Details of the Drug

General Information of Drug (ID: DM32MIE)

Drug Name

3-(2-Dimethylamino-ethyl)-1H-indol-6-ol

Synonyms

BRN 0160817; 6-Hydroxy-N,N-dimethyltryptamine; 1476-33-1; INDOL-6-OL, 3-(2-(DIMETHYLAMINO)ETHYL)-; CHEMBL382750; 3-(2-dimethylaminoethyl)-1H-indol-6-ol; 1H-Indol-6-ol, 3-[2-(dimethylamino)ethyl]-; 3-(2-Dimethylamino-ethyl)-1H-indol-6-ol; 5-22-12-00067 (Beilstein Handbook Reference); 6-hydroxy-N-dimethyltryptamine; AC1L257Q; DTXSID70163752; BDBM50171259; AKOS023092717; LS-83678

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

204.27

Logarithm of the Partition Coefficient (xlogp)

2.4

Rotatable Bond Count (rotbonds)

3

Hydrogen Bond Donor Count (hbonddonor)

2

Hydrogen Bond Acceptor Count (hbondacc)

2

Chemical Identifiers

Formula: C12H16N2O
IUPAC Name: 3-[2-(dimethylamino)ethyl]-1H-indol-6-ol
Canonical SMILES: CN(C)CCC1=CNC2=C1C=CC(=C2)O
InChI: InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-7-10(15)3-4-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3
InChIKey: WUQMRWPLIMXBDX-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 15124
CAS Number: 1476-33-1
TTD ID: D00APD

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	[1]
5-HT 2B receptor (HTR2B)	TT0K1SC	5HT2B_HUMAN	Inhibitor	[1]
5-HT 2C receptor (HTR2C)	TTWJBZ5	5HT2C_HUMAN	Inhibitor	[1]

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Molecular Interaction Atlas (MIA)

MIA Detail

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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 2C receptor (HTR2C)	DTT	HTR2C	1.02E-02	-0.45	-0.37
5-HT 2C receptor (HTR2C)	DTT	HTR2C	2.27E-01	0.27	0.6
5-HT 2A receptor (HTR2A)	DTT	HTR2A	1.68E-01	-0.3	-0.14
5-HT 2A receptor (HTR2A)	DTT	HTR2A	5.59E-01	0.15	0.21
5-HT 2B receptor (HTR2B)	DTT	HTR2B	1.29E-01	-0.04	-0.14
5-HT 2B receptor (HTR2B)	DTT	HTR2B	1.13E-01	-0.04	-0.26

Molecular Expression Atlas (MEA)

MEA Detail

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References

1	SAR of psilocybin analogs: discovery of a selective 5-HT 2C agonist. Bioorg Med Chem Lett. 2005 Oct 15;15(20):4555-9.