efinaconazole (CHEBI:82718)

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CHEBI:82718 - efinaconazole

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ChEBI ID	CHEBI:82718
ChEBI Name	efinaconazole
Stars
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).
Last Modified	22 February 2017
Submitter	tmorrison
Downloads	Molfile

Formula	C18H22F2N4O
Net Charge	0
Average Mass	348.397
Monoisotopic Mass	348.17617
SMILES	C=C1CCN([C@H](C)[C@](O)(Cn2cncn2)c2ccc(F)cc2F)CC1
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

Wikipedia

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	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 14α-demethylase). 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 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. 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.
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)
	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	Source
efinaconazole	KEGG DRUG
éfinaconazole	WHO MedNet
efinaconazolum	WHO MedNet
efinaconazol	WHO MedNet

Synonym	Source
KP-103	ChemIDplus

Brand Name	Source
JUBLIA	KEGG DRUG

Manual Xrefs	Databases
D10021	KEGG DRUG
Efinaconazole	Wikipedia
4874	DrugCentral

Registry Numbers	Sources
Reaxys:8582880	Reaxys
CAS:164650-44-6	KEGG DRUG
CAS:164650-44-6	ChemIDplus

Citations