TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 359.424 | Formula: C21H21N5O
H donors: 1 H acceptors: 3 LogP: 3.83 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: COc1cccc(c1)CCCc1nc(N)c2c(n1)cn(n2)c1ccccc1
InChi: 1S/C21H21N5O/c1-27-17-11-5-7-15(13-17)8-6-12-19-23-18-14-26(16-9-3-2-4-10-16)25-20(18)21(22)24-19/h2-5,7,9-11,13-14H,6,8,12H2,1H3,(H2,22,23,24)
InChiKey: ZCPXGQGRCJYMLF-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
Homo sapiens	adenosine A1 receptor	Starlite/ChEMBL	References
Homo sapiens	adenosine A2b 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	hypothetical protein	adenosine A1 receptor	326 aa	305 aa	21.0 %
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
Leishmania major	mitochondrial DNA polymerase beta	0.0324	0.3458	1
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0051	0.0193	0.019
Mycobacterium tuberculosis	NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase)	0.0186	0.1805	1
Trypanosoma brucei	mitogen activated protein kinase 4, putative	0.0051	0.0193	0.019
Trypanosoma brucei	mitochondrial DNA polymerase beta-PAK	0.0153	0.1413	0.3463
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Brugia malayi	Animal haem peroxidase family protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0049	0.0164	0.0252
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0126	0.1092	0.1085
Echinococcus granulosus	mitogen activated protein kinase	0.0051	0.0193	0.0482
Brugia malayi	Peroxidasin	0.0053	0.0207	0.0317
Schistosoma mansoni	peroxidasin	0.0053	0.0207	0.0518
Brugia malayi	MAP kinase sur-1	0.0051	0.0193	0.0296
Schistosoma mansoni	poly(ADP-ribose) glycohydrolase	0.0356	0.3851	1
Leishmania major	mitochondrial DNA polymerase beta-PAK, putative	0.0153	0.1413	0.3738
Brugia malayi	latrophilin 2 splice variant baaae	0.0037	0.0014	0.0021
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0053	0.0217	0.0333
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0164	0.0407
Schistosoma mansoni	hypothetical protein	0.0037	0.0014	0.0017
Trypanosoma brucei	protein kinase, putative	0.0051	0.0193	0.019
Loa Loa (eye worm)	animal heme peroxidase	0.0053	0.0207	0.0317
Echinococcus multilocularis	peroxidasin	0.0053	0.0207	0.0199
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0126	0.1092	0.2602
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Brugia malayi	bZIP transcription factor family protein	0.0084	0.0583	0.0897
Brugia malayi	Poly	0.0356	0.3851	0.592
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Mycobacterium ulcerans	enoyl-(acyl carrier protein) reductase	0.0186	0.1805	1
Echinococcus granulosus	mitogen activated protein kinase 3	0.0051	0.0193	0.0482
Echinococcus multilocularis	jun protein	0.0084	0.0583	0.0576
Toxoplasma gondii	enoyl-acyl carrier reductase ENR	0.0186	0.1805	0.4408
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.0164	0.0407
Loa Loa (eye worm)	animal heme peroxidase	0.0053	0.0207	0.0317
Trypanosoma cruzi	mitogen-activated protein kinase 3, putative	0.0126	0.1092	0.2602
Brugia malayi	hypothetical protein	0.0053	0.0207	0.0317
Onchocerca volvulus		0.0066	0.0367	1
Brugia malayi	Animal haem peroxidase family protein	0.0053	0.0207	0.0317
Echinococcus multilocularis	mitogen activated protein kinase 11	0.0126	0.1092	0.1085
Toxoplasma gondii	poly(ADP-ribose) glycohydrolase	0.0159	0.148	0.352
Plasmodium vivax	enoyl-acyl carrier protein reductase	0.0186	0.1805	0.5
Mycobacterium leprae	NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE)	0.0186	0.1805	0.5
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0217	0.0333
Loa Loa (eye worm)	blistered cuticle protein 3	0.0053	0.0207	0.0317
Brugia malayi	small heat shock protein	0.0578	0.6505	1
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.0164	0.0157
Leishmania major	mitogen-activated protein kinase 3, putative,map kinase 3, putative	0.0126	0.1092	0.2754
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0164	0.0407
Echinococcus granulosus	polyADP ribose glycohydrolase	0.0356	0.3851	1
Echinococcus granulosus	peroxidasin	0.0053	0.0207	0.0518
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	animal heme peroxidase	0.0053	0.0207	0.0317
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Brugia malayi	P38 map kinase family protein 2	0.0126	0.1092	0.1679
Echinococcus multilocularis	mitogen activated protein kinase 3	0.0051	0.0193	0.0185
Brugia malayi	Blistered cuticle protein 3	0.0053	0.0207	0.0317
Toxoplasma gondii	poly(ADP-ribose) glycohydrolase	0.0356	0.3851	1
Trypanosoma cruzi	mitogen activated protein kinase 4, putative	0.0051	0.0193	0.019
Schistosoma mansoni	hypothetical protein	0.0068	0.0394	0.1007
Schistosoma mansoni	jun-related protein	0.0068	0.0394	0.1007
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0324	0.3458	0.8947
Schistosoma mansoni	serine/threonine protein kinase	0.0051	0.0193	0.0482
