(2S)-3-hydroxy-2-(2-{[(2Z)-3-oxo-2-[(2,3,4-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 211320
• Molecular Formular: C23H23NO10
• Molecular Mass: 473.42942
• Monoisotopic Mass: 473.13219594
• SMILES: C\1(=C\c2c(c(c(cc2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CO)cc2
• Canonical SMILES: OC[C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1ccc(c(c1OC)OC)OC)/C2=O
• InChI: InChI=1S/C23H23NO10/c1-30-16-7-4-12(21(31-2)22(16)32-3)8-18-20(27)14-6-5-13(9-17(14)34-18)33-11-19(26)24-15(10-25)23(28)29/h4-9,15,25H,10-11H2,1-3H3,(H,24,26)(H,28,29)/b18-8-/t15-/m0/s1
• InChIKey: HMAQFQXXMUZTIU-VHXYRJIDSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164267230
• PubChem CID: 16403797

CALCULATED PROPERTIES

• Acid pKa: 2.8803625
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.1041267
• LogD (pH = 7.4): -3.02106
• Log P: 0.4661436
• Molar Refractivity: 117.8248 cm^3
• Polarizability: 45.235756 Å^3
• Polar Surface Area: 149.85 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds