Detailed information for compound 332155

Basic information

Technical information
  • TDR Targets ID: 332155
  • Name: (2Z)-2-(3H-1,3-benzothiazol-2-ylidene)-2-[2-[ 2-(4-fluorophenyl)ethylamino]pyrimidin-4-yl]a cetonitrile
  • MW: 389.449 | Formula: C21H16FN5S
  • H donors: 2 H acceptors: 3 LogP: 4.45 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#C/C(=c/1\sc2c([nH]1)cccc2)/c1ccnc(n1)NCCc1ccc(cc1)F
  • InChi: 1S/C21H16FN5S/c22-15-7-5-14(6-8-15)9-11-24-21-25-12-10-17(27-21)16(13-23)20-26-18-3-1-2-4-19(18)28-20/h1-8,10,12,26H,9,11H2,(H,24,25,27)/b20-16+
  • InChiKey: BJOUDSKXEQXSPP-CAPFRKAQSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2Z)-2-(3H-1,3-benzothiazol-2-ylidene)-2-[2-[2-(4-fluorophenyl)ethylamino]-4-pyrimidinyl]acetonitrile
  • (2Z)-2-(3H-1,3-benzothiazol-2-ylidene)-2-[2-[2-(4-fluorophenyl)ethylamino]pyrimidin-4-yl]ethanenitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus c-Jun N-terminal kinase 3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus c-Jun N-terminal kinases Get druggable targets OG5_129677 All targets in OG5_129677
Schistosoma japonicum ko:K04440 c-Jun N-terminal kinase, putative Get druggable targets OG5_129677 All targets in OG5_129677
Schistosoma japonicum IPR000164,Histone H3;IPR009072,Histone-fold,domain-containing Get druggable targets OG5_129677 All targets in OG5_129677
Echinococcus multilocularis c Jun NH2 terminal kinase Get druggable targets OG5_129677 All targets in OG5_129677
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_129677 All targets in OG5_129677
Brugia malayi Stress-activated protein kinase jnk-1 Get druggable targets OG5_129677 All targets in OG5_129677
Loa Loa (eye worm) CMGC/MAPK/JNK protein kinase Get druggable targets OG5_129677 All targets in OG5_129677
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) CAMK/MLCK protein kinase c-Jun N-terminal kinase 3   464 aa 405 aa 23.2 %
Leishmania braziliensis protein kinase, putative c-Jun N-terminal kinase 3   464 aa 415 aa 22.2 %
Brugia malayi Protein kinase domain containing protein c-Jun N-terminal kinase 3   464 aa 386 aa 26.9 %
Trypanosoma brucei Mitogen-activated protein kinase 8, putative c-Jun N-terminal kinase 3   464 aa 382 aa 26.4 %
Echinococcus granulosus 3-phosphoinositide-dependent protein kinase 1 c-Jun N-terminal kinase 3   464 aa 382 aa 21.2 %
Schistosoma mansoni serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 377 aa 30.8 %
Brugia malayi Protein kinase domain containing protein c-Jun N-terminal kinase 3   464 aa 388 aa 25.8 %
Onchocerca volvulus Stress-activated protein kinase jnk-1 homolog c-Jun N-terminal kinase 3   464 aa 393 aa 69.5 %
Leishmania donovani protein kinase, putative c-Jun N-terminal kinase 3   464 aa 390 aa 21.8 %
Trypanosoma cruzi cdc2-related kinase 10, putative c-Jun N-terminal kinase 3   464 aa 402 aa 21.9 %
Babesia bovis mitogen activated protein kinase, putative c-Jun N-terminal kinase 3   464 aa 400 aa 31.2 %
Schistosoma mansoni serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 397 aa 20.7 %
Echinococcus granulosus homeodomain interacting protein kinase 3 c-Jun N-terminal kinase 3   464 aa 380 aa 26.3 %
Cryptosporidium hominis calcium-dependent protein kinase c-Jun N-terminal kinase 3   464 aa 374 aa 27.0 %
Cryptosporidium hominis mitogen-activated protein kinase 2 c-Jun N-terminal kinase 3   464 aa 387 aa 33.3 %
Echinococcus granulosus serine threonine protein kinase nrc c-Jun N-terminal kinase 3   464 aa 408 aa 19.9 %
Loa Loa (eye worm) CMGC/CDK/CDK8 protein kinase c-Jun N-terminal kinase 3   464 aa 377 aa 28.1 %
Cryptosporidium parvum mitogen-activated protein kinase 2, putative c-Jun N-terminal kinase 3   464 aa 384 aa 33.6 %
Schistosoma mansoni serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 374 aa 26.5 %
Cryptosporidium parvum mitogen-activated protein kinase 1, serine/threonine protein kinase, putative c-Jun N-terminal kinase 3   464 aa 372 aa 34.4 %
Echinococcus multilocularis homeodomain interacting protein kinase 3 c-Jun N-terminal kinase 3   464 aa 377 aa 25.5 %
Onchocerca volvulus c-Jun N-terminal kinase 3   464 aa 392 aa 68.6 %
Schistosoma japonicum ko:K08293 mitogen-activated protein kinase [EC2.7.11.24], putative c-Jun N-terminal kinase 3   464 aa 376 aa 33.5 %
Leishmania braziliensis protein kinase, putative c-Jun N-terminal kinase 3   464 aa 401 aa 22.9 %
Candida albicans probable Ser Thr protein kinase, similar to RCK2 c-Jun N-terminal kinase 3   464 aa 399 aa 22.6 %
Trypanosoma cruzi mitogen activated protein kinase 4, putative c-Jun N-terminal kinase 3   464 aa 404 aa 30.7 %
Loa Loa (eye worm) CAMK/CAMKL/MELK protein kinase c-Jun N-terminal kinase 3   464 aa 420 aa 24.5 %
Trichomonas vaginalis AGC family protein kinase c-Jun N-terminal kinase 3   464 aa 382 aa 25.4 %
Leishmania mexicana protein kinase, putative c-Jun N-terminal kinase 3   464 aa 390 aa 21.3 %
Candida albicans probable Ser Thr protein kinase, similar to RCK2 c-Jun N-terminal kinase 3   464 aa 399 aa 22.6 %
Candida albicans MAP kinase implicated in PKC1-controlled signalling pathway c-Jun N-terminal kinase 3   464 aa 406 aa 37.4 %
Trypanosoma cruzi CMGC/DYRK protein kinase, putative c-Jun N-terminal kinase 3   464 aa 401 aa 28.4 %
Theileria parva serine/threonine protein kinase, putative c-Jun N-terminal kinase 3   464 aa 387 aa 34.4 %
Toxoplasma gondii calcium-dependent protein kinase CDPK6 c-Jun N-terminal kinase 3   464 aa 374 aa 26.2 %
Neospora caninum hypothetical protein c-Jun N-terminal kinase 3   464 aa 388 aa 24.0 %
Trypanosoma cruzi CMGC/DYRK protein kinase, putative c-Jun N-terminal kinase 3   464 aa 401 aa 28.2 %
Cryptosporidium parvum protein kinase c-Jun N-terminal kinase 3   464 aa 380 aa 27.6 %
Leishmania major protein kinase, putative c-Jun N-terminal kinase 3   464 aa 386 aa 23.8 %
Leishmania braziliensis protein kinase, putative c-Jun N-terminal kinase 3   464 aa 374 aa 23.3 %
Neospora caninum protein kinase, putative c-Jun N-terminal kinase 3   464 aa 374 aa 23.8 %
Leishmania major protein kinase, putative c-Jun N-terminal kinase 3   464 aa 385 aa 21.8 %
Babesia bovis mitogen-activated protein kinase, putative c-Jun N-terminal kinase 3   464 aa 387 aa 24.8 %
Candida albicans DNA polymerase alpha suppressing protein kinase. c-Jun N-terminal kinase 3   464 aa 378 aa 24.1 %
Toxoplasma gondii cell-cycle-associated protein kinase CLK, putative c-Jun N-terminal kinase 3   464 aa 387 aa 24.0 %
Cryptosporidium parvum serine/threonine protein kinase KKIALRE c-Jun N-terminal kinase 3   464 aa 381 aa 27.3 %
Cryptosporidium hominis mitogen-activated protein kinase 1, serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 372 aa 34.4 %
Toxoplasma gondii calcium-dependent protein kinase CDPK1 c-Jun N-terminal kinase 3   464 aa 375 aa 28.8 %
Cryptosporidium parvum calcium/calmodulin-dependent protein kinase with a kinase domain and 2 calmodulin-like EF hands c-Jun N-terminal kinase 3   464 aa 374 aa 27.0 %
Trypanosoma cruzi calcium/calmodulin-dependent protein kinase, putative c-Jun N-terminal kinase 3   464 aa 398 aa 23.9 %
Candida albicans Serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 378 aa 24.3 %
Loa Loa (eye worm) AGC/RSK/MSK protein kinase c-Jun N-terminal kinase 3   464 aa 386 aa 26.2 %
Onchocerca volvulus c-Jun N-terminal kinase 3   464 aa 388 aa 25.5 %
Schistosoma mansoni serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 389 aa 34.4 %
Cryptosporidium hominis serine/threonine protein kinase KKIALRE (EC 2.7.1.-) c-Jun N-terminal kinase 3   464 aa 381 aa 27.6 %
Candida albicans protein kinase c-Jun N-terminal kinase 3   464 aa 394 aa 23.1 %
Leishmania braziliensis protein kinase, putative c-Jun N-terminal kinase 3   464 aa 394 aa 24.6 %
Trichomonas vaginalis TKL family protein kinase c-Jun N-terminal kinase 3   464 aa 397 aa 23.7 %
Echinococcus multilocularis 3 phosphoinositide dependent protein kinase 1 c-Jun N-terminal kinase 3   464 aa 382 aa 21.2 %
Candida albicans protein kinase c-Jun N-terminal kinase 3   464 aa 394 aa 23.1 %
Giardia lamblia Kinase, NEK c-Jun N-terminal kinase 3   464 aa 375 aa 26.1 %
Trichomonas vaginalis AGC family protein kinase c-Jun N-terminal kinase 3   464 aa 374 aa 25.4 %
Leishmania infantum protein kinase, putative c-Jun N-terminal kinase 3   464 aa 390 aa 21.8 %
Trichomonas vaginalis AGC family protein kinase c-Jun N-terminal kinase 3   464 aa 388 aa 25.8 %
Candida albicans Serine/threonine protein kinase c-Jun N-terminal kinase 3   464 aa 378 aa 24.3 %
Trypanosoma cruzi calcium/calmodulin-dependent protein kinase, putative c-Jun N-terminal kinase 3   464 aa 405 aa 22.7 %
Schistosoma mansoni protein kinase c-Jun N-terminal kinase 3   464 aa 444 aa 26.8 %
Echinococcus multilocularis serine threonine protein kinase nrc serine threonine protein kinase gad c-Jun N-terminal kinase 3   464 aa 408 aa 19.6 %
Neospora caninum CAM kinase, SNF1 family, putative c-Jun N-terminal kinase 3   464 aa 383 aa 25.3 %
Toxoplasma gondii protein kinase, other c-Jun N-terminal kinase 3   464 aa 430 aa 22.6 %
Trypanosoma brucei gambiense protein kinase, putative c-Jun N-terminal kinase 3   464 aa 382 aa 27.0 %
Trypanosoma congolense serine/threonine-protein kinase, putative c-Jun N-terminal kinase 3   464 aa 389 aa 27.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0146 0.2525 0.4636
Schistosoma mansoni furin-1 (S08 family) 0.0105 0.1726 0.341
Echinococcus granulosus Furin 1 0.0057 0.0807 0.1001
Echinococcus multilocularis c Jun NH2 terminal kinase 0.0278 0.5062 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0146 0.2525 1
Onchocerca volvulus Cell death protein 3 homolog 0.0032 0.0333 1
Schistosoma mansoni hypothetical protein 0.0047 0.0609 0.1203
Trypanosoma cruzi subtilisin-like serine peptidase, putative 0.0017 0.0034 0.5
Brugia malayi celfurPC protein 0.0194 0.3445 0.658
Trypanosoma brucei serine peptidase, clan SB, family S8-like protein 0.0017 0.0034 0.5
Brugia malayi Furin-like cysteine rich region family protein 0.0057 0.0803 0.0993
Mycobacterium ulcerans epoxide hydrolase EphA 0.0535 1 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Echinococcus multilocularis 0.0194 0.3445 0.658
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0057 0.0807 0.1593
Echinococcus multilocularis Furin 1 0.0057 0.0807 0.1001
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0146 0.2525 1
Brugia malayi endoprotease bli-4 precursor 0.0241 0.4339 0.8472
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0034 0.0367 0.0726
Echinococcus granulosus furin 0.0241 0.4339 0.8472
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Schistosoma mansoni hypothetical protein 0.0032 0.0333 0.0658
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0146 0.2525 0.4636
Schistosoma mansoni serine/threonine protein kinase 0.0278 0.5062 1
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.0241 0.4339 0.8572
Schistosoma mansoni tyrosine kinase 0.0057 0.0803 0.1586
Echinococcus multilocularis epidermal growth factor receptor 0.0057 0.0803 0.0993
Onchocerca volvulus 0.0032 0.0333 1
Echinococcus granulosus c-Jun N-terminal kinases 0.0278 0.5062 1
Loa Loa (eye worm) hypothetical protein 0.0241 0.4339 0.8561
Loa Loa (eye worm) endoprotease bli-4 0.0241 0.4339 0.8561
Loa Loa (eye worm) hypothetical protein 0.0032 0.0333 0.0581
Echinococcus granulosus epidermal growth factor receptor 0.0057 0.0803 0.0993
Loa Loa (eye worm) CMGC/MAPK/JNK protein kinase 0.0278 0.5062 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Echinococcus granulosus neuroendocrine convertase 2 0.0151 0.2621 0.4838
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Brugia malayi Stress-activated protein kinase jnk-1 0.0278 0.5062 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.0333 0.0581
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Loa Loa (eye worm) proprotein convertase 2 0.0057 0.0807 0.1524
Schistosoma mansoni hypothetical protein 0.0025 0.0203 0.0402
Trypanosoma cruzi subtilisin-like serine peptidase, putative 0.0017 0.0034 0.5
Brugia malayi neuroendocrine convertase 1 precursor 0.0151 0.2621 0.4838
Loa Loa (eye worm) TK/EGFR protein kinase 0.0057 0.0803 0.1517
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0057 0.0807 0.1032
Echinococcus multilocularis neuroendocrine convertase 2 0.0151 0.2621 0.4838
Loa Loa (eye worm) hypothetical protein 0.0094 0.1528 0.2962
Schistosoma mansoni caspase-7 (C14 family) 0.0032 0.0333 0.0658
Giardia lamblia High cysteine membrane protein Group 2 0.0089 0.1433 1
Brugia malayi proprotein convertase 2 0.0151 0.2621 0.4838

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) > 5000 nM Inhibition of rat c-Jun N-terminal kinase 3 ChEMBL. 15999997
IC50 (binding) > 5000 nM Inhibition of rat c-Jun N-terminal kinase 3 ChEMBL. 15999997
Inhibition (functional) = 0 % Ability of the compound to inhibit IL-2 production induced with phorbol-12, myristate-13 acetate and ionomycin in Jurkat T cell at the concentration of 10 uM ChEMBL. 15999997
Inhibition (functional) = 0 % Ability of the compound to inhibit IL-2 production induced with phorbol-12, myristate-13 acetate and ionomycin in Jurkat T cell at the concentration of 10 uM ChEMBL. 15999997

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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