JAZL/ChemGist-CHON huggingface dataset:
Compound: 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine
SMILES: O(c1c(cc(OC)c(c1)C)C2C(N)C2)C
InChIKey: HYVPPECPQRBJEQ-UHFFFAOYSA-N
Synonyms: 2-(2,5-dimethoxy-4-methylphenyl)cyclopropan-1-amine, 4-Methyl-2,5-methoxyphenylcyclopropylamine, CHEMBL13530, SCHEMBL20970871, SCHEMBL29543256, DTXSID10990120, UCA85449, Q4637171
Theoretical properties:
molecular_formula: C12H17NO2
molecular_weight: 207.27 g/mol
exact_mass: 207.125928785 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 15
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: DMCPA, also known as 2,5-dimethoxy-4-methylphenylcyclopropylamine, is a psychedelic drug of the phenethylamine, amphetamine, and phenylcyclopropylamine families related to DOM. It is a derivative of tranylcypromine and is the cyclized phenethylamine analogue of DOM in which the α and β positions have been connected with a carbon atom to form a cyclopropyl group.
Compound: DME (psychedelic)
SMILES: O(c1c(OC)ccc(c1)C(O)CN)C
InChIKey: WIUFFBGZBFVVDL-UHFFFAOYSA-N
Synonyms: DME (psychedelic), 3,4-dimethoxyphenylethanolamine, F9TYB6AM4W, 3,4-Dimethoxynorepinephrine, Veratryl alcohol, alpha-(aminomethyl)-, alpha-(Aminomethyl)-3,4-dimethoxybenzenemethanol, Benzenemethanol, alpha-(aminomethyl)-3,4-dimethoxy-, VERATRYL ALCOHOL, .ALPHA.-(AMINOMETHYL)-, .ALPHA.-(AMINOMETHYL)-3,4-DIMETHOXYBENZENEMETHANOL, BENZENEMETHANOL, .ALPHA.-(AMINOMETHYL)-3,4-DIMETHOXY-, RefChem:198075, 6924-15-8, 2-amino-1-(3,4-dimethoxyphenyl)ethanol, 2-AMINO-1-(3,4-DIMETHOXY-PHENYL)-ETHANOL, UNII-F9TYB6AM4W, MFCD03411415, 2-Amino-1-(3, 4-dimethoxyphenyl)ethanol, SCHEMBL1966507, SCHEMBL29633151, DTXSID50512380, CHEBI:125385, WIUFFBGZBFVVDL-UHFFFAOYSA-N, GAA92415, SBB079746, AKOS000123306, AKOS016053498, SY484075, 2-Amino-1-(3,4-dimethoxyphenyl)-ethanol, 2-amino-1-(3,4-dimethoxyphenyl)-1-ethanol, EN300-144212, Q5205618, benzene, 1-(2-amino-1-hydroxy)ethyl-3,4-dimethoxy-, BRD-A29119732-001-01-5
Theoretical properties:
molecular_formula: C10H15NO3
molecular_weight: 197.23 g/mol
exact_mass: 197.10519334 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 14
topological_polar_surface_area: 64.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 2-amino-1-(3,4-dimethoxyphenyl)ethanol is a dimethoxybenzene.
wikipedia: DME may refer to:
Compound: DMMDA
SMILES: O1c2c(OC)c(cc(c2OC1)OC)CC(N)C
InChIKey: GRGRGLVMGTVCNZ-UHFFFAOYSA-N
Synonyms: DMMDA, Y6T4R5Z3VU, 2,5-dimethoxy-3,4-methylenedioxyamphetamine, 15183-13-8, 4,7-Dimethoxy-alpha-methyl-1,3-benzodioxole-5-ethanamine, 1,3-Benzodioxole-5-ethanamine, 4,7-dimethoxy-alpha-methyl-, 1,3-BENZODIOXOLE-5-ETHANAMINE, 4,7-DIMETHOXY-.ALPHA.-METHYL-, 4,7-DIMETHOXY-.ALPHA.-METHYL-1,3-BENZODIOXOLE-5-ETHANAMINE, RefChem:200709, UNII-Y6T4R5Z3VU, CHEMBL126311, SCHEMBL2563162, DTXSID40658367, 1-(4,7-Dimethoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine, 1-(4,7-Dimethoxy-1,3-benzodioxol-5-yl)-2-propanamine
Theoretical properties:
molecular_formula: C12H17NO4
molecular_weight: 239.27 g/mol
exact_mass: 239.11575802 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 17
topological_polar_surface_area: 62.9 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: 2,5-Dimethoxy-3,4-methylenedioxyamphetamine (DMMDA or DMMDA-1) is a lesser-known psychedelic drug of the amphetamine and MDxx families related to MMDA. It was first synthesized by Alexander Shulgin in the 1960s and was described in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).
Compound: Iris (psychedelic)
SMILES: O(c1c(cc(OC)c(c1)CC(N)C)C)CC
InChIKey: IPJRCKIREPMKNE-UHFFFAOYSA-N
Synonyms: Iris (psychedelic), 2-Methoxy-5-ethoxy-4-methylamphetamine, V3WW7XL92Q, 952016-59-0, UNII-V3WW7XL92Q, 5-Ethoxy-2-methoxy-alpha,4-dimethylbenzeneethanamine, Benzeneethanamine, 5-ethoxy-2-methoxy-alpha,4-dimethyl-, SCHEMBL5467515, SCHEMBL29633099, DTXSID20660367, 1-(5-Ethoxy-2-methoxy-4-methylphenyl)-2-propanamine, 1-(5-ethoxy-2-methoxy-4-methylphenyl)propan-2-amine, Q10859784, 5-ETHOXY-2-METHOXY-.ALPHA.,4-DIMETHYLBENZENEETHANAMINE, BENZENEETHANAMINE, 5-ETHOXY-2-METHOXY-.ALPHA.,4-DIMETHYL-
Theoretical properties:
molecular_formula: C13H21NO2
molecular_weight: 223.31 g/mol
exact_mass: 223.157228913 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 16
topological_polar_surface_area: 44.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Iris most often refers to:

Iris (anatomy), part of the eye
Iris (color), an ambiguous color term
Iris (mythology), a Greek goddess
Iris (plant), a genus of flowering plants
Iris (given name), a feminine given name, and a list of people with the name
Iris or IRIS may also refer to:
Compound: 1-(3,4-Methylenedioxyphenyl)-2-butanamine
SMILES: O1c2c(ccc(c2)CC(N)CC)OC1
InChIKey: VHMRXGAIDDCGDU-UHFFFAOYSA-N
Synonyms: 1-(3,4-Methylenedioxyphenyl)-2-butanamine, 107447-03-0, 1,3-Benzodioxolylbutanamine, 1-Mdpba, CM58WOT28Y, alpha-Ethyl-1,3-benzodioxole-5-ethanamine, 1,3-Benzodioxole-5-ethanamine, alpha-ethyl-, RefChem:74246, 3,4-methylenedioxyphenyl-2-butanamine, 1-(1,3-benzodioxol-5-yl)butan-2-amine, BDB, 1-(2H-1,3-Benzodioxol-5-yl)butan-2-amine, 1-(1',3'-benzodioxol-5'-yl)-2-butanamine, BDB (hydrochloride), UNII-CM58WOT28Y, (3,4-Methylenedioxyphenyl)-2-butanamine, 1-(1,3-benzodioxol-5-yl)-2-butanamine, J (PSYCHEDELIC), CHEMBL61507, SCHEMBL987524, SCHEMBL29391884, DTXSID30910325, CHEBI:190948, VHMRXGAIDDCGDU-UHFFFAOYSA-N, AKOS009586096, 3,4-METHYLENEDIOXYBUTANPHENAMINE, 3,4-methylenedioxy-alpha-ethylphenethylamine, NS00009827, 2-amino-1-(3,4-methylenedioxyphenyl)-butane, Q209303, .ALPHA.-ETHYL-1,3-BENZODIOXOLE-5-ETHANAMINE, 1,3-BENZODIOXOLE-5-ETHANAMINE, .ALPHA.-ETHYL-, ( inverted exclamation marka)-1-(3,4-Methylenedioxyphenyl)-2-butanamine hydrochloride 90
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: 3
heavy_atom_count: 14
topological_polar_surface_area: 44.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 1-(1',3'-benzodioxol-5'-yl)-2-butanamine is a member of benzodioxoles.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 1,3-Benzodioxolylbutanamine (BDB), also known as 3,4-methylenedioxy-α-ethylphenethylamine or as J, is an entactogen of the phenethylamine, phenylisobutylamine, and MDxx families related to MDMA.
Compound: 23693-42-7
SMILES: O(c1c(OCC)cc(CC(N)C)c(c1)OCC)CC
InChIKey: PVOHHXSVHWUAMS-UHFFFAOYSA-N
Synonyms: 23693-42-7, 2,4,5-Triethoxy-alpha-methylbenzeneethanamine, RefChem:1059579, EEE (psychedelic), DY8NEE4XXW, EEE, UNII-DY8NEE4XXW, 2,4,5-triethoxyamphetamine, SCHEMBL5297176, DTXSID60660361, 1-(2,4,5-triethoxyphenyl)propan-2-amine, 1-(2,4,5-Triethoxyphenyl)-2-propanamine, Phenethylamine, 2,4,5-triethoxy-alpha-methyl-, Q5322910, 2,4,5-TRIETHOXY-.ALPHA.-METHYLBENZENEETHANAMINE, PHENETHYLAMINE, 2,4,5-TRIETHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C15H25NO3
molecular_weight: 267.36 g/mol
exact_mass: 267.18344366 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 8
heavy_atom_count: 19
topological_polar_surface_area: 53.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: EEE, also known as 2,4,5-triethoxyamphetamine or as TMA2-2,4,5-TriEtO, is a chemical compound of the phenethylamine, amphetamine, and DOx families. It is the analogue of TMA-2 in which the three methoxy groups on the phenyl ring have been replaced with ethoxy groups. In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists EEE's dose and duration as unknown. Shulgin stated that EEE has never been tested in humans. The chemical synthesis of EEE has been described. EEE was first described in the scientific literature by Shulgin in 1968. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.
Compound: EEM (psychedelic)
SMILES: O(c1c(OC)cc(CC(N)C)c(c1)OCC)CC
InChIKey: SAFDWWQYGOOGMX-UHFFFAOYSA-N
Synonyms: EEM (psychedelic), EYL9ME7KPM, 1-(2,4-diethoxy-5-methoxyphenyl)propan-2-amine, 23693-33-6, 2,4-diethoxy-5-methoxyamphetamine, UNII-EYL9ME7KPM, EEM, 2,4-Diethoxy-5-methoxy-alpha-methylbenzeneethanamine, Phenethylamine, 2,4-diethoxy-5-methoxy-alpha-methyl-, SCHEMBL5303671, DTXSID20660362, 1-(2,4-Diethoxy-5-methoxyphenyl)-2-propanamine, Q5322932, 2,4-DIETHOXY-5-METHOXY-.ALPHA.-METHYLBENZENEETHANAMINE, PHENETHYLAMINE, 2,4-DIETHOXY-5-METHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C14H23NO3
molecular_weight: 253.34 g/mol
exact_mass: 253.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 18
topological_polar_surface_area: 53.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: EEM may refer to

Eem, a river in the central Netherlands
EEM (psychedelic), a drug
EEM syndrome
Embedded event manager
Energy efficient mortgage
Entesa de l'Esquerra de Menorca
Excitation-emission matrix
Compound: EME (psychedelic)
SMILES: O(c1c(OC)cc(OCC)c(c1)CC(N)C)CC
InChIKey: IVHFHHXLFFHTTA-UHFFFAOYSA-N
