Detailed information for compound 108659

Basic information

Technical information
  • TDR Targets ID: 108659
  • Name: AIDS-106688
  • MW: 371.728 | Formula: C18H10ClNO6
  • H donors: 2 H acceptors: 5 LogP: 3.63 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1OC(O)(c2ccc(c(c2)Cl)O)c2c3c1cccc3c(cc2)[N+](=O)[O-]
  • InChi: 1S/C18H10ClNO6/c19-13-8-9(4-7-15(13)21)18(23)12-5-6-14(20(24)25)10-2-1-3-11(16(10)12)17(22)26-18/h1-8,21,23H
  • InChiKey: WYNHKJNPYFAGID-UHFFFAOYSA-N  

Network

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Synonyms

  • AIDS106688
  • 3-(3-Chloro-4-hydroxy-phenyl)-3-hydroxy-6-nitro-3H-benzo[de]isochromen-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium parvum dihydrofolate reductase-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
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Mycobacterium ulcerans 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
Brugia malayi 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
Leishmania braziliensis 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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 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
Plasmodium yoelii thymidylate synthase, putative 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
Leishmania mexicana 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
Plasmodium vivax 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
Trypanosoma brucei gambiense 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
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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Trypanosoma brucei 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], 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
Echinococcus granulosus thymidylate synthase 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
Schistosoma mansoni bifunctional dihydrofolate reductase-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
Schistosoma mansoni transcription factor LCR-F1 0.0078 0.2264 0.3313
Mycobacterium ulcerans thymidylate synthase 0.0195 0.6709 0.5
Loa Loa (eye worm) pax transcription factor protein 2 0.0281 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 1
Brugia malayi MH2 domain containing protein 0.0139 0.4606 0.4606
Echinococcus multilocularis geminin 0.0198 0.6833 0.9975
Brugia malayi thymidylate synthase 0.0195 0.6709 0.6709
Echinococcus granulosus jun protein 0.0198 0.685 1
Onchocerca volvulus 0.0281 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 1
Echinococcus granulosus thymidylate synthase 0.0195 0.6709 0.9794
Leishmania major hypothetical protein, conserved 0.0029 0.0418 0.0624
Schistosoma mansoni jun-related protein 0.0161 0.5435 0.7955
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.6709 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0029 0.0418 0.0624
Trichomonas vaginalis conserved hypothetical protein 0.0093 0.2823 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 1
Onchocerca volvulus 0.0195 0.6709 0.3103
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.6709 0.5
Entamoeba histolytica hypothetical protein 0.0078 0.2264 0.5
Schistosoma mansoni hypothetical protein 0.0078 0.2264 0.3313
Brugia malayi hypothetical protein 0.0078 0.2264 0.2264
Trypanosoma cruzi PAB1-binding protein , putative 0.0029 0.0418 0.0624
Schistosoma mansoni hypothetical protein 0.0198 0.6833 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 0.6709 1
Brugia malayi bZIP transcription factor family protein 0.0198 0.685 0.685
Trypanosoma cruzi PAB1-binding protein , putative 0.0029 0.0418 0.0624
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0078 0.2264 0.3305
Echinococcus multilocularis jun protein 0.0198 0.685 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 1
Schistosoma mansoni hypothetical protein 0.0161 0.5435 0.7955
Schistosoma mansoni hypothetical protein 0.0198 0.6833 1
Echinococcus multilocularis thymidylate synthase 0.0195 0.6709 0.9794
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 0.9819
Plasmodium vivax ataxin-2 like protein, putative 0.0029 0.0418 0.0624
Plasmodium falciparum ataxin-2 like protein, putative 0.0029 0.0418 0.0624
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0093 0.2823 0.4208
Mycobacterium tuberculosis Hypothetical protein 0.0093 0.2823 0.4208
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0198 0.685 1
Loa Loa (eye worm) hypothetical protein 0.0029 0.0418 0.0418
Loa Loa (eye worm) transcription factor SMAD2 0.0139 0.4606 0.4606
Brugia malayi hypothetical protein 0.0093 0.2823 0.2823
Entamoeba histolytica hypothetical protein 0.0078 0.2264 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0139 0.4606 0.4606
Echinococcus granulosus geminin 0.0198 0.6833 0.9975
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0078 0.2264 0.3305
Brugia malayi hypothetical protein 0.0019 0.0021 0.0021
Trypanosoma brucei PAB1-binding protein , putative 0.0029 0.0418 0.0624
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0198 0.685 1
Entamoeba histolytica hypothetical protein 0.0078 0.2264 0.5
Loa Loa (eye worm) hypothetical protein 0.0193 0.6643 0.6643
Entamoeba histolytica hypothetical protein 0.0078 0.2264 0.5
Brugia malayi hypothetical protein 0.0029 0.0418 0.0418
Brugia malayi hypothetical protein 0.0156 0.5228 0.5228
Loa Loa (eye worm) thymidylate synthase 0.0195 0.6709 0.6709
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 0.6709 1
Toxoplasma gondii LsmAD domain-containing protein 0.0029 0.0418 0.0624

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 66 uM In vitro cytotoxicity against mock infected MT-4 cells. ChEMBL. 10377217
CC50 (functional) = 66 uM In vitro cytotoxicity against mock infected MT-4 cells. ChEMBL. 10377217
IF (binding) < 0.04 Inhibition factor for Cryptococcus Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.086 Inhibition factor for Lactobacillus casei Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.418 Inhibition factor for Pneumocystis carinii Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 1 Inhibition factor for Human Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) < 0.04 Inhibition factor for Cryptococcus Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.086 Inhibition factor for Lactobacillus casei Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 0.418 Inhibition factor for Pneumocystis carinii Thymidylate synthase at 27 uM. ChEMBL. 10377217
IF (binding) = 1 Inhibition factor for Human Thymidylate synthase at 27 uM. ChEMBL. 10377217
Ki (binding) = 0.25 uM In vitro inhibition of Lactobacillus casei Thymidylate synthase. ChEMBL. 10377217
Ki (binding) = 0.25 uM In vitro inhibition of Lactobacillus casei Thymidylate synthase. ChEMBL. 10377217
MGC (functional) = 8 uM In vitro minimum concentration for germicidal effect on Streptococcus. ChEMBL. 10377217
MGC (functional) = 17 uM In vitro evaluation of the compound for minimum germicidal effect on Stapylococcus aureus was determined ChEMBL. 10377217
MIC (functional) = 4 uM In vitro inhibition of Stapylococcus aureus growth. ChEMBL. 10377217
MIC (functional) = 8 uM In vitro inhibition of Streptococcus growth. ChEMBL. 10377217
MIC (functional) > 66 uM In vitro inhibition of Cryptococcus neoformans growth. ChEMBL. 10377217
MIC (functional) > 66 uM In vitro inhibition of Cryptococcus neoformans growth. ChEMBL. 10377217
SI (functional) = 8.24 Ratio of cytotoxic concentration to that of minimum inhibitory concentration against Steptococcus (CC50/MIC50). ChEMBL. 10377217

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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