JNJ-42226314   

GtoPdb Ligand ID: 10661

Synonyms: JNJ 42226314 | JNJ42226314
Compound class: Synthetic organic
Comment: A potent, selective and reversible non-covalent monoacylglycerol lipase (MAGL) inhibitor that demonstrates dose-dependent enhancement of the major endocannabinoid 2-arachidonoylglycerol as well as efficacy in models of neuropathic and inflammatory pain.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 89.4
Molecular weight 489.16
XLogP 2.79
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES Fc1ccc(cc1)n1ccc2c1ccc(c2)C(=O)N1CC(C1)N1CCN(CC1)C(=O)c1nccs1
Isomeric SMILES Fc1ccc(cc1)n1ccc2c1ccc(c2)C(=O)N1CC(C1)N1CCN(CC1)C(=O)c1nccs1
InChI InChI=1S/C26H24FN5O2S/c27-20-2-4-21(5-3-20)32-9-7-18-15-19(1-6-23(18)32)25(33)31-16-22(17-31)29-10-12-30(13-11-29)26(34)24-28-8-14-35-24/h1-9,14-15,22H,10-13,16-17H2
InChI Key IVOACCSOISMVBL-UHFFFAOYSA-N
References
1. Wyatt RM, Fraser I, Welty N, Lord B, Wennerholm M, Sutton S, Ameriks MK, Dugovic C, Yun S, White A et al.. (2020)
Pharmacologic Characterization of JNJ-42226314, [1-(4-Fluorophenyl)indol-5-yl]-[3-[4-(thiazole-2-carbonyl)piperazin-1-yl]azetidin-1-yl]methanone, a Reversible, Selective, and Potent Monoacylglycerol Lipase Inhibitor.
J. Pharmacol. Exp. Ther., 372 (3): 339-353. [PMID:31818916]