(2S)-2-(2-chloroacetamido)butanedioic acid

• ChemBase ID: 85087
• Molecular Formular: C6H8ClNO5
• Molecular Mass: 209.58442
• Monoisotopic Mass: 209.00910004
• SMILES: N([C@@H](CC(=O)O)C(=O)O)C(=O)CCl
• Canonical SMILES: ClCC(=O)N[C@H](C(=O)O)CC(=O)O
• InChI: InChI=1S/C6H8ClNO5/c7-2-4(9)8-3(6(12)13)1-5(10)11/h3H,1-2H2,(H,8,9)(H,10,11)(H,12,13)/t3-/m0/s1
• InChIKey: COXKWXFZCRVVQB-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-chloroacetamido)butanedioic acid
• IUPAC Traditional name: (2S)-2-(2-chloroacetamido)butanedioic acid
• Synonyms: 2-[(2-chloroacetyl)amino]succinic acid

Database IDs

• MDL Number: MFCD00239059
• PubChem SID: 162072203
• PubChem CID: 2795111

CALCULATED PROPERTIES

• Acid pKa: 3.2766626
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.5661452
• LogD (pH = 7.4): -6.513475
• Log P: -0.8643328
• Molar Refractivity: 40.7297 cm^3
• Polarizability: 16.299345 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true