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Inhibitor Report for: Darapladib

Darapladib is a substituted pyrimidone with inhibitory activity towards lipoprotein-associated phospholipase-A2 (Lp-PLA2), an important regulator of lipid metabolism and inflammation that circulates with lipoprotein particles and is carried into the arterial wall with low-density lipoprotein particles during the progression of atherosclerosis. Failed to demonstrate efficacy for the primary endpoints in two large phase III cardiovascular outcomes trials

Type: Trifluoro, Pyrimidine, Sulfur Compound
Chemical_Nomenclature: N-[2-(diethylamino)ethyl]-2-[2-[(4-fluorophenyl)methylsulfanyl]-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-1-yl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide
Canonical SMILES: CCN(CC)CCN(CC1=CC=C(C=C1)C2=CC=C(C=C2)C(F)(F)F)C(=O)CN3C4=C(CCC4)C(=O)N=C3SCC5=CC=C(C=C5)F
InChI: InChI=1S/C36H38F4N4O2S/c1-3-42(4-2)20-21-43(22-25-8-12-27(13-9-25)28-14-16-29(17-15-28)36(38,39)40)33(45)23-44-32-7-5-6-31(32)34(46)41-35(44)47-24-26-10-18-30(37)19-11-26/h8-19H,3-7,20-24H2,1-2H3
Other name(s): UNII-UI1U1MYH09 ; CHEMBL204021 ; SB-480848 ; SB 480848
MW: 666.77
Formula: C36H38F4N4O2S
CAS_number: 356057-34-6
PubChem: 9939609
IUPHAR: 6696
Wikipedia: Darapladib

Target families
Darapladib ligand of proteins in family: PAF-Acetylhydrolase

Stucture of targets
1 structure:
5I9I: Crystal structure of LP_PLA2 in complex with Darapladib

Protein target
Enzyme: human-PLA2G7

Search PubMed for references concerning: Darapladib

10 more
    Title: Darapladib, a lipoprotein-associated phospholipase A2 inhibitor, in diabetic macular edema: a 3-month placebo-controlled study
    Staurenghi G, Ye L, Magee MH, Danis RP, Wurzelmann J, Adamson P, McLaughlin MM
    Ref: Ophthalmology, 122:990, 2015 : PubMed


    Title: Lipoprotein-associated phospholipase A(2) and atherosclerosis
    Wilensky RL, Macphee CH
    Ref: Curr Opin Lipidol, 20:415, 2009 : PubMed


    Title: The identification of clinical candidate SB-480848: a potent inhibitor of lipoprotein-associated phospholipase A2
    Blackie JA, Bloomer JC, Brown MJ, Cheng HY, Hammond B, Hickey DM, Ife RJ, Leach CA, Lewis VA and Theobald CJ <8 more author(s)>
    Ref: Bioorganic & Medicinal Chemistry Lett, 13:1067, 2003 : PubMed