General Information of the Compound
Compound ID
CP0055392
Compound Name
2-(1H-indol-3-yl)-N,N-dimethylethanamine
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Synonyms
(2-Indol-3-ylethyl)dimethylamine
(psychogenic)
1H-Indole-3-ethanamine, N,N-dimethyl-
2-(1H-Indol-3-yl)-N,N-dimethylethanamine
2-(1H-indol-3-yl)-N,N-dimethylethanamine
2-(3-Indolyl)ethyldimethylamine
3-(2-Dimethylaminoethyl)indole
3-[2-(dimethylamino)ethyl]indole
61-50-7
BRN 0138259
CHEBI:28969
CHEMBL12420
DEA No 7435
DIMETHYLTRYPTAMINE
DMT (psychogenic)
DMULVCHRPCFFGV-UHFFFAOYSA-N
Dimethyltryptamine
EINECS 200-508-4
Indole,
N,N-DIMETHYLTRYPTAMINE
N,N-Dimethyl-1H-indole-3-ethylamine
N,N-Dimethyltryptamine
N,N-dimethyl-1H-Indole-3-ethanamine
NSC 63795
UNII-WUB601BHAA
WUB601BHAA
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Structure
Formula
C12H16N2
Molecular Weight
188.274
Canonical SMILES
CN(C)CCc1c[nH]c2ccccc12
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InChI
InChI=1S/C12H16N2/c1-14(2)8-7-10-9-13-12-6-4-3-5-11(10)12/h3-6,9,13H,7-8H2,1-2H3
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InChIKey
DMULVCHRPCFFGV-UHFFFAOYSA-N
CAS
68677-25-8
61-50-7
Physicochemical Property
logP
2.272
Rotatable Bonds
3
Heavy Atom Count
14
Polar Areas
19.03
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
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: 6089
SID: 15265804
ChEMBL ID
CHEMBL12420
DrugBank ID
DB01488
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: PT00825, 5-hydroxytryptamine receptor 2A
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 22.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 65 nM
Clinical Information about the Compound
Drug 1 ( 2-(1H-indol-3-yl)-N,N-dimethylethanamine )
Drug Name 2-(1H-indol-3-yl)-N,N-dimethylethanamine
Target(s)
Opioid receptor sigma 1 (OPRS1)
 Target Info 
Inhibitor
5-HT 6 receptor (HTR6)
 Target Info 
Inhibitor
5-HT 2A receptor (HTR2A)
 Target Info 
Inhibitor