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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL650
CHEMBL650
Compound Name METHYLPREDNISOLONE
ChEMBL Synonyms METHYLPREDNISOLONE | DepMedalone | U-67,590A | MEDROL ACETATE | METHYLPREDNISOLONE ACETATE | MEDRONE | MEDROL | Depo-Medrol
Max Phase 4 (Approved)
Trade Names METHYLPREDNISOLONE | DepMedalone | MEDRONE | Depo-Medrol | METHYLPREDNISOLONE ACETATE | MEDROL ACETATE | MEDROL
Molecular Formula C22H30O5

Additional synonyms for CHEMBL650 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H]1C[C@H]2[C@@H]3CC[C@](O)(C(=O)CO)[C@@]3(C)C[C@H](O)[C@ ...
Download SMILES
Standard InChI InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15, ...
Download InChI
Standard InChI Key VHRSUDSXCMQTMA-PJHHCJLFSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL650

Molecule Features

CHEMBL650 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: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
Amyotrophic Lateral SclerosisD000690EFO:0000253amyotrophic lateral sclerosis2ClinicalTrials
Arthritis, RheumatoidD001172EFO:0000685rheumatoid arthritis3ClinicalTrials
Burkitt LymphomaD002051EFO:0000309Burkitts lymphoma2ClinicalTrials
Glomerulonephritis, MembranousD015433EFO:0004254membranous glomerulonephritis3ClinicalTrials
Graft vs Host DiseaseD006086EFO:0004599acute graft vs. host disease3ClinicalTrials
Hyperlipoproteinemia Type ID008072Orphanet:309015Familial lipoprotein lipase deficiency2ClinicalTrials
Kidney DiseasesD007674EFO:0003086kidney disease3ClinicalTrials
Lymphoma, Large-Cell, AnaplasticD017728EFO:0003032anaplastic large cell lymphoma2ClinicalTrials
Multiple Sclerosis, Relapsing-RemittingD020529EFO:0003929relapsing-remitting multiple sclerosis3ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-LymphomaD054198EFO:0000220acute lymphoblastic leukemia2ClinicalTrials
Respiratory Tract DiseasesD012140EFO:0000684respiratory system disease3ClinicalTrials
SpondylarthropathiesD025242EFO:0000706spondyloarthropathy2ClinicalTrials
Chemical and Drug Induced Liver InjuryD056486EFO:1000905drug-induced hepatitis1ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
Graves OphthalmopathyD049970EFO:1001466Graves ophthalmopathy2ClinicalTrials
Heart DiseasesD006331EFO:0003777heart disease3ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
Lymphoma, T-Cell, PeripheralD016411EFO:0000211unspecified peripheral T-cell lymphoma2ClinicalTrials
Meniere DiseaseD008575EFO:0006862Meniere disease2ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000196metastatic prostate cancer3ClinicalTrials
SinusitisD012852EFO:0007486sinusitis2ClinicalTrials
Acne VulgarisD000152EFO:0003894acne4ATC
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia3ClinicalTrials
Carpal Tunnel SyndromeD002349EFO:0004143carpal tunnel syndrome2ClinicalTrials
Deglutition DisordersD003680HP:0002015Dysphagia3ClinicalTrials
DiGeorge SyndromeD004062Orphanet:56722q11.2 deletion syndrome1ClinicalTrials
Hearing Loss, Noise-InducedD006317EFO:1001254noise-induced hearing loss1ClinicalTrials
Immunoblastic LymphadenopathyD007119EFO:0000255angioimmunoblastic T-cell lymphoma2ClinicalTrials
Microscopic PolyangiitisD055953EFO:1000784microscopic polyangiitis3ClinicalTrials
Myelodysplastic SyndromesD009190EFO:0000198myelodysplastic syndrome2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Purpura, Thrombocytopenic, IdiopathicD016553EFO:0007160autoimmune thrombocytopenic purpura3ClinicalTrials
ThrombocytopeniaD013921HP:0001873thrombocytopenia3ClinicalTrials
Adenomatous Polyposis ColiD011125EFO:0000662polyp2ClinicalTrials
Anemia, AplasticD000741HP:0001915aplastic anemia2ClinicalTrials
Anti-Neutrophil Cytoplasmic Antibody-Associated VasculitisD056648EFO:0004826anti-neutrophil antibody associated vasculitis3ClinicalTrials
Death, Sudden, CardiacD016757EFO:0004278sudden cardiac arrest3ClinicalTrials
Glomerulonephritis, IGAD005922EFO:0004194IGA glomerulonephritis3ClinicalTrials
Hantavirus InfectionsD018778EFO:0007295Hantavirus infectious disease2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia3ClinicalTrials
Lymphoma, AIDS-RelatedD016483EFO:1001365Lymphoma, AIDS-Related2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
Scleroderma, SystemicD012595EFO:0000717systemic scleroderma2ClinicalTrials
AsthmaD001249EFO:0000270asthma4DailyMed
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Fasciitis, PlantarD036981EFO:1001909Plantar Fasciitis2ClinicalTrials
Granulomatosis with PolyangiitisD014890EFO:0005297Wegener's granulomatosis3ClinicalTrials
Lupus Erythematosus, SystemicD008180EFO:0002690systemic lupus erythematosus3ClinicalTrials
Multiple Sclerosis, Chronic ProgressiveD020528EFO:0003840chronic progressive multiple sclerosis3ClinicalTrials
Optic Neuropathy, IschemicD018917EFO:1000809anterior ischemic optic neuropathy3ClinicalTrials
Spinal Cord InjuriesD013119EFO:1001919Spinal cord injury3ClinicalTrials
Spondylitis, AnkylosingD013167EFO:0003898ankylosing spondylitis2ClinicalTrials
Bell PalsyD020330EFO:0007167Bell's palsy3ClinicalTrials
Bronchopulmonary DysplasiaD001997Orphanet:70589Bronchopulmonary dysplasia3ClinicalTrials
Hematologic NeoplasmsD019337EFO:0001642lymphoid neoplasm3ClinicalTrials
Lymphohistiocytosis, HemophagocyticD051359Orphanet:158038Primary hemophagocytic lymphohistiocytosis3ClinicalTrials
Lymphoma, Large B-Cell, DiffuseD016403EFO:0000403diffuse large B-cell lymphoma2ClinicalTrials
Lymphoproliferative DisordersD0082322ClinicalTrials
Multiple MyelomaD009101EFO:0001378multiple myeloma3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Ovarian Hyperstimulation SyndromeD016471Orphanet:64739Ovarian hyperstimulation syndrome1ClinicalTrials
Urinary Tract InfectionsD014552EFO:0003103urinary tract infection3ClinicalTrials
Abdominal PainD015746HP:0002027abdominal pain3ClinicalTrials
AppendicitisD001064EFO:0007149appendicitis2ClinicalTrials
Cognitive DysfunctionD060825HP:0100543cognitive impairment1ClinicalTrials
DermatomyositisD003882EFO:0000557juvenile dermatomyositis3ClinicalTrials
Friedreich AtaxiaD005621Orphanet:95Friedreich ataxia0ClinicalTrials
Hematoma, Subdural, IntracranialD046648EFO:1001801intracranial subdural hematoma3ClinicalTrials
Hepatitis, AlcoholicD006519EFO:1001345Hepatitis, Alcoholic2ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-CellD015451EFO:0000095chronic lymphocytic leukemia2ClinicalTrials
Lupus NephritisD008181EFO:0005761lupus nephritis3ClinicalTrials
Nasal PolypsD009298EFO:1000391Nasal Cavity Polyp2ClinicalTrials
Neuromyelitis OpticaD009471EFO:0004256neuromyelitis optica1ClinicalTrials
Purpura, Schoenlein-HenochD011695EFO:1000965Henoch-Schoenlein purpura2ClinicalTrials
AtherosclerosisD050197EFO:0003914atherosclerosis1ClinicalTrials
Fanconi AnemiaD005199Orphanet:84Fanconi anemia2ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma2ClinicalTrials
MelanomaD008545EFO:0000756melanoma2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
Respiratory Distress Syndrome, AdultD012128EFO:1000637acute respiratory distress syndrome3ClinicalTrials
Vestibular NeuronitisD020338EFO:0007537vestibular neuronitis3ClinicalTrials

Clinical Data

ClinicalTrials.gov METHYLPREDNISOLONE
The Cochrane Collaboration METHYLPREDNISOLONE

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 CHEMBL650. 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
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 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
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.999
CHEMBL3056 Androgen Receptor Mus musculus 0.998
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.983
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.983
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.975
CHEMBL1871 Androgen Receptor Homo sapiens 0.947
CHEMBL208 Progesterone receptor Homo sapiens 0.767
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.589
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.231



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid 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
CHEMBL3072 Androgen Receptor Rattus norvegicus 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
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.998
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.997
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.995
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.989
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 0.987
CHEMBL3056 Androgen Receptor Mus musculus 0.986
CHEMBL208 Progesterone receptor Homo sapiens 0.986
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.973
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.913

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
374.5 374.2093 1.8 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
12.46 - 2.17 2.17 0 27 0.69

Structural Alerts

There are 5 structural alerts for CHEMBL650. To view alerts please click here.

Compound Cross References

ATC H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02A - CORTICOSTEROIDS FOR SYSTEMIC USE, PLAIN
H02AB - Glucocorticoids
H02AB04 - methylprednisolone

D - DERMATOLOGICALS
D10 - ANTI-ACNE PREPARATIONS
D10A - ANTI-ACNE PREPARATIONS FOR TOPICAL USE
D10AA - Corticosteroids, combinations for treatment of acne
D10AA02 - methylprednisolone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AA - Corticosteroids, weak (group I)
D07AA01 - methylprednisolone

H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02B - CORTICOSTEROIDS FOR SYSTEMIC USE, COMBINATIONS
H02BX - Corticosteroids for systemic use, combinations
H02BX01 - methylprednisolone, combinations

ChemSpider ChemSpider:VHRSUDSXCMQTMA-PJHHCJLFSA-N
DailyMed methylprednisolone
PubChem SID: 144203927 SID: 144212335 SID: 170465051 SID: 56424125 SID: 82706 SID: 855789
Wikipedia Methylprednisolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL650



ACToR 121673-01-6 6923-42-8
Atlas methylprednisolone
Brenda 67546
ChEBI 6888
ChemicalBook CB3274376
DrugBank DB00959
DrugCentral 1768
eMolecules 29541822 511362
EPA CompTox Dashboard DTXSID7023300
FDA SRS X4W7ZR7023
Guide to Pharmacology 7088
Human Metabolome Database HMDB0015094
IBM Patent System FF73E1FB5F602596E57AFBA4AE8F108F
LINCS LSM-5485
LipidMaps LMST02030178
MolPort MolPort-002-528-554
NIH Clinical Collection SAM002589984
Nikkaji J3.872E
PharmGKB PA450466
PubChem 6741
PubChem: Thomson Pharma 14853277 14779784
Selleck Methylprednisolone
SureChEMBL SCHEMBL5084
ZINC ZINC000003875560

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