(2S)-1-(2-{[(2E)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 216050
• Molecular Formular: C25H25NO9
• Molecular Mass: 483.4673
• Monoisotopic Mass: 483.15293139
• SMILES: C\1(=C/c2cc(c(c(c2)OC)OC)OC)/C(=O)c2c(O1)cc(OCC(=O)N1[C@H](C(=O)O)CCC1)cc2
• Canonical SMILES: COc1cc(/C=C\2/Oc3c(C2=O)ccc(c3)OCC(=O)N2CCC[C@H]2C(=O)O)cc(c1OC)OC
• InChI: InChI=1S/C25H25NO9/c1-31-20-10-14(11-21(32-2)24(20)33-3)9-19-23(28)16-7-6-15(12-18(16)35-19)34-13-22(27)26-8-4-5-17(26)25(29)30/h6-7,9-12,17H,4-5,8,13H2,1-3H3,(H,29,30)/b19-9+/t17-/m0/s1
• InChIKey: ZLRLAEHNABHLQB-IFQVXRHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{[(2E)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-{[(2E)-3-oxo-2-[(3,4,5-trimethoxyphenyl)methylidene]-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164271960
• PubChem CID: 16406518

CALCULATED PROPERTIES

• Acid pKa: 3.0777678
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -0.60548526
• LogD (pH = 7.4): -1.6788801
• Log P: 1.7857192
• Molar Refractivity: 123.9702 cm^3
• Polarizability: 47.505898 Å^3
• Polar Surface Area: 120.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds