1-[8,11-bis(trifluoroacetyl)-4-[(4-{[4,8,11-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]methyl}phenyl)methyl]-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethan-1-one

• ChemBase ID: 176825
• Molecular Formular: C40H48F18N8O6
• Molecular Mass: 1078.8303776
• Monoisotopic Mass: 1078.34093926
• SMILES: C1N(CCN(CCCN(CCN(CC1)C(=O)C(F)(F)F)C(=O)C(F)(F)F)C(=O)C(F)(F)F)Cc1ccc(cc1)CN1CCN(CCCN(CCN(CCC1)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(CCN(CCCN(CC1)Cc1ccc(cc1)CN1CCCN(CCN(CCCN(CC1)C(=O)C(F)(F)F)C(=O)C(F)(F)F)C(=O)C(F)(F)F)C(=O)C(F)(F)F)C(=O)C(F)(F)F
• InChI: InChI=1S/C40H48F18N8O6/c41-35(42,43)29(67)61-13-3-15-65(33(71)39(53,54)55)23-21-63(31(69)37(47,48)49)11-1-9-59(17-19-61)25-27-5-7-28(8-6-27)26-60-10-2-12-64(32(70)38(50,51)52)22-24-66(34(72)40(56,57)58)16-4-14-62(20-18-60)30(68)36(44,45)46/h5-8H,1-4,9-26H2
• InChIKey: ZLIVMLGSJBPBRC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[8,11-bis(trifluoroacetyl)-4-[(4-{[4,8,11-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]methyl}phenyl)methyl]-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-[8,11-bis(trifluoroacetyl)-4-[(4-{[4,8,11-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecan-1-yl]methyl}phenyl)methyl]-1,4,8,11-tetraazacyclotetradecan-1-yl]-2,2,2-trifluoroethanone
• Synonyms: Plerixafor Hexa(trifluoroacetate); 1,1'-[1,4-Phenylenebis(methylene)]bis[4,8,11-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane

Database IDs

• CAS Number: 4069393-93-3
• PubChem SID: 164232735
• PubChem CID: 11309252

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.95269006
• LogD (pH = 7.4): 3.7004273
• Log P: 4.0200334
• Molar Refractivity: 218.47 cm^3
• Polarizability: 79.35363 Å^3
• Polar Surface Area: 128.34 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P580515

Protected Plerixafor.

REFERENCES

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