CHEBI:10023 - voriconazole

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ChEBI Name voriconazole
ChEBI ID CHEBI:10023
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:127308
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Formula C16H14F3N5O
Net Charge 0
Average Mass 349.31050
Monoisotopic Mass 349.115
InChI InChI=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
InChIKey BCEHBSKCWLPMDN-MGPLVRAMSA-N
SMILES C[C@@H](c1ncncc1F)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
Roles Classification
Biological Role(s): 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.
(via triazole antifungal drug )
(via conazole antifungal drug )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via triazole antifungal agent )
(via conazole antifungal agent )
ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via triazole antifungal drug )
(via conazole antifungal drug )
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ChEBI Ontology
Outgoing 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 Sources
voriconazol WHO MedNet
voriconazole WHO MedNet
voriconazole ChemIDplus
voriconazolum WHO MedNet
Synonyms Sources
RS)-α-(2,4-difluorophenyl)-5-fluoro-β-methyl-α(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol ChemIDplus
(R-(R*,S*))-alpha-(2,4-difluorophenyl)-5-fluoro-beta-methyl-alpha-(1H-1,2,4-triazol-1-ylmethyl)-4-pyrimidineethanol ChEBI
VCZ DrugBank
Brand Name Source
Vfend ChEBI
Manual Xrefs Databases
2846 DrugCentral
C07622 KEGG COMPOUND
D00578 KEGG DRUG
DB00582 DrugBank
EP440372 Patent
LSM-5244 LINCS
US5278175 Patent
Voriconazole Wikipedia
View more database links
Registry Numbers Types Sources
137234-62-9 CAS Registry Number DrugBank
137234-62-9 CAS Registry Number ChemIDplus
137234-62-9 CAS Registry Number KEGG DRUG
7694998 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
12940129 PubMed citation Europe PMC
22718362 PubMed citation Europe PMC
23392902 PubMed citation Europe PMC
23527908 PubMed citation Europe PMC
23766489 PubMed citation Europe PMC
24102553 PubMed citation Europe PMC
Last Modified
22 February 2017