Temocillin

drug
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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

FieldValue
ChEMBL IDCHEMBL1276310
NameTemocillin
TypeSmall molecule
Max phase3
FDA approvedno
PubChem CID171758
ChEBICHEBI:51817
ATCJ01CA17
Molecular formulaC16H18N2O7S2
Molecular weight414.5
InChIKeyBVCKFLJARNKCSS-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).

IndicationTrial phaseMONDOEFO
urinary tract infection3MONDO:0100338EFO:0003103
bacterial infectious disease3MONDO:0005113EFO:0000771
bacterial infectious disease with sepsis3MONDO:0005229EFO:0003033

Clinical trials

Total trials: 8.

Phase distribution

PhaseTrials
PHASE44
PHASE32
Not specified2

Top trials by phase / activity

NCTPhaseStatusTitle
NCT01543347PHASE4WITHDRAWNTemocillin Use in Complicated Urinary Tract Infections Due to Extended Spectrum Beta-Lactamases (ESBL)/AmpC Enterobacteriaceae
NCT02260102PHASE4UNKNOWNTemocillin Pharmacokinetics in Paediatrics
NCT02681263PHASE4UNKNOWNEfficacy of Temocillin in Urinary Tract Infection Due to ESBL Producing and AmpC Hyperproducing Enterobacteriaceae
NCT02959957PHASE4COMPLETEDDisturbance of the Intestinal Microbiota by Temocillin vs Cefotaxime in Treatment of Febrile Urinary Tract Infections
NCT03543436PHASE3COMPLETEDTemocillin Versus a Carbapenem as Initial Intravenous Treatment for ESBL Related Urinary Tract Infections
NCT04478721PHASE3COMPLETEDTemocillin vs Meropenem for the Targeted Treatment of Bacteraemia Resistant to Third Gen Cephalosporins
NCT03557840Not specifiedUNKNOWNPlasma Protein Binding and PK/PD of Total and Unbound Temocillin Non-ICU Patients
NCT05413772Not specifiedCOMPLETEDTemocillin 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.

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).