Detailed information for compound 1670153

Basic information

Technical information
  • TDR Targets ID: 1670153
  • Name: 3-(benzoylamino)-N-[(1S)-2-dimethylamino-1-ph enylethyl]-6,6-dimethyl-1,4-dihydropyrrolo[4, 3-d]pyrazole-5-carboxamide
  • MW: 446.545 | Formula: C25H30N6O2
  • H donors: 3 H acceptors: 3 LogP: 2.27 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(C[C@H](c1ccccc1)NC(=O)N1Cc2c(C1(C)C)[nH]nc2NC(=O)c1ccccc1)C
  • InChi: 1S/C25H30N6O2/c1-25(2)21-19(22(29-28-21)27-23(32)18-13-9-6-10-14-18)15-31(25)24(33)26-20(16-30(3)4)17-11-7-5-8-12-17/h5-14,20H,15-16H2,1-4H3,(H,26,33)(H2,27,28,29,32)/t20-/m1/s1
  • InChiKey: DRAPUDHCQNOIEX-HXUWFJFHSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(benzoylamino)-N-[(1S)-2-dimethylamino-1-phenyl-ethyl]-6,6-dimethyl-1,4-dihydropyrrolo[4,3-d]pyrazole-5-carboxamide
  • N-[(1S)-2-dimethylamino-1-phenylethyl]-6,6-dimethyl-3-[(oxo-phenylmethyl)amino]-1,4-dihydropyrrolo[4,3-d]pyrazole-5-carboxamide
  • N-[(1S)-2-dimethylamino-1-phenyl-ethyl]-6,6-dimethyl-3-(phenylcarbonylamino)-1,4-dihydropyrrolo[4,3-d]pyrazole-5-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens p21 protein (Cdc42/Rac)-activated kinase 4 Starlite/ChEMBL References
Homo sapiens cyclin-dependent kinase 3 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) STE/STE20/PAKB protein kinase Get druggable targets OG5_131977 All targets in OG5_131977
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
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
Leishmania infantum cell division protein kinase 2,cdc2-related kinase 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
Theileria parva cell division control protein 2 related 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
Plasmodium knowlesi Cell division control protein 2 homolog 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
Echinococcus granulosus 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
Trypanosoma brucei cdc2-related kinase 1 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
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 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 serine:threonine protein kinase PAK 4 Get druggable targets OG5_131977 All targets in OG5_131977
Entamoeba histolytica cell division protein kinase 2, 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
Leishmania braziliensis cell division protein kinase 2,cdc2-related kinase 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
Trypanosoma cruzi cdc2-related kinase 3 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 cruzi cdc2-related kinase 3 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
Echinococcus multilocularis cyclin dependent kinase 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 yoelii cdc2-related kinase 2 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 multilocularis cyclin dependent kinase 5 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
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
Entamoeba histolytica cell division protein kinase 2, putative 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
Schistosoma japonicum ko:K02087 cyclin-dependent kinase 1, putative 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
Plasmodium falciparum protein kinase 5 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
Trypanosoma congolense cdc2-related kinase 3, putative 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
Plasmodium berghei cdc2-related kinase 2 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
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
Schistosoma japonicum ko:K02090 cyclin-dependent kinase 5, putative 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
Brugia malayi cell division control protein 2 homolog 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
Leishmania braziliensis cell division related protein kinase 2,cdc2-related 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
Giardia lamblia Kinase, CMGC CDK Get druggable targets OG5_126712 All targets in OG5_126712
Brugia malayi serine/threonine-protein kinase PAK 7 Get druggable targets OG5_131977 All targets in OG5_131977
