TDR Targets

Basic information

Technical information

TDR Targets ID: 938045
Name: (2S,3R,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)me thylamino]purin-9-yl]-3,4-dihydroxy-N,4-dimet hyloxolane-2-carboxamide
MW: 558.757 | Formula: C19H20ClIN6O4
H donors: 4 H acceptors: 6 LogP: 2.05 Rotable bonds: 6
Rule of 5 violations (Lipinski): 2
SMILES: CNC(=O)[C@H]1O[C@H]([C@]([C@@H]1O)(C)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)I
InChi: 1S/C19H20ClIN6O4/c1-19(30)13(28)12(16(29)22-2)31-17(19)27-8-24-11-14(25-18(20)26-15(11)27)23-7-9-4-3-5-10(21)6-9/h3-6,8,12-13,17,28,30H,7H2,1-2H3,(H,22,29)(H,23,25,26)/t12-,13+,17+,19+/m0/s1
InChiKey: WQOZWPKZSRLJFH-CKFGLLJZSA-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

(2S,3R,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N,4-dimethyl-tetrahydrofuran-2-carboxamide
(2S,3R,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)methylamino]-9-purinyl]-3,4-dihydroxy-N,4-dimethyl-2-tetrahydrofurancarboxamide
(2S,3R,4R,5R)-5-[2-chloro-6-[(3-iodobenzyl)amino]purin-9-yl]-3,4-dihydroxy-N,4-dimethyl-tetrahydrofuran-2-carboxamide
(2S,3R,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N,4-dimethyl-oxolane-2-carboxamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Adenylate cyclase type II	Starlite/ChEMBL	References
Homo sapiens	adenosine A2a receptor	Starlite/ChEMBL	References
Homo sapiens	adenosine A3 receptor	Starlite/ChEMBL	References
Bos taurus	Adenosine A1 receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Loa Loa (eye worm)	adenylyl cyclase 3	Get druggable targets OG5_126919	All targets in OG5_126919
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus		Get druggable targets OG5_126919	All targets in OG5_126919
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_126919	All targets in OG5_126919
Echinococcus multilocularis	adenylate cyclase 9	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus		Get druggable targets OG5_126919	All targets in OG5_126919
Echinococcus granulosus	adenylate cyclase 9	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus	Adenylate cyclase type 3 homolog	Get druggable targets OG5_126919	All targets in OG5_126919
Onchocerca volvulus	Adenylate cyclase type 2 homolog	Get druggable targets OG5_126919	All targets in OG5_126919
Brugia malayi	Adenylyl cyclase protein	Get druggable targets OG5_126919	All targets in OG5_126919

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Schistosoma japonicum	ko:K04209 neuropeptide Y receptor, invertebrate, putative	Adenosine A1 receptor	326 aa	318 aa	22.3 %
Echinococcus granulosus	allatostatin A receptor	Adenosine A1 receptor	326 aa	304 aa	25.3 %
Schistosoma mansoni	neuropeptide receptor	Adenosine A1 receptor	326 aa	277 aa	23.8 %
Schistosoma japonicum	ko:K04134 cholinergic receptor, invertebrate, putative	Adenosine A1 receptor	326 aa	331 aa	25.7 %
Schistosoma mansoni	neuropeptide receptor	Adenosine A1 receptor	326 aa	314 aa	21.7 %
Schistosoma mansoni	opsin-like receptor	Adenosine A1 receptor	326 aa	312 aa	22.1 %
Onchocerca volvulus		Adenosine A1 receptor	326 aa	326 aa	20.2 %
Echinococcus multilocularis	allatostatin A receptor	Adenosine A1 receptor	326 aa	306 aa	26.1 %
Echinococcus multilocularis	adenylate cyclase 9	Adenylate cyclase type II	1090 aa	942 aa	28.8 %
Echinococcus granulosus	adenylate cyclase 9	Adenylate cyclase type II	1090 aa	955 aa	28.5 %
Onchocerca volvulus		Adenosine A1 receptor	326 aa	307 aa	21.2 %
Schistosoma mansoni	peptide (allatostatin)-like receptor	Adenosine A1 receptor	326 aa	312 aa	24.0 %
Onchocerca volvulus	Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog	Adenosine A1 receptor	326 aa	286 aa	22.7 %
Schistosoma japonicum	5-hydroxytryptamine receptor 4, putative	Adenosine A1 receptor	326 aa	301 aa	25.6 %
Brugia malayi	hypothetical protein	Adenosine A1 receptor	326 aa	311 aa	21.9 %
Onchocerca volvulus		Adenylate cyclase type II	1090 aa	935 aa	22.4 %
Loa Loa (eye worm)	neuropeptide F receptor	Adenosine A1 receptor	326 aa	316 aa	19.3 %
Schistosoma mansoni	opsin-like receptor	Adenosine A1 receptor	326 aa	315 aa	23.8 %
Brugia malayi	follicle stimulating hormone receptor	adenosine A2a receptor	412 aa	336 aa	22.3 %
Onchocerca volvulus		Adenosine A1 receptor	326 aa	311 aa	21.9 %
Loa Loa (eye worm)	hypothetical protein	Adenosine A1 receptor	326 aa	296 aa	22.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.03	0.0549
Echinococcus multilocularis	phosphatidylinositol 4 phosphate 3 kinase C2	0.0756	0.3015	0.3015
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.0431	0.1267	0.2319
Loa Loa (eye worm)	hypothetical protein	0.0457	0.1409	0.1599
Trichomonas vaginalis	phosphatidylinositol 3-kinase class, putative	0.0416	0.119	0.2177
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.0351	0.0839	0.6618
Trichomonas vaginalis	phopsphatidylinositol 3-kinase, drosophila, putative	0.1213	0.5465	1
Loa Loa (eye worm)	hypothetical protein	0.0756	0.3015	0.3422
Trichomonas vaginalis	PIKK family atypical protein kinase	0.035	0.0837	0.1532
Leishmania major	target of rapamycin (TOR) kinase 2, putative	0.0431	0.1267	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0416	0.119	0.1521
Echinococcus granulosus	e3 ubiquitin protein ligase siah1	0.1653	0.7822	0.7822
Entamoeba histolytica	hypothetical protein	0.0991	0.4275	0.7823
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.0431	0.1267	0.1267
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0293	0.0529	0.0969
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0431	0.1267	0.2319
Trichomonas vaginalis	PIKK family atypical protein kinase	0.035	0.0837	0.1532
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0273	0.0421	0.077
Loa Loa (eye worm)	hypothetical protein	0.0257	0.0335	0.038
Trypanosoma cruzi	phosphatidylinositol 3-kinase vps34-like	0.0416	0.119	0.2177
Brugia malayi	Ubiquitin ligase sia-1	0.1653	0.7822	1
Trichomonas vaginalis	phosphatidylinositol 3-kinase catalytic subunit gamma, putative	0.1213	0.5465	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.035	0.0837	0.1532
Echinococcus granulosus	phosphatidylinositol 4 phosphate 3 kinase C2	0.0756	0.3015	0.3015
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.0431	0.1267	0.2319
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.0431	0.1267	0.2319
Trypanosoma cruzi	target of rapamycin kinase 3	0.0351	0.0839	0.1535
Trichomonas vaginalis	PIKK family atypical protein kinase	0.027	0.0408	0.0747
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Trichomonas vaginalis	phosphatidylinositol kinase, putative	0.0416	0.119	0.2177
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.0298	0.0545
Brugia malayi	phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative	0.0846	0.3493	0.4466
Onchocerca volvulus	Adenylate cyclase type 3 homolog	0.0261	0.0357	0.5
Trichomonas vaginalis	phosphatidylinositol kinase, putative	0.1213	0.5465	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0273	0.0421	0.077
Trypanosoma cruzi	phosphatidylinositol 3-kinase, putative	0.0352	0.0848	0.1552
Echinococcus multilocularis	e3 ubiquitin protein ligase siah1	0.1653	0.7822	0.7822
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0431	0.1267	0.2319
Loa Loa (eye worm)	hypothetical protein	0.1653	0.7822	0.8878
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0201	0.0038	0.0297
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0431	0.1267	0.162
Loa Loa (eye worm)	phosphatidylinositol 3	0.1837	0.881	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0756	0.3015	0.3854
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.0431	0.1267	0.1267
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0373	0.096	0.1756
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.03	0.0549
Loa Loa (eye worm)	phosphatidylinositol 3	0.0352	0.0848	0.0963
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0301	0.0575	0.1052
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0431	0.1267	0.2319
Giardia lamblia	GTOR	0.0431	0.1267	0.3966
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Plasmodium falciparum	phosphatidylinositol 3-kinase	0.0194	0	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Trypanosoma brucei	phosphatidylinositol 3-kinase, putative	0.0416	0.119	0.9389
Schistosoma mansoni	ubiquitin ligase sina (ec 6.3.2.-) (seven in absentia homolog)(smsina)	0.1653	0.7822	0.7822
Trichomonas vaginalis	phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative	0.0873	0.3641	0.6661
Entamoeba histolytica	phosphatidylinositol 3-kinase, putative	0.0416	0.119	0.2177
Entamoeba histolytica	phosphatidylinositol 3-kinase, putative	0.0534	0.1825	0.3339
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.1213	0.5465	0.6987
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.03	0.0549
Trichomonas vaginalis	PIKK family atypical protein kinase	0.033	0.0728	0.1333
Trypanosoma brucei	phosphatidylinositol 3-kinase tor, putative	0.0224	0.0159	0.1253
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.0298	0.0545
Trichomonas vaginalis	phosphatidylinositol 3-kinase class, putative	0.0873	0.3641	0.6661
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0273	0.0421	0.077
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.0431	0.1267	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.0298	0.0545
Trichomonas vaginalis	PIKK family atypical protein kinase	0.027	0.0408	0.0747
Leishmania major	target of rapamycin kinase (TOR) kinase 3	0.0351	0.0839	0.6618
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.0431	0.1267	0.2319
Schistosoma mansoni	phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K	0.0416	0.119	0.119
Trypanosoma cruzi	phosphatidylinositol 3-kinase 2, putative	0.1213	0.5465	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.025	0.03	0.0549
Leishmania major	target of rapamycin (TOR) kinase 1, putative	0.0431	0.1267	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.035	0.0837	0.1532
Toxoplasma gondii	target of rapamycin (TOR), putative	0.033	0.0728	1
Trichomonas vaginalis	phosphatidylinositol 3-kinase catalytic subunit alpha, beta, delta, putative	0.0416	0.119	0.2177
Entamoeba histolytica	phosphatidylinositol 3-kinase, putative	0.1213	0.5465	1
Entamoeba histolytica	phosphatidylinositol 3-kinase, putative	0.0416	0.119	0.2177
Trichomonas vaginalis	PIKK family atypical protein kinase	0.035	0.0837	0.1532
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.0431	0.1267	1
Entamoeba histolytica	phosphatidylinositol 3-kinase, putative	0.0991	0.4275	0.7823
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.0431	0.1267	0.1267
Schistosoma mansoni	phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K	0.2059	1	1
Trypanosoma cruzi	phosphatidylinositol 3-kinase 2, putative	0.1213	0.5465	1
Entamoeba histolytica	phosphatidylinositol 3-kinase 1, putative	0.115	0.5124	0.9375
Plasmodium vivax	phosphatidylinositol 3-kinase, putative	0.0194	0	0.5
Giardia lamblia	Phosphoinositide-3-kinase, catalytic, alpha polypeptide	0.0651	0.2451	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0431	0.1267	0.1439
Echinococcus multilocularis	phosphatidylinositol 4,5 bisphosphate 3 kinase	0.2059	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 279 nM	Inhibition of adenylyl cyclase activity in rat cortical membranes	ChEMBL.	15743197
Inhibition (binding)	= 19.3 %	Maximum percent inhibition of adenylyl cyclase activity in rat cortical membranes	ChEMBL.	15743197
Ki (binding)	= 325 nM	Displacement of [3H]-DPCPX binding to adenosine A1 receptors of bovine cortical membranes	ChEMBL.	15743197
Ki (binding)	= 480 nM	Displacement of [125I]-AB-MECA from adenosine A3 receptors in bovine cortical membranes	ChEMBL.	15743197
Ki (binding)	= 2780 nM	Displacement of [3H]-CGS-21,680 binding to adenosine A2A receptors of bovine striatal membranes	ChEMBL.	15743197

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: CHEMBL2113608

Bibliographic References

1 literature reference was 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 938045