TDR Targets

Basic information

Technical information

TDR Targets ID: 55166
Name: [(E)-[4-(4-fluorophenoxy)phenyl]methylideneam ino]urea
MW: 273.262 | Formula: C14H12FN3O2
H donors: 2 H acceptors: 1 LogP: 2.23 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: NC(=O)N/N=C/c1ccc(cc1)Oc1ccc(cc1)F
InChi: 1S/C14H12FN3O2/c15-11-3-7-13(8-4-11)20-12-5-1-10(2-6-12)9-17-18-14(16)19/h1-9H,(H3,16,18,19)/b17-9+
InChiKey: MHUUDVZSPFRUSK-RQZCQDPDSA-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

[(E)-[4-(4-fluorophenoxy)phenyl]methyleneamino]urea
1-[(E)-[4-(4-fluorophenoxy)phenyl]methylideneamino]urea
[(E)-[4-(4-fluorophenoxy)benzylidene]amino]urea
4-(4-fluorophenoxy)benzaldehyde semicarbazone
[[4-(4-fluorophenoxy)phenyl]methylideneamino]urea
[[4-(4-fluorophenoxy)phenyl]methyleneamino]urea
[[4-(4-fluorophenoxy)benzylidene]amino]urea

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	sodium channel, voltage-gated, type IX, alpha subunit	Starlite/ChEMBL	References
Homo sapiens	sodium channel, voltage-gated, type IV, alpha subunit	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Leishmania infantum	calcium channel protein, putative,ion transporter, putative	Get druggable targets OG5_126819	All targets in OG5_126819
Leishmania braziliensis	calcium channel protein, putative,ion transporter, putative	Get druggable targets OG5_126819	All targets in OG5_126819
Leishmania donovani	calcium channel protein, putative	Get druggable targets OG5_126819	All targets in OG5_126819
Echinococcus granulosus	voltage gated sodium channel Nav1 alpha subunit	Get druggable targets OG5_126819	All targets in OG5_126819
Echinococcus multilocularis	sodium channel protein	Get druggable targets OG5_126819	All targets in OG5_126819
Echinococcus granulosus	sodium channel protein	Get druggable targets OG5_126819	All targets in OG5_126819
Leishmania mexicana	calcium channel protein, putative,ion transporter, putative	Get druggable targets OG5_126819	All targets in OG5_126819
Leishmania major	calcium channel protein, putative,ion transporter, putative	Get druggable targets OG5_126819	All targets in OG5_126819

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
Echinococcus granulosus	fructose bisphosphate aldolase class I	0.0273	0.9258	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Trypanosoma cruzi	6-phosphogluconolactonase, putative	0.0119	0.3475	0.357
Echinococcus granulosus	sodium channel protein	0.0106	0.2975	0.3014
Chlamydia trachomatis	6-phosphogluconate dehydrogenase	0.0124	0.3643	1
Echinococcus multilocularis	sodium channel protein	0.0106	0.2975	0.3213
Echinococcus multilocularis	pyruvate kinase	0.0033	0.0264	0.0285
Plasmodium falciparum	glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	0.0035	0.0308	0.0048
Trichomonas vaginalis	6-phosphogluconolactonase, putative	0.0035	0.0308	0.0045
Mycobacterium ulcerans	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.8213
Mycobacterium ulcerans	6-phosphogluconolactonase	0.0119	0.3475	0.7804
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0273	0.9258	1
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0273	0.9258	1
Toxoplasma gondii	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.3757
Trichomonas vaginalis	6-phosphogluconate dehydrogenase, putative	0.0124	0.3643	0.3471
Brugia malayi	glucose phosphate isomerase a	0.0046	0.0718	0.0504
Mycobacterium tuberculosis	Probable fructose-bisphosphate aldolase Fba	0.0143	0.4379	1
Trypanosoma cruzi	6-phosphogluconate dehydrogenase, decarboxylating	0.0074	0.177	0.1674
Echinococcus granulosus	fructose 16 bisphosphate aldolase	0.0273	0.9258	1
Toxoplasma gondii	fructose-1,6-bisphosphate aldolase	0.0273	0.9258	1
Echinococcus multilocularis	pyruvate kinase	0.0033	0.0264	0.0285
Trypanosoma brucei	fructose-bisphosphate aldolase, glycosomal, putative	0.0273	0.9258	1
Mycobacterium ulcerans	glucose-6-phosphate isomerase	0.0046	0.0718	0.1102
Echinococcus granulosus	6 phosphogluconolactonase	0.0119	0.3475	0.357
Treponema pallidum	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.3152
Trichomonas vaginalis	glucose-6-phosphate isomerase, putative	0.0046	0.0718	0.0466
Schistosoma mansoni	glucosamine-6-phosphate isomerase	0.0035	0.0308	0.0048
Leishmania major	calcium channel protein, putative,ion transporter, putative	0.0106	0.2975	0.3014
Mycobacterium leprae	Probable fructose bisphosphate aldolase Fba	0.0143	0.4379	1
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0273	0.9258	1
Treponema pallidum	glucose-6-phosphate 1-dehydrogenase	0.0119	0.3475	0.2971
Trypanosoma brucei	6-phosphogluconolactonase	0.0119	0.3475	0.357
Plasmodium falciparum	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.0124	0.3643	0.3757
Giardia lamblia	Glucosamine-6-phosphate deaminase	0.0035	0.0308	0.0045
Onchocerca volvulus	Pyruvate kinase homolog	0.0033	0.0264	0.5
Mycobacterium tuberculosis	Probable 6-phosphogluconate dehydrogenase, decarboxylating Gnd2	0.0124	0.3643	0.8213
Mycobacterium tuberculosis	Probable 6-phosphogluconate dehydrogenase Gnd1	0.0124	0.3643	0.8213
Plasmodium vivax	fructose 1,6-bisphosphate aldolase, putative	0.0273	0.9258	1
Toxoplasma gondii	glucose-6-phosphate isomerase GPI	0.0046	0.0718	0.0504
Schistosoma mansoni	6-phosphogluconolactonase	0.0119	0.3475	0.357
Schistosoma mansoni	fructose 16-bisphosphate aldolase	0.0273	0.9258	1
Onchocerca volvulus	Pyruvate kinase homolog	0.0033	0.0264	0.5
Echinococcus granulosus	6 phosphogluconate dehydrogenase	0.0124	0.3643	0.3757
Schistosoma mansoni	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.3757
Brugia malayi	6-phosphogluconolactonase family protein	0.0119	0.3475	0.357
Trichomonas vaginalis	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0045
Trypanosoma cruzi	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0048
Loa Loa (eye worm)	phosphoglucose isomerase	0.0046	0.0718	0.0504
Trypanosoma cruzi	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.0124	0.3643	0.3757
Leishmania major	6-phosphogluconolactonase	0.0119	0.3475	0.357
Plasmodium vivax	glucose-6-phosphate 1-dehydrogenase, putative	0.0035	0.0308	0.0048
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Giardia lamblia	Glucose-6-phosphate isomerase	0.0046	0.0718	0.0466
Trichomonas vaginalis	6-phosphogluconate dehydrogenase, putative	0.0124	0.3643	0.3471
Echinococcus multilocularis	glucose 6 phosphate isomerase	0.0046	0.0718	0.0775
Loa Loa (eye worm)	pgd protein	0.0124	0.3643	0.3757
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Trichomonas vaginalis	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0045
Mycobacterium leprae	Probable 6-phosphogluconolactonase DevB (6PGL)	0.0119	0.3475	0.7804
Leishmania major	fructose-1,6-bisphosphate aldolase	0.0273	0.9258	1
Trypanosoma cruzi	glucose-6-phosphate isomerase, glycosomal, putative	0.0046	0.0718	0.0504
Toxoplasma gondii	fructose-1,6-bisphosphate aldolase	0.0273	0.9258	1
Plasmodium vivax	glucose-6-phosphate isomerase, putative	0.0046	0.0718	0.0504
Echinococcus granulosus	voltage gated sodium channel Nav1 alpha subunit	0.0106	0.2975	0.3014
Brugia malayi	fructose-bisphosphate aldolase 1	0.0273	0.9258	1
Mycobacterium leprae	PROBABLE 6-PHOSPHOGLUCONATE DEHYDROGENASE GND1	0.0124	0.3643	0.8213
Trypanosoma cruzi	glucose-6-phosphate isomerase, glycosomal, putative	0.0046	0.0718	0.0504
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Plasmodium falciparum	fructose-bisphosphate aldolase	0.0273	0.9258	1
Toxoplasma gondii	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.3757
Trypanosoma cruzi	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0048
Entamoeba histolytica	fructose-1,6-bisphosphate aldolase, putative	0.0293	1	1
Echinococcus multilocularis	6 phosphogluconolactonase	0.0119	0.3475	0.3754
Toxoplasma gondii	glucose-6-phosphate 1-dehydrogenase	0.0035	0.0308	0.0048
Leishmania major	glucose-6-phosphate isomerase	0.0046	0.0718	0.0504
Leishmania major	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0048
Plasmodium falciparum	glucose-6-phosphate isomerase	0.0046	0.0718	0.0504
Plasmodium vivax	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.0124	0.3643	0.3757
Mycobacterium leprae	Probable glucose-6-phosphate isomerase Pgi (phosphoglucose isomerase) (phosphohexose isomerase) (PHI)	0.0046	0.0718	0.1102
Trypanosoma brucei	glucose-6-phosphate isomerase, glycosomal	0.0046	0.0718	0.0504
Giardia lamblia	6-phosphogluconate dehydrogenase, decarboxylating	0.0124	0.3643	0.3471
Echinococcus granulosus	fructose 16 bisphosphate aldolase	0.0273	0.9258	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Loa Loa (eye worm)	hypothetical protein	0.0046	0.0718	0.0504
Treponema pallidum	fructose-bisphosphate aldolase	0.0293	1	1
Schistosoma mansoni	6-phosphogluconolactonase	0.0119	0.3475	0.357
Trichomonas vaginalis	glucose-6-phosphate isomerase, putative	0.0046	0.0718	0.0466
Giardia lamblia	Glucose-6-phosphate 1-dehydrogenase	0.0035	0.0308	0.0045
Mycobacterium tuberculosis	Probable glucose-6-phosphate isomerase Pgi (GPI) (phosphoglucose isomerase) (phosphohexose isomerase) (phi)	0.0046	0.0718	0.1102
Brugia malayi	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.0124	0.3643	0.3757
Echinococcus multilocularis	fructose bisphosphate aldolase class I	0.0273	0.9258	1
Echinococcus multilocularis	6 phosphogluconate dehydrogenase	0.0124	0.3643	0.3935
Mycobacterium ulcerans	6-phosphogluconate dehydrogenase	0.0124	0.3643	0.8213
Echinococcus granulosus	fructose 16 bisphosphate aldolase	0.0273	0.9258	1
Loa Loa (eye worm)	fructose-bisphosphate aldolase 2	0.0273	0.9258	1
Loa Loa (eye worm)	6-phosphogluconolactonase	0.0119	0.3475	0.357
Trypanosoma cruzi	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.005	0.0883	0.0688
Onchocerca volvulus	Pyruvate kinase homolog	0.0033	0.0264	0.5
Mycobacterium tuberculosis	Probable 6-phosphogluconolactonase DevB (6PGL)	0.0084	0.2177	0.465
Chlamydia trachomatis	6-phosphogluconolactonase	0.0119	0.3475	0.9502
Brugia malayi	fructose-bisphosphate aldolase 2	0.0273	0.9258	1
Toxoplasma gondii	fructose-bisphosphate aldolase, putative	0.0273	0.9258	1
Schistosoma mansoni	glucose-6-phosphate isomerase	0.0046	0.0718	0.0504
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0273	0.9258	1
Mycobacterium ulcerans	fructose-bisphosphate aldolase	0.0143	0.4379	1
Trypanosoma brucei	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0048
Echinococcus granulosus	glucose 6 phosphate isomerase	0.0046	0.0718	0.0504
Trypanosoma cruzi	fructose-bisphosphate aldolase, glycosomal, putative	0.0273	0.9258	1
Trichomonas vaginalis	glucosamine-6-phosphate isomerase, putative	0.0035	0.0308	0.0045
Entamoeba histolytica	glucose-6-phosphate isomerase, putative	0.0046	0.0718	0.0423
Schistosoma mansoni	fructose 16-bisphosphate aldolase	0.0273	0.9258	1
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1
Trypanosoma brucei	6-phosphogluconate dehydrogenase, decarboxylating	0.0124	0.3643	0.3757
Loa Loa (eye worm)	fructose-bisphosphate aldolase 1	0.0273	0.9258	1
Giardia lamblia	Glucosamine-6-phosphate deaminase	0.0035	0.0308	0.0045
Chlamydia trachomatis	glucose-6-phosphate isomerase	0.0046	0.0718	0.1342
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0273	0.9258	1
Schistosoma mansoni	transcription initiation factor iia (tfiia) gamma chain	0.005	0.0883	0.0688
Giardia lamblia	Fructose-bisphosphate aldolase	0.0293	1	1
Trypanosoma cruzi	6-phosphogluconolactonase, putative	0.0119	0.3475	0.357
Leishmania major	6-phosphogluconate dehydrogenase, decarboxylating, putative	0.0124	0.3643	0.3757
Echinococcus multilocularis	fructose 1,6 bisphosphate aldolase	0.0273	0.9258	1
Trichomonas vaginalis	3-hydroxyisobutyrate dehydrogenase, putative	0.0124	0.3643	0.3471
Trichomonas vaginalis	fructose-bisphosphate aldolase, putative	0.0293	1	1

Activities

Activity type	Activity value	Assay description	Source	Reference
Activity (functional)	= 2	Compound was tested for anticonvulsant activity after Oral Administration into Rats by using MES screen test after 0.25h,dose 50 mg/kg; number of rats out of four which were protected	ChEMBL.	8831764
Activity (functional)	= 4	Compound was tested for anticonvulsant activity after Oral Administration into Rats by using MES screen test after 0.5h,dose 50 mg/kg; number of rats out of four which were protected	ChEMBL.	8831764
Activity (functional)	= 4	Compound was tested for anticonvulsant activity after Oral Administration into Rats by using MES screen test after 1h,dose 50 mg/kg; number of rats out of four which were protected	ChEMBL.	8831764
Activity (functional)	= 4	Compound was tested for anticonvulsant activity after Oral Administration into Rats by using MES screen test after 2h,dose 50 mg/kg; number of rats out of four which were protected	ChEMBL.	8831764
Activity (functional)	= 4	Compound was tested for anticonvulsant activity after Oral Administration into Rats by using MES screen test after 4h,dose 50 mg/kg; number of rats out of four which were protected	ChEMBL.	8831764
Dose (functional)	= 30 mg kg-1	Anticonvulsant activity after intraperitoneal injection into mice by using MES screen test after 0.5 hr	ChEMBL.	8831764
Dose (functional)	= 30 mg kg-1	Anticonvulsant activity after intraperitoneal injection into mice by using MES screen test after 0.5 hr	ChEMBL.	8831764
Dose (functional)	= 100 mg kg-1	Anticonvulsant activity after intraperitoneal injection into mice measured in a maximal electroshock scree (MES) screen	ChEMBL.	8831764
Dose (functional)	= 100 mg kg-1	Anticonvulsant activity after intraperitoneal injection into mice measured in a maximal electroshock scree (MES) screen	ChEMBL.	8831764
ED50 (functional)	= 1.59 mg kg-1	Compound was tested for anticonvulsant activity after Oral Administration into rat by using MES screen test after 2 hr	ChEMBL.	8831764
ED50 (functional)	= 12.9 mg kg-1	Compound was tested for anticonvulsant activity after intraperitoneal injection into mice by using MES screen test after 1 hr	ChEMBL.	8831764
ED50 (functional)	= 12.9 mg kg-1	Compound was tested for anticonvulsant activity after intraperitoneal injection into mice by using MES screen test after 1 hr	ChEMBL.	8831764
ED50 (functional)	> 54 mg kg-1	Compound was tested for anticonvulsant activity after intraperitoneal injection into mice by using scPTZ screen test after 1 hr	ChEMBL.	8831764
ED50 (functional)	> 54 mg kg-1	Compound was tested for anticonvulsant activity after intraperitoneal injection into mice by using scPTZ screen test after 1 hr	ChEMBL.	8831764
Inhibition activity (functional)	= 0.25 uM	Inhibition of native TTX-S sodium currents in acutely dissociated rat dorsal root ganglion (DRG)	ChEMBL.	15293999
Inhibition activity (functional)	= 0.26 uM	Inhibition of native TTX-R sodium currents in acutely dissociated rat dorsal root ganglion (DRG)	ChEMBL.	15293999
Ki (binding)	= 0.18 uM	Affinity for inactive human SkM1 sodium channel expressed in HEK-293 cells	ChEMBL.	14998340
Ki (binding)	= 0.18 uM	Affinity for inactive human SkM1 sodium channel expressed in HEK-293 cells	ChEMBL.	14998340
Ki (functional)	= 0.35 uM	Dissociation constant of the compound for binding to inactivated state of rat brain NaIIa (rNav1.2) -B2 cell line stably expressed in HEK-293 Cells	ChEMBL.	15293999
Ki (binding)	= 0.36 uM	Binding affinity to human Nav1.7	ChEMBL.	20709552
Kr (binding)	= 27 uM	Affinity for resting human SkM1 sodium channel expressed in HEK-293 cells	ChEMBL.	14998340
Kr (binding)	= 27 uM	Affinity for resting human SkM1 sodium channel expressed in HEK-293 cells	ChEMBL.	14998340
kR (functional)	= 34 uM	Dissociation constant of the compound for binding to resting state of rat brain NaIIa (rNav1.2) -B2 cell line stably expressed in HEK-293 Cells	ChEMBL.	15293999
logP (ADMET)	= 1.91	Partition coefficient (logP)	ChEMBL.	8831764
PI (ADMET)	= 8.4	Protection index = TD50/ED50 (MES)	ChEMBL.	8831764
PI (ADMET)	> 315	Protection index = TD50/ED50 (MES)	ChEMBL.	8831764
Ratio (functional)	= 100	Ratio between Kr to Ki	ChEMBL.	15293999
Ratio (binding)	= 150	Relative affinity for inactivated and resting human SkM1 expressed in HEK-293 cells	ChEMBL.	14998340
TD50 (ADMET)	= 108 mg kg-1	Compound was tested for toxicity after intraperitoneal injection into mice by using neurotoxicity screen test after 1 hr	ChEMBL.	8831764
TD50 (ADMET)	= 108 mg kg-1	Compound was tested for toxicity after intraperitoneal injection into mice by using neurotoxicity screen test after 1 hr	ChEMBL.	8831764
TD50 (ADMET)	> 500 mg kg-1	Compound was tested for toxicity after oral administration in rat by using neurotoxicity screen test after 0.25-24 hr	ChEMBL.	8831764

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: CHEMBL287833
PubChem: 9816959

Bibliographic References

4 literature references were 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 55166