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

• ChemBase ID: 216027
• Molecular Formular: C25H25NO10
• Molecular Mass: 499.4667
• Monoisotopic Mass: 499.14784601
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)COc1cc2c(C(=O)/C(=C\c3cc(c(c(c3)OC)OC)OC)/O2)cc1
• Canonical SMILES: COc1cc(/C=C\2/Oc3c(C2=O)ccc(c3)OCC(=O)N2CC(C[C@H]2C(=O)O)O)cc(c1OC)OC
• InChI: InChI=1S/C25H25NO10/c1-32-20-7-13(8-21(33-2)24(20)34-3)6-19-23(29)16-5-4-15(10-18(16)36-19)35-12-22(28)26-11-14(27)9-17(26)25(30)31/h4-8,10,14,17,27H,9,11-12H2,1-3H3,(H,30,31)/b19-6+/t14?,17-/m0/s1
• InChIKey: SGQQUYRWRQAOJN-XONADNCMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164271937
• PubChem CID: 16406501

CALCULATED PROPERTIES

• Acid pKa: 3.009935
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -1.8154917
• LogD (pH = 7.4): -2.8353794
• Log P: 0.6380215
• Molar Refractivity: 125.2881 cm^3
• Polarizability: 48.175518 Å^3
• Polar Surface Area: 141.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds