Detailed information for compound 260277

Basic information

Technical information
  • TDR Targets ID: 260277
  • Name: 2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophe nyl]propanoic acid
  • MW: 525.077 | Formula: C15H13I2NO4
  • H donors: 3 H acceptors: 3 LogP: 1.06 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC(=O)C(Cc1cc(I)c(c(c1)I)Oc1ccc(cc1)O)N
  • InChi: 1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)
  • InChiKey: ZHSOTLOTTDYIIK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodo-phenyl]propanoic acid
  • 2-azanyl-3-[4-(4-hydroxyphenoxy)-3,5-diiodo-phenyl]propanoic acid
  • 2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodo-phenyl]propionic acid
  • 3,5-diiodothyronine
  • 1041-01-6
  • 5563-89-3
  • 534-51-0
  • to_000037
  • NSC90468
  • L-Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo-
  • 3,5-Diiodo-L-thyronine
  • Alanine, 3-[4-(p-hydroxyphenoxy)-3,5-diiodophenyl]-, L-
  • Diiodo-L-thyronine
  • Diiodothyronine
  • L-3,5-Diiodothyronine
  • SGCUT00132
  • NSC90469
  • 3,5-Diiodo-DL-thyronine
  • 3,5-T2
  • Tyrosine, O-(4-hydroxyphenyl)-3,5-diiodo-
  • Alanine, (3,5-diiodo-4-(-p-hydroxyphenoxy)phenyl)-

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis proliferating cell nuclear antigen, putative 0.0038 0.0345 0.1009
Giardia lamblia Vacuolar ATP synthase catalytic subunit A 0.0052 0.0678 0.108
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Schistosoma mansoni sodium / potassium ATPase beta chain 0.0066 0.1007 0.2942
Entamoeba histolytica vacuolar proton ATPase subunit, putative 0.0042 0.0429 0.1254
Plasmodium falciparum V-type proton ATPase subunit B 0.017 0.3424 1
Trichomonas vaginalis vacuolar proton ATPase, putative 0.0042 0.0429 0.1254
Schistosoma mansoni vacuolar proton atpases 0.0042 0.0429 0.1254
Echinococcus multilocularis nervana 2 0.0066 0.1007 0.1007
Echinococcus multilocularis ATP synthase subunit alpha, mitochondrial 0.0076 0.1227 0.1227
Loa Loa (eye worm) hypothetical protein 0.0066 0.1007 0.2942
Loa Loa (eye worm) hypothetical protein 0.0042 0.0429 0.1254
Trypanosoma brucei ATP synthase F1, alpha subunit 0.0046 0.053 0.06
Echinococcus granulosus nervana 2 0.0066 0.1007 0.1007
Giardia lamblia Vacuolar ATP synthase subunit B 0.017 0.3424 1
Entamoeba histolytica V-type ATPase, B subunit, putative 0.017 0.3424 1
Plasmodium vivax ATP synthase subunit beta, mitochondrial, putative 0.0052 0.0678 0.108
Echinococcus granulosus vacuolar H ATPase v1 sector subunit A 0.0052 0.0678 0.0678
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0066 0.1007 0.2942
Plasmodium vivax ATP synthase alpha chain, putative 0.0076 0.1227 0.2865
Trypanosoma cruzi ATP synthase subunit beta, mitochondrial, putative 0.0052 0.0678 0.108
Mycobacterium leprae PROBABLE ATP SYNTHASE BETA CHAIN ATPD 0.0076 0.1227 0.5
Toxoplasma gondii vacuolar ATP synthase subunit A, putative 0.0052 0.0678 0.108
Loa Loa (eye worm) vacuolar H ATPase family member 0.0052 0.0678 0.198
Trypanosoma brucei V-type proton ATPase subunit a, putative 0.0042 0.0429 0.0273
Trichomonas vaginalis ATP synthase beta subunit, putative 0.0052 0.0678 0.198
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit alpha 0.0076 0.1227 1
Trypanosoma brucei ATP synthase subunit beta, mitochondrial 0.0052 0.0678 0.108
Trichomonas vaginalis vacuolar proton ATPase, putative 0.0042 0.0429 0.1254
Trypanosoma brucei Vacuolar proton pump subunit B, putative 0.017 0.3424 1
Schistosoma mansoni transmemberane protein 0.0066 0.1007 0.2942
Trichomonas vaginalis ATP synthase alpha subunit mitochondrial, putative 0.017 0.3424 1
Leishmania major vacuolar proton-ATPase-like protein, putative 0.0042 0.0429 0.0273
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Mycobacterium tuberculosis Probable ATP synthase beta chain AtpD 0.0076 0.1227 0.5
Leishmania major ATPase beta subunit, putative 0.0052 0.0678 0.108
Trichomonas vaginalis ATP synthase, putative 0.003 0.0156 0.0455
Entamoeba histolytica vacuolar proton ATPase subunit, putative 0.0042 0.0429 0.1254
Leishmania major vacuolar ATP synthase subunit b, putative 0.017 0.3424 1
Leishmania major vacuolar ATP synthase catalytic subunit A, putative 0.0052 0.0678 0.108
Plasmodium vivax vacuolar proton translocating ATPase subunit A, putative 0.0042 0.0429 0.0273
Trichomonas vaginalis vacuolar proton ATPase subunit A4, putative 0.0042 0.0429 0.1254
Brugia malayi ATP synthase alpha chain, mitochondrial precursor, putative 0.0076 0.1227 0.3584
Echinococcus granulosus V type proton ATPase 116 kDa subunit a 0.0042 0.0429 0.0429
Mycobacterium leprae PROBABLE ATP SYNTHASE ALPHA CHAIN ATPA 0.0076 0.1227 0.5
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0066 0.1007 0.2942
Trypanosoma cruzi vacuolar proton translocating ATPase subunit A, putative 0.0042 0.0429 0.0273
Brugia malayi vacuolar proton pump 0.0042 0.0429 0.1254
Plasmodium falciparum ATP synthase F1, alpha subunit 0.0076 0.1227 0.2865
Echinococcus multilocularis vacuolar H+ ATPase v1 sector subunit A 0.0052 0.0678 0.0678
Schistosoma mansoni vacuolar proton atpases 0.0042 0.0429 0.1254
Echinococcus multilocularis nervana 2 0.0066 0.1007 0.1007
Echinococcus multilocularis expressed protein 0.0451 1 1
Plasmodium falciparum V-type proton ATPase catalytic subunit A 0.0052 0.0678 0.108
Entamoeba histolytica vacuolar ATP synthase subunit B, putative 0.003 0.0156 0.0455
Treponema pallidum V-type ATP synthase subunit B 0.017 0.3424 1
Echinococcus multilocularis proliferating cell nuclear antigen 0.0038 0.0345 0.0345
Echinococcus multilocularis sodium:potassium transporting ATPase subunit 0.0066 0.1007 0.1007
Trypanosoma cruzi V-type proton ATPase subunit B, putative 0.017 0.3424 1
Chlamydia trachomatis V-type ATP synthase subunit B 0.017 0.3424 1
Loa Loa (eye worm) vacuolar proton pump 0.0042 0.0429 0.1254
Leishmania major vacuolar proton translocating ATPase subunit A, putative 0.0042 0.0429 0.0273
Echinococcus multilocularis nmda type glutamate receptor 0.0032 0.0206 0.0206
Leishmania major ATPase beta subunit, putative 0.0052 0.0678 0.108
Onchocerca volvulus ATP synthase subunit alpha, mitochondrial homolog 0.0076 0.1227 1
Entamoeba histolytica proliferating cell nuclear antigen, putative 0.0038 0.0345 0.1009
Toxoplasma gondii vacuolar proton translocating ATPase subunit, putative 0.0042 0.0429 0.0273
Loa Loa (eye worm) V-type ATPase 116kDa subunit family protein 0.0042 0.0429 0.1254
Loa Loa (eye worm) hypothetical protein 0.0042 0.0429 0.1254
Plasmodium vivax vacuolar ATP synthase subunit b, putative 0.017 0.3424 1
Mycobacterium ulcerans F0F1 ATP synthase subunit alpha 0.0076 0.1227 1
Echinococcus multilocularis nervana 2 0.0066 0.1007 0.1007
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Entamoeba histolytica V-type ATPase, A subunit, putative 0.0052 0.0678 0.198
Brugia malayi vacuolar ATP synthase catalytic subunit A, osteoclast isoform 0.0052 0.0678 0.198
Toxoplasma gondii vacuolar proton translocating ATPase subunit A, putative 0.0042 0.0429 0.0273
Echinococcus granulosus nervana 2 0.0066 0.1007 0.1007
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Plasmodium vivax vacuolar ATP synthase catalytic subunit A, putative 0.0052 0.0678 0.108
Echinococcus granulosus vacuolar ATP synthase subunit b 0.017 0.3424 0.3424
Loa Loa (eye worm) vacuolar ATP synthase subunit B 0.017 0.3424 1
Schistosoma mansoni ATP synthase alpha subunit mitochondrial 0.0076 0.1227 0.3584
Mycobacterium tuberculosis Probable ATP synthase alpha chain AtpA 0.0076 0.1227 0.5
Echinococcus multilocularis V type proton ATPase 116 kDa subunit a 0.0042 0.0429 0.0429
Echinococcus multilocularis V type proton ATPase 116 kDa subunit a 0.0042 0.0429 0.0429
Trypanosoma cruzi Vacuolar proton pump subunit B, putative 0.017 0.3424 1
Echinococcus multilocularis ATP synthase subunit beta, mitochondrial 0.0052 0.0678 0.0678
Schistosoma mansoni proliferating cell nuclear antigen 0.0038 0.0345 0.1009
Trypanosoma cruzi V-type proton ATPase subunit a, putative 0.0042 0.0429 0.0273
Brugia malayi vacuolar proton pump 0.0042 0.0429 0.1254
Echinococcus granulosus nmda type glutamate receptor 0.0032 0.0206 0.0206
Brugia malayi proliferating cell nuclear antigen (PCNA) 0.0038 0.0345 0.1009
Brugia malayi V-type ATPase 116kDa subunit family protein 0.0042 0.0429 0.1254
Trypanosoma brucei V-type ATPase, A subunit, putative 0.0052 0.0678 0.108
Echinococcus granulosus ATP synthase subunit beta mitochondrial 0.0052 0.0678 0.0678
Echinococcus granulosus nervana 2 0.0066 0.1007 0.1007
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0052 0.0678 0.108
Giardia lamblia Vacuolar proton-ATPase subunit, putative 0.0042 0.0429 0.0273
Schistosoma mansoni ATP synthase subunit beta vacuolar 0.017 0.3424 1
Schistosoma mansoni vacuolar proton atpases 0.0042 0.0429 0.1254
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Echinococcus granulosus V type proton ATPase 116 kDa subunit a 0.0042 0.0429 0.0429
Treponema pallidum V-type ATP synthase subunit B 0.017 0.3424 1
Echinococcus granulosus proliferating cell nuclear antigen 0.0038 0.0345 0.0345
Plasmodium falciparum V-type proton ATPase subunit a, putative 0.0042 0.0429 0.0273
Trypanosoma brucei ATP synthase F1, alpha subunit 0.0046 0.053 0.06
Echinococcus granulosus sodium:potassium transporting ATPase subunit 0.0066 0.1007 0.1007
Leishmania major ATPase alpha subunit 0.0046 0.053 0.06
Echinococcus multilocularis vacuolar ATP synthase subunit b 0.017 0.3424 0.3424
Leishmania major ATPase alpha subunit 0.0046 0.053 0.06
Toxoplasma gondii vacuolar ATP synthase subunit b, putative 0.017 0.3424 1
Loa Loa (eye worm) proliferating cell nuclear antigen 0.0038 0.0345 0.1009
Echinococcus multilocularis nervana 2 0.0066 0.1007 0.1007
Plasmodium falciparum ATP synthase subunit beta, mitochondrial 0.0052 0.0678 0.108
Trypanosoma cruzi V-type ATPase, A subunit, putative 0.0052 0.0678 0.108
Schistosoma mansoni ATP synthase alpha subunit vacuolar 0.0052 0.0678 0.198
Trichomonas vaginalis proliferating cell nuclear antigen, putative 0.0038 0.0345 0.1009
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0066 0.1007 0.1007
Schistosoma mansoni sodium/potassium-dependent atpase beta subunit 0.0066 0.1007 0.2942
Brugia malayi vacuolar ATP synthase subunit B 0.017 0.3424 1
Loa Loa (eye worm) hypothetical protein 0.0066 0.1007 0.2942
Echinococcus granulosus ATP synthase subunit alpha mitochondrial 0.0076 0.1227 0.1227
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0032 0.0206 0.0206
Trichomonas vaginalis ATP synthase, putative 0.017 0.3424 1
Toxoplasma gondii ATP synthase beta subunit ATP-B 0.0052 0.0678 0.108
Trypanosoma cruzi vacuolar proton-ATPase-like protein, putative 0.0042 0.0429 0.0273
Schistosoma mansoni ATP synthase beta subunit 0.0052 0.0678 0.198
Brugia malayi ATP synthase beta chain, mitochondrial precursor, putative 0.0052 0.0678 0.198
Echinococcus granulosus nervana 2 0.0066 0.1007 0.1007
Schistosoma mansoni proliferating cell nuclear antigen 0.0038 0.0345 0.1009

