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

• ChemBase ID: 211000
• Molecular Formular: C23H19NO10
• Molecular Mass: 469.39766
• Monoisotopic Mass: 469.10089581
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCC(=O)O)cc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H19NO10/c25-20(24-15(23(29)30)4-6-21(26)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,(H,24,25)(H,26,27)(H,29,30)/b19-8-/t15-/m0/s1
• InChIKey: SNOWTYHGRHZBRW-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)pentanedioic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)pentanedioic acid

Database IDs

• PubChem SID: 164266910
• PubChem CID: 16403598

CALCULATED PROPERTIES

• Acid pKa: 2.869971
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -3.079337
• LogD (pH = 7.4): -5.539718
• Log P: 1.2561501
• Molar Refractivity: 113.4488 cm^3
• Polarizability: 43.76358 Å^3
• Polar Surface Area: 157.69 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds