verlukast   

GtoPdb Ligand ID: 6193

Synonyms: MK-679 | MK679
Compound class: Synthetic organic
Comment: Verlukast (MK-679) is a potent CysLT1 (LTD4) receptor inverse agonist; also MRP1 inhibitor. It is the (R)-enantiomer of MK-571 [1]. Be aware of the confusion caused by incorrectly using MK-571 as a synonym for verlukast that has arisen in online resources.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)CCSC(c1cccc(c1)C=Cc1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
Isomeric SMILES OC(=O)CCS[C@H](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+/t26-/m1/s1
InChI Key AXUZQJFHDNNPFG-LHAVAQOQSA-N
Classification
Compound class Synthetic organic
IUPAC Name
3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-(3-dimethylamino-3-oxopropyl)sulfanylmethyl]sulfanylpropanoic acid
International Nonproprietary Names
INN number INN
6776 verlukast
Synonyms
MK-679 | MK679
Database Links
CAS Registry No. 120443-16-5 (source: Scifinder)
ChEMBL Ligand CHEMBL280481
GtoPdb PubChem SID 178102814
PubChem CID 6509849
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