(R)-ARN2508

Ligand id: 9000

Name: (R)-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
(2R)-2-(3-fluoro-4-{3-[(hexylcarbamoyl)oxy]phenyl}phenyl)propanoic acid
Synonyms
compound (-)-10r [PMID: 26774927] | example 19 [WO2014023643]
Database Links
GtoPdb PubChem SID 310264778
PubChem CID 117072557
Search Google for chemical match using the InChIKey USQOVYLRWBOSQC-OAHLLOKOSA-N
Search Google for chemicals with the same backbone USQOVYLRWBOSQC
Search UniChem for chemical match using the InChIKey USQOVYLRWBOSQC-OAHLLOKOSA-N
Search UniChem for chemicals with the same backbone USQOVYLRWBOSQC
Comments
(R)-ARN2508 is an experimental inhibitor of fatty acid amide hydrolase (FAAH) [2], claimed in patent WO2014023643 [1]. The compound series developed by Migliore et al. (2015) [2] is based on a hybrid scaffold combining structural motifs of the FAAH inhibitor URB597 and the COX inhibitor flurbiprofen. The (S) enantiomer ((S)-ARN2508) inhibits both FAAH and COX enzyme activities, whereas this (R) enantiomer only inhibits FAAH.