MK-571   Click here for help

GtoPdb Ligand ID: 10346

Synonyms: MK 571 | MK-0571 | MK571
Compound class: Synthetic organic
Comment: MK-571 is a stereo enantiomer of verlukast [1]. Be aware of the confusion caused by incorrectly using MK-571 as a synonym for verlukast that has arisen in online resources.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 12
Topological polar surface area 121.1
Molecular weight 514.12
XLogP 5.21
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES OC(=O)CCSC(c1cccc(c1)C=Cc1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
Isomeric SMILES OC(=O)CCSC(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
InChI InChI=1S/C26H27ClN2O3S2/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32)/b10-6+
1. Jones TR, Zamboni R, Belley M, Champion E, Charette L, Ford-Hutchinson AW, Gauthier JY, Leger S, Lord A, Masson P et al.. (1991)
Pharmacology of the leukotriene antagonist verlukast: the (R)-enantiomer of MK-571.
Can J Physiol Pharmacol, 69 (12): 1847-54. [PMID:1666333]
2. Lynch KR, O'Neill GP, Liu Q, Im DS, Sawyer N, Metters KM, Coulombe N, Abramovitz M, Figueroa DJ, Zeng Z et al.. (1999)
Characterization of the human cysteinyl leukotriene CysLT1 receptor.
Nature, 399 (6738): 789-93. [PMID:10391245]