2-amino-3-(4-benzoylphenyl)propanoic acid hydrochloride

• ChemBase ID: 74318
• Molecular Formular: C16H16ClNO3
• Molecular Mass: 305.75614
• Monoisotopic Mass: 305.08187106
• SMILES: NC(Cc1ccc(cc1)C(=O)c1ccccc1)C(=O)O.Cl
• Canonical SMILES: NC(C(=O)O)Cc1ccc(cc1)C(=O)c1ccccc1.Cl
• InChI: InChI=1S/C16H15NO3.ClH/c17-14(16(19)20)10-11-6-8-13(9-7-11)15(18)12-4-2-1-3-5-12;/h1-9,14H,10,17H2,(H,19,20);1H
• InChIKey: XVJIYFOSPMCXHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-benzoylphenyl)propanoic acid hydrochloride
• IUPAC Traditional name: 2-amino-3-(4-benzoylphenyl)propanoic acid hydrochloride
• Synonyms: D,L-BPA; 4-Benzoylphenylalanine Hydrochloride; 4-Benzoyl-D,L-phenylalanine Hydrochloride; 4-Benzoyl-DL-phenylalanine hydrochloride

Database IDs

• CAS Number: 163679-36-5
• MDL Number: MFCD00269924
• PubChem SID: 162039237
• PubChem CID: 44119120

CALCULATED PROPERTIES

• Acid pKa: 1.5924172
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.27443883
• LogD (pH = 7.4): 0.26818284
• Log P: 0.27439776
• Molar Refractivity: 75.6918 cm^3
• Polarizability: 29.533663 Å^3
• Polar Surface Area: 80.39 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 202-204(dec.)°C; 202-204°C dec.

DETAILS

Apollo Scientific Ltd - OR0850T

A photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis.

Toronto Research Chemicals - B208500

A photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis.

REFERENCES

• Kauer, J.C., et al.: J. of Biol. Chem., 261, 23, 10695 (1986)