PF-06282999   Click here for help

GtoPdb Ligand ID: 10053

Synonyms: compound 8 [PMID: 26509551] | PF06282999
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: PF-06282999 is a thiouracil-based, irreversible mechanism-based, investigational myeloperoxidase (MPO) inhibitor [2] that was advanced as a clinical candidate, primarily as a novel treatment for cardiovascular diseases [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 122.2
Molecular weight 325.03
XLogP 2.53
No. Lipinski's rules broken 0
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Canonical SMILES COc1ccc(cc1c1cc(=O)[nH]c(=S)n1CC(=O)N)Cl
Isomeric SMILES COc1ccc(cc1c1cc(=O)[nH]c(=S)n1CC(=O)N)Cl
InChI InChI=1S/C13H12ClN3O3S/c1-20-10-3-2-7(14)4-8(10)9-5-12(19)16-13(21)17(9)6-11(15)18/h2-5H,6H2,1H3,(H2,15,18)(H,16,19,21)
1. Dong JQ, Varma MV, Wolford A, Ryder T, Di L, Feng B, Terra SG, Sagawa K, Kalgutkar AS. (2016)
Pharmacokinetics and Disposition of the Thiouracil Derivative PF-06282999, an Orally Bioavailable, Irreversible Inactivator of Myeloperoxidase Enzyme, Across Animals and Humans.
Drug Metab Dispos, 44 (2): 209-19. [PMID:26608081]
2. Ruggeri RB, Buckbinder L, Bagley SW, Carpino PA, Conn EL, Dowling MS, Fernando DP, Jiao W, Kung DW, Orr ST et al.. (2015)
Discovery of 2-(6-(5-Chloro-2-methoxyphenyl)-4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide (PF-06282999): A Highly Selective Mechanism-Based Myeloperoxidase Inhibitor for the Treatment of Cardiovascular Diseases.
J Med Chem, 58 (21): 8513-28. [PMID:26509551]