(2S)-1-(2-{[(2Z)-2-[(3,4-dimethoxyphenyl)methylidene]-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 213623
• Molecular Formular: C24H23NO9
• Molecular Mass: 469.44072
• Monoisotopic Mass: 469.13728132
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)COc1cc2c(C(=O)/C(=C/c3cc(c(cc3)OC)OC)/O2)cc1
• Canonical SMILES: COc1cc(ccc1OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N1CC(C[C@H]1C(=O)O)O
• InChI: InChI=1S/C24H23NO9/c1-31-18-6-3-13(7-20(18)32-2)8-21-23(28)16-5-4-15(10-19(16)34-21)33-12-22(27)25-11-14(26)9-17(25)24(29)30/h3-8,10,14,17,26H,9,11-12H2,1-2H3,(H,29,30)/b21-8-/t14?,17-/m0/s1
• InChIKey: HMDKXOPIHITFPB-YWVMSBELSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164269533
• PubChem CID: 16405146

CALCULATED PROPERTIES

• Acid pKa: 3.0099368
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -1.6578187
• LogD (pH = 7.4): -2.6777077
• Log P: 0.7956928
• Molar Refractivity: 118.8249 cm^3
• Polarizability: 45.622555 Å^3
• Polar Surface Area: 131.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds