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

• ChemBase ID: 213592
• Molecular Formular: C27H23NO8
• Molecular Mass: 489.47342
• Monoisotopic Mass: 489.1423667
• SMILES: C\1(=C\c2c(c(OC)ccc2)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](C(=O)O)c1ccccc1)cc2
• Canonical SMILES: COc1c(cccc1OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C27H23NO8/c1-33-20-10-6-9-17(26(20)34-2)13-22-25(30)19-12-11-18(14-21(19)36-22)35-15-23(29)28-24(27(31)32)16-7-4-3-5-8-16/h3-14,24H,15H2,1-2H3,(H,28,29)(H,31,32)/b22-13-/t24-/m1/s1
• InChIKey: OOADLWBTJWWEHC-RWTNITNYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164269502
• PubChem CID: 16405125

CALCULATED PROPERTIES

• Acid pKa: 3.1154778
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.6821218
• LogD (pH = 7.4): -0.4207906
• Log P: 3.03839
• Molar Refractivity: 129.6819 cm^3
• Polarizability: 49.708065 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