dual sEH/FAAH inhibitor 11   Click here for help

GtoPdb Ligand ID: 10124

Synonyms: compound B-11 [WO2017160861] | example 28 [WO2017160861]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Inhibitor 11 was designed as a dual inhibitor of fatty acid amide hydrolase (FAAH) and soluble epoxide hydrolase (sEH), two enzymes that independently down-modulate inflammatory and neuropathic pain [2]. The structure-activity relationship exploration was initiated using the potent FAAH inhibitor PF750 (which is a weak sEH inhibitor). Inhibitor 11 is one of the chemical structures claimed in patent WO2017160861A1, specifically example 28 (B-11) [1]. Inhibitor 11 exhibits favourable target selectivity, pharmacokinetic properties and in vivo target engagement [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 63.69
Molecular weight 539.16
XLogP 6.92
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES O=C(N1CCC(CC1)Cc1cccc(c1)Oc1ccc(cn1)C(F)(F)F)Nc1ccc(cc1)OC(F)(F)F
Isomeric SMILES O=C(N1CCC(CC1)Cc1cccc(c1)Oc1ccc(cn1)C(F)(F)F)Nc1ccc(cc1)OC(F)(F)F
InChI InChI=1S/C26H23F6N3O3/c27-25(28,29)19-4-9-23(33-16-19)37-22-3-1-2-18(15-22)14-17-10-12-35(13-11-17)24(36)34-20-5-7-21(8-6-20)38-26(30,31)32/h1-9,15-17H,10-14H2,(H,34,36)
InChI Key LWLSVNFEVKJDBZ-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[4-(trifluoromethoxy)phenyl]-4-[(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)methyl]piperidine-1-carboxamide
Synonyms Click here for help
compound B-11 [WO2017160861] | example 28 [WO2017160861]
Database Links Click here for help
GtoPdb PubChem SID 381118834
PubChem CID 130431484
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