Detailed information for compound 174825

Basic information

Technical information
  • TDR Targets ID: 174825
  • Name: 2,4-Diamino-5,6,7,8-tetrahydro-9H-cyclohepta[ 4,5]thieno[2,3-d]pyrimidine
  • MW: 234.321 | Formula: C11H14N4S
  • H donors: 2 H acceptors: 2 LogP: 2.63 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(N)c2c(n1)sc1c2CCCCC1
  • InChi: 1S/C11H14N4S/c12-9-8-6-4-2-1-3-5-7(6)16-10(8)15-11(13)14-9/h1-5H2,(H4,12,13,14,15)
  • InChiKey: NQRAEWPXWWCRFD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6,7,8,9-Tetrahydro-5H-cyclohepta[4,5]thieno[2,3-d]pyrimidine-2,4-diamine
  • 3-(2,5-Dimethoxyphenyl)-2-oximinopropane
  • AIDS-007496
  • AIDS007496

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli 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
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis 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
Schistosoma mansoni dihydrofolate reductase 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 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 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
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase 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
Loa Loa (eye worm) dihydrofolate reductase 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 vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
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 berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
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 %
Leishmania donovani 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 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
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 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus dihydrofolate reductase 0.0415 0.7523 0.6108
Onchocerca volvulus 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Fps85D 0.0488 1 1
Loa Loa (eye worm) hypothetical protein 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Src42A 0.0488 1 1
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0488 1 1
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Btk29A 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Fyn 0.0488 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.0415 0.7523 0.6108
Brugia malayi Protein kinase domain containing protein 0.0488 1 1
Loa Loa (eye worm) SRC-1 0.0488 1 1
Echinococcus multilocularis tyrosine kinase 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Onchocerca volvulus 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Srms 0.0488 1 1
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Onchocerca volvulus 0.0488 1 1
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Echinococcus multilocularis dihydrofolate reductase 0.0415 0.7523 0.6108
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0488 1 1
Echinococcus granulosus c src tyrosine kinase 0.0488 1 1
Entamoeba histolytica protein kinase, putative 0.0301 0.3637 0.3637
Echinococcus granulosus tyrosine kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Fps85D 0.0488 1 1
Brugia malayi dihydrofolate reductase family protein 0.0415 0.7523 0.6108
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase shark 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Srms 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Src64B 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Btk29A 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Brugia malayi Protein kinase domain containing protein 0.0488 1 1
Brugia malayi hypothetical protein 0.0488 1 1
Echinococcus granulosus tyrosine kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0488 1 1
Brugia malayi SRC-1 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0488 1 1
Entamoeba histolytica SH2-protein kinase domain containing protein 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0488 1 1
Brugia malayi Dihydrofolate reductase 0.0415 0.7523 0.6108
Loa Loa (eye worm) TK protein kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Fyn 0.0488 1 1
Echinococcus multilocularis c src tyrosine kinase 0.0488 1 1
Schistosoma mansoni dihydrofolate reductase 0.0415 0.7523 0.6108
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Onchocerca volvulus 0.0488 1 1
Brugia malayi SH2 domain containing protein 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase ABL1 0.0488 1 1
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Entamoeba histolytica SH2 domain containing protein 0.0301 0.3637 0.3637
Onchocerca volvulus 0.0488 1 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 0.7523 0.5
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase ABL1 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Blk 0.0488 1 1
Brugia malayi protein-tyrosine kinase 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Blk 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Abl 0.0488 1 1
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase shark 0.0488 1 1
Brugia malayi Protein kinase domain containing protein 0.0488 1 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0488 1 1
Onchocerca volvulus 0.0488 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 0.7523 0.5
Entamoeba histolytica SH2-protein kinase domain containing protein 0.0301 0.3637 0.3637
Chlamydia trachomatis dihydrofolate reductase 0.0415 0.7523 0.5
Schistosoma mansoni tyrosine kinase 0.0488 1 1
Loa Loa (eye worm) TK/ABL protein kinase 0.0488 1 1
Echinococcus granulosus tyrosine protein kinase Lyn 0.0488 1 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 0.7523 0.5
Echinococcus granulosus tyrosine protein kinase Fyn 0.0488 1 1
Brugia malayi Tyrosine-protein kinase abl-1 0.0488 1 1
Brugia malayi SH2 domain containing protein 0.0488 1 1
Schistosoma mansoni proto-oncogene tyrosine-protein kinase src 0.0488 1 1
Loa Loa (eye worm) TK/FER protein kinase 0.0488 1 1
Brugia malayi Protein kinase domain containing protein 0.0488 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.86 uM Inhibition of dihydrofolate reductase in Toxoplasma gondii. ChEMBL. 8230096
IC50 (binding) = 0.86 uM Inhibition of dihydrofolate reductase in Toxoplasma gondii. ChEMBL. 8230096
IC50 (binding) = 1.3 uM Inhibition of rat liver dihydrofolate reductase. ChEMBL. 8230096
IC50 (binding) = 1.3 uM Inhibition of rat liver dihydrofolate reductase. ChEMBL. 8230096
IC50 (binding) = 1.4 uM Inhibition of dihydrofolate reductase in pneumocystis carinii. ChEMBL. 8230096
IC50 (binding) = 1.4 uM Inhibition of dihydrofolate reductase in pneumocystis carinii. ChEMBL. 8230096

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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