{4-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]-5-[(1,1,1,3,3,3-2H6)propan-2-yl]-4H-1,2,4-triazol-3-yl}methanol

• ChemBase ID: 166147
• Molecular Formular: C13H22N4O
• Molecular Mass: 250.33998
• Monoisotopic Mass: 250.17936134
• SMILES: [C@@H]12N[C@@H](C[C@H](C1)n1c(nnc1CO)C(C)C)CC2
• Canonical SMILES: OCc1nnc(n1[C@@H]1C[C@H]2CC[C@@H](C1)N2)C(C)C
• InChI: InChI=1S/C13H22N4O/c1-8(2)13-16-15-12(7-18)17(13)11-5-9-3-4-10(6-11)14-9/h8-11,14,18H,3-7H2,1-2H3/t9-,10+,11-
• InChIKey: LPYSKZZVODVGAC-JGPRNRPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]-5-[(1,1,1,3,3,3-^2H₆)propan-2-yl]-4H-1,2,4-triazol-3-yl}methanol
• IUPAC Traditional name: {4-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]-5-[(1,1,1,3,3,3-^2H₆)propan-2-yl]-1,2,4-triazol-3-yl}methanol
• Synonyms: 4-(3-Exo)-8-azabicyclo[3.2.1]oct-3-yl-5-(1-methylethyl-d6)-4H-1,2,4-triazole-3-methanol; Des[1-(4,4-difluorocyclohexanecarboxamido)-1-phenylpropyl]-3-hydroxymethyl Maraviroc-d6

Database IDs

• PubChem SID: 162260280
• PubChem CID: 71315583

CALCULATED PROPERTIES

• Acid pKa: 13.832341
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.2809482
• LogD (pH = 7.4): -3.1576893
• Log P: -0.040506463
• Molar Refractivity: 70.9485 cm^3
• Polarizability: 27.055624 Å^3
• Polar Surface Area: 62.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288817

An isotope 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).