montelukast   Click here for help

GtoPdb Ligand ID: 3340

Synonyms: Singulair®
Approved drug PDB Ligand Immunopharmacology Ligand
montelukast is an approved drug (FDA (1998))
Compound class: Synthetic organic
Comment: Montelukast is a leukotriene receptor antagonist (LTRA), with selectivity for cysteinyl leukotriene receptor 1 (CysLT1 receptor).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 95.72
Molecular weight 585.21
XLogP 7.89
No. Lipinski's rules broken 2
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Canonical SMILES OC(=O)CC1(CSC(c2cccc(c2)C=Cc2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1
Isomeric SMILES OC(=O)CC1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1
InChI InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1
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Summary of Clinical Use Click here for help
Used in the treatment of asthma.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Antagonises the action of leukotriene D4 at the CysLT1 receptor in the airway. This prevents airway edema, smooth muscle contraction and enhanced secretion of thick, viscous mucus.
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