(2R)-2-amino-3-phenylpropanamide

• ChemBase ID: 160420
• Molecular Formular: C9H12N2O
• Molecular Mass: 164.20438
• Monoisotopic Mass: 164.09496301
• SMILES: c1ccccc1C[C@H](C(=O)N)N
• Canonical SMILES: N[C@@H](C(=O)N)Cc1ccccc1
• InChI: InChI=1S/C9H12N2O/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H2,11,12)/t8-/m1/s1
• InChIKey: OBSIQMZKFXFYLV-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-phenylpropanamide
• IUPAC Traditional name: (2R)-2-amino-3-phenylpropanamide
• Synonyms: (αR)-α-Amino-benzenepropanamide; (R)-α-Amino-hydrocinnamamide; D-Phenylalaninamide; (2R)-2-Amino-3-phenylpropionyl Amide

Database IDs

• CAS Number: 5241-59-8
• PubChem SID: 162254555
• PubChem CID: 7000171

CALCULATED PROPERTIES

• Acid pKa: 16.337788
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.131882
• LogD (pH = 7.4): -0.43836388
• Log P: 0.27067244
• Molar Refractivity: 46.9385 cm^3
• Polarizability: 18.586464 Å^3
• Polar Surface Area: 69.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; THF
• Apperance: Yellowish Solid

DETAILS

Toronto Research Chemicals - A626080

Protected amino acid

REFERENCES

• Martin-Martinez, M., et al.: J. Med. Chem., 48, 7667 (2005)
• Salam, S., et al.: Biotechnol. Lett., 27, 1199 (2005)