Cloxacillin
drugOn this page
Also known as CloxacilinaCloxacillineOrbeninCloxacilineSID174006209C0088480CLOXACILLIN SODIUM
Summary
Cloxacillin (CHEMBL891) is an approved small-molecule antibacterial agent (ATC J01CF02); indicated across 6 conditions including bacterial infectious disease and staphylococcus aureus infection.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: J01CF02
- Indications: 6 conditions
- Clinical trials: 6
- Chemistry: 435.9 Da · C19H18ClN3O5S
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL891 |
| Name | Cloxacillin |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 6098 |
| ChEBI | CHEBI:49566 |
| ATC | J01CF02 |
| Molecular formula | C19H18ClN3O5S |
| Molecular weight | 435.9 |
| InChIKey | LQOLIRLGBULYKD-JKIFEVAISA-N |
SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
IUPAC name: (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
ChEBI definition: A semisynthetic penicillin antibiotic carrying a 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido group at position 6.
Pharmacological roles (ChEBI): antibacterial agent, antibacterial drug.
Also known as: Cloxacilina, Cloxacillin, Cloxacilline, Orbenin, cloxacillin, Cloxaciline, CLOXACILLINE, SID174006209, CLOXACILLIN, C0088480, CLOXACILLIN SODIUM
Parent form; salt/anhydrous children: CHEMBL262636, CHEMBL1200388, CHEMBL3989531
Patent coverage: 6,120 distinct patent families (23,927 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 3 (assay-derived). Sample: Beta-lactamase TEM, Organic anion transporter 3, Bile salt export pump.
Bioactivity
No ChEMBL bioactivity rows at pChembl ≥ 5 (expected for biologics / antibodies).
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
6 indications (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
| staphylococcus aureus infection | 3 | MONDO:0005545 | EFO:0005681 |
| gram-positive bacterial infections | 2 | MONDO:0021679 | MONDO:0021679 |
| mastitis | 2 | MONDO:0006849 | EFO:1001034 |
| osteomyelitis | 0 | MONDO:0005246 | EFO:0003102 |
1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 6.
Phase distribution
| Phase | Trials |
|---|---|
| Not specified | 3 |
| PHASE3 | 2 |
| PHASE4 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT06726395 | PHASE4 | RECRUITING | Comparison of Cloxacillin and Benzylpenicillin in Penicillin Susceptible S. Aureus Bacteraemia |
| NCT01792804 | PHASE3 | COMPLETED | Staphylococcus Aureus Bacteremia Antibiotic Treatment Options |
| NCT01875263 | PHASE3 | TERMINATED | Efficacy of a Short-term Sequential Therapy in Non-complicated Catheter Related Bacteremia by Methicillin- Susceptible S.Aureus. |
| NCT00129688 | Not specified | COMPLETED | Once-Daily Amikacin Plus Cloxacillin in Febrile Neutropenic Children |
| NCT00885300 | Not specified | COMPLETED | Cloxacillin as Prevention of Double Lumen Infection in Hemodialysis Patients |
| NCT03248063 | Not specified | COMPLETED | Non-inferiority Trial Comparing Cloxacillin vs Cefazolin in Methicillin-susceptible Staphylococcus Aureus Bacteremia |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).