(2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-{2-[3-(phenylformamido)propanamido]acetamido}pentanamide; acetic acid

• ChemBase ID: 155853
• Molecular Formular: C26H34N8O8
• Molecular Mass: 586.59696
• Monoisotopic Mass: 586.24996009
• SMILES: CC(=O)O.c1ccc(cc1)C(=O)NCCC(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)CNC(=O)CCNC(=O)c1ccccc1.CC(=O)O
• InChI: InChI=1S/C24H30N8O6.C2H4O2/c25-24(26)28-13-4-7-19(23(36)30-17-8-10-18(11-9-17)32(37)38)31-21(34)15-29-20(33)12-14-27-22(35)16-5-2-1-3-6-16;1-2(3)4/h1-3,5-6,8-11,19H,4,7,12-15H2,(H,27,35)(H,29,33)(H,30,36)(H,31,34)(H4,25,26,28);1H3,(H,3,4)/t19-;/m0./s1
• InChIKey: LNYCMHUMNWBNSM-FYZYNONXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-{2-[3-(phenylformamido)propanamido]acetamido}pentanamide; acetic acid
• IUPAC Traditional name: (2S)-5-carbamimidamido-N-(4-nitrophenyl)-2-{2-[3-(phenylformamido)propanamido]acetamido}pentanamide; acetic acid
• Synonyms: N-Benzoyl-β-Ala-Gly-Arg-4-nitroanilide acetate; N-Benzoyl-β-alanyl-glycyl-L-arginine-4-nitroanilide acetate; Pefachrome® uPA

Database IDs

• CAS Number: 112283-16-6
• MDL Number: MFCD01940690
• PubChem SID: 24887222; 162249991
• PubChem CID: 16218534

CALCULATED PROPERTIES

• Acid pKa: 11.50442
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -2.830581
• LogD (pH = 7.4): -2.8246522
• Log P: -0.88744617
• Molar Refractivity: 149.9458 cm^3
• Polarizability: 51.63537 Å^3
• Polar Surface Area: 224.12 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: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Empirical Formula (Hill Notation): C24H30N8O6 · C2H4O2

DETAILS

Sigma Aldrich - 77713

Application
suitable as substrate for urokinase: chromogenic substrate test for the detection of urokinase in Shigella
Other Notes
Chromogenic substrate test for the detection of urokinase in Shigella1
Packaging
1 piece contains 10 μmol Pefachrome® uPA and 20 mg glycine
Legal Information
Pefachrome is a registered trademark of Pentapharm AG, Basel