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CHEBI:48336 - (2R,4S)-ketoconazole

ChEBI IDCHEBI:48336
ChEBI Name(2R,4S)-ketoconazole
Stars
ASCII Name(2R,4S)-ketoconazole
DefinitionA cis-1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine which dioxolane moiety has (2R,4S)-configuration.
Last Modified15 October 2019
SubmitterKirill Degtyarenko
DownloadsMolfile

FormulaC26H28Cl2N4O4
Net Charge0
Average Mass531.440
Monoisotopic Mass530.14876
SMILESCC(=O)N1CCN(c2ccc(OC[C@H]3CO[C@](Cn4ccnc4)(c4ccc(Cl)cc4Cl)O3)cc2)CC1
InChIInChI=1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1
InChIKeyXMAYWYJOQHXEEK-OZXSUGGESA-N

Roles Classification

ChEBI Ontology
IUPAC Name 
1-acetyl-4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine
Synonym  Source
(2R,4S)-1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazineChEBI
UniProt Name  Source
(2R,4S)-ketoconazoleUniProt
Manual XrefsDatabases
KKKPDBeChem
LSM-5430LINCS
Registry NumbersSources
Reaxys:4241048Reaxys