Ligand id: 8999

Name: (S)-ARN2508

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 75.63
Molecular weight 387.18
XLogP 6.57
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

View interactive charts of activity data from GtoPdb and ChEMBL (where available) across species

Bioactivity Comments
When tested, the racemic mixture of (R) and (S) ARN2508 (compound 10r in [3]) gave IC50 values of 31nM for FAAH, 12nM for COX1 and 430nM for COX2 [3]. Note that the (S) enantiomer is the much more potent COX inhibitor, being ~14000 times more potent for COX1 and 1900 times more potent for COX2 than the (R) enantiomer.
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Affinity Units Concentration range (M) Reference
COX-1 Hs Inhibitor Inhibition 9.5 pIC50 - 3
pIC50 9.5 (IC50 2.9x10-10 M) [3]
Fatty acid amide hydrolase Hs Inhibitor Inhibition 8.0 pIC50 - 3
pIC50 8.0 (IC50 9.4x10-9 M) [3]
COX-2 Hs Inhibitor Inhibition 7.9 pIC50 - 3
pIC50 7.9 (IC50 1.2x10-8 M) [3]