(2S)-1-(2-{[(2Z)-2-(2H-1,3-benzodioxol-5-ylmethylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetyl)-4-hydroxypyrrolidine-2-carboxylic acid

• ChemBase ID: 211187
• Molecular Formular: C23H19NO9
• Molecular Mass: 453.39826
• Monoisotopic Mass: 453.10598119
• SMILES: N1([C@H](C(=O)O)CC(C1)O)C(=O)COc1cc2c(C(=O)/C(=C/c3cc4c(OCO4)cc3)/O2)cc1
• Canonical SMILES: OC1CN([C@@H](C1)C(=O)O)C(=O)COc1ccc2c(c1)O/C(=C\c1ccc3c(c1)OCO3)/C2=O
• InChI: InChI=1S/C23H19NO9/c25-13-7-16(23(28)29)24(9-13)21(26)10-30-14-2-3-15-18(8-14)33-20(22(15)27)6-12-1-4-17-19(5-12)32-11-31-17/h1-6,8,13,16,25H,7,9-11H2,(H,28,29)/b20-6-/t13?,16-/m0/s1
• InChIKey: ITCPJXVUXQJWLA-RLPZTKERSA-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)-4-hydroxypyrrolidine-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)-4-hydroxypyrrolidine-2-carboxylic acid

Database IDs

• PubChem SID: 164267097
• PubChem CID: 16403715

CALCULATED PROPERTIES

• Acid pKa: 3.0099368
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -1.7192427
• LogD (pH = 7.4): -2.7391317
• Log P: 0.7342688
• Molar Refractivity: 111.6654 cm^3
• Polarizability: 43.08425 Å^3
• Polar Surface Area: 131.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds