Cefpodoxime Proxetil

drug
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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

FieldValue
ChEMBL IDCHEMBL1201016
NameCefpodoxime Proxetil
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID6526396
ChEBICHEBI:3505
Molecular formulaC21H27N5O9S2
Molecular weight557.6
InChIKeyLTINZAODLRIQIX-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):

TargetpChemblTypeValueUnitActivity ID
P105206.1EC50797nMCHEMBL_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).

IndicationPhaseMONDOEFO
otitis media4MONDO:0005441EFO:0004992

Clinical trials

Total trials: 6.

Phase distribution

PhaseTrials
PHASE12
Not specified2
PHASE41
PHASE21

Top trials by phase / activity

NCTPhaseStatusTitle
NCT05977868PHASE4TERMINATEDComparing Oral Versus Parenteral Antimicrobial Therapy
NCT06406114PHASE2RECRUITINGOptimizing the Diagnostic Approach to Cephalosporin Allergy Testing
NCT00143533PHASE1COMPLETEDPrevention of Diarrhea in Patients Taking IV Irinotecan for Relapsed or Difficult to Treat Pediatric Solid Tumors
NCT03491748PHASE1COMPLETEDA 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
NCT00194532Not specifiedCOMPLETEDCefpodoxime vs Ciprofloxacin for Acute Cystitis
NCT03098485Not specifiedCOMPLETEDHealthy 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.

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