(2S)-3-methyl-N-(4-nitrophenyl)-2-{[(2S)-1-[(2S)-5-oxopyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}butanamide

• ChemBase ID: 106647
• Molecular Formular: C21H27N5O6
• Molecular Mass: 445.46898
• Monoisotopic Mass: 445.19613361
• SMILES: CC(C)[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCC(=O)N1)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=C1CC[C@H](N1)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])C(C)C
• InChI: InChI=1S/C21H27N5O6/c1-12(2)18(20(29)22-13-5-7-14(8-6-13)26(31)32)24-19(28)16-4-3-11-25(16)21(30)15-9-10-17(27)23-15/h5-8,12,15-16,18H,3-4,9-11H2,1-2H3,(H,22,29)(H,23,27)(H,24,28)/t15-,16-,18-/m0/s1
• InChIKey: HDYIMWXQGNDTQL-BQFCYCMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-methyl-N-(4-nitrophenyl)-2-{[(2S)-1-[(2S)-5-oxopyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}butanamide
• IUPAC Traditional name: (2S)-3-methyl-N-(4-nitrophenyl)-2-{[(2S)-1-[(2S)-5-oxopyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}butanamide
• Synonyms: pGlu-Pro-Val-PNA; pGlu-PV-PNA; pGlu-Pro-Val-paranitroanilide

Database IDs

• PubChem SID: 162105563
• PubChem CID: 22870989

CALCULATED PROPERTIES

• Acid pKa: 11.206487
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.5717384
• LogD (pH = 7.4): 0.57167894
• Log P: 0.5717392
• Molar Refractivity: 114.9693 cm^3
• Polarizability: 43.331974 Å^3
• Polar Surface Area: 153.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 03PNA164

A colorimetric substrate for Human Granulocyte.

REFERENCES

• Tanaka, M. et al., Clin. Chem. Acta., 43:427 (1990)