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
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
CysLT1 receptor Primary target of this compound Hs Antagonist Antagonist 8.6 pKi - 3
pKi 8.6 [3]
Description: against [3H]LTD4 in human lung parenchyma
CysLT1 receptor Primary target of this compound Hs Antagonist Antagonist 8.3 – 8.6 pIC50 - 2,4
pIC50 8.6 (IC50 2.3x10-9 M) against 33nM LTD4 Ca2+ mobilization assay in HEK-293 [4]
pIC50 8.3 – 8.6 (IC50 4.9x10-9 – 2.3x10-9 M) [2,4]
Description: against [3H]LTD4 in COS-7 or HEK-293 cells
GPR17 Mm Antagonist Antagonist 7.2 pIC50 - 1
pIC50 7.2 (IC50 6.1x10-8 M) [1]