(2Z)-3-{[2-(2-{2-[(2Z)-3-carboxyprop-2-enamido]ethoxy}ethoxy)ethyl]carbamoyl}prop-2-enoic acid

• ChemBase ID: 162336
• Molecular Formular: C14H20N2O8
• Molecular Mass: 344.3172
• Monoisotopic Mass: 344.12196561
• SMILES: N(CCOCCOCCNC(=O)/C=C\C(=O)O)C(=O)/C=C\C(=O)O
• Canonical SMILES: O=C(/C=C\C(=O)O)NCCOCCOCCNC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C14H20N2O8/c17-11(1-3-13(19)20)15-5-7-23-9-10-24-8-6-16-12(18)2-4-14(21)22/h1-4H,5-10H2,(H,15,17)(H,16,18)(H,19,20)(H,21,22)/b3-1-,4-2-
• InChIKey: JUQYEDJAHPPVIF-CCAGOZQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-{[2-(2-{2-[(2Z)-3-carboxyprop-2-enamido]ethoxy}ethoxy)ethyl]carbamoyl}prop-2-enoic acid
• IUPAC Traditional name: (2Z)-3-{[2-(2-{2-[(2Z)-3-carboxyprop-2-enamido]ethoxy}ethoxy)ethyl]carbamoyl}prop-2-enoic acid
• Synonyms: (2Z,16Z)-4,15-Dioxo-8,11-dioxa-5,14-diazaoctadeca-2,16-dienedioic Acid; 1,8-(Bismaleamic Acid)triethyleneglycol

Database IDs

• CAS Number: 125008-83-5
• PubChem SID: 162256471
• PubChem CID: 45038374

CALCULATED PROPERTIES

• Acid pKa: 3.0813997
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -5.731584
• LogD (pH = 7.4): -8.330711
• Log P: -1.5138377
• Molar Refractivity: 82.7698 cm^3
• Polarizability: 31.15765 Å^3
• Polar Surface Area: 151.26 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: White Solid

REFERENCES

• Kim, Y., et al.: Biochem., 47, 8804 (2008)