(2Z)-3-[(2-carboxyethyl)carbamoyl]prop-2-enoic acid

• ChemBase ID: 160941
• Molecular Formular: C7H9NO5
• Molecular Mass: 187.15006
• Monoisotopic Mass: 187.04807239
• SMILES: C(=C\C(=O)NCCC(=O)O)\C(=O)O
• Canonical SMILES: O=C(/C=C\C(=O)O)NCCC(=O)O
• InChI: InChI=1S/C7H9NO5/c9-5(1-2-6(10)11)8-4-3-7(12)13/h1-2H,3-4H2,(H,8,9)(H,10,11)(H,12,13)/b2-1-
• InChIKey: JYXLDXBKFBWKOV-UPHRSURJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-[(2-carboxyethyl)carbamoyl]prop-2-enoic acid
• IUPAC Traditional name: (2Z)-3-[(2-carboxyethyl)carbamoyl]prop-2-enoic acid
• Synonyms: (2Z)-4-[(2-Carboxyethyl)amino]-4-oxo-2-butenoic Acid; N-(2-Carboxyethyl)maleamic Acid; cis-5-Aza-4-oxo-oct-2-en-dioic Acid

Database IDs

• CAS Number: 57079-11-5
• PubChem SID: 162255076
• PubChem CID: 16038162

CALCULATED PROPERTIES

• Acid pKa: 3.150446
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.598993
• LogD (pH = 7.4): -7.45093
• Log P: -0.9091848
• Molar Refractivity: 42.1099 cm^3
• Polarizability: 15.875808 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Methanol
• Apperance: White Powder

REFERENCES

• McNew, J., et al.: J. Cell Biol., 150, 105 (2000)
• Li, X., et al.: Bioorg. Med. Chem., 12, 545 (2000)