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

• ChemBase ID: 170976
• Molecular Formular: C35H36ClNO4S
• Molecular Mass: 602.18264
• Monoisotopic Mass: 601.20535732
• SMILES: c1cc(cc2c1ccc(n2)/C=C/c1cccc(c1)[C@@H](CCc1c(cccc1)C(O)(C)C)SCC1(C(O)C(=O)O)CC1)Cl
• Canonical SMILES: OC(=O)C(C1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1)O
• InChI: InChI=1S/C35H36ClNO4S/c1-34(2,41)29-9-4-3-7-24(29)13-17-31(42-22-35(18-19-35)32(38)33(39)40)26-8-5-6-23(20-26)10-15-28-16-12-25-11-14-27(36)21-30(25)37-28/h3-12,14-16,20-21,31-32,38,41H,13,17-19,22H2,1-2H3,(H,39,40)/b15-10+/t31-,32?/m1/s1
• InChIKey: QFJAHHNMKTWTGZ-DZAPPIOQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]-2-hydroxyacetic acid
• IUPAC Traditional name: [1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl](hydroxy)acetic acid
• Synonyms: [1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropyl](hydroxy)acetic Acid; Montelukast Impurity I; α-Hydroxy Montelukast

Database IDs

• PubChem SID: 164226886
• PubChem CID: 70702423

CALCULATED PROPERTIES

• Acid pKa: 3.9036484
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 6.3022676
• LogD (pH = 7.4): 4.7338805
• Log P: 7.5550117
• Molar Refractivity: 170.8421 cm^3
• Polarizability: 67.69253 Å^3
• Polar Surface Area: 90.65 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H948650

A hydroxylated impurity of the selective leukotriene D4-receptor antagonist, Montelukast (M568000).