2-amino-5-carbamimidamido-N-{4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}pentanamide

• ChemBase ID: 131992
• Molecular Formular: C23H35N9O3
• Molecular Mass: 485.5825
• Monoisotopic Mass: 485.28628603
• SMILES: COc1cc(cc2c1cccc2)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)N
• Canonical SMILES: COc1cc(NC(=O)C(NC(=O)C(CCCNC(=N)N)N)CCCNC(=N)N)cc2c1cccc2
• InChI: InChI=1S/C23H35N9O3/c1-35-19-13-15(12-14-6-2-3-7-16(14)19)31-21(34)18(9-5-11-30-23(27)28)32-20(33)17(24)8-4-10-29-22(25)26/h2-3,6-7,12-13,17-18H,4-5,8-11,24H2,1H3,(H,31,34)(H,32,33)(H4,25,26,29)(H4,27,28,30)
• InChIKey: SYEDKPVXKRDNKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-carbamimidamido-N-{4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}pentanamide
• IUPAC Traditional name: 2-amino-5-carbamimidamido-N-{4-carbamimidamido-1-[(4-methoxynaphthalen-2-yl)carbamoyl]butyl}pentanamide
• Synonyms: Arg-Arg 4-methoxy-β-naphthylamide trihydrochloride

Database IDs

• CAS Number: 42761-77-3
• MDL Number: MFCD00058036
• PubChem SID: 162226269; 24891444
• PubChem CID: 4582640

CALCULATED PROPERTIES

• Acid pKa: 12.609067
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -7.677002
• LogD (pH = 7.4): -5.9962583
• Log P: -1.2820245
• Molar Refractivity: 155.837 cm^3
• Polarizability: 52.38581 Å^3
• Polar Surface Area: 217.25 Å^2
• Rotatable Bonds: 13
• 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 - A9398

Substrates
Fluorogenic substrate for dipeptidyl aminopeptidase III.