(2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-2-phenylacetic acid

• ChemBase ID: 215387
• Molecular Formular: C27H23NO8
• Molecular Mass: 489.47342
• Monoisotopic Mass: 489.1423667
• SMILES: C\1(=C/c2c(ccc(c2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)c1ccccc1)cc2
• Canonical SMILES: COc1ccc(c(c1)/C=C\1/Oc2c(C1=O)ccc(c2)OCC(=O)N[C@@H](c1ccccc1)C(=O)O)OC
• InChI: InChI=1S/C27H23NO8/c1-33-18-9-11-21(34-2)17(12-18)13-23-26(30)20-10-8-19(14-22(20)36-23)35-15-24(29)28-25(27(31)32)16-6-4-3-5-7-16/h3-14,25H,15H2,1-2H3,(H,28,29)(H,31,32)/b23-13+/t25-/m0/s1
• InChIKey: UZPDFYPJJPCRAZ-ITIZVALFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-2-phenylacetic acid
• IUPAC Traditional name: (S)-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)(phenyl)acetic acid

Database IDs

• PubChem SID: 164271297
• PubChem CID: 16405986

CALCULATED PROPERTIES

• Acid pKa: 3.1154778
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.6821219
• LogD (pH = 7.4): -0.42079067
• Log P: 3.03839
• Molar Refractivity: 129.6819 cm^3
• Polarizability: 49.705723 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds