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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL559
CHEMBL559
Compound Name DEXTROTHYROXINE
ChEMBL Synonyms Liotrix | DEXTROTHYROXINE SODIUM | CHOLOXIN | Thyroxine | Choloxin | Dextrothyroxine | T4 (LIOTRIX) | DEXTROTHYROXINE
Max Phase 4 (Approved)
Trade Names Thyroxine | CHOLOXIN
Molecular Formula C15H11I4NO4

Additional synonyms for CHEMBL559 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O
Standard InChI InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1- ...
Download InChI
Standard InChI Key XUIIKFGFIJCVMT-GFCCVEGCSA-N

Sources

  • British National Formulary
  • 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


CHEMBL559

Molecule Features

CHEMBL559 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thyroid hormone receptor agonist Thyroid hormone receptor ISBN PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Myocardial IschemiaD017202EFO:1001375Myocardial Ischemia3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Coronary Artery DiseaseD003324EFO:0000378coronary artery disease3ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Down SyndromeD004314EFO:0001064Down syndrome3ClinicalTrials

Clinical Data

ClinicalTrials.gov DEXTROTHYROXINE
The Cochrane Collaboration DEXTROTHYROXINE

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 CHEMBL559. 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
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.998
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.988
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.986
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.959
CHEMBL1918 Glutamate receptor ionotropic kainate 1 Homo sapiens 0.920
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.832
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.232



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 1.000
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 1.000
CHEMBL3194 Transthyretin Homo sapiens 0.997
CHEMBL2009 Glutamate receptor ionotropic, AMPA 1 Homo sapiens 0.990
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.977
CHEMBL3503 Glutamate receptor ionotropic, AMPA 2 Rattus norvegicus 0.969
CHEMBL3753 Glutamate receptor ionotropic, AMPA 1 Rattus norvegicus 0.954
CHEMBL1918 Glutamate receptor ionotropic kainate 1 Homo sapiens 0.946
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.906
CHEMBL3744 Glutamate receptor ionotropic kainate 3 Rattus norvegicus 0.865
CHEMBL1795119 Chitinase Onchocerca volvulus 0.588
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.369

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
776.9 776.6867 4.56 5 92.78 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 3 1 5 4 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.12 8.27 4.72 1.68 2 24 0.39

Structural Alerts

There are 7 structural alerts for CHEMBL559. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C10 - LIPID MODIFYING AGENTS
C10A - LIPID MODIFYING AGENTS, PLAIN
C10AX - Other lipid modifying agents
C10AX01 - dextrothyroxine

ChemSpider ChemSpider:XUIIKFGFIJCVMT-GFCCVEGCSA-N
PubChem SID: 11112110
Wikipedia Dextrothyroxine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL559



ACToR 51-49-0
BindingDB 50225220
Brenda 174815
ChEBI 30659
DrugBank DB00509
DrugCentral 846
eMolecules 673022
EPA CompTox Dashboard DTXSID60199000
FDA SRS 4W9K63FION
Guide to Pharmacology 6951
Human Metabolome Database HMDB0014651
IBM Patent System CDCBB939F15DFC047B6978F98EDAB767
Mcule MCULE-5308768589
MolPort MolPort-003-901-019
Nikkaji J4.119J
PubChem 8730 90657408
PubChem: Drugs of the Future 123055440
PubChem: Thomson Pharma 14938120
SureChEMBL SCHEMBL61194
ZINC ZINC000003830994

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