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

• ChemBase ID: 212190
• Molecular Formular: C22H20N2O8
• Molecular Mass: 440.4028
• Monoisotopic Mass: 440.12196561
• SMILES: C\1(=C\c2cc(OC)ccc2)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](CC(=O)N)C(=O)O)cc2
• Canonical SMILES: COc1cccc(c1)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@@H](C(=O)O)CC(=O)N
• InChI: InChI=1S/C22H20N2O8/c1-30-13-4-2-3-12(7-13)8-18-21(27)15-6-5-14(9-17(15)32-18)31-11-20(26)24-16(22(28)29)10-19(23)25/h2-9,16H,10-11H2,1H3,(H2,23,25)(H,24,26)(H,28,29)/b18-8-/t16-/m1/s1
• InChIKey: LPPVWOWMDWYMQC-SHZLZMIXSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268100
• PubChem CID: 16404311

CALCULATED PROPERTIES

• Acid pKa: 2.978484
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -2.1025054
• LogD (pH = 7.4): -3.0974557
• Log P: 0.37964156
• Molar Refractivity: 111.2123 cm^3
• Polarizability: 42.575485 Å^3
• Polar Surface Area: 154.25 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds