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

• ChemBase ID: 212254
• Molecular Formular: C23H21NO8
• Molecular Mass: 439.41474
• Monoisotopic Mass: 439.12671664
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)COc1cc2c(C(=O)/C(=C/c3ccc(cc3)OC)/O2)cc1
• Canonical SMILES: COc1ccc(cc1)/C=C/1\Oc2c(C1=O)ccc(c2)OCC(=O)N1CC(C[C@H]1C(=O)O)O
• InChI: InChI=1S/C23H21NO8/c1-30-15-4-2-13(3-5-15)8-20-22(27)17-7-6-16(10-19(17)32-20)31-12-21(26)24-11-14(25)9-18(24)23(28)29/h2-8,10,14,18,25H,9,11-12H2,1H3,(H,28,29)/b20-8-/t14?,18-/m0/s1
• InChIKey: ZXFAGVPNRLZYRK-IJKAKZEKSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164268164
• PubChem CID: 16404347

CALCULATED PROPERTIES

• Acid pKa: 3.0099387
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.5001456
• LogD (pH = 7.4): -2.5200362
• Log P: 0.9533641
• Molar Refractivity: 112.3617 cm^3
• Polarizability: 43.07187 Å^3
• Polar Surface Area: 122.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds