(2S)-3-hydroxy-2-(2-{[(2Z)-3-oxo-2-[(2,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 213302
• Molecular Formular: C23H23NO10
• Molecular Mass: 473.42942
• Monoisotopic Mass: 473.13219594
• SMILES: C\1(=C\c2c(cc(c(c2)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\c1cc(OC)c(cc1OC)OC)/C2=O
• InChI: InChI=1S/C23H23NO10/c1-30-16-9-19(32-3)18(31-2)6-12(16)7-20-22(27)14-5-4-13(8-17(14)34-20)33-11-21(26)24-15(10-25)23(28)29/h4-9,15,25H,10-11H2,1-3H3,(H,24,26)(H,28,29)/b20-7-/t15-/m0/s1
• InChIKey: JJBAFDBNFJPFKG-MLTJAMEPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-hydroxy-2-(2-{[(2Z)-3-oxo-2-[(2,4,5-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-[(2,4,5-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

Database IDs

• PubChem SID: 164269212
• PubChem CID: 16404981

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: 45.233517 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