(2S)-2-[2-(3,5-difluorophenyl)acetamido]propanoic acid

• ChemBase ID: 167431
• Molecular Formular: C11H11F2NO3
• Molecular Mass: 243.2067464
• Monoisotopic Mass: 243.07069966
• SMILES: c1(cc(cc(c1)CC(=O)N[C@@H](C)C(=O)O)F)F
• Canonical SMILES: C[C@@H](C(=O)O)NC(=O)Cc1cc(F)cc(c1)F
• InChI: InChI=1S/C11H11F2NO3/c1-6(11(16)17)14-10(15)4-7-2-8(12)5-9(13)3-7/h2-3,5-6H,4H2,1H3,(H,14,15)(H,16,17)/t6-/m0/s1
• InChIKey: WMFFVAZKIWXNQV-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-(3,5-difluorophenyl)acetamido]propanoic acid
• IUPAC Traditional name: (2S)-2-[2-(3,5-difluorophenyl)acetamido]propanoic acid
• Synonyms: 3,5-Difluorophenylacetyl-(S)-alanine; N-[(3,5-Difluorophenyl)acetyl]-(S)-alanine; N-[2-(3,5-Difluorophenyl)acetyl]-L-alanine

Database IDs

• CAS Number: 208124-34-9
• PubChem SID: 162261564
• PubChem CID: 12135350

CALCULATED PROPERTIES

• Acid pKa: 3.3142426
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.8094519
• LogD (pH = 7.4): -2.063163
• Log P: 1.359879
• Molar Refractivity: 55.0958 cm^3
• Polarizability: 20.83757 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D445875

Intermediate in the production of antialzheimer agents.

REFERENCES

• Garino, C., et al.: Bioorg. Med. Chem. Lett., 14, 1771 (2004)
• Prasad, C., et al.: Bioorg. Med. Chem. Lett., 17, 4006 (2004)