Detailed information for compound 236259

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 325.358 | Formula: C19H19NO4
  • H donors: 2 H acceptors: 3 LogP: 3.74 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCN(c1ccc(cc1)/C=C\1/Oc2c(C1=O)ccc(c2O)O)CC
  • InChi: 1S/C19H19NO4/c1-3-20(4-2)13-7-5-12(6-8-13)11-16-17(22)14-9-10-15(21)18(23)19(14)24-16/h5-11,21,23H,3-4H2,1-2H3/b16-11+
  • InChiKey: FIJOFUUQGBYKPA-LFIBNONCSA-N  

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 5-enolpyruvylshikimate-3-phosphate synthetase Starlite/ChEMBL References
Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) Chorismate synthase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB Get druggable targets OG5_127183 All targets in OG5_127183
Chlamydia trachomatis dehyroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Candida albicans similar to S. cerevisiae ARO1 pentafunctional aromatic amino acid family biosynthesis protein Get druggable targets OG5_127183 All targets in OG5_127183
Plasmodium falciparum chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Plasmodium berghei chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Candida albicans Chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium leprae 3-dehydroquinate synthase AroB Get druggable targets OG5_127183 All targets in OG5_127183
Candida albicans chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium ulcerans 3-dehydroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Schistosoma mansoni 3-dehydroquinate synthase Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium ulcerans chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Toxoplasma gondii chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Plasmodium yoelii chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS Get druggable targets OG5_127183 All targets in OG5_127183
Neospora caninum 3-dehydroquinate synthase (EC 4.2.3.4), related Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase Get druggable targets OG5_127183 All targets in OG5_127183
Plasmodium vivax chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). Get druggable targets OG5_128304 All targets in OG5_128304
Neospora caninum Chorismate synthase (EC 4.2.3.5), related Get druggable targets OG5_128304 All targets in OG5_128304
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) Get druggable targets OG5_127183 All targets in OG5_127183
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) Get druggable targets OG5_128304 All targets in OG5_128304
Plasmodium knowlesi chorismate synthase, putative Get druggable targets OG5_128304 All targets in OG5_128304
Chlamydia trachomatis chorismate synthase Get druggable targets OG5_128304 All targets in OG5_128304

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
Echinococcus granulosus tyrosine protein kinase Lyn 0.0045 0.086 0.086
Mycobacterium ulcerans 3-dehydroquinate synthase 0.0139 0.3342 0.3333
Brugia malayi Dihydrofolate reductase 0.0392 1 1
Mycobacterium leprae 3-dehydroquinate synthase AroB 0.0139 0.3342 0.3333
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.0152 0.3685 0.3685
Echinococcus multilocularis tyrosine protein kinase Fyn 0.004 0.0752 0.0752
Loa Loa (eye worm) TK protein kinase 0.004 0.0752 0.0621
Brugia malayi Immunoglobulin I-set domain containing protein 0.0033 0.0552 0.0552
Brugia malayi Immunoglobulin I-set domain containing protein 0.0117 0.2776 0.2776
Entamoeba histolytica protein kinase, putative 0.0036 0.0641 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0045 0.086 0.086
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.356 0.3469
Echinococcus granulosus dihydrofolate reductase 0.0392 1 1
Echinococcus multilocularis basic fibroblast growth factor receptor 1 A 0.0114 0.2688 0.2688
Echinococcus granulosus tyrosine protein kinase Blk 0.004 0.0752 0.0752
Plasmodium vivax chorismate synthase 0.0216 0.536 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0037 0.066 0.066
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) TK protein kinase 0.0117 0.2776 0.2674
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0033 0.0552 0.0419
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.0017 0.0139 0.0139
Echinococcus multilocularis Immunoglobulin 0.0025 0.0355 0.0355
Echinococcus multilocularis tyrosine protein kinase Srms 0.004 0.0752 0.0752
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0392 1 1
Schistosoma mansoni tyrosine kinase 0.0114 0.2688 0.2688
Echinococcus granulosus defective proboscis extension response 0.0025 0.0355 0.0355
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.0017 0.0139 0.0139
Brugia malayi Immunoglobulin I-set domain containing protein 0.0025 0.0355 0.0355
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Schistosoma mansoni 3-dehydroquinate synthase 0.0139 0.3342 0.3342
Toxoplasma gondii shikimate dehydrogenase substrate binding domain-containing protein 0.0357 0.9074 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Chlamydia trachomatis phosphoshikimate 1-carboxyl vinyltransferase 0.0357 0.9074 0.8609
Schistosoma mansoni nephrin 0.0029 0.0443 0.0443
Echinococcus granulosus tyrosine protein kinase Src42A 0.0037 0.066 0.066
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Loa Loa (eye worm) hypothetical protein 0.0029 0.046 0.0326
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus granulosus neuroglian 0.0029 0.0443 0.0443
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0017 0.0139 0.0139
Echinococcus granulosus basic fibroblast growth factor receptor 1 A 0.0114 0.2688 0.2688
Loa Loa (eye worm) hypothetical protein 0.0033 0.0548 0.0415
Schistosoma mansoni dihydrofolate reductase 0.0392 1 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine kinase 0.004 0.0752 0.0752
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0045 0.086 0.086
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0045 0.086 0.086
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Loa Loa (eye worm) hypothetical protein 0.0135 0.3235 0.314
Brugia malayi hypothetical protein 0.0025 0.0355 0.0355
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus fibroblast growth factor receptor 4 0.0114 0.2688 0.2688
Echinococcus multilocularis Immunoglobulin 0.0025 0.0355 0.0355
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis fibroblast growth factor receptor 4 0.0114 0.2688 0.2688
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.3631 0.6767
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0392 1 1
Echinococcus granulosus twitchin 0.0029 0.0443 0.0443
Mycobacterium leprae probable 3-phosphoshikimate 1-carboxyvinyl transferase AroA (5-ENOLPYRUVYLSHIKIMATE-3-PHOSPHATE SYNTHASE) (EPSP SYNTHASE) (EPSPS 0.0357 0.9074 0.9072
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.0017 0.0139 0.0139
Mycobacterium leprae Chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase). 0.0106 0.2486 0.2475
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus granulosus roundabout 2 0.0033 0.0548 0.0548
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.0017 0.0139 0.0139
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) SRC-1 0.0045 0.086 0.0731
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.0152 0.3685 0.3685
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase HCK 0.0036 0.0641 0.0641
Mycobacterium tuberculosis 3-phosphoshikimate 1-carboxyvinyltransferase AroA (5-enolpyruvylshikimate-3-phosphate synthase) (EPSP synthase) (EPSPS) 0.0139 0.3342 0.3333
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Mycobacterium tuberculosis Probable chorismate synthase AroF (5-enolpyruvylshikimate-3-phosphate phospholyase) 0.0106 0.2486 0.2475
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0029 0.046 0.046
Echinococcus multilocularis dihydrofolate reductase 0.0392 1 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.015 0.3631 0.6767
Echinococcus granulosus tyrosine protein kinase HCK 0.0036 0.0641 0.0641
Loa Loa (eye worm) dihydrofolate reductase 0.0392 1 1
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.004 0.0752 0.0752
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Brugia malayi SRC-1 0.0045 0.086 0.086
Echinococcus granulosus Immunoglobulin 0.0025 0.0355 0.0355
Mycobacterium ulcerans 3-phosphoshikimate 1-carboxyvinyltransferase 0.0357 0.9074 0.9072
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0045 0.086 0.086
Echinococcus granulosus tyrosine protein kinase Src42A 0.0045 0.086 0.086
Brugia malayi Fibronectin type III domain containing protein 0.0025 0.0355 0.0355
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.015 0.3631 0.3993
Trichomonas vaginalis conserved hypothetical protein 0.0017 0.0139 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium tuberculosis 3-dehydroquinate synthase AroB 0.0139 0.3342 0.3333
Brugia malayi protein-tyrosine kinase 0.004 0.0752 0.0752
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.0025 0.0355 0.0355
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0392 1 1
Schistosoma mansoni vesicular amine transporter 0.0025 0.0355 0.0355
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0045 0.086 0.086
Plasmodium falciparum chorismate synthase 0.0216 0.536 1
Chlamydia trachomatis dihydrofolate reductase 0.0392 1 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.0548 0.0415
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans chorismate synthase 0.0216 0.536 0.5354
Schistosoma mansoni cell adhesion molecule 0.0029 0.046 0.046
Schistosoma mansoni tyrosine kinase 0.0045 0.086 0.086
Echinococcus granulosus tyrosine protein kinase Src64B 0.0045 0.086 0.086
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.0152 0.3685 0.3685
Schistosoma mansoni tyrosine kinase 0.0045 0.086 0.086
Chlamydia trachomatis UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.3122
Loa Loa (eye worm) TK protein kinase 0.0036 0.0641 0.0509
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0045 0.086 0.086
Echinococcus multilocularis roundabout 2 0.0033 0.0548 0.0548
Echinococcus multilocularis neuroglian 0.0029 0.0443 0.0443
Loa Loa (eye worm) hypothetical protein 0.0025 0.0355 0.0219
Chlamydia trachomatis chorismate synthase 0.0216 0.536 0.3031
Leishmania major dihydrofolate reductase-thymidylate synthase 0.015 0.3631 1
Toxoplasma gondii chorismate synthase, putative 0.0216 0.536 0.5901
Echinococcus multilocularis basement membrane specific heparan sulfate 0.0025 0.0355 0.0355
Echinococcus multilocularis tyrosine protein kinase Blk 0.004 0.0752 0.0752
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Treponema pallidum UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.086 0.086
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0045 0.086 0.086
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Mycobacterium ulcerans UDP-N-acetylglucosamine 1-carboxyvinyltransferase 0.0218 0.5421 0.5414
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Schistosoma mansoni Neurotrimin precursor (hNT) 0.0025 0.0355 0.0355
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0017 0.0139 1
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0045 0.086 0.086
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.0017 0.0139 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 8.5 uM Inhibitory concentration against Streptococcus pneumoniae chorismate synthase ChEMBL. 12565943
IC50 (binding) = 8.5 uM Inhibitory concentration against Streptococcus pneumoniae chorismate synthase ChEMBL. 12565943
Ki (binding) = 0.65 uM Competitive inhibitory activity of the compound was determined with respect to EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase ChEMBL. 12565943
Ki (binding) = 0.65 uM Competitive inhibitory activity of the compound was determined with respect to EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase ChEMBL. 12565943
Ki (binding) = 1.7 uM Non-competitive inhibitory activity of the compound was determined with respect to cofactor FMN ChEMBL. 12565943
Km (binding) = 0.08 uM Michaelis-mention constant of the compound for cofactor FMN was evaluated ChEMBL. 12565943
Km (binding) = 30 uM Michaelis-mention constant of the compound for EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase was evaluated ChEMBL. 12565943
Km (binding) = 30 uM Michaelis-mention constant of the compound for EPSP (5-enolpyruvylshikimate- 3-phosphate) synthase was evaluated ChEMBL. 12565943

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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