Detailed information for compound 1838497

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 473.929 | Formula: C22H20ClN3O5S
  • H donors: 1 H acceptors: 4 LogP: 4.44 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCOC(=O)C1=C(C)N=C(NC1c1ccccc1)SCC(=O)c1ccc(c(c1)[N+](=O)[O-])Cl
  • InChi: 1S/C22H20ClN3O5S/c1-3-31-21(28)19-13(2)24-22(25-20(19)14-7-5-4-6-8-14)32-12-18(27)15-9-10-16(23)17(11-15)26(29)30/h4-11,20H,3,12H2,1-2H3,(H,24,25)
  • InChiKey: VGTPYWFPZMWGMC-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
Homo sapiens dihydrofolate reductase Starlite/ChEMBL No references
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Babesia bovis dihydrofolate reductase/thymidilate 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Loa Loa (eye worm) 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein 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
Echinococcus granulosus 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
Toxoplasma gondii bifunctional 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
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium falciparum bifunctional 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
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium vivax bifunctional dihydrofolate reductase-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
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
Mycobacterium ulcerans 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 DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 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
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 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
Theileria parva dihydrofolate reductase-thymidylate synthase, putative 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
Schistosoma japonicum hypothetical protein Get druggable targets OG5_127385 All targets in OG5_127385
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Plasmodium yoelii thymidylate synthase, putative 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
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
Cryptosporidium hominis chain A, crystal structure of Dhfr 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
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi 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 mansoni bifunctional dihydrofolate reductase-thymidylate 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
Onchocerca volvulus 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
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0262 0.3428 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Brugia malayi Dihydrofolate reductase 0.026 0.3397 0.4113
Schistosoma mansoni serine/threonine protein kinase 0.0092 0.0068 0.0082
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0262 0.3428 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.026 0.3397 0.4113
Loa Loa (eye worm) thymidylate synthase 0.013 0.0818 0.0991
Echinococcus multilocularis dihydrofolate reductase 0.026 0.3397 0.3397
Trichomonas vaginalis CMGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Onchocerca volvulus 0.013 0.0818 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Brugia malayi Cell division protein kinase 2 0.0092 0.0068 0.0082
Schistosoma mansoni kinase 0.0507 0.8258 1
Entamoeba histolytica cell division protein kinase 2, putative 0.0092 0.0068 0.0082
Brugia malayi Protein kinase domain containing protein 0.0092 0.0068 0.0082
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Echinococcus multilocularis thymidylate synthase 0.013 0.0818 0.0818
Giardia lamblia Kinase, CAMK CAMKL 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.026 0.3397 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Giardia lamblia Kinase, CAMK CAMKL 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0507 0.8258 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Loa Loa (eye worm) CMGC/CDK/CRK7 protein kinase 0.0092 0.0068 0.0082
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis G protein-coupled receptor kinase, putative 0.0092 0.0068 0.5
Echinococcus granulosus dihydrofolate reductase 0.026 0.3397 0.3397
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CMGC family protein kinase 0.0092 0.0068 0.5
Schistosoma mansoni protein kinase 0.0092 0.0068 0.0082
Brugia malayi dihydrofolate reductase family protein 0.026 0.3397 0.4113
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0262 0.3428 1
Schistosoma mansoni serine/threonine kinase 0.0092 0.0068 0.0082
Schistosoma mansoni dihydrofolate reductase 0.026 0.3397 0.4113
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Echinococcus granulosus mitogen activated protein kinase 15 0.0092 0.0068 0.0068
Echinococcus granulosus thymidylate synthase 0.013 0.0818 0.0818
Echinococcus multilocularis cyclin dependent kinase 9 0.0507 0.8258 0.8258
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0092 0.0068 0.0082
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Brugia malayi cyclin-dependent kinase 7 homolog 0.0092 0.0068 0.0082
Echinococcus multilocularis serine:threonine protein kinase NLK 0.0092 0.0068 0.0068
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 0.3428 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.026 0.3397 1
Brugia malayi cyclin-dependent kinase 9 0.0507 0.8258 1
Echinococcus granulosus serine:threonine protein kinase NLK 0.0092 0.0068 0.0068
Giardia lamblia Kinase, CAMK CAMKL 0.0092 0.0068 0.5
Chlamydia trachomatis dihydrofolate reductase 0.026 0.3397 0.5
Brugia malayi thymidylate synthase 0.013 0.0818 0.0991
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0507 0.8258 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CMGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis serine/threonine kinase, putative 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.0818 0.0991
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Echinococcus granulosus Cell division cycle 2 protein kinase 0.0092 0.0068 0.0068
Loa Loa (eye worm) haspin protein kinase 0.0092 0.0068 0.0082
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Echinococcus multilocularis Cell division cycle 2 protein kinase 0.0092 0.0068 0.0068
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0262 0.3428 1
Trichomonas vaginalis CMGC family protein kinase 0.0092 0.0068 0.5
Loa Loa (eye worm) CMGC/CDK/CDK9 protein kinase 0.0507 0.8258 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.026 0.3397 1
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Echinococcus granulosus cyclin dependent kinase 9 0.0507 0.8258 0.8258
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.0068 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0262 0.3428 0.5
Trichomonas vaginalis AGC family protein kinase 0.0092 0.0068 0.5
Trichomonas vaginalis protein kinase atmrk1, putative 0.0092 0.0068 0.5
Loa Loa (eye worm) AGC/PDK1 protein kinase 0.0092 0.0068 0.0082

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as clear lymphocytes in host liver focal granuloma at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in host lung congestion at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as epethelioid granuloma in host spleen at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in Toxoplasma antigen in host serum at 0.25 mg, po administered 48 hr post-infection measured after 3 days by Co-A test relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in host spleen white pulp at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in host liver necrosis at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in interstitial pneumonia at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity against Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in tachozyte count in liver at 0.25 mg, po administered 48 hr post-infection measured after 3 days by Geimsa staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in host spleen necrosis at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity against Toxoplasma gondii RH infected Swiss albino mouse assessed as decrease in tachozyte count in spleen at 0.25 mg, po administered 48 hr post-infection measured after 3 days by Geimsa staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as decreased parasite movement in host peritoneal exudate at 0.25 mg, po administered 48 hr post-infection measured after 3 days by light microscopic analysis ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as parasite deformity in host peritoneal exudate at 0.25 mg, po administered 48 hr post-infection measured after 3 days by light microscopic analysis ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as megakaryocytes in host spleen at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as extramedullary hematopoiesis in host spleen at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as clear mononuclear cells in host liver focal granuloma at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
Activity (functional) Antiparasitic activity Toxoplasma gondii RH infected Swiss albino mouse assessed as increase in host spleen red pulp at 0.25 mg, po administered 48 hr post-infection measured after 3 days by haematoxylin and eosin staining relative to control ChEMBL. No reference
IC50 (binding) = 2.3 uM Inhibition of Cryptosporidium parvum recombinant DHFR using dihydrofolate as substrate incubated for 5 min prior to substrate addition by spectrophotometric assay ChEMBL. No reference
IC50 (binding) = 3 uM Inhibition of Homo sapiens (human) dihydrofolate reductase using dihydrofolate as substrate incubated for 5 min prior to substrate addition by spectrophotometric assay ChEMBL. No reference

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

No literature references available for this target.

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