benzyl N-{2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethyl}carbamate

• ChemBase ID: 155946
• Molecular Formular: C21H22N4O6
• Molecular Mass: 426.42258
• Monoisotopic Mass: 426.15393444
• SMILES: c1ccc(cc1)COC(=O)NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C(OCc1ccccc1)NCC(=O)N1CCC[C@H]1C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C21H22N4O6/c26-19(13-22-21(28)31-14-15-5-2-1-3-6-15)24-12-4-7-18(24)20(27)23-16-8-10-17(11-9-16)25(29)30/h1-3,5-6,8-11,18H,4,7,12-14H2,(H,22,28)(H,23,27)/t18-/m0/s1
• InChIKey: UTXSFKPOIVELPQ-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-{2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethyl}carbamate
• IUPAC Traditional name: benzyl N-{2-[(2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidin-1-yl]-2-oxoethyl}carbamate
• Synonyms: Z-glycyl-L-proline-4-nitroanilide; Z-Gly-Pro-4-nitroanilide

Database IDs

• CAS Number: 65022-15-3
• MDL Number: MFCD00038815
• Beilstein Number: 4606381
• PubChem SID: 162250084; 24890281
• PubChem CID: 16218813

CALCULATED PROPERTIES

• Acid pKa: 12.557181
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.125568
• LogD (pH = 7.4): 2.125565
• Log P: 2.125568
• Molar Refractivity: 112.2719 cm^3
• Polarizability: 42.02692 Å^3
• Polar Surface Area: 133.56 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C21H22N4O6

DETAILS

Sigma Aldrich - 96286

Other Notes
Substrate for prolyl endopeptidase1