Detailed information for compound 81486

Basic information

Technical information
  • TDR Targets ID: 81486
  • Name: 6-(3-bromoanilino)-1H-pyrimidine-2,4-dione
  • MW: 282.093 | Formula: C10H8BrN3O2
  • H donors: 3 H acceptors: 4 LogP: 2.73 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1cccc(c1)Nc1cc(O)nc(n1)O
  • InChi: 1S/C10H8BrN3O2/c11-6-2-1-3-7(4-6)12-8-5-9(15)14-10(16)13-8/h1-5H,(H3,12,13,14,15,16)
  • InChiKey: CFLHCISOVMSSHJ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-[(3-bromophenyl)amino]-1H-pyrimidine-2,4-dione
  • 6-(3-bromoanilino)uracil
  • 6-[(3-bromophenyl)amino]uracil
  • ZINC00322347
  • MLS000713738
  • SMR000273219
  • 6-(3-Bromo-phenylamino)-1H-pyrimidine-2,4-dione
  • BAS 00450422
  • Oprea1_136416
  • Oprea1_839686

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bacillus subtilis (strain 168) DNA topoisomerase III Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania infantum DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Neospora caninum DNA topoisomerase (EC 5.99.1.2), related Get druggable targets OG5_129147 All targets in OG5_129147
Onchocerca volvulus Get druggable targets OG5_129147 All targets in OG5_129147
Leishmania braziliensis DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Giardia lamblia DNA topoisomerase III Get druggable targets OG5_129147 All targets in OG5_129147
Echinococcus multilocularis DNA topoisomerase 3 beta 1 Get druggable targets OG5_129147 All targets in OG5_129147
Loa Loa (eye worm) DNA topoisomerase III beta-1 Get druggable targets OG5_129147 All targets in OG5_129147
Cryptosporidium parvum DNA topoisomerase III beta-1, putative Get druggable targets OG5_129147 All targets in OG5_129147
Cryptosporidium hominis DNA topoisomerase III beta-1 Get druggable targets OG5_129147 All targets in OG5_129147
Leishmania mexicana DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Trypanosoma congolense DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Echinococcus granulosus DNA topoisomerase 3 beta 1 Get druggable targets OG5_129147 All targets in OG5_129147
Schistosoma japonicum ko:K03165 DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Schistosoma mansoni prokaryotic DNA topoisomerase Get druggable targets OG5_129147 All targets in OG5_129147
Babesia bovis DNA topoisomerase, putative Get druggable targets OG5_129147 All targets in OG5_129147
Trypanosoma brucei gambiense DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Schistosoma japonicum expressed protein Get druggable targets OG5_129147 All targets in OG5_129147
Leishmania major DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Entamoeba histolytica DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Trypanosoma brucei DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Leishmania donovani DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
Brugia malayi DNA topoisomerase III beta-1 Get druggable targets OG5_129147 All targets in OG5_129147
Trypanosoma cruzi DNA topoisomerase III, putative Get druggable targets OG5_129147 All targets in OG5_129147
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei gambiense DNA topoisomerase III, putative DNA topoisomerase III   727 aa 613 aa 24.0 %
Leishmania infantum DNA topoisomerase III, putative DNA topoisomerase III   727 aa 721 aa 23.7 %
Trypanosoma brucei DNA topoisomerase III, putative DNA topoisomerase III   727 aa 613 aa 24.0 %
Mycobacterium ulcerans DNA topoisomerase I DNA topoisomerase III   727 aa 625 aa 26.9 %
Treponema pallidum DNA topoisomerase I (topA) DNA topoisomerase III   727 aa 704 aa 24.4 %
Leishmania braziliensis DNA topoisomerase III, putative DNA topoisomerase III   727 aa 726 aa 23.6 %
Echinococcus multilocularis rho GTPase activating protein 20 DNA topoisomerase III   727 aa 588 aa 23.5 %
Leishmania mexicana DNA topoisomerase III, putative DNA topoisomerase III   727 aa 614 aa 23.5 %
Trypanosoma cruzi DNA topoisomerase III, putative DNA topoisomerase III   727 aa 625 aa 23.8 %
Echinococcus granulosus DNA topoisomerase 3 alpha DNA topoisomerase III   727 aa 586 aa 23.5 %
Leishmania major DNA topoisomerase III, putative DNA topoisomerase III   727 aa 721 aa 23.6 %
Chlamydia trachomatis DNA topoisomerase I DNA topoisomerase III   727 aa 728 aa 24.6 %
Trypanosoma cruzi DNA topoisomerase III, putative DNA topoisomerase III   727 aa 623 aa 24.1 %
Onchocerca volvulus Smad nuclear-interacting protein 1 homolog DNA topoisomerase III   727 aa 620 aa 24.2 %
Leishmania donovani DNA topoisomerase III, putative DNA topoisomerase III   727 aa 721 aa 23.7 %
Toxoplasma gondii DNA topoisomerase family protein DNA topoisomerase III   727 aa 700 aa 24.0 %
Mycobacterium tuberculosis DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) (nicking-c DNA topoisomerase III   727 aa 627 aa 26.0 %
Dictyostelium discoideum DNA topoisomerase III DNA topoisomerase III   727 aa 676 aa 24.0 %
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA DNA topoisomerase III   727 aa 594 aa 24.6 %
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( DNA topoisomerase III   727 aa 628 aa 26.1 %
Schistosoma mansoni prokaryotic DNA topoisomerase DNA topoisomerase III   727 aa 586 aa 25.3 %
Trypanosoma congolense DNA topoisomerase III, putative DNA topoisomerase III   727 aa 649 aa 22.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica DNA topoisomerase III, putative 0.0042 0.4949 0.4236
Giardia lamblia DNA topoisomerase III 0.0074 1 1
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.1478 0.1015
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0018 0.1237 0.1237
Trypanosoma cruzi DNA topoisomerase III, putative 0.0042 0.4949 0.4236
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.1478 0.0275
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0024 0.2087 0.229
Trypanosoma cruzi DNA topoisomerase III, putative 0.0074 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0074 1 1
Trypanosoma cruzi DNA topoisomerase III, putative 0.0042 0.4949 0.4236
Trypanosoma cruzi DNA polymerase eta, putative 0.0046 0.5574 0.4949
Loa Loa (eye worm) DNA topoisomerase III 0.0042 0.4949 0.4949
Mycobacterium ulcerans DNA polymerase IV 0.002 0.1478 0.065
Echinococcus granulosus DNA topoisomerase 3 alpha 0.0042 0.4949 0.4949
Mycobacterium ulcerans DNA polymerase IV 0.002 0.1478 0.065
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.002 0.1478 0.1478
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0042 0.4949 0.4949
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA 0.0042 0.4949 1
Echinococcus granulosus DNA topoisomerase 3 beta 1 0.0074 1 1
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.1478 0.0275
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Onchocerca volvulus 0.0074 1 1
Entamoeba histolytica deoxycytidyl transferase, putative 0.002 0.1478 0.0275
Trypanosoma brucei unspecified product 0.002 0.1478 0.1015
Loa Loa (eye worm) DNA topoisomerase III beta-1 0.0074 1 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.002 0.1478 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0018 0.1237 0.1237
Plasmodium falciparum DNA topoisomerase 3, putative 0.0042 0.4949 1
Leishmania major DNA topoisomerase 1A 0.0042 0.4949 0.4236
Schistosoma mansoni DNA topoisomerase II 0.0018 0.1237 0.1237
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.573 0.573
Trypanosoma brucei DNA topoisomerase ii 0.0018 0.1237 0.0761
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.002 0.1478 0.1478
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0018 0.1237 0.1237
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.1478 0.1015
Giardia lamblia DNA topoisomerase III 0.0042 0.4949 0.4236
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.1478 0.1015
Mycobacterium ulcerans DNA topoisomerase I 0.0042 0.4949 1
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.002 0.1478 0.1478
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.1478 0.0275
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.002 0.1478 0.1478
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0018 0.1237 0.1237
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Schistosoma mansoni DNA polymerase eta 0.0046 0.5574 0.5574
Echinococcus multilocularis DNA topoisomerase 3 beta 1 0.0074 1 1
Echinococcus granulosus dna polymerase eta 0.0046 0.5574 0.5574
Echinococcus granulosus dna polymerase kappa 0.002 0.1478 0.1478
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.1478 0.0275
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Toxoplasma gondii DNA topoisomerase family protein 0.0042 0.4949 1
Loa Loa (eye worm) TOPoisomerase family member 0.0018 0.1237 0.1237
Leishmania major DNA polymerase eta, putative 0.0032 0.3434 0.2507
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.573 0.573
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.002 0.1478 0.065
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0018 0.1237 0.1237
Schistosoma mansoni terminal deoxycytidyl transferase 0.002 0.1478 0.1478
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.002 0.1478 1
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.002 0.1478 0.0275
Brugia malayi GRF zinc finger family protein 0.0018 0.1237 0.1237
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( 0.0042 0.4949 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.573 0.573
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Brugia malayi ImpB/MucB/SamB family protein 0.0046 0.5574 0.5574
Echinococcus multilocularis rho GTPase activating protein 20 0.0042 0.4949 0.4949
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0018 0.1237 0.1237
Treponema pallidum DNA topoisomerase I (topA) 0.0042 0.4949 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0018 0.1237 0.1237
Leishmania major DNA polymerase kappa, putative 0.002 0.1478 0.0275
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0032 0.3434 0.5919
Trypanosoma brucei DNA polymerase eta, putative 0.0046 0.5574 0.5334
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0042 0.4949 1
Leishmania major DNA polymerase eta, putative 0.0046 0.5574 0.4949
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0042 0.4949 0.4236
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.573 0.573
Plasmodium vivax DNA topoisomerase 3, putative 0.0042 0.4949 1
Entamoeba histolytica DNA topoisomerase III, putative 0.0074 1 1
Trypanosoma brucei DNA topoisomerase IA, putative 0.0042 0.4949 0.4674
Trichomonas vaginalis DNA polymerase eta, putative 0.002 0.1478 0.065
Leishmania major DNA topoisomerase III, putative 0.0074 1 1
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0042 0.4949 1
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.573 0.573
Echinococcus multilocularis dna polymerase kappa 0.002 0.1478 0.1478
Leishmania major DNA topoisomerase III, putative 0.0042 0.4949 0.4236
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.573 0.573
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.573 0.573
Brugia malayi Probable DNA topoisomerase II 0.0018 0.1237 0.1237
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Trypanosoma brucei DNA topoisomerase III, putative 0.0074 1 1
Giardia lamblia DINP protein human, muc B family 0.002 0.1478 0.0275
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.1478 0.1015
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0042 0.4949 0.4236
Trypanosoma brucei DNA topoisomerase III, putative 0.0042 0.4949 0.4674
Echinococcus multilocularis dna polymerase eta 0.0046 0.5574 0.5574
Brugia malayi DNA topoisomerase III 0.0042 0.4949 0.4949
Trypanosoma cruzi DNA polymerase eta, putative 0.0032 0.3434 0.2507
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.573 0.573
Chlamydia trachomatis DNA topoisomerase I 0.0042 0.4949 1
Brugia malayi ImpB/MucB/SamB family protein 0.002 0.1478 0.1478
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative 0.0042 0.4949 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.573 0.573
Loa Loa (eye worm) hypothetical protein 0.0046 0.5574 0.5574

Activities

Activity type Activity value Assay description Source Reference
Degree of resistance (binding) 2.1 Degree of resistance is the ratio between inhibition of Bacillus subtilis DNA Polymerase III azp-12 and WT. ChEMBL. 6767030
Ki (binding) = 4.66 Inhibition constant against Bacillus subtilis azp-12 DNA topoisomerase III (mutant enzyme). ChEMBL. 6420570
Ki (binding) = 4.987 Inhibition constant against Bacillus subtilis DNA topoisomerase III (wild type). ChEMBL. 6420570
Ki (binding) = 10.3 uM Inhibition against Bacillus subtilis DNA topoisomerase III (wild type) ChEMBL. 6767030
Ki (binding) = 10.3 uM Inhibition against Bacillus subtilis DNA topoisomerase III (wild type) ChEMBL. 6767030
Ki (binding) = 21.9 uM In vitro inhibition of Bacillus subtilis DNA Polymerase III/azp-12(mutant). ChEMBL. 6767030
Ki (binding) = 21.9 uM In vitro inhibition of Bacillus subtilis DNA Polymerase III/azp-12(mutant). ChEMBL. 6767030
Log 1/Ki (binding) = 4.66 Inhibition constant against Bacillus subtilis azp-12 DNA topoisomerase III (mutant enzyme). ChEMBL. 6420570
Log 1/Ki (binding) = 4.987 Inhibition constant against Bacillus subtilis DNA topoisomerase III (wild type). ChEMBL. 6420570
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 28.1838 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 32.6427 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 63.0957 uM PubChem BioAssay. qHTS Assay for Inhibitors of the HIV-1 protein Vpr. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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.

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