Detailed information for compound 373927

Basic information

Technical information
  • TDR Targets ID: 373927
  • Name: [4-amino-2-[(1-methylsulfonylpiperidin-4-yl)a mino]pyrimidin-5-yl]-(4,5-difluoro-2-methoxyp henyl)methanone
  • MW: 441.452 | Formula: C18H21F2N5O4S
  • H donors: 2 H acceptors: 5 LogP: 2.08 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(F)c(cc1C(=O)c1cnc(nc1N)NC1CCN(CC1)S(=O)(=O)C)F
  • InChi: 1S/C18H21F2N5O4S/c1-29-15-8-14(20)13(19)7-11(15)16(26)12-9-22-18(24-17(12)21)23-10-3-5-25(6-4-10)30(2,27)28/h7-10H,3-6H2,1-2H3,(H3,21,22,23,24)
  • InChiKey: VPHNNRKBCWFFKK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [4-amino-2-[(1-methylsulfonyl-4-piperidyl)amino]pyrimidin-5-yl]-(4,5-difluoro-2-methoxy-phenyl)methanone
  • [4-amino-2-[(1-methylsulfonyl-4-piperidinyl)amino]-5-pyrimidinyl]-(4,5-difluoro-2-methoxyphenyl)methanone
  • [4-azanyl-2-[(1-methylsulfonylpiperidin-4-yl)amino]pyrimidin-5-yl]-(4,5-difluoro-2-methoxy-phenyl)methanone
  • [4-amino-2-[(1-mesyl-4-piperidyl)amino]pyrimidin-5-yl]-(4,5-difluoro-2-methoxy-phenyl)methanone
  • [4-amino-2-[(1-methylsulfonylpiperidin-4-yl)amino]pyrimidin-5-yl]-(4,5-difluoro-2-methoxy-phenyl)methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cyclin D1 Starlite/ChEMBL References
Homo sapiens cyclin-dependent kinase 3 Starlite/ChEMBL References
Homo sapiens cyclin-dependent kinase 4 References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K02087 cyclin-dependent kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania mexicana cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Cryptosporidium hominis cdc2-like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Theileria parva cell division control protein 2 related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania braziliensis cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium yoelii cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi Protein kinase domain containing protein Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division related protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium berghei cdc2-related kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma congolense cdc2-related kinase 1, putative Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126712 All targets in OG5_126712
Babesia bovis cell division control protein 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium vivax protein kinase Crk2 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium knowlesi Cell division control protein 2 homolog Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania donovani cell division protein kinase 2 Get druggable targets OG5_126712 All targets in OG5_126712
Candida albicans Protein kinase that can substitute for S. cerevisiae CDC28 (YBR160W) main cell cycle cyclin-dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative Get druggable targets OG5_126712 All targets in OG5_126712
Plasmodium falciparum protein kinase 5 Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma cruzi cdc2-related kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania mexicana cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei cdc2-related kinase 3 Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Schistosoma japonicum ko:K02090 cyclin-dependent kinase 5, putative Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania braziliensis cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma congolense cdc2-related kinase 3, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trichomonas vaginalis CMGC family protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Neospora caninum CMGC kinase, CDK family TgPK2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase 1 Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense cell division related protein kinase 2, putative,CDC2-related protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus multilocularis cyclin dependent kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania major cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Leishmania infantum cell division protein kinase 2,cdc2-related kinase Get druggable targets OG5_126712 All targets in OG5_126712
Cryptosporidium parvum Cdc2-like CDK2/CDC28 like protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase Get druggable targets OG5_126712 All targets in OG5_126712
Entamoeba histolytica cell division protein kinase 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Trypanosoma brucei gambiense cell division protein kinase 2 homolog 1,cdc2- like protein kinase, putative Get druggable targets OG5_126712 All targets in OG5_126712
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei mitogen-activated protein kinase 5 cyclin-dependent kinase 4 303 aa 312 aa 29.8 %
Trypanosoma brucei mitogen-activated protein kinase 5 cyclin-dependent kinase 3 305 aa 303 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Trichomonas vaginalis CMGC family protein kinase 0.0054 0.1195 1
Schistosoma mansoni cyclin B3 0.0021 0.0367 0.0434
Schistosoma mansoni intermediate filament proteins 0.0027 0.0507 0.0599
Trypanosoma brucei cdc2-related kinase 1 0.0054 0.1195 0.8937
Schistosoma mansoni serine/threonine protein kinase 0.0054 0.1195 0.1413
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0036 0.0737 0.1777
Echinococcus granulosus cyclin b3 0.0021 0.0367 0.0886
Echinococcus multilocularis cyclin B 0.0021 0.0367 0.0886
Brugia malayi cytoplasmic intermediate filament protein 0.0014 0.0187 0.1444
Echinococcus multilocularis biotin protein ligase 0.0058 0.1294 0.3121
Echinococcus granulosus cyclins 0.0021 0.0367 0.0886
Chlamydia trachomatis biotin synthetase 0.0058 0.1294 1
Loa Loa (eye worm) cyclin domain-containing protein 0.0021 0.0367 0.284
Trypanosoma cruzi cdc2-related kinase 3 0.0054 0.1195 0.8937
Onchocerca volvulus 0.0027 0.0507 0.0507
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0027 0.0507 0.3916
Entamoeba histolytica hypothetical protein 0.0036 0.0737 0.3987
Schistosoma mansoni lamin 0.0027 0.0507 0.0599
Plasmodium vivax biotin--[acetyl-CoA-carboxylase] synthetase, putative 0.0058 0.1294 1
Loa Loa (eye worm) hypothetical protein 0.0027 0.0507 0.3916
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Echinococcus granulosus cyclin dependent kinase 5 0.0054 0.1195 0.2883
Echinococcus multilocularis cyclin b3 0.0021 0.0367 0.0886
Echinococcus multilocularis cyclin dependent kinase 5 0.0054 0.1195 0.2883
Echinococcus granulosus lamin dm0 0.0027 0.0507 0.1222
Schistosoma mansoni biotin-protein ligase 0.0058 0.1294 0.1529
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Echinococcus multilocularis musashi 0.0027 0.0507 0.1222
Entamoeba histolytica hypothetical protein 0.0036 0.0737 0.3987
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Echinococcus granulosus 5'partial|biotin protein ligase 0.0052 0.1157 0.2791
Loa Loa (eye worm) hypothetical protein 0.0021 0.0367 0.284
Echinococcus multilocularis G2:mitotic specific cyclin B3 0.0021 0.0367 0.0886
Schistosoma mansoni hypothetical protein 0.0036 0.0737 0.0871
Echinococcus multilocularis lamin 0.0027 0.0507 0.1222
Giardia lamblia Kinase, CMGC CDK 0.0054 0.1195 0.8937
Loa Loa (eye worm) hypothetical protein 0.0012 0.0138 0.1064
Wolbachia endosymbiont of Brugia malayi biotin-(acetyl-CoA carboxylase) ligase 0.0058 0.1294 0.5
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0054 0.1195 0.9239
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Echinococcus granulosus cyclin dependent kinase 1 0.0054 0.1195 0.2883
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0054 0.1195 0.8937
Echinococcus granulosus N terminal of biotin protein ligase 0.0052 0.1157 0.2791
Entamoeba histolytica hypothetical protein 0.0036 0.0737 0.3987
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0054 0.1195 0.8937
Echinococcus multilocularis cyclins 0.0021 0.0367 0.0886
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.0054 0.1195 1
Echinococcus multilocularis cyclin dependent kinase 0.0054 0.1195 0.2883
Schistosoma mansoni hypothetical protein 0.0052 0.1139 0.1346
Loa Loa (eye worm) hypothetical protein 0.0026 0.0494 0.3818
Plasmodium falciparum biotin--acetyl-CoA-carboxylase, putative 0.0058 0.1294 1
Mycobacterium ulcerans bifunctional protein BirA 0.0118 0.2831 0.5
Onchocerca volvulus 0.0021 0.0367 0.0367
Trypanosoma brucei cdc2-related kinase 3 0.0054 0.1195 0.8937
Brugia malayi Cyclin, N-terminal domain containing protein 0.0021 0.0367 0.284
Entamoeba histolytica hypothetical protein 0.0036 0.0737 0.3987
Echinococcus granulosus lamin 0.0027 0.0507 0.1222
Schistosoma mansoni biotin-protein ligase 0.0052 0.1157 0.1368
Trypanosoma cruzi cdc2-related kinase 1 0.0054 0.1195 0.8937
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Schistosoma mansoni amine GPCR 0.0337 0.846 1
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Trypanosoma cruzi cdc2-related kinase 3 0.0054 0.1195 0.8937
Giardia lamblia Hypothetical protein 0.0058 0.1294 1
Trypanosoma cruzi Biotin--acetyl-CoA-carboxylase ligase, putative 0.0058 0.1294 1
Trypanosoma cruzi cdc2-related kinase 1 0.0054 0.1195 0.8937
Loa Loa (eye worm) hypothetical protein 0.0052 0.1157 0.8943
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Trypanosoma brucei Biotin--acetyl-CoA-carboxylase ligase, putative 0.0058 0.1294 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0054 0.1195 0.2883
Plasmodium falciparum biotin protein ligase, putative 0.0058 0.1294 1
Brugia malayi Protein kinase domain containing protein 0.0054 0.1195 0.9239
Loa Loa (eye worm) hypothetical protein 0.0021 0.0367 0.284
Loa Loa (eye worm) hypothetical protein 0.0052 0.1139 0.8807
Echinococcus multilocularis N terminal of biotin protein ligase 0.0052 0.1157 0.2791
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Schistosoma mansoni cyclin B 0.0021 0.0367 0.0434
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0013 0.015 0.0362
Treponema pallidum biotin--acetyl-CoA-carboxylase ligase 0.0123 0.2968 0.5
Echinococcus multilocularis cyclin B3 1 0.0021 0.0367 0.0886
Echinococcus granulosus G2:mitotic specific cyclin B3 0.0021 0.0367 0.0886
Trichomonas vaginalis CMGC family protein kinase 0.0054 0.1195 1
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Brugia malayi hypothetical protein 0.0036 0.0737 0.5694
Echinococcus granulosus cyclins 0.0021 0.0367 0.0886
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0187 0.1444
Plasmodium falciparum protein kinase 5 0.0054 0.1195 0.8937
Echinococcus granulosus intermediate filament protein 0.0027 0.0507 0.1222
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0036 0.0737 0.1777
Echinococcus granulosus cyclins 0.0021 0.0367 0.0886
Echinococcus granulosus cyclin dependent kinase 0.0054 0.1195 0.2883
Echinococcus granulosus cyclins 0.0021 0.0367 0.0886
Loa Loa (eye worm) intermediate filament protein 0.0027 0.0507 0.3916
Loa Loa (eye worm) hypothetical protein 0.0052 0.1157 0.8943
Schistosoma mansoni lamin 0.0027 0.0507 0.0599
Entamoeba histolytica cell division protein kinase 2, putative 0.0054 0.1195 0.8937
Brugia malayi Intermediate filament tail domain containing protein 0.0027 0.0507 0.3916
Entamoeba histolytica cell division protein kinase 2, putative 0.0054 0.1195 0.8937
Giardia lamblia Kinase, CMGC CDK 0.0054 0.1195 0.8937
Schistosoma mansoni hypothetical protein 0.0169 0.4146 0.49
Echinococcus multilocularis cyclin dependent kinase 1 0.0054 0.1195 0.2883
Trichomonas vaginalis CMGC family protein kinase 0.0054 0.1195 1
Brugia malayi cell division control protein 2 homolog 0.0054 0.1195 0.9239
Schistosoma mansoni hypothetical protein 0.0169 0.4146 0.49
Echinococcus multilocularis lamin dm0 0.0027 0.0507 0.1222
Mycobacterium leprae POSSIBLE BIFUNCTIONAL PROTEIN BirA: BIOTIN OPERON REPRESSOR + BIOTIN--[ACETYL-COA-CARBOXYLASE] SYNTHETASE (BIOTIN--PROTEIN LIGAS 0.0052 0.1157 0.5
Brugia malayi Cyclin, N-terminal domain containing protein 0.0021 0.0367 0.284
Loa Loa (eye worm) hypothetical protein 0.0013 0.015 0.1161
Echinococcus granulosus cyclin B3 1 0.0021 0.0367 0.0886
Echinococcus multilocularis biotin protein ligase 0.0058 0.1294 0.3121
Brugia malayi Cyclin, N-terminal domain containing protein 0.0021 0.0367 0.284
Leishmania major biotin/lipoate protein ligase-like protein 0.0058 0.1294 1
Echinococcus multilocularis geminin 0.0169 0.4146 1
Loa Loa (eye worm) biotin protein ligase 1 0.0058 0.1294 1
Entamoeba histolytica hypothetical protein, conserved 0.0052 0.1157 0.8524
Echinococcus granulosus geminin 0.0169 0.4146 1
Echinococcus granulosus cyclin B 0.0021 0.0367 0.0886
Schistosoma mansoni cyclins 0.0021 0.0367 0.0434
Echinococcus granulosus cyclins 0.0021 0.0367 0.0886
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0054 0.1195 0.9239
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0054 0.1195 0.9239
Onchocerca volvulus 0.0027 0.0507 0.0507
Loa Loa (eye worm) hypothetical protein 0.0012 0.0138 0.1064
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0054 0.1195 0.2883
Brugia malayi biotin--acetyl-CoA-carboxylase ligase family protein 0.0058 0.1294 1
Entamoeba histolytica biotin--acetyl-CoA-carboxylase ligase, putative 0.0058 0.1294 1
Trypanosoma cruzi Biotin--acetyl-CoA-carboxylase ligase, putative 0.0058 0.1294 1
Brugia malayi intermediate filament protein 0.0027 0.0507 0.3916
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0013 0.015 0.0362
Schistosoma mansoni transcription factor LCR-F1 0.0036 0.0737 0.0871
Schistosoma mansoni serine/threonine protein kinase 0.0054 0.1195 0.1413

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.52 uM Inhibition of HCT116 cell growth ChEMBL. 17064073
IC50 (functional) = 0.52 uM Inhibition of HCT116 cell growth ChEMBL. 17064073
Ki (binding) = 0.006 uM Inhibition of CDK4/Cyclin D1 ChEMBL. 17064073
Ki (binding) = 0.006 uM Inhibition of CDK2/Cyclin E ChEMBL. 17064073
Ki (binding) = 0.006 uM Inhibition of CDK4/Cyclin D1 ChEMBL. 17064073
Ki (binding) = 0.006 uM Inhibition of CDK2/Cyclin E ChEMBL. 17064073
Ki (binding) = 0.014 uM Inhibition of CDK1/Cyclin B ChEMBL. 17064073
Ki (binding) = 0.014 uM Inhibition of CDK1/Cyclin B ChEMBL. 17064073

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17064073

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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