ethoxy(9-{[5-(5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamido)(1,1,5,5-2H4)pentyl]carbamoyl}nonyl)phosphinoyl fluoride

• ChemBase ID: 169459
• Molecular Formular: C27H50FN4O5PS
• Molecular Mass: 592.7468642
• Monoisotopic Mass: 592.32235657
• SMILES: C12C(CSC1CCCCC(=O)NCCCCCNC(=O)CCCCCCCCCP(=O)(OCC)F)NC(=O)N2
• Canonical SMILES: CCOP(=O)(CCCCCCCCCC(=O)NCCCCCNC(=O)CCCCC1SCC2C1NC(=O)N2)F
• InChI: InChI=1S/C27H50FN4O5PS/c1-2-37-38(28,36)20-14-7-5-3-4-6-9-16-24(33)29-18-12-8-13-19-30-25(34)17-11-10-15-23-26-22(21-39-23)31-27(35)32-26/h22-23,26H,2-21H2,1H3,(H,29,33)(H,30,34)(H2,31,32,35)
• InChIKey: ZIFSFLGSUTZFCP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethoxy(9-{[5-(5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamido)(1,1,5,5-^2H₄)pentyl]carbamoyl}nonyl)phosphinoyl fluoride
• IUPAC Traditional name: ethoxy(9-{[5-(5-{2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl}pentanamido)(1,1,5,5-^2H₄)pentyl]carbamoyl}nonyl)phosphinoyl fluoride
• Synonyms: [10-[[5-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]pentyl-d4]amino]-10-oxodecyl]phosphonofluoridic Acid Ethyl Ester; FP-Biotin-d4

Database IDs

• PubChem SID: 162263591
• PubChem CID: 46781659

CALCULATED PROPERTIES

• Acid pKa: 13.491619
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 2.901698
• LogD (pH = 7.4): 2.901701
• Log P: 2.9017012
• Molar Refractivity: 154.2451 cm^3
• Polarizability: 60.610058 Å^3
• Polar Surface Area: 125.63 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F755402

A labelled biotinylated organophosphorus agent. It could be useful for identifying proteins that react with organophosphorus toxicants (OP).

REFERENCES

• Tjoelker, L., et al.: J. Biol. Chem., 270, 25481 (1995)
• Mileson, B., et al.: Toxicol. Sci., 41, 8 (1995)
• Yang, Z., et al.: Biochem. Pharmacol., 55, 1419 (1995)
• Casida, J.,et al.: Chem. Res. Toxicol., 17, 983 (1995)
• Peeples, E., et al.: Toxicol. Sci.,