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

• ChemBase ID: 214879
• Molecular Formular: C25H27NO9
• Molecular Mass: 485.48318
• Monoisotopic Mass: 485.16858145
• 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(C)C)cc2
• Canonical SMILES: COc1cc(/C=C/2\Oc3c(C2=O)ccc(c3)OCC(=O)N[C@@H](C(=O)O)C(C)C)cc(c1OC)OC
• InChI: InChI=1S/C25H27NO9/c1-13(2)22(25(29)30)26-21(27)12-34-15-6-7-16-17(11-15)35-18(23(16)28)8-14-9-19(31-3)24(33-5)20(10-14)32-4/h6-11,13,22H,12H2,1-5H3,(H,26,27)(H,29,30)/b18-8-/t22-/m1/s1
• InChIKey: RDMACVGSFTVFHD-WQKFDGFASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164270789
• PubChem CID: 16405544

CALCULATED PROPERTIES

• Acid pKa: 3.1949835
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.11854502
• LogD (pH = 7.4): -1.0457748
• Log P: 2.4005487
• Molar Refractivity: 125.2767 cm^3
• Polarizability: 48.2188 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds