2,5-dioxopyrrolidin-1-yl 2-(2-{2-[2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)ethoxy]ethoxy}ethoxy)-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoate

• ChemBase ID: 162094
• Molecular Formular: C35H46F3N7O10S
• Molecular Mass: 813.8408496
• Monoisotopic Mass: 813.29789637
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCC(=O)NCCOCCOCCOc1c(ccc(c1)C1(N=N1)C(F)(F)F)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(CCCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCOCCOCCOc1cc(ccc1C(=O)ON1C(=O)CCC1=O)C1(N=N1)C(F)(F)F
• InChI: InChI=1S/C35H46F3N7O10S/c36-35(37,38)34(43-44-34)22-9-10-23(32(50)55-45-29(48)11-12-30(45)49)25(20-22)54-19-18-53-17-16-52-15-14-40-28(47)7-2-1-5-13-39-27(46)8-4-3-6-26-31-24(21-56-26)41-33(51)42-31/h9-10,20,24,26,31H,1-8,11-19,21H2,(H,39,46)(H,40,47)(H2,41,42,51)/t24-,26-,31-/m0/s1
• InChIKey: JHDHDFYLAOINHU-NLVXVLGSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-(2-{2-[2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)ethoxy]ethoxy}ethoxy)-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-(2-{2-[2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)ethoxy]ethoxy}ethoxy)-4-[3-(trifluoromethyl)diazirin-3-yl]benzoate
• Synonyms: 2-[2-[2-[2-[6-(Biotinylaminohexanoyl]aminoethoxy]ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester

Database IDs

• PubChem SID: 162256229
• PubChem CID: 71313993

CALCULATED PROPERTIES

• Acid pKa: 13.487797
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): 2.1133769
• LogD (pH = 7.4): 2.1133788
• Log P: 2.113379
• Molar Refractivity: 192.3532 cm^3
• Polarizability: 74.10253 Å^3
• Polar Surface Area: 215.42 Å^2
• Rotatable Bonds: 26
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO
• Apperance: Beige Solid
• Melting Point: 119-123°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B394866

A cross-linking, biotin-labelled compound.

REFERENCES

• Hatanaka, Y. et al: Bioorg. Med. Chem., 2, 1367 (1994)
• Hatanaka, Y. et al: J. Org. Chem., 59, 383 (1994)
• Hatanaka, Y. et al: Bioorg. Med. Chem. 2, 1367 (1994)