montelukast   

GtoPdb Ligand ID: 3340

Synonyms: Singulair®
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
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
SMILES / InChI / InChIKey
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
InChI Key UCHDWCPVSPXUMX-TZIWLTJVSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1998))
IUPAC Name
2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetic acid
International Nonproprietary Names
INN number INN
7388 montelukast
Synonyms
Singulair®
Database Links
CAS Registry No. 158966-92-8 (source: Scifinder)
ChEMBL Ligand CHEMBL787
DrugBank Ligand DB00471
DrugCentral Ligand 1836
GtoPdb PubChem SID 178100370
PubChem CID 5281040
RCSB PDB Ligand MTK
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Wikipedia Montelukast