Details of the Drug

General Information of Drug (ID: DMOJAUI)

Drug Name

JWH-251

Synonyms

JWH-251; UNII-55H9NDH32M; 1-Pentyl-3-(2-methylphenylacetyl)indole; 864445-39-6; CHEMBL364820; 55H9NDH32M; 2-(2-Methylphenyl)-1-(1-pentyl-1H-indol-3-yl)ethanone; 2-(2-methylphenyl)-1-(1-pentylindol-3-yl)ethanone; SCHEMBL2473611; JWH 251; DTXSID80235555; YBIPNGRKUAVSBG-UHFFFAOYSA-N; ZINC28463005; BDBM50170339; CCG-208751; FT-0670595; 1-(1-pentyl-1H-indol-3-yl)-2-o-tolylethanone

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): 1

Molecular Weight (mw)

319.4

Logarithm of the Partition Coefficient (xlogp)

5.4

Rotatable Bond Count (rotbonds)

7

Hydrogen Bond Donor Count (hbonddonor)

0

Hydrogen Bond Acceptor Count (hbondacc)

1

Chemical Identifiers

Formula: C22H25NO
IUPAC Name: 2-(2-methylphenyl)-1-(1-pentylindol-3-yl)ethanone
Canonical SMILES: CCCCCN1C=C(C2=CC=CC=C21)C(=O)CC3=CC=CC=C3C
InChI: InChI=1S/C22H25NO/c1-3-4-9-14-23-16-20(19-12-7-8-13-21(19)23)22(24)15-18-11-6-5-10-17(18)2/h5-8,10-13,16H,3-4,9,14-15H2,1-2H3
InChIKey: YBIPNGRKUAVSBG-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 11616723
CAS Number: 864445-39-6
TTD ID: D05DXW

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Cannabinoid receptor 2 (CB2)	TTMSFAW	CNR2_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cannabinoid receptor 1 (CNR1)	OTEALO6G	CNR1_HUMAN	Gene/Protein Processing	[2]

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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
Cannabinoid receptor 2 (CB2)	DTT	CNR2	3.82E-02	-0.43	-1.18

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. Bioorg Med Chem Lett. 2005 Sep 15;15(18):4110-3.
2	Finding order in chemical chaos - Continuing characterization of synthetic cannabinoid receptor agonists. Neuropharmacology. 2018 May 15;134(Pt A):73-81. doi: 10.1016/j.neuropharm.2017.10.041. Epub 2017 Nov 4.