(2R)-4-methyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)pentanoic acid

• ChemBase ID: 213454
• Molecular Formular: C26H29NO9
• Molecular Mass: 499.50976
• Monoisotopic Mass: 499.18423151
• SMILES: C\1(=C\c2cc(c(c(c2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](C(=O)O)CC(C)C)cc2
• Canonical SMILES: COc1cc(/C=C/2\Oc3c(C2=O)ccc(c3)OCC(=O)N[C@@H](C(=O)O)CC(C)C)cc(c1OC)OC
• InChI: InChI=1S/C26H29NO9/c1-14(2)8-18(26(30)31)27-23(28)13-35-16-6-7-17-19(12-16)36-20(24(17)29)9-15-10-21(32-3)25(34-5)22(11-15)33-4/h6-7,9-12,14,18H,8,13H2,1-5H3,(H,27,28)(H,30,31)/b20-9-/t18-/m1/s1
• InChIKey: IJNIUMQEZPROCG-UKZWNIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-4-methyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)pentanoic acid
• IUPAC Traditional name: (2R)-4-methyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetamido)pentanoic acid

Database IDs

• PubChem SID: 164269364
• PubChem CID: 16405054

CALCULATED PROPERTIES

• Acid pKa: 3.2917497
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 0.5764821
• LogD (pH = 7.4): -0.6606729
• Log P: 2.7671638
• Molar Refractivity: 129.9547 cm^3
• Polarizability: 50.049065 Å^3
• Polar Surface Area: 129.62 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds