Detailed information for compound 1369234

Basic information

Technical information
  • TDR Targets ID: 1369234
  • Name: 2-[[5-[(4-chlorophenoxy)methyl]-1,3,4-oxadiaz ol-2-yl]sulfanyl]-1-(5,6-dihydrobenzo[b][1]be nzazepin-11-yl)ethanone
  • MW: 477.963 | Formula: C25H20ClN3O3S
  • H donors: 0 H acceptors: 3 LogP: 5.66 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)OCc1nnc(o1)SCC(=O)N1c2ccccc2CCc2c1cccc2
  • InChi: 1S/C25H20ClN3O3S/c26-19-11-13-20(14-12-19)31-15-23-27-28-25(32-23)33-16-24(30)29-21-7-3-1-5-17(21)9-10-18-6-2-4-8-22(18)29/h1-8,11-14H,9-10,15-16H2
  • InChiKey: YHOQKQPKENHJIQ-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[[5-[(4-chlorophenoxy)methyl]-1,3,4-oxadiazol-2-yl]thio]-1-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)ethanone
  • ASN 04043875
  • MLS000527915
  • SMR000120489
  • 2-[5-(4-Chloro-phenoxymethyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-1-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-ethanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens Niemann-Pick disease, type C1 Starlite/ChEMBL No references
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Yersinia pestis DNA topoisomerase Starlite/ChEMBL No references
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K03165 DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma brucei DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania mexicana DNA topoisomerase 1A Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus granulosus DNA topoisomerase 3 alpha Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma congolense DNA topoisomerase IA, putative Get druggable targets OG5_126736 All targets in OG5_126736
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( Get druggable targets OG5_126736 All targets in OG5_126736
Loa Loa (eye worm) DNA topoisomerase III Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania infantum DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus multilocularis expressed conserved protein Get druggable targets OG5_128206 All targets in OG5_128206
Echinococcus granulosus Niemann Pick C1 protein Get druggable targets OG5_128206 All targets in OG5_128206
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma cruzi DNA topoisomerase IA, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma congolense DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Plasmodium vivax DNA topoisomerase 3, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma brucei DNA topoisomerase IA, putative Get druggable targets OG5_126736 All targets in OG5_126736
Candida albicans potential membrane protein similar to S. cerevisiae NCR1 (YPL006W) and human NPC1 late endosomal protein involved in sterol home Get druggable targets OG5_128206 All targets in OG5_128206
Trypanosoma brucei gambiense DNA topoisomerase IA, putative Get druggable targets OG5_126736 All targets in OG5_126736
Babesia bovis DNA topoisomerase family protein Get druggable targets OG5_126736 All targets in OG5_126736
Plasmodium berghei DNA topoisomerase 3, putative Get druggable targets OG5_126736 All targets in OG5_126736
Treponema pallidum DNA topoisomerase I (topA) Get druggable targets OG5_126736 All targets in OG5_126736
Plasmodium falciparum DNA topoisomerase 3, putative Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania braziliensis DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Plasmodium yoelii DNA topoisomerase iii Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania braziliensis DNA topoisomerase 1A Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania major DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma cruzi DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Schistosoma japonicum DNA topoisomerase 3-alpha, putative Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus granulosus expressed conserved protein Get druggable targets OG5_128206 All targets in OG5_128206
Leishmania donovani DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Entamoeba histolytica Niemann-Pick C1 protein, putative Get druggable targets OG5_128206 All targets in OG5_128206
Schistosoma japonicum Niemann-Pick C1 protein precursor, putative Get druggable targets OG5_128206 All targets in OG5_128206
Leishmania major DNA topoisomerase 1A Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus granulosus Niemann Pick C1 protein Get druggable targets OG5_128206 All targets in OG5_128206
Entamoeba histolytica DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Giardia lamblia DNA topoisomerase III Get druggable targets OG5_126736 All targets in OG5_126736
Plasmodium knowlesi DNA topoisomerase 3, putative Get druggable targets OG5_126736 All targets in OG5_126736
Schistosoma mansoni niemann-pick C1 (NPC1) Get druggable targets OG5_128206 All targets in OG5_128206
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128206 All targets in OG5_128206
Schistosoma japonicum Niemann-Pick C1 protein precursor, putative Get druggable targets OG5_128206 All targets in OG5_128206
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus multilocularis rho GTPase activating protein 20 Get druggable targets OG5_126736 All targets in OG5_126736
Theileria parva DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Chlamydia trachomatis DNA topoisomerase I Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania infantum DNA topoisomerase 1A Get druggable targets OG5_126736 All targets in OG5_126736
Toxoplasma gondii DNA topoisomerase family protein Get druggable targets OG5_126736 All targets in OG5_126736
Cryptosporidium parvum DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus multilocularis Niemann Pick C1 protein Get druggable targets OG5_128206 All targets in OG5_128206
Schistosoma mansoni prokaryotic DNA topoisomerase Get druggable targets OG5_126736 All targets in OG5_126736
Echinococcus multilocularis Niemann Pick C1 protein Get druggable targets OG5_128206 All targets in OG5_128206
Leishmania mexicana DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Brugia malayi Niemann-Pick C1 protein precursor Get druggable targets OG5_128206 All targets in OG5_128206
Trichomonas vaginalis prokaryotic DNA topoisomerase, putative Get druggable targets OG5_126736 All targets in OG5_126736
Cryptosporidium hominis DNA topoisomerase III Get druggable targets OG5_126736 All targets in OG5_126736
Candida albicans likely DNA topoisomerase III similar to S. cerevisiae TOP3 (YLR234W) involved in recombination repair events Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma cruzi DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma brucei gambiense DNA topoisomerase III, putative Get druggable targets OG5_126736 All targets in OG5_126736
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128206 All targets in OG5_128206
Mycobacterium tuberculosis DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) (nicking-c Get druggable targets OG5_126736 All targets in OG5_126736
Leishmania donovani DNA topoisomerase 1A Get druggable targets OG5_126736 All targets in OG5_126736
Brugia malayi DNA topoisomerase III Get druggable targets OG5_126736 All targets in OG5_126736
Schistosoma japonicum ko:K07003 Niemann Pick type C1, putative Get druggable targets OG5_128206 All targets in OG5_128206
Mycobacterium ulcerans DNA topoisomerase I Get druggable targets OG5_126736 All targets in OG5_126736
Candida albicans likely DNA topoisomerase III similar to S. cerevisiae TOP3 (YLR234W) involved in recombination repair events Get druggable targets OG5_126736 All targets in OG5_126736
Schistosoma japonicum DNA topoisomerase 3-alpha, putative Get druggable targets OG5_126736 All targets in OG5_126736
Trypanosoma cruzi DNA topoisomerase IA, putative Get druggable targets OG5_126736 All targets in OG5_126736
Neospora caninum DNA topoisomerase III alpha, putative Get druggable targets OG5_126736 All targets in OG5_126736
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Giardia lamblia DNA topoisomerase III 0.0048 0.043 0.5
Schistosoma mansoni hypothetical protein 0.0049 0.0491 0.0491
Toxoplasma gondii DNA topoisomerase domain-containing protein 0.0074 0.2016 1
Loa Loa (eye worm) hypothetical protein 0.0119 0.4755 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.1165 0.245
Trypanosoma cruzi DNA topoisomerase III, putative 0.0048 0.043 0.5
Echinococcus granulosus Niemann Pick C1 protein 0.017 0.7876 0.7781
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0048 0.043 0.5
Schistosoma mansoni hypothetical protein 0.0049 0.0491 0.0491
Trypanosoma cruzi DNA topoisomerase IA, putative 0.0048 0.043 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.1165 0.245
Echinococcus multilocularis protein patched 0.0051 0.0604 0.0181
Trypanosoma cruzi DNA topoisomerase III, putative 0.0048 0.043 0.5
Loa Loa (eye worm) hypothetical protein 0.006 0.1165 0.245
Schistosoma mansoni hypothetical protein 0.0049 0.0491 0.0491
Schistosoma mansoni hypothetical protein 0.0205 1 1
Schistosoma mansoni hypothetical protein 0.0049 0.0491 0.0491
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.1165 0.245
Echinococcus multilocularis sterol regulatory element binding protein 0.0051 0.0604 0.0181
Toxoplasma gondii SWI2/SNF2-containing protein 0.0049 0.0481 0.0319
Schistosoma mansoni hypothetical protein 0.0205 1 1
Echinococcus multilocularis Niemann Pick C1 protein 0.017 0.7876 0.7781
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0121 0.4868 0.4868
Brugia malayi Niemann-Pick C1 protein precursor 0.0119 0.4755 1
Echinococcus multilocularis geminin 0.0205 1 1
Schistosoma mansoni patched 1 0.0051 0.0604 0.0604
Mycobacterium ulcerans DNA topoisomerase I 0.0048 0.043 0.5
Schistosoma mansoni prokaryotic DNA topoisomerase 0.0097 0.3428 0.3428
Echinococcus granulosus expressed conserved protein 0.0112 0.4314 0.4059
Mycobacterium leprae Probable DNA topoisomerase I TopA (omega-protein) (relaxing enzyme) (untwisting enzyme) (swivelase) (type I DNA topoisomerase) ( 0.0048 0.043 0.5
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.0119 0.4755 1
Treponema pallidum DNA topoisomerase I (topA) 0.0097 0.3428 0.5
Loa Loa (eye worm) DNA topoisomerase III 0.0048 0.043 0.0904
Chlamydia trachomatis DNA topoisomerase I 0.0097 0.3428 0.5
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0051 0.0604 0.1269
Echinococcus multilocularis protein dispatched 1 0.0058 0.1045 0.0642
Echinococcus granulosus Niemann Pick C1 protein 0.0119 0.4755 0.452
Echinococcus granulosus Protein patched homolog 1 0.0051 0.0604 0.0181
Leishmania major DNA topoisomerase III, putative 0.0097 0.3428 1
Plasmodium vivax DNA topoisomerase 3, putative 0.0048 0.043 0.5
Brugia malayi DNA topoisomerase III 0.0048 0.043 0.0904
Echinococcus granulosus sterol regulatory element binding protein 0.0051 0.0604 0.0181
Echinococcus multilocularis expressed conserved protein 0.0112 0.4314 0.4059
Brugia malayi CHE-14 protein 0.0051 0.0604 0.1269
Plasmodium falciparum DNA topoisomerase 3, putative 0.0048 0.043 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0051 0.0604 1
Trypanosoma brucei DNA topoisomerase III, putative 0.0048 0.043 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.1306 0.2746
Wolbachia endosymbiont of Brugia malayi topoisomerase IA, TopA 0.0097 0.3428 0.5
Loa Loa (eye worm) hypothetical protein 0.0051 0.0604 0.1269
Echinococcus multilocularis Niemann Pick C1 protein 0.0119 0.4755 0.452
Trypanosoma brucei DNA topoisomerase IA, putative 0.0048 0.043 0.5

Activities

Activity type Activity value Assay description Source Reference
AC50 (binding) = 10.2 uM PUBCHEM_BIOASSAY: Inhibitors of Y. pestis Topo-I using cleavage product accumulation Measured in Biochemical System Using Plate Reader - 2123-01_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540310] ChEMBL. No reference
Potency (functional) 0.4147 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 0.8913 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 1.122 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 1.2589 um PUBCHEM_BIOASSAY: qHTS Assay for NPC1 Promoter Activators. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 1.5849 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] ChEMBL. No reference
Potency (functional) 3.5481 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.0795 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) = 11.2202 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 22.3872 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) 23.1093 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Enhancers of SMN2 Splice Variant Expression. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.