Detailed information for compound 16253

Basic information

Technical information
  • TDR Targets ID: 16253
  • Name: 4-chloro-2-(2,6-dichloro-4-hydroxyphenyl)-1-m ethylindol-6-ol
  • MW: 342.604 | Formula: C15H10Cl3NO2
  • H donors: 2 H acceptors: 2 LogP: 4.84 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1cc(Cl)c(c(c1)Cl)c1cc2c(n1C)cc(cc2Cl)O
  • InChi: 1S/C15H10Cl3NO2/c1-19-13-5-8(21)2-10(16)9(13)6-14(19)15-11(17)3-7(20)4-12(15)18/h2-6,20-21H,1H3
  • InChiKey: JIZOOVJBLLJTPW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-chloro-2-(2,6-dichloro-4-hydroxy-phenyl)-1-methyl-indol-6-ol
  • 4-chloro-2-(2,6-dichloro-4-hydroxyphenyl)-1-methyl-6-indolol
  • 83364-02-7
  • 4-Chloro-2-(3,5-dichloro-4-hydroxyphenyl)-1-methylindol-6-ol
  • BRN 5605850
  • INDOL-6-OL, 4-CHLORO-2-(2,6-DICHLORO-4-HYDROXYPHENYL)-1-METHYL-

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
Entamoeba histolytica protein kinase, putative 0.0088 0.0222 0.1422
Schistosoma mansoni serine/threonine-protein kinase 0.0171 0.0666 1
Schistosoma mansoni serine/threonine kinase 0.0088 0.0222 0.2528
Loa Loa (eye worm) AGC/DMPK/GEK protein kinase 0.0088 0.0222 0.0222
Giardia lamblia Multidrug resistance-associated protein 1 0.006 0.0072 0.0044
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus multilocularis Glutaredoxin protein 5 0.0169 0.0656 0.9828
Giardia lamblia MRP-like ABC transporter 0.006 0.0072 0.0044
Giardia lamblia Kinase, AGC PKA 0.0171 0.0666 1
Trypanosoma brucei rac serine-threonine kinase, putative 0.0257 0.1129 1
Giardia lamblia Multidrug resistance-associated protein 1 0.006 0.0072 0.0044
Brugia malayi protein kinase C II. 0.0088 0.0222 0.1422
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad 0.0171 0.0666 1
Loa Loa (eye worm) AGC/PKC/ETA protein kinase 0.0088 0.0222 0.0222
Trypanosoma cruzi Protein kinase B 0.0171 0.0666 1
Leishmania major p-glycoprotein e 0.006 0.0072 0.5
Entamoeba histolytica protein kinase, putative 0.0257 0.1129 1
Echinococcus granulosus Ribosomal protein S6 kinase beta 2 0.0088 0.0222 0.2528
Trichomonas vaginalis AGC family protein kinase 0.0088 0.0222 0.0111
Leishmania major ATP-binding cassette protein subfamily C, member 1, putative 0.006 0.0072 0.5
Echinococcus granulosus NDR protein kinase 0.0088 0.0222 0.2528
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Loa Loa (eye worm) ABC transporter transmembrane region family protein 0.006 0.0072 0.0072
Echinococcus multilocularis sodium:potassium dependent atpase beta subunit 0.0169 0.0656 0.9828
Echinococcus multilocularis Protein kinase C, brain isozyme 0.0088 0.0222 0.2528
Echinococcus multilocularis serine:threonine protein kinase 38 0.0088 0.0222 0.2528
Trichomonas vaginalis AGC family protein kinase 0.0088 0.0222 0.0111
Echinococcus granulosus Protein kinase C brain isozyme 0.0088 0.0222 0.2528
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Loa Loa (eye worm) hypothetical protein 0.0088 0.0222 0.0222
Echinococcus granulosus calcium:calmodulin dependent protein kinase 0.0171 0.0666 1
Loa Loa (eye worm) AGC/RSK/P70 protein kinase 0.0257 0.1129 0.1129
Trichomonas vaginalis AGC family protein kinase 0.0088 0.0222 0.0111
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus granulosus serine:threonine protein kinase N2 0.0088 0.0222 0.2528
Echinococcus granulosus serine threonine protein kinase nrc 0.0171 0.0666 1
Echinococcus granulosus serine/threonine protein kinase 0.0171 0.0666 1
Brugia malayi Hr1 repeat family protein 0.0088 0.0222 0.1422
Schistosoma mansoni serine/threonine-protein kinase 0.0171 0.0666 1
Echinococcus granulosus Glutaredoxin protein 5 0.0169 0.0656 0.9828
Echinococcus multilocularis Ribosomal protein S6 kinase beta 2 0.0088 0.0222 0.2528
Echinococcus granulosus ribosomal protein s6 kinase beta 1 0.0088 0.0222 0.2528
Echinococcus granulosus protein kinase c epsilon type 0.0088 0.0222 0.2528
Echinococcus granulosus sodium:potassium dependent atpase beta subunit 0.0169 0.0656 0.9828
Toxoplasma gondii hypothetical protein 0.1912 1 1
Echinococcus granulosus nervana 2 0.0169 0.0656 0.9828
Echinococcus multilocularis serine:threonine protein kinase N2 0.0088 0.0222 0.2528
Echinococcus multilocularis serine:threonine protein kinase N2 0.0088 0.0222 0.2528
Brugia malayi Protein kinase domain containing protein 0.0088 0.0222 0.1422
Echinococcus multilocularis nervana 2 0.0169 0.0656 0.9828
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Leishmania major ATP-binding cassette protein subfamily C, member 6, putative 0.006 0.0072 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Leishmania major ATP-binding cassette protein subfamily C, member 5, putative 0.006 0.0072 0.5
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Echinococcus granulosus protein kinase C gamma type 0.0088 0.0222 0.2528
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Entamoeba histolytica PH domain containing protein kinase, putative 0.0171 0.0666 0.5624
Echinococcus multilocularis ribosomal protein S6 kinase alpha 3 0.0088 0.0222 0.2528
Leishmania major pentamidine resistance protein 1 0.006 0.0072 0.5
Loa Loa (eye worm) AGC/AKT protein kinase 0.0257 0.1129 0.1129
Loa Loa (eye worm) hypothetical protein 0.006 0.0072 0.0072
Entamoeba histolytica protein kinase 2, putative 0.0171 0.0666 0.5624
Giardia lamblia ABC transporter, putative 0.006 0.0072 0.0044
Entamoeba histolytica protein kinase, putative 0.0257 0.1129 1
Trichomonas vaginalis AGC family protein kinase 0.0088 0.0222 0.0111
Echinococcus multilocularis protein kinase c iota type 0.0088 0.0222 0.2528
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus multilocularis protein kinase c epsilon type 0.0088 0.0222 0.2528
Brugia malayi Protein kinase domain containing protein 0.0088 0.0222 0.1422
Trypanosoma cruzi rac serine-threonine kinase, putative 0.0171 0.0666 1
Schistosoma mansoni atypical protein kinase C 0.0088 0.0222 0.2528
Loa Loa (eye worm) AGC/RSK/MSK protein kinase 0.0088 0.0222 0.0222
Loa Loa (eye worm) inward rectifying k channel family protein 1 0.1912 1 1
Loa Loa (eye worm) hypothetical protein 0.1912 1 1
Loa Loa (eye worm) AGC/RSK/RSK protein kinase 0.0088 0.0222 0.0222
Toxoplasma gondii AGC kinase 0.0257 0.1129 0.1064
Entamoeba histolytica PH domain containing protein kinase, putative 0.0171 0.0666 0.5624
Entamoeba histolytica protein kinase, putative 0.0257 0.1129 1
Loa Loa (eye worm) hypothetical protein 0.006 0.0072 0.0072
Trichomonas vaginalis AGC family protein kinase 0.0257 0.1129 1
Brugia malayi Protein kinase domain containing protein 0.0257 0.1129 1
Loa Loa (eye worm) AGC/PKN protein kinase 0.0088 0.0222 0.0222
Echinococcus multilocularis serine threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus multilocularis nervana 2 0.0169 0.0656 0.9828
Loa Loa (eye worm) hypothetical protein 0.006 0.007 0.007
Echinococcus granulosus ribosomal protein S6 kinase alpha 3 0.0088 0.0222 0.2528
Plasmodium vivax rac-beta serine/threonine protein kinase, putative 0.0171 0.0666 0.5
Leishmania major ABC-thiol transporter 0.006 0.0072 0.5
Brugia malayi p70 ribosomal S6 kinase beta 0.0257 0.1129 1
Echinococcus multilocularis ribosomal protein s6 kinase beta 1 0.0088 0.0222 0.2528
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Echinococcus granulosus nervana 2 0.0169 0.0656 0.9828
Echinococcus multilocularis rac serine:threonine kinase 0.0171 0.0666 1
Leishmania major ATP-binding cassette protein subfamily C, member 2, putative 0.006 0.0072 0.5
Plasmodium falciparum RAC-beta serine/threonine protein kinase 0.0171 0.0666 0.5
Loa Loa (eye worm) hypothetical protein 0.1912 1 1
Echinococcus granulosus protein kinase c iota type 0.0088 0.0222 0.2528
Trypanosoma cruzi rac serine-threonine kinase, putative 0.0171 0.0666 1
Schistosoma mansoni serine/threonine protein kinase 0.0088 0.0222 0.2528
Loa Loa (eye worm) AGC/NDR protein kinase 0.0088 0.0222 0.0222

Activities

Activity type Activity value Assay description Source Reference
Cell no./dish x10E3 (functional) = 2.2 Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-5 M ChEMBL. 6402593
Cell no./dish x10E3 (functional) = 36.4 Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593
Cell no./dish x10E5 (functional) = 4.12 Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-5 M ChEMBL. 6402593
Cell no./dish x10E5 (functional) = 10.12 Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593
Change (functional) = -2 % Change in body weight of DMBA-induced hormone dependent mammary carcinoma tumour bearing rats at 2 mg/kg after 7 day therapy in 9 animals ChEMBL. 6402593
Change (functional) = 24 % Change in tumor area DMBA-induced hormone dependent mammary carcinoma tumour bearing rats at 2 mg/kg after 7 day therapy in 9 animals ChEMBL. 6402593
Complete remission (functional) = 19 % Percent complete remission of DMBA-induced hormone dependent mammary carcinoma in rats at 2 mg/kg in 9 animals ChEMBL. 6402593
Effect (functional) = 16 Estrogenic activity in mouse uterotrophic assay at 1 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 18.2 Estrogenic activity in mouse uterotrophic assay at 5 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 26 Estrogenic activity in mouse uterotrophic assay at 25 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 34.4 Estrogenic activity in mouse uterotrophic assay at 125 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 37.7 Anti-estrogenic activity in mouse uterotrophic assay at 125 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 39.6 Anti-estrogenic activity in mouse uterotrophic assay at 625 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 40.1 Estrogenic activity in mouse uterotrophic assay at 625 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 42.7 Anti-estrogenic activity in mouse uterotrophic assay at 25 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 45.4 Anti-estrogenic activity in mouse uterotrophic assay at 5 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 48.5 Anti-estrogenic activity in mouse uterotrophic assay at 1 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 16 Estrogenic activity in mouse uterotrophic assay at 1 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 18.2 Estrogenic activity in mouse uterotrophic assay at 5 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 26 Estrogenic activity in mouse uterotrophic assay at 25 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 34.4 Estrogenic activity in mouse uterotrophic assay at 125 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 37.7 Anti-estrogenic activity in mouse uterotrophic assay at 125 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 39.6 Anti-estrogenic activity in mouse uterotrophic assay at 625 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 40.1 Estrogenic activity in mouse uterotrophic assay at 625 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 42.7 Anti-estrogenic activity in mouse uterotrophic assay at 25 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 45.4 Anti-estrogenic activity in mouse uterotrophic assay at 5 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Effect (functional) = 48.5 Anti-estrogenic activity in mouse uterotrophic assay at 1 ug as uterus dry weight(mg)/body weight (g) *100 ChEMBL. 6402593
Inhibition (functional) = -6 % Percent inhibition in anti-uterotrophic assay in mice at 1 ug ChEMBL. 6402593
Inhibition (functional) = -6 % Percent inhibition in anti-uterotrophic assay in mice at 1 ug ChEMBL. 6402593
Inhibition (functional) = 5 % Percent inhibition in anti-uterotrophic assay in mice at 5 ug ChEMBL. 6402593
Inhibition (functional) = 5 % Percent inhibition in anti-uterotrophic assay in mice at 5 ug ChEMBL. 6402593
Inhibition (functional) = 14 % Percent inhibition in anti-uterotrophic assay in mice at 25 ug ChEMBL. 6402593
Inhibition (functional) = 14 % Percent inhibition in anti-uterotrophic assay in mice at 25 ug ChEMBL. 6402593
Inhibition (functional) = 24 % Percent inhibition in anti-uterotrophic assay in mice at 625 ug ChEMBL. 6402593
Inhibition (functional) = 24 % Percent inhibition in anti-uterotrophic assay in mice at 625 ug ChEMBL. 6402593
Inhibition (functional) = 30 % Percent inhibition in anti-uterotrophic assay in mice at 125 ug ChEMBL. 6402593
Inhibition (functional) = 30 % Percent inhibition in anti-uterotrophic assay in mice at 125 ug ChEMBL. 6402593
New tumors (functional) = 24 New tumor development in DMBA-induced hormone dependent mammary carcinoma in rats at 6 mg/kg ChEMBL. 6402593
No. of tumors (functional) = 19 Initial DMBA-induced hormone dependent mammary carcinoma tumours in rats at 6 mg/kg ChEMBL. 6402593
Partial remission (functional) = 28 % Partial remission in DMBA-induced hormone dependent mammary carcinoma tumour bearing rats at 2 mg/kg in 9 animals ChEMBL. 6402593
Progressed remission (functional) = 28 % Progressive DMBA-induced hormone dependent mammary carcinoma tumours in rats at 2 mg/kg in 9 animals ChEMBL. 6402593
Static remission (functional) = 25 % Static unchanged DMBA-induced hormone dependent mammary carcinoma tumours in rats at 2 mg/kg in 9 animals ChEMBL. 6402593
T/C (functional) = 5 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1*10-5 M ChEMBL. 6402593
T/C (functional) = 5 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1*10-5 M ChEMBL. 6402593
T/C (functional) = 38 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-5 M ChEMBL. 6402593
T/C (functional) = 38 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-5 M ChEMBL. 6402593
T/C (functional) = 88 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593
T/C (functional) = 88 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593
T/C (functional) = 95 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593
T/C (functional) = 95 % Inhibition of [3H]-thymidine incorporation into hormone independent MDA-MB 231 human breast cancer cells at 1x10E-6M ChEMBL. 6402593

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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