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

• ChemBase ID: 165540
• Molecular Formular: C27H27N3O6S
• Molecular Mass: 521.58478
• Monoisotopic Mass: 521.1620566
• SMILES: c1c(cc2c(c1)n(cc2Cc1c(cc(cc1)C(=O)NS(=O)(=O)c1c(cccc1)C)OC)C)NC(=O)OC
• Canonical SMILES: COC(=O)Nc1ccc2c(c1)c(Cc1ccc(cc1OC)C(=O)NS(=O)(=O)c1ccccc1C)cn2C
• InChI: InChI=1S/C27H27N3O6S/c1-17-7-5-6-8-25(17)37(33,34)29-26(31)19-10-9-18(24(14-19)35-3)13-20-16-30(2)23-12-11-21(15-22(20)23)28-27(32)36-4/h5-12,14-16H,13H2,1-4H3,(H,28,32)(H,29,31)
• InChIKey: URZMDHMOLIPBIX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1159195-67-1
• PubChem SID: 162259673
• PubChem CID: 42633298

CALCULATED PROPERTIES

• Acid pKa: 4.285297
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.266454
• LogD (pH = 7.4): 4.108679
• Log P: 5.049043
• Molar Refractivity: 142.1637 cm^3
• Polarizability: 55.067566 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D226955

Decyclopentyl Zafirlukast Methyl Ester is an impurity of the cysteinyl leukotriene type 1 receptor antagonist, Zafirlukast (D226955).

REFERENCES

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