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

• ChemBase ID: 212776
• Molecular Formular: C24H25NO10
• Molecular Mass: 487.456
• Monoisotopic Mass: 487.14784601
• SMILES: C\1(=C\c2c(cc(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(OC)c(cc1/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)C(O)C)OC
• InChI: InChI=1S/C24H25NO10/c1-12(26)22(24(29)30)25-21(27)11-34-14-5-6-15-17(9-14)35-20(23(15)28)8-13-7-18(32-3)19(33-4)10-16(13)31-2/h5-10,12,22,26H,11H2,1-4H3,(H,25,27)(H,29,30)/b20-8-/t12?,22-/m0/s1
• InChIKey: JWJGXDRTJUURRC-ZGCLOFOPSA-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)butanoic acid
• IUPAC Traditional name: (2S)-3-hydroxy-2-(2-{[(2Z)-3-oxo-2-[(2,4,5-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetamido)butanoic acid

Database IDs

• PubChem SID: 164268686
• PubChem CID: 16404652

CALCULATED PROPERTIES

• Acid pKa: 2.9876363
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -1.5911126
• LogD (pH = 7.4): -2.5933394
• Log P: 0.8827186
• Molar Refractivity: 122.2436 cm^3
• Polarizability: 47.058437 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