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

• ChemBase ID: 161848
• Molecular Formular: C36H47F2N5O2
• Molecular Mass: 619.7874864
• Monoisotopic Mass: 619.36978221
• SMILES: C12N(C(CC(C1)n1c(nnc1C)C(C)C)CC2)CC[C@H](NC(=O)C1CCC(CC1)(F)F)c1ccc(cc1)OCc1ccccc1
• Canonical SMILES: O=C(C1CCC(CC1)(F)F)N[C@H](c1ccc(cc1)OCc1ccccc1)CCN1C2CCC1CC(C2)n1c(C)nnc1C(C)C
• InChI: InChI=1S/C36H47F2N5O2/c1-24(2)34-41-40-25(3)43(34)31-21-29-11-12-30(22-31)42(29)20-17-33(39-35(44)28-15-18-36(37,38)19-16-28)27-9-13-32(14-10-27)45-23-26-7-5-4-6-8-26/h4-10,13-14,24,28-31,33H,11-12,15-23H2,1-3H3,(H,39,44)/t29?,30?,31?,33-/m0/s1
• InChIKey: ZVDOVYMVSGQZAX-RYIODHQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-1-[4-(benzyloxy)phenyl]-3-{3-[3-methyl-5-(propan-2-yl)-4H-1,2,4-triazol-4-yl]-8-azabicyclo[3.2.1]octan-8-yl}propyl]-4,4-difluorocyclohexane-1-carboxamide
• IUPAC Traditional name: N-[(1S)-1-[4-(benzyloxy)phenyl]-3-[3-(3-isopropyl-5-methyl-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octan-8-yl]propyl]-4,4-difluorocyclohexane-1-carboxamide
• Synonyms: 4,4-Difluoro-N-[(1S)-1-(4-benzyloxyphenyl)-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; 4-Benzyloxyphenyl Maraviroc

Database IDs

• PubChem SID: 162255983
• PubChem CID: 71313903

CALCULATED PROPERTIES

• Acid pKa: 14.402853
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.8617594
• LogD (pH = 7.4): 3.2832608
• Log P: 5.1930127
• Molar Refractivity: 173.9566 cm^3
• Polarizability: 66.33059 Å^3
• Polar Surface Area: 72.28 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - B287620

Maraviroc derivative.

REFERENCES

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