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: CHEBI:2089
CAS Number: 608-07-1
TTD ID: D04AQE

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)

MIA Detail

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)

MEA Detail

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.