Plasmodium falciparum	enoyl-acyl carrier reductase	0.0186	0.1805	0.5
Trypanosoma cruzi	mitogen-activated protein kinase 11, putative	0.0051	0.0193	0.019
Loa Loa (eye worm)	Poly(ADP-ribose) glycohydrolase	0.0356	0.3851	0.592
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Brugia malayi	hypothetical protein	0.0066	0.0367	0.0564
Brugia malayi	hypothetical protein	0.0036	0.0007	0.0011
Echinococcus granulosus	jun protein	0.0084	0.0583	0.1498
Echinococcus granulosus	mitogen activated protein kinase 14	0.0126	0.1092	0.2822
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0053	0.0217	0.0333
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0049	0.0164	0.0407
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription factor	0.0084	0.0583	0.0576
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0053	0.0217	0.0333
Brugia malayi	Animal haem peroxidase family protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Trichomonas vaginalis	hypothetical protein	0.0186	0.1805	1
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0126	0.1092	0.1085
Chlamydia trachomatis	enoyl-acyl-carrier protein reductase	0.0186	0.1805	0.5
Schistosoma mansoni	peroxidasin	0.0053	0.0207	0.0518
Trypanosoma cruzi	mitogen activated protein kinase 2, putative	0.0051	0.0193	0.019
Echinococcus multilocularis	mitogen activated protein kinase	0.0051	0.0193	0.0185
Trypanosoma brucei	poly(ADP-ribose) glycohydrolase, putative	0.0356	0.3851	1
Entamoeba histolytica	hypothetical protein	0.0159	0.148	0.3832
Giardia lamblia	Kinase, CMGC MAPK	0.0051	0.0193	0.5
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Echinococcus multilocularis	mitogen activated protein kinase 14	0.0126	0.1092	0.1085
Echinococcus granulosus	Basic leucine zipper bZIP transcription factor	0.0084	0.0583	0.1498
Toxoplasma gondii	hypothetical protein	0.0052	0.0202	0.0026
Echinococcus granulosus	mitogen activated protein kinase 11	0.0126	0.1092	0.2822
Entamoeba histolytica	hypothetical protein	0.0356	0.3851	1
Brugia malayi	Animal haem peroxidase family protein	0.0053	0.0207	0.0317
Entamoeba histolytica	poly(ADP-ribose) glycohydrolase, putative	0.0356	0.3851	1
Wolbachia endosymbiont of Brugia malayi	enoyl-ACP reductase	0.0186	0.1805	0.5
Brugia malayi	Animal haem peroxidase family protein	0.0053	0.0207	0.0317
Trypanosoma brucei	mitogen-activated protein kinase 3, putative	0.0126	0.1092	0.2602
Loa Loa (eye worm)	animal heme peroxidase	0.0053	0.0207	0.0317
Loa Loa (eye worm)	CMGC/MAPK/P38 protein kinase	0.0126	0.1092	0.1679
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0049	0.0164	0.0407
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0153	0.1413	0.3463
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0014	0.0021
Trypanosoma cruzi	poly(ADP-ribose) glycohydrolase, putative	0.0356	0.3851	1
Trypanosoma cruzi	mitochondrial DNA polymerase beta-PAK, putative	0.0055	0.0241	0.032
Loa Loa (eye worm)	hypothetical protein	0.0578	0.6505	1
Echinococcus multilocularis	poly(ADP ribose) glycohydrolase	0.0356	0.3851	0.3847
Loa Loa (eye worm)	hypothetical protein	0.0053	0.0207	0.0317
Trypanosoma brucei	mitochondrial DNA polymerase beta	0.0324	0.3458	0.8947
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0049	0.0164	0.0252
Entamoeba histolytica	poly(ADP-ribose) glycohydrolase, putative	0.0159	0.148	0.3832
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0049	0.0164	0.0157
Loa Loa (eye worm)	hypothetical protein	0.0082	0.0556	0.0854
Trypanosoma cruzi	poly(ADP-ribose) glycohydrolase, putative	0.0356	0.3851	1
Loa Loa (eye worm)	CMGC/MAPK/ERK1 protein kinase	0.0051	0.0193	0.0296
Trypanosoma cruzi	mitochondrial DNA polymerase beta, putative	0.0324	0.3458	0.8947

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 2.41 nM	Antagonist activity at human adenosine A1 receptor expressed in CHO cells assessed as inhibition of CCPA-stimulated cAMP level by scintillation counting analysis	ChEMBL.	25063944
IC50 (binding)	= 334 nM	Antagonist activity at human adenosine A2B receptor expressed in CHO cells assessed as inhibition of NECA-stimulated cAMP level by scintillation counting analysis	ChEMBL.	25063944
Inhibition (binding)	= 33 %	Displacement of [3H]AB-MECA from human adenosine A3 receptor expressed in CHO cells at 1 uM by scintillation counting analysis relative to control	ChEMBL.	25063944
Ki (binding)	= 0.15 nM	Displacement of [3H]-DPCPX from human adenosine A1 receptor expressed in CHO cells by scintillation counting analysis	ChEMBL.	25063944
Ki (binding)	= 147 nM	Displacement of [3H]ZM241385 from human adenosine A2A receptor expressed in CHO cells by scintillation counting analysis	ChEMBL.	25063944

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: CHEMBL3317576

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 920553