1-[8,11-bis(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethan-1-one

• ChemBase ID: 178234
• Molecular Formular: C16H21F9N4O3
• Molecular Mass: 488.3485688
• Monoisotopic Mass: 488.14699453
• SMILES: N1(CCCN(CCNCCCN(CC1)C(=O)C(F)(F)F)C(=O)C(F)(F)F)C(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)N1CCCN(CCNCCCN(CC1)C(=O)C(F)(F)F)C(=O)C(F)(F)F
• InChI: InChI=1S/C16H21F9N4O3/c17-14(18,19)11(30)27-6-2-7-29(13(32)16(23,24)25)10-9-28(12(31)15(20,21)22)5-1-3-26-4-8-27/h26H,1-10H2
• InChIKey: YAJIMXYFYCOBMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[8,11-bis(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-[8,11-bis(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethanone
• Synonyms: 1,1',1''-(1,4,8,11-Tetraazacyclotetradecane-1,4,8-triyl)tris[2,2,2-trifluoro-ethanone; 1,4,8-Tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane; 1,4,8-Tris(trifluoroacetyl)cyclam; 1,4,8,11-tetraazacyclotetradecane Hexa(trifluoroacetate)

Database IDs

• CAS Number: 295-37-4
• PubChem SID: 164234144
• PubChem CID: 11431771

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1198316
• LogD (pH = 7.4): 0.5180957
• Log P: 0.88911855
• Molar Refractivity: 92.3567 cm^3
• Polarizability: 33.709625 Å^3
• Polar Surface Area: 72.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - T283955

Reagent used in the preparation of Plerixafor derivatives.

REFERENCES

• Jacobson, O., et al.: Bioorg. Med. Chem., 17, 1486 (2009)