Detailed information for compound 1318685

Basic information

Technical information
  • TDR Targets ID: 1318685
  • Name: 3-[4-[(2-chloro-6-fluorophenyl)methoxy]phenyl ]-N-(3-dimethylaminopropyl)prop-2-enamide
  • MW: 390.879 | Formula: C21H24ClFN2O2
  • H donors: 1 H acceptors: 1 LogP: 4.21 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CCCNC(=O)/C=C/c1ccc(cc1)OCc1c(F)cccc1Cl)C
  • InChi: 1S/C21H24ClFN2O2/c1-25(2)14-4-13-24-21(26)12-9-16-7-10-17(11-8-16)27-15-18-19(22)5-3-6-20(18)23/h3,5-12H,4,13-15H2,1-2H3,(H,24,26)/b12-9+
  • InChiKey: ZZJOTYVKOBLDMI-FMIVXFBMSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (E)-3-[4-[(2-chloro-6-fluorophenyl)methoxy]phenyl]-N-(3-dimethylaminopropyl)prop-2-enamide
  • (E)-3-[4-[(2-chloro-6-fluoro-phenyl)methoxy]phenyl]-N-(3-dimethylaminopropyl)prop-2-enamide
  • 3-[4-[(2-chloro-6-fluoro-phenyl)methoxy]phenyl]-N-(3-dimethylaminopropyl)prop-2-enamide
  • (E)-3-[4-(2-chloro-6-fluoro-benzyl)oxyphenyl]-N-(3-dimethylaminopropyl)acrylamide
  • 3-[4-(2-chloro-6-fluoro-benzyl)oxyphenyl]-N-(3-dimethylaminopropyl)acrylamide
  • CDS1_001609
  • DivK1c_002649
  • Bionet1_004153
  • (E)-3-{4-[(2-chloro-6-fluorobenzyl)oxy]phenyl}-N-[3-(dimethylamino)propyl]-2-propenamide
  • MLS000721223
  • SMR000335657
  • 1R-0070

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references
Equus caballus Ferritin light chain Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references
Homo sapiens like-glycosyltransferase Starlite/ChEMBL No references
Homo sapiens ataxin 2 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
Echinococcus multilocularis glycosyltransferase protein LARGE2 Get druggable targets OG5_130765 All targets in OG5_130765
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
Brugia malayi Glycosyl transferase family 8 protein Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus multilocularis Glycosyl transferase, family 8 Get druggable targets OG5_130765 All targets in OG5_130765
Schistosoma japonicum ko:K09668 glycosyltransferase-like protein LARGE, putative Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus granulosus Glycosyl transferase family 8 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus multilocularis glycosyltransferase protein LARGE2 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus granulosus glycosyltransferase protein LARGE2 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus multilocularis Glycosyltransferase protein LARGE1 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus granulosus Glycosyltransferase protein LARGE1 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus multilocularis glycosyltransferase protein LARGE2 Get druggable targets OG5_130765 All targets in OG5_130765
Echinococcus multilocularis conserved hypothetical protein Get druggable targets OG5_130765 All targets in OG5_130765
Loa Loa (eye worm) glycosyl transferase family 8 protein Get druggable targets OG5_130765 All targets in OG5_130765
Schistosoma mansoni glycosyltransferase-related Get druggable targets OG5_130765 All targets in OG5_130765
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis expressed protein Ferritin light chain   175 aa 146 aa 30.1 %
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 146 aa 28.8 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 43.9 %
Schistosoma mansoni apoferritin-2 Ferritin light chain   175 aa 142 aa 29.6 %
Echinococcus granulosus expressed protein Ferritin light chain   175 aa 146 aa 28.8 %
Schistosoma japonicum Ferritin, putative Ferritin light chain   175 aa 144 aa 24.3 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Schistosoma mansoni ferritin Ferritin light chain   175 aa 171 aa 44.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major hypothetical protein, conserved 0.0043 0.0961 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.0961 0.3608
Brugia malayi Latrophilin receptor protein 2 0.0019 0.0019 0.0071
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0961 0.3608
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Echinococcus multilocularis conserved hypothetical protein 0.0064 0.1768 0.6695
Mycobacterium ulcerans hypothetical protein 0.0043 0.0961 1
Echinococcus multilocularis glycosyltransferase protein LARGE2 0.0084 0.2525 0.9593
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.0961 0.5
Mycobacterium ulcerans esterase/lipase LipP 0.0043 0.0961 1
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.0961 0.3608
Toxoplasma gondii ABC1 family protein 0.0043 0.0961 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Mycobacterium leprae conserved hypothetical protein 0.0043 0.0961 0.5
Loa Loa (eye worm) latrophilin receptor protein 2 0.0019 0.0019 0.0071
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0961 0.3608
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0458 0.4767
Brugia malayi Glycosyl transferase family 8 protein 0.0087 0.2631 1
Echinococcus multilocularis Glycosyl transferase, family 8 0.0087 0.2631 1
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0872 0.3312
Echinococcus multilocularis glycosyltransferase protein LARGE2 0.0084 0.2525 0.9593
Loa Loa (eye worm) hypothetical protein 0.0019 0.0019 0.0071
Echinococcus granulosus glycosyltransferase protein LARGE2 0.0084 0.2525 0.9593
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.1606 0.6105
Mycobacterium leprae Probable lipase LipE 0.0043 0.0961 0.5
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.0961 0.3653
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.1606 0.6105
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Echinococcus granulosus Glycosyl transferase family 8 0.0087 0.2631 1
Trypanosoma brucei hypothetical protein, conserved 0.0043 0.0961 1
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0961 0.5
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0458 0.5
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0043 0.0961 1
Brugia malayi Cytochrome P450 family protein 0.0031 0.0466 0.1773
Brugia malayi hypothetical protein 0.002 0.0042 0.016
Brugia malayi beta-lactamase family protein 0.0043 0.0961 0.3653
Onchocerca volvulus 0.0043 0.0961 0.5
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Schistosoma mansoni glycosyltransferase-related 0.0087 0.2631 1
Mycobacterium ulcerans lipase LipD 0.0043 0.0961 1
Brugia malayi beta-lactamase 0.0043 0.0961 0.3653
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0019 0.0019 0.0071
Loa Loa (eye worm) hypothetical protein 0.0041 0.0872 0.3312
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Brugia malayi AT16019p 0.0022 0.0147 0.056
Mycobacterium ulcerans beta-lactamase 0.0043 0.0961 1
Loa Loa (eye worm) hypothetical protein 0.006 0.1606 0.6105
Echinococcus granulosus Glycosyltransferase protein LARGE1 0.0064 0.1768 0.6695
Loa Loa (eye worm) hypothetical protein 0.0043 0.0961 0.3653
Leishmania major hypothetical protein, conserved 0.003 0.0458 0.4767
Echinococcus multilocularis glycosyltransferase protein LARGE2 0.0084 0.2525 0.9593
Plasmodium falciparum ataxin-2 like protein, putative 0.003 0.0458 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.1606 0.6105
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0961 1
Schistosoma mansoni hypothetical protein 0.0041 0.0872 0.3264
Trypanosoma cruzi PAB1-binding protein , putative 0.003 0.0458 0.4767
Brugia malayi hypothetical protein 0.003 0.0458 0.1742
Loa Loa (eye worm) hypothetical protein 0.003 0.0458 0.1742
Trichomonas vaginalis esterase, putative 0.0043 0.0961 0.5
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.0961 0.3653
Loa Loa (eye worm) hypothetical protein 0.0022 0.0147 0.056
Echinococcus multilocularis Glycosyltransferase protein LARGE1 0.0064 0.1768 0.6695
Brugia malayi beta-lactamase family protein 0.0043 0.0961 0.3653
Onchocerca volvulus 0.0043 0.0961 0.5
Loa Loa (eye worm) glycosyl transferase family 8 protein 0.0087 0.2631 1
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0961 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0031 0.0466 0.1773
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0961 0.5
Onchocerca volvulus 0.0043 0.0961 0.5
Loa Loa (eye worm) beta-lactamase 0.0043 0.0961 0.3653
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0961 1
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0961 1
Trypanosoma brucei PAB1-binding protein , putative 0.003 0.0458 0.4767
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.0961 0.5

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) 9.37 uM PubChem BioAssay. Dose response confirmation of small molecule activators of alpha dystroglycan glycosylation. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 0.0708 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 0.5012 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 1.7783 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference
Potency (functional) 5.6234 uM PubChem BioAssay. qHTS for Inhibitors of ATXN expression. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 7.3753 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) 8.2753 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) 12.5893 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 (binding) = 15.8489 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) 15.8489 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 19.9526 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) 20.5962 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) 23.1093 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) 29.0929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 29.0929 uM PubChem BioAssay. qHTS for induction of synthetic lethality in tumor cells producing 2HG: qHTS for the HT-1080-NT fibrosarcoma cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 31.6228 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of RanGTP induced Rango (Ran-regulated importin-beta cargo) - Importin beta complex dissociation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID540262] ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] 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.

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