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

• ChemBase ID: 212605
• Molecular Formular: C25H26N2O10
• Molecular Mass: 514.48134
• Monoisotopic Mass: 514.15874504
• SMILES: C\1(=C\c2c(c(c(cc2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N[C@H](C(=O)O)CCC(=O)N)cc2
• Canonical SMILES: COc1c(ccc(c1OC)OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N[C@H](C(=O)O)CCC(=O)N
• InChI: InChI=1S/C25H26N2O10/c1-33-17-8-4-13(23(34-2)24(17)35-3)10-19-22(30)15-6-5-14(11-18(15)37-19)36-12-21(29)27-16(25(31)32)7-9-20(26)28/h4-6,8,10-11,16H,7,9,12H2,1-3H3,(H2,26,28)(H,27,29)(H,31,32)/b19-10-/t16-/m0/s1
• InChIKey: WHXJYHQMSFMAEO-WSLMLHKMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268515
• PubChem CID: 16404558

CALCULATED PROPERTIES

• Acid pKa: 3.082683
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -2.0337324
• LogD (pH = 7.4): -3.1109612
• Log P: 0.35296026
• Molar Refractivity: 128.8937 cm^3
• Polarizability: 49.508713 Å^3
• Polar Surface Area: 172.71 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds