(2S)-2-(2-{[(2E)-2-[(2,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-methylpentanoic acid

• ChemBase ID: 215466
• Molecular Formular: C25H27NO8
• Molecular Mass: 469.48378
• Monoisotopic Mass: 469.17366683
• SMILES: C\1(=C/c2c(cc(cc2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CC(C)C)cc2
• Canonical SMILES: COc1cc(OC)ccc1/C=C\1/Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)CC(C)C
• InChI: InChI=1S/C25H27NO8/c1-14(2)9-19(25(29)30)26-23(27)13-33-17-7-8-18-21(12-17)34-22(24(18)28)10-15-5-6-16(31-3)11-20(15)32-4/h5-8,10-12,14,19H,9,13H2,1-4H3,(H,26,27)(H,29,30)/b22-10+/t19-/m0/s1
• InChIKey: MBIFWXUTZPFGMX-IBUCALKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2E)-2-[(2,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2E)-2-[(2,4-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-4-methylpentanoic acid

Database IDs

• PubChem SID: 164271376
• PubChem CID: 16406048

CALCULATED PROPERTIES

• Acid pKa: 3.2917094
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.7341151
• LogD (pH = 7.4): -0.5030101
• Log P: 2.924835
• Molar Refractivity: 123.4915 cm^3
• Polarizability: 47.503204 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds