JZL195   

GtoPdb Ligand ID: 8606

Synonyms: JZL 195 | JZL-195
Compound class: Synthetic organic
Comment: JZL195 was first reported as a dual inhibitor of fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MGLL, a.k.a. MAGL) in 2009 [5]. Animal experiments suggest that dual FAAH/MAGL inhibitiors may have improved analgesic effects against neuropathic pain, in comparison to selective FAAH and MAGL inhibitors, or cannabinoid receptor agonists [1-2,4,6].
JZL195 has since been reported to also inhibit acyloxyacyl hydrolase (AOAH) [3]
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 85.15
Molecular weight 433.16
XLogP 4.32
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES O=C(N1CCN(CC1)Cc1cccc(c1)Oc1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
Isomeric SMILES O=C(N1CCN(CC1)Cc1cccc(c1)Oc1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
InChI InChI=1S/C24H23N3O5/c28-24(32-22-11-9-20(10-12-22)27(29)30)26-15-13-25(14-16-26)18-19-5-4-8-23(17-19)31-21-6-2-1-3-7-21/h1-12,17H,13-16,18H2
InChI Key QNYRAEKLMNDRFY-UHFFFAOYSA-N
Selectivity at enzymes
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Fatty acid amide hydrolase Hs Inhibitor Inhibition 8.7 pIC50 - 5
pIC50 8.7 (IC50 2x10-9 M) [5]
Description: in vitro assay
Monoacylglycerol lipase Hs Inhibitor Inhibition 8.4 pIC50 - 5
pIC50 8.4 (IC50 4x10-9 M) [5]
Description: in vitro assay
acyloxyacyl hydrolase Hs Inhibitor Inhibition 7.4 pIC50 - 3
pIC50 7.4 (IC50 4.4x10-8 M) [3]