TDR Targets

Basic information

Technical information

TDR Targets ID: 349831
Name: 2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[3,2-d ]pyrimidin-6-yl)phenoxy]-N-(4-phenylmethoxyph enyl)acetamide
MW: 566.647 | Formula: C33H34N4O5
H donors: 2 H acceptors: 3 LogP: 5.72 Rotable bonds: 13
Rule of 5 violations (Lipinski): 2
SMILES: CCCn1c2cc([nH]c2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)Nc1ccc(cc1)OCc1ccccc1
InChi: 1S/C33H34N4O5/c1-3-18-36-29-20-28(35-31(29)32(39)37(19-4-2)33(36)40)24-10-14-26(15-11-24)42-22-30(38)34-25-12-16-27(17-13-25)41-21-23-8-6-5-7-9-23/h5-17,20,35H,3-4,18-19,21-22H2,1-2H3,(H,34,38)
InChiKey: BEDJXTZHYOLEPQ-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

N-(4-benzyloxyphenyl)-2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]acetamide
2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]-N-(4-phenylmethoxyphenyl)ethanamide
N-(4-benzoxyphenyl)-2-[4-(2,4-diketo-1,3-dipropyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]acetamide
2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]-N-[4-(phenylmethoxy)phenyl]acetamide
N-[4-(benzyloxy)phenyl]-2-[4-(2,4-diketo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]acetamide
2-[4-(2,4-dioxo-1,3-dipropyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]-N-[4-(phenylmethoxy)phenyl]ethanamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	adenosine A2a 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	follicle stimulating hormone receptor	adenosine A2a receptor	412 aa	336 aa	22.3 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0038	0.5	0.5
Onchocerca volvulus		0.0038	0.5	0.5
Loa Loa (eye worm)	carboxylesterase	0.0038	0.5	0.5
Echinococcus granulosus	BC026374 protein S09 family	0.0038	0.5	0.5
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.0038	0.5	0.5
Mycobacterium ulcerans	carboxylesterase, LipT	0.0038	0.5	0.5
Echinococcus multilocularis	family S9 non peptidase ue (S09 family)	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Schistosoma mansoni	acetylcholinesterase	0.0038	0.5	0.5
Echinococcus granulosus	carboxylesterase 5A	0.0038	0.5	0.5
Onchocerca volvulus		0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Trichomonas vaginalis	carboxylesterase domain containing protein, putative	0.0038	0.5	0.5
Echinococcus multilocularis	acetylcholinesterase	0.0038	0.5	0.5
Echinococcus granulosus	neuroligin	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0038	0.5	0.5
Loa Loa (eye worm)	carboxylesterase	0.0038	0.5	0.5
Onchocerca volvulus		0.0038	0.5	0.5
Onchocerca volvulus		0.0038	0.5	0.5
Echinococcus multilocularis	carboxylesterase 5A	0.0038	0.5	0.5
Echinococcus granulosus	family S9 non peptidase ue S09 family	0.0038	0.5	0.5
Schistosoma mansoni	neuroligin 3 (S09 family)	0.0038	0.5	0.5
Brugia malayi	Carboxylesterase family protein	0.0038	0.5	0.5
Brugia malayi	Carboxylesterase family protein	0.0038	0.5	0.5
Echinococcus granulosus	acetylcholinesterase	0.0038	0.5	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Echinococcus multilocularis	BC026374 protein (S09 family)	0.0038	0.5	0.5
Schistosoma mansoni	BC026374 protein (S09 family)	0.0038	0.5	0.5
Echinococcus multilocularis	para nitrobenzyl esterase	0.0038	0.5	0.5
Brugia malayi	hypothetical protein	0.0038	0.5	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0038	0.5	0.5
Trichomonas vaginalis	spcc417.12 protein, putative	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Onchocerca volvulus		0.0038	0.5	0.5
Brugia malayi	Carboxylesterase family protein	0.0038	0.5	0.5
Echinococcus multilocularis	acetylcholinesterase	0.0038	0.5	0.5
Loa Loa (eye worm)	acetylcholinesterase 1	0.0038	0.5	0.5
Brugia malayi	Carboxylesterase family protein	0.0038	0.5	0.5
Echinococcus granulosus	acetylcholinesterase	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0038	0.5	0.5
Loa Loa (eye worm)	carboxylesterase	0.0038	0.5	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0038	0.5	0.5
Brugia malayi	Carboxylesterase family protein	0.0038	0.5	0.5
Schistosoma mansoni	gliotactin	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Echinococcus granulosus	para nitrobenzyl esterase	0.0038	0.5	0.5
Loa Loa (eye worm)	hypothetical protein	0.0038	0.5	0.5
Echinococcus multilocularis	neuroligin	0.0038	0.5	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Inhibition (binding)	= 49 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HeLa cells at 0.01 uM	ChEMBL.	16392813
Inhibition (binding)	= 49 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HeLa cells at 0.01 uM	ChEMBL.	16392813
Inhibition (binding)	= 60 %	Displacement of [3H]ZM241385 from recombinant human adenosine A2A receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Inhibition (binding)	= 60 %	Displacement of [3H]ZM241385 from recombinant human adenosine A2A receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Inhibition (binding)	= 76 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Inhibition (binding)	= 76 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Ki (binding)	= 7.73	Binding affinity to recombinant human adenosine A2A receptor	ChEMBL.	16392813
Ki (binding)	= 8.05	Binding affinity to recombinant human adenosine A2B receptor	ChEMBL.	16392813
Log Ki (binding)	= 7.73	Binding affinity to recombinant human adenosine A2A receptor	ChEMBL.	16392813
Log Ki (binding)	= 8.05	Binding affinity to recombinant human adenosine A2B receptor	ChEMBL.	16392813
Ratio Ki (binding)	= 2.1	Selectivity for human adenosine A2B over human adenosine A2A receptor	ChEMBL.	16392813

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: CHEMBL377485
PubChem: 11541413

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 349831