(2S)-5-carbamimidamido-2-[(2S)-3-methyl-2-[(2S)-3-phenyl-2-(phenylformamido)propanamido]butanamido]-N-(4-nitrophenyl)pentanamide hydrochloride

• ChemBase ID: 134094
• Molecular Formular: C33H41ClN8O6
• Molecular Mass: 681.18164
• Monoisotopic Mass: 680.28375875
• SMILES: CC(C)[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccccc1.Cl
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc(cc1)[N+](=O)[O-])NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)c1ccccc1)Cc1ccccc1.Cl
• InChI: InChI=1S/C33H40N8O6.ClH/c1-21(2)28(40-31(44)27(20-22-10-5-3-6-11-22)39-29(42)23-12-7-4-8-13-23)32(45)38-26(14-9-19-36-33(34)35)30(43)37-24-15-17-25(18-16-24)41(46)47;/h3-8,10-13,15-18,21,26-28H,9,14,19-20H2,1-2H3,(H,37,43)(H,38,45)(H,39,42)(H,40,44)(H4,34,35,36);1H/t26-,27-,28-;/m0./s1
• InChIKey: PYVSMZDQQUZGPF-JAQKLANPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-[(2S)-3-methyl-2-[(2S)-3-phenyl-2-(phenylformamido)propanamido]butanamido]-N-(4-nitrophenyl)pentanamide hydrochloride
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-[(2S)-3-methyl-2-[(2S)-3-phenyl-2-(phenylformamido)propanamido]butanamido]-N-(4-nitrophenyl)pentanamide hydrochloride
• Synonyms: N-Benzoyl-L-phenylalanyl-L-valyl-L-arginine-4-nitroanilide hydrochloride; N-Benzoyl-Phe-Val-Arg-p-nitroanilide hydrochloride

Database IDs

• CAS Number: 54799-93-8
• MDL Number: MFCD00038397
• Beilstein Number: 3027332
• PubChem SID: 24892011; 162228371
• PubChem CID: 16219050

CALCULATED PROPERTIES

• Acid pKa: 12.027516
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 0.6137567
• LogD (pH = 7.4): 0.61970437
• Log P: 2.5373533
• Molar Refractivity: 187.8488 cm^3
• Polarizability: 66.65843 Å^3
• Polar Surface Area: 224.12 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: methanol: soluble10 mg/mL, clear, light yellow

Safety Information

• 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: ≥99.0% (TLC)
• Impurities: ≤5% water
• Empirical Formula (Hill Notation): C33H40N8O6 · HCl

DETAILS

Sigma Aldrich - B7632

Substrates
A substrate for trypsin, thrombin and reptilase.

Sigma Aldrich - 13042

Other Notes
Substrate for thrombin, trypsin and reptilase1