(2S)-3-carbamoyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

• ChemBase ID: 216082
• Molecular Formular: C24H24N2O10
• Molecular Mass: 500.45476
• Monoisotopic Mass: 500.14309498
• SMILES: C\1(=C\c2cc(c(c(c2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@@H](CC(=O)N)C(=O)O)cc2
• Canonical SMILES: COc1cc(/C=C/2\Oc3c(C2=O)ccc(c3)OCC(=O)N[C@H](C(=O)O)CC(=O)N)cc(c1OC)OC
• InChI: InChI=1S/C24H24N2O10/c1-32-18-7-12(8-19(33-2)23(18)34-3)6-17-22(29)14-5-4-13(9-16(14)36-17)35-11-21(28)26-15(24(30)31)10-20(25)27/h4-9,15H,10-11H2,1-3H3,(H2,25,27)(H,26,28)(H,30,31)/b17-6-/t15-/m0/s1
• InChIKey: ZAECPEXIJGZUAX-XPYBEWACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetamido)propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-2-(2-{[(2Z)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetamido)propanoic acid

Database IDs

• PubChem SID: 164271992
• PubChem CID: 16406537

CALCULATED PROPERTIES

• Acid pKa: 2.9784822
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.4178495
• LogD (pH = 7.4): -3.4127984
• Log P: 0.06429904
• Molar Refractivity: 124.1387 cm^3
• Polarizability: 47.6828 Å^3
• Polar Surface Area: 172.71 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds