cyclopentyl N-{3-[(2-methoxy-4-{[2-(2H3)methyl(2H4)benzenesulfonyl]carbamoyl}phenyl)methyl]-1-methyl-1H-indol-5-yl}carbamate

• ChemBase ID: 179614
• Molecular Formular: C31H33N3O6S
• Molecular Mass: 575.67522
• Monoisotopic Mass: 575.20900679
• SMILES: c1c(cc2c(c1)n(cc2Cc1c(cc(cc1)C(=O)NS(=O)(=O)c1c(cccc1)C)OC)C)NC(=O)OC1CCCC1
• Canonical 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)
• InChIKey: YEEZWCHGZNKEEK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclopentyl N-{3-[(2-methoxy-4-{[2-(^2H₃)methyl(^2H₄)benzenesulfonyl]carbamoyl}phenyl)methyl]-1-methyl-1H-indol-5-yl}carbamate
• IUPAC Traditional name: cyclopentyl N-{3-[(2-methoxy-4-{[2-(^2H₃)methyl(^2H₄)benzenesulfonyl]carbamoyl}phenyl)methyl]-1-methylindol-5-yl}carbamate
• Synonyms: [3-[[2-Methoxy-4-[[[(2-methylphenyl-d7)sulfonyl]amino]carbonyl]phenyl]methyl]-1-methyl-1H-indol-5-yl]carbamic Acid Cyclopentyl Ester; ICI-2204219; Accolate; Vanticon; Zafirlukast-d7

Database IDs

• PubChem SID: 164235524
• PubChem CID: 46783264

CALCULATED PROPERTIES

• Acid pKa: 4.285297
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 5.621156
• LogD (pH = 7.4): 5.4633803
• Log P: 6.4037447
• Molar Refractivity: 158.5769 cm^3
• Polarizability: 61.796932 Å^3
• Polar Surface Area: 115.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - Z125002

A potent, selective and orally active labelled cysteinyl leukotriene type 1 receptor antagonist. Used as an antiasthmatic.

REFERENCES

• Matassa, V.G., et al.: J. Med. Chem., 33, 1781 (1990)
• Findlay, S.R., et al.: J. Allergy Clin. Immunol., 89, 1040 (1990)
• Krell, R.D., et al.: Am. Rev. Respir. Dis., 141, 978 (1990)
• Dunn, C.J., Drugs, 61, 285 (1990)