(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]octane

• ChemBase ID: 165856
• Molecular Formular: C13H22N4
• Molecular Mass: 234.34058
• Monoisotopic Mass: 234.18444672
• SMILES: [C@@H]12N[C@@H](C[C@H](C1)n1c(nnc1C)C(C)C)CC2
• Canonical SMILES: Cc1nnc(n1[C@@H]1C[C@H]2CC[C@@H](C1)N2)C(C)C
• InChI: InChI=1S/C13H22N4/c1-8(2)13-16-15-9(3)17(13)12-6-10-4-5-11(7-12)14-10/h8,10-12,14H,4-7H2,1-3H3/t10-,11+,12-
• InChIKey: CEIRCCADSFHOQD-ZSBIGDGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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]octane
• IUPAC Traditional name: (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]octane
• Synonyms: 3-[3-Methyl-5-(1-methylethyl-d6)-4H-1,2,4-triazol-4-yl]-(3-exo)-8-azabicyclo[3.2.1]octane; 3-(3-(Isopropyl-d6)-5-methyl-4H-1,2,4-triazol-4-yl)-3-exo-8-azabicyclo[3.2.1]octane; (3-Exo)-3-[3-methyl-5-(1-methylethyl-d6)-4H-1,2,4-triazol-4-yl]-8-Azabicyclo[3.2.1]octane; UK 408027-d6; Des[1-(4,4-difluorocyclohexanecarboxamido)-1-phenylpropyl] Maraviroc-d6

Database IDs

• PubChem SID: 162259989
• PubChem CID: 71315426

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4661684
• LogD (pH = 7.4): -2.3404748
• Log P: 0.77674156
• Molar Refractivity: 69.2463 cm^3
• Polarizability: 26.350914 Å^3
• Polar Surface Area: 42.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D288812

A Labelled metabolite of Maraviroc.

REFERENCES

• Beaumont, K., et al.: Eur. J. Pharm. Sci., 12, 41 (2000)
• Walker, D.K., et al.: Drug Metab. Dispos., 33, 587 (2005).