CHEBI:82718 - efinaconazole

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ChEBI Name efinaconazole
ChEBI ID CHEBI:82718
Definition A member of the class of triazoles that is butan-2-ol which is substituted at positions 1, 2, and 3 by 1,2,4-triazol-1-yl, 2,4-difluorophenyl, and 4-methylenepiperidin-1-yl groups, respectively (the 2R,3R stereoisomer). It is an antifungal drug used for the topical treatment of onychomycosis (a nail infection caused mainly by dermatophytes).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
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Formula C18H22F2N4O
Net Charge 0
Average Mass 348.39030
Monoisotopic Mass 348.176
InChI InChI=1S/C18H22F2N4O/c1-13-5-7-23(8-6-13)14(2)18(25,10-24-12-21-11-22-24)16-4-3-15(19)9-17(16)20/h3-4,9,11-12,14,25H,1,5-8,10H2,2H3/t14-,18-/m1/s1
InChIKey NFEZZTICAUWDHU-RDTXWAMCSA-N
SMILES C[C@@H](N1CCC(=C)CC1)[C@](O)(Cn1cncn1)c1ccc(F)cc1F
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor
An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of EC 1.14.13.70 (sterol 14alpha-demethylase).
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via triazole antifungal drug )
ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via conazole antifungal agent )
(via triazole antifungal agent )
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via triazole antifungal drug )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing efinaconazole (CHEBI:82718) has role EC 1.14.13.70 (sterol 14α-demethylase) inhibitor (CHEBI:77884)
efinaconazole (CHEBI:82718) is a conazole antifungal drug (CHEBI:87071)
efinaconazole (CHEBI:82718) is a olefinic compound (CHEBI:78840)
efinaconazole (CHEBI:82718) is a organofluorine compound (CHEBI:37143)
efinaconazole (CHEBI:82718) is a piperidines (CHEBI:26151)
efinaconazole (CHEBI:82718) is a tertiary alcohol (CHEBI:26878)
efinaconazole (CHEBI:82718) is a tertiary amino compound (CHEBI:50996)
efinaconazole (CHEBI:82718) is a triazole antifungal drug (CHEBI:87101)
IUPAC Name
(2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
INNs Sources
efinaconazol WHO MedNet
éfinaconazole WHO MedNet
efinaconazole KEGG DRUG
efinaconazolum WHO MedNet
Synonym Source
KP-103 ChemIDplus
Brand Name Source
JUBLIA KEGG DRUG
Manual Xrefs Databases
4874 DrugCentral
D10021 KEGG DRUG
Efinaconazole Wikipedia
View more database links
Registry Numbers Types Sources
164650-44-6 CAS Registry Number ChemIDplus
164650-44-6 CAS Registry Number KEGG DRUG
8582880 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017