(6S)-6-[(E)-2-[2-(2H5)cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]ethenyl]-5,6-dihydro-2H-pyran-2-one

• ChemBase ID: 165722
• Molecular Formular: C25H20FNO2
• Molecular Mass: 385.4302032
• Monoisotopic Mass: 385.14780711
• SMILES: c12c(c(c(c(n1)C1CC1)/C=C/[C@@H]1CC=CC(=O)O1)c1ccc(cc1)F)cccc2
• Canonical SMILES: O=C1C=CC[C@H](O1)/C=C/c1c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1
• InChI: InChI=1S/C25H20FNO2/c26-18-12-10-16(11-13-18)24-20-5-1-2-6-22(20)27-25(17-8-9-17)21(24)15-14-19-4-3-7-23(28)29-19/h1-3,5-7,10-15,17,19H,4,8-9H2/b15-14+/t19-/m0/s1
• InChIKey: MFFUQPAEKQJJQL-IQGVVSCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-6-[(E)-2-[2-(^2H₅)cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]ethenyl]-5,6-dihydro-2H-pyran-2-one
• IUPAC Traditional name: (6S)-6-[(E)-2-[2-(^2H₅)cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]ethenyl]-5,6-dihydropyran-2-one
• Synonyms: (6S)-6-[(1E)-2-[2-Cyclopropyl-d5-4-(4-fluorophenyl)-3-quinolinyl]ethenyl]tetrahydro-2H-pyran-2-one; 4-Dehydroxy-3-dehydro-pitavastatin-d5 Lactone

Database IDs

• PubChem SID: 162259855
• PubChem CID: 71315360

CALCULATED PROPERTIES

• Acid pKa: 17.302439
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.0106587
• LogD (pH = 7.4): 6.07726
• Log P: 6.078181
• Molar Refractivity: 111.8684 cm^3
• Polarizability: 44.90149 Å^3
• Polar Surface Area: 39.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - D230642

A labelled metabolite of Pitavastatin in humans and monkeys.

REFERENCES

• Yamada, I. et al.: Xenobiotica 33, 789 (2003)