(2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-phenylpropanoic acid

• ChemBase ID: 214883
• Molecular Formular: C28H25NO8
• Molecular Mass: 503.5
• Monoisotopic Mass: 503.15801677
• SMILES: C\1(=C/c2c(ccc(c2)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)Cc1ccccc1)cc2
• Canonical SMILES: COc1ccc(c(c1)/C=C\1/Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)Cc1ccccc1)OC
• InChI: InChI=1S/C28H25NO8/c1-34-19-9-11-23(35-2)18(13-19)14-25-27(31)21-10-8-20(15-24(21)37-25)36-16-26(30)29-22(28(32)33)12-17-6-4-3-5-7-17/h3-11,13-15,22H,12,16H2,1-2H3,(H,29,30)(H,32,33)/b25-14+/t22-/m0/s1
• InChIKey: PEHHTHZNFQZXRP-PWYGXMRTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-(2-{[(2E)-2-[(2,5-dimethoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164270793
• PubChem CID: 16405548

CALCULATED PROPERTIES

• Acid pKa: 3.2924998
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.1370809
• LogD (pH = 7.4): -0.10062963
• Log P: 3.3270512
• Molar Refractivity: 134.4369 cm^3
• Polarizability: 51.544163 Å^3
• Polar Surface Area: 120.39 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds