Detailed information for compound 29699

Basic information

Technical information
  • TDR Targets ID: 29699
  • Name: 6-[(3-chlorophenyl)sulfanylmethyl]pteridine-2 ,4-diamine
  • MW: 318.785 | Formula: C13H11ClN6S
  • H donors: 2 H acceptors: 4 LogP: 1.8 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1cccc(c1)SCc1cnc2c(n1)c(N)nc(n2)N
  • InChi: 1S/C13H11ClN6S/c14-7-2-1-3-9(4-7)21-6-8-5-17-12-10(18-8)11(15)19-13(16)20-12/h1-5H,6H2,(H4,15,16,17,19,20)
  • InChiKey: XHWJTTUZCGFEJM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[[(3-chlorophenyl)thio]methyl]pteridine-2,4-diamine
  • [2-amino-6-[[(3-chlorophenyl)thio]methyl]pteridin-4-yl]amine
  • 174654-78-5
  • 2,4-Pteridinediamine, 6-[(3-chlorophenylthio)methyl]
  • 2,4-Pteridinediamine, 6-((3-chlorophenylthio)methyl)
  • AIDS041304
  • AIDS-041304

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans Thymidylate synthase capable of functional substitution for S. cerevisiae CDC21 (YOR074C) 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
Cryptosporidium parvum 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
Trypanosoma brucei 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
Leishmania infantum 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
Echinococcus granulosus 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
Brugia malayi 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
Leishmania major 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
Echinococcus multilocularis 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
Trypanosoma brucei gambiense 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
Onchocerca volvulus 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
Mycobacterium ulcerans 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 tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 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
Schistosoma japonicum ko:K00560 thymidylate synthase [EC2.1.1.45], 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
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related 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
Leishmania donovani 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
Leishmania mexicana 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
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
Mycobacterium tuberculosis Probable lipase LipE 0.0114 0.0388 0.0357
Trypanosoma cruzi hypothetical protein, conserved 0.0114 0.0388 0.4305
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Trichomonas vaginalis penicillin-binding protein, putative 0.0114 0.0388 0.0664
Mycobacterium ulcerans lipoprotein LpqF 0.0729 0.4597 0.4379
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0114 0.0388 0.223
Mycobacterium tuberculosis Conserved protein 0.0114 0.0388 0.0357
Echinococcus multilocularis beta LACTamase domain containing family member 0.0114 0.0388 0.7804
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.0859 0.5
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Mycobacterium leprae Probable transmembrane serine/threonine-protein kinase B PknB (protein kinase B) (STPK B) 0.0156 0.0679 0.0581
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Mycobacterium ulcerans serine/threonine-protein kinase B PknB 0.0156 0.0679 0.0303
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.013 0.0497 1
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0114 0.0388 0.0357
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.013 0.0497 0.0218
Mycobacterium ulcerans penicillin-binding protein PbpA 0.0755 0.4776 0.4565
Brugia malayi hypothetical protein 0.0062 0.0032 0.0642
Mycobacterium tuberculosis Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen 0.0723 0.4559 0.4541
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0114 0.0388 0.7804
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Brugia malayi thymidylate synthase 0.013 0.0497 1
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.1399 0.9179 0.5
Mycobacterium tuberculosis Probable conserved lipoprotein LpqF 0.0729 0.4597 0.458
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0114 0.0388 0.7804
Onchocerca volvulus 0.013 0.0497 1
Echinococcus granulosus beta LACTamase domain containing family member 0.0114 0.0388 0.7804
Mycobacterium leprae POSSIBLE PENICILLIN-BINDING LIPOPROTEIN 0.0304 0.1687 0.2593
Mycobacterium tuberculosis Possible penicillin-binding lipoprotein 0.0304 0.1687 0.166
Mycobacterium ulcerans class a beta-lactamase, BlaC 0.1519 1 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0114 0.0388 0.0664
Mycobacterium tuberculosis Probable penicillin-binding membrane protein PbpB 0.0391 0.2286 0.2261
