(2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-4-methylpentanoic acid

• ChemBase ID: 213349
• 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)CC(C)C)cc2
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O)C
• InChI: InChI=1S/C24H23NO8/c1-13(2)7-17(24(28)29)25-22(26)11-30-15-4-5-16-19(10-15)33-21(23(16)27)9-14-3-6-18-20(8-14)32-12-31-18/h3-6,8-10,13,17H,7,11-12H2,1-2H3,(H,25,26)(H,28,29)/b21-9-/t17-/m0/s1
• InChIKey: WRWMJFYJBDRZIL-INLLTYMYSA-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)-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-4-methylpentanoic acid

Database IDs

• PubChem SID: 164269259
• PubChem CID: 16405001

CALCULATED PROPERTIES

• Acid pKa: 3.2917519
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.6727313
• LogD (pH = 7.4): -0.5644252
• Log P: 2.863411
• Molar Refractivity: 116.332 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