Cefotetan

drug
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Also known as ICI 156,834Ici-156,834ICI-156834NSC-760045SID56463651SID144204232

Summary

Cefotetan (CHEMBL474579) is an approved small-molecule antibacterial drug (ATC J01DC05); indicated across 3 conditions including bacterial infectious disease and cholecystitis.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: J01DC05
  • Indications: 3 conditions
  • Clinical trials: 4
  • Chemistry: 575.6 Da · C17H17N7O8S4

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL474579
NameCefotetan
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID53025
ChEBICHEBI:3499
ATCJ01DC05
Molecular formulaC17H17N7O8S4
Molecular weight575.6
InChIKeySRZNHPXWXCNNDU-RHBCBLIFSA-N

SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)O)S4)OC)SC2)C(=O)O

IUPAC name: (6R,7S)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ChEBI definition: A semi-synthetic second-generation cephamycin antibiotic with [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl, methoxy and {[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino groups at the 3, 7α, and 7β positions, respectively, of the cephem skeleton. It is resistant to a wide range of β-lactamases and is active against a broad spectrum of aerobic and anaerobic Gram-positive and Gram-negative microorganisms.

Pharmacological roles (ChEBI): antibacterial drug.

Also known as: Cefotetan, ICI 156,834, Ici-156,834, ICI-156834, NSC-760045, cefotetan, SID56463651, CEFOTETAN, SID144204232

Parent form; salt/anhydrous children: CHEMBL1201098

Patent coverage: 4,008 distinct patent families (15,647 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: 5 (assay-derived). Sample: Lethal(3)malignant brain tumor-like protein 1, DNA dC->dU-editing enzyme APOBEC-3A, DNA dC->dU-editing enzyme APOBEC-3G, Beta-lactamase, ATP-binding cassette sub-family C member 3.

Bioactivity

ChEMBL activities: 1 potent at pChembl ≥ 5 of 5 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
L3MBTL15.1Potency7943nMCHEMBL_ACT_4626352

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

3 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).

IndicationTrial phaseMONDOEFO
bacterial infectious disease4MONDO:0005113EFO:0000771
cholecystitis1MONDO:0002155HP:0001082
osteomyelitis0MONDO:0005246EFO:0003102

Clinical trials

Total trials: 4.

Phase distribution

PhaseTrials
PHASE22
PHASE31
PHASE11

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00090272PHASE3COMPLETEDA Single Dose of a Marketed Drug Being Studied for a New Indication to Treat Surgical Site Infection Following Colorectal Surgery as Compared to a Marketed Drug Approved for This Indication (0826-039)
NCT07318584PHASE2NOT_YET_RECRUITINGCefotetan Therapy for Escherichia Coli Infections
NCT01220661PHASE2COMPLETEDSafety and Efficacy of One Dose Prophylactic Antibiotic in Laparoscopic Colorectal Surgery
NCT04726046PHASE1COMPLETEDEffectiveness of Prophylactic Antibiotics Therapy in Laparoscopic Cholecystectomy on Infection Rate

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).