Detailed information for compound 140115

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 439.941 | Formula: C22H26ClN7O
  • H donors: 3 H acceptors: 3 LogP: 4.43 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: OCCCN(Cc1ccccc1)/N=N/c1cc(ccc1Cl)c1c(N)nc(nc1CC)N
  • InChi: 1S/C22H26ClN7O/c1-2-18-20(21(24)27-22(25)26-18)16-9-10-17(23)19(13-16)28-29-30(11-6-12-31)14-15-7-4-3-5-8-15/h3-5,7-10,13,31H,2,6,11-12,14H2,1H3,(H4,24,25,26,27)/b29-28+
  • InChiKey: RIURYJFICKLHHI-ZQHSETAFSA-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
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References
Mycobacterium avium Dihydrofolate reductase Starlite/ChEMBL References
Rattus norvegicus Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi bifunctional 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
Echinococcus granulosus 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
Toxoplasma gondii bifunctional 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
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Onchocerca volvulus Get druggable targets OG5_127385 All targets in OG5_127385
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Babesia bovis dihydrofolate reductase/thymidilate synthase Get druggable targets OG5_127385 All targets in OG5_127385
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], putative 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
Loa Loa (eye worm) 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
Schistosoma mansoni dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
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 ko:K00287 dihydrofolate reductase [EC1.5.1.3], putative Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis 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
Trypanosoma brucei dihydrofolate reductase-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
Leishmania major 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 falciparum bifunctional 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
Schistosoma mansoni 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
Trypanosoma brucei gambiense 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
Trypanosoma cruzi 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) 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
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase 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
Schistosoma japonicum hypothetical protein 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
Plasmodium berghei 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 vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Plasmodium berghei bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 211 aa 28.4 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 193 aa 32.1 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 33.7 %
Plasmodium knowlesi bifunctional dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   187 aa 209 aa 29.2 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 34.3 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Plasmodium yoelii thymidylate synthase, putative Dihydrofolate reductase   187 aa 212 aa 27.8 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 202 aa 29.2 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 210 aa 30.0 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 186 aa 37.1 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   187 aa 191 aa 31.9 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   187 aa 187 aa 35.8 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 182 aa 33.5 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   181 aa 174 aa 31.6 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   187 aa 172 aa 36.0 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   187 aa 182 aa 34.1 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni hypothetical protein 0.0195 0.2794 0.2822
Mycobacterium ulcerans glutaminase 0.0613 0.9901 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0141 0.1884 0.1903
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0141 0.1884 0.1903
Trichomonas vaginalis esterase, putative 0.0076 0.0764 0.0248
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0468 0.7441 0.7307
Onchocerca volvulus 0.0076 0.0764 0.2114
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0302 0.4619 0.4219
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0468 0.7441 0.9657
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0076 0.0764 0.0328
Brugia malayi glutaminase DH11.1 0.0613 0.9901 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0618 1 0.5
Loa Loa (eye worm) thymidylate synthase 0.013 0.1686 0.1703
Trichomonas vaginalis set domain proteins, putative 0.0243 0.3612 0.3256
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.5286 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0076 0.0764 0.0771
Trypanosoma cruzi hypothetical protein, conserved 0.0076 0.0764 0.0493
Toxoplasma gondii ABC1 family protein 0.0076 0.0764 0.1445
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0302 0.4619 0.5714
Echinococcus multilocularis geminin 0.0195 0.2794 0.3755
Echinococcus multilocularis beta LACTamase domain containing family member 0.0076 0.0764 0.1026
Onchocerca volvulus 0.013 0.1686 0.4668
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0213 0.3111 0.3142
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Echinococcus multilocularis dihydrofolate reductase 0.0468 0.7441 1
Brugia malayi beta-lactamase family protein 0.0076 0.0764 0.0771
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Mycobacterium tuberculosis Conserved protein 0.0076 0.0764 0.0328
Echinococcus granulosus thymidylate synthase 0.013 0.1686 0.2266
Trichomonas vaginalis D-aminoacylase, putative 0.0076 0.0764 0.0248
Brugia malayi hypothetical protein 0.0062 0.0529 0.0534
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0341 0.5286 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0482 0.7686 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0341 0.5286 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.1686 0.1382
Echinococcus granulosus beta LACTamase domain containing family member 0.0076 0.0764 0.1026
Treponema pallidum fructose-bisphosphate aldolase 0.0618 1 0.5
Echinococcus multilocularis thymidylate synthase 0.013 0.1686 0.2266
Trichomonas vaginalis penicillin-binding protein, putative 0.0076 0.0764 0.0248
Chlamydia trachomatis dihydrofolate reductase 0.0468 0.7441 0.5
Brugia malayi beta-lactamase family protein 0.0076 0.0764 0.0771
Schistosoma mansoni dihydrofolate reductase 0.0468 0.7441 0.7515
Echinococcus granulosus dihydrofolate reductase 0.0468 0.7441 1
Mycobacterium tuberculosis Probable hydrolase 0.0076 0.0764 0.0328
Trichomonas vaginalis D-aminoacylase, putative 0.0076 0.0764 0.0248
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0341 0.5286 1
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0076 0.0764 0.0771
Plasmodium vivax hypothetical protein, conserved 0.0076 0.0764 0.1445
Onchocerca volvulus 0.0076 0.0764 0.2114
Brugia malayi follicle stimulating hormone receptor 0.0233 0.3444 0.3478
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0076 0.0764 0.0771
Brugia malayi beta-lactamase 0.0076 0.0764 0.0771
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Mycobacterium ulcerans thymidylate synthase 0.013 0.1686 0.101
Trichomonas vaginalis glutaminase, putative 0.0613 0.9901 0.9896
Loa Loa (eye worm) dihydrofolate reductase 0.0468 0.7441 0.7515
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0468 0.7441 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Brugia malayi Dihydrofolate reductase 0.0468 0.7441 0.7515
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Brugia malayi thymidylate synthase 0.013 0.1686 0.1703
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0141 0.1884 0.2532
Schistosoma mansoni glutaminase 0.0613 0.9901 1
Schistosoma mansoni hypothetical protein 0.0195 0.2794 0.2822
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0233 0.3444 0.3478
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0076 0.0764 0.0771
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0141 0.1884 0.1903
Mycobacterium tuberculosis Conserved protein 0.0076 0.0764 0.0328
Echinococcus granulosus geminin 0.0195 0.2794 0.3755
Mycobacterium tuberculosis Conserved protein 0.0076 0.0764 0.0328
Loa Loa (eye worm) glutaminase 2 0.0613 0.9901 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0341 0.5286 0.5
Onchocerca volvulus 0.0076 0.0764 0.2114
Brugia malayi Pre-SET motif family protein 0.0213 0.3111 0.3142
Loa Loa (eye worm) beta-lactamase 0.0076 0.0764 0.0771
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.1686 0.1703
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0141 0.1884 0.1903
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0341 0.5286 1
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0302 0.4619 0.5773
Giardia lamblia Fructose-bisphosphate aldolase 0.0618 1 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0141 0.1884 0.1903
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0618 1 1
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0076 0.0764 0.0328
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.1686 0.1617
Mycobacterium tuberculosis Probable lipase LipD 0.0076 0.0764 0.0328
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Onchocerca volvulus 0.0243 0.3612 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0076 0.0764 0.0248
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0141 0.1884 0.2532
Brugia malayi dihydrofolate reductase family protein 0.0468 0.7441 0.7515
Loa Loa (eye worm) hypothetical protein 0.0076 0.0764 0.0771
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0141 0.1884 0.2532
Loa Loa (eye worm) glutaminase 0.0613 0.9901 1
Mycobacterium tuberculosis Probable esterase LipL 0.0076 0.0764 0.0328
Trichomonas vaginalis D-aminoacylase, putative 0.0076 0.0764 0.0248
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0076 0.0764 0.0328
Mycobacterium tuberculosis Probable lipase LipE 0.0076 0.0764 0.0328
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0141 0.1884 0.2532
Trypanosoma cruzi hypothetical protein, conserved 0.0076 0.0764 0.0493

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.68 uM Inhibition of dihydrofolate reductase DHFR in Pneumocystis carinii. ChEMBL. 11472209
IC50 (binding) = 2.01 uM Inhibitory activity against dihydrofolate reductase DHFR in Toxoplasma gondii. ChEMBL. 11472209
IC50 (binding) = 2.01 uM Inhibitory activity against dihydrofolate reductase DHFR in Toxoplasma gondii. ChEMBL. 11472209
IC50 (binding) = 3.9 uM Inhibitory activity against dihydrofolate reductase DHFR in Mycobacterium avium ChEMBL. 11472209
IC50 (binding) = 3.9 uM Inhibitory activity against dihydrofolate reductase DHFR in Mycobacterium avium ChEMBL. 11472209
IC50 (binding) = 7.35 uM Inhibitory activity against dihydrofolate reductase DHFR in rat liver ChEMBL. 11472209
IC50 (binding) = 7.35 uM Inhibitory activity against dihydrofolate reductase DHFR in rat liver ChEMBL. 11472209
Selectivity ratio (binding) = 2.01 Selectivity ratio of IC50(rat liver)/IC50(M. avium) ChEMBL. 11472209
Selectivity ratio (binding) = 3.66 Selectivity ratio of IC50(rat liver)/IC50(T. gondii) ChEMBL. 11472209
Selectivity ratio (binding) = 10.87 Selectivity ratio of IC50(rat liver)/IC50(P. carinii) ChEMBL. 11472209

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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