Detailed information for compound 26711

Basic information

Technical information
  • TDR Targets ID: 26711
  • Name: (2-amino-5-phenyl-pyrimidin-4-yl)amine
  • MW: 186.213 | Formula: C10H10N4
  • H donors: 2 H acceptors: 2 LogP: 1.13 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1ncc(c(n1)N)c1ccccc1
  • InChi: 1S/C10H10N4/c11-9-8(6-13-10(12)14-9)7-4-2-1-3-5-7/h1-6H,(H4,11,12,13,14)
  • InChiKey: FUVWRUJASRBHEK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 18588-49-3
  • 2,4-Diamino-5-phenylpyrimidine
  • 5-25-12-00247 (Beilstein Handbook Reference)
  • 5-phenylpyrimidine-2,4-diamine
  • BRN 0146163
  • Pyrimidine, 2,4-diamino-5-phenyl-
  • ZINC00040057

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Plasmodium falciparum 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
Leishmania donovani dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Mycobacterium ulcerans thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase 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
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 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
Schistosoma mansoni bifunctional 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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 japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Theileria parva dihydrofolate reductase-thymidylate synthase, putative 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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 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
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase 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
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Echinococcus multilocularis 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
Echinococcus granulosus thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Kringle domain containing protein 0.1477 0.2378 0.2405
Echinococcus multilocularis Tolloid protein 1 0.0266 0.0067 0.0066
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.0703 0.0901 0.3653
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0284 0.01 0.005
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.0703 0.0901 0.3653
Echinococcus multilocularis glycoprotein Antigen 5 0.0703 0.0901 0.3653
Loa Loa (eye worm) DOMON domain-containing protein 0.0443 0.0405 0.0366
Brugia malayi Trypsin family protein 0.0703 0.0901 0.0878
Leishmania major hypothetical protein, conserved 0.1477 0.2378 1
Echinococcus granulosus Tolloid protein 1 0.0266 0.0067 0.0066
Onchocerca volvulus 0.5324 0.9725 1
Onchocerca volvulus 0.0703 0.0901 0.0878
Onchocerca volvulus 0.0703 0.0901 0.0878
Onchocerca volvulus 0.0567 0.0641 0.0609
Brugia malayi SEA domain containing protein 0.0443 0.0405 0.0366
Echinococcus granulosus Mastin 0.0703 0.0901 0.3653
Schistosoma mansoni hypothetical protein 0.1477 0.2378 0.2338
Plasmodium vivax cysteine repeat modular protein 1, putative 0.1477 0.2378 0.5
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.0703 0.0901 0.3653
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0703 0.0901 0.0854
Brugia malayi Muscle positioning protein 4 0.0567 0.0641 0.0609
Onchocerca volvulus 0.1477 0.2378 0.2405
Brugia malayi Trypsin family protein 0.0703 0.0901 0.0878
Loa Loa (eye worm) hypothetical protein 0.0266 0.0067 0.0016
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.0703 0.0901 0.0854
Toxoplasma gondii kringle domain-containing protein 0.1477 0.2378 0.4578
Onchocerca volvulus 0.4621 0.8382 0.8612
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Loa Loa (eye worm) hypothetical protein 0.1477 0.2378 0.2405
Trypanosoma cruzi hypothetical protein, conserved 0.1477 0.2378 1
Brugia malayi Trypsin family protein 0.5324 0.9725 1
Toxoplasma gondii PAN domain-containing protein 0.292 0.5133 1
Onchocerca volvulus 0.0443 0.0405 0.0366
Onchocerca volvulus 0.0703 0.0901 0.0878
Onchocerca volvulus 0.0443 0.0405 0.0366
Echinococcus granulosus glycoprotein Antigen 5 0.0703 0.0901 0.3653
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0266 0.0067 0.0015
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Echinococcus granulosus tissue type plasminogen activator 0.1477 0.2378 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0703 0.0901 0.0854
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0703 0.0901 0.0854
Echinococcus multilocularis Mastin 0.0703 0.0901 0.3653
Loa Loa (eye worm) hypothetical protein 0.0703 0.0901 0.0878
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Loa Loa (eye worm) hypothetical protein 0.0703 0.0901 0.0878
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.0703 0.0901 0.3653
Echinococcus multilocularis enteropeptidase 0.0703 0.0901 0.3653
Schistosoma mansoni hypothetical protein 0.0703 0.0901 0.0854
Brugia malayi hypothetical protein 0.0703 0.0901 0.0878
Loa Loa (eye worm) hypothetical protein 0.0347 0.0221 0.0175
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Loa Loa (eye worm) TK/ROR protein kinase 0.1477 0.2378 0.2405
Brugia malayi Trypsin-like protease protein 5 0.0703 0.0901 0.0878
Onchocerca volvulus 0.0443 0.0405 0.0366
Echinococcus granulosus enteropeptidase 0.0703 0.0901 0.3653
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.5324 0.9725 0.9724
Schistosoma mansoni hypothetical protein 0.0703 0.0901 0.0854
Plasmodium falciparum cysteine repeat modular protein 1 0.1477 0.2378 0.5
Loa Loa (eye worm) hypothetical protein 0.5324 0.9725 1
Schistosoma mansoni hypothetical protein 0.0443 0.0405 0.0356
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0703 0.0901 0.0854
Echinococcus multilocularis transmembrane protease serine 3 0.0703 0.0901 0.3653
Brugia malayi Trypsin family protein 0.0703 0.0901 0.0878
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Loa Loa (eye worm) hypothetical protein 0.5324 0.9725 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Loa Loa (eye worm) hypothetical protein 0.0567 0.0641 0.0609
Mycobacterium tuberculosis Probable protease II PtrBa [first part] (oligopeptidase B) 0.0231 0 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Brugia malayi Protein kinase domain containing protein 0.1477 0.2378 0.2405
Loa Loa (eye worm) hypothetical protein 0.0703 0.0901 0.0878
Mycobacterium ulcerans hypothetical protein 0.0703 0.0901 0.5
Toxoplasma gondii PAN domain-containing protein 0.292 0.5133 1
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Trypanosoma brucei prolyl endopeptidase 0.0258 0.0052 0.5
Onchocerca volvulus 0.0703 0.0901 0.0878
Loa Loa (eye worm) hypothetical protein 0.0284 0.01 0.005
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.0703 0.0901 0.0878
Echinococcus granulosus transmembrane protease serine 3 0.0703 0.0901 0.3653
Loa Loa (eye worm) hypothetical protein 0.0443 0.0405 0.0366
Loa Loa (eye worm) trypsin family protein 0.0703 0.0901 0.0878
Schistosoma mansoni cercarial elastase (S01 family) 0.0703 0.0901 0.0854
Onchocerca volvulus 0.0703 0.0901 0.0878
Echinococcus multilocularis tissue type plasminogen activator 0.1477 0.2378 1
Loa Loa (eye worm) hypothetical protein 0.0703 0.0901 0.0878
Loa Loa (eye worm) hypothetical protein 0.0703 0.0901 0.0878
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0266 0.0067 0.0016
Onchocerca volvulus Arrow homolog 0.0284 0.01 0.005
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0766 0.1022 0.0976
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0284 0.01 0.005
Onchocerca volvulus 0.0443 0.0405 0.0366
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0321 0.0173 0.0122

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 19.4 uM Antiplasmodial activity (IC50) against Plasmodium falciparum Clone with mutant enzyme C59R+S108N- pfDihydrofolate reductase (K1CB1) ChEMBL. 11881993
IC50 (functional) = 19.4 uM Antiplasmodial activity (IC50) against Plasmodium falciparum Clone with mutant enzyme C59R+S108N- pfDihydrofolate reductase (K1CB1) ChEMBL. 11881993
IC50 (functional) = 20.9 uM In vitro Antiplasmodial activity (IC50) against Plasmodium falciparum Clone with wild-type (TM4/8.2) ChEMBL. 11881993
IC50 (functional) = 20.9 uM In vitro Antiplasmodial activity (IC50) against Plasmodium falciparum Clone with wild-type (TM4/8.2) ChEMBL. 11881993
Ki (binding) = 41.9 nM Inhibition of the wild-type dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 41.9 nM Inhibition of the wild-type dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 76.2 nM Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 76.2 nM Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 81 nM Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 81 nM Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) ChEMBL. 11881993
Ki (binding) = 100 nM Inhibition constant against Plasmodium falciparum dihydrofolate reductase ChEMBL. 15293997
Ki (binding) = 100 nM Inhibition constant against Plasmodium falciparum dihydrofolate reductase ChEMBL. 15293997
Ratio (binding) = 1.8 Ratio of Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) to inhibition of wild type dihydrofolate reductase. ChEMBL. 11881993
Ratio (binding) = 1.9 Ratio of Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) to inhibition of wild type dihydrofolate reductase. ChEMBL. 11881993
Ratio (functional) = 0.9 IC50 ratio of the compound (K1CB1/TM4) ChEMBL. 11881993
Ratio (binding) = 1.8 Ratio of Inhibition of the C59R+S108N mutant of dihydrofolate reductase (DHFR) to inhibition of wild type dihydrofolate reductase. ChEMBL. 11881993
Ratio (binding) = 1.9 Ratio of Inhibition of the S108N mutant of dihydrofolate reductase (DHFR) to inhibition of wild type dihydrofolate reductase. ChEMBL. 11881993
Relative activity (binding) = 1.4 Inhibition of mutant C59R+S108N dihydrofolate reductase (DHFR) relative to Pyr ChEMBL. 11881993
Relative activity (binding) = 2.8 Inhibition of mutant S108N dihydrofolate reductase (DHFR) relative to Pyr ChEMBL. 11881993
Relative activity (binding) = 69.8 Inhibition of Plasmodium falciparum wild-type dihydrofolate reductase (DHFR) relative to Pyrimethamine. ChEMBL. 11881993
Relative activity (binding) = 1.4 Inhibition of mutant C59R+S108N dihydrofolate reductase (DHFR) relative to Pyr ChEMBL. 11881993
Relative activity (binding) = 2.8 Inhibition of mutant S108N dihydrofolate reductase (DHFR) relative to Pyr ChEMBL. 11881993
Relative activity (binding) = 69.8 Inhibition of Plasmodium falciparum wild-type dihydrofolate reductase (DHFR) relative to Pyrimethamine. ChEMBL. 11881993

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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