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

• ChemBase ID: 52082
• Molecular Formular: C10H10ClNO5
• Molecular Mass: 259.6431
• Monoisotopic Mass: 259.02475011
• SMILES: C(=O)(C(O)C(O)C(=O)Nc1ccc(cc1)Cl)O
• Canonical SMILES: OC(C(C(=O)O)O)C(=O)Nc1ccc(cc1)Cl
• InChI: InChI=1S/C10H10ClNO5/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: JLBJYGCSAOHRPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 46834-56-4; 17447-35-7
• MDL Number: MFCD00021698; MFCD00070634
• PubChem SID: 162056845
• PubChem CID: 581251

CALCULATED PROPERTIES

• Acid pKa: 3.235499
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0343342
• LogD (pH = 7.4): -3.2294705
• Log P: 0.20954669
• Molar Refractivity: 59.2955 cm^3
• Polarizability: 22.740847 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 193-195°C (dec)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false