Detailed information for compound 58567

Basic information

Technical information
  • TDR Targets ID: 58567
  • Name: 1-(2-chloro-2-phenylethyl)-6-methylsulfanyl-4 -piperidin-1-ylpyrazolo[3,4-d]pyrimidine
  • MW: 387.929 | Formula: C19H22ClN5S
  • H donors: 0 H acceptors: 3 LogP: 4.38 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CSc1nc(N2CCCCC2)c2c(n1)n(nc2)CC(c1ccccc1)Cl
  • InChi: 1S/C19H22ClN5S/c1-26-19-22-17(24-10-6-3-7-11-24)15-12-21-25(18(15)23-19)13-16(20)14-8-4-2-5-9-14/h2,4-5,8-9,12,16H,3,6-7,10-11,13H2,1H3
  • InChiKey: RLTNCWZNNOAYJB-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-(1-piperidyl)pyrazolo[3,4-d]pyrimidine
  • 1-(2-chloro-2-phenylethyl)-6-(methylthio)-4-(1-piperidyl)pyrazolo[3,4-d]pyrimidine
  • 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-piperidin-1-yl-pyrazolo[3,4-d]pyrimidine
  • 1-(2-chloro-2-phenyl-ethyl)-6-(methylthio)-4-piperidino-pyrazolo[3,4-d]pyrimidine
  • 1-(2-chloro-2-phenylethyl)-6-methylsulfanyl-4-piperidin-1-ylpyrazolo[4,5-e]pyrimidine
  • 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-(1-piperidyl)pyrazolo[4,5-e]pyrimidine
  • 1-(2-chloro-2-phenylethyl)-6-(methylthio)-4-(1-piperidyl)pyrazolo[4,5-e]pyrimidine
  • 1-(2-chloro-2-phenyl-ethyl)-6-(methylthio)-4-piperidino-pyrazolo[4,5-e]pyrimidine
  • 1-(2-chloro-2-phenyl-ethyl)-6-methylsulfanyl-4-piperidin-1-yl-pyrazolo[4,5-e]pyrimidine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SRC proto-oncogene, non-receptor tyrosine kinase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) TK protein kinase Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Lyn Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum Proto-oncogene tyrosine-protein kinase FYN, putative Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK Get druggable targets OG5_127750 All targets in OG5_127750
Loa Loa (eye worm) TK protein kinase Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Src42A Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase HCK Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine kinase Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Blk Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_127750 All targets in OG5_127750
Entamoeba histolytica protein kinase, putative Get druggable targets OG5_127750 All targets in OG5_127750
Loa Loa (eye worm) SRC-1 Get druggable targets OG5_127750 All targets in OG5_127750
Brugia malayi protein-tyrosine kinase Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum Proto-oncogene tyrosine-protein kinase FYN, putative Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum Proto-oncogene tyrosine-protein kinase FGR, putative Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum ko:K05703 proto-oncogene tyrosine-protein kinase Fyn, putative Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Src64B Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Src42A Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum Proto-oncogene tyrosine-protein kinase Yrk, putative Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Blk Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Src42A Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Srms Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma japonicum ko:K08892 fyn-related kinase, putative Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase HCK Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus multilocularis tyrosine protein kinase Fgr Get druggable targets OG5_127750 All targets in OG5_127750
Schistosoma mansoni tyrosine kinase Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Fyn Get druggable targets OG5_127750 All targets in OG5_127750
Brugia malayi SRC-1 Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Src42A Get druggable targets OG5_127750 All targets in OG5_127750
Echinococcus granulosus tyrosine protein kinase Src64B Get druggable targets OG5_127750 All targets in OG5_127750
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
Echinococcus multilocularis tyrosine protein kinase HCK 0.0036 0.0267 0.0267
Leishmania major glutaminyl cyclase, putative 0.0158 0.1504 0.5
Schistosoma mansoni survival motor neuron protein 0.0052 0.0424 0.0424
Echinococcus multilocularis tyrosine protein kinase Srms 0.0041 0.0313 0.0313
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Echinococcus multilocularis tyrosine protein kinase Src42A 0.0045 0.0358 0.0358
Loa Loa (eye worm) hypothetical protein 0.0158 0.1504 0.1271
Loa Loa (eye worm) glutaminase 0.03 0.2949 0.2756
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0158 0.1504 0.1504
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Loa Loa (eye worm) hypothetical protein 0.0158 0.1504 0.1271
Schistosoma mansoni glutaminase 0.03 0.2949 0.2949
Onchocerca volvulus Fxna peptidase homolog 0.0158 0.1504 0.1127
Entamoeba histolytica protein kinase, putative 0.0036 0.0267 0.5
Loa Loa (eye worm) hypothetical protein 0.0158 0.1504 0.1271
Echinococcus granulosus tyrosine kinase|tyrosine protein kinase Fyn 0.0041 0.0313 0.0313
Trypanosoma cruzi glutaminyl cyclase, putative 0.0158 0.1504 0.5
Echinococcus granulosus tyrosine protein kinase Src42A 0.004 0.03 0.03
Echinococcus multilocularis tyrosine protein kinase Src64B 0.0045 0.0358 0.0358
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0041 0.0313 0.0313
Trypanosoma cruzi glutaminyl cyclase, putative 0.0158 0.1504 0.5
Brugia malayi FXNA 0.0158 0.1504 0.1504
Echinococcus multilocularis n acetylated alpha linked acidic dipeptidase 2 0.0158 0.1504 0.1504
Echinococcus granulosus glutaminyl peptide cyclotransferase 0.0994 1 1
Brugia malayi nicalin 0.0158 0.1504 0.1504
Echinococcus granulosus tyrosine kinase 0.0041 0.0313 0.0313
Toxoplasma gondii hypothetical protein 0.0158 0.1504 0.5
Loa Loa (eye worm) hypothetical protein 0.0994 1 1
Toxoplasma gondii peptidase, M28 family protein 0.0158 0.1504 0.5
Schistosoma mansoni nicalin (M28 family) 0.0158 0.1504 0.1504
Echinococcus granulosus tyrosine protein kinase Src42A 0.0045 0.0358 0.0358
Echinococcus granulosus survival motor neuron protein 1 0.0255 0.2485 0.2485
Mycobacterium ulcerans glutaminase 0.03 0.2949 1
Echinococcus granulosus tyrosine protein kinase Lyn 0.0045 0.0358 0.0358
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0158 0.1504 0.1504
Schistosoma mansoni Fxna peptidase (M28 family) 0.0158 0.1504 0.1504
Schistosoma mansoni glutaminyl cyclase (M28 family) 0.0994 1 1
Echinococcus multilocularis tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Brugia malayi glutaminase DH11.1 0.03 0.2949 0.2949
Echinococcus granulosus proto oncogene tyrosine protein kinase LCK 0.0045 0.0358 0.0358
Onchocerca volvulus Glutaminyl cyclase homolog 0.0994 1 1
Echinococcus multilocularis tyrosine protein kinase Blk 0.0041 0.0313 0.0313
Echinococcus granulosus tyrosine protein kinase HCK 0.0036 0.0267 0.0267
Brugia malayi hypothetical protein 0.0255 0.2485 0.2485
Trypanosoma brucei glutaminyl cyclase, putative 0.0158 0.1504 0.5
Schistosoma mansoni tyrosine kinase 0.0045 0.0358 0.0358
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0158 0.1504 0.1504
Echinococcus granulosus tyrosine protein kinase Blk 0.0041 0.0313 0.0313
Onchocerca volvulus 0.0158 0.1504 0.1127
Echinococcus multilocularis survival motor neuron protein 1 0.0255 0.2485 0.2485
Loa Loa (eye worm) TK protein kinase 0.0041 0.0313 0.0047
Leishmania major hypothetical protein, conserved 0.0158 0.1504 0.5
Brugia malayi protein-tyrosine kinase 0.0041 0.0313 0.0313
Echinococcus multilocularis tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase 0.0045 0.0358 0.0358
Schistosoma mansoni glutaminyl-peptide cyclotransferase-related 0.0158 0.1504 0.1504
Echinococcus granulosus tyrosine protein kinase Src64B 0.0045 0.0358 0.0358
Echinococcus multilocularis glutaminyl peptide cyclotransferase 0.0994 1 1
Mycobacterium tuberculosis Conserved protein 0.0158 0.1504 0.5
Loa Loa (eye worm) SRC-1 0.0045 0.0358 0.0094
Echinococcus multilocularis tyrosine protein kinase Fgr 0.0045 0.0358 0.0358
Brugia malayi leucyl aminopeptidase 0.0158 0.1504 0.1504
Loa Loa (eye worm) hypothetical protein 0.0158 0.1504 0.1271
Echinococcus multilocularis tyrosine protein kinase Src42A 0.004 0.03 0.03
Onchocerca volvulus Fxna peptidase homolog 0.0158 0.1504 0.1127
Loa Loa (eye worm) leucyl aminopeptidase 0.0158 0.1504 0.1271
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0158 0.1504 0.1504
Schistosoma mansoni tyrosine kinase 0.0045 0.0358 0.0358
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0158 0.1504 0.1504
Trichomonas vaginalis glutaminase, putative 0.03 0.2949 1
Schistosoma mansoni hypothetical protein 0.0052 0.0424 0.0424
Brugia malayi SRC-1 0.0045 0.0358 0.0358
Onchocerca volvulus Fxna peptidase homolog 0.0158 0.1504 0.1127
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0052 0.0424 0.0424
Echinococcus granulosus 3'partial|tyrosine protein kinase Fgr 0.0045 0.0358 0.0358
Loa Loa (eye worm) hypothetical protein 0.0255 0.2485 0.2279
Echinococcus granulosus tyrosine protein kinase Fyn 0.0045 0.0358 0.0358
Echinococcus multilocularis tyrosine protein kinase lyn tyrosine protein kinase blk 0.0045 0.0358 0.0358
Mycobacterium tuberculosis Probable lipoprotein aminopeptidase LpqL 0.0158 0.1504 0.5
Echinococcus multilocularis proto oncogene tyrosine protein kinase LCK 0.0045 0.0358 0.0358
Loa Loa (eye worm) glutaminase 2 0.03 0.2949 0.2756

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) Inhibition of Src autophosphorylation of Y419 in A431 cells at 10 uM ChEMBL. 16509573
Activity (binding) Inhibition of Src autophosphorylation of Y419 in 8701-BC cells at 10 uM ChEMBL. 16509573
Activity (functional) 0 Cytotoxicity against A431cells ChEMBL. 16509573
Activity (functional) 0 Cytotoxicity against 8701-BC cells ChEMBL. 16509573
Activity (binding) 0 Inhibition of Src autophosphorylation of Y419 in A431 cells at 10 uM ChEMBL. 16509573
Activity (binding) 0 Inhibition of Src autophosphorylation of Y419 in 8701-BC cells at 10 uM ChEMBL. 16509573
IC50 (functional) = 38 uM Tested for antiproliferative activity against human A431 cells ChEMBL. 15109642
IC50 (functional) = 38 uM Tested for antiproliferative activity against human A431 cells ChEMBL. 15109642
IC50 (functional) = 38.4 uM Antiproliferative activity against A431 cells ChEMBL. 16509573
IC50 (functional) = 38.4 uM Antiproliferative activity against A431 cells ChEMBL. 16509573
IC50 (functional) = 67.5 uM In vitro antiproliferative activity of the compound against 8701-BC human breast cancer cells at a concentration of (0-100 microM) for 72 h using MTT assay ChEMBL. 15027847
IC50 (functional) = 67.5 uM Antiproliferative activity against 8701-BC cells ChEMBL. 16509573
IC50 (functional) = 67.5 uM In vitro antiproliferative activity of the compound against 8701-BC human breast cancer cells at a concentration of (0-100 microM) for 72 h using MTT assay ChEMBL. 15027847
IC50 (functional) = 67.5 uM Antiproliferative activity against 8701-BC cells ChEMBL. 16509573
ID50 (binding) > 2 mM Inhibition of human recombinant Abl by filter-binding assay ChEMBL. 18342402
Ki (binding) = 5.6 Inhibition of c-Src ChEMBL. 18722033
Ki (binding) = 2.4 uM Inhibitory activity against Src in cell free assay ChEMBL. 16509573
Ki (binding) = 2.4 uM Inhibitory activity against Src in cell free assay ChEMBL. 16509573
Ki (binding) = 2.4 uM Inhibition of human recombinant c-Src by filter-binding assay ChEMBL. 18342402

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

5 literature references were collected for this gene.

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