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

• ChemBase ID: 212360
• Molecular Formular: C25H27NO8
• Molecular Mass: 469.48378
• Monoisotopic Mass: 469.17366683
• SMILES: C\1(=C\c2c(c(OC)ccc2)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](C(=O)O)CC(C)C)cc2
• Canonical SMILES: COc1c(cccc1OC)/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)10-18(25(29)30)26-22(27)13-33-16-8-9-17-20(12-16)34-21(23(17)28)11-15-6-5-7-19(31-3)24(15)32-4/h5-9,11-12,14,18H,10,13H2,1-4H3,(H,26,27)(H,29,30)/b21-11-/t18-/m1/s1
• InChIKey: FFYRNGHUAOQYHX-UTYYKHSJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268270
• PubChem CID: 16404413

CALCULATED PROPERTIES

• Acid pKa: 3.291707
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.7341129
• LogD (pH = 7.4): -0.50301063
• Log P: 2.924835
• Molar Refractivity: 123.4915 cm^3
• Polarizability: 47.505398 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds