General Information of the Compound
Compound ID
CP0034894
Compound Name
2-(5-methoxy-1H-indol-3-yl)ethanamine
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Synonyms
1H-Indole-3-ethanamine, 5-methoxy-
2-(5-Methoxy-1H-Indol-3-Yl)Ethan-1-Amine
2-(5-Methoxy-1H-indol-3-yl)ethanamine
2-(5-Methoxyindol-3-yl)ethylamine
3-(2-Aminoethyl)-5-methoxyindole
3VMW6141KC
5-METHOXYTRYPTAMINE
5-MT
5-MeOT
5-Methoxytryptamine, 97%
5-Mot
5-methoxy-1H-indole-3-ethanamine
5MOT
608-07-1
BRN 0145587
CHEMBL8165
EINECS 210-153-7
INDOLE, 3-(2-AMINOETHYL)-5-METHOXY-
Lopac-M-6628
Meksamin
Meksamin (free base)
Methoxytryptamine
Mexamine
Mexamine base
NSC 56422
O-Methylserotonin
UNII-3VMW6141KC
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Structure
Formula
C11H14N2O
Molecular Weight
190.246
Canonical SMILES
COc1ccc2[nH]cc(CCN)c2c1
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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
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InChIKey
JTEJPPKMYBDEMY-UHFFFAOYSA-N
CAS
608-07-1
Physicochemical Property
logP
1.6777
Rotatable Bonds
3
Heavy Atom Count
14
Polar Areas
51.04
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
14

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 1833
SID: 15171512
ChEMBL ID
CHEMBL8165
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01480, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000085 J1 Mus musculus (Mouse)  1
1
Ki = 500 nM
   TI
   LI
   LO
   TS
Protein ID: PT01354, 5-hydroxytryptamine receptor 6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 88 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki < 50 nM
Protein ID: PT03065, Transient receptor potential cation channel subfamily M member 8
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000058 T-REx-293 Homo sapiens (Human)  2
1
IC50 = 11600 nM
   TI
   LI
   LO
   TS
2
IC50 = 12400 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( 5-METHOXYTRYPTAMINE )
Drug Name 5-METHOXYTRYPTAMINE
Target(s)
5-HT 6 receptor (HTR6)
Inhibitor
Long transient receptor potential channel 8 (TRPM8)
Inhibitor
5-HT 2A receptor (HTR2A)
Inhibitor