TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 473.53 | Formula: C24H27N9O2
H donors: 1 H acceptors: 4 LogP: 2.4 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: CCOc1ccc(cc1)N1CCN(CC1)CCn1ncc2c1nc(N)n1c2nc(n1)c1ccco1
InChi: 1S/C24H27N9O2/c1-2-34-18-7-5-17(6-8-18)31-12-9-30(10-13-31)11-14-32-22-19(16-26-32)23-27-21(20-4-3-15-35-20)29-33(23)24(25)28-22/h3-8,15-16H,2,9-14H2,1H3,(H2,25,28)
InChiKey: IOSLXICJNAAKOP-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adenosine A2a receptor	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

No druggable targets predicted by orthology data

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	follicle stimulating hormone receptor	adenosine A2a receptor	412 aa	336 aa	22.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma brucei	DNA topoisomerase IB, large subunit	0.0142	0.185	0.4365
Schistosoma mansoni	single-minded	0.0049	0.0474	0.0285
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0086	0.1033	0.472
Leishmania major	DNA topoisomerase type IB small subunit	0.0047	0.0456	0.0932
Brugia malayi	bHLH-PAS transcription factor	0.0036	0.0287	0.0345
Trypanosoma brucei	trypanothione reductase	0.0038	0.0314	0.074
Echinococcus granulosus	DNA topoisomerase 1	0.0189	0.2553	0.2418
Echinococcus multilocularis	transfer RNA-Lys	0.0036	0.0287	0.0093
Mycobacterium ulcerans	DNA polymerase IV	0.0041	0.0366	0.0436
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0043	0.0383	0.0176
Toxoplasma gondii	thioredoxin reductase	0.0038	0.0314	0.0502
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0041	0.0366	0.0134
Trypanosoma brucei	DNA polymerase kappa, putative	0.0031	0.0217	0.0512
Treponema pallidum	fructose-bisphosphate aldolase	0.0293	0.4092	0.5
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Echinococcus granulosus	ras gtpase	0.0057	0.0604	0.0433
Mycobacterium tuberculosis	Conserved hypothetical protein	0.0159	0.2114	1
Trichomonas vaginalis	ras-dva small GTPase, putative	0.0057	0.0604	0.0638
Loa Loa (eye worm)	hypothetical protein	0.0164	0.2176	0.748
Trypanosoma cruzi	DNA topoisomerase type IB small subunit, putative	0.0047	0.0456	0.0362
Echinococcus granulosus	thioredoxin glutathione reductase	0.0038	0.0321	0.0145
Loa Loa (eye worm)	hypothetical protein	0.0031	0.0217	0.0082
Echinococcus multilocularis	DNA topoisomerase 1	0.0189	0.2553	0.2405
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0041	0.0366	0.0134
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Echinococcus granulosus	histone lysine methyltransferase setb	0.003	0.0195	0.0017
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0293	0.4092	1
Brugia malayi	Ras-related protein R-Ras2	0.0057	0.0604	0.1544
Trichomonas vaginalis	dexras1, putative	0.0057	0.0604	0.0638
Trichomonas vaginalis	rheb, putative	0.0057	0.0604	0.0638
Trypanosoma brucei	mitochondrial DNA polymerase beta-PAK	0.0143	0.1875	0.4424
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0041	0.0366	0.0134
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0086	0.1033	0.472
Plasmodium vivax	thioredoxin reductase, putative	0.0038	0.0314	0.0502
Trypanosoma brucei	mitochondrial DNA polymerase beta	0.0303	0.4237	1
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Loa Loa (eye worm)	hypothetical protein	0.0057	0.0604	0.1544
Echinococcus multilocularis	microtubule associated protein 2	0.0691	1	1
Loa Loa (eye worm)	glutathione reductase	0.0038	0.0314	0.0447
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0143	0.1872	0.8675
Trypanosoma brucei	DNA polymerase kappa, putative	0.0021	0.0067	0.0159
Brugia malayi	Ras protein let-60	0.0057	0.0604	0.1544
Mycobacterium ulcerans	DNA polymerase IV	0.0041	0.0366	0.0436
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0086	0.1033	0.472
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0143	0.1875	0.3978
Brugia malayi	Pre-SET motif family protein	0.0209	0.2843	1
Leishmania major	mitochondrial DNA polymerase beta-PAK, putative	0.0143	0.1875	0.4334
Trypanosoma cruzi	DNA polymerase beta thumb, putative	0.0043	0.0383	0.0176
Plasmodium falciparum	topoisomerase I	0.0189	0.2553	1
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0209	0.2843	1
Echinococcus granulosus	single minded 2	0.0036	0.0287	0.011
Trichomonas vaginalis	rap1 and, putative	0.0057	0.0604	0.0638
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0038	0.0314	0.1204
Brugia malayi	DNA topoisomerase I	0.0189	0.2553	0.8908
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0293	0.4092	1
Leishmania major	DNA topoisomerase IB, large subunit	0.0142	0.185	0.4274
Echinococcus multilocularis	ras gtpase	0.0057	0.0604	0.0417
Trypanosoma brucei	DNA polymerase kappa, putative	0.0031	0.0217	0.0512
Trichomonas vaginalis	set domain proteins, putative	0.0237	0.327	0.7792
Trypanosoma cruzi	DNA topoisomerase IB, large subunit, putative	0.0142	0.185	0.3915
Giardia lamblia	Fructose-bisphosphate aldolase	0.0293	0.4092	1
Schistosoma mansoni	DNA topoisomerase type I	0.0189	0.2553	0.2405
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Trypanosoma brucei	DNA polymerase beta thumb, putative	0.0043	0.0383	0.0903
Brugia malayi	Thioredoxin reductase	0.0038	0.0314	0.0447
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Onchocerca volvulus		0.0237	0.327	1
Brugia malayi	PAS domain containing protein	0.0049	0.0474	0.1054
Trypanosoma brucei	DNA polymerase IV, putative	0.0041	0.0366	0.0865
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0143	0.1872	0.8817
Trypanosoma cruzi	DNA polymerase beta thumb, putative	0.0043	0.0383	0.0176
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0096	0.1176	0.5418
Echinococcus multilocularis	dna polymerase kappa	0.0041	0.0366	0.0174
Mycobacterium ulcerans	hypothetical protein	0.0159	0.2114	1
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0038	0.0321	0.0128
Mycobacterium tuberculosis	Probable oxidoreductase	0.0096	0.1176	0.5418
Trypanosoma brucei	DNA polymerase IV, putative	0.0035	0.0268	0.0632
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0086	0.1033	0.472
Schistosoma mansoni	aryl hydrocarbon receptor	0.0049	0.0474	0.0285
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0096	0.1176	0.1705
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Plasmodium vivax	topoisomerase I, putative	0.0189	0.2553	1
Trypanosoma cruzi	DNA polymerase kappa, putative	0.0041	0.0366	0.0134
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Mycobacterium tuberculosis	Probable reductase	0.0086	0.1033	0.472
Brugia malayi	polk-prov protein	0.0031	0.0217	0.0082
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Plasmodium vivax	glutathione reductase, putative	0.0038	0.0314	0.0502
Onchocerca volvulus		0.0036	0.0287	0.0297
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0096	0.1176	0.5418
Loa Loa (eye worm)	thioredoxin reductase	0.0038	0.0314	0.0447
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Loa Loa (eye worm)	DNA topoisomerase I	0.0189	0.2553	0.8908
Schistosoma mansoni	microtubule-associated protein tau	0.0691	1	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	0.4092	1
Mycobacterium tuberculosis	Probable dehydrogenase	0.0086	0.1033	0.472
Trichomonas vaginalis	GTP-binding protein rit, putative	0.0057	0.0604	0.0638
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0303	0.4237	1
Trypanosoma brucei	unspecified product	0.0035	0.0268	0.0632
Toxoplasma gondii	hypothetical protein	0.0049	0.0475	0.1188
Loa Loa (eye worm)	Ras protein let-60	0.0057	0.0604	0.1544
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0052	0.0521	0.0527
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Brugia malayi	hypothetical protein	0.0164	0.2176	0.748
Echinococcus granulosus	dna polymerase kappa	0.0041	0.0366	0.0191
Toxoplasma gondii	DNA topoisomerase I, putative	0.0189	0.2553	1
Loa Loa (eye worm)	hypoxia-induced factor 1	0.0151	0.1988	0.6771
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0303	0.4237	1
Brugia malayi	glutathione reductase	0.0038	0.0314	0.0447
Trypanosoma brucei	DNA topoisomerase type IB small subunit	0.0047	0.0456	0.1076
Schistosoma mansoni	DNA topoisomerase type I	0.0142	0.185	0.1687
Leishmania major	mitochondrial DNA polymerase beta	0.0303	0.4237	1
Schistosoma mansoni	DNA topoisomerase type I	0.0142	0.185	0.1687
Trypanosoma brucei	DNA polymerase kappa, putative	0.0041	0.0366	0.0865
Brugia malayi	hypoxia-induced factor 1	0.0151	0.1988	0.6771
Trypanosoma brucei	DNA polymerase IV, putative	0.0041	0.0366	0.0865
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0143	0.1872	1
Trichomonas vaginalis	ral, putative	0.0057	0.0604	0.0638
Leishmania major	trypanothione reductase	0.0038	0.0314	0.0591

Activities

Activity type	Activity value	Assay description	Source	Reference
Inhibition (functional)	= 27 %	Inhibition of haloperidol-induced catalepsy in rat at 1 mg/kg, po after 1 hr	ChEMBL.	17236762
Ki (binding)	= 1.4 nM	Binding affinity to human adenosine A2A receptor	ChEMBL.	17236762
Ki (binding)	= 1.4 nM	Binding affinity to human adenosine A2A receptor	ChEMBL.	17236762
Ratio Ki (binding)	= 848	Selectivity of human adenosine A2A receptor over human adenosine A1 receptor	ChEMBL.	17236762

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: CHEMBL400214

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 455169