acetic acid benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate

• ChemBase ID: 155126
• Molecular Formular: C33H45N9O7
• Molecular Mass: 679.7665
• Monoisotopic Mass: 679.34419483
• SMILES: CC(=O)O.COc1cc(cc2c1cccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)OCc1ccccc1
• Canonical SMILES: CC(=O)O.COc1cc(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc2ccccc2)CCCNC(=N)N)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C31H41N9O5.C2H4O2/c1-44-26-18-22(17-21-11-5-6-12-23(21)26)38-27(41)24(13-7-15-36-29(32)33)39-28(42)25(14-8-16-37-30(34)35)40-31(43)45-19-20-9-3-2-4-10-20;1-2(3)4/h2-6,9-12,17-18,24-25H,7-8,13-16,19H2,1H3,(H,38,41)(H,39,42)(H,40,43)(H4,32,33,36)(H4,34,35,37);1H3,(H,3,4)/t24-,25-;/m0./s1
• InChIKey: APRYKDUFBVHMQW-DKIIUIKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acetic acid benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate
• IUPAC Traditional name: acetic acid benzyl N-[(1S)-4-carbamimidamido-1-{[(1S)-4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl]carbamoyl}butyl]carbamate
• Synonyms: Z-RR-MNA; Z-Arg-Arg 4-methoxy-β-naphthylamide acetate salt

Database IDs

• CAS Number: 100900-19-4
• MDL Number: MFCD12910453
• PubChem SID: 162249264
• PubChem CID: 71312083

CALCULATED PROPERTIES

• Rotatable Bonds: 17
• Lipinski's Rule of Five: false
• Acid pKa: 12.52824
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -3.3378208
• LogD (pH = 7.4): -3.3308322
• Log P: 0.93336314
• Molar Refractivity: 191.517 cm^3
• Polarizability: 66.04305 Å^3
• Polar Surface Area: 229.56 Å^2

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)

Product Information

• Empirical Formula (Hill Notation): C31H41N9O5

DETAILS

Sigma Aldrich - C5520

Amino Acid Sequence
Z-Arg-Arg-4MβNA
Substrates
Fluorogenic substrate for cathepsin B