AntibioticMech

dicloxacillin

CHEBI:4511 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A penicillin that is 6-aminopenicillanic acid in which one of the amino hydrogens is replaced by a 3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]formyl group. — ChEBI

Classification

penicillin beta-lactamARO:3000008

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:17334 CHEBI:17334
• CHEBI:23697 CHEBI:23697
• ARO:3000008 ARO:3000008

Chemical structure

Computed structure properties

Molecular formula	C19H17Cl2N3O5S
Charge	0
Average mass	470.334 Da
Monoisotopic mass	469.0266 Da
Source	ChEBI
InChIKey	YFAGHNZHGGCZAX-JKIFEVAISA-N

SMILES

[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)c1c(-c2c(Cl)cccc2Cl)noc1C

InChI

InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1

Also called

• dicloxacilina (INN)— chebi
• dicloxacilline (INN)— chebi
• dicloxacillinum (INN)— chebi
• 6β-{[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carboxamido}-2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
• (2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
• Dicloxacillin (EXACT_SYNONYM)— chebi
• dicloxacilin (EXACT_SYNONYM)— aro
• dicloxacycline (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3000635
• cas:3116-76-5
• drugbank:DB00485
• drugcentral:866
• kegg.compound:C06950
• kegg.drug:D02348
• lincs.smallmolecule:LSM-5234
• patent:GB978299
• patent:US3239507
• reaxys:1233662
• wikipedia.en:Dicloxacillin
• chembl:CHEMBL893
• pubchem.compound:18381

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

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
ARO	ARO:3000635	dicloxacillin	antibioticmech:aro-7779c97592	2026-08-30
CHEBI	CHEBI:4511	dicloxacillin	antibioticmech:chebi-d4aab6fee7	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET

ARO:3000749

CARD/ARO database assertion; target organism, strain, and assay are not specified. Penicillin-binding proteins are asserted as inhibited transpeptidases. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

• ARO:3000749 (CARD/ARO asserts targeted_by_antibiotic ARO:3000635 (dicloxacillin); database assertion, not a primary citation.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, 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

Provenance

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