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

• ChemBase ID: 213205
• Molecular Formular: C23H21NO8
• Molecular Mass: 439.41474
• Monoisotopic Mass: 439.12671664
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(C)C)cc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)C(C)C)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H21NO8/c1-12(2)21(23(27)28)24-20(25)10-29-14-4-5-15-17(9-14)32-19(22(15)26)8-13-3-6-16-18(7-13)31-11-30-16/h3-9,12,21H,10-11H2,1-2H3,(H,24,25)(H,27,28)/b19-8-/t21-/m0/s1
• InChIKey: TVRFXZSVWQNWGQ-YMAYPHAPSA-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)-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-methylbutanoic acid

Database IDs

• PubChem SID: 164269115
• PubChem CID: 16404919

CALCULATED PROPERTIES

• Acid pKa: 3.1949856
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.2147942
• LogD (pH = 7.4): -0.94952714
• Log P: 2.4967961
• Molar Refractivity: 111.654 cm^3
• Polarizability: 43.124138 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds