Detailed information for compound 176176

Basic information

Technical information
  • TDR Targets ID: 176176
  • Name: (E)-3-(3-nitrophenyl)-1-phenylprop-2-en-1-one
  • MW: 253.253 | Formula: C15H11NO3
  • H donors: 0 H acceptors: 3 LogP: 3.52 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccccc1)/C=C/c1cccc(c1)[N+](=O)[O-]
  • InChi: 1S/C15H11NO3/c17-15(13-6-2-1-3-7-13)10-9-12-5-4-8-14(11-12)16(18)19/h1-11H/b10-9+
  • InChiKey: SMFBODMWKWBFOK-MDZDMXLPSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-3-(3-nitrophenyl)-1-phenyl-prop-2-en-1-one
  • (E)-3-(3-nitrophenyl)-1-phenyl-2-propen-1-one
  • 3-(3-nitrophenyl)-1-phenylprop-2-en-1-one
  • 3-(3-nitrophenyl)-1-phenyl-prop-2-en-1-one
  • 614-48-2
  • 24721-24-2
  • JRG-4-5
  • 3-Nitrobenzylideneacetophenone
  • 3-Nitrochalcone
  • AI3-08902
  • ST5307726
  • Chalcone, 3-nitro-
  • EINECS 210-384-3
  • 2-Propen-1-one, 3-(3-nitrophenyl)-1-phenyl-
  • NSC5536
  • (2E)-3-(3-Nitrophenyl)-1-phenyl-2-propen-1-one
  • trans-3-Nitrochalcone
  • 1-Phenyl-3-m-nitrophenyl-propenone
  • 3-(3-Nitro-phenyl)-1-phenyl-propenone
  • AIDS-136023
  • AIDS136023
  • NSC636933
  • M-nitrobenzylidene acetophenone
  • STK078154
  • CCRIS 1670
  • CBDivE_001972
  • UPCMLD00WMAL2-117
  • ZINC04011827
  • NSC 5536
  • 2-Propen-1-one, 3-(3-nitrophenyl)-1-phenyl-, (E)-
  • CMLDBU00000333
  • NCGC00161439-01

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens vitamin D (1,25- dihydroxyvitamin D3) receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi steroid hormone receptor vitamin D (1,25- dihydroxyvitamin D3) receptor 427 aa 416 aa 24.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Mycobacterium ulcerans lipase LipD 0.0519 0.1357 0.2395
Trichomonas vaginalis penicillin-binding protein, putative 0.0519 0.1357 1
Leishmania major hypothetical protein, conserved 0.0519 0.1357 0.5
Mycobacterium tuberculosis Probable esterase LipL 0.0519 0.1357 0.1357
Trichomonas vaginalis D-aminoacylase, putative 0.0519 0.1357 1
Trypanosoma cruzi hypothetical protein, conserved 0.0519 0.1357 0.5
Trypanosoma brucei beta lactamase 0.0919 0.2591 1
Toxoplasma gondii ABC1 family protein 0.0519 0.1357 0.5
Echinococcus multilocularis beta LACTamase domain containing family member 0.0519 0.1357 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0519 0.1357 0.5
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0519 0.1357 0.5
Mycobacterium tuberculosis Probable conserved lipoprotein LpqF 0.0919 0.2591 0.2591
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0519 0.1357 0.1357
Mycobacterium leprae Probable lipase LipE 0.0519 0.1357 0.5238
Mycobacterium tuberculosis Probable hydrolase 0.0519 0.1357 0.1357
Mycobacterium tuberculosis Probable lipase LipD 0.0519 0.1357 0.1357
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0519 0.1357 0.1357
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0519 0.1357 0.2395
Treponema pallidum penicillin-binding protein (pbp-3) 0.008 0 0.5
Treponema pallidum penicillin-binding protein (pbp-1) 0.008 0 0.5
Mycobacterium tuberculosis Class a beta-lactamase BlaC 0.1914 0.5665 0.5665
Mycobacterium tuberculosis Conserved protein 0.0519 0.1357 0.1357
Brugia malayi beta-lactamase family protein 0.0519 0.1357 0.5
Mycobacterium ulcerans class a beta-lactamase, BlaC 0.1914 0.5665 1
Chlamydia trachomatis transglycolase/transpeptidase 0.008 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Mycobacterium ulcerans lipoprotein LpqF 0.0919 0.2591 0.4573
Mycobacterium leprae PROBABLE CONSERVED LIPOPROTEIN LPQF 0.0919 0.2591 1
Onchocerca volvulus 0.0519 0.1357 0.5
Trichomonas vaginalis penicillin-binding protein, putative 0.0519 0.1357 1
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0519 0.1357 0.1357
Treponema pallidum penicillin-binding protein (pbp-2) 0.008 0 0.5
Mycobacterium ulcerans esterase/lipase LipP 0.0519 0.1357 0.2395
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Echinococcus granulosus beta LACTamase domain containing family member 0.0519 0.1357 0.5
Loa Loa (eye worm) beta-lactamase 0.0519 0.1357 0.5
Mycobacterium ulcerans beta-lactamase 0.0519 0.1357 0.2395
Trichomonas vaginalis esterase, putative 0.0519 0.1357 1
Plasmodium vivax hypothetical protein, conserved 0.0519 0.1357 0.5
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0519 0.1357 0.5
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0519 0.1357 0.5
Onchocerca volvulus 0.0519 0.1357 0.5
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0519 0.1357 0.5
Mycobacterium ulcerans hypothetical protein 0.0519 0.1357 0.2395
Mycobacterium tuberculosis Probable lipase LipE 0.0519 0.1357 0.1357
Brugia malayi beta-lactamase 0.0519 0.1357 0.5
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.008 0 0.5
Brugia malayi beta-lactamase family protein 0.0519 0.1357 0.5
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0519 0.1357 1
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Mycobacterium tuberculosis Conserved protein 0.0519 0.1357 0.1357
Mycobacterium tuberculosis Conserved protein 0.0519 0.1357 0.1357
Onchocerca volvulus 0.0519 0.1357 0.5
Chlamydia trachomatis transglycolase/transpeptidase 0.008 0 0.5
Mycobacterium leprae conserved hypothetical protein 0.0519 0.1357 0.5238
Loa Loa (eye worm) hypothetical protein 0.0519 0.1357 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0519 0.1357 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 8.53 uM Inhibitory concentration against proliferation of human Molt 4/C8 cells ChEMBL. 12086496
IC50 (functional) = 8.9 uM Inhibitory concentration against CEM T-lymphocytes ChEMBL. 12086496
IC50 (functional) = 8.9 uM Inhibitory concentration against CEM T-lymphocytes ChEMBL. 12086496
IC50 (functional) = 15.3 uM Inhibitory activity against Murine P388 cells ChEMBL. 12086496
IC50 (functional) = 15.3 uM Inhibitory activity against Murine P388 cells ChEMBL. 12086496
IC50 (functional) = 82.9 uM Inhibitory activity against L1210 leukemia cells ChEMBL. 12086496
IC50 (functional) = 82.9 uM Inhibitory activity against L1210 leukemia cells ChEMBL. 12086496
Inhibition (binding) = 18 % Inhibition of mushroom tyrosinase assessed as inhibition of L-DOPA oxidase activity ChEMBL. 25782744
Potency (functional) 19.9526 uM PUBCHEM_BIOASSAY: Inhibitors of the vitamin D receptor (VDR): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504855] ChEMBL. No reference
Potency (binding) = 39.8107 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 12086496
Mus musculus ChEMBL23 12086496

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

1 literature reference was collected for this gene.

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