MK-886   Click here for help

GtoPdb Ligand ID: 2655

Synonyms: L 663536 | MK886
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: MK-886 is an orally active inhibitor of 5-lipoxygenase-activating protein (FLAP) that inhibits leukotriene biosynthesis. The compound is also a PPARα antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 67.53
Molecular weight 471.2
XLogP 8.06
No. Lipinski's rules broken 1
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Canonical SMILES Clc1ccc(cc1)Cn1c2ccc(cc2c(c1CC(C(=O)O)(C)C)SC(C)(C)C)C(C)C
Isomeric SMILES Clc1ccc(cc1)Cn1c2ccc(cc2c(c1CC(C(=O)O)(C)C)SC(C)(C)C)C(C)C
InChI InChI=1S/C27H34ClNO2S/c1-17(2)19-10-13-22-21(14-19)24(32-26(3,4)5)23(15-27(6,7)25(30)31)29(22)16-18-8-11-20(28)12-9-18/h8-14,17H,15-16H2,1-7H3,(H,30,31)
1. Dixon RA, Diehl RE, Opas E, Rands E, Vickers PJ, Evans JF, Gillard JW, Miller DK. (1990)
Requirement of a 5-lipoxygenase-activating protein for leukotriene synthesis.
Nature, 343 (6255): 282-4. [PMID:2300173]
2. Hatzelmann A, Fruchtmann R, Mohrs KH, Raddatz S, Müller-Peddinghaus R. (1993)
Mode of action of the new selective leukotriene synthesis inhibitor BAY X 1005 ((R)-2-[4-(quinolin-2-yl-methoxy)phenyl]-2-cyclopentyl acetic acid) and structurally related compounds.
Biochem Pharmacol, 45 (1): 101-11. [PMID:8381000]
3. Juge-Aubry CE, Kuenzli S, Sanchez JC, Hochstrasser D, Meier CA. (2001)
Peroxisomal bifunctional enzyme binds and activates the activation function-1 region of the peroxisome proliferator-activated receptor alpha.
Biochem J, 353 (Pt 2): 253-8. [PMID:11139388]