T4   Click here for help

GtoPdb Ligand ID: 2635

Synonyms: Eltroxin® | L-thyroxine | levothyroxine | levothyroxine sodium
Approved drug PDB Ligand
T4 is an approved drug (FDA (2000))
Comment: Thyroid hormone receptor agonist
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View more information in the IUPHAR Pharmacology Education Project: t4

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 92.78
Molecular weight 776.69
XLogP 3.97
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O)N
Isomeric SMILES OC(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O)N
InChI InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1
InChI Key XUIIKFGFIJCVMT-LBPRGKRZSA-N
Natural/Endogenous Targets
Target
Thyroid hormone receptor-α
Thyroid hormone receptor-β
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
iodothyronine deiodinase 1
iodothyronine deiodinase 2
iodothyronine deiodinase 3
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Sodium/bile acid and sulphated solute cotransporter 1
Monocarboxylate transporter 8 1
OATP2B1
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Thyroid hormone receptor-β Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 8.5 pIC50 - 2
pIC50 8.5 [2]
Thyroid hormone receptor-α Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist - pIC50 - 2
pIC50 [2]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields