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CHEBI:10023 - voriconazole

ChEBI IDCHEBI:10023
ChEBI Namevoriconazole
Stars
DefinitionA triazole-based antifungal agent used for the treatment of esophageal candidiasis, invasive pulmonary aspergillosis, and serious fungal infections caused by Scedosporium apiospermum and Fusarium spp. It is an inhibitor of cytochrome P450 2C9 (CYP2C9) and CYP3A4.
Secondary ChEBI IDCHEBI:127308
Last Modified15 October 2019
DownloadsMolfile
FormulaC16H14F3N5O
Net Charge0
Average Mass349.316
Monoisotopic Mass349.11504
SMILESC[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
InChIInChI=1S/C16H14F3N5O/c1-10(15-14(19)5-20-7-22-15)16(25,6-24-9-21-8-23-24)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1
InChIKeyBCEHBSKCWLPMDN-MGPLVRAMSA-N
Wikipedia
Roles Classification
Biological Roles:
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ergosterol biosynthesis inhibitor  Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ergosterol biosynthesis inhibitor  Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Applications:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
voriconazole (CHEBI:10023) has role P450 inhibitor (CHEBI:50183)
voriconazole (CHEBI:10023) is a conazole antifungal drug (CHEBI:87071)
voriconazole (CHEBI:10023) is a difluorobenzene (CHEBI:38582)
voriconazole (CHEBI:10023) is a pyrimidines (CHEBI:39447)
voriconazole (CHEBI:10023) is a tertiary alcohol (CHEBI:26878)
voriconazole (CHEBI:10023) is a triazole antifungal drug (CHEBI:87101)
IUPAC Name 
(2R,3S)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
INNs  Source
voriconazoleChemIDplus
voriconazolumWHO MedNet
voriconazolWHO MedNet
voriconazoleWHO MedNet
Synonyms  Source
VCZDrugBank
(αR,βS)-α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanolChemIDplus
(R-(R*,S*))-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanolChEBI
Brand Name  Source
VfendChEBI
UniProt Name  Source
voriconazoleUniProt
Manual XrefsDatabases
C07622KEGG COMPOUND
D00578KEGG DRUG
DB00582DrugBank
EP440372Patent
US5278175Patent
VoriconazoleWikipedia
LSM-5244LINCS
2846DrugCentral
Registry NumbersSources
Beilstein:7694998Beilstein
CAS:137234-62-9KEGG COMPOUND
CAS:137234-62-9KEGG DRUG
CAS:137234-62-9DrugBank
CAS:137234-62-9ChemIDplus
Citations