Detailed information for compound 226485

Basic information

Technical information
  • TDR Targets ID: 226485
  • Name: 7-chloro-2-hydroxy-3-(1-methylpyrrol-2-yl)-1H -quinolin-4-one
  • MW: 274.702 | Formula: C14H11ClN2O2
  • H donors: 2 H acceptors: 3 LogP: 2.84 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc2c(c1)nc(c(c2O)c1cccn1C)O
  • InChi: 1S/C14H11ClN2O2/c1-17-6-2-3-11(17)12-13(18)9-5-4-8(15)7-10(9)16-14(12)19/h2-7H,1H3,(H2,16,18,19)
  • InChiKey: SQYUOIVCSDEVMM-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-chloro-2-hydroxy-3-(1-methyl-2-pyrrolyl)-1H-quinolin-4-one
  • 7-chloro-2-hydroxy-3-(1-methylpyrrol-2-yl)-4-quinolone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate NMDA receptor Starlite/ChEMBL 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Brugia malayi p70 ribosomal S6 kinase beta 0.0048 0.0025 0.0022
Loa Loa (eye worm) AGC/NDR protein kinase 0.0048 0.0025 0.0022
Echinococcus granulosus protein kinase c eta type 0.0034 0.0003 0.0003
Schistosoma mansoni AMP deaminase 0.374 0.5908 0.5906
Loa Loa (eye worm) hypothetical protein 0.3796 0.5996 0.5995
Leishmania major adenosine monophosphate deaminase, putative,AMP deaminase, putative 0.374 0.5908 0.3232
Schistosoma mansoni serine/threonine protein kinase 0.0048 0.0025 0.0022
Echinococcus multilocularis protein kinase c iota type 0.0082 0.0079 0.0079
Leishmania major AMP deaminase, putative,adenosine monophosphate deaminase-like protein 0.374 0.5908 0.3232
Entamoeba histolytica adenosine deaminase, putative 0.631 1 1
Echinococcus multilocularis N chimaerin 0.0034 0.0003 0.0003
Loa Loa (eye worm) hypothetical protein 0.631 1 1
Loa Loa (eye worm) AGC/PKN protein kinase 0.0048 0.0025 0.0022
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.631 1 1
Echinococcus granulosus protein kinase c epsilon type 0.0089 0.009 0.009
Schistosoma mansoni serine/threonine protein kinase 0.0035 0.0005 0.0002
Echinococcus granulosus Protein kinase C brain isozyme 0.0309 0.0442 0.0442
Schistosoma mansoni serine/threonine protein kinase 0.0309 0.0442 0.0439
Trypanosoma cruzi adenosine monophosphate deaminase, putative 0.374 0.5908 1
Mycobacterium ulcerans adenosine deaminase 0.631 1 0.5
Echinococcus multilocularis serine:threonine protein kinase N2 0.0048 0.0025 0.0025
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Echinococcus multilocularis serine threonine protein kinase 0.0275 0.0388 0.0388
Schistosoma mansoni hypothetical protein 0.0094 0.01 0.0097
Echinococcus multilocularis raf serine:threonine protein kinase 0.0034 0.0003 0.0003
Echinococcus multilocularis Mitotic checkpoint protein PRCC, C terminal 0.0094 0.01 0.01
Echinococcus granulosus unc 13 munc13 0.0041 0.0014 0.0014
Trichomonas vaginalis adenosine deaminase, putative 0.631 1 1
Mycobacterium leprae Probable adenosine deaminase Add (ADENOSINE AMINOHYDROLASE) 0.631 1 0.5
Leishmania major adenine aminohydrolase 0.631 1 1
Trypanosoma cruzi AMP deaminase, putative 0.374 0.5908 1
Trypanosoma cruzi AMP deaminase, putative 0.374 0.5908 1
Echinococcus granulosus AMP deaminase 2 0.374 0.5908 0.5908
Schistosoma mansoni protein kinase C 0.0041 0.0014 0.0011
Schistosoma mansoni adenosine deaminase 0.631 1 1
Schistosoma mansoni serine/threonine kinase 0.0048 0.0025 0.0022
Echinococcus multilocularis serine:threonine protein kinase N2 0.0048 0.0025 0.0025
Echinococcus multilocularis unc 13 (munc13) 0.0041 0.0014 0.0014
Loa Loa (eye worm) AGC/PKC/ALPHA protein kinase 0.0229 0.0313 0.031
Loa Loa (eye worm) hypothetical protein 0.0221 0.03 0.0298
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Entamoeba histolytica AMP deaminase, putative 0.374 0.5908 0.5906
Loa Loa (eye worm) hypothetical protein 0.0041 0.0014 0.0011
Schistosoma mansoni unc-13 (munc13) 0.0041 0.0014 0.0011
Echinococcus granulosus NDR protein kinase 0.0048 0.0025 0.0025
Echinococcus granulosus Diacylglycerol kinase theta 0.0034 0.0003 0.0003
Schistosoma mansoni serine/threonine protein kinase 0.0048 0.0025 0.0022
Entamoeba histolytica protein kinase, putative 0.0048 0.0025 0.0022
Echinococcus granulosus N chimaerin 0.0034 0.0003 0.0003
Brugia malayi Protein kinase domain containing protein 0.0035 0.0005 0.0002
Schistosoma mansoni serine/threonine protein kinase 0.0035 0.0005 0.0002
Brugia malayi Phorbol esters/diacylglycerol binding domain 0.0035 0.0005 0.0002
Schistosoma mansoni thyroid hormone receptor 0.0102 0.0112 0.0109
Echinococcus multilocularis telomerase reverse transcriptase subunit 0.0221 0.03 0.03
Echinococcus multilocularis protein kinase c epsilon type 0.0089 0.009 0.009
Schistosoma mansoni serine/threonine protein kinase 0.0089 0.009 0.0087
Loa Loa (eye worm) AGC/AKT protein kinase 0.0048 0.0025 0.0022
Toxoplasma gondii AGC kinase 0.0048 0.0025 0.0022
Leishmania major AMP deaminase, putative 0.374 0.5908 0.3232
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Echinococcus multilocularis AMP deaminase 2 0.374 0.5908 0.5908
Schistosoma mansoni serine/threonine protein kinase 0.0048 0.0025 0.0022
Onchocerca volvulus 0.2514 0.3953 0.3952
Brugia malayi protein kinase C3,putative 0.0035 0.0005 0.0002
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Loa Loa (eye worm) CAMK/PKD protein kinase 0.0035 0.0005 0.0002
Brugia malayi Hr1 repeat family protein 0.0048 0.0025 0.0022
Schistosoma mansoni unc-13 (munc13) 0.0041 0.0014 0.0011
Entamoeba histolytica protein kinase, putative 0.0048 0.0025 0.0022
Echinococcus granulosus adenosine deaminase 0.631 1 1
Plasmodium falciparum adenosine deaminase 0.631 1 1
Brugia malayi adenosine monophosphate deaminase 0.374 0.5908 0.5906
Entamoeba histolytica protein kinase, putative 0.0048 0.0025 0.0022
Brugia malayi Protein kinase domain containing protein 0.0048 0.0025 0.0022
Trypanosoma brucei adenosine monophosphate deaminase, putative 0.374 0.5908 1
Echinococcus granulosus C2 calcium dependent membrane targeting 0.0041 0.0014 0.0014
Trypanosoma cruzi AMP deaminase, putative 0.374 0.5908 1
Loa Loa (eye worm) hypothetical protein 0.3796 0.5996 0.5995
Loa Loa (eye worm) AMP deaminase 0.374 0.5908 0.5906
Echinococcus granulosus guanine nucleotide exchange factor VAV2 0.0034 0.0003 0.0003
Schistosoma mansoni thyroid hormone receptor 0.0102 0.0112 0.0109
Echinococcus multilocularis serine:threonine protein kinase MRCK beta 0.0035 0.0005 0.0005
Onchocerca volvulus Adenosine deaminase homolog 0.631 1 1
