TDR Targets

Basic information

Technical information

TDR Targets ID: 17208
Name: 3-(2-hydroxyethyl)-5-(4-phenylmethoxyphenyl)- 1,3,4-oxadiazol-2-one
MW: 312.32 | Formula: C17H16N2O4
H donors: 1 H acceptors: 2 LogP: 2.39 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: OCCn1nc(oc1=O)c1ccc(cc1)OCc1ccccc1
InChi: 1S/C17H16N2O4/c20-11-10-19-17(21)23-16(18-19)14-6-8-15(9-7-14)22-12-13-4-2-1-3-5-13/h1-9,20H,10-12H2
InChiKey: NWQRLSJFUHYIFW-UHFFFAOYSA-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

5-(4-benzyloxyphenyl)-3-(2-hydroxyethyl)-1,3,4-oxadiazol-2-one
5-(4-benzoxyphenyl)-3-(2-hydroxyethyl)-1,3,4-oxadiazol-2-one
3-(2-hydroxyethyl)-5-[4-(phenylmethoxy)phenyl]-1,3,4-oxadiazol-2-one
5-[4-(benzyloxy)phenyl]-3-(2-hydroxyethyl)-1,3,4-oxadiazol-2-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Monoamine oxidase B	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Mycobacterium ulcerans	flavin-containing monoamine oxidase AofH	Get druggable targets OG5_130722	All targets in OG5_130722
Mycobacterium tuberculosis	Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO)	Get druggable targets OG5_130722	All targets in OG5_130722
Mycobacterium ulcerans	flavin-containing monoamine oxidase AofH	Get druggable targets OG5_130722	All targets in OG5_130722

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Dictyostelium discoideum	hypothetical protein	Monoamine oxidase B	520 aa	538 aa	21.0 %
Onchocerca volvulus	Mitochondrial fission process protein 1 homolog	Monoamine oxidase B	520 aa	469 aa	22.0 %
Dictyostelium discoideum	hypothetical protein	Monoamine oxidase B	520 aa	539 aa	22.3 %
Dictyostelium discoideum	hypothetical protein	Monoamine oxidase B	520 aa	531 aa	23.2 %
Brugia malayi	amine oxidase, flavin-containing family protein	Monoamine oxidase B	520 aa	479 aa	21.7 %
Dictyostelium discoideum	amine oxidase	Monoamine oxidase B	520 aa	489 aa	29.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	peptidylprolyl isomerase, putative	0.0128	0.2809	0.5933
Echinococcus multilocularis	peptidyl prolyl cis trans isomerase FKBP4	0.0128	0.2809	0.517
Leishmania major	fk506-binding protein 1-like protein	0.0128	0.2809	0.517
Loa Loa (eye worm)	hypothetical protein	0.0111	0.2257	0.4795
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0112	0.2293	0.4826
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.4707	1
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0112	0.2293	0.4826
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1987	0.4171
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0063	0.0778	0.1579
Trypanosoma cruzi	target of rapamycin kinase 3	0.0151	0.3502	0.6934
Trichomonas vaginalis	immunophilin, putative	0.0128	0.2809	0.5933
Giardia lamblia	GTOR	0.0189	0.4707	1
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.0189	0.4707	1
Echinococcus granulosus	peptidyl prolyl cis trans isomerase FKBP4	0.0128	0.2809	0.517
Trypanosoma cruzi	peptidyl-prolyl cis-trans isomerase, putative	0.0128	0.2809	0.517
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0079	0.1251	0.1204
Trypanosoma brucei	phosphatidylinositol 3-kinase tor, putative	0.0089	0.1591	0.207
Treponema pallidum	peptidyl-prolyl cis-trans isomerase, FKBP-type, 22 kDa (fklB)	0.0128	0.2809	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Schistosoma mansoni	immunophilin FK506 binding protein FKBP12	0.0128	0.2809	0.517
Plasmodium falciparum	peptidyl-prolyl cis-trans isomerase FKBP35	0.0128	0.2809	0.5
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.0189	0.4707	1
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Leishmania major	target of rapamycin (TOR) kinase 2, putative	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1982	0.4161
Trichomonas vaginalis	PIKK family atypical protein kinase	0.015	0.3497	0.7408
Trichomonas vaginalis	PIKK family atypical protein kinase	0.015	0.3497	0.7408
Leishmania major	target of rapamycin (TOR) kinase 1, putative	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1987	0.4171
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0113	0.2328	0.4901
Schistosoma mansoni	immunophilin	0.0128	0.2809	0.517
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.0189	0.4707	1
Echinococcus granulosus	peptidyl prolyl cis trans isomerase FKBP1A	0.0128	0.2809	0.517
Mycobacterium tuberculosis	Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO)	0.0333	0.9211	0.5
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.0189	0.4707	1
Echinococcus granulosus	peptidyl prolyl cis trans isomerase FKBP4	0.0111	0.2257	0.3764
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0063	0.0778	0.1579
Schistosoma mansoni	immunophilin	0.0128	0.2809	0.517
Loa Loa (eye worm)	hypothetical protein	0.004	0.0041	0.0087
Trypanosoma cruzi	FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative	0.0128	0.2809	0.517
Brugia malayi	FKBP-type peptidyl-prolyl cis-trans isomerase-12, BmFKBP-12	0.0128	0.2809	0.517
Leishmania major	target of rapamycin kinase (TOR) kinase 3	0.0151	0.3502	0.6934
Leishmania major	peptidylprolyl isomerase-like protein	0.0128	0.2809	0.517
Trichomonas vaginalis	PIKK family atypical protein kinase	0.015	0.3497	0.7408
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1982	0.4161
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0189	0.4707	1
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.0151	0.3502	0.6934
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.015	0.3497	0.7408
Mycobacterium ulcerans	flavin-containing monoamine oxidase AofH	0.0359	1	1
Loa Loa (eye worm)	phosphatidylinositol 3	0.0063	0.0778	0.1652
Trypanosoma cruzi	peptidyl-prolyl cis-trans isomerase, putative	0.0128	0.2809	0.517
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.0189	0.4707	1
Trichomonas vaginalis	fk506-binding protein, putative	0.0128	0.2809	0.5933
Trypanosoma brucei	peptidyl-prolyl cis-trans isomerase, putative	0.0128	0.2809	0.517
Trichomonas vaginalis	peptidylprolyl isomerase, putative	0.0128	0.2809	0.5933
Brugia malayi	FKBP-type peptidyl-prolyl cis-trans isomerase-59, BmFKBP59	0.0128	0.2809	0.517
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1982	0.4161
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0127	0.2761	0.5829
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0063	0.0778	0.1579
Loa Loa (eye worm)	FKBP5 protein	0.0128	0.2809	0.5968
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0162	0.3842	0.8147
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1987	0.4171
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0123	0.2633	0.5555
Schistosoma mansoni	immunophilin	0.0111	0.2257	0.3764
Trypanosoma cruzi	FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative	0.0128	0.2809	0.517
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0141	0.3192	0.6753
Plasmodium vivax	70 kDa peptidylprolyl isomerase, putative	0.0128	0.2809	0.5
Trypanosoma brucei	FK506-binding protein (FKBP)-type peptidyl-prolyl isomerase, putative	0.0128	0.2809	0.517
Loa Loa (eye worm)	phosphatidylinositol 3	0.0189	0.4707	1
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.0189	0.4707	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0051	0.0381	0.0729
Toxoplasma gondii	target of rapamycin (TOR), putative	0.0141	0.3192	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0063	0.0778	0.1579
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0102	0.1987	0.4171
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0063	0.0778	0.1579
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0113	0.2328	0.4901
Echinococcus multilocularis	fk506 binding protein	0.0128	0.2809	0.517
Echinococcus multilocularis	peptidyl prolyl cis trans isomerase FKBP4	0.0111	0.2257	0.3764
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0113	0.2328	0.4901
Trichomonas vaginalis	PIKK family atypical protein kinase	0.015	0.3497	0.7408
Loa Loa (eye worm)	FKBP-type peptidyl-prolyl cis-trans isomerase-12	0.0128	0.2809	0.5968

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 4.6 nM	Compound was evaluated for the Inhibition of Monoamine oxidase B	ChEMBL.	7490728
IC50 (binding)	= 4.6 nM	Compound was evaluated for the Inhibition of Monoamine oxidase B	ChEMBL.	7490728
IC50 (binding)	= 0.0033 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 0 minute preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0033 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 0 minute preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0037 uM	In vitro inhibitory activity on rat brain MAO-B.	ChEMBL.	8487255
IC50 (binding)	= 0.0037 uM	In vitro inhibitory activity on rat brain MAO-B.	ChEMBL.	8487255
IC50 (binding)	= 0.0044 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 30 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0044 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 30 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0046 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 20 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0046 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 60 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0046 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 20 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 0.0046 uM	Compound was evaluated for the time-dependence inhibition of MAO-B at 60 minutes preincubation periods	ChEMBL.	8487255
IC50 (binding)	= 140 uM	In vitro inhibitory activity on rat brain by monoamine oxidase A (MAO-A)	ChEMBL.	8487255
IC50 (binding)	= 140 uM	Compound was evaluated for the time-dependence inhibition of MAO-A at 60 minutes of preincubated period. values are same with or without preincubation	ChEMBL.	8487255
IC50 (binding)	= 140 uM	In vitro inhibitory activity on rat brain by monoamine oxidase A (MAO-A)	ChEMBL.	8487255
IC50 (binding)	= 140 uM	Compound was evaluated for the time-dependence inhibition of MAO-A at 60 minutes of preincubated period. values are same with or without preincubation	ChEMBL.	8487255
Inhibition (binding)	= 8 %	Ex-Vivo percentage inhibition of MAO-B after 24 hr single 5 mg/kg dose by oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 8 %	Ex-Vivo percentage inhibition of MAO-B after 24 hr single 5 mg/kg dose by oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 39 %	Compound was evaluated for the reversibility test for the percentage inhibition of MAO B at 6.25 nM before the test at 12.5 nM	ChEMBL.	8487255
Inhibition (binding)	= 39 %	Compound was evaluated for the reversibility test for the percentage inhibition of MAO B at 6.25 nM before the test at 12.5 nM	ChEMBL.	8487255
Inhibition (binding)	= 65 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 0.5 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 65 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 0.5 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 70 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 4 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 70 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 4 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 82 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 1 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 82 %	Ex-Vivo Time course of evaluation of the compound for the percentage inhibition of MAO-B for 1 hr at single dose 5 mg/kg through oral gavage	ChEMBL.	8487255
Inhibition (binding)	= 105 %	Compound was evaluated for the reversibility test for the percentage inhibition of MAO B at 6.25 nM after the test at 12.5 nM	ChEMBL.	8487255
Inhibition (binding)	= 105 %	Compound was evaluated for the reversibility test for the percentage inhibition of MAO B at 6.25 nM after the test at 12.5 nM	ChEMBL.	8487255
Selectivity (binding)	= 37800	Selectivity for B form estimated by ratio of IC50 for MAO-A to MAO-B.	ChEMBL.	8487255
Selectivity (binding)	> 71000	Selectivity of the compound towards MAO A to MAO B	ChEMBL.	7490728
Selectivity (binding)	= 30400	Selectivity for B form was estimated by the ratio of IC50 (MAO A) at 60 min to that of (MAO B)	ChEMBL.	8487255
Selectivity (binding)	= 37800	Selectivity for B form estimated by ratio of IC50 for MAO-A to MAO-B.	ChEMBL.	8487255
Selectivity (binding)	> 71000	Selectivity of the compound towards MAO A to MAO B	ChEMBL.	7490728

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: CHEMBL16781
PubChem: 10086848

Bibliographic References

2 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 17208