Activities

Activity type Activity value Assay description Source Reference
Ka(T4) (binding) = 0.3 % Ability of the compound to displace L-[125I]-thyoxine from the high affinity prealbumin binding site was expressed as ratio of its apparent association constant to that of DL-thyroxine ChEMBL. 7108895
Ka(T4) (binding) = 0.3 % Ability of the compound to displace L-[125I]-thyoxine from the high affinity prealbumin binding site was expressed as ratio of its apparent association constant to that of DL-thyroxine ChEMBL. 7108895
pKa = 9.99 pKa for compound was evaluated ChEMBL. 3336030
RBA (binding) = 0.07 % Binding affinity to thyroxine binding globulin (unknown origin) relative to T4 ChEMBL. 195056
Relative ED50 (functional) = 0.45 Thyromimetic activity (induction of GPDH) in rat heart expressed as percentage of ratio of the ED50 for T3 ChEMBL. 3336030
Relative ED50 (functional) = 1.1 Thyromimetic activity (induction of GPDH) in rat liver expressed as percentage of ratio of the ED50 for T3 ChEMBL. 3336030
Relative IC50 (binding) = 0.08 Relative binding affinity for T3 thyroid hormone nuclear receptor in rat liver, expressed as percent ratio of IC50 comapred to T3 ChEMBL. 3336030
Relative IC50 (binding) = 0.4 Relative binding affinity towards T3 nuclear receptor in rat heart, expressed as percent ratio of IC50 for T3 to that of compound ChEMBL. 3336030

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

3 literature references were collected for this gene.

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