benzyl N-(1-{[4-carbamimidamido-1-({4-carbamimidamido-1-[(naphthalen-2-yl)carbamoyl]butyl}carbamoyl)butyl]carbamoyl}ethyl)carbamate hydrochloride

• ChemBase ID: 132345
• Molecular Formular: C33H45ClN10O5
• Molecular Mass: 697.2274
• Monoisotopic Mass: 696.32629227
• SMILES: CC(C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)Nc1ccc2ccccc2c1)NC(=O)OCc1ccccc1.Cl
• Canonical SMILES: NC(=N)NCCCC(C(=O)NC(C(=O)Nc1ccc2c(c1)cccc2)CCCNC(=N)N)NC(=O)C(NC(=O)OCc1ccccc1)C.Cl
• InChI: InChI=1S/C33H44N10O5.ClH/c1-21(40-33(47)48-20-22-9-3-2-4-10-22)28(44)42-27(14-8-18-39-32(36)37)30(46)43-26(13-7-17-38-31(34)35)29(45)41-25-16-15-23-11-5-6-12-24(23)19-25;/h2-6,9-12,15-16,19,21,26-27H,7-8,13-14,17-18,20H2,1H3,(H,40,47)(H,41,45)(H,42,44)(H,43,46)(H4,34,35,38)(H4,36,37,39);1H
• InChIKey: SRSBQDNWDTXDRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-(1-{[4-carbamimidamido-1-({4-carbamimidamido-1-[(naphthalen-2-yl)carbamoyl]butyl}carbamoyl)butyl]carbamoyl}ethyl)carbamate hydrochloride
• IUPAC Traditional name: benzyl N-(1-{[4-carbamimidamido-1-({4-carbamimidamido-1-[(naphthalen-2-yl)carbamoyl]butyl}carbamoyl)butyl]carbamoyl}ethyl)carbamate hydrochloride
• Synonyms: Z-Ala-Arg-Arg 4-methoxy-β-naphthylamide acetate salt

Database IDs

• CAS Number: 102047-33-6
• MDL Number: MFCD00079083
• PubChem SID: 162226622; 24893069
• PubChem CID: 16219170

CALCULATED PROPERTIES

• Acid pKa: 12.38165
• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -3.716663
• LogD (pH = 7.4): -3.709234
• Log P: 0.5693903
• Molar Refractivity: 202.3512 cm^3
• Polarizability: 70.26039 Å^3
• Polar Surface Area: 249.43 Å^2
• Rotatable Bonds: 18
• 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

Pharmacology Properties

• Gene Information: human ... CTSB(1508)mouse ... CTSB(13030)rat ... CTSB(64529)

DETAILS

Sigma Aldrich - C8536

Amino Acid Sequence
Z-Ala-Arg-Arg-MNA
Substrates
Substrate for cathepsin B