TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 382.332 | Formula: C22H13F3O3
H donors: 1 H acceptors: 2 LogP: 5.48 Rotable bonds: 3
Rule of 5 violations (Lipinski): 1
SMILES: O=C1O/C(=C\c2cccc(c2)C(F)(F)F)/C(=C1c1ccc2c(c1)cccc2)O
InChi: 1S/C22H13F3O3/c23-22(24,25)17-7-3-4-13(10-17)11-18-20(26)19(21(27)28-18)16-9-8-14-5-1-2-6-15(14)12-16/h1-12,26H/b18-11-
InChiKey: GEODTXXGRCEPTG-WQRHYEAKSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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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	UDP-N-acetylenolpyruvoylglucosamine reductase, FAD-binding	Starlite/ChEMBL	References
Escherichia coli	UDP-N-acetylmuramate:L-alanine ligase	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Mycobacterium tuberculosis	Probable UDP-N-acetylmuramate-alanine ligase MurC	Get druggable targets OG5_132146	All targets in OG5_132146
Mycobacterium leprae	Probable UDP-N-acetylmuramate-alanine ligase MurC	Get druggable targets OG5_132146	All targets in OG5_132146
Mycobacterium tuberculosis	Probable UDP-N-acetylenolpyruvoylglucosamine reductase MurB (UDP-N-acetylmuramate dehydrogenase)	Get druggable targets OG5_131886	All targets in OG5_131886
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylenolpyruvoylglucosamine reductase	Get druggable targets OG5_131886	All targets in OG5_131886
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylmuramate-alanine ligase	Get druggable targets OG5_132146	All targets in OG5_132146
Treponema pallidum	UDP-N-acetylmuramate--L-alanine ligase	Get druggable targets OG5_132146	All targets in OG5_132146
Chlamydia trachomatis	bifunctional UDP-N-acetylmuramate-alanine ligase/D-alanine-D-alanine ligase	Get druggable targets OG5_132146	All targets in OG5_132146
Mycobacterium ulcerans	UDP-N-acetylmuramate--L-alanine ligase	Get druggable targets OG5_132146	All targets in OG5_132146
Mycobacterium ulcerans	UDP-N-acetylenolpyruvoylglucosamine reductase	Get druggable targets OG5_131886	All targets in OG5_131886
Treponema pallidum	UDP-N-acetylenolpyruvoylglucosamine reductase	Get druggable targets OG5_131886	All targets in OG5_131886
Chlamydia trachomatis	UDP-N-acetylenolpyruvoylglucosamine reductase	Get druggable targets OG5_131886	All targets in OG5_131886
Mycobacterium leprae	PROBABLE UDP-N-ACETYLENOLPYRUVOYLGLUCOSAMINE REDUCTASE MURB (UDP-N-ACETYLMURAMATE DEHYDROGENASE)	Get druggable targets OG5_131886	All targets in OG5_131886

