(2S)-2-{[1-(2H-1,3-benzodioxol-5-yl)-5-oxopyrrolidin-3-yl]formamido}-3-phenylpropanoic acid

• ChemBase ID: 212329
• Molecular Formular: C21H20N2O6
• Molecular Mass: 396.3933
• Monoisotopic Mass: 396.13213637
• SMILES: N1(C(=O)CC(C(=O)N[C@H](C(=O)O)Cc2ccccc2)C1)c1cc2c(OCO2)cc1
• Canonical SMILES: OC(=O)[C@H](Cc1ccccc1)NC(=O)C1CC(=O)N(C1)c1ccc2c(c1)OCO2
• InChI: InChI=1S/C21H20N2O6/c24-19-9-14(11-23(19)15-6-7-17-18(10-15)29-12-28-17)20(25)22-16(21(26)27)8-13-4-2-1-3-5-13/h1-7,10,14,16H,8-9,11-12H2,(H,22,25)(H,26,27)/t14?,16-/m0/s1
• InChIKey: PTRWAXZIYBGIMA-WMCAAGNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[1-(2H-1,3-benzodioxol-5-yl)-5-oxopyrrolidin-3-yl]formamido}-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-{[1-(2H-1,3-benzodioxol-5-yl)-5-oxopyrrolidin-3-yl]formamido}-3-phenylpropanoic acid

Database IDs

• PubChem SID: 164268239
• PubChem CID: 16404396

CALCULATED PROPERTIES

• Acid pKa: 3.552934
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.51701325
• LogD (pH = 7.4): -1.9351732
• Log P: 1.423718
• Molar Refractivity: 100.7014 cm^3
• Polarizability: 39.38119 Å^3
• Polar Surface Area: 105.17 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds