-01000944836-1, 2,3-Dihydro-3-oxo-4H-1,4-benzoxazine-4-acetamide., Z33545997, 2-(3-Oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)acetamide
Theoretical properties:
molecular_formula: C10H10N2O3
molecular_weight: 206.20 g/mol
exact_mass: 206.06914219 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 2
heavy_atom_count: 15
topological_polar_surface_area: 72.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PARAXAZONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Paraxazone is an antidepressant. It acts as a reversible inhibitor of the enzyme monoamine oxidase (MAO). It was never marketed.