Brugia malayi Protein kinase domain containing protein 0.0048 0.0025 0.0022
Schistosoma mansoni protein kinase C mu 0.0035 0.0005 0.0002
Echinococcus multilocularis adenosine deaminase 0.631 1 1
Loa Loa (eye worm) hypothetical protein 0.0048 0.0025 0.0022
Echinococcus multilocularis ribosomal protein s6 kinase beta 1 0.0048 0.0025 0.0025
Echinococcus granulosus protein kinase C gamma type 0.0275 0.0388 0.0388
Loa Loa (eye worm) hypothetical protein 0.3796 0.5996 0.5995
Toxoplasma gondii Adenosine/AMP deaminase domain-containing protein 0.631 1 1
Loa Loa (eye worm) hypothetical protein 0.0254 0.0354 0.0352
Mycobacterium tuberculosis Probable adenosine deaminase Add (adenosine aminohydrolase) 0.631 1 0.5
Echinococcus multilocularis serine:threonine protein kinase 38 0.0048 0.0025 0.0025
Loa Loa (eye worm) hypothetical protein 0.2514 0.3953 0.3952
Echinococcus granulosus Rac GTPase activating protein 1 0.0034 0.0003 0.0003
Loa Loa (eye worm) hypothetical protein 0.3796 0.5996 0.5995
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Entamoeba histolytica protein kinase, putative 0.0048 0.0025 0.0022
Schistosoma mansoni serine/threonine protein kinase 0.0048 0.0025 0.0022
Treponema pallidum adenosine deaminase 0.631 1 0.5
Brugia malayi C1-like domain containing protein 0.0035 0.0005 0.0002
Echinococcus multilocularis protein kinase c eta type 0.0034 0.0003 0.0003
Onchocerca volvulus AMP deaminase 2 homolog 0.374 0.5908 0.5906
Echinococcus multilocularis RNA directed DNA polymerase 0.0221 0.03 0.03
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0089 0.009 0.0087
Brugia malayi protein kinase C II. 0.0089 0.009 0.0087
Schistosoma mansoni adenosine deaminase-related 0.631 1 1
Trypanosoma brucei AMP deaminase, putative 0.374 0.5908 1
Trypanosoma brucei AMP deaminase, putative 0.374 0.5908 1
Echinococcus multilocularis guanine nucleotide exchange factor VAV2 0.0034 0.0003 0.0003
Schistosoma mansoni serine/threonine protein kinase 0.0309 0.0442 0.0439
Trypanosoma cruzi adenosine monophosphate deaminase-like protein, putative 0.374 0.5908 1
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Echinococcus multilocularis Ribosomal protein S6 kinase beta 2 0.0048 0.0025 0.0025
Plasmodium vivax adenosine deaminase, putative 0.631 1 1
Echinococcus multilocularis Rac GTPase activating protein 1 0.0034 0.0003 0.0003
Echinococcus multilocularis Diacylglycerol kinase theta 0.0034 0.0003 0.0003
Onchocerca volvulus 0.0041 0.0014 0.0011
Entamoeba histolytica AMP deaminase, putative 0.374 0.5908 0.5906
Loa Loa (eye worm) hypothetical protein 0.1227 0.1903 0.1901
Echinococcus multilocularis myotubularin protein 13 0.0034 0.0003 0.0003
Echinococcus granulosus ribosomal protein s6 kinase beta 1 0.0048 0.0025 0.0025
Schistosoma mansoni atypical protein kinase C 0.0082 0.0079 0.0076
Loa Loa (eye worm) AGC/RSK/P70 protein kinase 0.0048 0.0025 0.0022
Toxoplasma gondii AMP deaminase 0.374 0.5908 0.5906
Echinococcus granulosus Mitotic checkpoint protein PRCC C terminal 0.0094 0.01 0.01
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Trypanosoma brucei AMP deaminase, putative 0.374 0.5908 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0102 0.0112 0.0112
Entamoeba histolytica adenosine deaminase, putative 0.631 1 1
Leishmania major AMP deaminase, putative,amp deaminase-like protein 0.374 0.5908 0.3232
Trichomonas vaginalis adenosine deaminase, putative 0.631 1 1
Loa Loa (eye worm) AGC/RSK/RSK protein kinase 0.0048 0.0025 0.0022
Echinococcus granulosus Serine/threonine-protein kinase Genghis Khan 0.0035 0.0005 0.0005
Trypanosoma cruzi AMP deaminase, putative 0.374 0.5908 1
Echinococcus multilocularis C2 calcium dependent membrane targeting 0.0041 0.0014 0.0014
Echinococcus multilocularis ribosomal protein S6 kinase alpha 3 0.0048 0.0025 0.0025
Loa Loa (eye worm) AGC/RSK/MSK protein kinase 0.0048 0.0025 0.0022
Trypanosoma cruzi AMP deaminase, putative 0.374 0.5908 1
Echinococcus granulosus myotubularin protein 13 0.0034 0.0003 0.0003
Echinococcus granulosus ribosomal protein S6 kinase alpha 3 0.0048 0.0025 0.0025
Brugia malayi Protein kinase domain containing protein 0.0048 0.0025 0.0022
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0309 0.0442 0.0442
Brugia malayi Protein kinase c protein 2 0.0262 0.0367 0.0364
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Echinococcus granulosus Ribosomal protein S6 kinase beta 2 0.0048 0.0025 0.0025
Loa Loa (eye worm) AGC/PKC/IOTA protein kinase 0.0035 0.0005 0.0002
Echinococcus granulosus raf serine:threonine protein kinase 0.0034 0.0003 0.0003
Echinococcus granulosus protein kinase c iota type 0.0082 0.0079 0.0079
Echinococcus granulosus serine:threonine protein kinase N2 0.0048 0.0025 0.0025
Trichomonas vaginalis AGC family protein kinase 0.0048 0.0025 0.0002
Echinococcus granulosus RNA directed DNA polymerase 0.0221 0.03 0.03
Loa Loa (eye worm) AGC/DMPK/GEK protein kinase 0.0048 0.0025 0.0022

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 16.7 mg kg-1 Anticonvulsant activity measured by its ability to protect against audiogenic seizure in DBA/2 mice when dosed intraperitoneally 30 min prior to seizure induction. ChEMBL. 9406596
ED50 (functional) = 16.7 mg kg-1 Anticonvulsant activity measured by its ability to protect against audiogenic seizure in DBA/2 mice when dosed intraperitoneally 30 min prior to seizure induction. ChEMBL. 9406596
HSAI (binding) = 3 Human serum albumin index was measured by retention time of the compound on an HPLC column containing human albumin ChEMBL. 9406596
HSAI (binding) = 3 Human serum albumin index was measured by retention time of the compound on an HPLC column containing human albumin ChEMBL. 9406596
IC50 (binding) = 818 nM Affinity for the glycine binding site on rat N-methyl-D-aspartate glutamate receptor 1, determined by displacement of the glycine site antagonist [3H]L-689,560 from rat cortical membranes ChEMBL. 9406596
IC50 (binding) = 818 nM Affinity for the glycine binding site on rat N-methyl-D-aspartate glutamate receptor 1, determined by displacement of the glycine site antagonist [3H]L-689,560 from rat cortical membranes ChEMBL. 9406596
logP (ADMET) = 1.15 Partition coefficient (logP) ChEMBL. 9406596

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

1 literature reference was collected for this gene.

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