Temocillin
drugOn this page
Also known as BRL 17421 FREE ACIDBRL 17421 [AS SODIUM]BRL-17421BRL-17421 FREE ACIDTemocilinaTemocilline
Summary
Temocillin (CHEMBL1276310) is a phase-3 clinical-stage small molecule (ATC J01CA17); indicated across 3 conditions including urinary tract infection and bacterial infectious disease.
At a glance
- Status: Max clinical phase 3 (not approved)
- Modality: Small molecule
- ATC class: J01CA17
- Indications: 3 conditions
- Clinical trials: 8
- Chemistry: 414.5 Da · C16H18N2O7S2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1276310 |
| Name | Temocillin |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 171758 |
| ChEBI | CHEBI:51817 |
| ATC | J01CA17 |
| Molecular formula | C16H18N2O7S2 |
| Molecular weight | 414.5 |
| InChIKey | BVCKFLJARNKCSS-DWPRYXJFSA-N |
SMILES: CC1([C@@H](N2[C@H](S1)[C@@](C2=O)(NC(=O)C(C3=CSC=C3)C(=O)O)OC)C(=O)O)C
IUPAC name: (2S,5R,6S)-6-[(2-carboxy-2-thiophen-3-ylacetyl)amino]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
ChEBI definition: A penicillin compound having a 6α-methoxy and 6β-[2-carboxy(thiophen-3-yl)acetamido side-groups.
Also known as: BRL 17421 FREE ACID, BRL 17421 [AS SODIUM], BRL-17421, BRL-17421 FREE ACID, Temocilina, Temocillin, Temocilline, TEMOCILLIN
Patent coverage: 2,365 distinct patent families (9,523 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
No target linkage available.
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
3 indications (0 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 |
|---|---|---|---|
| urinary tract infection | 3 | MONDO:0100338 | EFO:0003103 |
| bacterial infectious disease | 3 | MONDO:0005113 | EFO:0000771 |
| bacterial infectious disease with sepsis | 3 | MONDO:0005229 | EFO:0003033 |
Clinical trials
Total trials: 8.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE4 | 4 |
| PHASE3 | 2 |
| Not specified | 2 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT01543347 | PHASE4 | WITHDRAWN | Temocillin Use in Complicated Urinary Tract Infections Due to Extended Spectrum Beta-Lactamases (ESBL)/AmpC Enterobacteriaceae |
| NCT02260102 | PHASE4 | UNKNOWN | Temocillin Pharmacokinetics in Paediatrics |
| NCT02681263 | PHASE4 | UNKNOWN | Efficacy of Temocillin in Urinary Tract Infection Due to ESBL Producing and AmpC Hyperproducing Enterobacteriaceae |
| NCT02959957 | PHASE4 | COMPLETED | Disturbance of the Intestinal Microbiota by Temocillin vs Cefotaxime in Treatment of Febrile Urinary Tract Infections |
| NCT03543436 | PHASE3 | COMPLETED | Temocillin Versus a Carbapenem as Initial Intravenous Treatment for ESBL Related Urinary Tract Infections |
| NCT04478721 | PHASE3 | COMPLETED | Temocillin vs Meropenem for the Targeted Treatment of Bacteraemia Resistant to Third Gen Cephalosporins |
| NCT03557840 | Not specified | UNKNOWN | Plasma Protein Binding and PK/PD of Total and Unbound Temocillin Non-ICU Patients |
| NCT05413772 | Not specified | COMPLETED | Temocillin in ESBL-Enterobacteriaceae Infections |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).