(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamido-N-(naphthalen-2-yl)pentanamide trihydrochloride

• ChemBase ID: 134231
• Molecular Formular: C22H36Cl3N9O2
• Molecular Mass: 564.93934
• Monoisotopic Mass: 563.20575448
• SMILES: c1ccc2cc(ccc2c1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)N.Cl.Cl.Cl
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)Nc1ccc2c(c1)cccc2)NC(=O)[C@H](CCCNC(=N)N)N.Cl.Cl.Cl
• InChI: InChI=1S/C22H33N9O2.3ClH/c23-17(7-3-11-28-21(24)25)19(32)31-18(8-4-12-29-22(26)27)20(33)30-16-10-9-14-5-1-2-6-15(14)13-16;;;/h1-2,5-6,9-10,13,17-18H,3-4,7-8,11-12,23H2,(H,30,33)(H,31,32)(H4,24,25,28)(H4,26,27,29);3*1H/t17-,18-;;;/m0.../s1
• InChIKey: RNVXXFQJTJQVER-NCXIRTITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamido-N-(naphthalen-2-yl)pentanamide trihydrochloride
• IUPAC Traditional name: (2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamido-N-(naphthalen-2-yl)pentanamide trihydrochloride
• Synonyms: Arg-Arg β-naphthylamide trihydrochloride

Database IDs

• CAS Number: 100900-26-3
• MDL Number: MFCD00058045
• PubChem SID: 162228508; 24890755
• PubChem CID: 56845774

CALCULATED PROPERTIES

• Acid pKa: 12.844445
• H Acceptors: 9
• H Donor: 9
• LogD (pH = 5.5): -7.519249
• LogD (pH = 7.4): -5.8387327
• Log P: -0.90579855
• Molar Refractivity: 149.3738 cm^3
• Polarizability: 49.857857 Å^3
• Polar Surface Area: 208.02 Å^2
• Rotatable Bonds: 12
• 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 - A3261

Substrates
Substrate for dipeptidyl aminopeptidase III.