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

• ChemBase ID: 171105
• Molecular Formular: C29H41F2N5O2
• Molecular Mass: 529.6649464
• Monoisotopic Mass: 529.32283202
• SMILES: C12N(C(CC(C1)n1c(nnc1C)C(C)C)CC2)CC[C@H](NC(=O)C1CCC(CC1)(F)F)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)[C@@H](NC(=O)C1CCC(CC1)(F)F)CCN1C2CCC1CC(C2)n1c(C)nnc1C(C)C
• InChI: InChI=1S/C29H41F2N5O2/c1-18(2)27-34-33-19(3)36(27)24-16-22-6-7-23(17-24)35(22)15-12-26(20-4-8-25(37)9-5-20)32-28(38)21-10-13-29(30,31)14-11-21/h4-5,8-9,18,21-24,26,37H,6-7,10-17H2,1-3H3,(H,32,38)/t22?,23?,24?,26-/m0/s1
• InChIKey: FWOMXCBURQJRQH-WCINTBDISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-difluoro-N-[(1S)-1-(4-hydroxyphenyl)-3-{3-[3-methyl-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]octan-8-yl}propyl]cyclohexane-1-carboxamide
• IUPAC Traditional name: 4,4-difluoro-N-[(1S)-1-(4-hydroxyphenyl)-3-[3-(3-isopropyl-5-methyl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]propyl]cyclohexane-1-carboxamide
• Synonyms: 4,4-Difluoro-N-[(1S)-1-(4-hydroxyphenyl)-3-[(3-exo)-3-[3-methyl-5-(1-methylethyl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]oct-8-yl]propyl]-cyclohexanecarboxamide; UK 437719; 4-Hydroxyphenyl Maraviroc

Database IDs

• CAS Number: 856708-54-8
• PubChem SID: 164227015
• PubChem CID: 46781865

CALCULATED PROPERTIES

• Acid pKa: 9.713078
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.007710861
• LogD (pH = 7.4): 1.412253
• Log P: 2.7193499
• Molar Refractivity: 144.8617 cm^3
• Polarizability: 54.87172 Å^3
• Polar Surface Area: 83.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 138-142°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H950860

A 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)