Detailed information for compound 1085978

Basic information

Technical information
  • TDR Targets ID: 1085978
  • Name: 2-[(E)-2-(5-nitrofuran-2-yl)ethenyl]quinolin- 8-ol
  • MW: 282.251 | Formula: C15H10N2O4
  • H donors: 1 H acceptors: 4 LogP: 3.4 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: [O-][N+](=O)c1ccc(o1)/C=C/c1ccc2c(n1)c(O)ccc2
  • InChi: 1S/C15H10N2O4/c18-13-3-1-2-10-4-5-11(16-15(10)13)6-7-12-8-9-14(21-12)17(19)20/h1-9,18H/b7-6+
  • InChiKey: PEDMQXHJKBSKGD-VOTSOKGWSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[(E)-2-(5-nitro-2-furyl)vinyl]quinolin-8-ol
  • 2-[(E)-2-(5-nitro-2-furyl)vinyl]-8-quinolinol
  • VC8230150
  • 2-[(E)-2-(5-Nitro-2-furyl)ethenyl]-8-quinolinol
  • 2-(2-(5-Nitro-2-furyl)vinyl)-8-quinolinol
  • 2-(2-(5-Nitrofuryl)vinyl)-8-quinolinol
  • 8-Quinolinol, 2-(2-(5-nitro-2-furyl)vinyl)-

