4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-3-methyl-1-(3-methylbutyl)-4,5-dihydro-1H-1,2,4-triazol-5-one

• ChemBase ID: 165849
• Molecular Formular: C37H42Cl2N8O4
• Molecular Mass: 733.68658
• Monoisotopic Mass: 732.27060722
• SMILES: C1N(CCN(C1)c1ccc(cc1)OC[C@@H]1O[C@@](OC1)(Cn1ncnc1)c1c(cc(cc1)Cl)Cl)c1ccc(cc1)n1c(=O)n(nc1C)CCC(C)C
• Canonical SMILES: CC(CCn1nc(n(c1=O)c1ccc(cc1)N1CCN(CC1)c1ccc(cc1)OC[C@H]1CO[C@](O1)(Cn1cncn1)c1ccc(cc1Cl)Cl)C)C
• InChI: InChI=1S/C37H42Cl2N8O4/c1-26(2)14-15-46-36(48)47(27(3)42-46)31-7-5-29(6-8-31)43-16-18-44(19-17-43)30-9-11-32(12-10-30)49-21-33-22-50-37(51-33,23-45-25-40-24-41-45)34-13-4-28(38)20-35(34)39/h4-13,20,24-26,33H,14-19,21-23H2,1-3H3/t33-,37-/m0/s1
• InChIKey: YOEUGMJIMOBNQK-WNOXWKSXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-3-methyl-1-(3-methylbutyl)-4,5-dihydro-1H-1,2,4-triazol-5-one
• IUPAC Traditional name: 4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-5-methyl-2-(3-methylbutyl)-1,2,4-triazol-3-one
• Synonyms: 4-[4-[4-[4-[[(2R,4S)-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-5-methyl-2-(3-methylbutyl)-3H-1,2,4-triazol-3-one; 2-Desbutyl-2-isopentyl-5-methyl Itraconazole

Database IDs

• PubChem SID: 162259982
• PubChem CID: 14179015

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 7.6639047
• LogD (pH = 7.4): 7.67494
• Log P: 7.6750827
• Molar Refractivity: 209.6213 cm^3
• Polarizability: 75.26462 Å^3
• Polar Surface Area: 100.79 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D288790

Itraconazole related compound with antifungal properties.

REFERENCES

• Heeres, J., et al.: J. Med. Chem., 22, 1003 (1979)