Detailed information for compound 85533

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 311.425 | Formula: C18H25N5
  • H donors: 2 H acceptors: 2 LogP: 3.07 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCc1cc(Cc2cnc(nc2N)N)cc2c1N(C)CCC2C
  • InChi: 1S/C18H25N5/c1-4-13-7-12(8-14-10-21-18(20)22-17(14)19)9-15-11(2)5-6-23(3)16(13)15/h7,9-11H,4-6,8H2,1-3H3,(H4,19,20,21,22)
  • InChiKey: ROFHCHDLNGIYAX-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
Neisseria gonorrhoeae Dihydrofolate reductase Starlite/ChEMBL References
Escherichia coli Dihydrofolate reductase type 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans dihydrofolate reductase DfrA Get druggable targets OG5_128410 All targets in OG5_128410
Echinococcus multilocularis 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
Echinococcus granulosus 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
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 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
Brugia malayi 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
Candida albicans dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Chlamydia trachomatis 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
Loa Loa (eye worm) dihydrofolate reductase Get druggable targets OG5_128410 All targets in OG5_128410
Candida albicans hypothetical protein 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
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 131 aa 28.2 %
Brugia malayi dihydrofolate reductase family protein Dihydrofolate reductase type 1   157 aa 144 aa 26.4 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 131 aa 28.2 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase type 1   157 aa 142 aa 29.6 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   162 aa 185 aa 28.6 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase type 1   157 aa 159 aa 23.9 %
Candida albicans hypothetical protein Dihydrofolate reductase type 1   157 aa 131 aa 28.2 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 142 aa 33.8 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 131 aa 28.2 %
Echinococcus granulosus dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 171 aa 25.1 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 154 aa 37.7 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase type 1   157 aa 148 aa 26.4 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   162 aa 145 aa 32.4 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   162 aa 177 aa 31.1 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   162 aa 176 aa 31.8 %
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 204 aa 32.8 %
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase type 1   157 aa 128 aa 25.0 %
Neospora caninum Bifunctional dihydrofolate reductase-thymidylate synthase, related Dihydrofolate reductase   162 aa 182 aa 31.3 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 204 aa 33.3 %
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 159 aa 30.2 %
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 181 aa 30.4 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 145 aa 31.0 %
Plasmodium berghei AP2 domain transcription factor, putative Dihydrofolate reductase type 1   157 aa 140 aa 23.6 %
Echinococcus multilocularis dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 168 aa 25.6 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 142 aa 31.0 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 142 aa 33.8 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 204 aa 32.8 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   162 aa 171 aa 26.9 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase type 1   157 aa 149 aa 28.9 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   162 aa 204 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0159 0.4906 1
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0056 0.1261 0.1261
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0287 0.9467 1
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0266 0.0541
Toxoplasma gondii HEAT repeat-containing protein 0.0028 0.0266 0.0541
Leishmania major importin beta-1 subunit, putative 0.0023 0.0075 0.0154
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.006 0.1378 0.1378
Brugia malayi Importin beta-1 subunit 0.0028 0.0266 0.0281
Brugia malayi dihydrofolate reductase family protein 0.0287 0.9467 1
Schistosoma mansoni hypothetical protein 0.0302 1 1
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0159 0.4906 1
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0021 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0028 0.0266 0.0266
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0302 1 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.1378 0.0143
Brugia malayi RNA, U transporter 1 0.008 0.2121 0.224
Toxoplasma gondii aldehyde dehydrogenase 0.006 0.1378 0.2809
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0056 0.1261 0.2571
Plasmodium vivax importin-beta 2, putative 0.0028 0.0266 0.0541
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0052 0.1126 0.1126
Chlamydia trachomatis dihydrofolate reductase 0.0287 0.9467 0.5
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.4906 1
Trypanosoma brucei importin beta-1 subunit, putative 0.0028 0.0266 0.0541
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0287 0.9467 1
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0056 0.1261 0.1261
Echinococcus granulosus importin subunit beta 1 0.0028 0.0266 0.0266
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.1378 0.1378
Entamoeba histolytica hypothetical protein 0.0023 0.0075 1
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0075 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0159 0.4906 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.006 0.1378 0.2809
Trypanosoma cruzi importin beta-1 subunit, putative 0.0023 0.0075 0.0154
Brugia malayi Dihydrofolate reductase 0.0287 0.9467 1
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0056 0.1261 0.1332
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0159 0.4906 1
Echinococcus multilocularis importin subunit beta 1 0.0028 0.0266 0.0266
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.006 0.1378 0.0143
Schistosoma mansoni aldehyde dehydrogenase 0.006 0.1378 0.1378
Echinococcus multilocularis dihydrofolate reductase 0.0287 0.9467 0.9467
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.1378 0.0143
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0287 0.9467 0.5
Mycobacterium ulcerans aldehyde dehydrogenase 0.006 0.1378 0.0143
Schistosoma mansoni importin beta-1 0.0028 0.0266 0.0266
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.006 0.1378 0.1378
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0056 0.1261 0.1261
Trichomonas vaginalis importin beta-1, putative 0.0023 0.0075 1
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0023 0.0075 1
Schistosoma mansoni dihydrofolate reductase 0.0287 0.9467 0.9467
Loa Loa (eye worm) dihydrofolate reductase 0.0287 0.9467 0.9467
Plasmodium falciparum importin beta, putative 0.0028 0.0266 0.0541
Echinococcus granulosus dihydrofolate reductase 0.0287 0.9467 0.9467
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0159 0.4906 1
Echinococcus multilocularis snurportin 1 0.0302 1 1

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 24000000 M Inhibitory activity to dihydrofolate reductase in Escherichia coli ChEMBL. 2502632
I50 (binding) = 3000000000 M Inhibitory activity against Dihydrofolate reductase in Neisseria gonorrhoeae ChEMBL. 2502632
I50 (binding) = 440000000000 M Inhibitory activity against dihydrofolate reductase in rat liver ChEMBL. 2502632
IC50 (binding) = 0.0000000024 M Inhibitory activity to dihydrofolate reductase in Escherichia coli ChEMBL. 2502632
IC50 (binding) = 0.0000003 M Inhibitory activity against Dihydrofolate reductase in Neisseria gonorrhoeae ChEMBL. 2502632
IC50 (binding) = 0.000044 M Inhibitory activity against dihydrofolate reductase in rat liver ChEMBL. 2502632
MIC (functional) = 0.03 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Streptococcus faecalis CN478 ChEMBL. 2502632
MIC (functional) = 0.03 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Staphylococcus aureus CN491 ChEMBL. 2502632
MIC (functional) = 1 ug ml-1 Comparative invitro antibacterial activity of compound with trimethoprim against Streptococcus pyogenes CN10 ChEMBL. 2502632
MIC (functional) = 1 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Streptococcus agalactiae CN1143 ChEMBL. 2502632
MIC (functional) = 1 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Bordetella bronchiseptica CN385 ChEMBL. 2502632
MIC (functional) = 1 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Salmonella typhimurium S 8587 ChEMBL. 2502632
MIC (functional) = 1 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Enterobacter aerogenes 2200/86 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Vibrio cholerae ATCC 14035 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Pasteurella multocida ATCC 6587 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Mycobacterium smegmatis S 3254 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Escherichia coli CN314 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Serratia marcescens CN2398 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Klebsiella pneumoniae CN3632 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Citrobacter freundii 2200/77 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Proteus mirabilis S2409 ChEMBL. 2502632
MIC (functional) = 3 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Escherichia coli CN314 ChEMBL. 2502632
MIC (functional) = 10 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Salmonella typhi CN512 ChEMBL. 2502632
MIC (functional) = 10 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Shigella flexneri CN6007 ChEMBL. 2502632
MIC (functional) = 10 ug ml-1 Comparative in vitro antibacterial activity with trimethoprim against Proteus vulgaris CN329 ChEMBL. 2502632

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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