Detailed information for compound 1401229

Basic information

Technical information
  • TDR Targets ID: 1401229
  • Name: N-[(5-chloro-8-hydroxyquinolin-7-yl)-furan-2- ylmethyl]acetamide
  • MW: 316.739 | Formula: C16H13ClN2O3
  • H donors: 2 H acceptors: 3 LogP: 2.92 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(=O)NC(c1cc(Cl)c2c(c1O)nccc2)c1ccco1
  • InChi: 1S/C16H13ClN2O3/c1-9(20)19-14(13-5-3-7-22-13)11-8-12(17)10-4-2-6-18-15(10)16(11)21/h2-8,14,21H,1H3,(H,19,20)
  • InChiKey: DQTIFNBWFWGMEC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(5-chloro-8-hydroxy-7-quinolyl)-(2-furyl)methyl]acetamide
  • N-[(5-chloro-8-hydroxy-quinolin-7-yl)-furan-2-yl-methyl]ethanamide
  • Oprea1_267554
  • Oprea1_251614
  • BAS 01923171
  • N-[(5-Chloro-8-hydroxy-quinolin-7-yl)-furan-2-yl-methyl]-acetamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens arachidonate 12-lipoxygenase Starlite/ChEMBL References
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %
Echinococcus granulosus arachidonate 5 lipoxygenase arachidonate 12-lipoxygenase 663 aa 662 aa 22.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0043 0.0687 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0687 0.1207
Trichomonas vaginalis CMGC family protein kinase 0.0042 0.0627 0.8317
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.4689 0.5389
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0037 0.0424 0.3135
Loa Loa (eye worm) beta-lactamase 0.0043 0.0687 0.044
Trichomonas vaginalis CMGC family protein kinase 0.0042 0.0627 0.8317
Echinococcus multilocularis cyclin dependent kinase 0.0042 0.0627 0.2316
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.0687 0.1207
Trypanosoma brucei exopolyphosphatase 0.0109 0.3278 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0687 0.1207
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0042 0.0627 0.1004
Brugia malayi beta-lactamase family protein 0.0043 0.0687 0.044
Leishmania major hypothetical protein, conserved 0.0043 0.0687 0.1207
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0042 0.0627 0.0366
Plasmodium vivax hypothetical protein, conserved 0.0043 0.0687 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.0687 0.2785
Trypanosoma brucei cdc2-related kinase 3 0.0042 0.0627 0.1004
Schistosoma mansoni serine/threonine protein kinase 0.0042 0.0627 0.1004
Mycobacterium ulcerans beta-lactamase 0.0043 0.0687 0.5
Schistosoma mansoni lipoxygenase 0.0067 0.1609 0.4334
Echinococcus granulosus cyclin dependent kinase 5 0.0042 0.0627 0.1004
Echinococcus multilocularis cyclin dependent kinase 1 0.0042 0.0627 0.2316
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.4689 0.5389
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0687 1
Echinococcus granulosus cyclin dependent kinase 1 0.0042 0.0627 0.1004
Schistosoma mansoni serine/threonine protein kinase 0.0042 0.0627 0.1004
Schistosoma mansoni hypothetical protein 0.0109 0.3278 1
Echinococcus granulosus cyclin dependent kinase 0.0042 0.0627 0.1004
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Entamoeba histolytica cell division protein kinase 2, putative 0.0042 0.0627 1
Entamoeba histolytica cell division protein kinase 2, putative 0.0042 0.0627 1
Mycobacterium ulcerans hypothetical protein 0.0043 0.0687 0.5
Onchocerca volvulus 0.0043 0.0687 1
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.0042 0.0627 0.1913
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0042 0.0627 0.1004
Trypanosoma cruzi acidocalcisomal exopolyphosphatase, putative 0.0109 0.3278 1
Trypanosoma cruzi cdc2-related kinase 1 0.0042 0.0627 0.1004
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.0687 0.044
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0042 0.0627 0.1004
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0042 0.0627 0.0366
Trypanosoma cruzi exopolyphosphatase 0.0109 0.3278 1
Brugia malayi beta-lactamase family protein 0.0043 0.0687 0.044
Brugia malayi cell division control protein 2 homolog 0.0042 0.0627 0.0366
Trypanosoma cruzi cdc2-related kinase 3 0.0042 0.0627 0.1004
Mycobacterium leprae conserved hypothetical protein 0.0043 0.0687 0.5
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.0687 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.0687 1
Trypanosoma cruzi cdc2-related kinase 3 0.0042 0.0627 0.1004
Plasmodium falciparum protein kinase 5 0.0042 0.0627 1
Trypanosoma brucei hypothetical protein, conserved 0.0043 0.0687 0.1207
Giardia lamblia Kinase, CMGC CDK 0.0042 0.0627 1
Leishmania major acidocalcisomal exopolyphosphatase, putative 0.0109 0.3278 1
Toxoplasma gondii ABC1 family protein 0.0043 0.0687 0.2095
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0067 0.1609 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Mycobacterium ulcerans lipase LipD 0.0043 0.0687 0.5
Onchocerca volvulus 0.0043 0.0687 1
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.0687 0.044
Giardia lamblia Kinase, CMGC CDK 0.0042 0.0627 1
Loa Loa (eye worm) cyclin domain-containing protein 0.0238 0.8418 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0042 0.0627 0.2316
Trichomonas vaginalis esterase, putative 0.0043 0.0687 1
Onchocerca volvulus 0.0043 0.0687 1
Brugia malayi beta-lactamase 0.0043 0.0687 0.044
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.0687 0.1207
Giardia lamblia Manganese-dependent inorganic pyrophosphatase, putative 0.0037 0.0424 0.3135
Schistosoma mansoni hypothetical protein 0.0109 0.3278 1
Brugia malayi Protein kinase domain containing protein 0.0042 0.0627 0.0366
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0687 1
Mycobacterium ulcerans esterase/lipase LipP 0.0043 0.0687 0.5
Loa Loa (eye worm) hypothetical protein 0.0042 0.0609 0.0344
Echinococcus granulosus protein prune 0.0109 0.3278 1
Brugia malayi Cyclin, N-terminal domain containing protein 0.0238 0.8418 1
Brugia malayi MH2 domain containing protein 0.0144 0.4689 0.5389
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0042 0.0627 0.0366
Trypanosoma cruzi cdc2-related kinase 1 0.0042 0.0627 0.1004
Toxoplasma gondii hypothetical protein 0.0109 0.3278 1
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0067 0.1609 0.4334
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Giardia lamblia Manganese-dependent inorganic pyrophosphatase, putative 0.0037 0.0424 0.3135
Trypanosoma cruzi hypothetical protein, conserved 0.0043 0.0687 0.1207
Echinococcus multilocularis cyclin dependent kinase 5 0.0042 0.0627 0.2316
Trichomonas vaginalis CMGC family protein kinase 0.0042 0.0627 0.8317
Trypanosoma brucei cdc2-related kinase 1 0.0042 0.0627 0.1004
Loa Loa (eye worm) hypothetical protein 0.0043 0.0687 0.044
Mycobacterium leprae Probable lipase LipE 0.0043 0.0687 0.5
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.0687 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3 uM Inhibition of human platelet-type N-terminally His6-tagged 12-lipoxygenase assessed as conjugated diene product formation using arachidonic acid by UV-vis spectrophotometer analysis ChEMBL. 21739938
Potency (functional) = 0.2512 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) 3 uM PUBCHEM_BIOASSAY: Cuvette-Based Assay for Inhibitors of 12-hLO (12-human lipoxygenase): 8HQ Series - Round 1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1452, AID2162, AID2164, AID2584, AID493209, AID493216, AID493219, AID493220] ChEMBL. No reference
Potency (functional) 3.5481 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) 3.9811 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) 18.526 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) 18.526 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) 25.1189 uM PubChem BioAssay. qHTS for Inhibitors of Vif-A3G Interactions: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 32.3857 uM PUBCHEM_BIOASSAY: Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E): 8HQs - Round 1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2147, AID2421, AID2677] ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS for Antagonist of cAMP-regulated guanine nucleotide exchange factor 2 (EPAC2): primary screen. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 125.8925 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23
Homo sapiens 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

1 literature reference was collected for this gene.

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