Detailed information for compound 304891

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 389.449 | Formula: C19H27N5O4
  • H donors: 2 H acceptors: 2 LogP: 1.01 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(cc(c1OCCN1CCOCC1)OC)Cc1cnc(nc1N)N
  • InChi: 1S/C19H27N5O4/c1-25-15-10-13(9-14-12-22-19(21)23-18(14)20)11-16(26-2)17(15)28-8-5-24-3-6-27-7-4-24/h10-12H,3-9H2,1-2H3,(H4,20,21,22,23)
  • InChiKey: NKLUHWRAYBJOQK-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
Escherichia coli Dihydrofolate reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Dictyostelium discoideum dihydrofolate reductase Dihydrofolate reductase   157 aa 146 aa 27.4 %
Leishmania donovani serine carboxypeptidase (CBP1), putative Dihydrofolate reductase   157 aa 159 aa 23.3 %
Babesia bovis dihydrofolate reductase/thymidilate synthase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Leishmania infantum serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 23.3 %
Onchocerca volvulus Germline survival defective-1 homolog Dihydrofolate reductase   157 aa 165 aa 24.8 %
Plasmodium yoelii hypothetical protein Dihydrofolate reductase   157 aa 132 aa 24.2 %
Schistosoma mansoni dihydrofolate reductase Dihydrofolate reductase   157 aa 147 aa 28.6 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) Dihydrofolate reductase   157 aa 158 aa 29.1 %
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Cryptosporidium hominis chain A, crystal structure of Dhfr Dihydrofolate reductase   157 aa 171 aa 32.2 %
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 137 aa 29.2 %
Candida albicans hypothetical protein Dihydrofolate reductase   157 aa 149 aa 29.5 %
Leishmania major serine carboxypeptidase (CBP1), putative,serine peptidase, Clan SC, Family S10 Dihydrofolate reductase   157 aa 159 aa 21.4 %
Cryptosporidium parvum mannose-1-phosphate guanylyltransferase Dihydrofolate reductase   157 aa 139 aa 27.3 %
Chlamydia trachomatis dihydrofolate reductase Dihydrofolate reductase   157 aa 133 aa 24.8 %
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase Dihydrofolate reductase   157 aa 127 aa 19.7 %
Plasmodium vivax hypothetical protein, conserved Dihydrofolate reductase   157 aa 127 aa 26.8 %
Leishmania infantum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Onchocerca volvulus Putative dihydrofolate reductase Dihydrofolate reductase   157 aa 178 aa 23.6 %
Mycobacterium ulcerans dihydrofolate reductase DfrA Dihydrofolate reductase   157 aa 159 aa 28.3 %
Theileria parva dihydrofolate reductase-thymidylate synthase, putative Dihydrofolate reductase   157 aa 165 aa 24.2 %
Cryptosporidium hominis GDP-mannose pyrophosphorylase (4N40) Dihydrofolate reductase   157 aa 139 aa 28.1 %
Trypanosoma cruzi ATP- dependent RNA helicase, putative Dihydrofolate reductase   157 aa 140 aa 22.9 %
Trypanosoma brucei gambiense dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 156 aa 27.6 %
Leishmania mexicana dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.8 %
Leishmania braziliensis dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Leishmania donovani dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 172 aa 23.3 %
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) Dihydrofolate reductase   157 aa 160 aa 29.4 %
Candida albicans dihydrofolate reductase Dihydrofolate reductase   157 aa 149 aa 29.5 %
Cryptosporidium parvum dihydrofolate reductase-thymidylate synthase Dihydrofolate reductase   157 aa 169 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0029 0.0499 0.084
Loa Loa (eye worm) hypothetical protein 0.0069 0.2094 0.2075
Loa Loa (eye worm) ICD-1 protein 0.0034 0.0699 0.0676
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0739 0.0739
Brugia malayi Flap endonuclease-1 0.0025 0.0351 0.0046
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0046 0.1165 0.1959
Plasmodium vivax SET domain protein, putative 0.0029 0.0499 0.0691
Entamoeba histolytica hypothetical protein 0.0035 0.0738 1
Schistosoma mansoni zinc finger protein 0.0019 0.0098 0.0098
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0058 0.1664 0.2798
Onchocerca volvulus 0.0035 0.0739 0.0297
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0079 0.2503 1
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0739 0.0403
Plasmodium vivax hypothetical protein, conserved 0.0035 0.0739 0.1806
Entamoeba histolytica hypothetical protein 0.0034 0.0699 0.8979
Echinococcus granulosus flap endonuclease 1 0.0025 0.0351 0.059
Loa Loa (eye worm) PHD-finger family protein 0.002 0.014 0.0116
Mycobacterium ulcerans glutaminase 0.0267 1 1
Brugia malayi Dihydrofolate reductase 0.0079 0.2503 0.2266
Entamoeba histolytica transcription factor BTF3, putative 0.0034 0.0699 0.8979
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0035 0.0739 0.0447
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0046 0.1165 0.1165
Schistosoma mansoni transcription factor btf3 0.0034 0.0699 0.0699
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.2503 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0029 0.0499 0.0499
Schistosoma mansoni flap endonuclease-1 0.0023 0.0253 0.0253
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0022 0.0214 0.0214
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0035 0.0737 0.1239
Echinococcus multilocularis beta LACTamase domain containing family member 0.0035 0.0739 0.1244
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0028 0.0456 0.0768
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0739 0.0403
Loa Loa (eye worm) flap endonuclease-1 0.0025 0.0351 0.0328
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0079 0.2503 1
Schistosoma mansoni hypothetical protein 0.002 0.014 0.014
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0029 0.0499 0.0691
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0225 0.8309 1
Toxoplasma gondii NAC domain-containing protein 0.0034 0.0699 0.1617
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.0738 0.1242
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0079 0.2503 1
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Loa Loa (eye worm) hypothetical protein 0.0046 0.1165 0.1143
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0699 0.0361
Trypanosoma cruzi transcription factor btf3, putative 0.0034 0.0699 0.1617
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0739 0.1806
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.0738 0.1242
Loa Loa (eye worm) hypothetical protein 0.0042 0.0999 0.0977
Trypanosoma brucei hypothetical protein, conserved 0.0035 0.0739 0.1806
Entamoeba histolytica hypothetical protein 0.0035 0.0738 1
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0738 0.0738
Leishmania major basic transcription factor 3a, putative 0.0034 0.0699 0.1617
Trypanosoma cruzi hypothetical protein, conserved 0.0035 0.0739 0.1806
Brugia malayi Bromodomain containing protein 0.0073 0.2261 0.2016
Schistosoma mansoni glutaminase 0.0267 1 1
Loa Loa (eye worm) hypothetical protein 0.004 0.0924 0.0902
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0203 0.7455 0.7448
Giardia lamblia Flap structure-specific endonuclease 0.0025 0.0351 0.5
Loa Loa (eye worm) transcription factor SMAD2 0.0117 0.3993 0.3978
Echinococcus granulosus geminin 0.0166 0.5946 1
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0699 0.0361
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0046 0.1165 0.1165
Echinococcus granulosus fetal alzheimer antigen falz 0.0022 0.0214 0.036
Echinococcus granulosus beta LACTamase domain containing family member 0.0035 0.0739 0.1244
Chlamydia trachomatis dihydrofolate reductase 0.0079 0.2503 0.5
Trichomonas vaginalis glutaminase, putative 0.0267 1 1
Brugia malayi Pre-SET motif family protein 0.0203 0.7455 0.7374
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0035 0.0739 0.0717
Schistosoma mansoni hypothetical protein 0.0035 0.0738 0.0738
Onchocerca volvulus 0.0035 0.0739 0.0297
Trichomonas vaginalis esterase, putative 0.0035 0.0739 0.0403
Entamoeba histolytica hypothetical protein 0.0035 0.0738 1
Plasmodium falciparum basic transcription factor 3b, putative 0.0034 0.0699 0.1617
Echinococcus granulosus transcription factor btf3 0.0034 0.0699 0.1175
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0058 0.1664 0.2798
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0079 0.2503 0.1904
Toxoplasma gondii ABC1 family protein 0.0035 0.0739 0.1806
Brugia malayi dihydrofolate reductase family protein 0.0079 0.2503 0.2266
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0029 0.0499 0.0499
Echinococcus granulosus zinc finger protein 0.0019 0.0098 0.0166
Schistosoma mansoni hypothetical protein 0.0166 0.5946 0.5946
Echinococcus granulosus histone lysine methyltransferase setb 0.0046 0.1165 0.1959
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0079 0.2503 1
Schistosoma mansoni bromodomain containing protein 0.0062 0.1804 0.1804
Loa Loa (eye worm) glutaminase 0.0267 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0079 0.2503 1
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0022 0.0214 0.036
Brugia malayi Bromodomain containing protein 0.0037 0.0829 0.0539
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0079 0.2503 0.233
Echinococcus multilocularis flap endonuclease 1 0.0025 0.0351 0.059
Brugia malayi hypothetical protein 0.0035 0.0738 0.0445
Brugia malayi beta-lactamase 0.0035 0.0739 0.0447
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0739 0.0403
Echinococcus multilocularis zinc finger protein 0.0019 0.0098 0.0166
Loa Loa (eye worm) hypothetical protein 0.0035 0.0739 0.0717
Brugia malayi MH2 domain containing protein 0.0117 0.3993 0.3803
Echinococcus multilocularis transcription factor btf3 0.0034 0.0699 0.1175
Loa Loa (eye worm) beta-lactamase 0.0035 0.0739 0.0717
Trypanosoma brucei transcription factor BTF3, putative 0.0034 0.0699 0.1617
Brugia malayi Pre-SET motif family protein 0.0029 0.0499 0.0199
Brugia malayi beta-NAC-like protein 0.0034 0.0699 0.0405
Loa Loa (eye worm) hypothetical protein 0.0037 0.0832 0.081
Brugia malayi beta-lactamase family protein 0.0035 0.0739 0.0447
Echinococcus multilocularis dihydrofolate reductase 0.0079 0.2503 0.421
Plasmodium vivax basic transcription factor 3b, putative 0.0034 0.0699 0.1617
Loa Loa (eye worm) MH2 domain-containing protein 0.0117 0.3993 0.3978
Schistosoma mansoni hypothetical protein 0.0166 0.5946 0.5946
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0079 0.2503 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0035 0.0739 0.0739
Onchocerca volvulus 0.0231 0.8576 1
Loa Loa (eye worm) dihydrofolate reductase 0.0079 0.2503 0.2485
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0699 0.0361
Trichomonas vaginalis D-aminoacylase, putative 0.0035 0.0739 0.0403
Echinococcus granulosus dihydrofolate reductase 0.0079 0.2503 0.421
Schistosoma mansoni dihydrofolate reductase 0.0079 0.2503 0.2503
Trichomonas vaginalis penicillin-binding protein, putative 0.0035 0.0739 0.0403
Entamoeba histolytica hypothetical protein 0.0035 0.0738 1
Trypanosoma cruzi transcription factor btf3, putative 0.0034 0.0699 0.1617
Leishmania major hypothetical protein, conserved 0.0035 0.0739 0.1806
Onchocerca volvulus 0.0035 0.0739 0.0297
Brugia malayi beta-lactamase family protein 0.0035 0.0739 0.0447
Trichomonas vaginalis set domain proteins, putative 0.0231 0.8576 0.8525
Brugia malayi glutaminase DH11.1 0.0267 1 1
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0035 0.0737 0.1239
Echinococcus multilocularis geminin 0.0166 0.5946 1

Activities

Activity type Activity value Assay description Source Reference
I50 (binding) = 140000000 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
I50 (binding) > 4400000000 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
IC50 (binding) = 0.000000014 M Inhibitory activity against Dihydrofolate reductase of E. coli ChEMBL. 7035668
IC50 (binding) > 0.00044 M Inhibition of rat liver Dihydrofolate reductase. ChEMBL. 7035668
Ratio (functional) = 3 Minimum inhibitory concentration of compound versus trimethoprim against Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (functional) = 3 Minimum inhibitory concentration of compound versus trimethoprim against Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Enterobacter aerogenes 2200/86 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Escherichia coli CN 314 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (functional) > 30 Minimum inhibitory concentration of compound versus trimethoprim against Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (functional) > 30 Minimum inhibitory concentration of compound versus trimethoprim against Proteus vulgaris CN 329 ChEMBL. 7035668
Ratio (functional) = 3 Minimum inhibitory concentration of compound versus trimethoprim against Staphylococcus aureus CN 491 ChEMBL. 7035668
Ratio (functional) = 3 Minimum inhibitory concentration of compound versus trimethoprim against Klebsiella pneumoniae CN 3632 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Escherichia coli CN 314 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Salmonella typhi CN 512 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Shigella dysentariae CN 1513 ChEMBL. 7035668
Ratio (functional) = 10 Minimum inhibitory concentration of compound versus trimethoprim against Enterobacter aerogenes 2200/86 ChEMBL. 7035668
Ratio (functional) > 30 Minimum inhibitory concentration of compound versus trimethoprim against Proteus mirabilis S 2409 ChEMBL. 7035668
Ratio (functional) > 30 Minimum inhibitory concentration of compound versus trimethoprim against Proteus vulgaris CN 329 ChEMBL. 7035668

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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