SW-17
dual inhibitor of FAAH (not aB-hydrolase) and sEH. IC50 EPHX2 - epoxide hydrolase 2 (human) 0.0025 microM; IC50 FAAH - fatty acid amide hydrolase (human) 0.0098 microM. Alleviates acute inflammatory pain in the hindpaw and does not depress wheel running in rats
General
Type : Sulfur Compound, Multitarget, Thiazole, Piperidine, Carboxamide
Chemical_Nomenclature : 1-(2-chlorophenyl)sulfonyl-N-[4-[4-(4-methylphenyl)-1,3-thiazol-2-yl]phenyl]piperidine-4-carboxamide
Canonical SMILES : CC1=CC=C(C=C1)C2=CSC(=N2)C3=CC=C(C=C3)NC(=O)C4CCN(CC4)S(=O)(=O)C5=CC=CC=C5Cl
InChI : InChI=1S\/C28H26ClN3O3S2\/c1-19-6-8-20(9-7-19)25-18-36-28(31-25)22-10-12-23(13-11-22)30-27(33)21-14-16-32(17-15-21)37(34,35)26-5-3-2-4-24(26)29\/h2-13,18,21H,14-17H2,1H3,(H,30,33)
InChIKey : GUPLWKYDLQBGBO-UHFFFAOYSA-N
Other name(s) : CHEMBL5076329 || BDBM50587466
MW : 552.1
Formula : C28H26ClN3O3S2
CAS_number :
PubChem : 166626138
UniChem : GUPLWKYDLQBGBO-UHFFFAOYSA-N
Target
Families : SW-17 ligand of proteins in family
Epoxide_hydrolase
Protein :
human-EPHX2
References (2)
| Title : 4-Phenyl-thiazole-based dual inhibitors of fatty acid amide hydrolase and soluble epoxide hydrolase do not alleviate orofacial inflammatory pain in female rats - Carr_2024_BBA.Adv_6_100119 |
| Author(s) : Carr D , Chin C , Chacon T , Herawi MK , Gonzalez M , West R , Morisseau C , Hammock BD , Pecic S , Kandasamy R |
| Ref : BBA Adv , 6 :100119 , 2024 |
| Abstract : |
| PubMedSearch : Carr_2024_BBA.Adv_6_100119 |
| PubMedID: 39246819 |
| Title : Further exploration of the structure-activity relationship of dual soluble epoxide hydrolase\/fatty acid amide hydrolase inhibitors - Wilt_2021_Bioorg.Med.Chem_51_116507 |
| Author(s) : Wilt S , Kodani S , Valencia L , Hudson PK , Sanchez S , Quintana T , Morisseau C , Hammock BD , Kandasamy R , Pecic S |
| Ref : Bioorganic & Medicinal Chemistry , 51 :116507 , 2021 |
| Abstract : |
| PubMedSearch : Wilt_2021_Bioorg.Med.Chem_51_116507 |
| PubMedID: 34794001 |