Details of the Drug

General Information of Drug (ID: DMP204G)

Drug Name
METHYLENEDIOXYAMPHETAMINE
Synonyms
Tenamfetamine; 3,4-methylenedioxyamphetamine; Methylenedioxyamphetamine; 4764-17-4; 3,4-Methylenedioxy-amphetamine; MDA (pharmaceutical); Tenamfetamine [INN]; Tenamfetaminum [Latin]; Tenamfetamina [Spanish]; 1-(1,3-benzodioxol-5-yl)propan-2-amine; BRN 0150196; DEA No. 7400; AI3-24882; alpha-Methyl-1,3-benzodioxole-5-ethanamine; 1,3-Benzodioxole-5-ethanamine, alpha-methyl-; CHEMBL6731; ALPHA-METHYL-3,4-(METHYLENEDIOXY)PHENETHYLAMINE; NGBBVGZWCFBOGO-UHFFFAOYSA-N; 5-19-08-00417 (Beilstein Handbook Reference); Phenethylamine, alp
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 179.22
Logarithm of the Partition Coefficient (xlogp) 1.6
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
Chemical Identifiers
Formula
C10H13NO2
IUPAC Name
1-(1,3-benzodioxol-5-yl)propan-2-amine
Canonical SMILES
CC(CC1=CC2=C(C=C1)OCO2)N
InChI
InChI=1S/C10H13NO2/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5,7H,4,6,11H2,1H3
InChIKey
NGBBVGZWCFBOGO-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1614
ChEBI ID
CHEMBL6731
CAS Number
4764-17-4
UNII
XJZ28FJ27W
DrugBank ID
DB01509
TTD ID
D02TMK
VARIDT ID
DR00861
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Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [1]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [1]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
ATP-dependent translocase ABCB1 (ABCB1) OTEJROBO MDR1_HUMAN Gene/Protein Processing [3]
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Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Dopamine transporter (DAT) DTT SLC6A3 1.08E-03 -3.08 -1.99
Serotonin transporter (SERT) DTT SLC6A4 8.76E-01 7.18E-05 6.19E-04
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 Synthesis and in vitro toxicity of 4-MTA, its characteristic clandestine synthesis byproducts and related sulfur substituted alpha-alkylthioampheta... Bioorg Med Chem. 2010 Jun 1;18(11):4009-31.
2 Synthesis and serotonin transporter activity of sulphur-substituted alpha-alkyl phenethylamines as a new class of anticancer agents. Eur J Med Chem. 2009 Dec;44(12):4862-88.
3 Michaelis-Menten kinetic analysis of drugs of abuse to estimate their affinity to human P-glycoprotein. Toxicol Lett. 2013 Feb 27;217(2):137-42. doi: 10.1016/j.toxlet.2012.12.012. Epub 2012 Dec 27.