AntibioticMech

ciclopirox

CHEBI:453011 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, respectively. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:23445 CHEBI:23445
• CHEBI:38183 CHEBI:38183
• CHEBI:87130 CHEBI:87130

Chemical structure

Computed structure properties

Molecular formula	C12H17NO2
Charge	0
Average mass	207.273 Da
Monoisotopic mass	207.12593 Da
Source	ChEBI
InChIKey	SCKYRAXSEDYPSA-UHFFFAOYSA-N

SMILES

Cc1cc(C2CCCCC2)n(O)c(=O)c1

InChI

InChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3

Also called

• ciclopiroxum (INN)— chebi
• 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one (EXACT_SYNONYM)— chebi
• 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• beilstein:1533423
• cas:29342-05-0
• drugbank:DB01188
• drugcentral:636
• kegg.drug:D03488
• lincs.smallmolecule:LSM-5307
• patent:US3883545
• wikipedia.en:Ciclopirox

Activity roles

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

• CHEBI:33282 CHEBI:33282
• 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:453011	ciclopirox	antibioticmech:chebi-fa92a2416a	2026-08-30

Mechanism summary

Clinical status

APPROVED

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. 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.