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

• ChemBase ID: 215742
• Molecular Formular: C26H19NO8
• Molecular Mass: 473.43096
• Monoisotopic Mass: 473.11106657
• SMILES: C\1(=C/c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)c1ccccc1)cc2
• Canonical SMILES: O=C(N[C@@H](c1ccccc1)C(=O)O)COc1ccc2c(c1)O/C(=C/c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C26H19NO8/c28-23(27-24(26(30)31)16-4-2-1-3-5-16)13-32-17-7-8-18-20(12-17)35-22(25(18)29)11-15-6-9-19-21(10-15)34-14-33-19/h1-12,24H,13-14H2,(H,27,28)(H,30,31)/b22-11+/t24-/m0/s1
• InChIKey: NXWRDFUHUJTLPM-SPVXFMEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2E)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-2-phenylacetic acid
• IUPAC Traditional name: (S)-(2-{[(2E)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetamido)(phenyl)acetic acid

Database IDs

• PubChem SID: 164271652
• PubChem CID: 16406300

CALCULATED PROPERTIES

• LogD (pH = 5.5): 0.6207357
• LogD (pH = 7.4): -0.48220766
• Log P: 2.976966
• Molar Refractivity: 122.5224 cm^3
• Polarizability: 47.1519 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 3.1155186
• H Acceptors: 8
• H Donor: 2

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds