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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1200865
CHEMBL1200865
Compound Name LOTEPREDNOL ETABONATE
ChEMBL Synonyms ALREX | AIREX | CDDD 5604 | HGP-1 | LOTEPREDNOL ETABONATE | LOTEMAX | LOTEPREDNOL | P-5604
Max Phase 4 (Approved)
Trade Names ALREX | LOTEMAX | AIREX
Molecular Formula C24H31ClO7

Additional synonyms for CHEMBL1200865 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCOC(=O)O[C@@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[ ...
Download SMILES
Standard InChI InChI=1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8- ...
Download InChI
Standard InChI Key DMKSVUSAATWOCU-HROMYWEYSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1200865

Molecule Features

CHEMBL1200865 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:Y Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glucocorticoid receptor agonist Glucocorticoid receptor PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
InflammationD007249MP:0001845inflammation3ClinicalTrials
Keratoconjunctivitis SiccaD007638EFO:1001001keratoconjunctivitis sicca2ClinicalTrials
CataractD002386EFO:0001059cataract3ClinicalTrials
Dry Eye SyndromesD015352EFO:1000906dry eye syndrome2ClinicalTrials
BlepharitisD0017622ClinicalTrials
PainD010146EFO:0003843pain1ClinicalTrials
Conjunctivitis, AllergicD003233EFO:0007141allergic conjunctivitis3ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC

Clinical Data

ClinicalTrials.gov LOTEPREDNOL ETABONATE
The Cochrane Collaboration LOTEPREDNOL ETABONATE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1200865. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.998
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.964
CHEMBL3401 Pregnane X receptor Homo sapiens 0.910
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.671
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.482
CHEMBL1963 Thyroid stimulating hormone receptor Homo sapiens 0.403



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.999
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.999
CHEMBL3056 Androgen Receptor Mus musculus 0.992
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.799
CHEMBL1871 Androgen Receptor Homo sapiens 0.796
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.699
CHEMBL3401 Pregnane X receptor Homo sapiens 0.630
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.314

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
467 466.1758 3.92 4 99.13 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
7 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 2.42 2.42 0 32 0.49

Structural Alerts

There are 16 structural alerts for CHEMBL1200865. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA14 - loteprednol

ChemSpider ChemSpider:DMKSVUSAATWOCU-HROMYWEYSA-N
DailyMed loteprednol etabonate
PubChem SID: 144205772 SID: 170465195 SID: 26758016

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1200865



ACToR 82034-46-6
ChEBI 31784
DrugCentral 1611
eMolecules 29780845 6719551
EPA CompTox Dashboard DTXSID2046468
FDA SRS YEH1EZ96K6
Guide to Pharmacology 7085
IBM Patent System 45B539AE76D22A033361BA9D69AB5A74
LINCS LSM-5522
MolPort MolPort-003-848-424
NIH Clinical Collection SAM001246630
Nikkaji J418.181F
PharmGKB PA164764569
PubChem 444025
PubChem: Drugs of the Future 12014581
PubChem: Thomson Pharma 14809424 14834133
Selleck Loteprednol-etabonate
SureChEMBL SCHEMBL23907
ZINC ZINC000003920673

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/DMKSVUSAATWOCU-HROMYWEYSA-N spacer
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