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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL989
CHEMBL989
Compound Name FLUOCINOLONE ACETONIDE
ChEMBL Synonyms SYNALAR-N | SYNANDONE | FLUOCET | CAPEX | RETISERT | FS SHAMPOO | FLUOCINOLONE | SYNALAR-HP | FLUONID | SYNALAR | FLUOCINOLONE ACETONIDE | SYNALAR-C | ILUVIEN | DERMOTIC | FLUOTREX | DERMA-SMOOTHE/FS | SYNALAR FTE
Max Phase 4 (Approved)
Trade Names CAPEX | FLUOCET | SYNALAR FTE | SYNALAR-N | FS SHAMPOO | RETISERT | FLUONID | SYNALAR-HP | FLUOCINOLONE ACETONIDE | SYNALAR | DERMOTIC | ILUVIEN | SYNALAR-C | DERMA-SMOOTHE/FS | FLUOTREX | SYNANDONE
Molecular Formula C24H30F2O6

Additional synonyms for CHEMBL989 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@ ...
Download SMILES
Standard InChI InChI=1S/C24H30F2O6/c1-20(2)31-19-9-13-14-8-16(25)15-7-12(28 ...
Download InChI
Standard InChI Key FEBLZLNTKCEFIT-VSXGLTOVSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL989

Molecule Features

CHEMBL989 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy3ClinicalTrials
Macular DegenerationD008268EFO:0001365age-related macular degeneration2ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
UveitisD014605EFO:1001231uveitis2ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy2ClinicalTrials
Uveitis, PosteriorD015866EFO:1001119posterior uveitis2ClinicalTrials

Clinical Data

ClinicalTrials.gov FLUOCINOLONE ACETONIDE
The Cochrane Collaboration FLUOCINOLONE ACETONIDE

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 CHEMBL989. 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
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 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
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.675
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.375
CHEMBL4372 Anthrax lethal factor Bacillus anthracis 0.346
CHEMBL2468 Death-associated protein kinase 3 Homo sapiens 0.331
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.286
CHEMBL5162 Neuropeptide S receptor Homo sapiens 0.272



10uM


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
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
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.999
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.992
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.989
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 0.987
CHEMBL5990 Breast cancer type 1 susceptibility protein Homo sapiens 0.768
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 0.481
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.352
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.300

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
452.5 452.201 2.37 2 93.06 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.78 - 2.23 2.23 0 32 0.67

Structural Alerts

There are 6 structural alerts for CHEMBL989. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA15 - fluocinolone acetonide

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AC - Corticosteroids, potent (group III)
D07AC04 - fluocinolone acetonide

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02B - CORTICOSTEROIDS
S02BA - Corticosteroids
S02BA08 - fluocinolone acetonide

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AA - Corticosteroids
C05AA10 - fluocinolone acetonide

ChemSpider ChemSpider:FEBLZLNTKCEFIT-VSXGLTOVSA-N
DailyMed fluocinolone acetonide
PubChem SID: 144204420 SID: 144212681 SID: 170464630 SID: 29214997 SID: 398387 SID: 56422130 SID: 855535
Wikipedia Fluocinolone_acetonide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL989



ACToR 67-73-2
ChEBI 31623
ChemicalBook CB6394372
DrugBank DB00591
DrugCentral 1204
eMolecules 30069661 36516846 538508
EPA CompTox Dashboard DTXSID0040674
FDA SRS 0CD5FD6S2M
Guide to Pharmacology 7077
Human Metabolome Database HMDB0014729
IBM Patent System BA1566E0D3CB4503202E3838D0E5B620
LINCS LSM-5988
MolPort MolPort-002-528-328
NIH Clinical Collection SAM002564208
Nikkaji J1.414A
PharmGKB PA164754912
PubChem 6215
PubChem: Thomson Pharma 14931123 14906599
Selleck Fluocinolone-acetonide(Flucort-N)
SureChEMBL SCHEMBL4795
ZINC ZINC000003977981

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