TDR Targets

Basic information

Technical information

TDR Targets ID: 349289
Name: 2-[4-(1,3-dimethyl-2,4-dioxo-5H-pyrrolo[3,2-d ]pyrimidin-6-yl)phenoxy]-N-(4-fluorophenyl)pr opanamide
MW: 436.436 | Formula: C23H21FN4O4
H donors: 2 H acceptors: 3 LogP: 2.97 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: O=C(C(Oc1ccc(cc1)c1[nH]c2c(c1)n(C)c(=O)n(c2=O)C)C)Nc1ccc(cc1)F
InChi: 1S/C23H21FN4O4/c1-13(21(29)25-16-8-6-15(24)7-9-16)32-17-10-4-14(5-11-17)18-12-19-20(26-18)22(30)28(3)23(31)27(19)2/h4-13,26H,1-3H3,(H,25,29)
InChiKey: MIUFQVYUQXLGKH-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

2-[4-(2,4-diketo-1,3-dimethyl-5H-pyrrolo[3,2-d]pyrimidin-6-yl)phenoxy]-N-(4-fluorophenyl)propionamide
2-[4-(1,3-dimethyl-2,4-dioxo-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]-N-(4-fluorophenyl)propanamide
2-[4-(2,4-diketo-1,3-dimethyl-5H-pyrrolo[4,5-d]pyrimidin-6-yl)phenoxy]-N-(4-fluorophenyl)propionamide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	thyroid hormone receptor	0.001	0.4234	0.4657
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Schistosoma mansoni	photoreceptor-specific nuclear receptor related	0.001	0.4234	0.4657
Brugia malayi	Steroid receptor seven-up type 2	0.001	0.4234	0.4074
Schistosoma mansoni	Tr4/Tr2 (homologue)	0.001	0.4234	0.4657
Echinococcus multilocularis	thyroid hormone receptor alpha	0.001	0.4234	0.4493
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Schistosoma mansoni	nuclear hormone receptor	0.001	0.4234	0.4657
Schistosoma mansoni	coup transcription factor	0.001	0.4234	0.4657
Schistosoma mansoni	vesicular amine transporter	0.0012	0.5831	0.6414
Brugia malayi	Fibronectin type III domain containing protein	0.0012	0.5831	0.5716
Echinococcus multilocularis	Immunoglobulin	0.0012	0.5831	0.6304
Loa Loa (eye worm)	hypothetical protein	0.0016	0.9091	0.9066
Brugia malayi	photoreceptor-specific nuclear receptor	0.001	0.4234	0.4074
Echinococcus granulosus	neuroglian	0.0012	0.5831	0.6304
Echinococcus multilocularis	basement membrane specific heparan sulfate	0.0012	0.5831	0.6304
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Brugia malayi	hypothetical protein	0.0012	0.5831	0.5716
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-40	0.001	0.4234	0.4074
Echinococcus multilocularis	ecdysone induced protein 78C	0.001	0.4234	0.4493
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.001	0.4234	0.4074
Echinococcus granulosus	FTZ F1 nuclear receptor protein	0.001	0.4234	0.4493
Loa Loa (eye worm)	hypothetical protein	0.0016	0.9091	0.9066
Echinococcus granulosus	retinoic acid receptor rxr beta a	0.001	0.4234	0.4493
Echinococcus multilocularis	FTZ F1 nuclear receptor protein	0.001	0.4234	0.4493
Echinococcus multilocularis	roundabout 2	0.0016	0.9091	1
Onchocerca volvulus	Bile acid receptor homolog	0.001	0.4234	0.5
Schistosoma mansoni	nephrin	0.0012	0.5831	0.6414
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Onchocerca volvulus	Protein ultraspiracle homolog	0.001	0.4234	0.5
Echinococcus granulosus	hepatocyte nuclear factor 4 alpha	0.001	0.4234	0.4493
Echinococcus granulosus	twitchin	0.0012	0.5831	0.6304
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Echinococcus granulosus	neurotracting:lsamp:neurotrimin:obcam	0.0016	0.9091	1
Brugia malayi	Nuclear hormone receptor family member nhr-14	0.001	0.4234	0.4074
Brugia malayi	Nuclear hormone receptor family member nhr-3	0.001	0.4234	0.4074
Brugia malayi	Ligand-binding domain of nuclear hormone receptor family protein	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.001	0.4234	0.4074
Schistosoma mansoni	RAR-like nuclear receptor	0.001	0.4234	0.4657
Brugia malayi	Nuclear hormone receptor family member nhr-1	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Schistosoma mansoni	Neurotrimin precursor (hNT)	0.0012	0.5831	0.6414
Schistosoma mansoni	steroid hormone receptor ad4bp	0.001	0.4234	0.4657
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.0012	0.5831	0.5716
Onchocerca volvulus	Steroid hormone receptor family member cnr14 homolog	0.001	0.4234	0.5
Echinococcus granulosus	defective proboscis extension response	0.0012	0.5831	0.6304
Echinococcus granulosus	roundabout 2	0.0016	0.9091	1
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-49	0.001	0.4234	0.4074
Echinococcus multilocularis	Immunoglobulin	0.0012	0.5831	0.6304
Echinococcus multilocularis	COUP TF:Svp nuclear hormone receptor	0.001	0.4234	0.4493
Echinococcus granulosus	COUP TF:Svp nuclear hormone receptor	0.001	0.4234	0.4493
Brugia malayi	Nuclear hormone receptor-like 1	0.001	0.4234	0.4074
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.001	0.4234	0.4657
Echinococcus multilocularis	hepatocyte nuclear factor 4 alpha	0.001	0.4234	0.4493
Brugia malayi	ecdysteroid receptor	0.001	0.4234	0.4074
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.001	0.4234	0.4493
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-14	0.001	0.4234	0.4074
Schistosoma mansoni	cell adhesion molecule	0.0016	0.9091	1
Schistosoma mansoni	FTZ-F1 nuclear receptor-like protein	0.001	0.4234	0.4657
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.001	0.4234	0.4074
Brugia malayi	steroid hormone receptor	0.001	0.4234	0.4074
Brugia malayi	Nuclear hormone receptor family member nhr-40	0.001	0.4234	0.4074
Echinococcus granulosus	Immunoglobulin	0.0012	0.5831	0.6304
Brugia malayi	Nuclear hormone receptor family member nhr-49	0.001	0.4234	0.4074
Onchocerca volvulus		0.001	0.4234	0.5
Schistosoma mansoni	thyroid hormone receptor	0.001	0.4234	0.4657
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.001	0.4234	0.4493
Echinococcus granulosus	Nuclear hormone receptor family member nhr 41	0.001	0.4234	0.4493
Brugia malayi	Nuclear hormone receptor family member nhr-25	0.001	0.4234	0.4074
Brugia malayi	Nuclear hormone receptor family member nhr-41	0.001	0.4234	0.4074
Echinococcus multilocularis	Nuclear hormone receptor family member nhr 41	0.001	0.4234	0.4493
Brugia malayi	nuclear hormone receptor	0.001	0.4234	0.4074
Echinococcus granulosus	nuclear receptor 2DBD gamma	0.001	0.4234	0.4493
Schistosoma mansoni	retinoic acid receptor RXR	0.001	0.4234	0.4657
Schistosoma mansoni	nuclear receptor 2DBD-gamma	0.001	0.4234	0.4657
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-31	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.0016	0.9091	0.9066
Echinococcus multilocularis	FTZ F1 alpha	0.001	0.4234	0.4493
Echinococcus multilocularis	neuroglian	0.0012	0.5831	0.6304
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-41	0.001	0.4234	0.4074
Schistosoma mansoni	nuclear hormone receptor nor-1/nor-2	0.001	0.4234	0.4657
Brugia malayi	Nuclear hormone receptor family member nhr-31	0.001	0.4234	0.4074
Loa Loa (eye worm)	nuclear hormone receptor family member nhr-1	0.001	0.4234	0.4074
Echinococcus multilocularis	nuclear receptor 2DBD gamma	0.001	0.4234	0.4493
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Loa Loa (eye worm)	steroid hormone receptor	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Schistosoma mansoni	defective proboscis extension response (dpr)-related	0.0012	0.5831	0.6414
Schistosoma mansoni	retinoid-x-receptor (RXR)	0.0005	0.027	0.0297
Echinococcus granulosus	FTZ F1 alpha	0.001	0.4234	0.4493
Loa Loa (eye worm)	TK/KIN16 protein kinase	0.0017	1	1
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0012	0.5831	0.5716
Schistosoma mansoni	ecdysone-induced protein 78c (dr-78)	0.0005	0.027	0.0297
Brugia malayi	nuclear receptor NHR-88	0.001	0.4234	0.4074
Loa Loa (eye worm)	hypothetical protein	0.001	0.4234	0.4074
Loa Loa (eye worm)	nuclear Hormone Receptor family member	0.001	0.4234	0.4074
Echinococcus granulosus	ecdysone induced protein 78C	0.001	0.4234	0.4493
Brugia malayi	Nuclear hormone receptor family member nhr-19	0.001	0.4234	0.4074

Activities

Activity type	Activity value	Assay description	Source	Reference
Inhibition (binding)	= 70 %	Displacement of [3H]ZM241385 from recombinant human adenosine A2A receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Inhibition (binding)	= 70 %	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 HeLa cells at 0.01 uM	ChEMBL.	16392813
Inhibition (binding)	= 76 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HeLa cells at 0.01 uM	ChEMBL.	16392813
Inhibition (binding)	= 99 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Inhibition (binding)	= 99 %	Displacement of [3H]DPCPX from recombinant human adenosine A2B receptor expressed in HEK293 cells at 0.1 uM	ChEMBL.	16392813
Ki (binding)	= 8.41	Binding affinity to recombinant human adenosine A2B receptor	ChEMBL.	16392813
Log Ki (binding)	= 8.41	Binding affinity to recombinant human adenosine A2B 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: CHEMBL199486
PubChem: 11618962

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 349289