zafirlukast   

GtoPdb Ligand ID: 3322

Synonyms: Accolate® | ICI-204219
zafirlukast is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Zafirlukast is an oral 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 7
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 124.11
Molecular weight 575.21
XLogP 5.47
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES COc1cc(ccc1Cc1cn(c2c1cc(cc2)NC(=O)OC1CCCC1)C)C(=O)NS(=O)(=O)c1ccccc1C
Isomeric SMILES COc1cc(ccc1Cc1cn(c2c1cc(cc2)NC(=O)OC1CCCC1)C)C(=O)NS(=O)(=O)c1ccccc1C
InChI InChI=1S/C31H33N3O6S/c1-20-8-4-7-11-29(20)41(37,38)33-30(35)22-13-12-21(28(17-22)39-3)16-23-19-34(2)27-15-14-24(18-26(23)27)32-31(36)40-25-9-5-6-10-25/h4,7-8,11-15,17-19,25H,5-6,9-10,16H2,1-3H3,(H,32,36)(H,33,35)
InChI Key YEEZWCHGZNKEEK-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
IUPAC Name
cyclopentyl N-{3-[(2-methoxy-4-{[(2-methylbenzene)sulfonyl]carbamoyl}phenyl)methyl]-1-methyl-1H-indol-5-yl}carbamate
International Nonproprietary Names
INN number INN
7244 zafirlukast
Synonyms
Accolate® | ICI-204219
Database Links
CAS Registry No. 107753-78-6 (source: Scifinder)
ChEMBL Ligand CHEMBL603
DrugBank Ligand DB00549
DrugCentral Ligand 2855
GtoPdb PubChem SID 178100355
PubChem CID 5717
RCSB PDB Ligand ZLK
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Wikipedia Zafirlukast