Detailed information for compound 375692

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 447.278 | Formula: C24H15BrO4
  • H donors: 2 H acceptors: 3 LogP: 5.76 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)C1(OC(=O)c2c3c1cccc3ccc2)c1ccc(c(c1)Br)O
  • InChi: 1S/C24H15BrO4/c25-20-13-16(9-12-21(20)27)24(15-7-10-17(26)11-8-15)19-6-2-4-14-3-1-5-18(22(14)19)23(28)29-24/h1-13,26-27H
  • InChiKey: JBQLTVLEUUGFSH-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
Cryptococcus neoformans var. neoformans B-3501A Thymidylate synthase Starlite/ChEMBL References
Lactobacillus casei Thymidylate synthase Starlite/ChEMBL References
Escherichia coli thymidylate synthetase Starlite/ChEMBL References
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi 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
Trypanosoma brucei gambiense 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
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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) 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
Trypanosoma brucei 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
Leishmania mexicana dihydrofolate reductase-thymidylate synthase 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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Mycobacterium ulcerans dihydrofolate reductase DfrA 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
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium ulcerans 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
Plasmodium falciparum bifunctional 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
Theileria parva 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania donovani 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
Onchocerca volvulus 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
Leishmania major 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
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Schistosoma japonicum ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Leishmania infantum dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans dihydrofolate reductase 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
Schistosoma japonicum hypothetical protein 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 mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni 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
Echinococcus multilocularis 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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 202 aa 29.7 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0663 1 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0663 1 0.5
Onchocerca volvulus 0.0584 0.7941 0.5
Loa Loa (eye worm) thymidylate synthase 0.0584 0.7941 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0663 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0663 1 0.5
Echinococcus granulosus thymidylate synthase 0.0584 0.7941 0.5
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0584 0.7941 1
Mycobacterium ulcerans thymidylate synthase 0.0584 0.7941 0.5
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0584 0.7941 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0663 1 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0584 0.7941 0.5
Echinococcus multilocularis thymidylate synthase 0.0584 0.7941 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0278 0 0.5
Brugia malayi thymidylate synthase 0.0584 0.7941 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 0.4 uM Inhibition of Escherichia coli thymidylate synthase ChEMBL. 17004711
Ki (binding) = 0.4 uM Inhibition of Escherichia coli thymidylate synthase ChEMBL. 17004711
Ki (binding) = 1 uM Inhibition of Lactobacillus casei thymidylate synthase ChEMBL. 17004711
Ki (binding) = 1 uM Inhibition of Lactobacillus casei thymidylate synthase ChEMBL. 17004711
Ki (binding) = 3.4 uM Inhibition of human dihydrofolate reductase ChEMBL. 17004711
Ki (binding) = 3.4 uM Inhibition of human dihydrofolate reductase ChEMBL. 17004711
Ki (binding) = 5.2 uM Inhibition of Cryptococcus neoformans thymidylate synthase ChEMBL. 17004711
Ki (binding) = 5.2 uM Inhibition of Cryptococcus neoformans thymidylate synthase ChEMBL. 17004711
Ki (binding) > 132 uM Inhibition of human thymidylate synthase ChEMBL. 17004711
Ki (binding) > 132 uM Inhibition of human thymidylate synthase ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes 3 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes 4 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes 5 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes 6 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes 7 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Listeria monocytogenes ATCC4428 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Staphylococcus aureus 343 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Staphylococcus aureus ATCC29213 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Staphylococcus haemolyticus ATCC2997 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Staphylococcus saprophyticus ATCC15305 ChEMBL. 17004711
MIC (functional) = 10 ug ml-1 Antibacterial activity against Streptococcus 42 ChEMBL. 17004711
MIC (functional) = 25 ug ml-1 Antibacterial activity against Enterococcus faecalis ATCCC29212 ChEMBL. 17004711
MIC (functional) = 25 ug ml-1 Antibacterial activity against Listeria monocytogenes 8 ChEMBL. 17004711
MIC (functional) = 25 ug ml-1 Antibacterial activity against Staphylococcus aureus 341 ChEMBL. 17004711
MIC (functional) = 25 ug ml-1 Antibacterial activity against Staphylococcus aureus K28 ChEMBL. 17004711
MIC (functional) > 50 ug ml-1 Antibacterial activity against Escherichia coli 256 ChEMBL. 17004711
MIC (functional) > 50 ug ml-1 Antibacterial activity against Escherichia coli 292 ChEMBL. 17004711
MIC (functional) > 50 ug ml-1 Antibacterial activity against Citrobacter 224 ChEMBL. 17004711
MIC (functional) > 50 ug ml-1 Antibacterial activity against Escherichia coli 256 ChEMBL. 17004711
MIC (functional) > 50 ug ml-1 Antibacterial activity against Escherichia coli 292 ChEMBL. 17004711
Ratio Ki (binding) > 25 Specificity Index, Ki for human thymidylate synthase/Ki for Cryptococcus neoformans thymidylate synthase ChEMBL. 17004711
Ratio Ki (binding) > 132 Specificity Index, Ki for human thymidylate synthase/Ki for Lactobacillus casei thymidylate synthase ChEMBL. 17004711
Ratio Ki (binding) > 330 Specificity Index, Ki for human thymidylate synthase/Ki for Escherichia coli thymidylate synthase ChEMBL. 17004711
Selectivity index (binding) < 0.02 Selectivity Index, Ki for human dihydrofolate reductase/Ki for human thymidylate synthase ChEMBL. 17004711

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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