(2S,3R)-3-[(4-fluorophenyl)carbamoyl]-2,3-dihydroxypropanoic acid

• ChemBase ID: 99467
• Molecular Formular: C10H10FNO5
• Molecular Mass: 243.1885032
• Monoisotopic Mass: 243.05430065
• SMILES: N(c1ccc(cc1)F)C(=O)[C@@H]([C@@H](C(=O)O)O)O
• Canonical SMILES: O[C@H]([C@@H](C(=O)O)O)C(=O)Nc1ccc(cc1)F
• InChI: InChI=1S/C10H10FNO5/c11-5-1-3-6(4-2-5)12-9(15)7(13)8(14)10(16)17/h1-4,7-8,13-14H,(H,12,15)(H,16,17)/t7-,8+/m1/s1
• InChIKey: GEDAGSYSBWTSHH-SFYZADRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-[(4-fluorophenyl)carbamoyl]-2,3-dihydroxypropanoic acid
• IUPAC Traditional name: (2S,3R)-3-[(4-fluorophenyl)carbamoyl]-2,3-dihydroxypropanoic acid
• Synonyms: (+)-4'-Fluorotartanilic acid 97%

Database IDs

• CAS Number: 206761-65-1
• MDL Number: MFCD00060349
• PubChem SID: 162085732
• PubChem CID: 7158204

CALCULATED PROPERTIES

• Acid pKa: 3.225983
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.5046465
• LogD (pH = 7.4): -3.6925862
• Log P: -0.25179607
• Molar Refractivity: 54.7071 cm^3
• Polarizability: 20.604712 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 192-193(dec.)°C

Safety Information

• Storage Warning: Irritant