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

• ChemBase ID: 216025
• Molecular Formular: C24H25NO10
• Molecular Mass: 487.456
• Monoisotopic Mass: 487.14784601
• SMILES: C\1(=C/c2cc(c(c(c2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(O)C)cc2
• Canonical SMILES: COc1cc(/C=C\2/Oc3c(C2=O)ccc(c3)OCC(=O)N[C@H](C(=O)O)C(O)C)cc(c1OC)OC
• InChI: InChI=1S/C24H25NO10/c1-12(26)21(24(29)30)25-20(27)11-34-14-5-6-15-16(10-14)35-17(22(15)28)7-13-8-18(31-2)23(33-4)19(9-13)32-3/h5-10,12,21,26H,11H2,1-4H3,(H,25,27)(H,29,30)/b17-7+/t12?,21-/m0/s1
• InChIKey: DQLYNGNINHYVRH-DISXJSIISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164271935
• PubChem CID: 16406500

CALCULATED PROPERTIES

• Acid pKa: 2.9876797
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -1.5910732
• LogD (pH = 7.4): -2.5933337
• Log P: 0.8827186
• Molar Refractivity: 122.2436 cm^3
• Polarizability: 47.05927 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