Detailed information for compound 422180

Basic information

Technical information
  • TDR Targets ID: 422180
  • Name: (E)-3-(4-dimethylaminophenyl)-1-phenylprop-2- en-1-one
  • MW: 251.323 | Formula: C17H17NO
  • H donors: 0 H acceptors: 1 LogP: 3.81 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(c1ccc(cc1)/C=C/C(=O)c1ccccc1)C
  • InChi: 1S/C17H17NO/c1-18(2)16-11-8-14(9-12-16)10-13-17(19)15-6-4-3-5-7-15/h3-13H,1-2H3/b13-10+
  • InChiKey: PDKPRWFMRVBCOB-JLHYYAGUSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (E)-3-(4-dimethylaminophenyl)-1-phenyl-prop-2-en-1-one
  • (E)-3-(4-dimethylaminophenyl)-1-phenyl-2-propen-1-one
  • dimethylaminochalcone
  • 4-dimethylaminochalcone
  • 3-(4-dimethylaminophenyl)-1-phenylprop-2-en-1-one
  • 3-(4-dimethylaminophenyl)-1-phenyl-prop-2-en-1-one
  • 1030-27-9
  • ST5411492
  • 3-(4-(Dimethylamino)phenyl)-1-phenyl-2-propen-1-one
  • AIDS-136014
  • AIDS136014
  • NSC636916
  • 2-Propen-1-one, 3-[4-(dimethylamino)phenyl]-1-phenyl-
  • 4-(Dimethylamino)benzalacetophenone
  • 4-(Dimethylamino)chalcone
  • Chalcone, 4-(dimethylamino)-
  • NSC360
  • p-(Dimethylamino)styryl phenyl ketone
  • 2-Propen-1-one, 3-(4-(dimethylamino)phenyl)-1-phenyl- (9CI)
  • 4-Dimethylamino chalcone
  • AI3-22121
  • CCRIS 2223
  • Chalcone, 4-(dimethylamino)- (8CI)
  • NSC 229037
  • NSC 360
  • NSC 40308
  • ZINC03895960
  • (2E)-3-[4-(Dimethylamino)phenyl]-1-phenyl-2-propen-1-one
  • trans-4-(Dimethylamino)chalcone
  • NSC40308
  • NSC229037

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Arachidonate 5-lipoxygenase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
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
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0038 0.0318 0.2581
Onchocerca volvulus Glucosylceramidase homolog 0.0172 0.2421 1
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Brugia malayi O-Glycosyl hydrolase family 30 protein 0.0262 0.3837 0.378
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0195 0.2784 1
Plasmodium falciparum enoyl-acyl carrier reductase 0.0195 0.2784 1
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0038 0.0318 0.0441
Schistosoma mansoni lipoxygenase 0.01 0.1282 0.1201
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0024 0.0095 0.0343
Trichomonas vaginalis D-aminoacylase, putative 0.0075 0.0891 0.1627
Echinococcus multilocularis survival motor neuron protein 1 0.0249 0.3635 0.3576
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0075 0.0891 0.3199
Brugia malayi Calcitonin receptor-like protein seb-1 0.0051 0.0512 0.0424
Loa Loa (eye worm) doublecortin family protein 0.0024 0.0092 0.0092
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Loa Loa (eye worm) hypothetical protein 0.0035 0.0261 0.0261
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0075 0.0891 0.0891
Onchocerca volvulus 0.0075 0.0891 0.3429
Loa Loa (eye worm) amidase 0.0079 0.0958 0.0958
Schistosoma mansoni amidase 0.0655 1 1
Plasmodium falciparum glutamyl-tRNA(Gln) amidotransferase subunit A 0.0079 0.0958 0.3442
Schistosoma mansoni hypothetical protein 0.0051 0.0517 0.0429
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0095 0.0004
Loa Loa (eye worm) transcription factor SMAD2 0.0249 0.3625 0.3625
Trypanosoma brucei hypothetical protein, conserved 0.0075 0.0891 0.8943
Trichomonas vaginalis D-aminoacylase, putative 0.0075 0.0891 0.1627
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0142 0.1955 0.188
Echinococcus granulosus fatty acid amide hydrolase 1 0.0655 1 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0075 0.0891 0.0806
Echinococcus multilocularis beta LACTamase domain containing family member 0.0075 0.0891 0.0806
Mycobacterium tuberculosis Probable esterase LipL 0.0075 0.0891 0.1235
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0075 0.0891 0.0806
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0655 1 1
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0095 0.0004
Leishmania major hypothetical protein, conserved 0.0075 0.0891 0.9216
Loa Loa (eye worm) hypothetical protein 0.0051 0.0512 0.0512
Loa Loa (eye worm) amidase 0.0079 0.0958 0.0958
Onchocerca volvulus 0.0075 0.0891 0.3429
Loa Loa (eye worm) MH2 domain-containing protein 0.0249 0.3625 0.3625
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Mycobacterium ulcerans amidase 0.0079 0.0958 0.3442
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Trypanosoma cruzi hypothetical protein, conserved 0.0075 0.0891 0.8943
Mycobacterium leprae PROBABLE GLUTAMYL-TRNA(GLN) AMIDOTRANSFERASE (SUBUNIT A) GATA (Glu-ADT SUBUNIT A) 0.0079 0.0958 0.3209
Schistosoma mansoni hypothetical protein 0.0035 0.0261 0.017
Echinococcus granulosus fatty acid amide hydrolase 1 0.0079 0.0958 0.0874
Mycobacterium ulcerans amidase 0.0079 0.0958 0.3442
Brugia malayi Muscleblind-like protein 0.0154 0.2132 0.2059
Loa Loa (eye worm) O-glycosyl hydrolase family 30 protein 0.0262 0.3837 0.3837
Toxoplasma gondii ABC1 family protein 0.0075 0.0891 0.2322
Echinococcus multilocularis geminin 0.0165 0.2311 0.224
Brugia malayi beta-lactamase 0.0075 0.0891 0.0806
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0024 0.0095 0.0343
Schistosoma mansoni fatty-acid amide hydrolase 0.0655 1 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0024 0.0095 0.0343
Mycobacterium leprae conserved hypothetical protein 0.0075 0.0891 0.2958
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0095 0.0343
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0038 0.0318 0.1143
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0195 0.2784 0.3861
Mycobacterium tuberculosis Probable hydrolase 0.0075 0.0891 0.1235
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0024 0.0095 0.0343
Entamoeba histolytica exodeoxyribonuclease III, putative 0.0038 0.0318 1
Mycobacterium ulcerans peptide amidase, GatA 0.0079 0.0958 0.3442
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Trichomonas vaginalis penicillin-binding protein, putative 0.0075 0.0891 0.1627
Treponema pallidum aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0079 0.0958 1
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Mycobacterium tuberculosis Probable amidase AmiB2 (aminohydrolase) 0.0079 0.0958 0.1329
Plasmodium vivax glutamyl-tRNA(Gln) amidotransferase subunit A, putative 0.0079 0.0958 0.3442
Mycobacterium leprae Probable lipase LipE 0.0075 0.0891 0.2958
Echinococcus granulosus beta LACTamase domain containing family member 0.0075 0.0891 0.0806
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0038 0.0318 0.0228
Loa Loa (eye worm) hypothetical protein 0.0024 0.0092 0.0092
Brugia malayi latrophilin 2 splice variant baaae 0.0035 0.0261 0.017
Brugia malayi MH2 domain containing protein 0.0249 0.3625 0.3566
Trypanosoma brucei fatty-acid amide hydrolase, putative 0.0079 0.0958 1
Chlamydia trachomatis glutamyl-tRNA(Gln) amidotransferase subunit A 0.0079 0.0958 0.3442
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Loa Loa (eye worm) hypothetical protein 0.0249 0.3635 0.3635
Brugia malayi Amidase family protein 0.0079 0.0958 0.0874
Mycobacterium tuberculosis Possible amidase (aminohydrolase) 0.0079 0.0958 0.1329
Brugia malayi beta-lactamase family protein 0.0075 0.0891 0.0806
Mycobacterium tuberculosis Probable lipase LipD 0.0075 0.0891 0.1235
Trichomonas vaginalis glucosylceramidase, putative 0.0181 0.2566 0.6388
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0038 0.0318 0.0228
Mycobacterium tuberculosis Conserved protein 0.0075 0.0891 0.1235
Echinococcus multilocularis muscleblind protein 1 0.0154 0.2132 0.2059
Mycobacterium ulcerans amidase 0.0079 0.0958 0.3442
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0051 0.0512 0.0512
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0024 0.0095 0.0132
Trichomonas vaginalis glucosylceramidase, putative 0.0181 0.2566 0.6388
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Plasmodium vivax hypothetical protein, conserved 0.0075 0.0891 0.3199
Brugia malayi hypothetical protein 0.0249 0.3635 0.3576
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Leishmania major hypothetical protein, conserved 0.0079 0.0958 1
Plasmodium falciparum LCCL domain-containing protein 0.0024 0.0092 0.033
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0142 0.1955 0.188
Trichomonas vaginalis D-aminoacylase, putative 0.0075 0.0891 0.1627
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0095 0.0343
Mycobacterium tuberculosis Probable amidase AmiA2 (aminohydrolase) 0.0079 0.0958 0.1329
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0195 0.2784 1
Mycobacterium ulcerans hypothetical protein 0.0075 0.0891 0.3199
Schistosoma mansoni glutamyl-tRNA(Gln) amidotransferase subunit A 0.0079 0.0958 0.0874
Trichomonas vaginalis hypothetical protein 0.0195 0.2784 0.7006
Mycobacterium tuberculosis Probable lipase LipE 0.0075 0.0891 0.1235
Onchocerca volvulus 0.0024 0.0095 0.0015
Echinococcus multilocularis glutamyl tRNA(Gln) amidotransferase subunit A 0.0079 0.0958 0.0874
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0195 0.2784 1
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0655 1 1
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Loa Loa (eye worm) beta-lactamase 0.0075 0.0891 0.0891
Mycobacterium leprae PROBABLE AMIDASE AMIC (AMINOHYDROLASE) 0.0079 0.0958 0.3209
Loa Loa (eye worm) hypothetical protein 0.0154 0.2132 0.2132
Mycobacterium tuberculosis Probable amidase AmiC (aminohydrolase) 0.0079 0.0958 0.1329
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0038 0.0318 0.1143
Loa Loa (eye worm) hypothetical protein 0.0655 1 1
Schistosoma mansoni survival motor neuron protein 0.0051 0.0517 0.0429
Schistosoma mansoni hypothetical protein 0.0165 0.2311 0.224
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0024 0.0095 0.0132
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Trypanosoma cruzi hypothetical protein, conserved 0.0075 0.0891 0.8943
Plasmodium vivax multidomain scavenger receptor, putative 0.0024 0.0092 0.033
Mycobacterium tuberculosis Conserved protein 0.0075 0.0891 0.1235
Schistosoma mansoni hypothetical protein 0.0165 0.2311 0.224
Brugia malayi beta-lactamase family protein 0.0075 0.0891 0.0806
Onchocerca volvulus 0.0075 0.0891 0.3429
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0051 0.0512 0.0424
Mycobacterium ulcerans esterase/lipase LipP 0.0075 0.0891 0.3199
Mycobacterium tuberculosis Conserved protein 0.0075 0.0891 0.1235
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0195 0.2784 1
Mycobacterium ulcerans hypothetical protein 0.0024 0.0095 0.0343
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Schistosoma mansoni fatty-acid amide hydrolase 0.0079 0.0958 0.0874
Loa Loa (eye worm) hypothetical protein 0.0075 0.0891 0.0891
Schistosoma mansoni lipoxygenase 0.0142 0.1955 0.188
Brugia malayi AMP-binding enzyme family protein 0.0024 0.0095 0.0004
Trichomonas vaginalis penicillin-binding protein, putative 0.0075 0.0891 0.1627
Echinococcus granulosus muscleblind protein 0.0154 0.2132 0.2059
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0075 0.0891 0.1235
Mycobacterium ulcerans aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0079 0.0958 0.3442
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0038 0.0318 0.1143
Mycobacterium ulcerans amidase 0.0079 0.0958 0.3442
Brugia malayi putative amidase 0.0079 0.0958 0.0874
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0195 0.2784 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0075 0.0891 0.1235
Mycobacterium ulcerans beta-lactamase 0.0075 0.0891 0.3199
Mycobacterium tuberculosis Probable amidase AmiD (acylamidase) (acylase) 0.0079 0.0958 0.1329
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Onchocerca volvulus 0.0051 0.0517 0.1825
Loa Loa (eye worm) hypothetical protein 0.0154 0.2132 0.2132
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0075 0.0891 0.0806
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0051 0.0517 0.0429
Wolbachia endosymbiont of Brugia malayi aspartyl/glutamyl-tRNA amidotransferase subunit A 0.0079 0.0958 0.2596
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0075 0.0891 0.1235
Echinococcus granulosus survival motor neuron protein 1 0.0249 0.3635 0.3576
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0195 0.2784 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0024 0.0095 0.0343
Trypanosoma cruzi amidase, putative 0.0079 0.0958 1
Schistosoma mansoni ap endonuclease 0.0038 0.0318 0.0228
Echinococcus multilocularis fatty acid amide hydrolase 1 0.0079 0.0958 0.0874
Trypanosoma cruzi amidase, putative 0.0079 0.0958 1
Echinococcus granulosus fatty acid amide hydrolase 1 0.0655 1 1
Schistosoma mansoni ap endonuclease 0.0038 0.0318 0.0228
Giardia lamblia Endonuclease/Exonuclease/phosphatase 0.0038 0.0318 0.5
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0477 0.7209 1
Loa Loa (eye worm) hypothetical protein 0.0024 0.0095 0.0095
Echinococcus multilocularis muscleblind protein 0.0154 0.2132 0.2059
Echinococcus granulosus geminin 0.0165 0.2311 0.224
Loa Loa (eye worm) hypothetical protein 0.0024 0.0095 0.0095
Brugia malayi Amidase family protein 0.0079 0.0958 0.0874
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0038 0.0318 0.0318
Trichomonas vaginalis glucosylceramidase, putative 0.0262 0.3837 1
Trichomonas vaginalis glucosylceramidase, putative 0.0172 0.2421 0.5975
Loa Loa (eye worm) hypothetical protein 0.0024 0.0095 0.0095
Trichomonas vaginalis esterase, putative 0.0075 0.0891 0.1627
Mycobacterium ulcerans lipase LipD 0.0075 0.0891 0.3199
Echinococcus granulosus glutamyl tRNAGln amidotransferase subunit A 0.0079 0.0958 0.0874
Mycobacterium ulcerans amidase 0.0079 0.0958 0.3442
Brugia malayi exodeoxyribonuclease III family protein 0.0038 0.0318 0.0228

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Antibacterial activity against Escherichia coli WF+ ChEMBL. 18584918
Activity (functional) = 70.02 % Antimicrobial activity against Mycobacterium tuberculosis H37Rv at 50 ug/ml assessed as reduction of relative light units ChEMBL. 17276682
Activity (functional) = 70.02 % Antimicrobial activity against Mycobacterium tuberculosis H37Rv at 50 ug/ml assessed as reduction of relative light units ChEMBL. 17276682
Activity (functional) = 70.18 % Antimicrobial activity against Mycobacterium tuberculosis H37Rv at 100 ug/ml assessed as reduction of relative light units ChEMBL. 17276682
Activity (functional) = 70.18 % Antimicrobial activity against Mycobacterium tuberculosis H37Rv at 100 ug/ml assessed as reduction of relative light units ChEMBL. 17276682
IC50 (binding) = 4.7 uM Inhibition of 5-lipoxygenase in rat RBL1 cells ChEMBL. No reference
IZ (functional) = 0 mm Growth inhibition of Candida albicans Berhaut 62I by agar cup method ChEMBL. 17007965
IZ (functional) = 0 mm Growth inhibition of Candida albicans Berhaut 62I by agar cup method ChEMBL. 17007965
MIC (functional) = 62.5 ug ml-1 Antifungal activity against Candida albicans Berhaut 62I in meat-pepton broth ChEMBL. 17007965
MIC (functional) = 62.5 ug ml-1 Antifungal activity against Candida albicans Berhaut 62I in meat-pepton broth ChEMBL. 17007965
MIC (functional) = 500 ug ml-1 Antifungal activity against Candida albicans Berhaut 62I after 24 hrs ChEMBL. 17007965
MIC (functional) = 500 ug ml-1 Antifungal activity against Candida albicans Berhaut 62I after 24 hrs ChEMBL. 17007965

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

Bibliographic References

2 literature references were collected for this gene.

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