Synonyms: EME (psychedelic), 2,5-diethoxy-4-methoxyamphetamine, J5Z2GQ2QK7, 23693-34-7, UNII-J5Z2GQ2QK7, EME, 2,5-Diethoxy-4-methoxy-alpha-methylbenzeneethanamine, Phenethylamine, 2,5-diethoxy-4-methoxy-alpha-methyl-, SCHEMBL5305064, DTXSID80660363, 1-(2,5-diethoxy-4-methoxyphenyl)propan-2-amine, 1-(2,5-Diethoxy-4-methoxyphenyl)-2-propanamine, Q5323493, 2,5-DIETHOXY-4-METHOXY-.ALPHA.-METHYLBENZENEETHANAMINE, PHENETHYLAMINE, 2,5-DIETHOXY-4-METHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C14H23NO3
molecular_weight: 253.34 g/mol
exact_mass: 253.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 18
topological_polar_surface_area: 53.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: EME may refer to:
Compound: EMM (psychedelic)
SMILES: O(c1c(cc(OC)c(c1)OC)CC(N)C)CC
InChIKey: SKRNTJDDBVAEGB-UHFFFAOYSA-N
Synonyms: EMM (psychedelic), 8S8UH2M5JV, 2-ethoxy-4,5-dimethoxyamphetamine, 23693-30-3, UNII-8S8UH2M5JV, EMM, 2-Ethoxy-4,5-dimethoxy-alpha-methylbenzeneethanamine, Phenethylamine, 2-ethoxy-4,5-dimethoxy-alpha-methyl-, SCHEMBL5308044, DTXSID40660364, 1-(2-ethoxy-4,5-dimethoxyphenyl)propan-2-amine, 1-(2-Ethoxy-4,5-dimethoxyphenyl)-2-propanamine, Q5323602, 2-ETHOXY-4,5-DIMETHOXY-.ALPHA.-METHYLBENZENEETHANAMINE, PHENETHYLAMINE, 2-ETHOXY-4,5-DIMETHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C13H21NO3
molecular_weight: 239.31 g/mol
exact_mass: 239.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 17
topological_polar_surface_area: 53.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: EMM, also known as 2-ethoxy-4,5-dimethoxyamphetamine or as TMA2-2-EtO, is a chemical compound of the phenethylamine, amphetamine, and DOx families related to the psychedelic drug TMA-2. It is the analogue of TMA-2 in which the methoxy group at the 2 position has been replaced with an ethoxy group. In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists EMM's dose as greater than 50 mg orally and its duration as unknown. The drug produced no effects at doses of up to 50 mg. Higher doses were not tested. The chemical synthesis of EMM has been described. EMM was first described in the scientific literature by Shulgin in 1968. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.
Compound: MEE (psychedelic)
SMILES: O(c1c(OCC)cc(CC(N)C)c(c1)OC)CC
InChIKey: LKJRFMXILZHUHU-UHFFFAOYSA-N
Synonyms: MEE (psychedelic), ZD2KJL8HG7, 2-methoxy-4,5-diethoxyamphetamine, UNII-ZD2KJL8HG7, 23693-35-8, 4,5-Diethoxy-2-methoxy-alpha-methylbenzeneethanamine, Phenethylamine, 4,5-diethoxy-2-methoxy-alpha-methyl-, Benzeneethanamine, 4,5-diethoxy-2-methoxy-alpha-methyl-, SCHEMBL5304943, DTXSID30660373, 1-(4,5-diethoxy-2-methoxyphenyl)propan-2-amine, 1-(4,5-Diethoxy-2-methoxyphenyl)-2-propanamine, Q6715316, 4,5-DIETHOXY-2-METHOXY-.ALPHA.-METHYLBENZENEETHANAMINE, PHENETHYLAMINE, 4,5-DIETHOXY-2-METHOXY-.ALPHA.-METHYL-, BENZENEETHANAMINE, 4,5-DIETHOXY-2-METHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C14H23NO3