Leishmania mexicana cell division related protein kinase 2,cdc2-related 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
Babesia bovis cell division control protein 2, putative Get druggable targets OG5_126712 All targets in OG5_126712
Echinococcus granulosus serine:threonine protein kinase PAK 4 Get druggable targets OG5_131977 All targets in OG5_131977
Giardia lamblia Kinase, CMGC CDK 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
Leishmania infantum 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
Echinococcus multilocularis cyclin dependent kinase 1 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
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 3 305 aa 303 aa 32.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus 5'partial|cyclin dependent kinase 1 0.0052 0.1427 0.1091
Echinococcus multilocularis geminin 0.0188 0.5664 0.5494
Schistosoma mansoni protein kinase 0.002 0.0407 0.003
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.1249 0.0905
Echinococcus granulosus cyclin dependent kinase 0.0052 0.1427 0.1091
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0047 0.1249 0.1379
Toxoplasma gondii cell-cycle-associated protein kinase CDK, putative 0.0052 0.1427 1
Plasmodium falciparum importin beta, putative 0.0031 0.0747 0.2706
Echinococcus granulosus cyclin dependent kinase 1 0.0052 0.1427 0.1091
Trichomonas vaginalis CMGC family protein kinase 0.0052 0.1427 1
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.002 0.0407 0.003
Schistosoma mansoni serine/threonine protein kinase 0.0052 0.1427 0.1091
Entamoeba histolytica p21-activated kinase 0.002 0.0407 0.0276
Leishmania major cell division protein kinase 2,cdc2-related kinase 0.0052 0.1427 1
Trypanosoma cruzi cdc2-related kinase 3 0.0052 0.1427 1
Trypanosoma cruzi cdc2-related kinase 1 0.0052 0.1427 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0047 0.1249 0.0905
Trichomonas vaginalis importin beta-1, putative 0.0025 0.0566 0.1791
Schistosoma mansoni hypothetical protein 0.0188 0.5664 0.5494
Trypanosoma cruzi cdc2-related kinase 3 0.0052 0.1427 1
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0566 0.1791
Trichomonas vaginalis STE family protein kinase 0.002 0.0407 0.0276
Plasmodium vivax importin-beta 2, putative 0.0031 0.0747 0.2706
Leishmania major cell division related protein kinase 2,cdc2-related kinase 0.0052 0.1427 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1249 0.0905
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0747 0.5231
Echinococcus multilocularis p21 activated protein kinase 1 Dpak1 0.002 0.0407 0.003
Echinococcus multilocularis PAK box P21 Rho binding 0.002 0.0407 0.003
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0566 0.1791
Plasmodium falciparum protein kinase 5 0.0052 0.1427 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1249 0.0905
Entamoeba histolytica cell division protein kinase 2, putative 0.0052 0.1427 1
Leishmania major importin beta-1 subunit, putative 0.0025 0.0566 0.0768
Brugia malayi RNA, U transporter 1 0.0087 0.251 0.3377
Entamoeba histolytica protein kinase, putative 0.002 0.0407 0.0276
Echinococcus granulosus GTP binding nuclear protein Ran 0.0023 0.0494 0.0121
Entamoeba histolytica protein kinase, putative 0.002 0.0407 0.0276
Giardia lamblia Kinase, CMGC CDK 0.0052 0.1427 1
Trichomonas vaginalis CMGC family protein kinase 0.0052 0.1427 1
Schistosoma mansoni protein kinase 0.002 0.0407 0.003
Schistosoma mansoni ran 0.0023 0.0494 0.0121
Entamoeba histolytica protein kinase, putative 0.002 0.0407 0.0276
Trypanosoma cruzi importin beta-1 subunit, putative 0.0025 0.0566 0.0768
Toxoplasma gondii HEAT repeat-containing protein 0.0031 0.0747 0.2706
Trichomonas vaginalis STE family protein kinase 0.002 0.0407 0.0276
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.002 0.0407 0.003
Entamoeba histolytica Ran family GTPase 0.0023 0.0494 0.1109
Plasmodium vivax protein kinase Crk2 0.0052 0.1427 1
Loa Loa (eye worm) CMGC/CDK/CDK5 protein kinase 0.0052 0.1427 0.1091
Brugia malayi Protein kinase domain containing protein 0.0052 0.1427 0.1662
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.1249 0.0905
Echinococcus multilocularis cyclin dependent kinase 5 0.0052 0.1427 0.1091
Loa Loa (eye worm) GTP-binding nuclear protein RAN/TC4 0.0023 0.0494 0.0121
Giardia lamblia GTP-binding nuclear protein RAN/TC4 0.0023 0.0494 0.0857
Entamoeba histolytica protein kinase, putative 0.002 0.0407 0.0276
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0747 0.5231
Trypanosoma brucei cdc2-related kinase 3 0.0052 0.1427 1
Trichomonas vaginalis STE family protein kinase 0.002 0.0407 0.0276
Entamoeba histolytica hypothetical protein 0.0025 0.0566 0.1791
Trypanosoma brucei cdc2-related kinase 1 0.0052 0.1427 1
Schistosoma mansoni serine/threonine protein kinase 0.0052 0.1427 0.1091
Brugia malayi Importin beta-1 subunit 0.0031 0.0747 0.0584
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0047 0.1249 0.0905
Schistosoma mansoni ran 0.0023 0.0494 0.0121
Brugia malayi Protein kinase domain 0.002 0.0407 0.0046
Trichomonas vaginalis ran, putative 0.0023 0.0494 0.1109
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0047 0.1249 0.0905
Giardia lamblia Kinase, CMGC CDK 0.0052 0.1427 1
Echinococcus multilocularis importin subunit beta 1 0.0031 0.0747 0.0383
Brugia malayi GTP-binding nuclear protein RAN/TC4 0.0023 0.0494 0.0184
Loa Loa (eye worm) hypothetical protein 0.0052 0.1398 0.106
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.002 0.0407 0.003
Trichomonas vaginalis STE family protein kinase 0.002 0.0407 0.0276
Echinococcus granulosus cyclin dependent kinase 5 0.0052 0.1427 0.1091
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0047 0.1249 0.0905
Trypanosoma brucei GTP-binding nuclear protein rtb2, putative 0.0023 0.0494 0.3462
Echinococcus multilocularis serine:threonine protein kinase PAK 4 0.0202 0.6104 0.5951
Echinococcus multilocularis cyclin dependent kinase 1 0.0052 0.1427 0.1091
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0052 0.1427 0.1091
Trypanosoma cruzi cdc2-related kinase 1 0.0052 0.1427 1
Trichomonas vaginalis CMGC family protein kinase 0.0052 0.1427 1
Echinococcus granulosus importin subunit beta 1 0.0031 0.0747 0.0383
Echinococcus multilocularis snurportin 1 0.0327 1 1
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.002 0.0407 0.003
Echinococcus multilocularis GTP binding nuclear protein Ran 0.0023 0.0494 0.0121
Schistosoma mansoni importin beta-1 0.0031 0.0747 0.0383
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0327 1 1
Echinococcus multilocularis cyclin dependent kinase 1 0.0052 0.1427 0.1091
Echinococcus granulosus serine:threonine protein kinase PAK 4 0.0202 0.6104 0.5951
Echinococcus granulosus geminin 0.0188 0.5664 0.5494
Echinococcus granulosus p21 activated protein kinase 1 Dpak1 0.002 0.0407 0.003
Schistosoma mansoni hypothetical protein 0.0327 1 1
Brugia malayi serine/threonine-protein kinase PAK 7 0.0221 0.6691 1
Loa Loa (eye worm) STE/STE20/PAKB protein kinase 0.0221 0.6691 0.6561
Loa Loa (eye worm) hypothetical protein 0.0031 0.0747 0.0383
Brugia malayi cell division control protein 2 homolog 0.0052 0.1427 0.1662
Trichomonas vaginalis STE family protein kinase 0.002 0.0407 0.0276
Loa Loa (eye worm) CMGC/CDK/CDC2 protein kinase 0.0052 0.1427 0.1091
Echinococcus multilocularis cyclin dependent kinase 0.0052 0.1427 0.1091
Schistosoma mansoni protein kinase 0.002 0.0407 0.003
Schistosoma mansoni hypothetical protein 0.0188 0.5664 0.5494
Entamoeba histolytica cell division protein kinase 2, putative 0.0052 0.1427 1

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 61 % Down regulation of GEF-H1 phosphorylation in human HCT116 cells xenografted in mouse tumor at 80 mg/kg/day, sc administered via continuous infusion measured after 18 hrs ChEMBL. 22554206
EC50 (binding) = 0.032 uM Inhibition of PAK4-mediated GEF-H1 phosphorylation at Ser810 by cell based assay ChEMBL. 22554206
Ki (binding) = 0.03 uM Inhibition of PAK4 ChEMBL. 22554206
Ki (binding) = 1.8 uM Inhibition of CDK2 ChEMBL. 22554206

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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