11-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}undecanoic acid

• ChemBase ID: 179010
• Molecular Formular: C19H25F3N2O2
• Molecular Mass: 370.4092096
• Monoisotopic Mass: 370.18681271
• SMILES: c1c(ccc(c1)CCCCCCCCCCC(=O)O)C1(N=N1)C(F)(F)F
• Canonical SMILES: OC(=O)CCCCCCCCCCc1ccc(cc1)C1(N=N1)C(F)(F)F
• InChI: InChI=1S/C19H25F3N2O2/c20-19(21,22)18(23-24-18)16-13-11-15(12-14-16)9-7-5-3-1-2-4-6-8-10-17(25)26/h11-14H,1-10H2,(H,25,26)
• InChIKey: MGTCSIXGLCFXSR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-{4-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}undecanoic acid
• IUPAC Traditional name: 11-{4-[3-(trifluoromethyl)diazirin-3-yl]phenyl}undecanoic acid
• Synonyms: 11-(4-(3-(trifluoromethyl)diazirinyl)phenyl)undecanoic Acid; 4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzeneundecanoic Acid

Database IDs

• CAS Number: 113274-80-9
• PubChem SID: 164234920
• PubChem CID: 195003

CALCULATED PROPERTIES

• Acid pKa: 4.9520197
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 6.2467337
• LogD (pH = 7.4): 4.4875984
• Log P: 6.9025393
• Molar Refractivity: 92.4489 cm^3
• Polarizability: 34.9215 Å^3
• Polar Surface Area: 62.02 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T791295

4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzeneundecanoic acid is a phenyldiazirine derivative used in the synthesis of photoaffinity ligands.

REFERENCES

• Falchetto, R., et al.: J. Biol. Chem., 266, 2930 (1991)
• Weber, P., et al.: J. Peptide Res., 49, 375 (1991)
• Ploug, M., et a.: Biochemistry, 37, 3612 (1991)
• Sadakane, Y., et al.: Photomed. Photobiol., 25, 35 (1991)