Eritoran
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Summary
Eritoran (CHEMBL501259) is a phase-3 clinical-stage small molecule; indicated across 4 conditions including pneumonia and influenza.
At a glance
- Status: Max clinical phase 3 (not approved)
- Modality: Small molecule
- Indications: 4 conditions
- Clinical trials: 3
- Chemistry: 1313.7 Da · C66H126N2O19P2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL501259 |
| Name | Eritoran |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 6912404 |
| ChEBI | CHEBI:68609 |
| Molecular formula | C66H126N2O19P2 |
| Molecular weight | 1313.7 |
| InChIKey | BPSMYQFMCXXNPC-MFCPCZTFSA-N |
SMILES: CCCCCCCCCCCC(=O)CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OP(=O)(O)O)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC)OP(=O)(O)O)OCC[C@@H](CCCCCCC)OC)NC(=O)CCCCCCCCC/C=C\CCCCCC)O)OCCCCCCCCCC
IUPAC name: [(2R,3R,4R,5S,6R)-4-decoxy-5-hydroxy-6-[[(2R,3R,4R,5S,6R)-4-[(3R)-3-methoxydecoxy]-6-(methoxymethyl)-3-[[(Z)-octadec-11-enoyl]amino]-5-phosphonooxyoxan-2-yl]oxymethyl]-3-(3-oxotetradecanoylamino)oxan-2-yl] dihydrogen phosphate
ChEBI definition: A lipid A derivative used for the treatment of severe sepsis.
Also known as: Eritoran, ERITORAN
Parent form; salt/anhydrous children: CHEMBL3301672
Patent coverage: 166 distinct patent families (359 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: 1 (assay-derived). Sample: Toll-like receptor 4.
Bioactivity
ChEMBL activities: 1 potent at pChembl ≥ 5 of 1 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| TLR4 | 8.82 | IC50 | 1.5 | nM | CHEMBL_ACT_18916444 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
4 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).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| pneumonia | 3 | MONDO:0005249 | EFO:0003106 |
| influenza | 3 | MONDO:0005812 | EFO:0007328 |
| severe acute respiratory syndrome | 3 | MONDO:0005091 | MONDO:0100096 |
1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 3.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE2 | 2 |
| PHASE3 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT02735707 | PHASE3 | RECRUITING | Randomized, Embedded, Multifactorial Adaptive Platform Trial for Community- Acquired Pneumonia |
| NCT02267317 | PHASE2 | TERMINATED | The Effect of TLR4 Inhibition in Obese and Type 2 Diabetic Subjects |
| NCT02321111 | PHASE2 | COMPLETED | The Role of TLR4 on Lipid-induced Insulin Resistance |
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: pneumonia, influenza, severe acute respiratory syndrome