By sequence similarity to non orthologous known druggable targets

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0091	0.0748	1
Loa Loa (eye worm)	TOPoisomerase family member	0.0067	0.0487	0.6084
Mycobacterium leprae	ProbableUDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF	0.0188	0.1806	0.2562
Trichomonas vaginalis	m-phase inducer phosphatase, putative	0.0059	0.0401	0.7723
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylmuramyl tripeptide synthase	0.0096	0.0805	0.1191
Treponema pallidum	UDP-N-acetylmuramoylalanine--D-glutamate ligase (murD)	0.0096	0.0805	0.1191
Treponema pallidum	UDP-N-acetylmuramoylalanyl-D-glutamate--2,6-diaminopimelate ligase (murE)	0.0188	0.1806	0.2673
Trypanosoma brucei	DNA topoisomerase II beta, putative	0.006	0.0414	1
Onchocerca volvulus		0.0059	0.0401	1
Trichomonas vaginalis	cdc25c, putative	0.0059	0.0401	0.7723
Loa Loa (eye worm)	hypothetical protein	0.0059	0.0401	0.4785
Trichomonas vaginalis	cdc25b, putative	0.0059	0.0401	0.7723
Loa Loa (eye worm)	CYP4Cod1	0.0052	0.0328	0.3689
Toxoplasma gondii	DNA topoisomerase 2, putative	0.0067	0.0487	0.6514
Onchocerca volvulus	DNA topoisomerase 2 homolog	0.0048	0.0288	0.6147
Trypanosoma cruzi	cytochrome P450, putative	0.0052	0.0328	0.7185
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0031	0.0101	0.1351
Loa Loa (eye worm)	hypothetical protein	0.0091	0.0748	1
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylenolpyruvoylglucosamine reductase	0.0643	0.6757	1
Trichomonas vaginalis	m-phase inducer phosphatase, putative	0.0059	0.0401	0.7723
Plasmodium vivax	DNA topoisomerase II, putative	0.0067	0.0487	0.6514
Plasmodium vivax	dihydrofolate synthase/folylpolyglutamate synthase, putative	0.0032	0.0107	0.1432
Leishmania major	mitochondrial DNA topoisomerase II	0.0053	0.0332	0.7327
Onchocerca volvulus	Putative DNA topoisomerase 2, mitochondrial	0.0048	0.0288	0.6147
Loa Loa (eye worm)	hypothetical protein	0.0059	0.0401	0.4785
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylmuramate-alanine ligase	0.0404	0.4156	0.615
Chlamydia trachomatis	UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminoligase	0.0188	0.1806	0.2673
Chlamydia trachomatis	bifunctional UDP-N-acetylmuramate-alanine ligase/D-alanine-D-alanine ligase	0.0404	0.4156	0.615
Trichomonas vaginalis	cdc25b, putative	0.0059	0.0401	0.7723
Mycobacterium tuberculosis	Probable UDP-N-acetylmuramate-alanine ligase MurC	0.0216	0.211	0.3123
Mycobacterium leprae	PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS)	0.0096	0.0805	0.1057
Schistosoma mansoni	peptidase Clp (S14 family)	0.0091	0.0748	1
Trypanosoma brucei	DNA topoisomerase ii	0.0053	0.0332	0.7327
Mycobacterium tuberculosis	Possible ligase	0.0032	0.0107	0.0159
Chlamydia trachomatis	UDP-N-acetylenolpyruvoylglucosamine reductase	0.0643	0.6757	1
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2)	0.0091	0.0748	0.0972
Giardia lamblia	DNA topoisomerase II	0.0064	0.0455	0.5
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP)	0.0059	0.0408	0.0461
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0052	0.0328	0.0485
Mycobacterium leprae	Probable UDP-N-acetylmuramate-alanine ligase MurC	0.0216	0.211	0.3019
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0248	0.2496
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Leishmania major	DNA topoisomerase ii	0.006	0.0414	1
Toxoplasma gondii	bifunctional protein FolC subfamily protein	0.0032	0.0107	0.1432
Treponema pallidum	UDP-N-acetylmuramate--L-alanine ligase	0.0404	0.4156	0.615
Chlamydia trachomatis	UDP-N-acetylmuramoylalanine--D-glutamate ligase	0.0096	0.0805	0.1191
Leishmania major	cytochrome p450-like protein	0.0052	0.0328	0.7185
Treponema pallidum	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Echinococcus multilocularis	peptidase Clp (S14 family)	0.0059	0.0408	0.0304
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0091	0.0748	1
Loa Loa (eye worm)	hypothetical protein	0.0054	0.0351	0.4035
Schistosoma mansoni	m-phase inducer phosphatase(cdc25)	0.0059	0.0401	0.4581
Mycobacterium ulcerans	folylpolyglutamate synthase protein FolC	0.0096	0.0805	0.1191
Brugia malayi	Cytochrome P450 family protein	0.0052	0.0328	0.3442
Loa Loa (eye worm)	hypothetical protein	0.0045	0.0248	0.2496
Trichomonas vaginalis	DNA topoisomerase II, putative	0.0067	0.0487	1
Brugia malayi	DNA topoisomerase II, alpha isozyme	0.0067	0.0487	0.5931
Onchocerca volvulus		0.0059	0.0401	1
Brugia malayi	Cytochrome P450 family protein	0.0052	0.0328	0.3442
Mycobacterium ulcerans	UDP-N-acetylmuramoylalanyl-D-glutamate--2,6-diaminopimelate ligase	0.0188	0.1806	0.2673
Echinococcus multilocularis	m phase inducer phosphatase(cdc25)	0.0059	0.0401	0.0297
Echinococcus granulosus	peptidase Clp S14 family	0.0059	0.0408	0.4694
Treponema pallidum	ATP-dependent Clp protease proteolytic subunit	0.0031	0.0101	0.015
Trypanosoma cruzi	DNA topoisomerase II, putative	0.006	0.0414	1
Echinococcus multilocularis	DNA topoisomerase 2 alpha	0.0067	0.0487	0.0384
Chlamydia trachomatis	DNA gyrase subunit B	0.0036	0.0155	0.023
Onchocerca volvulus	DNA topoisomerase 2 homolog	0.0048	0.0288	0.6147
Chlamydia trachomatis	UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--2,6-diaminopimelate ligase	0.0096	0.0805	0.1191
Treponema pallidum	folylpolyglutamate synthetase (folC)	0.0096	0.0805	0.1191
Mycobacterium ulcerans	UDP-N-acetylmuramyl tripeptide synthase	0.0032	0.0107	0.0159
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP)	0.0059	0.0408	0.0604
Wolbachia endosymbiont of Brugia malayi	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Treponema pallidum	UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate--D-alanyl-D-alanine ligase (murF)	0.0188	0.1806	0.2673
Mycobacterium tuberculosis	Probable UDP-N-acetylenolpyruvoylglucosamine reductase MurB (UDP-N-acetylmuramate dehydrogenase)	0.0643	0.6757	1
Onchocerca volvulus		0.0059	0.0401	1
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0059	0.0401	0.7723
Brugia malayi	Probable DNA topoisomerase II	0.0067	0.0487	0.5931
Echinococcus granulosus	m phase inducer phosphatasecdc25	0.0059	0.0401	0.4581
Mycobacterium tuberculosis	Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS)	0.0096	0.0805	0.1191
Mycobacterium ulcerans	UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF	0.0188	0.1806	0.2673
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0059	0.0401	0.7723
Brugia malayi	Probable ClpP-like protease	0.0091	0.0748	1
Trypanosoma cruzi	mitochondrial DNA topoisomerase II, putative	0.0053	0.0332	0.7327
Brugia malayi	DNA gyrase/topoisomerase IV, A subunit family protein	0.0067	0.0487	0.5931
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	0.1108
Trichomonas vaginalis	mitotic inducer phosphatase CDC25, putative	0.0059	0.0401	0.7723
Mycobacterium tuberculosis	Probable UDP-N-acetylmuramoylalanyl-D-glutamyl-2,6-diaminopimelate-D-alanyl-D-alanyl ligase MurF	0.0188	0.1806	0.2673
Loa Loa (eye worm)	cytochrome P450 family protein	0.0052	0.0328	0.3689
Brugia malayi	Rhodanese-like domain containing protein	0.0059	0.0401	0.4581
Echinococcus multilocularis	ATP dependent Clp protease proteolytic subunit	0.0091	0.0748	0.0648
Loa Loa (eye worm)	cytochrome P450 family protein	0.0052	0.0328	0.3689
Mycobacterium leprae	PROBABLE UDP-N-ACETYLENOLPYRUVOYLGLUCOSAMINE REDUCTASE MURB (UDP-N-ACETYLMURAMATE DEHYDROGENASE)	0.0643	0.6757	1
Trypanosoma cruzi	cytochrome P450, putative	0.0052	0.0328	0.7185
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0091	0.0748	1
Schistosoma mansoni	DNA topoisomerase II	0.0067	0.0487	0.5931
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2)	0.0059	0.0408	0.0604
Mycobacterium ulcerans	UDP-N-acetylenolpyruvoylglucosamine reductase	0.0643	0.6757	1
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylmuramoylalanine-D-glutamate ligase	0.0032	0.0107	0.0159
Brugia malayi	Rhodanese-like domain containing protein	0.0059	0.0401	0.4581
Loa Loa (eye worm)	hypothetical protein	0.0037	0.0165	0.1241
Trypanosoma brucei	cytochrome P450, putative	0.0052	0.0328	0.7185
Echinococcus granulosus	DNA topoisomerase 2 alpha	0.0067	0.0487	0.5931
Mycobacterium ulcerans	UDP-N-acetylmuramate--L-alanine ligase	0.0404	0.4156	0.615
Echinococcus granulosus	ATP dependent Clp protease proteolytic subunit	0.0091	0.0748	1
Loa Loa (eye worm)	hypothetical protein	0.0054	0.0351	0.4035
Mycobacterium ulcerans	UDP-N-acetylmuramoyl-L-alanyl-D-glutamate synthetase	0.0096	0.0805	0.1191
Treponema pallidum	UDP-N-acetylenolpyruvoylglucosamine reductase	0.0643	0.6757	1
Plasmodium falciparum	dihydrofolate synthase/folylpolyglutamate synthase	0.0032	0.0107	0.1432
Entamoeba histolytica	DNA topoisomerase II, putative	0.0067	0.0487	1
Plasmodium falciparum	DNA topoisomerase 2	0.0067	0.0487	0.6514
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0091	0.0748	1
Wolbachia endosymbiont of Brugia malayi	UDP-N-acetylmuramyl pentapeptide synthase	0.0188	0.1806	0.2673
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0031	0.0101	0.1351
Loa Loa (eye worm)	FolC protein	0.0032	0.0107	0.0377
Trypanosoma cruzi	DNA topoisomerase II, putative	0.006	0.0414	1
Toxoplasma gondii	hypothetical protein	0.0031	0.0101	0.1351
Mycobacterium leprae	possible ligase	0.0032	0.0107	0.0009
Onchocerca volvulus		0.0059	0.0401	1
Trypanosoma cruzi	mitochondrial DNA topoisomerase II, putative	0.0053	0.0332	0.7327
Trypanosoma brucei	DNA topoisomerase II alpha, putative	0.006	0.0414	1

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 6 ug ml-1	Inhibitory activity against MurC in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	= 6 ug ml-1	Inhibitory activity against MurC in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	= 10 ug ml-1	Inhibitory activity against MurB in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	= 10 ug ml-1	Inhibitory activity against MurB in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	= 20 ug ml-1	Inhibitory activity against MurA in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	= 20 ug ml-1	Inhibitory activity against MurA in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	> 25 ug ml-1	Inhibitory activity against MurD in Escherichia coli	ChEMBL.	16216496
IC50 (binding)	> 25 ug ml-1	Inhibitory activity against MurD in Escherichia coli	ChEMBL.	16216496
MIC (functional)	= 8 ug ml-1	Antibacterial activity against methicillin resistant Staphylococcus aureus	ChEMBL.	16216496
MIC (functional)	= 8 ug ml-1	Antibacterial activity against Staphylococcus aureus	ChEMBL.	16216496
MIC (functional)	= 8 ug ml-1	Antibacterial activity against vancomycin resistant Enterococcus faecalis	ChEMBL.	16216496
MIC (functional)	= 8 ug ml-1	Antibacterial activity against pencillin resistant Streptococcus pneumoniae	ChEMBL.	16216496
MIC (functional)	= 32 ug ml-1	Antibacterial activity against Enterococcus faecalis	ChEMBL.	16216496

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

ChEMBL: CHEMBL199580

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.

Detailed information for compound 348764