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

• ChemBase ID: 212097
• Molecular Formular: C22H19NO9
• Molecular Mass: 441.38756
• Monoisotopic Mass: 441.10598119
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](C(=O)O)C(O)C)cc2
• Canonical SMILES: O=C(N[C@@H](C(=O)O)C(O)C)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C22H19NO9/c1-11(24)20(22(27)28)23-19(25)9-29-13-3-4-14-16(8-13)32-18(21(14)26)7-12-2-5-15-17(6-12)31-10-30-15/h2-8,11,20,24H,9-10H2,1H3,(H,23,25)(H,27,28)/b18-7-/t11?,20-/m1/s1
• InChIKey: VCHRWBRFSAXBJT-KLAUCIFASA-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)-3-hydroxybutanoic acid
• IUPAC Traditional name: (2R)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164268007
• PubChem CID: 16404249

CALCULATED PROPERTIES

• Acid pKa: 2.9876816
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.494824
• LogD (pH = 7.4): -2.497086
• Log P: 0.9789659
• Molar Refractivity: 108.6209 cm^3
• Polarizability: 41.968063 Å^3
• Polar Surface Area: 140.62 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds