neticonazole (CHEBI:135281)

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ChEBI Name	neticonazole

ChEBI ID	CHEBI:135281

Definition	An enamine that is ethene which is substituted at positions 1, 1, and 2 by o-pentoxyphenyl, 1H-imidazol-1-yl, and methylthio groups, respectively (the E isomer). An inhibitor of P450-dependent C-14α-demethylation of lanosterol (preventing conversion to ergosterol and inhibiting cell wall synthesis in fungi), it is used in Japan (generally as the corresponding hydrochloride salt) as an antifungal drug for the treatment of superficial skin infections.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C17H22N2OS

Net Charge

Average Mass

302.436

Monoisotopic Mass

302.14528

InChI

InChI=1S/C17H22N2OS/c1-3-4-7-12-20-17-9-6-5-8-15(17)16(13-21-2)19-11-10-18-14-19/h5-6,8-11,13-14H,3-4,7,12H2,1-2H3/b16-13+

InChIKey

VWOIKFDZQQLJBJ-DTQAZKPQSA-N

SMILES

C(=C\SC)(\C1=C(OCCCCC)C=CC=C1)/N2C=CN=C2

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):	antifungal drug Any antifungal agent used to prevent or treat fungal infections in humans or animals. (via conazole antifungal drug ) (via imidazole antifungal drug ) 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). 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 imidazole 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 imidazole antifungal drug )

ChEBI Ontology
Outgoing	neticonazole (CHEBI:135281) has role antifungal drug (CHEBI:86327) neticonazole (CHEBI:135281) has role EC 1.14.13.70 (sterol 14α-demethylase) inhibitor (CHEBI:77884) neticonazole (CHEBI:135281) is a aromatic ether (CHEBI:35618) neticonazole (CHEBI:135281) is a benzenes (CHEBI:22712) neticonazole (CHEBI:135281) is a conazole antifungal drug (CHEBI:87071) neticonazole (CHEBI:135281) is a enamine (CHEBI:47989) neticonazole (CHEBI:135281) is a imidazole antifungal drug (CHEBI:87069) neticonazole (CHEBI:135281) is a imidazoles (CHEBI:24780) neticonazole (CHEBI:135281) is a methyl sulfide (CHEBI:86315) neticonazole (CHEBI:135281) is conjugate base of neticonazole(1+) (CHEBI:141384)

Incoming	neticonazole(1+) (CHEBI:141384) is conjugate acid of neticonazole (CHEBI:135281)

IUPAC Name

1-{(E)-2-(methylthio)-1-[2-(pentyloxy)phenyl]vinyl}-1H-imidazole

Brand Name	Source
Atolant	ChEBI

Last Modified

16 July 2018