Cefotetan
drugOn this page
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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL474579 |
| Name | Cefotetan |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 53025 |
| ChEBI | CHEBI:3499 |
| ATC | J01DC05 |
| Molecular formula | C17H17N7O8S4 |
| Molecular weight | 575.6 |
| InChIKey | SRZNHPXWXCNNDU-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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| L3MBTL1 | 5.1 | Potency | 7943 | nM | CHEMBL_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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
| cholecystitis | 1 | MONDO:0002155 | HP:0001082 |
| osteomyelitis | 0 | MONDO:0005246 | EFO:0003102 |
Clinical trials
Total trials: 4.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE2 | 2 |
| PHASE3 | 1 |
| PHASE1 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00090272 | PHASE3 | COMPLETED | A 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) |
| NCT07318584 | PHASE2 | NOT_YET_RECRUITING | Cefotetan Therapy for Escherichia Coli Infections |
| NCT01220661 | PHASE2 | COMPLETED | Safety and Efficacy of One Dose Prophylactic Antibiotic in Laparoscopic Colorectal Surgery |
| NCT04726046 | PHASE1 | COMPLETED | Effectiveness 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.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: bacterial infectious disease