(2R,3R,6S)-N-[4-fluoro(2H4)phenyl]-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)oxane-3-carboxamide

• ChemBase ID: 168857
• Molecular Formular: C24H21F2NO3
• Molecular Mass: 409.4252464
• Monoisotopic Mass: 409.14894998
• SMILES: [C@H]1(CC[C@H](O[C@H]1c1ccc(cc1)O)c1ccc(cc1)F)C(=O)Nc1ccc(cc1)F
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1O[C@@H](CC[C@H]1C(=O)Nc1ccc(cc1)F)c1ccc(cc1)F
• InChI: InChI=1S/C24H21F2NO3/c25-17-5-1-15(2-6-17)22-14-13-21(23(30-22)16-3-11-20(28)12-4-16)24(29)27-19-9-7-18(26)8-10-19/h1-12,21-23,28H,13-14H2,(H,27,29)/t21-,22+,23+/m1/s1
• InChIKey: IBDXWUJVRNPFPE-VJBWXMMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,6S)-N-[4-fluoro(^2H₄)phenyl]-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)oxane-3-carboxamide
• IUPAC Traditional name: (2R,3R,6S)-N-[4-fluoro(^2H₄)phenyl]-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)oxane-3-carboxamide
• Synonyms: (2R,3R,6S)-N,6-Bis(4-fluorophenyl)tetrahydro-2-(4-hydroxyphenyl)-2H-pyran-3-carboxamide-d4; Ezetimibe Tetrahydropyran-d4 Impurity

Database IDs

• PubChem SID: 162262989
• PubChem CID: 71316709

CALCULATED PROPERTIES

• Acid pKa: 9.471813
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.3381424
• LogD (pH = 7.4): 5.334544
• Log P: 5.338188
• Molar Refractivity: 110.497 cm^3
• Polarizability: 41.682472 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E975082

Labelled Ezetimibe (E975002) tetrahydropyran impurity.