Detailed information for compound 258139

Basic information

Technical information
  • TDR Targets ID: 258139
  • Name: 5,6-bis(3-fluoro-4-methylphenyl)-7-thiophen-2 -ylpyrido[2,3-d]pyrimidin-4-amine
  • MW: 444.499 | Formula: C25H18F2N4S
  • H donors: 1 H acceptors: 3 LogP: 6.02 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1cc(ccc1C)c1c(nc2c(c1c1ccc(c(c1)F)C)c(N)ncn2)c1cccs1
  • InChi: 1S/C25H18F2N4S/c1-13-5-7-15(10-17(13)26)20-21(16-8-6-14(2)18(27)11-16)23(19-4-3-9-32-19)31-25-22(20)24(28)29-12-30-25/h3-12H,1-2H3,(H2,28,29,30,31)
  • InChiKey: SGKWBFDQCJDIDV-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5,6-bis(3-fluoro-4-methyl-phenyl)-7-(2-thienyl)pyrido[2,3-d]pyrimidin-4-amine
  • 5,6-bis(3-fluoro-4-methylphenyl)-7-(2-thienyl)-4-pyrido[2,3-d]pyrimidinamine
  • 5,6-bis(3-fluoro-4-methyl-phenyl)-7-thiophen-2-yl-pyrido[2,3-d]pyrimidin-4-amine
  • [5,6-bis(3-fluoro-4-methyl-phenyl)-7-(2-thienyl)pyrido[2,3-d]pyrimidin-4-yl]amine
  • 5,6-bis(3-fluoro-4-methylphenyl)-7-thiophen-2-ylpyrido[3,2-e]pyrimidin-4-amine
  • 5,6-bis(3-fluoro-4-methyl-phenyl)-7-(2-thienyl)pyrido[3,2-e]pyrimidin-4-amine
  • 5,6-bis(3-fluoro-4-methylphenyl)-7-(2-thienyl)-4-pyrido[3,2-e]pyrimidinamine
  • [5,6-bis(3-fluoro-4-methyl-phenyl)-7-(2-thienyl)pyrido[3,2-e]pyrimidin-4-yl]amine
  • 5,6-bis(3-fluoro-4-methyl-phenyl)-7-thiophen-2-yl-pyrido[3,2-e]pyrimidin-4-amine

Targets

Known targets for this compound

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

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus 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
Trypanosoma cruzi 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
Babesia bovis 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
Echinococcus granulosus adenosine kinase 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
Trypanosoma congolense adenosine kinase, 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
Schistosoma mansoni adenosine kinase 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
Echinococcus multilocularis adenosine kinase 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
Trypanosoma brucei adenosine kinase, putative 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
Leishmania infantum 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
Leishmania donovani adenosine kinase, putative 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
Candida albicans putative adenosine kinase 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
Neospora caninum GG10762, related 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
Candida albicans adenosine kinase 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
Candida albicans similar to Ribokinase Adenosine kinase   361 aa 303 aa 21.5 %
Leishmania infantum adenosine kinase-like protein Adenosine kinase   361 aa 351 aa 37.6 %
Leishmania donovani adenosine kinase-like protein Adenosine kinase   361 aa 351 aa 37.6 %
Leishmania braziliensis adenosine kinase-like protein Adenosine kinase   361 aa 351 aa 37.6 %
Leishmania major adenosine kinase-like protein Adenosine kinase   361 aa 351 aa 36.8 %
Trypanosoma cruzi adenosine kinase, putative adenosine kinase 345 aa 337 aa 35.6 %
Leishmania mexicana adenosine kinase-like protein Adenosine kinase   361 aa 344 aa 36.6 %
Candida albicans similar to Ribokinase Adenosine kinase   361 aa 309 aa 20.7 %
Schistosoma mansoni ribokinase Adenosine kinase   361 aa 289 aa 23.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Possible oxidoreductase 0.0043 0.0385 0.0415
Echinococcus granulosus pseudouridine metabolizing bifunctional protein 0.0024 0.0065 0.0201
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0043 0.0385 0.1186
Entamoeba histolytica Hypothetical protein T24C12.3, putative 0.0024 0.0065 1
Mycobacterium ulcerans monoamine oxidase 0.0043 0.0385 0.0385
Mycobacterium ulcerans carbohydrate kinase CbhK 0.0024 0.0065 0.0065
Brugia malayi Ets-domain containing protein 0.0078 0.098 0.2667
Chlamydia trachomatis protoporphyrinogen oxidase 0.0043 0.0385 0.5
Brugia malayi amine oxidase, flavin-containing family protein 0.0043 0.0385 0.1047
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Trichomonas vaginalis conserved hypothetical protein 0.0024 0.0065 1
Leishmania major ribokinase, putative 0.0024 0.0065 0.0201
Trypanosoma cruzi UDP-galactopyranose mutase 0.0043 0.0385 0.1186
Echinococcus granulosus lysine specific histone demethylase 1A 0.0043 0.0385 0.1186
Echinococcus granulosus GA binding protein alpha chain 0.0078 0.098 0.3021
Leishmania major adenosine kinase-like protein 0.0024 0.0065 0.0201
Trichomonas vaginalis ribokinase, putative 0.0024 0.0065 1
Trichomonas vaginalis ribokinase, putative 0.0024 0.0065 1
Plasmodium vivax protoporphyrinogen oxidase, putative 0.0043 0.0385 1
Toxoplasma gondii kinase, pfkB family protein 0.0024 0.0065 0.0201
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0043 0.0385 0.1047
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0043 0.0385 1
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0385 1
Trypanosoma cruzi adenosine kinase, putative 0.021 0.3244 1
Leishmania major tagatose-6-phosphate kinase-like protein 0.0024 0.0065 0.0201
Entamoeba histolytica fructokinase, putative 0.0024 0.0065 1
Schistosoma mansoni ets-related 0.0235 0.3675 1
Leishmania major adenosine kinase-like protein 0.0024 0.0065 0.0201
Brugia malayi Fli-1 protein 0.0235 0.3675 1
Schistosoma mansoni adenosine kinase 0.021 0.3244 0.8828
Mycobacterium ulcerans dehydrogenase 0.0043 0.0385 0.0385
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Trichomonas vaginalis ribokinase, putative 0.0024 0.0065 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Treponema pallidum exodeoxyribonuclease (exoA) 0.002 0 0.5
Leishmania major putative PfkB family sugar kinase 0.0024 0.0065 0.0201
Schistosoma mansoni amine oxidase 0.0043 0.0385 0.1047
Echinococcus granulosus ribokinase 0.0024 0.0065 0.0201
Trypanosoma cruzi adenosine kinase, putative 0.0024 0.0065 0.0201
Leishmania major UDP-galactopyranose mutase 0.0043 0.0385 0.1186
Loa Loa (eye worm) hypothetical protein 0.0024 0.0065 0.0177
Mycobacterium tuberculosis Adenosine kinase 0.0024 0.0065 0.007
Echinococcus multilocularis 0.0043 0.0385 0.1186
Mycobacterium ulcerans oxidoreductase 0.0043 0.0385 0.0385
Schistosoma mansoni ribokinase 0.0024 0.0065 0.0177
Trypanosoma cruzi adenosine kinase, putative 0.021 0.3244 1
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0043 0.0385 0.0385
Mycobacterium ulcerans fructokinase, PfkB 0.0024 0.0065 0.0065
Brugia malayi Ribokinase 0.0024 0.0065 0.0177
Schistosoma mansoni gabp alpha 0.0078 0.098 0.2667
Loa Loa (eye worm) hypothetical protein 0.021 0.3244 0.8828
Onchocerca volvulus 0.0186 0.2836 1
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0606 1 1
Echinococcus multilocularis adenosine kinase 0.021 0.3244 1
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0043 0.0385 0.1186
Echinococcus multilocularis pseudouridine metabolizing bifunctional protein 0.0024 0.0065 0.0201
Loa Loa (eye worm) hypothetical protein 0.0066 0.0788 0.2144
Trypanosoma brucei adenosine kinase, putative 0.021 0.3244 1
Plasmodium falciparum lysine-specific histone demethylase 1, putative 0.0043 0.0385 1
Echinococcus multilocularis protoporphyrinogen oxidase 0.0043 0.0385 0.1186
Loa Loa (eye worm) D-ets-4 DNA binding domain-containing protein 0.0078 0.098 0.2667
Mycobacterium tuberculosis 6-phosphofructokinase PfkB (phosphohexokinase) (phosphofructokinase) 0.0024 0.0065 0.007
Trypanosoma cruzi adenosine kinase, putative 0.0024 0.0065 0.0201
Trypanosoma brucei ribokinase, putative 0.0024 0.0065 0.0201
Wolbachia endosymbiont of Brugia malayi exonuclease III 0.002 0 0.5
Brugia malayi SWIRM domain containing protein 0.0043 0.0385 0.1047
Loa Loa (eye worm) hypothetical protein 0.0024 0.0065 0.0177
Plasmodium falciparum protoporphyrinogen oxidase 0.0043 0.0385 1
Schistosoma mansoni adenosine kinase 0.021 0.3244 0.8828
Trypanosoma brucei adenosine kinase, putative 0.021 0.3244 1
Echinococcus multilocularis ribokinase 0.0024 0.0065 0.0201
Plasmodium vivax lysine-specific histone demethylase 1, putative 0.0043 0.0385 1
Brugia malayi Adenosine kinase-like 0.021 0.3244 0.8828
Echinococcus granulosus adenosine kinase 0.021 0.3244 1
Onchocerca volvulus 0.0043 0.0385 0.1153
Entamoeba histolytica ribokinase, putative 0.0024 0.0065 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0043 0.0385 0.0415
Mycobacterium tuberculosis Ribokinase RbsK 0.0024 0.0065 0.007
Schistosoma mansoni amine oxidase 0.0043 0.0385 0.1047
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0043 0.0385 1
Echinococcus granulosus lysine specific histone demethylase 1A 0.0043 0.0385 0.1186
Giardia lamblia Ribokinase 0.0024 0.0065 1
Leishmania major tagatose-6-phosphate kinase-like protein 0.0024 0.0065 0.0201
Trypanosoma cruzi ribokinase, putative 0.0024 0.0065 0.0201
Trypanosoma brucei ribokinase, putative 0.0024 0.0065 0.0201
Trypanosoma cruzi UDP-galactopyranose mutase 0.0043 0.0385 0.1186
Leishmania major adenosine kinase, putative 0.021 0.3244 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Echinococcus multilocularis GA binding protein alpha chain 0.0078 0.098 0.3021
Loa Loa (eye worm) fli-1 protein 0.0235 0.3675 1
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0043 0.0385 0.1047
Brugia malayi Ets-domain containing protein 0.0078 0.098 0.2667
Entamoeba histolytica kinase, PfkB family 0.0024 0.0065 1
Brugia malayi hypothetical protein 0.0043 0.0385 0.1047
Entamoeba histolytica tagatose-6-phosphate kinase, putative 0.0024 0.0065 1
Toxoplasma gondii histone lysine-specific demethylase 0.0043 0.0385 0.1186
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0385 1
Brugia malayi hypothetical protein 0.0024 0.0065 0.0177
Loa Loa (eye worm) hypothetical protein 0.0043 0.0385 0.1047
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.0563 0.9272 1
Toxoplasma gondii kinase, pfkB family protein 0.021 0.3244 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.25 nM Inhibition adenosine kinase activity in rat brain in vitro ChEMBL. 14613327
IC50 (binding) = 0.25 nM Inhibition adenosine kinase activity in rat brain in vitro ChEMBL. 14613327
IC50 (binding) = 288 nM Inhibition of adenosine kinase activity in IMR-32 human neuroblastoma cells ChEMBL. 14613327
IC50 (binding) = 288 nM Inhibition of adenosine kinase activity in IMR-32 human neuroblastoma cells ChEMBL. 14613327

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

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.