(2R)-3-carbamoyl-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 212207
• Molecular Formular: C23H22N2O9
• Molecular Mass: 470.42878
• Monoisotopic Mass: 470.13253029
• SMILES: C\1(=C\c2cc(c(cc2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](CC(=O)N)C(=O)O)cc2
• Canonical SMILES: COc1cc(ccc1OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@@H](C(=O)O)CC(=O)N
• InChI: InChI=1S/C23H22N2O9/c1-31-16-6-3-12(7-18(16)32-2)8-19-22(28)14-5-4-13(9-17(14)34-19)33-11-21(27)25-15(23(29)30)10-20(24)26/h3-9,15H,10-11H2,1-2H3,(H2,24,26)(H,25,27)(H,29,30)/b19-8-/t15-/m1/s1
• InChIKey: XVBRJEUIARTSIU-XXZGICNZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-carbamoyl-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid
• IUPAC Traditional name: (2R)-3-carbamoyl-2-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

Database IDs

• PubChem SID: 164268117
• PubChem CID: 16404318

CALCULATED PROPERTIES

• Acid pKa: 2.9784842
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.2601764
• LogD (pH = 7.4): -3.2551267
• Log P: 0.2219703
• Molar Refractivity: 117.6755 cm^3
• Polarizability: 45.127796 Å^3
• Polar Surface Area: 163.48 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds