neticonazole

CHEBI:135281 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:22712 CHEBI:22712
CHEBI:24780 CHEBI:24780
CHEBI:35618 CHEBI:35618
CHEBI:47989 CHEBI:47989
CHEBI:86315 CHEBI:86315
CHEBI:87069 CHEBI:87069
CHEBI:87071 CHEBI:87071

Chemical structure

Computed structure properties
Molecular formula	C17H22N2OS
Charge	0
Average mass	302.443 Da
Monoisotopic mass	302.14528 Da
Source	ChEBI
InChIKey	VWOIKFDZQQLJBJ-DTQAZKPQSA-N

SMILES

CCCCCOc1ccccc1/C(=C\SC)n1ccnc1

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+

Also called

Atolant (BRAND_NAME)— chebi
neticonazol (INN)— chebi
neticonazolum (INN)— chebi
néticonazole (INN)— chebi
1-{(E)-2-(methylthio)-1-[2-(pentyloxy)phenyl]vinyl}-1H-imidazole (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:130726-68-0
drugcentral:1902
patent:CA2458026
patent:EP1568366
patent:EP227011
patent:US4740601
reaxys:5381743
wikipedia.en:Neticonazole

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:35718 CHEBI:35718
CHEBI:77884 CHEBI:77884
CHEBI:86327 CHEBI:86327

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:135281`	neticonazole	`antibioticmech:chebi-1e49b3b177`	2026-08-30

Mechanism summary

Mode of action: ERGOSTEROL_PATHWAY_INHIBITION host shared target — Assigned from ChEBI role CHEBI:75282 (ergosterol biosynthesis inhibitor), CHEBI:77884 (EC 1.14.13.70 (sterol 14α-demethylase) inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.