4,4-difluoro-N-formyl-N-[(1S)-3-[(1R,3S,5S)-3-{3-methyl-5-[(1,1,1,3,3,3-2H6)propan-2-yl]-4H-1,2,4-triazol-4-yl}-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide

• ChemBase ID: 169412
• Molecular Formular: C30H41F2N5O2
• Molecular Mass: 541.6756464
• Monoisotopic Mass: 541.32283202
• SMILES: [C@@H]12N([C@@H](C[C@H](C1)n1c(nnc1C)C(C)C)CC2)CC[C@H](N(C(=O)C1CCC(CC1)(F)F)C=O)c1ccccc1
• Canonical SMILES: O=CN([C@H](c1ccccc1)CCN1[C@@H]2CC[C@H]1C[C@@H](C2)n1c(C)nnc1C(C)C)C(=O)C1CCC(CC1)(F)F
• InChI: InChI=1S/C30H41F2N5O2/c1-20(2)28-34-33-21(3)37(28)26-17-24-9-10-25(18-26)35(24)16-13-27(22-7-5-4-6-8-22)36(19-38)29(39)23-11-14-30(31,32)15-12-23/h4-8,19-20,23-27H,9-18H2,1-3H3/t24-,25+,26-,27-/m0/s1
• InChIKey: VOAHTIZOTHESLT-XUJYPJAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-difluoro-N-formyl-N-[(1S)-3-[(1R,3S,5S)-3-{3-methyl-5-[(1,1,1,3,3,3-^2H₆)propan-2-yl]-4H-1,2,4-triazol-4-yl}-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide
• IUPAC Traditional name: 4,4-difluoro-N-formyl-N-[(1S)-3-[(1R,3S,5S)-3-{3-methyl-5-[(1,1,1,3,3,3-^2H₆)propan-2-yl]-1,2,4-triazol-4-yl}-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]cyclohexane-1-carboxamide
• Synonyms: 4,4-Difluoro-N-formyl-N-[(1S)-3-[(3-exo)-3-[3-methyl-5-(1-methylethyl-d6)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]oct-8-yl]-1-phenylpropyl]cyclohexanecarboxamide; N-Formyl Maraviroc-d6

Database IDs

• PubChem SID: 162263544
• PubChem CID: 71316954

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.22444573
• LogD (pH = 7.4): 1.6249467
• Log P: 3.5661201
• Molar Refractivity: 147.9562 cm^3
• Polarizability: 56.179825 Å^3
• Polar Surface Area: 71.33 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F700717

A labelled impurity of Maraviroc (M193000).

REFERENCES

• Fumero, E., et al.: Clin. Microbiol. Infect., 9, 1077 (2003)
• Walker, D.K., et al.: Drug Metab. Dispos., 33, 587 (2003)