Detailed information for compound 41209

Basic information

Technical information
  • TDR Targets ID: 41209
  • Name: 5-[8-(3,5-dimethoxyphenyl)-8-azabicyclo[3.2.1 ]octan-3-yl]pyrimidine-2,4-diamine
  • MW: 355.434 | Formula: C19H25N5O2
  • H donors: 2 H acceptors: 2 LogP: 2.43 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(OC)cc(c1)N1C2CCC1CC(C2)c1cnc(nc1N)N
  • InChi: 1S/C19H25N5O2/c1-25-15-7-14(8-16(9-15)26-2)24-12-3-4-13(24)6-11(5-12)17-10-22-19(21)23-18(17)20/h7-13H,3-6H2,1-2H3,(H4,20,21,22,23)
  • InChiKey: JGPAZLDJBCRUKN-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • [2-amino-5-[8-(3,5-dimethoxyphenyl)-8-azabicyclo[3.2.1]octan-3-yl]pyrimidin-4-yl]amine
  • 2,4-Pyrimidinediamine, 5-[8-(3,5-dimethoxyphenyl)-8-azabicyclo[3.2.1]oct-3-yl]-
  • AIDS-208104
  • AIDS208104
  • Ro 17-3279

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Candida albicans dihydrofolate reductase Starlite/ChEMBL References
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni dihydrofolate reductase 0.0415 0.5 0.5
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 0.5 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0415 0.5 0.5
Echinococcus granulosus dihydrofolate reductase 0.0415 0.5 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0415 0.5 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 0.5 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 0.5 0.5
Chlamydia trachomatis dihydrofolate reductase 0.0415 0.5 0.5
Brugia malayi Dihydrofolate reductase 0.0415 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 0 uM l-1 Inhibitory activity of the compound against cell free dihydrofolate redutase (DHFR) from Escherichia coli ChEMBL. 14695838
I50 (binding) = 0.00024 uM l-1 Inhibitory activity of the compound against cell free dihydrofolate redutase (DHFR) from Mycobacterium lufu ChEMBL. 14695838
I50 (binding) = 0.026 uM l-1 Inhibitory activity against cell free dihydrofolate reductase (DHFR) from Candida albicans ChEMBL. 14695838
I50 (binding) = 0.084 uM l-1 Inhibitory activity against cell free dihydrofolate reductase (DHFR) from rat ChEMBL. 14695838
IC50 (binding) = uM l-1 Inhibitory activity of the compound against cell free dihydrofolate redutase (DHFR) from Escherichia coli ChEMBL. 14695838
IC50 (binding) = 0.00024 uM l-1 Inhibitory activity of the compound against cell free dihydrofolate redutase (DHFR) from Mycobacterium lufu ChEMBL. 14695838
IC50 (binding) = 0.026 uM l-1 Inhibitory activity against cell free dihydrofolate reductase (DHFR) from Candida albicans ChEMBL. 14695838
IC50 (binding) = 0.08400000000000002 uM l-1 Inhibitory activity against cell free dihydrofolate reductase (DHFR) from rat ChEMBL. 14695838
Ki (binding) = 9.31 Inhibition constant against binding of E. coli dihydrofolate reductase ChEMBL. 3290487
Log Ki (binding) = 9.31 Inhibition constant against binding of E. coli dihydrofolate reductase ChEMBL. 3290487
MIC (functional) = 1 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM12 Strain ChEMBL. 14695838
MIC (functional) = 1 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM27 quad deletion Strain ChEMBL. 14695838
MIC (functional) = 1 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM12 Strain ChEMBL. 14695838
MIC (functional) = 1 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM27 quad deletion Strain ChEMBL. 14695838
MIC (functional) = 4 ug ml-1 Inhibitory effect of the compound on Candida glabrata YEM75 WT Strain ChEMBL. 14695838
MIC (functional) = 4 ug ml-1 Inhibitory effect of the compound on Candida glabrata YEM216 pCDR1pCDR2pBEN YEM75 WT Strain ChEMBL. 14695838
MIC (functional) = 32 ug ml-1 Inhibitory effect of the compound on Candida albicans wild type YEM30 Strain ChEMBL. 14695838
MIC (functional) = 32 ug ml-1 Inhibitory effect of the compound on Candida glabrata YEM88 CgCDR1 CgCDR2up Strain ChEMBL. 14695838
MIC (functional) = 32 ug ml-1 Inhibitory effect of the compound on Candida albicans wild type YEM30 Strain ChEMBL. 14695838
MIC (functional) > 64 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM13 BENup Strain ChEMBL. 14695838
MIC (functional) = 64 ug ml-1 Inhibitory effect of the compound on Candida albicans wild type YEM14 Strain ChEMBL. 14695838
MIC (functional) = 64 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM15 CDR1CDR2up Strain ChEMBL. 14695838
MIC (functional) > 64 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM13 BENup Strain ChEMBL. 14695838
MIC (functional) = 64 ug ml-1 Inhibitory effect of the compound on Candida albicans wild type YEM14 Strain ChEMBL. 14695838
MIC (functional) = 64 ug ml-1 Inhibitory effect of the compound on Candida albicans YEM15 CDR1CDR2up Strain ChEMBL. 14695838

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

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.