2-amino-3-[(4-benzoylphenyl)formamido]propanoic acid

• ChemBase ID: 159822
• Molecular Formular: C17H16N2O4
• Molecular Mass: 312.31994
• Monoisotopic Mass: 312.111007
• SMILES: c1cccc(c1)C(=O)c1ccc(cc1)C(=O)NCC(N)C(=O)O
• Canonical SMILES: NC(C(=O)O)CNC(=O)c1ccc(cc1)C(=O)c1ccccc1
• InChI: InChI=1S/C17H16N2O4/c18-14(17(22)23)10-19-16(21)13-8-6-12(7-9-13)15(20)11-4-2-1-3-5-11/h1-9,14H,10,18H2,(H,19,21)(H,22,23)
• InChIKey: XJOKDNVTFDXBIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[(4-benzoylphenyl)formamido]propanoic acid
• IUPAC Traditional name: 2-amino-3-[(4-benzoylphenyl)formamido]propanoic acid
• Synonyms: 1-Amino-4-cyanobenzene; 4-Aminobenzenenitrile; 4-Aminophenylnitrile; 4-Cyanoaniline; 4-Cyanobenzenamine; 4-Cyanobenzeneamine; 4-Cyanophenylamine; NSC 7625; p-Aminobenzonitrile; p-Cyanoaniline; p-Cyanophenylamine; 4-Aminobenzonitrile

Database IDs

• CAS Number: 873-74-5
• PubChem SID: 162253957
• PubChem CID: 4306153

CALCULATED PROPERTIES

• Acid pKa: 1.5728542
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.8620387
• LogD (pH = 7.4): -0.9096838
• Log P: -0.8616883
• Molar Refractivity: 84.3883 cm^3
• Polarizability: 32.38463 Å^3
• Polar Surface Area: 109.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A591710

4-Aminobenzonitrile is an amino substituted benzonitrile with hypotensive activity. 4-Aminobenzonitrile is used as radioprotective agent. 4-Aminobenzonitrile is a metabolite of 4-cyanoacetanilide.

REFERENCES

• Fernandez, J.P.: Farm. Ediz. Sci., 41, 41 (1986)
• Cheav, S.L. et al.: Ann. Pharm. Fran., 44, 363 (1986)
• Hesk, D. et al.: Xenobiotica, 18, 955 (1986)