(2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-carbamoylbutanoic acid

• ChemBase ID: 212335
• Molecular Formular: C23H20N2O9
• Molecular Mass: 468.4129
• Monoisotopic Mass: 468.11688023
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCC(=O)N)cc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)N)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H20N2O9/c24-20(26)6-4-15(23(29)30)25-21(27)10-31-13-2-3-14-17(9-13)34-19(22(14)28)8-12-1-5-16-18(7-12)33-11-32-16/h1-3,5,7-9,15H,4,6,10-11H2,(H2,24,26)(H,25,27)(H,29,30)/b19-8-/t15-/m0/s1
• InChIKey: WDROCGVNOVXGFX-CPIUSTHESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-carbamoylbutanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-4-carbamoylbutanoic acid

Database IDs

• PubChem SID: 164268245
• PubChem CID: 16404398

CALCULATED PROPERTIES

• Acid pKa: 3.0827243
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.9374471
• LogD (pH = 7.4): -3.014708
• Log P: 0.4492075
• Molar Refractivity: 115.271 cm^3
• Polarizability: 44.416504 Å^3
• Polar Surface Area: 163.48 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds