Detailed information for compound 1512724

Basic information

Technical information
  • TDR Targets ID: 1512724
  • Name: (E)-1-(3-bromo-5-chloro-2-hydroxyphenyl)-3-(4 -methoxyphenyl)prop-2-en-1-one
  • MW: 367.622 | Formula: C16H12BrClO3
  • H donors: 1 H acceptors: 2 LogP: 5.18 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)/C=C/C(=O)c1cc(Cl)cc(c1O)Br
  • InChi: 1S/C16H12BrClO3/c1-21-12-5-2-10(3-6-12)4-7-15(19)13-8-11(18)9-14(17)16(13)20/h2-9,20H,1H3/b7-4+
  • InChiKey: HRQZDRHJMSZPNM-QPJJXVBHSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 1-(3-bromo-5-chloro-2-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
  • (E)-1-(3-bromo-5-chloro-2-hydroxy-phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
  • 1-(3-bromo-5-chloro-2-hydroxy-phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
  • ST5309000

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus jumonji domain containing protein 0.0041 0.005 0.005
Echinococcus granulosus geminin 0.0339 0.1522 0.1522
Trichomonas vaginalis glucosylceramidase, putative 0.0181 0.0742 0.6412
Mycobacterium ulcerans anthranilate phosphoribosyltransferase 0.0198 0.0827 0.2443
Plasmodium falciparum ataxin-2 like protein, putative 0.005 0.0096 1
Brugia malayi Glycosyl hydrolases family 31 protein 0.0037 0.0028 0.0246
Echinococcus granulosus Niemann Pick C1 protein 0.01 0.034 0.034
Loa Loa (eye worm) hypothetical protein 0.0035 0.0021 0.0187
Echinococcus multilocularis metabotropic glutamate receptor 2 0.0127 0.0473 0.0473
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Loa Loa (eye worm) hypothetical protein 0.0048 0.0086 0.0753
Schistosoma mansoni hypothetical protein 0.0041 0.0051 0.0051
Onchocerca volvulus Polycomb protein Sfmbt homolog 0.0048 0.0086 0.0092
Schistosoma mansoni hypothetical protein 0.0041 0.0051 0.0051
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0067 0.0178 0.1557
Loa Loa (eye worm) hypothetical protein 0.0035 0.0021 0.0187
Echinococcus granulosus metabotropic glutamate receptor 5 0.0186 0.0767 0.0767
Echinococcus granulosus suppression of tumorigenicity 18 protein 0.0055 0.0119 0.0119
Schistosoma mansoni patched 1 0.0043 0.0059 0.0059
Brugia malayi mbt repeat family protein 0.0048 0.0086 0.0753
Mycobacterium ulcerans acyl-CoA synthetase 0.0047 0.008 0.0179
Echinococcus granulosus Niemann Pick C1 protein 0.0143 0.0552 0.0552
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0067 0.0178 0.0178
Schistosoma mansoni hypothetical protein 0.0067 0.0178 0.0178
Trichomonas vaginalis glucosylceramidase, putative 0.0181 0.0742 0.6412
Echinococcus granulosus polycomb protein SCMH1 0.0048 0.0086 0.0086
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0067 0.0178 1
Echinococcus multilocularis SAM and MBT domain containing protein 0.0048 0.0086 0.0086
Echinococcus granulosus metabotropic glutamate receptor 2 0.0127 0.0473 0.0473
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0097 0.0325 0.0325
Echinococcus granulosus expressed conserved protein 0.0094 0.031 0.031
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.1615 0.7827 0.7827
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) 0.0172 0.0697 0.0697
Brugia malayi CHE-14 protein 0.0043 0.0059 0.0514
Schistosoma mansoni alpha-glucosidase 0.0142 0.055 0.055
Loa Loa (eye worm) hypothetical protein 0.0035 0.0021 0.0187
Entamoeba histolytica Niemann-Pick C1 protein, putative 0.01 0.034 1
Schistosoma mansoni alpha-glucosidase 0.0142 0.055 0.055
Echinococcus multilocularis geminin 0.0339 0.1522 0.1522
Leishmania major 4-coumarate:coa ligase-like protein 0.0047 0.008 0.3488
Loa Loa (eye worm) abnormal chemotaxis protein 14 0.0043 0.0059 0.0514
Echinococcus granulosus histone acetyltransferase MYST2 0.0055 0.0119 0.0119
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0067 0.0178 0.0178
Entamoeba histolytica acyl-CoA synthetase, putative 0.0047 0.008 0.1672
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0097 0.0325 0.0325
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0047 0.008 0.0207
Loa Loa (eye worm) O-glycosyl hydrolase family 30 protein 0.0262 0.1141 1
Echinococcus multilocularis protein dispatched 1 0.0049 0.0089 0.0089
Loa Loa (eye worm) hypothetical protein 0.0039 0.0039 0.0338
Trypanosoma cruzi PAB1-binding protein , putative 0.005 0.0096 0.4543
Schistosoma mansoni hypothetical protein 0.0339 0.1522 0.1522
Echinococcus multilocularis thymidine phosphorylase 0.0702 0.3317 0.3317
Loa Loa (eye worm) hypothetical protein 0.0098 0.0331 0.2898
Brugia malayi Receptor family ligand binding region containing protein 0.0039 0.0039 0.0338
Mycobacterium tuberculosis Probable thymidine phosphorylase DeoA (tdrpase) (pyrimidine phosphorylase) 0.0702 0.3317 1
Trypanosoma cruzi PAB1-binding protein , putative 0.005 0.0096 0.4543
Loa Loa (eye worm) hypothetical protein 0.0047 0.008 0.0704
Loa Loa (eye worm) hypothetical protein 0.0124 0.0461 0.4039
Brugia malayi jmjC domain containing protein 0.0097 0.0325 0.2852
Echinococcus granulosus thymidine phosphorylase 0.0702 0.3317 0.3317
Loa Loa (eye worm) glutamate receptor 0.006 0.0141 0.1237
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0067 0.0178 1
Echinococcus multilocularis expressed conserved protein 0.0094 0.031 0.031
Echinococcus granulosus lysosomal alpha glucosidase 0.0165 0.0663 0.0663
Loa Loa (eye worm) glutamate receptor 0.0151 0.0595 0.5212
Loa Loa (eye worm) hypothetical protein 0.0035 0.0021 0.0187
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0047 0.008 0.0179
Brugia malayi metabotropic glutamate receptor type 2 0.0074 0.0211 0.1853
Echinococcus granulosus sterol regulatory element binding protein 0.0043 0.0059 0.0059
Loa Loa (eye worm) metabotropic GABA-B receptor subtype 2 0.0039 0.0039 0.0338
Plasmodium vivax ataxin-2 like protein, putative 0.005 0.0096 1
Echinococcus multilocularis lysine specific demethylase 5A 0.0036 0.0024 0.0024
Echinococcus multilocularis transcription factor Dp 1 0.0039 0.0038 0.0038
Trypanosoma brucei PAB1-binding protein , putative 0.005 0.0096 0.4543
Echinococcus multilocularis protein patched 0.0043 0.0059 0.0059
Schistosoma mansoni alpha glucosidase 0.0037 0.0028 0.0028
Entamoeba histolytica acyl-coA synthetase, putative 0.0047 0.008 0.1672
Mycobacterium ulcerans thymidine phosphorylase 0.0702 0.3317 1
Echinococcus multilocularis sterol regulatory element binding protein 0.0043 0.0059 0.0059
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Schistosoma mansoni hypothetical protein 0.0041 0.0051 0.0051
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0067 0.0178 1
Echinococcus granulosus lysine specific demethylase 5A 0.0036 0.0024 0.0024
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0191 0.0789 0.0789
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0067 0.0178 0.0178
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Onchocerca volvulus Huntingtin homolog 0.0124 0.0461 0.618
Loa Loa (eye worm) receptor family ligand binding region containing protein 0.0039 0.0039 0.0338
Brugia malayi Metabotropic glutamate receptor precursor. 0.0151 0.0595 0.5212
Loa Loa (eye worm) hypothetical protein 0.0051 0.0097 0.0854
Brugia malayi Glycosyl hydrolases family 31 protein 0.0165 0.0663 0.5813
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Loa Loa (eye worm) hypothetical protein 0.0052 0.0106 0.0931
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0047 0.008 0.0179
Schistosoma mansoni metabotropic glutamate receptor 0.0127 0.0473 0.0473
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.0048 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.005 0.0096 0.0842
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Loa Loa (eye worm) hypothetical protein 0.0043 0.0059 0.0514
Brugia malayi latrophilin 2 splice variant baaae 0.0067 0.0178 0.1557
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0035 0.0021 0.0029
Schistosoma mansoni niemann-pick C1 (NPC1) 0.0101 0.0348 0.0348
Loa Loa (eye worm) MBCTL1 0.0055 0.0119 0.1043
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Loa Loa (eye worm) mbt repeat family protein 0.0048 0.0086 0.0753
Loa Loa (eye worm) hypothetical protein 0.0055 0.0119 0.1043
Brugia malayi hypothetical protein 0.0033 0.0008 0.0068
Leishmania major 4-coumarate:coa ligase-like protein 0.0047 0.008 0.3488
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0037 0.0028 0.0246
Brugia malayi AMP-binding enzyme family protein 0.0047 0.008 0.0704
Brugia malayi AMP-binding enzyme family protein 0.0047 0.008 0.0704
Leishmania major hypothetical protein, conserved 0.005 0.0096 0.4543
Plasmodium falciparum ataxin-2 like protein, putative 0.005 0.0096 1
Echinococcus multilocularis histone acetyltransferase MYST2 0.0055 0.0119 0.0119
Schistosoma mansoni sex comb on midleg homolog 0.0048 0.0086 0.0086
Toxoplasma gondii LsmAD domain-containing protein 0.005 0.0096 1
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0067 0.0178 0.4793
Echinococcus granulosus neutral alpha glucosidase AB 0.0037 0.0028 0.0028
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Onchocerca volvulus Glucosylceramidase homolog 0.0172 0.0696 1
Schistosoma mansoni myelin transcription factor 1 myt1 0.0055 0.0119 0.0119
Loa Loa (eye worm) hypothetical protein 0.0047 0.008 0.0704
Brugia malayi AMP-binding enzyme family protein 0.0047 0.008 0.0704
Loa Loa (eye worm) jmjC domain-containing protein 0.0061 0.0149 0.1302
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0191 0.0789 0.0789
Onchocerca volvulus 0.0096 0.0319 0.3879
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0055 0.0119 0.1043
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0055 0.0119 0.0119
Loa Loa (eye worm) hypothetical protein 0.0047 0.008 0.0704
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0047 0.008 0.0179
Mycobacterium tuberculosis Probable anthranilate phosphoribosyltransferase TrpD 0.0198 0.0827 0.2465
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative 0.0137 0.0524 0.4596
Loa Loa (eye worm) hypothetical protein 0.0124 0.0461 0.4039
Mycobacterium ulcerans acyl-CoA synthetase 0.0047 0.008 0.0179
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0067 0.0178 0.1557
Echinococcus multilocularis lysosomal alpha glucosidase 0.0165 0.0663 0.0663
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Echinococcus multilocularis Niemann Pick C1 protein 0.01 0.034 0.034
Schistosoma mansoni hypothetical protein 0.0041 0.0051 0.0051
Echinococcus multilocularis Niemann Pick C1 protein 0.0143 0.0552 0.0552
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0047 0.008 0.0179
Echinococcus multilocularis neutral alpha glucosidase AB 0.0037 0.0028 0.0028
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0047 0.008 0.0207
Loa Loa (eye worm) hypothetical protein 0.0067 0.0178 0.1557
Echinococcus multilocularis metabotropic glutamate receptor 5 0.0186 0.0767 0.0767
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0098 0.0331 0.2898
Schistosoma mansoni jumonji/arid domain-containing protein 0.0036 0.0024 0.0024
Brugia malayi hypothetical protein 0.0124 0.0461 0.4039
Echinococcus granulosus SAM and MBT domain containing protein 0.0048 0.0086 0.0086
Echinococcus granulosus Protein patched homolog 1 0.0043 0.0059 0.0059
Loa Loa (eye worm) hypothetical protein 0.01 0.034 0.2982
Echinococcus granulosus transcription factor Dp 1 0.0039 0.0038 0.0038
Loa Loa (eye worm) hypothetical protein 0.0186 0.0767 0.6727
Echinococcus multilocularis jumonji domain containing protein 0.0041 0.005 0.005
Brugia malayi Niemann-Pick C1 protein precursor 0.01 0.034 0.2982
Loa Loa (eye worm) jmjC domain-containing protein 0.0036 0.0024 0.0208
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.0696 0.6002
Brugia malayi Calcitonin receptor-like protein seb-1 0.0098 0.0331 0.2898
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.1141 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0047 0.008 0.0179
Echinococcus multilocularis polycomb protein SCMH1 0.0048 0.0086 0.0086
Schistosoma mansoni hypothetical protein 0.0339 0.1522 0.1522
Mycobacterium ulcerans hypothetical protein 0.0047 0.008 0.0179
Onchocerca volvulus Huntingtin homolog 0.0124 0.0461 0.618
Brugia malayi O-Glycosyl hydrolase family 30 protein 0.0262 0.1141 1
Entamoeba histolytica acyl-CoA synthetase, putative 0.0047 0.008 0.1672
Schistosoma mansoni hypothetical protein 0.0294 0.13 0.13
Loa Loa (eye worm) hypothetical protein 0.0035 0.0021 0.0187
Leishmania major 4-coumarate:coa ligase-like protein 0.0047 0.008 0.3488
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0067 0.0178 1
Schistosoma mansoni jumonji domain containing protein 0.0077 0.0227 0.0227
Brugia malayi hypothetical protein 0.005 0.0096 0.0842
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0035 0.0021 0.5
Echinococcus multilocularis lysosomal alpha glucosidase 0.0165 0.0663 0.0663
Onchocerca volvulus 0.0048 0.0086 0.0092
Schistosoma mansoni jumonji/arid domain-containing protein 0.0036 0.0024 0.0024
Mycobacterium leprae Probable anthranilate phosphoribosyltransferase TrpD 0.0198 0.0827 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0165 0.0663 0.5813
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0098 0.0331 0.2898
Schistosoma mansoni metabotropic glutamate receptor 0.0074 0.0211 0.0211
Brugia malayi mbt repeat family protein 0.0048 0.0086 0.0753
Trichomonas vaginalis conserved hypothetical protein 0.0043 0.0059 0.0275
Schistosoma mansoni sex comb on midleg homolog 0.0048 0.0086 0.0086
Brugia malayi jmjC domain containing protein 0.0036 0.0024 0.0208

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 16.4 uM Cytotoxicity against human NCI-H69 cells after 72 hrs by fluorometric assay ChEMBL. 21459004
IC50 (functional) = 45 uM Cytotoxicity against human U937/GTB cells after 72 hrs by fluorometric assay ChEMBL. 21459004
IC50 (functional) = 49.4 uM Cytotoxicity against human ACHN cells after 72 hrs by fluorometric assay ChEMBL. 21459004
IC50 (functional) = 80 uM Cytotoxicity against human RPMI8226 cells after 72 hrs by fluorometric assay ChEMBL. 21459004
IC50 (functional) = 111 uM Cytotoxicity against human CCRF-CEM cells after 72 hrs by fluorometric assay ChEMBL. 21459004

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 21459004

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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