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

• ChemBase ID: 213639
• Molecular Formular: C27H21NO8
• Molecular Mass: 487.45754
• Monoisotopic Mass: 487.12671664
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)Cc1ccccc1)cc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C27H21NO8/c29-25(28-20(27(31)32)10-16-4-2-1-3-5-16)14-33-18-7-8-19-22(13-18)36-24(26(19)30)12-17-6-9-21-23(11-17)35-15-34-21/h1-9,11-13,20H,10,14-15H2,(H,28,29)(H,31,32)/b24-12-/t20-/m0/s1
• InChIKey: KMSZAKXJAWDHMK-QMFCMINHSA-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-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164269549
• PubChem CID: 16405155

CALCULATED PROPERTIES

• Acid pKa: 3.2925391
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.0756942
• LogD (pH = 7.4): -0.16204526
• Log P: 3.2656271
• Molar Refractivity: 127.2774 cm^3
• Polarizability: 48.98852 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