2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-{2-[2-hydroxy(1,3-14C2)propan-2-yl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid

• ChemBase ID: 174786
• Molecular Formular: C35H36ClNO3S
• Molecular Mass: 590.16832398
• Monoisotopic Mass: 589.21692668
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)[C@@H](CCc1c(cccc1)C(O)([14CH3])[14CH3])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)([14CH3])[14CH3])CC1
• InChI: InChI=1S/C35H36ClNO3S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(41-23-35(18-19-35)22-33(38)39)27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(36)21-31(26)37-29/h3-12,14-16,20-21,32,40H,13,17-19,22-23H2,1-2H3,(H,38,39)/b15-10+/t32-/m1/s1/i1+2,2+2
• InChIKey: UCHDWCPVSPXUMX-PKJVPUNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-{2-[2-hydroxy(1,3-^1^4C₂)propan-2-yl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• IUPAC Traditional name: [1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-{2-[2-hydroxy(1,3-^1^4C₂)propan-2-yl]phenyl}propyl]sulfanyl}methyl)cyclopropyl]acetic acid
• Synonyms: 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl-14C2)phenyl]propyl]thio]methyl]cyclopropaneacetic Acid; Montelukast-14C2

Database IDs

• PubChem SID: 164230696
• PubChem CID: 45039960

CALCULATED PROPERTIES

• Acid pKa: 4.400609
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 7.5461497
• LogD (pH = 7.4): 5.7954516
• Log P: 8.493533
• Molar Refractivity: 169.5039 cm^3
• Polarizability: 67.09314 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M568003

A selective leukotriene D4-receptor antagonist. Used as an antiasthmatic.

REFERENCES

• Labelle, M., et al.: Bioorg. Med. Chem. Lett., 5, 283 (1995)
• Jones, T.R., et al.: Can. J. Physiol. Pharmacol., 73, 191 (1995)
• Markham, A. and Faulds, D.: Drugs, 56, 251 (1998)