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0183 0.0859 1
Mycobacterium tuberculosis Conserved protein 0.0114 0.0388 0.0357
Treponema pallidum penicillin-binding protein (pbp-2) 0.0846 0.5397 0.5153
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Mycobacterium tuberculosis Conserved protein 0.0114 0.0388 0.0357
Mycobacterium ulcerans penicillin-binding membrane protein PbpB 0.1338 0.8766 0.8716
Trichomonas vaginalis esterase, putative 0.0114 0.0388 0.0664
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0183 0.0859 1
Chlamydia trachomatis transglycolase/transpeptidase 0.1399 0.9179 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.013 0.0497 0.0467
Loa Loa (eye worm) hypothetical protein 0.0114 0.0388 0.223
Mycobacterium ulcerans bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 0.0723 0.4559 0.4339
Mycobacterium tuberculosis Probable lipase LipD 0.0114 0.0388 0.0357
Brugia malayi beta-lactamase family protein 0.0114 0.0388 0.7804
Trichomonas vaginalis D-aminoacylase, putative 0.0114 0.0388 0.0664
Trypanosoma brucei beta lactamase 0.0729 0.4597 1
Mycobacterium tuberculosis Probable esterase LipL 0.0114 0.0388 0.0357
Loa Loa (eye worm) thymidylate synthase 0.013 0.0497 0.2858
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0114 0.0388 0.7804
Brugia malayi beta-lactamase 0.0114 0.0388 0.7804
Trichomonas vaginalis D-aminoacylase, putative 0.0114 0.0388 0.0664
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0114 0.0388 0.0357
Mycobacterium leprae PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN 0.0723 0.4559 0.8326
Mycobacterium ulcerans penicillin-binding lipoprotein 0.0304 0.1687 0.1351
Mycobacterium leprae PROBABLE CONSERVED LIPOPROTEIN LPQF 0.0729 0.4597 0.8402
Loa Loa (eye worm) hypothetical protein 0.0311 0.174 1
Loa Loa (eye worm) beta-lactamase 0.0114 0.0388 0.223
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0183 0.0859 1
Mycobacterium ulcerans bifunctional penicillin-binding protein 1A/1B PonA1 0.0846 0.5397 0.5211
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0727 0.4583 0.4566
Mycobacterium leprae PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE 0.0846 0.5397 1
Brugia malayi beta-lactamase family protein 0.0114 0.0388 0.7804
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0114 0.0388 0.0357
Treponema pallidum penicillin-binding protein (pbp-1) 0.1399 0.9179 0.9283
Echinococcus multilocularis thymidylate synthase 0.013 0.0497 1
Brugia malayi hypothetical protein 0.0119 0.0427 0.8587
Mycobacterium tuberculosis Transmembrane serine/threonine-protein kinase B PknB (protein kinase B) (STPK B) 0.0156 0.0679 0.0649
Trichomonas vaginalis D-aminoacylase, putative 0.0114 0.0388 0.0664
Mycobacterium tuberculosis Probable hydrolase 0.0114 0.0388 0.0357
Treponema pallidum penicillin-binding protein (pbp-3) 0.1495 0.9835 1
Echinococcus granulosus thymidylate synthase 0.013 0.0497 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0183 0.0859 1
Mycobacterium tuberculosis Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase 0.0279 0.1518 0.1491
Mycobacterium leprae Probable penicillin-binding protein PbpA 0.0755 0.4776 0.876
Mycobacterium leprae Probable penicillin-binding membrane protein PbpB 0.0391 0.2286 0.3788
Trichomonas vaginalis conserved hypothetical protein 0.0846 0.5397 1
Trypanosoma cruzi hypothetical protein, conserved 0.0114 0.0388 0.4305
Mycobacterium ulcerans thymidylate synthase 0.013 0.0497 0.0114
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0183 0.0859 0.1119
Mycobacterium tuberculosis Probable penicillin-binding protein PbpA 0.0755 0.4776 0.476

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 5.7 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 5.7 uM Inhibitory activity against Toxoplasma gondii dihydrofolate reductase ChEMBL. 8632434
IC50 (functional) > 10 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (functional) > 10 uM Inhibition of Toxoplasma gondii cell growth ChEMBL. 8632434
IC50 (binding) = 26.6 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 26.6 uM Inhibitory activity of the compound against rat liver dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 42.2 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
IC50 (binding) = 42.2 uM Inhibitory activity against Pneumocystis carinii dihydrofolate reductase ChEMBL. 8632434
Selectivity (binding) = 0.63 Ratio of IC50 rat liver DHFR vs IC50 of P. carinii DHFR ChEMBL. 8632434
Selectivity (binding) = 4.7 Ratio of IC50 rat liver DHFR vs IC50 of T. gondii DHFR ChEMBL. 8632434

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Toxoplasma gondii ChEMBL23 8632434

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.