MPPA   Click here for help

GtoPdb Ligand ID: 9897

Synonyms: inhibitor 23 [PMID: 29614224]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: MMPA is an orally bioavailable dual inhibitor of soluble epoxide hydrolase (sEH) and phosphodiesterase 4 (PDE4) [1]. It was designed to provide enhanced analgesia for the treatment of inflammatory pain. MMPA can be described as a polypharmacological agent, i.e. a single molecule with at least two pharmacophores in a novel molecular design.
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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 8
Topological polar surface area 58.64
Molecular weight 372.17
XLogP 2.36
No. Lipinski's rules broken 0
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Canonical SMILES CCC(=O)N1CCC(CC1)C(=O)NCc1ccc(cc1C(F)(F)F)OC
Isomeric SMILES CCC(=O)N1CCC(CC1)C(=O)NCc1ccc(cc1C(F)(F)F)OC
InChI InChI=1S/C18H23F3N2O3/c1-3-16(24)23-8-6-12(7-9-23)17(25)22-11-13-4-5-14(26-2)10-15(13)18(19,20)21/h4-5,10,12H,3,6-9,11H2,1-2H3,(H,22,25)
1. Blöcher R, Wagner KM, Gopireddy RR, Harris TR, Wu H, Barnych B, Hwang SH, Xiang YK, Proschak E, Morisseau C et al.. (2018)
Orally Available Soluble Epoxide Hydrolase/Phosphodiesterase 4 Dual Inhibitor Treats Inflammatory Pain.
J Med Chem, 61 (8): 3541-3550. [PMID:29614224]