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

• ChemBase ID: 212325
• Molecular Formular: C25H25NO10
• Molecular Mass: 499.4667
• Monoisotopic Mass: 499.14784601
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)COc1cc2c(C(=O)/C(=C/c3c(c(c(cc3)OC)OC)OC)/O2)cc1
• Canonical SMILES: COc1c(ccc(c1OC)OC)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N1CC(C[C@H]1C(=O)O)O
• InChI: InChI=1S/C25H25NO10/c1-32-18-7-4-13(23(33-2)24(18)34-3)8-20-22(29)16-6-5-15(10-19(16)36-20)35-12-21(28)26-11-14(27)9-17(26)25(30)31/h4-8,10,14,17,27H,9,11-12H2,1-3H3,(H,30,31)/b20-8-/t14?,17-/m0/s1
• InChIKey: CVGWRXFABVNKOQ-SLWMYCIGSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268235
• PubChem CID: 16404392

CALCULATED PROPERTIES

• Acid pKa: 3.0098937
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -1.8155293
• LogD (pH = 7.4): -2.8353844
• Log P: 0.6380215
• Molar Refractivity: 125.2881 cm^3
• Polarizability: 48.176937 Å^3
• Polar Surface Area: 141.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds