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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL632
CHEMBL632
Compound Name BETAMETHASONE
ChEMBL Synonyms Lotrisone | FLUBENISOLONE | Taclonex | SCH 4831 | CELESTONE | ALPHATREX | Uticort | BETA-VAL | Betasolan | Dermabet | Betatrex | BETAMETHASONE | BETNELAN
Max Phase 4 (Approved)
Trade Names ALPHATREX | CELESTONE | Uticort | Betasolan | Betatrex | Dermabet | BETNELAN
Molecular Formula C22H29FO5

Additional synonyms for CHEMBL632 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O ...
Download SMILES
Standard InChI InChI=1S/C22H29FO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2) ...
Download InChI
Standard InChI Key UREBDLICKHMUKA-DVTGEIKXSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL632

Molecule Features

CHEMBL632 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:Y Black Box:N Availability Type:Discontinued

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
BronchiolitisD001988HP:0011950Bronchiolitis2ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy2ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma2ClinicalTrials
Lichen PlanusD008010EFO:1000726lichen planus3ClinicalTrials
HypersensitivityD006967EFO:0003785allergy3ClinicalTrials
Respiratory Distress Syndrome, NewbornD012127EFO:1000644newborn respiratory distress syndrome2ClinicalTrials
SciaticaD012585HP:0011868Sciatica2ClinicalTrials
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
Lung Diseases, ObstructiveD008173HP:0006536obstructive lung disease4ATC
PsoriasisD011565EFO:0000676psoriasis3ClinicalTrials
Rhinitis, Allergic, SeasonalD006255EFO:0005854allergic rhinitis3ClinicalTrials
CoughD003371HP:0012735Cough3ClinicalTrials
PainD010146EFO:0003843pain2ClinicalTrials
Respiratory Distress Syndrome, AdultD012128EFO:1000637acute respiratory distress syndrome3ClinicalTrials
EczemaD004485HP:0000964Eczema3ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
AdenomaD000236EFO:0000232adenoma1ClinicalTrials
Carpal Tunnel SyndromeD002349EFO:0004143carpal tunnel syndrome3ClinicalTrials
Eye DiseasesD005128EFO:0005752eye inflammation4ATC
ATC
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
Nasal ObstructionD015508HP:0001742Nasal obstruction4ATC
Premature BirthD047928EFO:0003917premature birth3ClinicalTrials
Retinal Vein OcclusionD012170EFO:1001157retinal vein occlusion2ClinicalTrials

Clinical Data

ClinicalTrials.gov BETAMETHASONE
The Cochrane Collaboration BETAMETHASONE

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 CHEMBL632. 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
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 0.984
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.974
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.973
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.824
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.649
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.543
CHEMBL3056 Androgen Receptor Mus musculus 0.293
CHEMBL332 Matrix metalloproteinase-1 Homo sapiens 0.254



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha 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
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.994
CHEMBL208 Progesterone receptor Homo sapiens 0.992
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.990
CHEMBL1871 Androgen Receptor Homo sapiens 0.927
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.926
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.915
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.825
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.726
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.709
CHEMBL5412 C-C chemokine receptor type 2 Mus musculus 0.421

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
392.5 392.1999 1.9 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
12.13 - 2.03 2.03 0 28 0.67

Structural Alerts

There are 5 structural alerts for CHEMBL632. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A07 - ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
A07E - INTESTINAL ANTIINFLAMMATORY AGENTS
A07EA - Corticosteroids acting locally
A07EA04 - betamethasone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01C - ANTIINFLAMMATORY AGENTS AND ANTIINFECTIVES IN COMBINATION
S01CB - Corticosteroids/antiinfectives/mydriatics in combination
S01CB04 - betamethasone

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01B - ANTIINFLAMMATORY AGENTS
S01BA - Corticosteroids, plain
S01BA06 - betamethasone

H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02A - CORTICOSTEROIDS FOR SYSTEMIC USE, PLAIN
H02AB - Glucocorticoids
H02AB01 - betamethasone

S - SENSORY ORGANS
S03 - OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
S03B - CORTICOSTEROIDS
S03BA - Corticosteroids
S03BA03 - betamethasone

C - CARDIOVASCULAR SYSTEM
C05 - VASOPROTECTIVES
C05A - AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
C05AA - Corticosteroids
C05AA05 - betamethasone

S - SENSORY ORGANS
S02 - OTOLOGICALS
S02B - CORTICOSTEROIDS
S02BA - Corticosteroids
S02BA07 - betamethasone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AC - Corticosteroids, potent (group III)
D07AC01 - betamethasone

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03B - OTHER DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES, INHALANTS
R03BA - Glucocorticoids
R03BA04 - betamethasone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD06 - betamethasone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07X - CORTICOSTEROIDS, OTHER COMBINATIONS
D07XC - Corticosteroids, potent, other combinations
D07XC01 - betamethasone

ChemSpider ChemSpider:UREBDLICKHMUKA-DVTGEIKXSA-N
PubChem SID: 144205668 SID: 144211772 SID: 170465027 SID: 26757820 SID: 46500420 SID: 56320847
Wikipedia Betamethasone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL632



ACToR 378-44-9
BindingDB 73823
Brenda 43871 105589
ChEBI 3077
ChemicalBook CB7392335
DrugBank DB00443
DrugCentral 348
eMolecules 31224942 535310
EPA CompTox Dashboard DTXSID3022667
FDA SRS 9842X06Q6M
Guide to Pharmacology 7061
Human Metabolome Database HMDB0014586
IBM Patent System 0462530872246BB1623A6953AB7B2694
LINCS LSM-2864
MolPort MolPort-003-845-025
Nikkaji J2.038I
PharmGKB PA164754818
PubChem 9782
PubChem: Thomson Pharma 14756597 15004923
Selleck Betamethasone-(Celestone)
SureChEMBL SCHEMBL4565
ZINC ZINC000003876136

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