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

• ChemBase ID: 155821
• Molecular Formular: C28H38N8O8
• Molecular Mass: 614.65012
• Monoisotopic Mass: 614.28126022
• SMILES: CC(C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)c1ccccc1.CC(=O)O
• Canonical SMILES: O=C(N[C@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])CCCNC(=N)N)CNC(=O)[C@H](C(C)C)NC(=O)c1ccccc1.CC(=O)O
• InChI: InChI=1S/C26H34N8O6.C2H4O2/c1-16(2)22(33-23(36)17-7-4-3-5-8-17)25(38)30-15-21(35)32-20(9-6-14-29-26(27)28)24(37)31-18-10-12-19(13-11-18)34(39)40;1-2(3)4/h3-5,7-8,10-13,16,20,22H,6,9,14-15H2,1-2H3,(H,30,38)(H,31,37)(H,32,35)(H,33,36)(H4,27,28,29);1H3,(H,3,4)/t20-,22-;/m0./s1
• InChIKey: JWECNHBSLLUDLK-DTRWSJPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-{2-[(2S)-3-methyl-2-(phenylformamido)butanamido]acetamido}-N-(4-nitrophenyl)pentanamide; acetic acid
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-{2-[(2S)-3-methyl-2-(phenylformamido)butanamido]acetamido}-N-(4-nitrophenyl)pentanamide; acetic acid
• Synonyms: Bz-Val-Gly-Arg-4-nitroanilide acetate; N-Benzoyl-L-valyl-glycyl-L-arginine-4-nitroanilide acetate; Pefachrome® Try

Database IDs

• CAS Number: 161572-28-7
• MDL Number: MFCD03791098
• PubChem SID: 24887224; 162249959
• PubChem CID: 16218536

CALCULATED PROPERTIES

• Acid pKa: 12.084063
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -1.6113396
• LogD (pH = 7.4): -1.6058103
• Log P: 0.32714587
• Molar Refractivity: 158.7359 cm^3
• Polarizability: 55.29224 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): C26H34N8O6 · C2H4O2

DETAILS

Sigma Aldrich - 77723

General description
suitable as substrate for trypsin
Packaging
1 piece contains 10 μmol Pefachrome® Try and 20 mg glycine
Legal Information
Pefachrome is a registered trademark of Pentapharm AG, Basel