(S)-ARN2508

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

Classification
Compound class Synthetic organic
IUPAC Name
(2S)-2-(3-fluoro-4-{3-[(hexylcarbamoyl)oxy]phenyl}phenyl)propanoic acid
Synonyms
compound (+)-10r [PMID: 26774927] | example 20 [WO2014023643]
Database Links
GtoPdb PubChem SID 310264777
PubChem CID 117072556
Search Google for chemical match using the InChIKey USQOVYLRWBOSQC-HNNXBMFYSA-N
Search Google for chemicals with the same backbone USQOVYLRWBOSQC
Search UniChem for chemical match using the InChIKey USQOVYLRWBOSQC-HNNXBMFYSA-N
Search UniChem for chemicals with the same backbone USQOVYLRWBOSQC
Comments
(S)-ARN2508 is a dual inhibitor of fatty acid amide hydrolase (FAAH) and COX enzyme activities [3], claimed in patent WO2014023643 [1]. The compound series developed by Migliore et al. (2015) [3] is based on a hybrid scaffold combining structural motifs of the FAAH inhibitor URB597 and the COX inhibitor flurbiprofen. From this series, the (S) enantiomer was found to inhibit both enzymes, whereas the (R) enantiomer ((R)-ARN2508) only inhibited FAAH.