Details of the Drug

General Information of Drug (ID: DMKYZGD)

Drug Name

3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol

Synonyms

1-METHYLPSILOCIN; 1465-16-3; 3-[2-(DIMETHYLAMINO)ETHYL]-1-METHYLINDOL-4-OL; CHEMBL197664; 3-(2-Dimethylamino-ethyl)-1-methyl-1H-indol-4-ol; SCHEMBL12558828; CTK4C4996; DTXSID40658761; MolPort-023-276-636; ZINC13985099; BDBM50171261; AKOS024457385; API0007835; B7244; J-008232

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)

218.29

Logarithm of the Partition Coefficient (xlogp)

1.9

Rotatable Bond Count (rotbonds)

3

Hydrogen Bond Donor Count (hbonddonor)

1

Hydrogen Bond Acceptor Count (hbondacc)

2

Chemical Identifiers

Formula: C13H18N2O
IUPAC Name: 3-[2-(dimethylamino)ethyl]-1-methylindol-4-ol
Canonical SMILES: CN1C=C(C2=C1C=CC=C2O)CCN(C)C
InChI: InChI=1S/C13H18N2O/c1-14(2)8-7-10-9-15(3)11-5-4-6-12(16)13(10)11/h4-6,9,16H,7-8H2,1-3H3
InChIKey: MZZRFEIDRWKTKJ-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 44404883
CAS Number: 1465-16-3
TTD ID: D0R8VT

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.