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

• ChemBase ID: 212030
• Molecular Formular: C24H23NO8
• Molecular Mass: 453.44132
• Monoisotopic Mass: 453.1423667
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)C(CC)C)cc2
• Canonical SMILES: CCC([C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O)C
• InChI: InChI=1S/C24H23NO8/c1-3-13(2)22(24(28)29)25-21(26)11-30-15-5-6-16-18(10-15)33-20(23(16)27)9-14-4-7-17-19(8-14)32-12-31-17/h4-10,13,22H,3,11-12H2,1-2H3,(H,25,26)(H,28,29)/b20-9-/t13?,22-/m0/s1
• InChIKey: KBYRHFAACISZRS-GIZGYEQVSA-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-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-methylpentanoic acid

Database IDs

• PubChem SID: 164267940
• PubChem CID: 16404214

CALCULATED PROPERTIES

• Acid pKa: 3.2880533
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.74717844
• LogD (pH = 7.4): -0.4872409
• Log P: 2.9413648
• Molar Refractivity: 116.255 cm^3
• Polarizability: 44.953743 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds