Detailed information for compound 340658

Basic information

Technical information
  • TDR Targets ID: 340658
  • Name: (2R,3R,4R)-2-[4-(2,3-dihydro-1,4-benzodioxin- 7-ylamino)-5-(2-methylphenyl)pyrrolo[2,3-d]py rimidin-7-yl]oxolane-3,4-diol
  • MW: 460.482 | Formula: C25H24N4O5
  • H donors: 3 H acceptors: 4 LogP: 2.65 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O[C@@H]1CO[C@H]([C@@H]1O)n1cc(c2c1ncnc2Nc1ccc2c(c1)OCCO2)c1ccccc1C
  • InChi: 1S/C25H24N4O5/c1-14-4-2-3-5-16(14)17-11-29(25-22(31)18(30)12-34-25)24-21(17)23(26-13-27-24)28-15-6-7-19-20(10-15)33-9-8-32-19/h2-7,10-11,13,18,22,25,30-31H,8-9,12H2,1H3,(H,26,27,28)/t18-,22-,25-/m1/s1
  • InChiKey: MGKHPICWNDKFMR-YBGOQADZSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2R,3R,4R)-2-[4-(2,3-dihydro-1,4-benzodioxin-7-ylamino)-5-(o-tolyl)pyrrolo[2,3-d]pyrimidin-7-yl]tetrahydrofuran-3,4-diol
  • (2R,3R,4R)-2-[4-(2,3-dihydro-1,4-benzodioxin-7-ylamino)-5-(o-tolyl)-7-pyrrolo[2,3-d]pyrimidinyl]tetrahydrofuran-3,4-diol
  • (2R,3R,4R)-2-[4-(2,3-dihydro-1,4-benzodioxin-7-ylamino)-5-(2-methylphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]tetrahydrofuran-3,4-diol
  • (2R,3R,4R)-2-[4-(2,3-dihydro-1,4-benzodioxin-7-ylamino)-5-(2-methylphenyl)-7-pyrrolo[2,3-d]pyrimidinyl]tetrahydrofuran-3,4-diol

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
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
Cryptosporidium parvum adenosine kinase like ribokinase Get druggable targets OG5_128398 All targets in OG5_128398
Schistosoma mansoni adenosine kinase 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
Toxoplasma gondii kinase, pfkB family protein 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
Candida albicans adenosine kinase 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
Schistosoma japonicum ko:K00856 adenosine kinase [EC2.7.1.20], putative 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
Leishmania mexicana 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
Trypanosoma brucei gambiense adenosine kinase, putative 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
Brugia malayi Adenosine kinase-like Get druggable targets OG5_128398 All targets in OG5_128398
Onchocerca volvulus 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
Schistosoma mansoni 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
Trypanosoma brucei 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
Neospora caninum GG10762, related 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
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus dihydrofolate reductase 0.3555 0.5313 0.6753
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.03 0.0306 0.0389
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.03 0.0306 0.0306
Echinococcus granulosus thymidylate synthase 0.5215 0.7867 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.3555 0.5313 0.6753
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.6601 1 1
Schistosoma mansoni adenosine kinase 0.0105 0.0006 0.0008
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.3555 0.5313 0.6753
Trypanosoma brucei folylpolyglutamate synthase, putative 0.03 0.0306 0.0306
Trypanosoma brucei adenosine kinase, putative 0.0105 0.0006 0.0006
Echinococcus granulosus adenosine kinase 0.0105 0.0006 0.0008
Trypanosoma cruzi folylpolyglutamate synthetase 0.03 0.0306 0.0306
Loa Loa (eye worm) thymidylate synthase 0.5215 0.7867 1
Echinococcus multilocularis adenosine kinase 0.0105 0.0006 0.0008
Mycobacterium tuberculosis Probable phosphoribosylamine--glycine ligase PurD (GARS) (glycinamide ribonucleotide synthetase) (phosphoribosylglycinamide synt 0.0197 0.0148 0.0188
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.03 0.0306 0.0306
Brugia malayi Adenosine kinase-like 0.0105 0.0006 0.0008
Onchocerca volvulus 0.5215 0.7867 1
Trypanosoma cruzi adenosine kinase, putative 0.0105 0.0006 0.0006
Treponema pallidum folylpolyglutamate synthetase (folC) 0.03 0.0306 0.5
Onchocerca volvulus Putative folylpolyglutamate synthase 0.03 0.0306 0.0125
Loa Loa (eye worm) hypothetical protein 0.0105 0.0006 0.0008
Wolbachia endosymbiont of Brugia malayi phosphoribosylaminoimidazole synthetase 0.0298 0.0303 0.1578
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.03 0.0306 0.0306
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0298 0.0303 0.0385
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.5215 0.7867 1
Brugia malayi dihydrofolate reductase family protein 0.3555 0.5313 0.6753
Toxoplasma gondii kinase, pfkB family protein 0.0105 0.0006 0.0006
Mycobacterium tuberculosis Hypothetical protein 0.2481 0.3661 0.4654
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.6601 1 1
Schistosoma mansoni folylpolyglutamate synthase 0.03 0.0306 0.0389
Loa Loa (eye worm) FolC protein 0.03 0.0306 0.0389
Echinococcus multilocularis thymidylate synthase 0.5215 0.7867 1
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.1349 0.1921 1
Leishmania major adenosine kinase, putative 0.0105 0.0006 0.0006
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.03 0.0306 0.0389
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.03 0.0306 0.0389
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0298 0.0303 0.0385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.6601 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.6601 1 1
Brugia malayi thymidylate synthase 0.5215 0.7867 1
Brugia malayi Dihydrofolate reductase 0.3555 0.5313 0.6753
Brugia malayi FolC bifunctional protein 0.03 0.0306 0.0389
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.03 0.0306 0.0389
Trypanosoma brucei pteridine reductase 1 0.0196 0.0146 0.0146
Schistosoma mansoni adenosine kinase 0.0105 0.0006 0.0008
Leishmania major folylpolyglutamate synthetase 0.03 0.0306 0.0306
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.03 0.0306 0.0306
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.5215 0.7867 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.3555 0.5313 0.6753
Brugia malayi hypothetical protein 0.2481 0.3661 0.4654
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.1349 0.1921 0.2441
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.03 0.0306 0.0389
Chlamydia trachomatis dihydrofolate reductase 0.3555 0.5313 0.5
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.03 0.0306 0.0389
Mycobacterium ulcerans thymidylate synthase 0.5215 0.7867 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0298 0.0303 0.0385
Leishmania major pteridine reductase 1 0.0198 0.015 0.015
Echinococcus multilocularis dihydrofolate reductase 0.3555 0.5313 0.6753
Trypanosoma brucei adenosine kinase, putative 0.0105 0.0006 0.0006
Loa Loa (eye worm) dihydrofolate reductase 0.3555 0.5313 0.6753
Trichomonas vaginalis conserved hypothetical protein 0.2481 0.3661 1
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.03 0.0306 0.0389
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.5215 0.7867 1
Schistosoma mansoni dihydrofolate reductase 0.3555 0.5313 0.6753
Onchocerca volvulus 0.0298 0.0303 0.0122
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.2481 0.3661 0.3661
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.6601 1 1
Trypanosoma cruzi adenosine kinase, putative 0.0105 0.0006 0.0006
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.1349 0.1921 0.2441

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 6.9 mg kg-1 Effective dose for the analgesic effect measured at 3 h after administration when given orally by hot plate assay; (n=6) ChEMBL. 16190769
IC50 (binding) = 1 nM Inhibitory concentration against human recombinant adenosine kinase using [14C]-AMP as radioligand ChEMBL. 16190769
IC50 (binding) = 1 nM Inhibitory concentration against human recombinant adenosine kinase using [14C]-AMP as radioligand ChEMBL. 16190769
Inhibition (functional) = 99 % Percent inhibition of the licking and biting behavior in response to formalin injection at a dose of 20 mg/Kg when given orally in rat by formalin paw assay; (n=6) ChEMBL. 16190769

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.

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