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

• ChemBase ID: 212682
• Molecular Formular: C23H22N2O9
• Molecular Mass: 470.42878
• Monoisotopic Mass: 470.13253029
• SMILES: C\1(=C\c2c(cc(cc2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](CC(=O)N)C(=O)O)cc2
• Canonical SMILES: COc1cc(OC)ccc1/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@@H](C(=O)O)CC(=O)N
• InChI: InChI=1S/C23H22N2O9/c1-31-13-4-3-12(17(8-13)32-2)7-19-22(28)15-6-5-14(9-18(15)34-19)33-11-21(27)25-16(23(29)30)10-20(24)26/h3-9,16H,10-11H2,1-2H3,(H2,24,26)(H,25,27)(H,29,30)/b19-7-/t16-/m1/s1
• InChIKey: XYKJTDUIRIHHPG-WUBXBPHZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268592
• PubChem CID: 16404597

CALCULATED PROPERTIES

• Acid pKa: 2.9784431
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.2602136
• LogD (pH = 7.4): -3.2551317
• Log P: 0.2219703
• Molar Refractivity: 117.6755 cm^3
• Polarizability: 45.127804 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