molecular_weight: 253.34 g/mol
exact_mass: 253.16779360 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 18
topological_polar_surface_area: 53.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: Mee or MEE may refer to:

Ekari people, also known as the Mee, ethnic group from Central Papua, Indonesia
Ekari language, also known as the Mee language, a Trans–New Guinea language of Indonesia
Maré Airport, via IATA code, airport in Maré, New Caledonia
Mass extinction event
Massey Energy, a former coal extractor in the United States
Mee, a term for Chinese noodles commonly used in Southeast Asia
Mee (crater), a lunar impact crater
MEE (psychedelic), organic compound, 2-methoxy-4,5-diethoxyamphetamine
Mee (surname), surname list
Middle East Eye, news outlet covering the Middle East
Migration enhanced epitaxy, a refined molecular-beam epitaxy technique
Ministry of Ecology and Environment of the People's Republic of China
Multiple-effect evaporator
Multistate Essay Examination, a test consisting of essay questions largely concerning common law
Compound: 2,5-Dimethoxy-4-ethoxyamphetamine
SMILES: O(c1c(OC)cc(CC(N)C)c(c1)OC)CC
InChIKey: ITZLAXJQDMGDEO-UHFFFAOYSA-N
Synonyms: 2,5-Dimethoxy-4-ethoxyamphetamine, 16128-88-4, 3I0ORO8174, CHEMBL8225, UNII-3I0ORO8174, (+/-)-1-(2,5-Dimethoxy-4-ethoxyphenyl)-2-aminopropane, (+/-)-1-(4-Ethoxy-2,5-dimethoxyphenyl)-2-aminopropane, Phenethylamine, 4-ethoxy-2,5-dimethoxy-alpha-methyl-, Benzeneethanamine, 4-ethoxy-2,5-dimethoxy-alpha-methyl-, 2,5-dimethoxy-4-ethoxyamphetamine hydrochloride, 1-(4-ethoxy-2,5-dimethoxyphenyl)propan-2-amine, MEM (PSYCHEDELIC), SCHEMBL2556573, DTXSID00337348, ITZLAXJQDMGDEO-UHFFFAOYSA-N, 4-Ethoxy-2,5-dimethoxyamphetamine, BDBM50005255, AKOS027252255, 1-(4-Ethoxy-2,5-dimethoxyphenyl)-2-propanamine #, Q4596791, 2-(4-Ethoxy-2,5-dimethoxy-phenyl)-1-methyl-ethylamine, (+/-)2-(4-Ethoxy-2,5-dimethoxy-phenyl)-1-methyl-ethylamine, PHENETHYLAMINE, 4-ETHOXY-2,5-DIMETHOXY-.ALPHA.-METHYL-, BENZENEETHANAMINE, 4-ETHOXY-2,5-DIMETHOXY-.ALPHA.-METHYL-
Theoretical properties:
molecular_formula: C13H21NO3
molecular_weight: 239.31 g/mol
exact_mass: 239.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 17
topological_polar_surface_area: 53.7 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: MEM, also known as 2,5-dimethoxy-4-ethoxyamphetamine or as TMA2-4-EtO, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families related to TMA-2. It is the analogue of TMA-2 in which the methoxy group at the 4 position has been replaced with an ethoxy group. The drug was first described in the scientific literature by Alexander Shulgin by 1968.
Compound: Methallylescaline
SMILES: O(c1c(OC)cc(CCN)cc1OC)CC(=C)C
InChIKey: FOXJFBFFGULACD-UHFFFAOYSA-N
Synonyms: Methallylescaline, CVN0S9V910, UNII-CVN0S9V910, 4-Methallyloxy-3,5-dimethoxyphenethylamine, DTXSID20658380, 3,5-Dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]benzeneethanamine, 2-(3,5-Dimethoxy-4-((2-methylprop-2-en-1-yl)oxy)phenyl)ethanamine, 2-{3,5-Dimethoxy-4-[(2-methylprop-2-en-1-yl)oxy]phenyl}ethan-1-amine, 4-METHYLALLYLOXY-3,5-DIMETHOXYPHENETHYLAMINE, Benzeneethanamine, 3,5-dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]-, 3,5-DIMETHOXY-4-((2-METHYL-2-PROPEN-1-YL)OXY)BENZENEETHANAMINE, BENZENEETHANAMINE, 3,5-DIMETHOXY-4-((2-METHYL-2-PROPEN-1-YL)OXY)-, BENZENEETHANAMINE, 3,5-DIMETHOXY-4-((2-METHYL-2-PROPENYL)OXY)-, 2-(3,5-DIMETHOXY-4-((2-METHYLPROP-2-EN-1-YL)OXY)PHENYL)ETHAN-1-AMINE, RefChem:156853, DTXCID10609129, 207740-41-8, Methallylescaline HCl, MAL (PSYCHEDELIC), CHEMBL126803, SCHEMBL20970897, 207740-41-8 (freebase), AKOS005930440, 3,5-dimethoxy-4-methallyloxyphenethylamine, NS00067994, 4-methallyloxy-3,5-dimethoxyphenethylamine HCl, Q6823556, 2-[3,5-Dimethoxy-4-(2-methyl-allyloxy)-phenyl]-ethylamine HCl, 3,5-Dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]benzeneethanamine; Benzeneethanamine, 3,5-dimethoxy-4-[(2-methyl-2-propen-1-yl)oxy]-; Benzeneethanamine, 3,5-dimethoxy-4-[(2-methyl-2-propenyl)oxy]- (9CI); MAL; 3,5-Dimethoxy-4-(2-methylallyloxy)phenethylazane; 3,5-Dimethoxy-4-(2-methylallyloxy)phenethylamine
Theoretical properties:
molecular_formula: C14H21NO3
molecular_weight: 251.32 g/mol
exact_mass: 251.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 7
heavy_atom_count: 18
topological_polar_surface_area: 53.7 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: Methallylescaline (MAL), also known as 4-methylallyloxy-3,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline. It is taken orally.
The drug acts as a serotonin 5-HT2 receptor agonist, including of the serotonin 5-HT2A receptor. It is closely structurally related to mescaline and to other scalines like escaline and allylescaline.
Methallylescaline was first described by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved). It was encountered as a novel designer drug by 2013.
Compound: MADAM-6
SMILES: O1c2c(cc(C)c(c2)CC(NC)C)OC1
InChIKey: CRQPDNIUPWXPNK-UHFFFAOYSA-N
Synonyms: MADAM-6, W3H6GHJ73C, 2,n-dimethyl-4,5-methylenedioxyamphetamine, 207740-46-3, N,alpha,6-Trimethyl-1,3-benzodioxole-5-ethanamine, 1,3-Benzodioxole-5-ethanamine, N,alpha,6-trimethyl-, N,.ALPHA.,6-TRIMETHYL-1,3-BENZODIOXOLE-5-ETHANAMINE, 1,3-BENZODIOXOLE-5-ETHANAMINE, N,.ALPHA.,6-TRIMETHYL-, RefChem:201549, UNII-W3H6GHJ73C, SCHEMBL5480610, SCHEMBL29543960, DTXSID80660368, Q6714084, N-Methyl-1-(6-methyl-1,3-benzodioxol-5-yl)-2-propanamine, N-Methyl-1-(6-methyl-2H-1,3-benzodioxol-5-yl)propan-2-amine
Theoretical properties:
molecular_formula: C12H17NO2
molecular_weight: 207.27 g/mol
exact_mass: 207.125928785 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 15
topological_polar_surface_area: 30.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: MADAM-6, also known as 2,N-dimethyl-4,5-methylenedioxyamphetamine or as 6-methyl-MDMA, is a drug of the phenethylamine, amphetamine, and MDxx families related to MDMA.
Compound: MDHOET
SMILES: O1c2c(ccc(c2)CC(NCCO)C)OC1
InChIKey: SCUUYKMQDUDNBP-UHFFFAOYSA-N
Synonyms: MDHOET, Methylenedioxyhydroxyethylamphetamine, 8DVH9HP8WG, Hydroxyethyl-MDA, 3,4-Methylenedioxy-N-hydroxyethylamphetamine, 74698-43-4, 2-((1-(1,3-Benzodioxol-5-yl)propan-2-yl)amino)ethanol, 2-((2-(1,3-Benzodioxol-5-yl)-1-methylethyl)amino)ethanol, Ethanol, 2-((2-(1,3-benzodioxol-5-yl)-1-methylethyl)amino)-, Hydroxyethyl-3,4-methylenedioxyamphetamine, 2-[[2-(1,3-Benzodioxol-5-yl)-1-methylethyl]amino]ethanol, RefChem:201750, SCUUYKMQDUDNBP-UHFFFAOYSA-N, UNII-8DVH9HP8WG, PIHKAL #107, SCHEMBL5471876, DTXSID30616572, 3,4-methylenedioxy-N-(2-hydroxyethyl)amphetamine, Q6823986, 2-{[1-(1,3-Benzodioxol-5-yl)-2-propanyl]amino}ethanol, 2-{[1-(2H-1,3-Benzodioxol-5-yl)propan-2-yl]amino}ethan-1-ol
Theoretical properties:
molecular_formula: C12H17NO3
molecular_weight: 223.27 g/mol
exact_mass: 223.12084340 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 16
topological_polar_surface_area: 50.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: MDHOET, also known as 3,4-methylenedioxy-N-hydroxyethylamphetamine or as N-hydroxyethyl-MDA, is a lesser-known drug and a substituted amphetamine. It is also the N-hydroxyethyl analogue of MDA.
Compound: Mdipa
SMILES: O1c2c(ccc(c2)CC(NC(C)C)C)OC1
InChIKey: XKEVWMVUIDDRMC-UHFFFAOYSA-N
Synonyms: Mdipa, 3,4-Methylenedioxy-N-isopropylamphetamine, UNII-307EH7224K, MDI-P, 307EH7224K, DTXSID40388899, 1,3-Benzodioxole-5-ethanamine, alpha-methyl-N-(1-methylethyl)-, .ALPHA.-METHYL-N-(1-METHYLETHYL)-1,3-BENZODIOXOLE-5-ETHANAMINE, 1,3-BENZODIOXOLE-5-ETHANAMINE, .ALPHA.-METHYL-N-(1-METHYLETHYL)-, (1-(2H-1,3-benzodioxol-5-yl)propan-2-yl)(propan-2-yl)amine, [1-(2H-1,3-benzodioxol-5-yl)propan-2-yl](propan-2-yl)amine, RefChem:91257, DTXCID10820913, ALPHA-METHYL-N-(1-METHYLETHYL)-1,3-BENZODIOXOLE-5-ETHANAMINE, 74698-37-6, SCHEMBL5301767, DB06112, PD094631, Q4634076, 1-(2H-1,3-Benzodioxol-5-yl)-N-(propan-2-yl)propan-2-amine
Theoretical properties:
molecular_formula: C13H19NO2
molecular_weight: 221.29 g/mol
exact_mass: 221.141578849 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 16
topological_polar_surface_area: 30.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: The substituted methylenedioxyphenethylamines (abbreviated as MDxx) represent a diverse chemical class of compounds derived from phenethylamines. This category encompasses numerous psychoactive substances with entactogenic, psychedelic, and/or stimulant properties, in addition to entheogens. These compounds find application as research chemicals, designer drugs, and recreational drugs.
The base compound of the MDxx class is 3,4-methylenedioxyphenethylamine (MDPEA), and the prototypical agent of this class is 3,4-methylenedioxy-N-methylamphetamine (MDMA; "ecstasy"). Other notable MDxx class substances include 3,4-methylenedioxyamphetamine (MDA), 3,4-methylenedioxy-N-ethylamphetamine (MDEA; "Eve"), N-methyl-1,3-benzodioxolylbutanamine (MBDB; "Eden"), and 3,4-methylenedioxy-N-methylcathinone (βk-MDMA; "Methylone"). There are also cyclized phenethylamine MDxx compounds, such as MDAI, MDAT, MDPV, MDPM, and MDMAR.