BIA 10-2474

Ligand id: 9001

Name: BIA 10-2474

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 65.07
Molecular weight 300.16
XLogP 1.72
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
N-cyclohexyl-N-methyl-4-(1-oxidopyridin-1-ium-3-yl)imidazole-1-carboxamide
Synonyms
Names References
BIA-10-2474
BIA-102474
example 362 [WO2010074588] 2
Database Links
PubChem CID 46831476
Search Google for chemical match using the InChIKey DOWVMJFBDGWVML-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DOWVMJFBDGWVML
Wikipedia BIA 10-2474
Comments
BIA 10-2474 is a reversible inhibitor of fatty acid amide hydrolase (FAAH) at the heart of a disaterous clinical trial in France which left one participant dead and several others with possibly permanent brain damage. The compound is claimed in patent WO2010074588 [2].
The structure of BIA 10-2474 was disclosed in a clinical trial protocol with EudraCT No: 2015-001799-24.
Pharmacologic inhibition of FAAH is being investigated in the search for novel analgesic drugs [3-5].
More information surrounding this compound and its unfortunate clinical trial outcome is available in two blogposts by our curator Christopher Southan (The unfortunate case of BIA-10-2474 and Molecular details related to BIA 10-2474)