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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1624
CHEMBL1624
Compound Name LEVOTHYROXINE
ChEMBL Synonyms LEVOTHYROXINE SODIUM | LEVOLET | LEVO-T | LEVOXYL | Tetramet | Levothyroid | Soloxine | UNITHROID | T4 | TIROSINT | SYNTHROID | Levothyroxine | LEVOTHROID | EVOTROX | THYROXINE | TIROSINT-SOL | Thyrol L | ELTROXIN | L-THYROXINE HENNING | T4 (LIOTRIX) | THYROXINE I 131 | NOVOTHYROX | THYRO-TABS | THYROXINE I 125 | Levoxine
Max Phase 4 (Approved)
Trade Names Levoxine | NOVOTHYROX | ELTROXIN | L-THYROXINE HENNING | Thyroxine | EVOTROX | TIROSINT-SOL | Thyrol L | SYNTHROID | TIROSINT | Levothyroid | Soloxine | UNITHROID | LEVO-T | LEVOLET | LEVOTHYROXINE SODIUM | LEVOXYL | Tetramet | LEVOTHROID | THYRO-TABS
Molecular Formula C15H11I4NO4

Additional synonyms for CHEMBL1624 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-LBPRGKRZSA-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


CHEMBL1624

Molecule Features

CHEMBL1624 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 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Head and Neck NeoplasmsD006258EFO:0006859head and neck malignant neoplasia1ClinicalTrials
Thyroid NeoplasmsD013964EFO:0002892thyroid carcinoma4DailyMed
HypothyroidismD007037EFO:0004705hypothyroidism4ClinicalTrials
DailyMed
PainD010146EFO:0003843pain1ClinicalTrials
Congenital HypothyroidismD003409Orphanet:442Congenital hypothyroidism4DailyMed

Clinical Data

ClinicalTrials.gov LEVOTHYROXINE
The Cochrane Collaboration LEVOTHYROXINE

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 CHEMBL1624. 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 CHEMBL1624. 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
H03AA01 - levothyroxine sodium

ChemSpider ChemSpider:XUIIKFGFIJCVMT-LBPRGKRZSA-N
DailyMed levothyroxine sodium
PubChem SID: 144205654 SID: 144212473 SID: 170465450 SID: 26757755 SID: 8139892
Wikipedia Levothyroxine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1624



ACToR 24486-40-6
BindingDB 50301375
Brenda 1380 3235 88567 22220 86895 52934
ChEBI 18332 58448
ChemicalBook CB5853720
DrugBank DB00451
DrugCentral 2646
eMolecules 532436
EPA CompTox Dashboard DTXSID8023214
FDA SRS Q51BO43MG4
Guide to Pharmacology 2635
Human Metabolome Database HMDB0000248
IBM Patent System E435FFC02016804B534942647DCAAFA1
KEGG Ligand C01829
LINCS LSM-5447
Metabolights MTBLC58448 MTBLC18332
MolPort MolPort-003-666-820
NIH Clinical Collection SAM002264651
Nikkaji J4.118A
PDBe T44
PharmGKB PA450221
PubChem 25201348 5819
PubChem: Thomson Pharma 14791233 14889116
Recon thyox_L
Rhea 58448
Selleck l-thyroxine
SureChEMBL SCHEMBL23098
ZINC ZINC000003830993

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