(2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-methylpentanoic acid

• ChemBase ID: 215731
• Molecular Formular: C25H27NO8
• Molecular Mass: 469.48378
• Monoisotopic Mass: 469.17366683
• SMILES: C\1(=C/c2c(ccc(c2)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/c1cc(OC)ccc1OC)/C2=O)C
• InChI: InChI=1S/C25H27NO8/c1-5-14(2)23(25(29)30)26-22(27)13-33-17-6-8-18-20(12-17)34-21(24(18)28)11-15-10-16(31-3)7-9-19(15)32-4/h6-12,14,23H,5,13H2,1-4H3,(H,26,27)(H,29,30)/b21-11+/t14?,23-/m0/s1
• InChIKey: RVHJJOUIUPKJBR-DWHDCILISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-methylpentanoic acid

Database IDs

• PubChem SID: 164271641
• PubChem CID: 16406290

CALCULATED PROPERTIES

• Acid pKa: 3.2880087
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.80856013
• LogD (pH = 7.4): -0.4258263
• Log P: 3.0027888
• Molar Refractivity: 123.4145 cm^3
• Polarizability: 47.50307 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