1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)(2,2,3,3,5,5,6,6-2H8)piperazine

• ChemBase ID: 165456
• Molecular Formular: C24H26Cl2N4O3
• Molecular Mass: 489.39424
• Monoisotopic Mass: 488.13819607
• SMILES: C1NCCN(C1)c1ccc(cc1)OC[C@H]1CO[C@@](O1)(c1ccc(cc1Cl)Cl)Cn1cncc1
• Canonical SMILES: Clc1ccc(c(c1)Cl)[C@]1(OC[C@@H](O1)COc1ccc(cc1)N1CCNCC1)Cn1cncc1
• InChI: InChI=1S/C24H26Cl2N4O3/c25-18-1-6-22(23(26)13-18)24(16-29-10-7-28-17-29)32-15-21(33-24)14-31-20-4-2-19(3-5-20)30-11-8-27-9-12-30/h1-7,10,13,17,21,27H,8-9,11-12,14-16H2/t21-,24-/m0/s1
• InChIKey: LOUXSEJZCPKWAX-URXFXBBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)(2,2,3,3,5,5,6,6-^2H₈)piperazine
• IUPAC Traditional name: 1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)(2,2,3,3,5,5,6,6-^2H₈)piperazine
• Synonyms: 1-[4-[[(2R,4S)-2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-piperazine-d8; Deacetyl Ketoconazole-d8

Database IDs

• PubChem SID: 162259589
• PubChem CID: 71315213

CALCULATED PROPERTIES

• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.0406606
• LogD (pH = 7.4): 3.0119467
• Log P: 4.5816555
• Molar Refractivity: 128.5013 cm^3
• Polarizability: 49.867043 Å^3
• Polar Surface Area: 60.78 Å^2

DETAILS

Toronto Research Chemicals - D198957

Labelled Ketoconazole derivative.