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
Loa Loa (eye worm) hypothetical protein 0.0023 0.0693 0.0693
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0034 0.1247 0.1247
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0034 0.1247 0.1247
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0693 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0107 0.4969 0.4969
Loa Loa (eye worm) TAR-binding protein 0.0205 1 1
Echinococcus granulosus tar DNA binding protein 0.0205 1 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0693 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0205 1 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0693 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0107 0.4969 0.4969
Loa Loa (eye worm) hypothetical protein 0.0017 0.0397 0.0397
Plasmodium falciparum acyl-CoA synthetase 0.0017 0.0397 0.5
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0034 0.1247 0.1247
Loa Loa (eye worm) hypothetical protein 0.0017 0.0397 0.0397
Echinococcus multilocularis tar DNA binding protein 0.0205 1 1
Echinococcus multilocularis GPCR, family 2 0.0034 0.1247 0.1247
Loa Loa (eye worm) hypothetical protein 0.0017 0.0397 0.0397
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0693 1
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0017 0.0397 0.5
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0693 1
Echinococcus granulosus GPCR family 2 0.0034 0.1247 0.1247
Loa Loa (eye worm) transcription factor SMAD2 0.0137 0.6514 0.6514
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0693 0.0693
Loa Loa (eye worm) hypothetical protein 0.0017 0.0397 0.0397
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0693 0.0693
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0693 1
Schistosoma mansoni tar DNA-binding protein 0.0205 1 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0693 0.0693
Onchocerca volvulus 0.0023 0.0693 0.5
Loa Loa (eye worm) hypothetical protein 0.0034 0.1247 0.1247
Loa Loa (eye worm) hypothetical protein 0.0017 0.0397 0.0397
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0034 0.1247 0.1247
Brugia malayi MH2 domain containing protein 0.0137 0.6514 0.6514
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0693 0.5
Schistosoma mansoni hypothetical protein 0.0034 0.1247 0.1247
Entamoeba histolytica acyl-CoA synthetase, putative 0.0023 0.0693 0.5
Brugia malayi RNA recognition motif domain containing protein 0.0205 1 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0693 0.5
Schistosoma mansoni tar DNA-binding protein 0.0205 1 1
Schistosoma mansoni tar DNA-binding protein 0.0205 1 1
Mycobacterium ulcerans hypothetical protein 0.0023 0.0693 1
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0693 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0693 0.5
Schistosoma mansoni hypothetical protein 0.0073 0.3246 0.3246
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0693 1
Loa Loa (eye worm) hypothetical protein 0.0023 0.0693 0.0693
Loa Loa (eye worm) RNA binding protein 0.0205 1 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0137 0.6514 0.6514
Plasmodium vivax acyl-CoA synthetase, putative 0.0017 0.0397 0.5
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0693 1
Schistosoma mansoni tar DNA-binding protein 0.0205 1 1
Schistosoma mansoni hypothetical protein 0.0034 0.1247 0.1247
Schistosoma mansoni hypothetical protein 0.0034 0.1247 0.1247
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0034 0.1247 0.1247
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0107 0.4969 0.4969
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0693 0.5
Loa Loa (eye worm) hypothetical protein 0.0107 0.4969 0.4969
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0693 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0073 0.3246 0.3246
Schistosoma mansoni hypothetical protein 0.0034 0.1247 0.1247
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.0397 0.139
Entamoeba histolytica acyl-coA synthetase, putative 0.0023 0.0693 0.5
Brugia malayi TAR-binding protein 0.0205 1 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0034 0.1247 0.1247
Brugia malayi Latrophilin receptor protein 2 0.0034 0.1247 0.1247
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0693 0.0693
Loa Loa (eye worm) hypothetical protein 0.0073 0.3246 0.3246
Schistosoma mansoni tar DNA-binding protein 0.0205 1 1
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0693 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 0.1 % Induction of apoptosis in human LNCAP cells assessed as early apoptotic cells at 0.5 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 1.2 % Induction of apoptosis in human PC3 cells assessed as early apoptotic cells at 0.2 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 2.4 % Induction of apoptosis in human LNCAP cells assessed as late apoptotic cells at 0.5 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 3.7 % Induction of apoptosis in human PC3 cells assessed as early apoptotic cells at 0.2 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 4.2 % Induction of apoptosis in human LNCAP cells assessed as early apoptotic cells at 0.5 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 12.2 % Induction of apoptosis in human PC3 cells assessed as non-viable necrotic cells at 0.2 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 19.6 % Induction of apoptosis in human LNCAP cells assessed as non-viable necrotic cells at 0.5 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 23.3 % Induction of apoptosis in human PC3 cells assessed as non-viable necrotic cells at 0.2 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 26.4 % Induction of apoptosis in human LNCAP cells assessed as non-viable necrotic cells at 0.5 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 26.5 % Induction of apoptosis in human LNCAP cells assessed as late apoptotic cells at 0.5 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 28.9 % Induction of apoptosis in human PC3 cells assessed as viable cells at 0.2 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 34 % Induction of apoptosis in human PC3 cells assessed as viable cells at 0.2 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 37 % Cell cycle arrest in human LNCAP cells assessed as accumulation at S phase at 0.5 uM after 48 hrs by propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 41.5 % Induction of apoptosis in human PC3 cells assessed as late apoptotic cells at 0.2 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 42.9 % Induction of apoptosis in human LNCAP cells assessed as viable cells at 0.5 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 44 % Cell cycle arrest in human PC3 cells assessed as accumulation at S phase at 0.2 uM after 24 hrs by propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 55.2 % Induction of apoptosis in human PC3 cells assessed as late apoptotic cells at 0.2 uM after 48 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
Activity (functional) = 77.9 % Induction of apoptosis in human LNCAP cells assessed as viable cells at 0.5 uM after 24 hrs by FITC-conjugated annexin V and propidium iodide staining-based flow cytometry ChEMBL. 19944612
IC50 (functional) = 0.14 uM Antiproliferative activity against human PC3 cells after 48 hrs by ATPlite assay ChEMBL. 19944612
IC50 (functional) = 0.3 uM Antiproliferative activity against human MCF7 cells after 48 hrs by ATPlite assay ChEMBL. 19944612
IC50 (functional) = 0.35 uM Antiproliferative activity against human LNCAP cells after 48 hrs by ATPlite assay ChEMBL. 19944612
IC50 (functional) = 0.76 uM Antiproliferative activity against human A549 cells by XTT assay ChEMBL. 25467291
Survival (functional) < 20 % Antiproliferative activity against human NCI-H460 cells assessed as cell survival at 4 ug/mL after 72 hrs by MTS assay relative to control ChEMBL. 19944612
Survival (functional) < 20 % Antiproliferative activity against human SF268 cells assessed as cell survival at 4 ug/mL after 72 hrs by MTS assay relative to control ChEMBL. 19944612
Survival (functional) = 21 % Antiproliferative activity against human MCF7 cells assessed as cell survival at 4 ug/mL after 72 hrs by MTS assay relative to control ChEMBL. 19944612

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 19944612

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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