3-({5-amino-1-[(naphthalen-2-yl)carbamoyl]pentyl}carbamoyl)-3-(2-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-carboxypropanamido}-3-carboxypropanamido)propanoic acid

• ChemBase ID: 104802
• Molecular Formular: C34H44N8O14
• Molecular Mass: 788.75836
• Monoisotopic Mass: 788.29769813
• SMILES: NCCCCC(NC(=O)C(CC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CC(=O)O)NC(=O)CN)C(=O)Nc1ccc2ccccc2c1
• Canonical SMILES: NCCCCC(C(=O)Nc1ccc2c(c1)cccc2)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CN)CC(=O)O)CC(=O)O)CC(=O)O)CC(=O)O
• InChI: InChI=1S/C34H44N8O14/c35-10-4-3-7-20(30(52)37-19-9-8-17-5-1-2-6-18(17)11-19)39-32(54)22(13-27(46)47)41-34(56)24(15-29(50)51)42-33(55)23(14-28(48)49)40-31(53)21(12-26(44)45)38-25(43)16-36/h1-2,5-6,8-9,11,20-24H,3-4,7,10,12-16,35-36H2,(H,37,52)(H,38,43)(H,39,54)(H,40,53)(H,41,56)(H,42,55)(H,44,45)(H,46,47)(H,48,49)(H,50,51)
• InChIKey: QLLWULMEPVZWTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({5-amino-1-[(naphthalen-2-yl)carbamoyl]pentyl}carbamoyl)-3-(2-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-carboxypropanamido}-3-carboxypropanamido)propanoic acid
• IUPAC Traditional name: 3-({5-amino-1-[(naphthalen-2-yl)carbamoyl]pentyl}carbamoyl)-3-(2-{2-[2-(2-aminoacetamido)-3-carboxypropanamido]-3-carboxypropanamido}-3-carboxypropanamido)propanoic acid
• Synonyms: Gly-Asp-Asp-Asp-Asp-Lys-β-naphthylamide; GLY-ASP-ASP-ASP-ASP-LYS β-NAPHTHYLAMIDE

Database IDs

• CAS Number: 70023-02-8
• MDL Number: MFCD00083712
• PubChem SID: 162091785; 24895202
• PubChem CID: 4550376

CALCULATED PROPERTIES

• Acid pKa: 2.788209
• H Acceptors: 16
• H Donor: 12
• LogD (pH = 5.5): -11.924954
• LogD (pH = 7.4): -15.26383
• Log P: -9.117521
• Molar Refractivity: 188.6717 cm^3
• Polarizability: 74.75502 Å^3
• Polar Surface Area: 375.84 Å^2
• Rotatable Bonds: 24
• 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

Product Information

• Purity: ≥95% (HPLC)

DETAILS

MP Biomedicals - 02157235

A sensitive and specific fluorogenic substrate for enterokinase.

Sigma Aldrich - G5261

Substrates
A sensitive and specific fluorogenic substrate for enterokinase.

REFERENCES

• Antonowicz, I., et al., Clin. Chim. Acta, 101: 69, (1980).