benzyl N-[4-carbamimidamido-1-({4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl}carbamoyl)butyl]carbamate hydrochloride

• ChemBase ID: 155282
• Molecular Formular: C30H40ClN9O6
• Molecular Mass: 658.1483
• Monoisotopic Mass: 657.27900773
• SMILES: Cc1cc(=O)oc2c1ccc(c2)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)OCc1ccccc1.Cl
• Canonical SMILES: NC(=N)NCCCC(C(=O)NC(C(=O)Nc1ccc2c(c1)oc(=O)cc2C)CCCNC(=N)N)NC(=O)OCc1ccccc1.Cl
• InChI: InChI=1S/C30H39N9O6.ClH/c1-18-15-25(40)45-24-16-20(11-12-21(18)24)37-26(41)22(9-5-13-35-28(31)32)38-27(42)23(10-6-14-36-29(33)34)39-30(43)44-17-19-7-3-2-4-8-19;/h2-4,7-8,11-12,15-16,22-23H,5-6,9-10,13-14,17H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,31,32,35)(H4,33,34,36);1H
• InChIKey: HLSNWWKWVKPXKI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-[4-carbamimidamido-1-({4-carbamimidamido-1-[(4-methyl-2-oxo-2H-chromen-7-yl)carbamoyl]butyl}carbamoyl)butyl]carbamate hydrochloride
• IUPAC Traditional name: benzyl N-[4-carbamimidamido-1-({4-carbamimidamido-1-[(4-methyl-2-oxochromen-7-yl)carbamoyl]butyl}carbamoyl)butyl]carbamate hydrochloride
• Synonyms: Z-RR-AMC; Z-Arg-Arg-7-amido-4-methylcoumarin hydrochloride

Database IDs

• CAS Number: 136132-67-7
• MDL Number: MFCD00133576
• PubChem SID: 162249420; 24892784
• PubChem CID: 16219137

CALCULATED PROPERTIES

• Acid pKa: 12.453175
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -4.060114
• LogD (pH = 7.4): -4.0528
• Log P: 0.22378425
• Molar Refractivity: 188.3762 cm^3
• Polarizability: 63.306725 Å^3
• Polar Surface Area: 246.63 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

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

Product Information

• Impurities: ~4% isopropanol
• Empirical Formula (Hill Notation): C30H39N9O6

DETAILS

Sigma Aldrich - C5429

Amino Acid Sequence
Z-Arg-Arg-AMC
Substrates
Fluorogenic substrate for cathepsin B.