JWH-018   

GtoPdb Ligand ID: 9706

Synonyms: AM-678 | JWH 018 | JWH018
Compound class: Synthetic organic
Comment: JWH-018 is a synthetic cannabinoid generated in the 1990s with limited selectivity between CB1 and CB2 receptors (original synthesis reported in: https://www.sciencedirect.com/science/article/pii/S0960894X01801554). In vivo, it displays the 'classical tetrad' activity of CB1 agonists, with analgesic, hypothermic, hypolocomotive and cataleptic properties [2]. In the UK, it was the structural basis for definition of a series of compounds classified as Controlled Drugs under the Misuse of Drugs Act 1971 (Amendment) Order 2016 (see: https://www.legislation.gov.uk/ukdsi/2016/9780111148716). It is the non-fluorinated analogue of AM2201.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 22
Molecular weight 341.18
XLogP 7.14
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
Isomeric SMILES CCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
InChI InChI=1S/C24H23NO/c1-2-3-8-16-25-17-22(20-13-6-7-15-23(20)25)24(26)21-14-9-11-18-10-4-5-12-19(18)21/h4-7,9-15,17H,2-3,8,16H2,1H3
InChI Key JDNLPKCAXICMBW-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Synonyms
AM-678 | JWH 018 | JWH018
Database Links
BindingDB Ligand 50353747
ChEMBL Ligand CHEMBL561013
GtoPdb PubChem SID 348353665
PubChem CID 10382701
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Tocris
JWH 018
Cat. No. 1342