2-(2-aminoacetamido)-N-(4-nitrophenyl)-3-phenylpropanamide

• ChemBase ID: 105886
• Molecular Formular: C17H18N4O4
• Molecular Mass: 342.34922
• Monoisotopic Mass: 342.13280508
• SMILES: NCC(=O)NC(Cc1ccccc1)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: NCC(=O)NC(C(=O)Nc1ccc(cc1)[N+](=O)[O-])Cc1ccccc1
• InChI: InChI=1S/C17H18N4O4/c18-11-16(22)20-15(10-12-4-2-1-3-5-12)17(23)19-13-6-8-14(9-7-13)21(24)25/h1-9,15H,10-11,18H2,(H,19,23)(H,20,22)
• InChIKey: KNDZCZRECXTRHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-aminoacetamido)-N-(4-nitrophenyl)-3-phenylpropanamide
• IUPAC Traditional name: 2-(2-aminoacetamido)-N-(4-nitrophenyl)-3-phenylpropanamide
• Synonyms: Gly-Phe p-nitroanilide; H-Gly-Phe-pNA HCl; CATHEPSIN C SUBSTRATE HYDROCHLORIDE

Database IDs

• CAS Number: 21027-72-5
• MDL Number: MFCD00038182
• PubChem SID: 162092620; 24895009
• PubChem CID: 3508173

CALCULATED PROPERTIES

• Acid pKa: 11.752538
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.91408306
• LogD (pH = 7.4): 0.774143
• Log P: 1.3466179
• Molar Refractivity: 93.5218 cm^3
• Polarizability: 34.950203 Å^3
• Polar Surface Area: 130.04 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C
• 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: >95%
• Empirical Formula (Hill Notation): C17H18N4O4

DETAILS

MP Biomedicals - 02194969

Hydrochloride
Purity: >95%
Lyophilized

Sigma Aldrich - G0142

Substrates
Chromogenic substrate for cathepsin C.

REFERENCES

• Planta, R.J. and Gruber, M.A., Anal. Biochem. , 5 : 360, (1963).