Detailed information for compound 58352

Basic information

Technical information
  • TDR Targets ID: 58352
  • Name: 6-bromo-2-(4-chlorophenyl)-3,4-dihydro-2H-pyr ano[2,3-b]pyridine
  • MW: 324.6 | Formula: C14H11BrClNO
  • H donors: 0 H acceptors: 1 LogP: 4.4 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)C1CCc2c(O1)ncc(c2)Br
  • InChi: 1S/C14H11BrClNO/c15-11-7-10-3-6-13(18-14(10)17-8-11)9-1-4-12(16)5-2-9/h1-2,4-5,7-8,13H,3,6H2
  • InChiKey: XSGYDKJCYGLHOL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 102830-67-1
  • 2H-Pyrano[2,3-b]pyridine, 6-bromo-2-(4-chlorophenyl)-3,4-dihydro-
  • AIDS-190895
  • AIDS190895
  • 2H-Pyrano(2,3-b)pyridine, 6-bromo-2-(4-chlorophenyl)-3,4-dihydro-

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
Schistosoma mansoni protein kinase 0.4444 1 1
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.0024 0.0072
Onchocerca volvulus 0.0087 0.0174 0.5129
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.002 0.0024 0.2641
Treponema pallidum fructose-bisphosphate aldolase 0.0306 0.0667 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Plasmodium vivax enoyl-acyl carrier protein reductase 0.0179 0.0381 1
Schistosoma mansoni hypothetical protein 0.0087 0.0173 0.0173
Toxoplasma gondii enoyl-acyl carrier reductase ENR 0.0179 0.0381 1
Echinococcus granulosus L aminoadipate semialdehyde 0.0087 0.0174 0.0169
Echinococcus multilocularis dna polymerase kappa 0.002 0.0024 0.0018
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Loa Loa (eye worm) STAT protein 0.0157 0.0332 0.0327
Brugia malayi ImpB/MucB/SamB family protein 0.002 0.0024 0.002
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Loa Loa (eye worm) apoptosis regulator protein 0.0087 0.0173 0.0168
Brugia malayi STAT protein, DNA binding domain containing protein 0.0157 0.0332 0.0329
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0087 0.0174 0.0174
Mycobacterium tuberculosis holo-[acyl-carrier protein] synthase AcpS (holo-ACP synthase) (CoA:APO-[ACP]pantetheinephosphotransferase) (CoA:APO-[acyl-carrie 0.0024 0.0033 0.074
Echinococcus granulosus Bcl 2 ous antagonist:killer 0.0087 0.0173 0.0168
Schistosoma mansoni hypothetical protein 0.0087 0.0173 0.0173
Loa Loa (eye worm) hypothetical protein 0.0087 0.0173 0.0168
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.1345 0.3011 1
Wolbachia endosymbiont of Brugia malayi 4'-phosphopantetheinyl transferase 0.0024 0.0033 0.0822
Echinococcus granulosus zinc finger protein 0.0022 0.0028 0.0023
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Echinococcus granulosus methyl CpG binding domain protein 2 0.0018 0.0018 0.0013
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.002 0.0024 0.0018
Mycobacterium ulcerans phosphopantetheinyl transferase, PptII 0.0024 0.0033 0.0451
Trichomonas vaginalis rotamase, putative 0.0034 0.0055 0.0488
Wolbachia endosymbiont of Brugia malayi enoyl-ACP reductase 0.0179 0.0381 1
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.002 0.0024 0.0018
Toxoplasma gondii 4'-phosphopantetheinyl transferase superfamily protein 0.0024 0.0033 0.0822
Schistosoma mansoni DNA polymerase eta 0.0047 0.0084 0.0084
Brugia malayi Bromodomain containing protein 0.008 0.0159 0.0156
Mycobacterium ulcerans 4'-phosphopantetheinyl transferase 0.0024 0.0033 0.0451
Leishmania major 3-oxoacyl-ACP reductase, putative 0.0012 0.0005 0.0412
Brugia malayi hypothetical protein 0.0158 0.0334 0.0331
Trypanosoma brucei DNA polymerase kappa, putative 0.0014 0.0009 0.0911
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0012 0.0005 0.0002
Toxoplasma gondii histone lysine methyltransferase SET1 0.0059 0.0112 0.2898
Trypanosoma brucei peptidyl-prolyl cis-trans isomerase/rotamase, putative 0.0034 0.0055 0.6488
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0025 0.0035 0.003
Echinococcus multilocularis dna polymerase eta 0.0047 0.0084 0.0078
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0018 0.002 0.0014
Trichomonas vaginalis glutaminase, putative 0.0286 0.0622 0.9307
Brugia malayi PHD-finger family protein 0.0028 0.0041 0.0037
Loa Loa (eye worm) hypothetical protein 0.004 0.0069 0.0063
Echinococcus granulosus histone lysine methyltransferase setb 0.0018 0.002 0.0014
Loa Loa (eye worm) glutaminase 0.0286 0.0622 0.0618
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.002 0.0024 0.0024
Schistosoma mansoni bcl-2 homologous antagonist/killer (bak) 0.0087 0.0173 0.0173
Onchocerca volvulus 0.0158 0.0334 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0038 0.0063 0.0057
Plasmodium falciparum enoyl-acyl carrier reductase 0.0179 0.0381 1
Echinococcus multilocularis mitogen activated protein kinase kinase kinase 0.4444 1 1
Brugia malayi Bromodomain containing protein 0.004 0.0068 0.0065
Loa Loa (eye worm) hypothetical protein 0.4438 0.9985 1
Mycobacterium ulcerans enoyl-(acyl carrier protein) reductase 0.0179 0.0381 0.609
Loa Loa (eye worm) hypothetical protein 0.0158 0.0334 0.033
Schistosoma mansoni apoptosis regulator bax 0.0087 0.0173 0.0173
Echinococcus granulosus cpg binding protein 0.0034 0.0054 0.0049
Trypanosoma brucei DNA polymerase kappa, putative 0.0014 0.0009 0.0911
Loa Loa (eye worm) hypothetical protein 0.1338 0.2996 0.2996
Schistosoma mansoni cpg binding protein 0.0034 0.0054 0.0054
Loa Loa (eye worm) PHD-finger family protein 0.0022 0.0027 0.0021
Chlamydia trachomatis holo [acyl-carrier protein] synthase 0.0024 0.0033 0.074
Mycobacterium tuberculosis Conserved hypothetical protein 0.002 0.0024 0.0484
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Schistosoma mansoni protein kinase 0.4444 1 1
Loa Loa (eye worm) hypothetical protein 0.0087 0.0174 0.0169
Toxoplasma gondii 3-ketoacyl-(acyl-carrier-protein) reductase 0.0012 0.0005 0.0089
Echinococcus granulosus mitogen activated protein kinase kinase kinase 0.4444 1 1
Trypanosoma cruzi STE/STE11 serine/threonine-protein kinase, putative 0.1345 0.3011 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0025 0.0035 0.0035
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0012 0.0005 0.0011
Trypanosoma brucei pteridine reductase 1 0.0012 0.0005 0.0412
Trypanosoma cruzi ISWI complex protein 0.0016 0.0014 0.004
Toxoplasma gondii 4'-phosphopantetheinyl transferase domain-containing protein 0.0024 0.0033 0.0822
Schistosoma mansoni methyl-cpg binding protein mbd 0.0018 0.0018 0.0018
Echinococcus granulosus fetal alzheimer antigen falz 0.0025 0.0035 0.003
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Trypanosoma brucei unspecified product 0.0014 0.0009 0.0911
Entamoeba histolytica deoxycytidyl transferase, putative 0.002 0.0024 0.0275
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Echinococcus multilocularis L aminoadipate semialdehyde 0.0087 0.0174 0.0169
Schistosoma mansoni dihydropteridine reductase 0.0012 0.0005 0.0005
Brugia malayi oxidoreductase, short chain dehydrogenase/reductase family protein 0.0012 0.0005 0.0002
Trichomonas vaginalis rotamase, putative 0.0035 0.0057 0.0517
Loa Loa (eye worm) glutaminase 2 0.0286 0.0622 0.0618
Echinococcus multilocularis microtubule associated protein 2 0.0672 0.1494 0.149
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0012 0.0005 0.0412
Echinococcus multilocularis zinc finger protein 0.0022 0.0028 0.0023
Giardia lamblia Fructose-bisphosphate aldolase 0.0306 0.0667 1
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.0024 0.2641
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0306 0.0667 1
Echinococcus granulosus dna polymerase kappa 0.002 0.0024 0.0018
Schistosoma mansoni rotamase 0.0035 0.0057 0.0057
Schistosoma mansoni zinc finger protein 0.0022 0.0028 0.0028
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0149 0.0315 0.8229
Trypanosoma cruzi DNA polymerase eta, putative 0.0047 0.0084 0.0271
Chlamydia trachomatis enoyl-acyl-carrier protein reductase 0.0179 0.0381 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Leishmania major DNA polymerase eta, putative 0.0033 0.0052 0.6155
Mycobacterium leprae conserved hypothetical protein 0.0024 0.0033 0.074
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.0024 0.0072
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.002 0.0024 0.0484
Brugia malayi ImpB/MucB/SamB family protein 0.0047 0.0084 0.008
Mycobacterium ulcerans DNA polymerase IV 0.002 0.0024 0.0295
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Schistosoma mansoni hypothetical protein 0.0087 0.0173 0.0173
Loa Loa (eye worm) hypothetical protein 0.0043 0.0074 0.0069
Toxoplasma gondii 2,4-dienoyl CoA reductase 2, peroxisomal family protein 0.0012 0.0005 0.0089
Trypanosoma brucei ISWI complex protein 0.0016 0.0014 0.1486
Schistosoma mansoni cpg binding protein 0.003 0.0046 0.0046
Entamoeba histolytica hypothetical protein 0.0024 0.0033 0.042
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.0024 0.2641
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0034 0.0055 0.0176
Plasmodium vivax holo-[acyl-carrier-protein] synthase, putative 0.0024 0.0033 0.074
Echinococcus granulosus microtubule associated protein 2 0.0672 0.1494 0.149
Schistosoma mansoni methyl-cpg binding protein mbd 0.0018 0.0018 0.0018
Echinococcus multilocularis dnaJ subfamily B 0.0428 0.0942 0.0937
Plasmodium falciparum holo-[acyl-carrier-protein] synthase, putative 0.0024 0.0033 0.074
Trypanosoma brucei DNA polymerase kappa, putative 0.0014 0.0009 0.0911
Loa Loa (eye worm) Pin1-type peptidyl-prolyl cis-trans isomerase 0.0035 0.0057 0.0052
Mycobacterium leprae NADH-DEPENDENT ENOYL-[ACYL-CARRIER-PROTEIN] REDUCTASE INHA (NADH-DEPENDENT ENOYL-ACP REDUCTASE) 0.0179 0.0381 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Loa Loa (eye worm) hypothetical protein 0.0046 0.0082 0.0077
Onchocerca volvulus 0.003 0.0046 0.1228
Trichomonas vaginalis conserved hypothetical protein 0.0035 0.0057 0.0517
Schistosoma mansoni microtubule-associated protein tau 0.0672 0.1494 0.1494
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0038 0.0063 0.0057
Toxoplasma gondii short chain dehydrogenase family protein, putative 0.0012 0.0005 0.0089
Leishmania major DNA polymerase eta, putative 0.0047 0.0084 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0018 0.002 0.002
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0087 0.0174 0.0171
Trypanosoma brucei beta-ketoacyl-ACP reductase 0.0012 0.0005 0.0412
Brugia malayi glutaminase DH11.1 0.0286 0.0622 0.0619
Brugia malayi CXXC zinc finger family protein 0.003 0.0046 0.0043
Trypanosoma cruzi peptidyl-prolyl cis-trans isomerase 0.0034 0.0055 0.0176
Trypanosoma brucei hypothetical protein, conserved 0.0024 0.0033 0.3821
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0306 0.0667 1
Echinococcus granulosus dnaJ subfamily B 0.0428 0.0942 0.0937
Echinococcus granulosus expressed protein 0.0035 0.0057 0.0051
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0064 0.0123 0.0117
Echinococcus multilocularis EGFP:Bcl2 fusion protein 0.0087 0.0173 0.0168
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.002 0.0024 0.0018
Trypanosoma brucei oxidoreductase-like protein 0.0012 0.0005 0.0412
Loa Loa (eye worm) bromodomain containing protein 0.0018 0.002 0.0014
Leishmania major hypothetical protein, conserved 0.0016 0.0014 0.1486
Trypanosoma brucei unspecified product 0.0014 0.0009 0.0911
Trypanosoma cruzi beta-ketoacyl-ACP reductase 0.0012 0.0005 0.0011
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0033 0.0052 0.1325
Schistosoma mansoni zinc finger protein 0.0016 0.0014 0.0014
Leishmania major phosphopantetheinyl transferase-like protein 0.0024 0.0033 0.3821
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.0024 0.0072
Loa Loa (eye worm) hypothetical protein 0.0074 0.0145 0.014
Trypanosoma cruzi ISWI complex protein 0.0016 0.0014 0.004
Trypanosoma brucei DNA polymerase IV, putative 0.002 0.0024 0.2641
Schistosoma mansoni cpg binding protein 0.0034 0.0054 0.0054
Echinococcus granulosus dna polymerase eta 0.0047 0.0084 0.0078
Echinococcus multilocularis expressed protein 0.0035 0.0057 0.0051
Mycobacterium tuberculosis NADH-dependent enoyl-[acyl-carrier-protein] reductase InhA (NADH-dependent enoyl-ACP reductase) 0.0179 0.0381 1
Mycobacterium ulcerans DNA polymerase IV 0.002 0.0024 0.0295
Echinococcus multilocularis methyl CpG binding domain protein 2 0.0018 0.0018 0.0013
Schistosoma mansoni hypothetical protein 0.0428 0.0942 0.0942
Schistosoma mansoni hypothetical protein 0.0022 0.0027 0.0027
Loa Loa (eye worm) CXXC zinc finger family protein 0.003 0.0046 0.004
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0149 0.0315 0.8229
Schistosoma mansoni glutaminase 0.0286 0.0622 0.0622
Leishmania major oxidoreductase-like protein 0.0012 0.0005 0.0412
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0018 0.002 0.002
Trypanosoma cruzi DNA polymerase eta, putative 0.0033 0.0052 0.0167
Leishmania major pteridine reductase 1 0.0012 0.0005 0.0412
Echinococcus granulosus EGFP:Bcl2 fusion protein 0.0087 0.0173 0.0168
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0064 0.0123 0.0117
Loa Loa (eye worm) hypothetical protein 0.0018 0.002 0.0014
Toxoplasma gondii peptidylprolyl isomerase 0.0034 0.0055 0.1396
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Trypanosoma brucei DNA polymerase eta, putative 0.0047 0.0084 1
Mycobacterium ulcerans glutaminase 0.0286 0.0622 1
Trypanosoma cruzi DNA polymerase kappa, putative 0.002 0.0024 0.0072
Trypanosoma cruzi oxidoreductase-like protein, putative 0.0012 0.0005 0.0011
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0149 0.0315 0.5012
Schistosoma mansoni 3-oxoacyl-[ACP] reductase 0.0012 0.0005 0.0005
Schistosoma mansoni bromodomain containing protein 0.0068 0.0131 0.0131
Brugia malayi Apoptosis regulator proteins, Bcl-2 family protein 0.0087 0.0173 0.017
Loa Loa (eye worm) STE/STE11/ASK protein kinase 0.1345 0.3011 0.3011
Leishmania major peptidyl-prolyl cis-trans isomerase/rotamase, putative,PPIase, putative 0.0034 0.0055 0.6488
Echinococcus multilocularis cpg binding protein 0.0034 0.0054 0.0049
Leishmania major dehydrogenase/oxidoreductase-like protein 0.0012 0.0005 0.0412
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0306 0.0667 1
Trypanosoma brucei DNA polymerase kappa, putative 0.002 0.0024 0.2641
Echinococcus multilocularis Bcl 2 ous antagonist:killer 0.0087 0.0173 0.0168
Schistosoma mansoni hypothetical protein 0.0016 0.0014 0.0014
Leishmania major DNA polymerase kappa, putative 0.002 0.0024 0.2641
Schistosoma mansoni terminal deoxycytidyl transferase 0.002 0.0024 0.0024
Brugia malayi Pin1-type peptidyl-prolyl cis-trans isomerase, BmPin1 0.0035 0.0057 0.0054
Loa Loa (eye worm) hypothetical protein 0.0047 0.0084 0.0078
Entamoeba histolytica peptidyl-prolyl cis-trans isomerase, putative 0.0034 0.0055 0.0749
Trichomonas vaginalis hypothetical protein 0.0179 0.0381 0.5558
Wolbachia endosymbiont of Brugia malayi Short-chain alcohol dehydrogenase family enzyme 0.0012 0.0005 0.0089
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0064 0.0122 0.0122
Trypanosoma brucei unspecified product 0.002 0.0024 0.2641

Activities

Activity type Activity value Assay description Source Reference
CGI (functional) 0 uM Lowest concentration at which the effect on HeLa cell colony formation became apparent; d denotes Not tested ChEMBL. 3018241
ID50 (functional) = 0.03 uM Concentration required to reduce Rhino virus type 1A induced plaque formation in HeLa cell culture to 50% of control ChEMBL. 3018241
ID50 (functional) = 0.03 uM Concentration required to reduce Rhino virus type 9 induced plaque formation in HeLa cell culture to 50% of control ChEMBL. 3018241
ID50 (functional) = 0.03 uM Concentration required to reduce Rhino virus type 64 induced plaque formation in HeLa cell culture to 50% of control ChEMBL. 3018241

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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