cyclopentyl N-[3-({2-methoxy-4-[(3-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

• ChemBase ID: 179615
• Molecular Formular: C31H33N3O6S
• Molecular Mass: 575.67522
• Monoisotopic Mass: 575.20900679
• SMILES: c1c(cc2c(c1)n(cc2Cc1c(cc(cc1)C(=O)NS(=O)(=O)c1cc(ccc1)C)OC)C)NC(=O)OC1CCCC1
• Canonical SMILES: COc1cc(ccc1Cc1cn(c2c1cc(cc2)NC(=O)OC1CCCC1)C)C(=O)NS(=O)(=O)c1cccc(c1)C
• InChI: InChI=1S/C31H33N3O6S/c1-20-7-6-10-26(15-20)41(37,38)33-30(35)22-12-11-21(29(17-22)39-3)16-23-19-34(2)28-14-13-24(18-27(23)28)32-31(36)40-25-8-4-5-9-25/h6-7,10-15,17-19,25H,4-5,8-9,16H2,1-3H3,(H,32,36)(H,33,35)
• InChIKey: CXQBGQANHHFUKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclopentyl N-[3-({2-methoxy-4-[(3-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate
• IUPAC Traditional name: cyclopentyl N-[3-({2-methoxy-4-[(3-methylbenzenesulfonyl)carbamoyl]phenyl}methyl)-1-methylindol-5-yl]carbamate
• Synonyms: N-[3-[[2-Methoxy-4-[[[(3-methylphenyl)sulfonyl]amino]carbonyl]phenyl]methyl]-1-methyl-1H-indol-5-yl]carbamic Acid Cyclopentyl Ester; Zafirlukast Related Compound D; Cyclopentyl 3-[2-Methoxy-4-(m-tolylsulfonylcarbamoyl)benzyl]-1-methylindol-5-ylcarbamate; Zafirlukast m-Tolyl Isomer

Database IDs

• CAS Number: 1159195-69-3
• PubChem SID: 164235525
• PubChem CID: 42633112

CALCULATED PROPERTIES

• Acid pKa: 4.286521
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 5.6215124
• LogD (pH = 7.4): 5.4633875
• Log P: 6.4037447
• Molar Refractivity: 158.5769 cm^3
• Polarizability: 61.698338 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - Z125010

Zafirlukast m-Tolyl Isomer is a positional isomer and impurity of the cysteinyl leukotriene type 1 receptor antagonist, Zafirlukast (D226955).

REFERENCES

• Krishnaiah, C. et al.: Anal. Chem. Ind. J., 8, 471 (2009)
• Madhavi, A. et al.: Chromatographia, 70, 233 (2009)
• Goverdhan, G. et al.: J. Pharmac. Biomed. Anal., 49, 895 (2009)