TDR Targets

Basic information

Technical information

TDR Targets ID: 57002
Name: (2R)-2-amino-3-[4-(4-hydroxy-3-propan-2-ylphe noxy)-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@@H](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)/t15-/m1/s1
InChiKey: RNNRJYLAQGIPJH-OAHLLOKOSA-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

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

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_156853	All targets in OG5_156853
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Schistosoma japonicum	expressed protein	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
Loa Loa (eye worm)	nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Schistosoma mansoni	thyroid hormone receptor	Get druggable targets OG5_134830	All targets in OG5_134830
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
Brugia malayi	Nuclear hormone receptor-like 1	Get druggable targets OG5_156853	All targets in OG5_156853
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
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 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 japonicum	ko:K08362 nuclear receptor, subfamily 1, group A, member 2, putative	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 %
Brugia malayi	photoreceptor-specific nuclear receptor	thyroid hormone receptor, alpha	451 aa	372 aa	25.3 %

Ranking Plot

Putative Targets List

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

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 9.85	Inhibition of thyroid hormone receptor alpha (unknown origin)	ChEMBL.	17467994
IC50 (binding)	= 9.96	Inhibition of thyroid hormone receptor beta (unknown origin)	ChEMBL.	17467994
IC50 (binding)	= 0.11 nM	Concentration of the compound required to inhibit 50% of I-T3 binding to hTR1 (Thyroid hormone receptor beta) was determined	ChEMBL.	12699376
IC50 (binding)	= 0.11 nM	Concentration of the compound required to inhibit 50% of I-T3 binding to hTR1 (Thyroid hormone receptor beta) was determined	ChEMBL.	12699376
IC50 (binding)	= 0.14 nM	Concentration of the compound required to inhibit 50% of I-T3 binding to hTR1 (Thyroid hormone receptor alpha) was determined	ChEMBL.	12699376
IC50 (binding)	= 0.14 nM	Concentration of the compound required to inhibit 50% of I-T3 binding to hTR1 (Thyroid hormone receptor alpha) was determined	ChEMBL.	12699376
Log IC50 (binding)	= 9.85	Inhibition of thyroid hormone receptor alpha (unknown origin)	ChEMBL.	17467994
Log IC50 (binding)	= 9.96	Inhibition of thyroid hormone receptor beta (unknown origin)	ChEMBL.	17467994
Ratio (binding)	= 0.72	Ratio of concentration of the compound required to inhibit 50% of I-T3 binding to hTR-alpha1 to that of concentration of the compound required to inhibit 50% of I-T3 binding to hTR-beta1 was determined	ChEMBL.	12699376
Ratio (binding)	= 0.72	Ratio of concentration of the compound required to inhibit 50% of I-T3 binding to hTR-alpha1 to that of concentration of the compound required to inhibit 50% of I-T3 binding to hTR-beta1 was determined	ChEMBL.	12699376

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: CHEMBL41314
PubChem: 23648079

Bibliographic References

2 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 57002