(2R)-2-[(S)-[4-(benzyloxy)phenyl][(4-fluorophenyl)amino]methyl]pentanedioic acid

• ChemBase ID: 168851
• Molecular Formular: C25H24FNO5
• Molecular Mass: 437.4601632
• Monoisotopic Mass: 437.16385109
• SMILES: [C@@H](Nc1ccc(cc1)F)(c1ccc(cc1)OCc1ccccc1)[C@@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@H]([C@@H](c1ccc(cc1)OCc1ccccc1)Nc1ccc(cc1)F)C(=O)O
• InChI: InChI=1S/C25H24FNO5/c26-19-8-10-20(11-9-19)27-24(22(25(30)31)14-15-23(28)29)18-6-12-21(13-7-18)32-16-17-4-2-1-3-5-17/h1-13,22,24,27H,14-16H2,(H,28,29)(H,30,31)/t22-,24-/m1/s1
• InChIKey: WLAMIMDXLOJKMS-ISKFKSNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(S)-[4-(benzyloxy)phenyl][(4-fluorophenyl)amino]methyl]pentanedioic acid
• IUPAC Traditional name: (2R)-2-[(S)-[4-(benzyloxy)phenyl][(4-fluorophenyl)amino]methyl]pentanedioic acid
• Synonyms: (2R)-2-[(S)-[(4-Fluorophenyl)amino][4-(phenylmethoxy)phenyl]methyl]pentanedioic Acid; Ezetimibe Diacid Impurity

Database IDs

• CAS Number: 1013025-04-1
• PubChem SID: 162262983
• PubChem CID: 24855128

CALCULATED PROPERTIES

• Acid pKa: 3.0413206
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.8707125
• LogD (pH = 7.4): -1.4211704
• Log P: 3.9448273
• Molar Refractivity: 118.0527 cm^3
• Polarizability: 44.922413 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E975050

An open-ringed diacid impurity of Ezetimibe (E975000).