2-ethoxy-4-[({2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethyl}carbamoyl)methyl]benzoic acid

• ChemBase ID: 166322
• Molecular Formular: C30H34N2O4
• Molecular Mass: 486.60196
• Monoisotopic Mass: 486.25185758
• SMILES: c1cccc(c1C(NC(=O)Cc1cc(c(cc1)C(=O)O)OCC)Cc1ccccc1)N1CCCCC1
• Canonical SMILES: CCOc1cc(ccc1C(=O)O)CC(=O)NC(c1ccccc1N1CCCCC1)Cc1ccccc1
• InChI: InChI=1S/C30H34N2O4/c1-2-36-28-20-23(15-16-25(28)30(34)35)21-29(33)31-26(19-22-11-5-3-6-12-22)24-13-7-8-14-27(24)32-17-9-4-10-18-32/h3,5-8,11-16,20,26H,2,4,9-10,17-19,21H2,1H3,(H,31,33)(H,34,35)
• InChIKey: MHMMEOVDUOZDJA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-ethoxy-4-[({2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethyl}carbamoyl)methyl]benzoic acid
• IUPAC Traditional name: 2-ethoxy-4-[({2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethyl}carbamoyl)methyl]benzoic acid
• Synonyms: 2-Ethoxy-4-[2-oxo-2-[[2-phenyl-1-[2-(1-piperidinyl)phenyl]ethyl]amino]ethyl]benzoic Acid; 2-Desisopropyl-2-phenyl Repaglinide (Repaglinide Impurity)

Database IDs

• CAS Number: 107362-12-9
• PubChem SID: 162260455
• PubChem CID: 10505107

CALCULATED PROPERTIES

• Acid pKa: 3.6750834
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.8009055
• LogD (pH = 7.4): 2.3484318
• Log P: 4.353248
• Molar Refractivity: 142.7735 cm^3
• Polarizability: 54.388622 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290195

An impurity of the antidiabetic Repaglinide (R144500).

REFERENCES

• Frell, W. et al.: J. Med. Chem., 41, 5219 (1998)