Inhibitor Report for: CHEMBL351434 Potent, water soluble inhibitor of lipoprotein-associated phospholipase A2 IC50 0.533 micro M General
Type Sulfur Compound , Pyrimidine Chemical_Nomenclature 2-[5-[[1-[2-[dodecyl(methyl)amino]-2-oxoethyl]-2-[(4-fluorophenyl)methylsulfanyl]-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]acetic acid Canonical SMILES CCCCCCCCCCCCN(C)C(=O)CN1C=C(C(=O)N=C1SCC2=CC=C(C=C2)F)CC3=CN(C(=O)N=C3)CC(=O)O InChI InChI=1S/C33H44FN5O5S/c1-3-4-5-6-7-8-9-10-11-12-17-37(2)29(40)22-39-21-27(18-26-19-35-32(44)38(20-26)23-30(41)42)31(43)36-33(39)45-24-25-13-15-28(34)16-14-25/h13-16,19-21H,3-12,17-18,22-24H2,1-2H3,(H,41,42) InChIKey IUZATYAEOSMZBW-UHFFFAOYSA-N Other name(s) SCHEMBL6946577 ; BDBM50097709 ; {5-[1-[(Dodecyl-methyl-carbamoyl)-methyl]-2-(4-fluoro-benzylsulfanyl)-4-oxo-1,4-dihydro-pyrimidin-5-ylmethyl]-2-oxo-2H-pyrimidin-1-yl}-acetic acid ; 1-(N-(1-Dodecyl)-N-methylaminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(1-carboxymethyl-2-oxopyrimid-5-ylmethyl)pyrimidin-4-one ; Compound 23
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References:
Title: The identification of a potent, water soluble inhibitor of lipoprotein-associated phospholipase A2Boyd HF , Hammond B , Hickey DM , Ife RJ , Leach CA , Lewis VA , Macphee CH , Milliner KJ , Pinto IL and Whittaker CM <3 more author(s)> Boyd HF , Hammond B , Hickey DM , Ife RJ , Leach CA , Lewis VA , Macphee CH , Milliner KJ , Pinto IL , Smith SA , Stansfield IG , Theobald CJ , Whittaker CM (- 3) Ref: Bioorganic & Medicinal Chemistry Lett, 11 :701, 2001 : PubMed Abstract ESTHER: Boyd_2001_Bioorg.Med.Chem.Lett_11_701 PubMedSearch: Boyd 2001 Bioorg.Med.Chem.Lett 11 701 PubMedID: 11266173 Inhibitor(s) related to this paper: CHEMBL351434 Abstract
Modification of the pyrimidone 5-substituent in a series of 1-((amidolinked)-alkyl)-pyrimidones, lipophilic inhibitors of lipoprotein-associated phospholipase A2, has given inhibitors of nanomolar potency and improved physicochemical properties. Compound 23 was identified as a potent, highly water soluble. CNS penetrant inhibitor suitable for intravenous administration.
