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

• ChemBase ID: 215247
• Molecular Formular: C26H29NO9
• Molecular Mass: 499.50976
• Monoisotopic Mass: 499.18423151
• SMILES: C\1(=C\c2c(c(c(cc2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(CC)C)cc2
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1ccc(c(c1OC)OC)OC)/C2=O)C
• InChI: InChI=1S/C26H29NO9/c1-6-14(2)22(26(30)31)27-21(28)13-35-16-8-9-17-19(12-16)36-20(23(17)29)11-15-7-10-18(32-3)25(34-5)24(15)33-4/h7-12,14,22H,6,13H2,1-5H3,(H,27,28)(H,30,31)/b20-11-/t14?,22-/m0/s1
• InChIKey: KGBWCBANTUTKBI-XXXAPAEGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164271157
• PubChem CID: 16405861

CALCULATED PROPERTIES

• Acid pKa: 3.288009
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.65088904
• LogD (pH = 7.4): -0.58349746
• Log P: 2.8451176
• Molar Refractivity: 129.8777 cm^3
• Polarizability: 50.050507 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds