Detailed information for compound 1105149

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 328.389 | Formula: C16H16N4O2S
  • H donors: 2 H acceptors: 4 LogP: 2.07 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1nc(N)c2c(n1)cc(c(c2)C)c1ccc(cc1)S(=O)(=O)C
  • InChi: 1S/C16H16N4O2S/c1-9-7-13-14(19-16(18)20-15(13)17)8-12(9)10-3-5-11(6-4-10)23(2,21)22/h3-8H,1-2H3,(H4,17,18,19,20)
  • InChiKey: HFWXNEFGEGPRCI-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
Staphylococcus aureus Dihydrofolate reductase Starlite/ChEMBL References
Homo sapiens dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans hypothetical protein Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus granulosus dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Schistosoma mansoni 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
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase 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
Brugia malayi dihydrofolate reductase family protein Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Brugia malayi Dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 186 aa 26.3 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 186 aa 26.9 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   159 aa 159 aa 27.7 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase dihydrofolate reductase 187 aa 202 aa 29.7 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 185 aa 25.4 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   159 aa 150 aa 33.3 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   159 aa 155 aa 36.8 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   159 aa 169 aa 29.6 %
Onchocerca volvulus Dihydrofolate reductase   159 aa 154 aa 25.3 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   159 aa 158 aa 27.2 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   159 aa 150 aa 35.3 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   159 aa 184 aa 27.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0018 0.004 0.004
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.3565 0.5
Loa Loa (eye worm) hypothetical protein 0.0018 0.004 0.004
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1571
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0765 0.0765
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1604
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0081 0.1604 0.1438
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0195 0.0156
Schistosoma mansoni peptidase Clp (S14 family) 0.0081 0.1604 0.1604
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0195 0.5
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0081 0.1604 0.4035
Onchocerca volvulus 0.0024 0.0195 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0905 0.0905
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0765 0.0765
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.0765 0.0765
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0905 0.0905
Loa Loa (eye worm) hypothetical protein 0.0018 0.004 0.004
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0024 0.0195 0.0156
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0024 0.0195 0.0156
Brugia malayi Probable ClpP-like protease 0.0081 0.1604 0.1604
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0081 0.1604 0.236
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0415 1 1
Mycobacterium tuberculosis Probable nicotinate-nucleotide adenylyltransferase NadD (deamido-NAD(+) pyrophosphorylase) (deamido-NAD(+) diphosphorylase) (nic 0.0282 0.667 0.6665
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0053 0.0907 0.0727
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0024 0.0195 0.018
Loa Loa (eye worm) hypothetical protein 0.0018 0.004 0.004
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0415 1 1
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.5
Loa Loa (eye worm) dihydrofolate reductase 0.0415 1 1
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0024 0.0195 0.018
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0486 0.0486
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0195 0.0195
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0028 0.0278 0.036
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3565 1
Loa Loa (eye worm) hypothetical protein 0.0036 0.0486 0.0486
Mycobacterium ulcerans hypothetical protein 0.0024 0.0195 0.0156
Schistosoma mansoni dihydrofolate reductase 0.0415 1 1
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0195 0.0195
Loa Loa (eye worm) hypothetical protein 0.0053 0.0905 0.0905
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0018 0.004 0.0025
Loa Loa (eye worm) hypothetical protein 0.0024 0.0195 0.0195
Schistosoma mansoni hypothetical protein 0.0036 0.0486 0.0486
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.0765 0.0765
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.3565 0.5317
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.0765 0.0765
Plasmodium vivax nicotinate-nucleotide adenylyltransferase, putative 0.0282 0.667 1
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.2075
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0081 0.1604 0.4035
Entamoeba histolytica acyl-CoA synthetase, putative 0.0024 0.0195 0.5
Echinococcus granulosus dihydrofolate reductase 0.0415 1 1
Brugia malayi Dihydrofolate reductase 0.0415 1 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0195 0.0195
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1571
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.3565 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.3565 1
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2) 0.0053 0.0907 0.0894
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0195 0.0195
Mycobacterium ulcerans bifunctional nicotinate-nucleotide adenylyltransferase NadD/hypothetical protein 0.0282 0.667 0.6657
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0195 0.0156
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1571
Mycobacterium tuberculosis Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP) 0.0053 0.0907 0.0894
Entamoeba histolytica acyl-coA synthetase, putative 0.0024 0.0195 0.5
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0024 0.0195 0.0156
Mycobacterium leprae PROBABLE NICOTINATE-NUCLEOTIDE ADENYLYLTRANSFERASE NADD (DEAMIDO-NAD(+) PYROPHOSPHORYLASE) (DEAMIDO-NAD(+) DIPHOSPHORYLASE) (NIC 0.0282 0.667 0.6604
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1571
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0415 1 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0195 0.0195
Loa Loa (eye worm) hypothetical protein 0.0081 0.1604 0.1604
Mycobacterium leprae ATP-dependent Clp protease proteolytic subunit 1 0.0028 0.0278 0.0085
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0028 0.0278 0.036
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0081 0.1604 0.236
Chlamydia trachomatis dihydrofolate reductase 0.0415 1 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.3565 0.5317
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0081 0.1604 0.1604
Treponema pallidum hypothetical protein 0.0282 0.667 1
Echinococcus multilocularis peptidase Clp (S14 family) 0.0053 0.0907 0.0907
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.0765 0.0765
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0024 0.0195 0.0156
Loa Loa (eye worm) hypothetical protein 0.0018 0.004 0.004
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0905 0.0905
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0195 0.0156
Echinococcus granulosus peptidase Clp S14 family 0.0053 0.0907 0.0907
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0765 0.0765
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0765 0.0765
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.0765 0.0765
Echinococcus multilocularis dihydrofolate reductase 0.0415 1 1
Plasmodium falciparum nicotinamide/nicotinic acid mononucleotide adenylyltransferase 0.0282 0.667 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 1.2 nM Inhibition of Staphylococcus aureus DHFR assessed as oxidation of NADPH using dihydrofolate as substrate pre-incubated for 10 mins before substrate addition by spectrophotometry ChEMBL. 21831637
Ki (binding) = 44.1 nM Inhibition of human DHFR assessed as oxidation of NADPH using dihydrofolate as substrate pre-incubated for 10 mins before substrate addition by spectrophotometry ChEMBL. 21831637
MIC (functional) = 32 ug ml-1 Antibacterial activity against Escherichia coli ATCC 35218 by CLSI microdilution method ChEMBL. 21831637

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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