TDR Targets

Basic information

Technical information

TDR Targets ID: 258942
Name: 2-amino-3-[4-(4-hydroxy-3-propan-2-ylphenoxy) -3,5-diiodophenyl]propanoic acid
MW: 567.157 | Formula: C18H19I2NO4
H donors: 3 H acceptors: 3 LogP: 2.19 Rotable bonds: 6
Rule of 5 violations (Lipinski): 2
SMILES: OC(=O)C(Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)C(C)C)O)N
InChi: 1S/C18H19I2NO4/c1-9(2)12-8-11(3-4-16(12)22)25-17-13(19)5-10(6-14(17)20)7-15(21)18(23)24/h3-6,8-9,15,22H,7,21H2,1-2H3,(H,23,24)
InChiKey: RNNRJYLAQGIPJH-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

2-amino-3-[4-(4-hydroxy-3-isopropyl-phenoxy)-3,5-diiodo-phenyl]propanoic acid
2-amino-3-[4-(4-hydroxy-3-isopropylphenoxy)-3,5-diiodophenyl]propanoic acid
2-azanyl-3-[4-(4-hydroxy-3-propan-2-yl-phenoxy)-3,5-diiodo-phenyl]propanoic acid
2-amino-3-[4-(4-hydroxy-3-isopropyl-phenoxy)-3,5-diiodo-phenyl]propionic acid
2-amino-3-[4-(4-hydroxy-3-propan-2-yl-phenoxy)-3,5-diiodo-phenyl]propanoic acid
Propanoic acid, 2-amino,3-[3,5-diiodo-4-[4-hydroxy-3-(1-methylethyl)phenoxy]phenyl]-

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	thyroid hormone receptor, beta	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	Get druggable targets OG5_134830	All targets in OG5_134830
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	Thyroid hormone receptor alpha, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma mansoni	thyroid hormone receptor	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	Thyroid hormone receptor alpha, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma mansoni	hypothetical protein	Get druggable targets OG5_134830	All targets in OG5_134830
Echinococcus multilocularis	thyroid hormone receptor alpha	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	ko:K08362 nuclear receptor, subfamily 1, group A, member 2, putative	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma mansoni	thyroid hormone receptor	Get druggable targets OG5_134830	All targets in OG5_134830
Schistosoma japonicum	expressed protein	Get druggable targets OG5_134830	All targets in OG5_134830

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	photoreceptor-specific nuclear receptor	thyroid hormone receptor, beta	461 aa	414 aa	24.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	3-hydroxyacyl-CoA dehydrogenase type II	0.0054	0.0255	0.0431
Mycobacterium ulcerans	bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2	0.0248	0.3469	0.3451
Echinococcus granulosus	Tolloid protein 1	0.0112	0.1211	0.6463
Onchocerca volvulus	Arrow homolog	0.0112	0.1211	0.3519
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Echinococcus multilocularis	tyrosyl DNA phosphodiesterase 1	0.0067	0.0464	0.1898
Echinococcus granulosus	fibropellin Ia	0.0043	0.0068	0.036
Echinococcus granulosus	neurogenic locus notch protein 4	0.0043	0.0068	0.036
Echinococcus granulosus	protein jagged 1	0.0043	0.0068	0.036
Echinococcus multilocularis	laminin	0.0112	0.1211	0.4951
Trypanosoma cruzi	hypothetical protein, conserved	0.0129	0.1487	1
Toxoplasma gondii	kringle domain-containing protein	0.0129	0.1487	1
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0058	0.032	0.0275
Echinococcus granulosus	dna polymerase kappa	0.0041	0.0048	0.0254
Echinococcus multilocularis	fibropellin Ia	0.0043	0.0068	0.0276
Mycobacterium tuberculosis	Probable penicillin-binding membrane protein PbpB	0.023	0.3165	0.5612
Echinococcus granulosus	delta-like protein 1	0.0043	0.0068	0.036
Brugia malayi	glutaminase DH11.1	0.0276	0.3928	0.8345
Brugia malayi	3-hydroxyacyl-CoA dehydrogenase type II	0.0058	0.032	0.0546
Echinococcus multilocularis	neurogenic locus notch protein 4	0.0043	0.0068	0.0276
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Onchocerca volvulus	Neurogenic locus notch homolog	0.0043	0.0068	0.000000064246
Wolbachia endosymbiont of Brugia malayi	cell division protein FtsI	0.0644	1	0.5
Brugia malayi	notch-like transmembrane receptor	0.0043	0.0068	0.000000045149
Trichomonas vaginalis	set domain proteins, putative	0.0239	0.3318	0.5995
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Echinococcus multilocularis	neurogenic locus protein delta	0.0043	0.0068	0.0276
Echinococcus granulosus	protein jagged 1	0.0043	0.0068	0.036
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0067	0.0464	0.2895
Echinococcus multilocularis	Mitotic checkpoint protein PRCC, C terminal	0.0152	0.1875	0.7661
Schistosoma mansoni	3-hydroxyacyl-CoA dehydrogenase	0.0058	0.032	0.0654
Echinococcus granulosus	protein jagged 2	0.0043	0.0068	0.036
Brugia malayi	Nuclear hormone receptor-like 1	0.0306	0.4423	0.9416
Plasmodium falciparum	cysteine repeat modular protein 1	0.0129	0.1487	0.5
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0144	0.1746	0.2814
Echinococcus granulosus	neurogenic locus protein delta	0.0043	0.0068	0.036
Trichomonas vaginalis	conserved hypothetical protein	0.0372	0.5503	1
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1211	0.2626
Brugia malayi	Fibulin-1 precursor	0.0112	0.1211	0.2473
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0295	0.4243	1
Mycobacterium tuberculosis	Probable penicillin-binding protein PbpA	0.0365	0.539	1
Loa Loa (eye worm)	glutaminase	0.0276	0.3928	0.8862
Loa Loa (eye worm)	bone morphogenetic protein 1b	0.0112	0.1211	0.2626
Trypanosoma cruzi	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0067	0.0464	0.2895
Loa Loa (eye worm)	glutaminase 2	0.0276	0.3928	0.8862
Echinococcus multilocularis	L aminoadipate semialdehyde	0.0084	0.075	0.3067
Echinococcus granulosus	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.0058	0.032	0.1707
Loa Loa (eye worm)	hypothetical protein	0.0084	0.075	0.1568
Toxoplasma gondii	calcium binding egf domain-containing protein	0.0112	0.1211	0.806
Echinococcus granulosus	tissue type plasminogen activator	0.0129	0.1487	0.7932
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1211	0.2626
Loa Loa (eye worm)	hypothetical protein	0.0043	0.0068	0.000000047947
Echinococcus multilocularis	tissue type plasminogen activator	0.0129	0.1487	0.6077
Echinococcus multilocularis	neurogenic locus notch protein	0.0043	0.0068	0.0276
Echinococcus multilocularis	neurogenic locus protein delta	0.0043	0.0068	0.0276
Echinococcus granulosus	notch	0.0043	0.0068	0.036
Echinococcus granulosus	neurogenic locus notch protein	0.0043	0.0068	0.036
Schistosoma mansoni	glutaminase	0.0276	0.3928	1
Echinococcus multilocularis	3 hydroxyacyl coenzyme A dehydrogenase type 2	0.0058	0.032	0.1308
Brugia malayi	Nuclear hormone receptor-like 1	0.0323	0.4693	1
Echinococcus multilocularis	neural cadherin	0.0043	0.0068	0.0276
Brugia malayi	Pre-SET motif family protein	0.021	0.2838	0.5989
Trichomonas vaginalis	glutaminase, putative	0.0276	0.3928	0.7113
Mycobacterium leprae	PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN	0.0248	0.3469	0.4857
Mycobacterium leprae	PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE	0.0372	0.5503	1
Giardia lamblia	Fructose-bisphosphate aldolase	0.0295	0.4243	1
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1211	0.2626
Loa Loa (eye worm)	TK/ROR protein kinase	0.0129	0.1487	0.3258
Leishmania major	tyrosyl-DNA phosphodiesterase 1	0.0067	0.0464	0.1237
Schistosoma mansoni	aminoadipate-semialdehyde dehydrogenase	0.0084	0.075	0.1769
Echinococcus granulosus	neurogenic locus notch protein	0.0043	0.0068	0.036
Treponema pallidum	penicillin-binding protein (pbp-3)	0.0641	0.9962	0.9933
Schistosoma mansoni	lipoxygenase	0.0119	0.1332	0.3275
Echinococcus granulosus	arachidonate 5 lipoxygenase	0.0119	0.1332	0.7104
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.021	0.2838	0.636
Loa Loa (eye worm)	hypothetical protein	0.0304	0.4391	0.9926
Echinococcus granulosus	laminin	0.0112	0.1211	0.6463
Schistosoma mansoni	thyroid hormone receptor	0.0187	0.2447	0.6164
Mycobacterium ulcerans	penicillin-binding membrane protein PbpB	0.0641	0.9962	1
Mycobacterium ulcerans	penicillin-binding protein PbpA	0.0365	0.539	0.5388
Echinococcus multilocularis	thyroid hormone receptor alpha	0.0187	0.2447	1
Mycobacterium tuberculosis	Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase	0.0123	0.1396	0.2122
Schistosoma mansoni	egf-like domain protein	0.0112	0.1211	0.2964
Loa Loa (eye worm)	multiple epidermal growth factor-like domains 6	0.0112	0.1211	0.2626
Schistosoma mansoni	lipoxygenase	0.0083	0.0739	0.1739
Loa Loa (eye worm)	hypothetical protein	0.0129	0.1487	0.3258
Schistosoma mansoni	thyroid hormone receptor	0.0187	0.2447	0.6164
Brugia malayi	aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	0.0084	0.075	0.1476
Echinococcus multilocularis	protein jagged 1	0.0043	0.0068	0.0276
Mycobacterium ulcerans	glutaminase	0.0276	0.3928	0.3914
Brugia malayi	EGF-like domain containing protein	0.0043	0.0068	0.000000045149
Mycobacterium ulcerans	bifunctional penicillin-binding protein 1A/1B PonA1	0.0372	0.5503	0.5502
Onchocerca volvulus		0.0084	0.075	0.2101
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0144	0.1746	0.1714
Mycobacterium ulcerans	short-chain type dehydrogenase/reductase	0.0058	0.032	0.0275
Brugia malayi	Low-density lipoprotein receptor repeat class B containing protein	0.0112	0.1211	0.2473
Onchocerca volvulus		0.0129	0.1487	0.4366
Schistosoma mansoni	tyrosyl-DNA phosphodiesterase	0.0067	0.0464	0.1028
Echinococcus multilocularis	neurogenic locus notch protein	0.0043	0.0068	0.0276
Brugia malayi	Tyrosyl-DNA phosphodiesterase family protein	0.0067	0.0464	0.0858
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1211	0.2626
Echinococcus multilocularis	protein jagged 2	0.0043	0.0068	0.0276
Echinococcus granulosus	slit 2 protein	0.0043	0.0068	0.036
Schistosoma mansoni	subfamily M12A unassigned peptidase (M12 family)	0.0112	0.1211	0.2964
Trypanosoma brucei	tyrosyl-DNA Phosphodiesterase (Tdp1), putative	0.0067	0.0464	1
Schistosoma mansoni	hypothetical protein	0.0129	0.1487	0.3677
Mycobacterium tuberculosis	Possible penicillin-binding lipoprotein	0.0132	0.1548	0.2422
Echinococcus multilocularis	fibrillin 1	0.0112	0.1211	0.4951
Mycobacterium leprae	Probable penicillin-binding membrane protein PbpB	0.023	0.3165	0.409
Echinococcus multilocularis	slit 2 protein	0.0043	0.0068	0.0276
Echinococcus multilocularis	protein jagged 1	0.0043	0.0068	0.0276
Mycobacterium tuberculosis	Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen	0.0248	0.3469	0.6211
Echinococcus granulosus	L aminoadipate semialdehyde	0.0084	0.075	0.4003
Brugia malayi	Kringle domain containing protein	0.0129	0.1487	0.3068
Treponema pallidum	penicillin-binding protein (pbp-1)	0.0644	1	1
Loa Loa (eye worm)	low-density lipoprotein receptor repeat class B containing protein	0.0112	0.1211	0.2626
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0144	0.1746	0.0502
Brugia malayi	Protein kinase domain containing protein	0.0129	0.1487	0.3068
Treponema pallidum	penicillin-binding protein (pbp-2)	0.0372	0.5503	0.2188
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0295	0.4243	1
Echinococcus multilocularis	Tolloid protein 1	0.0112	0.1211	0.4951
Brugia malayi	Calcium binding EGF domain containing protein	0.0112	0.1211	0.2473
Echinococcus multilocularis	notch	0.0043	0.0068	0.0276
Echinococcus multilocularis	dna polymerase kappa	0.0041	0.0048	0.0195
Leishmania major	hypothetical protein, conserved	0.0129	0.1487	1
Echinococcus granulosus	Mitotic checkpoint protein PRCC C terminal	0.0152	0.1875	1
Echinococcus granulosus	neural cadherin	0.0043	0.0068	0.036
Brugia malayi	Nuclear hormone receptor-like 1	0.0306	0.4423	0.9416
Loa Loa (eye worm)	tyrosyl-DNA phosphodiesterase	0.0067	0.0464	0.0911
Mycobacterium ulcerans	penicillin-binding lipoprotein	0.0132	0.1548	0.1513
Schistosoma mansoni	hypothetical protein	0.0152	0.1875	0.4681
Onchocerca volvulus	Neurogenic locus notch protein homolog	0.0043	0.0068	0.000000064246
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Echinococcus multilocularis	arachidonate 5 lipoxygenase	0.0119	0.1332	0.5443
Plasmodium vivax	cysteine repeat modular protein 1, putative	0.0129	0.1487	0.5
Onchocerca volvulus		0.0239	0.3318	1
Mycobacterium leprae	Probable penicillin-binding protein PbpA	0.0365	0.539	0.9714
Loa Loa (eye worm)	hypothetical protein	0.0112	0.1211	0.2626
Echinococcus granulosus	tyrosyl DNA phosphodiesterase 1	0.0067	0.0464	0.2477
Toxoplasma gondii	calcium binding egf domain-containing protein	0.0112	0.1211	0.806
Echinococcus multilocularis	fat cadherin tumor suppressor	0.0043	0.0068	0.0276
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0295	0.4243	0.7691
Echinococcus granulosus	protein jagged 2	0.0043	0.0068	0.036
Loa Loa (eye worm)	nuclear hormone receptor-like 1	0.0306	0.4423	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 9.96	Inhibition of human thyroid hormone receptor beta 1	ChEMBL.	17524652
Log IC50 (binding)	= 9.96	Inhibition of human thyroid hormone receptor beta 1	ChEMBL.	17524652
pKa	= 10.47	pKa for compound was evaluated	ChEMBL.	3336030
RBA (binding)	= 3.53 %	Binding affinity to thyroxine binding globulin (unknown origin) relative to T4	ChEMBL.	195056
Relative ED50 (functional)	= 290	Thyromimetic activity (induction of GPDH) in rat liver expressed as percentage of ratio of the ED50 for T3	ChEMBL.	3336030
Relative ED50 (functional)	= 348	Thyromimetic activity (induction of GPDH) in rat heart expressed as percentage of ratio of the ED50 for T3	ChEMBL.	3336030
Relative ED50 (functional)	= 290	Thyromimetic activity (induction of GPDH) in rat liver expressed as percentage of ratio of the ED50 for T3	ChEMBL.	3336030
Relative ED50 (functional)	= 348	Thyromimetic activity (induction of GPDH) in rat heart expressed as percentage of ratio of the ED50 for T3	ChEMBL.	3336030
Relative IC50 (binding)	= 87	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)	= 119.2	Relative binding affinity towards T3 nuclear receptor in rat heart, expressed as percent ratio of IC50 for T3 to that of compound	ChEMBL.	3336030
Relative IC50 (binding)	= 87	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)	= 119.2	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

ChEMBL: CHEMBL235173
PubChem: 6431911

Bibliographic References

3 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.

Detailed information for compound 258942