Detailed information for compound 275065

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 461.963 | Formula: C25H20ClN3O2S
  • H donors: 1 H acceptors: 4 LogP: 5.79 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: C#CCN(c1ccc(cc1)[S+](c1ccccc1Cl)[O-])Cc1ccc2c(c1)c(O)nc(n2)C
  • InChi: 1S/C25H20ClN3O2S/c1-3-14-29(16-18-8-13-23-21(15-18)25(30)28-17(2)27-23)19-9-11-20(12-10-19)32(31)24-7-5-4-6-22(24)26/h1,4-13,15H,14,16H2,2H3,(H,27,28,30)
  • InChiKey: KLLKYTJZILMXAD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens thymidylate synthetase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus 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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative 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
Plasmodium yoelii thymidylate synthase, putative 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
Schistosoma japonicum hypothetical protein 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
Trypanosoma brucei 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
Brugia malayi 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
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative 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
Loa Loa (eye worm) thymidylate synthase 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
Plasmodium falciparum bifunctional 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Echinococcus multilocularis 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
Trypanosoma cruzi dihydrofolate reductase-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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 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
Leishmania donovani 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
Mycobacterium ulcerans 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
Echinococcus multilocularis cpg binding protein 0.0031 0.0648 0.0578
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0742 0.0742
Echinococcus granulosus geminin 0.0175 0.4083 0.4039
Brugia malayi Isocitrate dehydrogenase 0.0016 0.0288 0.0266
Loa Loa (eye worm) glutaminase 2 0.0282 0.665 1
Onchocerca volvulus 0.0035 0.0742 0.034
Onchocerca volvulus 0.0035 0.0742 0.034
Echinococcus granulosus cpg binding protein 0.0031 0.0648 0.0578
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0742 0.0742
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0007 0.0074 0.0074
Echinococcus multilocularis beta LACTamase domain containing family member 0.0035 0.0742 0.0673
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Schistosoma mansoni cpg binding protein 0.003 0.0608 0.0608
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0035 0.0742 0.0907
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0195 0.4565 0.8551
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0742 0.1037
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0035 0.0742 0.0907
Echinococcus granulosus voltage gated sodium channel Nav1 alpha subunit 0.0038 0.0807 0.0738
Mycobacterium tuberculosis Conserved protein 0.0035 0.0742 0.0907
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 0.4565
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0288 0.0216
Mycobacterium tuberculosis Hypothetical protein 0.0093 0.2118 0.3659
Brugia malayi glutaminase DH11.1 0.0282 0.665 1
Leishmania major hypothetical protein, conserved 0.0035 0.0742 0.1061
Brugia malayi beta-lactamase family protein 0.0035 0.0742 0.096
Trichomonas vaginalis glutaminase, putative 0.0282 0.665 1
Echinococcus multilocularis thymidylate synthase 0.0195 0.4565 0.4524
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0742 0.1037
Mycobacterium tuberculosis Probable hydrolase 0.0035 0.0742 0.0907
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 1
Schistosoma mansoni cpg binding protein 0.0031 0.0648 0.0648
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0093 0.2118 0.4279
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0035 0.0742 0.096
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Leishmania major calcium channel protein, putative,ion transporter, putative 0.0038 0.0807 0.1212
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0742 0.1037
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0742 0.1061
Trypanosoma brucei hypothetical protein, conserved 0.0035 0.0742 0.1061
Loa Loa (eye worm) beta-lactamase 0.0035 0.0742 0.0956
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0742 0.1061
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0195 0.4565 1
Echinococcus granulosus beta LACTamase domain containing family member 0.0035 0.0742 0.0673
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0016 0.0288 0.0288
Echinococcus granulosus sodium channel protein 0.0038 0.0807 0.0738
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0063 0.1403 0.1403
Mycobacterium ulcerans thymidylate synthase 0.0195 0.4565 0.6471
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Toxoplasma gondii ABC1 family protein 0.0035 0.0742 0.1061
Brugia malayi beta-lactamase 0.0035 0.0742 0.096
Mycobacterium tuberculosis Probable esterase LipL 0.0035 0.0742 0.0907
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0742 0.1037
Mycobacterium tuberculosis Probable lipase LipD 0.0035 0.0742 0.0907
Schistosoma mansoni cpg binding protein 0.0031 0.0648 0.0648
Mycobacterium tuberculosis Probable lipase LipE 0.0035 0.0742 0.0907
Onchocerca volvulus 0.0195 0.4565 1
Echinococcus multilocularis geminin 0.0175 0.4083 0.4039
Brugia malayi hypothetical protein 0.0093 0.2118 0.3066
Toxoplasma gondii histone lysine methyltransferase SET1 0.0056 0.1242 0.223
Loa Loa (eye worm) thymidylate synthase 0.0195 0.4565 0.6808
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0195 0.4565 1
Brugia malayi CXXC zinc finger family protein 0.003 0.0608 0.0754
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0016 0.0288 0.0216
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Mycobacterium ulcerans glutaminase 0.0282 0.665 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0035 0.0742 0.0907
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0016 0.0288 0.0261
Schistosoma mansoni hypothetical protein 0.0175 0.4083 0.4083
Echinococcus multilocularis dnaJ subfamily B 0.0421 1 1
Trichomonas vaginalis esterase, putative 0.0035 0.0742 0.1037
Brugia malayi beta-lactamase family protein 0.0035 0.0742 0.096
Trichomonas vaginalis conserved hypothetical protein 0.0093 0.2118 0.3125
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0009 0.0118 0.0044
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0742 0.1061
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0195 0.4565 1
Schistosoma mansoni hypothetical protein 0.0175 0.4083 0.4083
Schistosoma mansoni hypothetical protein 0.0421 1 1
Loa Loa (eye worm) glutaminase 0.0282 0.665 1
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0009 0.0118 0.0044
Mycobacterium tuberculosis Conserved protein 0.0035 0.0742 0.0907
Schistosoma mansoni glutaminase 0.0282 0.665 0.665
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0288 0.0216
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0016 0.0288 0.0216
Loa Loa (eye worm) CXXC zinc finger family protein 0.003 0.0608 0.075
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0742 0.1037
Onchocerca volvulus 0.0035 0.0742 0.034
Brugia malayi isocitrate dehydrogenase 0.0016 0.0288 0.0266
Echinococcus multilocularis sodium channel protein 0.0038 0.0807 0.0738
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0288 0.0216
Echinococcus granulosus thymidylate synthase 0.0195 0.4565 0.4524
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0225 0.5289 1
Brugia malayi thymidylate synthase 0.0195 0.4565 0.6809
Echinococcus multilocularis isocitrate dehydrogenase 0.0016 0.0288 0.0216
Loa Loa (eye worm) hypothetical protein 0.0035 0.0742 0.0956
Mycobacterium tuberculosis Conserved protein 0.0035 0.0742 0.0907
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0035 0.0742 0.0956

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 2.1 uM Inhibitory activity against murine L1210 leukemic cell lines. ChEMBL. 9057854
IC50 (functional) = 2.1 uM Inhibitory activity against murine L1210 leukemic cell lines. ChEMBL. 9057854
IC50 (functional) = 4.3 uM Inhibitory activity against GC3/M TK- human adreno carcinoma cell lines. ChEMBL. 9057854
IC50 (functional) = 5.8 uM Inhibitory activity against human CCRF-CEM leukemic cell lines. ChEMBL. 9057854
IC50 (functional) = 5.8 uM Inhibitory activity against human CCRF-CEM leukemic cell lines. ChEMBL. 9057854
Ki (binding) = 0.046 uM Binding affinity against recombinant human thymidylate synthase ChEMBL. 9057854
Ki (binding) = 0.046 uM Binding affinity against recombinant human thymidylate synthase ChEMBL. 9057854
Ki (binding) = 0.073 uM Binding affinity against recombinant human thymidylate synthase ChEMBL. 9057854
Ki (binding) = 0.073 uM Binding affinity against recombinant human thymidylate synthase ChEMBL. 9057854
Ki (binding) = 0.19 uM Binding affinity against recombinant thymidylate synthase in E. coli ChEMBL. 9057854
Ki (binding) = 0.19 uM Binding affinity against recombinant thymidylate synthase in E. coli ChEMBL. 9057854
Ki (binding) = 0.76 uM Binding affinity against recombinant thymidylate synthase in E. coli ChEMBL. 9057854
Ki (binding) = 0.76 uM Binding affinity against recombinant thymidylate synthase in E. coli ChEMBL. 9057854
Ratio (functional) = 3.8 Thymidine shift expressed as the ratio of IC50 for L1210 cells in the presence of 10 uM thymidine divided by the IC50 for the same cell line with out thymidine ChEMBL. 9057854

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 9057854
Homo sapiens ChEMBL23 9057854

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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