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

• ChemBase ID: 212907
• Molecular Formular: C22H17NO10
• Molecular Mass: 455.37108
• Monoisotopic Mass: 455.08524575
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](CC(=O)O)C(=O)O)cc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=O)O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C22H17NO10/c24-19(23-14(22(28)29)8-20(25)26)9-30-12-2-3-13-16(7-12)33-18(21(13)27)6-11-1-4-15-17(5-11)32-10-31-15/h1-7,14H,8-10H2,(H,23,24)(H,25,26)(H,28,29)/b18-6-/t14-/m0/s1
• InChIKey: OELZZCWSNJTJFJ-WPZPTPNYSA-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)butanedioic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)butanedioic acid

Database IDs

• PubChem SID: 164268817
• PubChem CID: 16404739

CALCULATED PROPERTIES

• Acid pKa: 2.8538928
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.4321268
• LogD (pH = 7.4): -5.1086493
• Log P: 0.96748894
• Molar Refractivity: 108.6938 cm^3
• Polarizability: 41.9434 Å^3
• Polar Surface Area: 157.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds