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

• ChemBase ID: 212294
• Molecular Formular: C23H23NO9
• Molecular Mass: 457.43002
• Monoisotopic Mass: 457.13728132
• SMILES: C\1(=C\c2c(ccc(c2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(O)C)cc2
• Canonical SMILES: COc1ccc(cc1/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)C(O)C)OC
• InChI: InChI=1S/C23H23NO9/c1-12(25)21(23(28)29)24-20(26)11-32-15-4-6-16-18(10-15)33-19(22(16)27)9-13-8-14(30-2)5-7-17(13)31-3/h4-10,12,21,25H,11H2,1-3H3,(H,24,26)(H,28,29)/b19-9-/t12?,21-/m0/s1
• InChIKey: VDKXCDZBUZPRRR-UWHXCEOUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268204
• PubChem CID: 16404370

CALCULATED PROPERTIES

• Acid pKa: 2.987636
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.4334415
• LogD (pH = 7.4): -2.4356687
• Log P: 1.0403899
• Molar Refractivity: 115.7804 cm^3
• Polarizability: 44.50614 Å^3
• Polar Surface Area: 140.62 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds