TDR Targets

Basic information

Technical information

TDR Targets ID: 375282
Name: 5-(4-dimethylaminophenyl)-6-[2-(6-morpholin-4 -ylpyridin-3-yl)ethynyl]pyrimidin-4-amine
MW: 400.476 | Formula: C23H24N6O
H donors: 1 H acceptors: 3 LogP: 2.67 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: CN(c1ccc(cc1)c1c(N)ncnc1C#Cc1ccc(nc1)N1CCOCC1)C
InChi: 1S/C23H24N6O/c1-28(2)19-7-5-18(6-8-19)22-20(26-16-27-23(22)24)9-3-17-4-10-21(25-15-17)29-11-13-30-14-12-29/h4-8,10,15-16H,11-14H2,1-2H3,(H2,24,26,27)
InChiKey: AINVOEOJEKKMKB-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

5-(4-dimethylaminophenyl)-6-[2-(6-morpholino-3-pyridyl)ethynyl]pyrimidin-4-amine
5-(4-dimethylaminophenyl)-6-[2-(6-morpholino-3-pyridyl)ethynyl]-4-pyrimidinamine
[4-[4-amino-6-[2-(6-morpholino-3-pyridyl)ethynyl]pyrimidin-5-yl]phenyl]-dimethyl-amine
89I

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Candida albicans	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Echinococcus granulosus	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Leishmania braziliensis	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma brucei	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Brugia malayi	Adenosine kinase-like	Get druggable targets OG5_128398	All targets in OG5_128398
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_128398	All targets in OG5_128398
Leishmania infantum	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Leishmania donovani	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Onchocerca volvulus		Get druggable targets OG5_128398	All targets in OG5_128398
Schistosoma japonicum	ko:K00856 adenosine kinase [EC2.7.1.20], putative	Get druggable targets OG5_128398	All targets in OG5_128398
Schistosoma mansoni	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma cruzi	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Echinococcus multilocularis	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Schistosoma mansoni	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Cryptosporidium parvum	adenosine kinase like ribokinase	Get druggable targets OG5_128398	All targets in OG5_128398
Toxoplasma gondii	kinase, pfkB family protein	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma brucei gambiense	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Neospora caninum	GG10762, related	Get druggable targets OG5_128398	All targets in OG5_128398
Leishmania major	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma cruzi	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Babesia bovis	adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Leishmania mexicana	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma brucei	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma brucei gambiense	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398
Candida albicans	putative adenosine kinase	Get druggable targets OG5_128398	All targets in OG5_128398
Trypanosoma congolense	adenosine kinase, putative	Get druggable targets OG5_128398	All targets in OG5_128398

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma cruzi	adenosine kinase, putative	adenosine kinase	345 aa	337 aa	35.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Trypanosoma cruzi	adenosine kinase, putative	0.0105	0.2877	0.5
Schistosoma mansoni	peroxidasin	0.0255	0.9045	1
Onchocerca volvulus	Peroxidase homolog	0.0255	0.9045	0.9045
Leishmania major	adenosine kinase, putative	0.0105	0.2877	0.5
Brugia malayi	Peroxidasin	0.0255	0.9045	1
Trypanosoma brucei	adenosine kinase, putative	0.0105	0.2877	0.5
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Echinococcus multilocularis	adenosine kinase	0.0105	0.2877	0.318
Brugia malayi	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Echinococcus granulosus	peroxidasin	0.0255	0.9045	1
Schistosoma mansoni	adenosine kinase	0.0105	0.2877	0.318
Loa Loa (eye worm)	animal heme peroxidase	0.0255	0.9045	1
Brugia malayi	Pre-SET motif family protein	0.0245	0.8611	0.952
Echinococcus multilocularis	peroxidasin	0.0255	0.9045	1
Onchocerca volvulus	Dual oxidase homolog	0.0255	0.9045	0.9045
Trichomonas vaginalis	set domain proteins, putative	0.0278	1	0.5
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Brugia malayi	Animal haem peroxidase family protein	0.0255	0.9045	1
Onchocerca volvulus	Peroxidasin homolog	0.0255	0.9045	0.9045
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Toxoplasma gondii	kinase, pfkB family protein	0.0105	0.2877	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	animal heme peroxidase	0.0255	0.9045	1
Onchocerca volvulus		0.0255	0.9045	0.9045
Schistosoma mansoni	peroxidasin	0.0255	0.9045	1
Brugia malayi	Animal haem peroxidase family protein	0.0255	0.9045	1
Plasmodium vivax	SET domain protein, putative	0.0035	0	0.5
Onchocerca volvulus	Peroxidase homolog	0.0255	0.9045	0.9045
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Trypanosoma brucei	adenosine kinase, putative	0.0105	0.2877	0.5
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	animal heme peroxidase	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0105	0.2877	0.318
Brugia malayi	Blistered cuticle protein 3	0.0255	0.9045	1
Onchocerca volvulus		0.0255	0.9045	0.9045
Echinococcus granulosus	adenosine kinase	0.0105	0.2877	0.318
Loa Loa (eye worm)	blistered cuticle protein 3	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Trypanosoma cruzi	adenosine kinase, putative	0.0105	0.2877	0.5
Brugia malayi	Animal haem peroxidase family protein	0.0255	0.9045	1
Schistosoma mansoni	adenosine kinase	0.0105	0.2877	0.318
Onchocerca volvulus	Chorion peroxidase homolog	0.0255	0.9045	0.9045
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1
Brugia malayi	Animal haem peroxidase family protein	0.0255	0.9045	1
Brugia malayi	Adenosine kinase-like	0.0105	0.2877	0.318
Onchocerca volvulus		0.0255	0.9045	0.9045
Loa Loa (eye worm)	animal heme peroxidase	0.0255	0.9045	1
Onchocerca volvulus	Peroxidasin homolog	0.0255	0.9045	0.9045
Onchocerca volvulus		0.0093	0.2385	0.2385
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0245	0.8611	0.952
Brugia malayi	Animal haem peroxidase family protein	0.0255	0.9045	1
Loa Loa (eye worm)	hypothetical protein	0.0255	0.9045	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 44 %	Reduction of formalin-induced nociception in rat at 10 umol/kg, ip by paw flinching test	ChEMBL.	17197188
Activity (functional)	= 100 %	Analgesic activity in mouse assessed as maximal protective effect at 30 umol/kg, ip by hot plate test	ChEMBL.	17197188
Activity (functional)	= 100 %	Analgesic activity in mouse assessed as maximal protective effect at 30 umol/kg, ip by hot plate test	ChEMBL.	17197188
CL (ADMET)	= 1 L/hr.Kg	Plasma clearance in rat at 5 umol/kg, iv	ChEMBL.	17197188
Cmax (ADMET)	= 0.08 ug ml-1	Cmax in rat at 5 umol/kg, po	ChEMBL.	17197188
F (ADMET)	= 9 %	Bioavailability in rat at 5 umol/kg, po	ChEMBL.	17197188
IC50 (binding)	= 2 nM	Inhibition of cytosolic adenosine kinase	ChEMBL.	17197188
IC50 (binding)	= 2 nM	Inhibition of cytosolic adenosine kinase	ChEMBL.	17197188
IC50 (binding)	= 68 nM	Inhibition of human cytosolic AK	ChEMBL.	17154503
IC50 (functional)	= 68 nM	Inhibition of adenosine kinase in intact cells assessed as adenosine phosphorylation	ChEMBL.	17197188
IC50 (binding)	= 68 nM	Inhibition of human cytosolic AK	ChEMBL.	17154503
IC50 (functional)	= 68 nM	Inhibition of adenosine kinase in intact cells assessed as adenosine phosphorylation	ChEMBL.	17197188
Stabilty (ADMET)	= 21 %	Metabolic stability in rat hepatocyte after 24 hrs	ChEMBL.	17197188
Stabilty (ADMET)	= 74 %	Metabolic stability in human liver microsomes after 1 hr	ChEMBL.	17197188
t1/2 (ADMET)	= 0.5 hr	Half life in rat at 5 umol/kg, iv	ChEMBL.	17197188
Vbeta (ADMET)	= 0.7 L/Kg	Volume of distribution in rat at 5 umol/kg, iv	ChEMBL.	17197188

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: CHEMBL216697
PubChem: 11987868

Bibliographic References

2 literature references were 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 375282