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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1201288
CHEMBL1201288
Compound Name DANTROLENE
ChEMBL Synonyms RYANODEX | DANTRIUM | F-440 | DANTROLENE SODIUM | DANTROLENE | REVONTO | F-368
Max Phase 4 (Approved)
Trade Names DANTROLENE SODIUM | REVONTO | DANTRIUM | RYANODEX
Molecular Formula C14H10N4O5

Additional synonyms for CHEMBL1201288 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES [O-][N+](=O)c1ccc(cc1)c2oc(\C=N\N3CC(=O)NC3=O)cc2
Standard InChI InChI=1S/C14H10N4O5/c19-13-8-17(14(20)16-13)15-7-11-5-6-12(2 ...
Download InChI
Standard InChI Key OZOMQRBLCMDCEG-VIZOYTHASA-N

Sources

  • British National Formulary
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL1201288

Molecule Features

CHEMBL1201288 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Ryanodine receptor 1 antagonist Ryanodine receptor 1 PubMed PubMed PubMed PubMed
Ryanodine receptor 3 antagonist Ryanodine receptor 3 PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Heat StrokeD018883EFO:1001340Heat Stroke2ClinicalTrials
FeverD005334HP:0001945fever2ClinicalTrials
Wolfram SyndromeD014929Orphanet:3463Wolfram syndrome1ClinicalTrials

Clinical Data

ClinicalTrials.gov DANTROLENE
The Cochrane Collaboration DANTROLENE

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 CHEMBL1201288. 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
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 1.000
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.999
CHEMBL262 Glycogen synthase kinase-3 beta Homo sapiens 0.999
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.999
CHEMBL4102 Cyclooxygenase-2 Ovis aries 0.998
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.998
CHEMBL5774 Monoglyceride lipase Mus musculus 0.997
CHEMBL1795168 CDGSH iron-sulfur domain-containing protein 1 Homo sapiens 0.996
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.995
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.994
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.988
CHEMBL2622 Aldose reductase Rattus norvegicus 0.984
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.978
CHEMBL1075322 G-protein coupled receptor 55 Homo sapiens 0.977
CHEMBL6152 Alpha-synuclein Homo sapiens 0.968
CHEMBL3636 Neuromedin B receptor Homo sapiens 0.941
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.929
CHEMBL2498 PI3-kinase p110-alpha subunit Bos taurus 0.924
CHEMBL2392 DNA polymerase beta Homo sapiens 0.895



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1795168 CDGSH iron-sulfur domain-containing protein 1 Homo sapiens 1.000
CHEMBL2635 Dual specificity protein phosphatase 3 Homo sapiens 1.000
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 1.000
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 1.000
CHEMBL1993 DNA (cytosine-5)-methyltransferase 1 Homo sapiens 0.999
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.999
CHEMBL1293229 Nuclear receptor subfamily 4 group A member 1 Homo sapiens 0.999
CHEMBL5804 Toll-like receptor 9 Homo sapiens 0.999
CHEMBL5508 Dual specificity tyrosine-phosphorylation-regulated kinase 1A Rattus norvegicus 0.999
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.999
CHEMBL1741221 Cysteine protease ATG4B Homo sapiens 0.997
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.996
CHEMBL3201 Aryl hydrocarbon receptor Homo sapiens 0.990
CHEMBL2392 DNA polymerase beta Homo sapiens 0.988
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.987
CHEMBL2182 Serotonin 1e (5-HT1e) receptor Homo sapiens 0.986
CHEMBL5010 Monoacylglycerol lipase ABHD6 Mus musculus 0.984
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.979

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
314.3 314.0651 1.74 4 118.05 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 9 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
7.68 - 1.07 .89 2 23 0.4

Structural Alerts

There are 6 structural alerts for CHEMBL1201288. To view alerts please click here.

Compound Cross References

ATC M - MUSCULO-SKELETAL SYSTEM
M03 - MUSCLE RELAXANTS
M03C - MUSCLE RELAXANTS, DIRECTLY ACTING AGENTS
M03CA - Dantrolene and derivatives
M03CA01 - dantrolene

ChemSpider ChemSpider:OZOMQRBLCMDCEG-VIZOYTHASA-N
DailyMed dantrolene sodium
PubChem SID: 26756482 SID: 26756773
Wikipedia Dantrolene

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1201288



Atlas dantrolene
BindingDB 50198767
Brenda 18799
DrugCentral 780
eMolecules 1934613
FDA SRS F64QU97QCR
Guide to Pharmacology 4172
KEGG Ligand C06939
PubChem 6914273
PubChem: Thomson Pharma 14899016
SureChEMBL SCHEMBL40893
ZINC ZINC000002568036

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