Cefpodoxime Proxetil
drug drugOn this page
Also known as BananCefodoxCS-807NSC-759161OtreonPodomexefSimplicefU-76252VantinSID49681553Cefpodoxime proxetylSID144206928CEFPODOXIME AND PROXETILSID144206978CEFPODOXIMEC0164885
Summary
Cefpodoxime Proxetil (CHEMBL1201016) is an approved small-molecule prodrug; indicated across 2 conditions including otitis media and osteomyelitis.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- Indications: 2 conditions
- Clinical trials: 6
- Chemistry: 557.6 Da · C21H27N5O9S2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1201016 |
| Name | Cefpodoxime Proxetil |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 6526396 |
| ChEBI | CHEBI:3505 |
| Molecular formula | C21H27N5O9S2 |
| Molecular weight | 557.6 |
| InChIKey | LTINZAODLRIQIX-FBXRGJNPSA-N |
SMILES: CC(C)OC(=O)OC(C)OC(=O)C1=C(CS[C@H]2N1C(=O)[C@H]2NC(=O)/C(=N\OC)/C3=CSC(=N3)N)COC
IUPAC name: 1-propan-2-yloxycarbonyloxyethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
ChEBI definition: The 1-[(isopropoxycarbonyl)oxy]ethyl (proxetil) ester prodrug of cefpodoxime. After swallowing, hydrolysis of the ester group occurs in the intestinal epithelium, to release active cefpodoxime in the bloodstream. It is used to treat acute otitis media, pharyngitis, and sinusitis.
Pharmacological roles (ChEBI): prodrug, antibacterial drug.
Also known as: Banan, Cefodox, Cefpodoxime proxetil, CS-807, NSC-759161, Otreon, Podomexef, Simplicef, U-76252, Vantin, SID49681553, Cefpodoxime proxetyl
Patent coverage: 2,285 distinct patent families (8,216 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: 4 (assay-derived). Sample: Streptokinase A, Prostaglandin G/H synthase 1, 3’,5’-cyclic-AMP phosphodiesterase 4D, Bile salt export pump.
Bioactivity
ChEMBL activities: 1 potent at pChembl ≥ 5 of 4 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| P10520 | 6.1 | EC50 | 797 | nM | CHEMBL_ACT_4925547 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
1 approved indication. FDA phase 4, plus an anticancer drug’s labelled cancer uses (which ChEMBL often logs at phase 3).
| Indication | Phase | MONDO | EFO |
|---|---|---|---|
| otitis media | 4 | MONDO:0005441 | EFO:0004992 |
Clinical trials
Total trials: 6.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE1 | 2 |
| Not specified | 2 |
| PHASE4 | 1 |
| PHASE2 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT05977868 | PHASE4 | TERMINATED | Comparing Oral Versus Parenteral Antimicrobial Therapy |
| NCT06406114 | PHASE2 | RECRUITING | Optimizing the Diagnostic Approach to Cephalosporin Allergy Testing |
| NCT00143533 | PHASE1 | COMPLETED | Prevention of Diarrhea in Patients Taking IV Irinotecan for Relapsed or Difficult to Treat Pediatric Solid Tumors |
| NCT03491748 | PHASE1 | COMPLETED | A Study to Evaluate the Safety, Tolerability, and Pharmacokinetics (PK, the Measure of How the Human Body Processes a Substance) of ETX0282 When Administered Orally to Healthy Participants |
| NCT00194532 | Not specified | COMPLETED | Cefpodoxime vs Ciprofloxacin for Acute Cystitis |
| NCT03098485 | Not specified | COMPLETED | Healthy Patients & Effect of Antibiotics |
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
- Indicated for: otitis media