(2S)-4-carbamoyl-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)butanoic acid

• ChemBase ID: 211291
• Molecular Formular: C23H22N2O8
• Molecular Mass: 454.42938
• Monoisotopic Mass: 454.13761567
• SMILES: C\1(=C\c2cc(OC)ccc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCC(=O)N)cc2
• Canonical SMILES: COc1cccc(c1)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)CCC(=O)N
• InChI: InChI=1S/C23H22N2O8/c1-31-14-4-2-3-13(9-14)10-19-22(28)16-6-5-15(11-18(16)33-19)32-12-21(27)25-17(23(29)30)7-8-20(24)26/h2-6,9-11,17H,7-8,12H2,1H3,(H2,24,26)(H,25,27)(H,29,30)/b19-10-/t17-/m0/s1
• InChIKey: LFWBWQDMIALNPV-KCBNLNMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-carbamoyl-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)butanoic acid
• IUPAC Traditional name: (2S)-4-carbamoyl-2-(2-{[(2Z)-2-[(3-methoxyphenyl)methylidene]-3-oxo-1-benzofuran-6-yl]oxy}acetamido)butanoic acid

Database IDs

• PubChem SID: 164267201
• PubChem CID: 16403779

CALCULATED PROPERTIES

• Acid pKa: 3.082724
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -1.718352
• LogD (pH = 7.4): -2.7956128
• Log P: 0.6683028
• Molar Refractivity: 115.9673 cm^3
• Polarizability: 44.403 Å^3
• Polar Surface Area: 154.25 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds