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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1544
CHEMBL1544
Compound Name LIOTHYRONINE
ChEMBL Synonyms Thyrolar-2 | Thyrolar-3 | LIOTHYRONINE I 131 | Euthroid-1 | Thyrolar-1 | Euthroid-2 | T3 (LIOTRIX) | LIOTHYRONINE SODIUM | TRIOMET-125 | TRIOSTAT | CYTOMEL | TRIIODOTHYRONINE SODIUM, LEVO | Triostat | Thyrolar-0.25 | Tertroxin | Euthroid-0.5 | Triiodothyronine (T3 Or Liothyronine, Active) (6-11%) | Rathyronine | Cytomel | TRI-THYROTOPE | Thyrolar-5 | Thyrolar-0.5 | LIOTHYRONINE | Euthroid-3 | LIOTHYRONINE I 125 | TRIOMET-131
Max Phase 4 (Approved)
Trade Names Tertroxin | Cytomel | TRI-THYROTOPE | TRIOMET-131 | CYTOMEL | TRIOSTAT | TRIOMET-125 | LIOTHYRONINE SODIUM
Molecular Formula C15H12I3NO4

Additional synonyms for CHEMBL1544 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)O
Standard InChI InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4 ...
Download InChI
Standard InChI Key AUYYCJSJGJYCDS-LBPRGKRZSA-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


CHEMBL1544

Molecule Features

CHEMBL1544 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Thyroid hormone receptor agonist Thyroid hormone receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HEART DEFECTS, CONGENITALD006330HP:0030680MALFORMATION OF THE HEART AND GREAT VESSELS3ClinicalTrials
HERNIAS, DIAPHRAGMATIC, CONGENITALD065630EFO:0005207CONGENITAL HEART DISEASE3ClinicalTrials
MULTIPLE SCLEROSISD009103EFO:0003885MULTIPLE SCLEROSIS1ClinicalTrials
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA1ClinicalTrials

Clinical Data

ClinicalTrials.gov LIOTHYRONINE
The Cochrane Collaboration LIOTHYRONINE

Metabolites for CHEMBL1544

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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 CHEMBL1544. 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
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 1.000
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.953
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.208

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1860 Thyroid hormone receptor alpha Homo sapiens 1.000
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 1.000
CHEMBL2919 Glutamate receptor ionotropic kainate 1 Rattus norvegicus 0.994
CHEMBL5689 Tryptophan 5-hydroxylase 1 Homo sapiens 0.944
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.224

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
651 650.79 1.45 5 92.77 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 3 1 5 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
2.13 8.27 3.91 1.32 2 23 0.43

Structural Alerts

There are 6 structural alerts for CHEMBL1544. To view alerts please click here.

Compound Cross References

ATC H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H03 - THYROID THERAPY
H03A - THYROID PREPARATIONS
H03AA - Thyroid hormones
H03AA02 - liothyronine sodium

ChemSpider ChemSpider:AUYYCJSJGJYCDS-LBPRGKRZSA-N
DailyMed liothyronine sodium
PubChem SID: 11532858 SID: 124877498 SID: 144203580 SID: 144212260 SID: 26753840 SID: 4253003
Wikipedia Triiodothyronine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1544



ACToR 57164-27-9 20196-64-9 6893-02-3
Atlas triiodothyronine
BindingDB 18860
Brenda 66993 5480 62262 132769 24561 2069 12575 101783 10918 5223 144156 9030
ChEBI 18258 533015
DrugBank DB00279
DrugCentral 1585
eMolecules 521934
EPA CompTox Dashboard DTXSID8023216
FDA SRS 06LU7C9H1V
Guide to Pharmacology 2634
Human Metabolome Database HMDB0000265
IBM Patent System C8EF234E6E426867E281EED8C475D7EB
KEGG Ligand C02465
LINCS LSM-3991
Metabolights MTBLC533015 MTBLC18258
MolPort MolPort-003-850-717
Nikkaji J85.948F
PDBe T3
PharmGKB PA164778866
PubChem 5920 7048703
PubChem: Thomson Pharma 14964754 14936961
Recon triodthy
Rhea 533015
SureChEMBL SCHEMBL8300
ZINC ZINC000003830999

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