benzyl N-{1-[(5-amino-1-{[5-amino-1-({4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}pentyl)carbamoyl]-2-methylpropyl}carbamate hydrochloride

• ChemBase ID: 133034
• Molecular Formular: C42H63ClN10O7
• Molecular Mass: 855.46542
• Monoisotopic Mass: 854.45697209
• SMILES: CC(C)C(C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)Nc1cc2ccccc2c(c1)OC)NC(=O)OCc1ccccc1.Cl
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)Nc1cc(OC)c2c(c1)cccc2)CCCNC(=N)N)CCCCN)NC(=O)C(C(C)C)NC(=O)OCc1ccccc1.Cl
• InChI: InChI=1S/C42H62N10O7.ClH/c1-27(2)36(52-42(57)59-26-28-14-5-4-6-15-28)40(56)51-33(19-10-12-22-44)39(55)49-32(18-9-11-21-43)38(54)50-34(20-13-23-47-41(45)46)37(53)48-30-24-29-16-7-8-17-31(29)35(25-30)58-3;/h4-8,14-17,24-25,27,32-34,36H,9-13,18-23,26,43-44H2,1-3H3,(H,48,53)(H,49,55)(H,50,54)(H,51,56)(H,52,57)(H4,45,46,47);1H
• InChIKey: YUFHWAINYSEMML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-{1-[(5-amino-1-{[5-amino-1-({4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}pentyl)carbamoyl]-2-methylpropyl}carbamate hydrochloride
• IUPAC Traditional name: benzyl N-{1-[(5-amino-1-{[5-amino-1-({4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}pentyl)carbamoyl]-2-methylpropyl}carbamate hydrochloride
• Synonyms: Z-VKKR-MNA; Z-Val-Lys-Lys-Arg-4-methoxy-β-naphthylamide trihydrochloride

Database IDs

• CAS Number: 100900-15-0
• MDL Number: MFCD00133588
• PubChem SID: 162227311; 24892525
• PubChem CID: 16219100

CALCULATED PROPERTIES

• Acid pKa: 11.662863
• H Acceptors: 11
• H Donor: 10
• LogD (pH = 5.5): -6.5094543
• LogD (pH = 7.4): -5.6646676
• Log P: 1.4718058
• Molar Refractivity: 236.306 cm^3
• Polarizability: 88.76966 Å^3
• Polar Surface Area: 277.9 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C2772

Amino Acid Sequence
Z-Val-Lys-Lys-Arg-4MβNA
Substrates
Sensitive fluorogenic substrate for cathepsin B.