ethyl 3-(4-benzoylphenyl)-2-cyano-2-acetamidopropanoate

• ChemBase ID: 159212
• Molecular Formular: C21H20N2O4
• Molecular Mass: 364.3945
• Monoisotopic Mass: 364.14230713
• SMILES: c1ccc(cc1)C(=O)c1ccc(cc1)CC(C(=O)OCC)(NC(=O)C)C#N
• Canonical SMILES: CCOC(=O)C(Cc1ccc(cc1)C(=O)c1ccccc1)(NC(=O)C)C#N
• InChI: InChI=1S/C21H20N2O4/c1-3-27-20(26)21(14-22,23-15(2)24)13-16-9-11-18(12-10-16)19(25)17-7-5-4-6-8-17/h4-12H,3,13H2,1-2H3,(H,23,24)
• InChIKey: LGUNMAHNWXJYJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-benzoylphenyl)-2-cyano-2-acetamidopropanoate
• IUPAC Traditional name: ethyl 3-(4-benzoylphenyl)-2-cyano-2-acetamidopropanoate
• Synonyms: N-Acetyl-4-benzoyl-α-cyano-phenylalanine Ethyl Ester; N-Acetyl-α-cyano-p-benzoyl-D,L-phenylalanine Ethyl Ester

Database IDs

• CAS Number: 104504-38-3
• PubChem SID: 162253347
• PubChem CID: 5044223

CALCULATED PROPERTIES

• Acid pKa: 7.2215905
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.7675567
• LogD (pH = 7.4): 2.444371
• Log P: 2.7747853
• Molar Refractivity: 99.8321 cm^3
• Polarizability: 38.529064 Å^3
• Polar Surface Area: 96.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 147-148°C

REFERENCES

• Kauer, J., et al.: J. Biol. Chem., 261, 10695 (1986)