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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1200774
CHEMBL1200774
Compound Name FLUPREDNISOLONE
ChEMBL Synonyms ALPHADROL | FLUPREDNISOLONE | U-7800
Max Phase 4 (Approved)
Trade Names ALPHADROL
Molecular Formula C21H27FO5

Additional synonyms for CHEMBL1200774 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12C[C@H](O)[C@H]3[C@@H](C[C@H](F)C4=CC(=O)C=C[C@]34C)[C ...
Download SMILES
Standard InChI InChI=1S/C21H27FO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6 ...
Download InChI
Standard InChI Key MYYIMZRZXIQBGI-HVIRSNARSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1200774

Molecule Features

CHEMBL1200774 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

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

Clinical Data

ClinicalTrials.gov FLUPREDNISOLONE
The Cochrane Collaboration FLUPREDNISOLONE

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 CHEMBL1200774. 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
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
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
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.997
CHEMBL3056 Androgen Receptor Mus musculus 0.995
CHEMBL1871 Androgen Receptor Homo sapiens 0.936
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.871
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.853
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.823
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.450
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.414
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.246



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 0.999
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.996
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.974
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.964
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.959
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.945
CHEMBL3056 Androgen Receptor Mus musculus 0.879
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.787
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.746
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.700
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.408

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
378.4 378.1843 1.1 2 94.83 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 0 5 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.31 - 1.11 1.11 0 27 0.67

Structural Alerts

There are 6 structural alerts for CHEMBL1200774. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:MYYIMZRZXIQBGI-HVIRSNARSA-N
PubChem SID: 144205251 SID: 144206694 SID: 170465086
Wikipedia Fluprednisolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1200774



ACToR 53-34-9
ChEBI 34474
DrugCentral 1216
eMolecules 29539025
EPA CompTox Dashboard DTXSID5046067
FDA SRS 9H05937G3X
IBM Patent System 00F08E3BC41805771876FF0C23A2A0C4
Nikkaji J4.143B
PubChem 5876
PubChem: Thomson Pharma 15473838
SureChEMBL SCHEMBL24232
ZINC ZINC000003875362

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