2-{2-[(1-benzoylpyrrolidin-2-yl)formamido]-3-phenylpropanamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide hydrochloride

• ChemBase ID: 132815
• Molecular Formular: C33H39ClN8O6
• Molecular Mass: 679.16576
• Monoisotopic Mass: 678.26810869
• SMILES: c1ccc(cc1)CC(C(=O)NC(CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)C1CCCN1C(=O)c1ccccc1.Cl
• Canonical SMILES: NC(=N)NCCCC(C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)C(NC(=O)C1CCCN1C(=O)c1ccccc1)Cc1ccccc1.Cl
• InChI: InChI=1S/C33H38N8O6.ClH/c34-33(35)36-19-7-13-26(29(42)37-24-15-17-25(18-16-24)41(46)47)38-30(43)27(21-22-9-3-1-4-10-22)39-31(44)28-14-8-20-40(28)32(45)23-11-5-2-6-12-23;/h1-6,9-12,15-18,26-28H,7-8,13-14,19-21H2,(H,37,42)(H,38,43)(H,39,44)(H4,34,35,36);1H
• InChIKey: OGYWLWIIQPDFPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(1-benzoylpyrrolidin-2-yl)formamido]-3-phenylpropanamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide hydrochloride
• IUPAC Traditional name: 2-{2-[(1-benzoylpyrrolidin-2-yl)formamido]-3-phenylpropanamido}-5-carbamimidamido-N-(4-nitrophenyl)pentanamide hydrochloride
• Synonyms: N-Benzoyl-Pro-Phe-Arg-p-nitroanilide hydrochloride

Database IDs

• CAS Number: 59188-28-2
• MDL Number: MFCD00039010
• PubChem SID: 24891630; 162227092
• PubChem CID: 16219015

CALCULATED PROPERTIES

• Acid pKa: 11.507
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -0.0010717774
• LogD (pH = 7.4): 0.0049779685
• Log P: 1.9078869
• Molar Refractivity: 186.5423 cm^3
• Polarizability: 65.939415 Å^3
• Polar Surface Area: 215.33 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

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

DETAILS

Sigma Aldrich - B2133

Substrates
A chromogenic substrate for Agkistrodon contortrix thrombin-like enzyme and plasma kallikrein.1,2