Details of the Drug

General Information of Drug (ID: DMARCKD)

Drug Name
5-METHOXYTRYPTAMINE
Synonyms
5-METHOXYTRYPTAMINE; 608-07-1; 2-(5-Methoxy-1H-indol-3-yl)ethanamine; Mexamine; Methoxytryptamine; 3-(2-Aminoethyl)-5-methoxyindole; Mexamine base; 5MOT; 5-Mot; 1H-Indole-3-ethanamine, 5-methoxy-; 2-(5-Methoxyindol-3-yl)ethylamine; Meksamin; Meksamin (free base); 5-MeOT; O-Methylserotonin; 2-(5-Methoxy-1H-Indol-3-Yl)Ethan-1-Amine; NSC 56422; 5-MT; UNII-3VMW6141KC; INDOLE, 3-(2-AMINOETHYL)-5-METHOXY-; 5-methoxy-1H-indole-3-ethanamine; EINECS 210-153-7; Lopac-M-6628; 5-Methoxytryptamine, 97%; BRN 0145587; CHEMBL8165; 3VMW6141KC
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) 190.24
Logarithm of the Partition Coefficient (xlogp) 0.5
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 2
Chemical Identifiers
Formula
C11H14N2O
IUPAC Name
2-(5-methoxy-1H-indol-3-yl)ethanamine
Canonical SMILES
COC1=CC2=C(C=C1)NC=C2CCN
InChI
InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChIKey
JTEJPPKMYBDEMY-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1833
ChEBI ID
CHEMBL8165
CAS Number
608-07-1
TTD ID
D04AQE
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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 Inhibitor [2]
5-HT 6 receptor (HTR6) TTJS8PY 5HT6R_HUMAN Inhibitor [3]
Long transient receptor potential channel 8 (TRPM8) TTXDKTO TRPM8_HUMAN Inhibitor [4]
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
5-HT 6 receptor (HTR6) DTT HTR6 1.23E-05 -0.12 -0.71
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 107).
2 Central serotonin receptors as targets for drug research. J Med Chem. 1987 Jan;30(1):1-12.
3 Medicinal chemistry driven approaches toward novel and selective serotonin 5-HT6 receptor ligands. J Med Chem. 2005 Mar 24;48(6):1781-95.
4 5-benzyloxytryptamine as an antagonist of TRPM8. Bioorg Med Chem Lett. 2010 Dec 1;20(23):7076-9.