2-{1-[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propanesulfinyl)methyl]cyclopropyl}acetic acid

• ChemBase ID: 174791
• Molecular Formular: C35H36ClNO4S
• Molecular Mass: 602.18264
• Monoisotopic Mass: 601.20535732
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)C(CCc1c(cccc1)C(C)(C)O)S(=O)CC1(CC(=O)O)CC1)Cl
• Canonical SMILES: OC(=O)CC1(CC1)CS(=O)C(c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)CCc1ccccc1C(O)(C)C
• InChI: InChI=1S/C35H36ClNO4S/c1-34(2,40)30-9-4-3-7-25(30)13-17-32(42(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+
• InChIKey: QFTNWCBEAVHLQA-XNTDXEJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propanesulfinyl)methyl]cyclopropyl}acetic acid
• IUPAC Traditional name: {1-[(1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propanesulfinyl)methyl]cyclopropyl}acetic acid
• Synonyms: 1-[[[1-[3-[2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]sulfinyl]methyl]cyclopropaneacetic Acid; Montelukast M2; Montelukast Sulfoxide(Mixture of Diastereomers)

Database IDs

• CAS Number: 909849-96-3
• PubChem SID: 164230701
• PubChem CID: 24954023

CALCULATED PROPERTIES

• Acid pKa: 4.088144
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.3611193
• LogD (pH = 7.4): 3.700104
• Log P: 6.4989834
• Molar Refractivity: 171.1066 cm^3
• Polarizability: 67.69997 Å^3
• Polar Surface Area: 87.49 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 95-97°C

Safety Information

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

DETAILS

Toronto Research Chemicals - M568020

A metabolite of Montelukast.

REFERENCES

• Madan, A., et al.: Biochem. Pharmacol., 46, 2291 (1993)
• Blake, B.L., et al.: Xenobiotica, 25, 377 (1993)
• LaBelle, M., et al.: Bioorg. Med. Chem. Lett., 5, 283 (1993)
• Chiba, M., et al.: Drug Metab. Dispos., 24, 307 (1993)