(2R)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 213604
• Molecular Formular: C21H17NO8
• Molecular Mass: 411.36158
• Monoisotopic Mass: 411.09541651
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](C(=O)O)C)cc2
• Canonical SMILES: O=C(N[C@@H](C(=O)O)C)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C21H17NO8/c1-11(21(25)26)22-19(23)9-27-13-3-4-14-16(8-13)30-18(20(14)24)7-12-2-5-15-17(6-12)29-10-28-15/h2-8,11H,9-10H2,1H3,(H,22,23)(H,25,26)/b18-7-/t11-/m1/s1
• InChIKey: ZARAXMQQYGOQGM-KHEAKSIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid
• IUPAC Traditional name: (2R)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

Database IDs

• PubChem SID: 164269514
• PubChem CID: 16405134

CALCULATED PROPERTIES

• Acid pKa: 2.9842687
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.86759126
• LogD (pH = 7.4): -1.8671312
• Log P: 1.6093009
• Molar Refractivity: 102.6584 cm^3
• Polarizability: 39.468838 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds