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

• ChemBase ID: 211421
• Molecular Formular: C24H25NO8
• Molecular Mass: 455.4572
• Monoisotopic Mass: 455.15801677
• SMILES: C\1(=C\c2cc(c(cc2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(C)C)cc2
• Canonical SMILES: COc1cc(ccc1OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)C(C)C
• InChI: InChI=1S/C24H25NO8/c1-13(2)22(24(28)29)25-21(26)12-32-15-6-7-16-18(11-15)33-20(23(16)27)10-14-5-8-17(30-3)19(9-14)31-4/h5-11,13,22H,12H2,1-4H3,(H,25,26)(H,28,29)/b20-10-/t22-/m0/s1
• InChIKey: XGYNLFPWNIXKOF-OFHGOEMBSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164267331
• PubChem CID: 16403857

CALCULATED PROPERTIES

• Acid pKa: 3.1949856
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.27621824
• LogD (pH = 7.4): -0.8881031
• Log P: 2.5582201
• Molar Refractivity: 118.8135 cm^3
• Polarizability: 45.67133 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds