General Information of Drug (ID: DMYVU47)

Drug Name
Methylenedioxymethamphetamine
Synonyms
3,4-Methylenedioxymethamphetamine; MDMA; 3,4-methylenedioxymethamphetamine; Ecstasy; Methylenedioxymethamphetamine; 42542-10-9; N-METHYL-3,4-METHYLENEDIOXYAMPHETAMINE; DL-(3,4-Methylenedioxy)methamphetamine; (RS)-3,4-(methylenedioxy)methamphetamine; Midomafetamine; MDMA (unspecified); N,alpha-Dimethyl-1,3-benzodioxole-5-ethanamine; HSDB 6929; 1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine; CHEBI:1391; DEA No 7405; (+-)-(3,4-Methylenedioxy)methamphetamine; (+-)-N-Methyl-3,4-(methylenedioxy)amphetamine; 1,3-Benzodioxole-5-ethanamine, N,alpha-dimethyl-
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) 193.24
Topological Polar Surface Area (xlogp) 2.2
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Elimination
The drug is excreted via renal [2]
Half-life
The concentration or amount of drug in body reduced by one-half in 6C10 [3]
Metabolism
The drug is metabolized via the hepatic [4]
Chemical Identifiers
Formula
C11H15NO2
IUPAC Name
1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
Canonical SMILES
CC(CC1=CC2=C(C=C1)OCO2)NC
InChI
InChI=1S/C11H15NO2/c1-8(12-2)5-9-3-4-10-11(6-9)14-7-13-10/h3-4,6,8,12H,5,7H2,1-2H3
InChIKey
SHXWCVYOXRDMCX-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1615
ChEBI ID
CHEBI:1391
CAS Number
42542-10-9
DrugBank ID
DB01454
TTD ID
D0F5NJ
VARIDT ID
DR00433
INTEDE ID
DR1089

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 2A receptor (HTR2A) TTJQOD7 5HT2A_HUMAN Agonist [5]
5-HT 2B receptor (HTR2B) TT0K1SC 5HT2B_HUMAN Agonist [5]
5-HT 2C receptor (HTR2C) TTWJBZ5 5HT2C_HUMAN Agonist [5]
Dopamine transporter (DAT) TTVBI8W SC6A3_HUMAN Inhibitor [5], [6]
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [5], [6]
Serotonin transporter (SERT) TT3ROYC SC6A4_HUMAN Inhibitor [5], [6]
Synaptic vesicle amine transporter (SLC18A2) TTNZRI3 VMAT2_HUMAN Antagonist [5]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2D6 (CYP2D6) DECB0K3 CP2D6_HUMAN Substrate [7]
Catechol O-methyltransferase (COMT) DEV3T4A COMT_HUMAN Substrate [7]
Cytochrome P450 102A1 (cyp102) DE4OGUF CPXB_BACMB Substrate [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

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
Synaptic vesicle amine transporter (SLC18A2) DTT SLC18A2 2.69E-02 -0.04 -0.11
Catechol O-methyltransferase (COMT) DME COMT 5.00E-03 9.63E-02 4.48E-01
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 7.30E-01 -1.91E-02 -1.41E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

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