Detailed information for compound 45134

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 346.386 | Formula: C19H18N6O
  • H donors: 3 H acceptors: 3 LogP: 2.81 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)cccc2CNc1cnc2c(c1)c(N)nc(n2)N
  • InChi: 1S/C19H18N6O/c1-26-14-5-6-15-11(7-14)3-2-4-12(15)9-22-13-8-16-17(20)24-19(21)25-18(16)23-10-13/h2-8,10,22H,9H2,1H3,(H4,20,21,23,24,25)
  • InChiKey: UNQZLUARHOQAJL-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References
Pneumocystis carinii Dihydrofolate reductase Starlite/ChEMBL References
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium yoelii thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative Get druggable targets OG5_127385 All targets in OG5_127385
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania major dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi dihydrofolate reductase family protein 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni 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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Cryptosporidium hominis chain A, crystal structure of Dhfr Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Loa Loa (eye worm) thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis 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 %
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 %
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 knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   206 aa 193 aa 29.5 %
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 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Echinococcus granulosus chromobox protein 1 0.0068 0.0683 0.1133
Trichomonas vaginalis set domain proteins, putative 0.023 0.2785 1
Toxoplasma gondii LsmAD domain-containing protein 0.0026 0.0148 0.0006
Trichomonas vaginalis chromobox protein, putative 0.0068 0.0683 0.2008
Schistosoma mansoni chromobox protein 0.0068 0.0683 0.1167
Echinococcus granulosus thymidylate synthase 0.013 0.1485 0.2507
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0336 0.0687
Brugia malayi dihydrofolate reductase family protein 0.0468 0.5858 1
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0076 0.0788 0.1576
Loa Loa (eye worm) PHD-finger family protein 0.002 0.0067 0.0064
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.4221 1
Echinococcus granulosus dihydrofolate reductase 0.0468 0.5858 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.1485 0.1914
Onchocerca volvulus 0.004 0.0326 0.0516
Loa Loa (eye worm) hypothetical protein 0.0076 0.0788 0.13
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0058 0.0558 0.0537
Brugia malayi Probable ClpP-like protease 0.0076 0.0788 0.1304
Brugia malayi Dihydrofolate reductase 0.0468 0.5858 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.0183 0.0092
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.0183 0.0161
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0076 0.0788 0.1576
Echinococcus granulosus chromobox protein 1 0.0068 0.0683 0.1133
Echinococcus multilocularis zinc finger protein 0.0019 0.0054 0.0032
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0183 0.0312
Loa Loa (eye worm) hypothetical protein 0.0026 0.0148 0.0202
Schistosoma mansoni zinc finger protein 0.0019 0.0054 0.0092
Echinococcus multilocularis peptidase Clp (S14 family) 0.005 0.045 0.0429
Loa Loa (eye worm) hypothetical protein 0.0069 0.0697 0.1144
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0038 0.0299 0.0409
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0028 0.0169 0.0252
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 0.5858 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.1485 0.2345
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0046 0.0397 0.0678
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0148 0.035
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0046 0.0397 0.0678
Echinococcus granulosus fetal alzheimer antigen falz 0.0022 0.0091 0.0118
Brugia malayi Bromodomain containing protein 0.0037 0.0289 0.0449
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0076 0.0788 0.1576
Onchocerca volvulus 0.023 0.2785 1
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.0299 0.0545
Chlamydia trachomatis dihydrofolate reductase 0.0468 0.5858 1
Brugia malayi hypothetical protein 0.0062 0.0606 0.0992
Schistosoma mansoni hypothetical protein 0.002 0.0067 0.0114
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0076 0.0788 1
Brugia malayi Pre-SET motif family protein 0.0029 0.0183 0.0267
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0202 0.2424 0.4107
Loa Loa (eye worm) hypothetical protein 0.003 0.0193 0.0279
Leishmania major hypothetical protein, conserved 0.0026 0.0148 0.035
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0058 0.0558 0.0919
Brugia malayi thymidylate synthase 0.013 0.1485 0.25
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0035 0.0259 0.0407
Schistosoma mansoni peptidase Clp (S14 family) 0.0076 0.0788 0.1344
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0022 0.0091 0.0155
Loa Loa (eye worm) hypothetical protein 0.004 0.032 0.0498
Echinococcus granulosus zinc finger protein 0.0019 0.0054 0.0054
Onchocerca volvulus 0.013 0.1485 0.4985
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0022 0.0091 0.0069
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0148 0.0006
Loa Loa (eye worm) hypothetical protein 0.0046 0.0397 0.0631
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0041 0.0336 0.0553
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0076 0.0788 0.1124
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 0.5858 1
Schistosoma mansoni bromodomain containing protein 0.0062 0.0603 0.103
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.4221 1
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0148 0.035
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.4221 1
Brugia malayi Pre-SET motif family protein 0.0202 0.2424 0.411
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.1485 0.2535
Loa Loa (eye worm) dihydrofolate reductase 0.0468 0.5858 1
Mycobacterium ulcerans thymidylate synthase 0.013 0.1485 0.1376
Echinococcus granulosus peptidase Clp S14 family 0.005 0.045 0.0733
Brugia malayi Heterochromatin protein 1 0.0068 0.0683 0.1125
Plasmodium vivax SET domain protein, putative 0.0029 0.0183 0.0092
Echinococcus multilocularis dihydrofolate reductase 0.0468 0.5858 0.5849
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0076 0.0788 0.1576
Loa Loa (eye worm) heterochromatin protein 1 0.0068 0.0683 0.1122
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.4221 1
Trichomonas vaginalis chromobox protein, putative 0.0068 0.0683 0.2008
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.004 0.0326 0.0557
Plasmodium falciparum ataxin-2 like protein, putative 0.0026 0.0148 0.0006
Schistosoma mansoni chromobox protein 0.0068 0.0683 0.1167
Schistosoma mansoni methyl-cpg binding protein mbd 0.0017 0.0022 0.0038
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.4221 1
Loa Loa (eye worm) thymidylate synthase 0.013 0.1485 0.2497
Brugia malayi Bromodomain containing protein 0.0073 0.075 0.124
Trichomonas vaginalis chromobox protein, putative 0.0041 0.0336 0.0687
Echinococcus multilocularis chromobox protein 1 0.0068 0.0683 0.0663
Brugia malayi hypothetical protein 0.0026 0.0148 0.0207
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0046 0.0397 0.0376
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0076 0.0788 0.5
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0076 0.0788 0.1312
Trichomonas vaginalis conserved hypothetical protein 0.0062 0.0606 0.1713
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 0.5858 1
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0148 0.0006
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.005 0.045 0.0533
Schistosoma mansoni dihydrofolate reductase 0.0468 0.5858 1
Echinococcus multilocularis thymidylate synthase 0.013 0.1485 0.1466
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.0299 0.0545
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0076 0.0788 0.0767
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0148 0.035
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0035 0.0259 0.0238
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0062 0.0606 0.1435
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.4221 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0344 0.0539
Loa Loa (eye worm) hypothetical protein 0.0038 0.0299 0.0461
Echinococcus multilocularis chromobox protein 1 0.0068 0.0683 0.0663
Mycobacterium tuberculosis Hypothetical protein 0.0062 0.0606 0.0288
Schistosoma mansoni methyl-cpg binding protein mbd 0.0017 0.0022 0.0038
Brugia malayi PHD-finger family protein 0.0024 0.0121 0.016
Loa Loa (eye worm) hypothetical protein 0.0037 0.029 0.0446
Brugia malayi chromobox protein homolog 3 0.0038 0.0299 0.0465
Echinococcus granulosus histone lysine methyltransferase setb 0.0046 0.0397 0.0643

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 370 nM Inhibitory activity against rat liver dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 370 nM Inhibitory activity against rat liver dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 710 nM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 710 nM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 15400 nM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
IC50 (binding) = 15400 nM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase (in 90 microM dihydrofolic acid) ChEMBL. 8691474
Selectivity ratio (binding) = 0.02 Selectivity ratio is defined as IC50 rlDHFR/IC50 pcDHFR ChEMBL. 8691474
Selectivity ratio (binding) = 0.5 Selectivity ratio is defined as IC50 rlDHFR/IC50 tgDHFR ChEMBL. 8691474

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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