JNJ1661010   Click here for help

GtoPdb Ligand ID: 5206

Synonyms: JNJ 1661010 | JNJ-1661010
Compound class: Synthetic organic
Comment: JNJ1661010 is an inhibitor of fatty acid amide hydrolase (FAAH). The apparent IC50 is time-dependent, and binding is slowly reversible due to the formation of a covalent intermediate which is hydrolysed to release the compound [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 89.6
Molecular weight 365.13
XLogP 3.37
No. Lipinski's rules broken 0
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Canonical SMILES O=C(N1CCN(CC1)c1snc(n1)c1ccccc1)Nc1ccccc1
Isomeric SMILES O=C(N1CCN(CC1)c1snc(n1)c1ccccc1)Nc1ccccc1
InChI InChI=1S/C19H19N5OS/c25-18(20-16-9-5-2-6-10-16)23-11-13-24(14-12-23)19-21-17(22-26-19)15-7-3-1-4-8-15/h1-10H,11-14H2,(H,20,25)
1. Karbarz MJ, Luo L, Chang L, Tham CS, Palmer JA, Wilson SJ, Wennerholm ML, Brown SM, Scott BP, Apodaca RL et al.. (2009)
Biochemical and biological properties of 4-(3-phenyl-[1,2,4] thiadiazol-5-yl)-piperazine-1-carboxylic acid phenylamide, a mechanism-based inhibitor of fatty acid amide hydrolase.
Anesth Analg, 108 (1): 316-29. [PMID:19095868]
2. Keith JM, Apodaca R, Xiao W, Seierstad M, Pattabiraman K, Wu J, Webb M, Karbarz MJ, Brown S, Wilson S et al.. (2008)
Thiadiazolopiperazinyl ureas as inhibitors of fatty acid amide hydrolase.
Bioorg Med Chem Lett, 18 (17): 4838-43. [PMID:18693015]