2-[1-({[(1R)-3-(2-acetylphenyl)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid

• ChemBase ID: 174795
• Molecular Formular: C34H32ClNO3S
• Molecular Mass: 570.14078
• Monoisotopic Mass: 569.17914257
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)[C@@H](CCc1c(cccc1)C(=O)C)SCC1(CC(=O)O)CC1)Cl
• Canonical SMILES: OC(=O)CC1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(=O)C)CC1
• InChI: InChI=1S/C34H32ClNO3S/c1-23(37)30-8-3-2-6-25(30)12-16-32(40-22-34(17-18-34)21-33(38)39)27-7-4-5-24(19-27)9-14-29-15-11-26-10-13-28(35)20-31(26)36-29/h2-11,13-15,19-20,32H,12,16-18,21-22H2,1H3,(H,38,39)/b14-9+/t32-/m1/s1
• InChIKey: DYLOVNSFPNMSRY-OTVRWNPNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-3-(2-acetylphenyl)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• IUPAC Traditional name: [1-({[(1R)-3-(2-acetylphenyl)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• Synonyms: 1-[[[(1R)-3-(2-Acetylphenyl)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]thio]methyl]cyclopropaneacetic Acid; Montelukast Methyl Ketone

Database IDs

• CAS Number: 937275-23-5
• PubChem SID: 164230705
• PubChem CID: 16719289

CALCULATED PROPERTIES

• Acid pKa: 4.342212
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 7.116217
• LogD (pH = 7.4): 5.3768616
• Log P: 8.102046
• Molar Refractivity: 164.0338 cm^3
• Polarizability: 64.6837 Å^3
• Polar Surface Area: 67.26 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M568040

Montelukast (M568000) impurity. A leukotriene antagonist useful as anti-asthmatic, anti-allergic, anti-inflammatory and cytoprotective agent.

REFERENCES

• Jones, T.R., et al.: Can. J. Physiol. Pharmacol., 67, 17 (1989)