N-[(1S)-3-[3-(3-{[(tert-butyldimethylsilyl)oxy]methyl}-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]-4,4-difluorocyclohexane-1-carboxamide

• ChemBase ID: 163343
• Molecular Formular: C35H55F2N5O2Si
• Molecular Mass: 643.9258064
• Monoisotopic Mass: 643.409309
• SMILES: C12N(C(CC(C1)n1c(nnc1CO[Si](C(C)(C)C)(C)C)C(C)C)CC2)CC[C@H](NC(=O)C1CCC(CC1)(F)F)c1ccccc1
• Canonical SMILES: O=C(C1CCC(CC1)(F)F)N[C@H](c1ccccc1)CCN1C2CCC1CC(C2)n1c(nnc1C(C)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C35H55F2N5O2Si/c1-24(2)32-40-39-31(23-44-45(6,7)34(3,4)5)42(32)29-21-27-13-14-28(22-29)41(27)20-17-30(25-11-9-8-10-12-25)38-33(43)26-15-18-35(36,37)19-16-26/h8-12,24,26-30H,13-23H2,1-7H3,(H,38,43)/t27?,28?,29?,30-/m0/s1
• InChIKey: LBACDBSTKSTSOX-IYCLCUOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-3-[3-(3-{[(tert-butyldimethylsilyl)oxy]methyl}-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]-4,4-difluorocyclohexane-1-carboxamide
• IUPAC Traditional name: N-[(1S)-3-[3-(3-{[(tert-butyldimethylsilyl)oxy]methyl}-5-isopropyl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]-1-phenylpropyl]-4,4-difluorocyclohexane-1-carboxamide
• Synonyms: 3-tert-Butyldimethylsilyloxymethyl Maraviroc

Database IDs

• PubChem SID: 162257478
• PubChem CID: 71314404

CALCULATED PROPERTIES

• Acid pKa: 14.470532
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9205116
• LogD (pH = 7.4): 3.5146995
• Log P: 5.4471
• Molar Refractivity: 174.4311 cm^3
• Polarizability: 68.984764 Å^3
• Polar Surface Area: 72.28 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Colorless Foam

DETAILS

Toronto Research Chemicals - B691285

A protected 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).