Detailed information for compound 23537

Basic information

Technical information
  • TDR Targets ID: 23537
  • Name: 3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1-y l)phenol
  • MW: 233.27 | Formula: C11H15N5O
  • H donors: 3 H acceptors: 1 LogP: 0.01 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1cccc(c1)N1C(=NC(=NC1(C)C)N)N
  • InChi: 1S/C11H15N5O/c1-11(2)15-9(12)14-10(13)16(11)7-4-3-5-8(17)6-7/h3-6,17H,1-2H3,(H4,12,13,14,15)
  • InChiKey: ZABBYEDOZROWQJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-[4,6-bis(azanyl)-2,2-dimethyl-1,3,5-triazin-1-yl]phenol
  • 3-(4,6-diamino-2,2-dimethyl-s-triazin-1-yl)phenol
  • AIDS-401437
  • AIDS401437
  • Phenol, 3-(4,6-diamino-2,2-dimethyl-1,3,5-triazin-1(2H)-yl)-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Gallus gallus Dihydrofolate reductase Starlite/ChEMBL References
Escherichia coli dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans hypothetical 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 leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 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
Loa Loa (eye worm) 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
Schistosoma mansoni 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
Chlamydia trachomatis 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
Echinococcus multilocularis 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
Candida albicans 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
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.1 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 33.7 %
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.2 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   189 aa 180 aa 34.4 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 201 aa 29.4 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 212 aa 29.2 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 194 aa 31.4 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   189 aa 209 aa 28.7 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   189 aa 189 aa 31.7 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 154 aa 33.8 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 172 aa 34.3 %
Echinococcus multilocularis EF hand calcium binding domain containing protein Dihydrofolate reductase   189 aa 155 aa 22.6 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   189 aa 185 aa 35.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0839 0.2237
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 1 1
Loa Loa (eye worm) dihydrofolate reductase 0.0415 1 1
Mycobacterium leprae possible inositol monophosphatase SubH (IMPase) (inositol-1-phosphatase) (I-1-Pase ). 0.0035 0.0739 0.0675
Echinococcus granulosus dihydrofolate reductase 0.0415 1 1
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0008 0.0069 0.0184
Plasmodium falciparum ADP-dependent DNA helicase RecQ 0.002 0.0369 0.0706
Loa Loa (eye worm) cytochrome P450 0.0008 0.0069 0.0069
Loa Loa (eye worm) cytochrome P450 family protein 0.0008 0.0069 0.0069
Echinococcus granulosus inositol monophosphatase 1 0.0039 0.0839 0.0776
Echinococcus multilocularis muscleblind protein 0.0159 0.3748 0.3705
Schistosoma mansoni dihydrofolate reductase 0.0415 1 1
Schistosoma mansoni DNA helicase recq1 0.0009 0.0112 0.0112
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.3752 1
Schistosoma mansoni DNA helicase recq5 0.0009 0.0112 0.0112
Trypanosoma brucei serine peptidase, Clan SC, Family S10 0.0113 0.2635 0.6968
Echinococcus multilocularis lysosomal protective protein 0.0113 0.2635 0.2584
Schistosoma mansoni hypothetical protein 0.0015 0.0256 0.0256
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 1 1
Entamoeba histolytica myo-inositol monophosphatase, putative 0.0039 0.0839 1
Brugia malayi Protein kinase domain containing protein 0.0015 0.0256 0.0188
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0009 0.0112 0.0298
Schistosoma mansoni family S10 non-peptidase homologue (S10 family) 0.0113 0.2635 0.2635
Mycobacterium tuberculosis Inositol-1-monophosphatase SuhB 0.0035 0.0739 0.0675
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.0039 0.0839 0.2237
Loa Loa (eye worm) RecQ helicase 0.0023 0.0436 0.0436
Trypanosoma brucei serine peptidase, Clan SC, Family S10 0.0113 0.2635 0.6968
Brugia malayi Uncoordinated protein 44 0.0015 0.0256 0.0188
Chlamydia trachomatis dihydrofolate reductase 0.0415 1 0.5
Echinococcus granulosus death domain containing protein 0.0015 0.0256 0.0188
Loa Loa (eye worm) hypothetical protein 0.0113 0.2635 0.2635
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.3752 1
Loa Loa (eye worm) hypothetical protein 0.0015 0.0259 0.0259
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0078 0.1789 0.1732
Echinococcus multilocularis ATP dependent DNA helicase Q5 0.0009 0.0112 0.0043
Loa Loa (eye worm) hypothetical protein 0.0018 0.0324 0.0324
Echinococcus granulosus Ankyrin 0.0015 0.0259 0.0191
Brugia malayi Muscleblind-like protein 0.0159 0.3748 0.3705
Echinococcus granulosus lysosomal protective protein 0.0113 0.2635 0.2584
Loa Loa (eye worm) hypothetical protein 0.0015 0.0256 0.0256
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0839 0.2092
Echinococcus multilocularis geminin 0.018 0.4267 0.4228
Trypanosoma brucei serine peptidase, Clan SC, Family S10 0.0113 0.2635 0.6968
Echinococcus multilocularis Ankyrin 0.0015 0.0259 0.0191
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3752 1
Echinococcus granulosus ATP dependent DNA helicase Q5 0.0009 0.0112 0.0043
Echinococcus granulosus netrin receptor unc 5 0.0015 0.0256 0.0188
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0039 0.0839 1
Loa Loa (eye worm) hypothetical protein 0.0159 0.3748 0.3748
Loa Loa (eye worm) ATP-dependent DNA helicase 0.0009 0.0112 0.0112
Echinococcus multilocularis muscleblind protein 1 0.0159 0.3748 0.3705
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0009 0.0112 0.0298
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 1 1
Leishmania major ATP-dependent DEAD/H DNA helicase recQ, putative 0.0012 0.0179 0.0298
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.0039 0.0839 0.5
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 0.0113 0.2635 0.6968
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0015 0.0253 0.0673
Brugia malayi ATP-dependent DNA helicase, RecQ family protein 0.0009 0.0112 0.0043
Trypanosoma cruzi cytochrome P450, putative 0.0008 0.0069 0.0184
Trichomonas vaginalis inositol monophosphatase, putative 0.0039 0.0839 1
Brugia malayi Bloom's syndrome protein homolog 0.0023 0.0436 0.0369
Loa Loa (eye worm) inositol-1 0.0039 0.0839 0.0839
Loa Loa (eye worm) CYP4Cod1 0.0008 0.0069 0.0069
Schistosoma mansoni retinoblastoma-binding protein 4 (rbbp4) 0.0015 0.0259 0.0259
Brugia malayi Dihydrofolate reductase 0.0415 1 1
Schistosoma mansoni cytochrome P450 0.0008 0.0069 0.0069
Echinococcus granulosus geminin 0.018 0.4267 0.4228
Trichomonas vaginalis DNA helicase recq1, putative 0.0023 0.0436 0.3892
Brugia malayi Cytochrome P450 family protein 0.0028 0.0568 0.0503
Schistosoma mansoni inositol monophosphatase 0.0039 0.0839 0.0839
Schistosoma mansoni inositol monophosphatase 0.0039 0.0839 0.0839
Echinococcus granulosus family S10 non peptidase ue S10 family 0.0102 0.2363 0.231
Trypanosoma brucei ATP-dependent DEAD/H DNA helicase recQ, putative 0.0012 0.0179 0.0298
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0008 0.0069 0.0184
Loa Loa (eye worm) cytochrome P450 family protein 0.0028 0.0568 0.0568
Echinococcus granulosus bloom syndrome protein 0.0023 0.0436 0.0369
Schistosoma mansoni hypothetical protein 0.018 0.4267 0.4267
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.3752 1
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0839 0.2092
Echinococcus granulosus ATP dependent DNA helicase Q1 0.0009 0.0112 0.0043
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.0039 0.0839 0.2237
Echinococcus granulosus muscleblind protein 0.0159 0.3748 0.3705
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0008 0.0069 0.0184
Mycobacterium ulcerans extragenic suppressor protein SuhB 0.0039 0.0839 0.0776
Treponema pallidum ATP-dependent DNA helicase 0.0005 0.00000000009396 0.5
Trypanosoma cruzi serine carboxypeptidase (CBP1), putative 0.0113 0.2635 0.7024
Echinococcus multilocularis dihydrofolate reductase 0.0415 1 1
Brugia malayi ATP-dependent DNA helicase, RecQ family protein 0.0009 0.0112 0.0043
Brugia malayi Serine carboxypeptidase F41C3.5 precursor 0.0113 0.2635 0.2584
Trichomonas vaginalis myo inositol monophosphatase, putative 0.0039 0.0839 1
Brugia malayi Immunoglobulin I-set domain containing protein 0.0015 0.0256 0.0188
Trichomonas vaginalis DNA helicase recq, putative 0.0023 0.0436 0.3892
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.3752 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3752 1
Echinococcus multilocularis ankyrin repeat and death domain containing protein 0.0015 0.0256 0.0188
Echinococcus multilocularis family S10 non peptidase ue (S10 family) 0.0102 0.2363 0.231
Schistosoma mansoni family S10 unassigned peptidase (S10 family) 0.0113 0.2635 0.2635
Echinococcus multilocularis ATP dependent DNA helicase Q1 0.0009 0.0112 0.0043
Schistosoma mansoni hypothetical protein 0.0008 0.0069 0.0069
Toxoplasma gondii cytochrome p450 superfamily protein 0.0008 0.0069 0.0184
Trypanosoma cruzi serine peptidase, Clan SC, Family S10, putative 0.0113 0.2635 0.7024
Brugia malayi Death domain containing protein 0.0015 0.0256 0.0188
Echinococcus granulosus nuclear factor of activated T cells 5 0.0078 0.1789 0.1732
Schistosoma mansoni blooms syndrome DNA helicase 0.0018 0.032 0.032
Entamoeba histolytica recQ family helicase, putative 0.0012 0.0179 0.213
Echinococcus multilocularis inositol monophosphatase 1 0.0039 0.0839 0.0776
Echinococcus multilocularis netrin receptor unc 5 0.0015 0.0256 0.0188
Loa Loa (eye worm) immunoglobulin I-set domain-containing protein 0.0015 0.0256 0.0256
Trypanosoma cruzi serine peptidase, Clan SC, Family S10, putative 0.0113 0.2635 0.7024
Echinococcus multilocularis bloom syndrome protein 0.0023 0.0436 0.0369
Loa Loa (eye worm) hypothetical protein 0.0009 0.0112 0.0112
Trypanosoma cruzi cytochrome P450, putative 0.0008 0.0069 0.0184
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative 0.0012 0.0179 0.0476
Loa Loa (eye worm) hypothetical protein 0.0159 0.3748 0.3748
Trypanosoma cruzi serine carboxypeptidase (CBP1), putative 0.0113 0.2635 0.7024
Schistosoma mansoni lysosomal protective protein precursor (cathepsin A) (carboxypeptidase 0.0011 0.0156 0.0156
Giardia lamblia Sgs1 DNA helicase, putative 0.0009 0.0112 0.5
Schistosoma mansoni ankyrin 23/unc44 0.0015 0.0256 0.0256
Schistosoma mansoni netrin receptor unc5 0.0015 0.0256 0.0256
Echinococcus granulosus ankyrin repeat and death domain containing protein 0.0015 0.0256 0.0188
Schistosoma mansoni hypothetical protein 0.018 0.4267 0.4267
Loa Loa (eye worm) cytochrome P450 family protein 0.0008 0.0069 0.0069
Brugia malayi Inositol-1 0.0039 0.0839 0.0776
Onchocerca volvulus Uncharacterized serine carboxypeptidase homolog 0.0113 0.2635 1

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 3.46 % Binding affinity for dihydrofolate reductase from Lactobacillus casei ChEMBL. 9379435
Activity (binding) = 3.46 % Binding affinity for dihydrofolate reductase from Lactobacillus casei ChEMBL. 9379435
IOR (binding) = 0 Indicator variable (IOR) for Leishmania major dihydrofolate reductase (DHFR) Starlite. 3599028
Ki (binding) = 3.85 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki (binding) = 4.27 Inhibition of dihydrofolate reductase (DHFR) from Leishmania major ChEMBL. 3599028
Ki (binding) = 5.57 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Ki (binding) = 5.83 Inhibition of dihydrofolate reductase from P. carinii. ChEMBL. 7699713
Ki app (binding) = 3.19 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Ki app (binding) = 3.19 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6796688
Log 1/C (binding) = 4.22 Inhibitory activity against dihydrofolate reductase isolated from murine L5178Y tumor cells resistant to methotrexate. ChEMBL. 6699880
Log 1/C (binding) = 6.74 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/C (functional) = 3.43 Inhibitory activity against methotrexate- resistant Lactobacillus casei cells ChEMBL. 6796688
Log 1/C (functional) = 3.54 Inhibitory activity against methotrexate- sensitive Lactobacillus casei cells ChEMBL. 6796688
Log 1/C (functional) = 4.22 Compound was tested in vitro for concentration required to decrease 50% growth rate of murine leukemia L5178Y/R cell culture ChEMBL. 7057421
Log 1/C (binding) = 4.22 Inhibitory activity against dihydrofolate reductase isolated from murine L5178Y tumor cells resistant to methotrexate. ChEMBL. 6699880
Log 1/C (functional) = 6.74 Concentration required for inhibition of murine leukemia L5178Y cells ChEMBL. 7057420
Log 1/C (binding) = 6.74 Inhibitory activity against dihydrofolate reductase (DHFR) isolated from murine L5178Y tumor cells resistant and sensitive to methotrexate ChEMBL. 6699880
Log 1/Ki (binding) = 3.85 Inhibitory activity against Lactobacillus casei dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki (binding) = 5.57 Inhibitory activity against isolated chicken liver dihydrofolate reductase (DHFR) ChEMBL. 6420569
Log 1/Ki (binding) = 5.83 Inhibition of dihydrofolate reductase from P. carinii. ChEMBL. 7699713
Log 1/Ki (binding) = 4.27 M Inhibition of dihydrofolate reductase (DHFR) from Leishmania major ChEMBL. 3599028
Log CR (functional) = 1.86 Cross resistance profile versus L1210/R71 cells. ChEMBL. 2362268
logD (ADMET) = -3.67 Partition coefficient (logD7.4) ChEMBL. 2362268

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

9 literature references were collected for this gene.

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