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

• ChemBase ID: 51975
• Molecular Formular: C10H10FNO5
• Molecular Mass: 243.1885032
• Monoisotopic Mass: 243.05430065
• SMILES: C(=O)(C(O)C(O)C(=O)Nc1ccc(cc1)F)O
• Canonical SMILES: OC(C(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)
• InChIKey: GEDAGSYSBWTSHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-fluorophenyl)carbamoyl]-2,3-dihydroxypropanoic acid
• IUPAC Traditional name: 3-[(4-fluorophenyl)carbamoyl]-2,3-dihydroxypropanoic acid
• Synonyms: (+)-4'-Fluorotartranilic acid; (-)-4'-Fluorotartranilic acid

Database IDs

• CAS Number: 238401-54-2; 206761-65-1
• MDL Number: MFCD00060349; MFCD00070633
• PubChem SID: 162056738
• PubChem CID: 2737517

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°C (dec)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false