(2S)-1-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 211008
• Molecular Formular: C23H19NO8
• Molecular Mass: 437.39886
• Monoisotopic Mass: 437.11106657
• SMILES: C\1(=C\c2cc3c(OCO3)cc2)/C(=O)c2c(O1)cc(OCC(=O)N1[C@H](C(=O)O)CCC1)cc2
• Canonical SMILES: OC(=O)[C@@H]1CCCN1C(=O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H19NO8/c25-21(24-7-1-2-16(24)23(27)28)11-29-14-4-5-15-18(10-14)32-20(22(15)26)9-13-3-6-17-19(8-13)31-12-30-17/h3-6,8-10,16H,1-2,7,11-12H2,(H,27,28)/b20-9-/t16-/m0/s1
• InChIKey: YOWHBXKWZNEWRN-DMOKECBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-1-benzofuran-6-yl]oxy}acetyl)pyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164266918
• PubChem CID: 16403605

CALCULATED PROPERTIES

• Polarizability: 42.41208 Å^3
• Polar Surface Area: 111.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 3.07777
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.5092361
• LogD (pH = 7.4): -1.5826325
• Log P: 1.8819664
• Molar Refractivity: 110.3475 cm^3

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds