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

• ChemBase ID: 213176
• Molecular Formular: C25H27NO9
• Molecular Mass: 485.48318
• Monoisotopic Mass: 485.16858145
• 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(C)C)cc2
• Canonical SMILES: COc1c(ccc(c1OC)OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@@H](C(=O)O)C(C)C
• InChI: InChI=1S/C25H27NO9/c1-13(2)21(25(29)30)26-20(27)12-34-15-7-8-16-18(11-15)35-19(22(16)28)10-14-6-9-17(31-3)24(33-5)23(14)32-4/h6-11,13,21H,12H2,1-5H3,(H,26,27)(H,29,30)/b19-10-/t21-/m1/s1
• InChIKey: YGBIIJAHARBWNP-BYHQVZLYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164269086
• PubChem CID: 16404901

CALCULATED PROPERTIES

• Acid pKa: 3.1949391
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.118503325
• LogD (pH = 7.4): -1.0457826
• Log P: 2.4005487
• Molar Refractivity: 125.2767 cm^3
• Polarizability: 48.220238 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