Detailed information for compound 207296

Basic information

Technical information
  • TDR Targets ID: 207296
  • Name: 5-methyl-3-(4-methylanilino)-1H-pyrazole-4-ca rbonitrile
  • MW: 212.25 | Formula: C12H12N4
  • H donors: 2 H acceptors: 2 LogP: 3.13 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1c(C)n[nH]c1Nc1ccc(cc1)C
  • InChi: 1S/C12H12N4/c1-8-3-5-10(6-4-8)14-12-11(7-13)9(2)15-16-12/h3-6H,1-2H3,(H2,14,15,16)
  • InChiKey: NPQDDEKBVWUUPA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 5-methyl-3-[(4-methylphenyl)amino]-1H-pyrazole-4-carbonitrile
  • 5-methyl-3-(p-toluidino)-1H-pyrazole-4-carbonitrile
  • 3-methyl-5-[(4-methylphenyl)amino]-2H-pyrazole-4-carbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens dihydroorotate dehydrogenase (quinone) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Babesia bovis dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania infantum dihydroorotate dehydrogenase;with=GeneDB:LmjF16.0530 Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania braziliensis dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Candida albicans likely dihydroorotate oxidase similar to S. pombe ura3 (SPAC57A10.12c) and to S. cerevisiae URA1 (YKL216W) involved in pyrimidin Get druggable targets OG5_127289 All targets in OG5_127289
Candida albicans likely dihydroorotate oxidase similar to S. pombe ura3 (SPAC57A10.12c) and to S. cerevisiae URA1 (YKL216W) involved in pyrimidin Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium yoelii dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma brucei gambiense dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative Get druggable targets OG5_127289 All targets in OG5_127289
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium falciparum dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania donovani dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Theileria parva dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma cruzi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD Get druggable targets OG5_127289 All targets in OG5_127289
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium berghei dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania major dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 Get druggable targets OG5_127289 All targets in OG5_127289
Plasmodium knowlesi dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Schistosoma japonicum ko:K00226 dihydroorotate oxidase [EC1.3.3.1], putative Get druggable targets OG5_127289 All targets in OG5_127289
Schistosoma mansoni dihydroorotate dehydrogenase Get druggable targets OG5_127289 All targets in OG5_127289
Neospora caninum dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Trypanosoma congolense dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
Leishmania mexicana dihydroorotate dehydrogenase, putative Get druggable targets OG5_127289 All targets in OG5_127289
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP dihydroorotate dehydrogenase (quinone) 395 aa 361 aa 24.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi hypothetical protein 0.0228 0.6034 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0376 0.0623
Loa Loa (eye worm) hypothetical protein 0.0023 0.0301 0.05
Onchocerca volvulus Peroxidasin homolog 0.0076 0.1788 1
Schistosoma mansoni aryl hydrocarbon receptor 0.0047 0.0973 0.1204
Echinococcus multilocularis lamin dm0 0.0026 0.0389 0.064
Trichomonas vaginalis flap endonuclease-1, putative 0.0038 0.0709 0.3839
Trichomonas vaginalis dihydropyrimidine dehydrogenase, putative 0.0078 0.1842 1
Brugia malayi Intermediate filament tail domain containing protein 0.0026 0.0389 0.0564
Plasmodium falciparum histone acetyltransferase GCN5 0.0038 0.0715 0.1128
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.1842 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0301 0.0298
Echinococcus multilocularis flap endonuclease 1 0.0033 0.0572 0.0943
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.1842 0.3048
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0047 0.0962 0.1522
Mycobacterium tuberculosis Probable dihydroorotate dehydrogenase PyrD 0.02 0.5243 0.5188
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0041 0.0811 0.0512
Onchocerca volvulus 0.0026 0.0389 0.2163
Brugia malayi Peroxidasin 0.0076 0.1788 0.2901
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.0017 0.014 1
Loa Loa (eye worm) hypothetical protein 0.0013 0.0013 0.0022
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Onchocerca volvulus 0.0076 0.1788 1
Plasmodium vivax dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.5243 1
Echinococcus granulosus single minded 2 0.0035 0.0633 0.1044
Mycobacterium ulcerans isopentenyl pyrophosphate isomerase 0.0133 0.3368 0.3273
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0301 0.0417
Echinococcus multilocularis lamin 0.0026 0.0389 0.064
Brugia malayi acetyltransferase, GNAT family protein 0.014 0.3568 0.5877
Leishmania major flap endonuclease-1 (FEN-1), putative 0.0033 0.0572 0.1085
Loa Loa (eye worm) hypothetical protein 0.0017 0.014 0.0232
Brugia malayi Animal haem peroxidase family protein 0.0076 0.1788 0.2901
Loa Loa (eye worm) acetyltransferase 0.014 0.3568 0.5913
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Loa Loa (eye worm) hypothetical protein 0.0228 0.6034 1
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.1842 0.3048
Brugia malayi XPG N-terminal domain containing protein 0.0032 0.0547 0.0828
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Loa Loa (eye worm) hypoxia-induced factor 1 0.0145 0.372 0.6164
Loa Loa (eye worm) animal heme peroxidase 0.0076 0.1788 0.2963
Entamoeba histolytica DNA-repair protein, putative 0.0038 0.0709 0.1329
Echinococcus multilocularis survival motor neuron protein 1 0.0228 0.6034 1
Onchocerca volvulus Dual oxidase homolog 0.0076 0.1788 1
Onchocerca volvulus 0.0076 0.1788 1
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0023 0.0301 0.0164
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 0.5243 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0301 0.0569
Loa Loa (eye worm) hypothetical protein 0.0023 0.0301 0.05
Brugia malayi Zinc finger, C2H2 type family protein 0.0078 0.1842 0.2992
Brugia malayi hypothetical protein 0.0076 0.1788 0.2901
Schistosoma mansoni peroxidasin 0.0076 0.1788 0.2881
Loa Loa (eye worm) hypothetical protein 0.0017 0.014 0.0232
Trypanosoma brucei isopentenyl-diphosphate delta-isomerase (type II) 0.0133 0.3368 0.5985
Brugia malayi hypothetical protein 0.0158 0.406 0.67
Trypanosoma cruzi flap endonuclease-1 (FEN-1), putative 0.0033 0.0572 0.1085
Schistosoma mansoni flap endonuclease-1 0.0027 0.0427 0.0077
Trichomonas vaginalis bromodomain-containing protein, putative 0.0041 0.0811 0.4394
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0301 0.0164
Leishmania major isopentenyl-diphosphate delta-isomerase, putative,isomerase, putative 0.0133 0.3368 0.6421
Schistosoma mansoni dihydroorotate dehydrogenase 0.02 0.5243 1
Onchocerca volvulus 0.0023 0.0301 0.1671
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0301 0.0417
Loa Loa (eye worm) blistered cuticle protein 3 0.0076 0.1788 0.2963
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.1842 1
Mycobacterium ulcerans hypothetical protein 0.0023 0.0301 0.0164
Brugia malayi Animal haem peroxidase family protein 0.0076 0.1788 0.2901
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.1842 1
Echinococcus multilocularis peroxidasin 0.0076 0.1788 0.2959
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.1842 1
Brugia malayi Flap endonuclease-1 0.0033 0.0572 0.0869
Echinococcus multilocularis dihydropyrimidine dehydrogenase (NADP+) 0.0078 0.1842 0.3048
Echinococcus granulosus lamin 0.0026 0.0389 0.064
Schistosoma mansoni hypothetical protein 0.0047 0.0962 0.118
Loa Loa (eye worm) hypothetical protein 0.0038 0.0709 0.1175
Echinococcus granulosus flap endonuclease 1 0.0033 0.0572 0.0943
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.014 0.3568 0.5911
Brugia malayi Animal haem peroxidase family protein 0.0076 0.1788 0.2901
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0023 0.0301 0.0164
Onchocerca volvulus Peroxidase homolog 0.0076 0.1788 1
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0041 0.0811 0.0512
Loa Loa (eye worm) hypothetical protein 0.0158 0.406 0.6729
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Echinococcus granulosus cytoplasmic intermediate filament protein 0.0013 0.0013 0.0017
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0041 0.0811 0.1315
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Plasmodium falciparum DNA repair protein RAD2, putative 0.0038 0.0709 0.1115
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Brugia malayi AMP-binding enzyme family protein 0.0023 0.0301 0.0417
Echinococcus granulosus intermediate filament protein 0.0026 0.0389 0.064
Mycobacterium leprae Probable dihydroorotate dehydrogenase PyrD 0.02 0.5243 0.5242
Brugia malayi bHLH-PAS transcription factor 0.0035 0.0633 0.0971
Echinococcus granulosus histone acetyltransferase KAT2B 0.0041 0.0811 0.1339
Loa Loa (eye worm) hypothetical protein 0.0017 0.014 0.0232
Treponema pallidum hypothetical protein 0.0371 1 0.5
Loa Loa (eye worm) intermediate filament protein 0.0026 0.0389 0.0645
Trichomonas vaginalis flap endonuclease-1, putative 0.0033 0.0572 0.3093
Schistosoma mansoni survival motor neuron protein 0.0047 0.0962 0.118
Mycobacterium ulcerans putative regulatory protein 0.0035 0.0633 0.05
Mycobacterium ulcerans L-lactate dehydrogenase (cytochrome) LldD2 0.0371 1 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.02 0.5243 1
Toxoplasma gondii dihydroorotate dehydrogenase reveal, putative 0.02 0.5243 1
Echinococcus granulosus dihydropyrimidine dehydrogenase NADP 0.0078 0.1842 0.3048
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0023 0.0301 0.0164
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Entamoeba histolytica Flap nuclease, putative 0.0033 0.0572 0.0882
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.0389 0.0645
Plasmodium falciparum flap endonuclease 1 0.0033 0.0572 0.0846
Trypanosoma brucei dihydroorotate dehydrogenase (fumarate) 0.02 0.5243 1
Echinococcus granulosus DNA repair protein complementing XP G cells 0.0038 0.0709 0.117
Loa Loa (eye worm) hypothetical protein 0.0017 0.014 0.0232
Loa Loa (eye worm) animal heme peroxidase 0.0076 0.1788 0.2963
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0023 0.0301 0.019
Toxoplasma gondii XPG N-terminal domain-containing protein 0.0038 0.0709 0.0293
Mycobacterium ulcerans dihydroorotate dehydrogenase 2 0.02 0.5243 0.5176
Trypanosoma cruzi dihydroorotate dehydrogenase, putative 0.0078 0.1842 0.3508
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0023 0.0301 0.019
Brugia malayi hypoxia-induced factor 1 0.0145 0.372 0.6131
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.014 0.3568 0.6549
Mycobacterium tuberculosis Possible L-lactate dehydrogenase (cytochrome) LldD2 0.0371 1 1
Echinococcus granulosus peroxidasin 0.0076 0.1788 0.2959
Schistosoma mansoni xp-G/rad2 DNA repair endonuclease family 0.0038 0.0709 0.0659
Onchocerca volvulus 0.0047 0.0962 0.5374
Wolbachia endosymbiont of Brugia malayi dihydroorotate dehydrogenase 2 0.02 0.5243 0.5
Loa Loa (eye worm) hypothetical protein 0.0017 0.014 0.0232
Echinococcus granulosus lamin dm0 0.0026 0.0389 0.064
Schistosoma mansoni peroxidasin 0.0076 0.1788 0.2881
Onchocerca volvulus 0.0026 0.0389 0.2163
Echinococcus multilocularis DNA repair protein complementing XP G cells 0.0038 0.0709 0.117
Brugia malayi intermediate filament protein 0.0026 0.0389 0.0564
Plasmodium falciparum dihydroorotate dehydrogenase 0.02 0.5243 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0301 0.0569
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0041 0.0811 0.4394
Echinococcus multilocularis cytoplasmic intermediate filament protein 0.0013 0.0013 0.0017
Onchocerca volvulus Chorion peroxidase homolog 0.0076 0.1788 1
Loa Loa (eye worm) animal heme peroxidase 0.0076 0.1788 0.2963
Loa Loa (eye worm) aryl Hydrocarbon receptor Associated protein family member 0.0012 0.0003 0.0005
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0301 0.0164
Leishmania major dihydroorotate dehydrogenase 0.02 0.5243 1
Leishmania major 4-coumarate:coa ligase-like protein 0.0023 0.0301 0.0569
Loa Loa (eye worm) hypothetical protein 0.0026 0.0389 0.0645
Onchocerca volvulus Peroxidase homolog 0.0076 0.1788 1
Giardia lamblia Histone acetyltransferase GCN5 0.0038 0.0715 1
Onchocerca volvulus 0.0076 0.1788 1
Onchocerca volvulus 0.0035 0.0633 0.3528
Mycobacterium ulcerans L-lactate dehydrogenase (cytochrome) LldD1 0.0133 0.3368 0.3273
Schistosoma mansoni single-minded 0.0047 0.0973 0.1204
Brugia malayi Animal haem peroxidase family protein 0.0076 0.1788 0.2901
Plasmodium vivax DNA repair protein RAD2, putative 0.0038 0.0709 0.1115
Brugia malayi Animal haem peroxidase family protein 0.0076 0.1788 0.2901
Entamoeba histolytica dihydropyrimidine dehydrogenase, putative 0.0078 0.1842 0.5023
Loa Loa (eye worm) flap endonuclease-1 0.0033 0.0572 0.0948
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0023 0.0301 0.0164
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.5243 0.8677
Brugia malayi Blistered cuticle protein 3 0.0076 0.1788 0.2901
Trypanosoma cruzi dihydroorotate dehydrogenase (fumarate), putative 0.02 0.5243 1
Echinococcus granulosus survival motor neuron protein 1 0.0228 0.6034 1
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0052 0.0086
Entamoeba histolytica acetyltransferase, GNAT family 0.0038 0.0715 0.135
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0017 0.014 0.0026
Brugia malayi Dihydroorotate dehydrogenase, mitochondrial precursor, putative 0.02 0.5243 0.8677
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Loa Loa (eye worm) animal heme peroxidase 0.0076 0.1788 0.2963
Plasmodium vivax flap endonuclease 1, putative 0.0033 0.0572 0.0846
Trichomonas vaginalis dihydroorotate dehydrogenase, putative 0.0078 0.1842 1
Echinococcus multilocularis transfer RNA-Lys 0.0035 0.0633 0.1044
Mycobacterium ulcerans acyl-CoA synthetase 0.0023 0.0301 0.0164
Entamoeba histolytica isopentenyl-diphosphate delta-isomerase, putative 0.0133 0.3368 1
Loa Loa (eye worm) hypothetical protein 0.0076 0.1788 0.2963
Echinococcus multilocularis musashi 0.0026 0.0389 0.064
Onchocerca volvulus Peroxidasin homolog 0.0076 0.1788 1
Mycobacterium leprae PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE) 0.0023 0.0301 0.0298
Brugia malayi PAS domain containing protein 0.0047 0.0973 0.154
Loa Loa (eye worm) hypothetical protein 0.0023 0.0301 0.05
Echinococcus granulosus histone acetyltransferase KAT2B 0.0136 0.3459 0.5729
Loa Loa (eye worm) hypothetical protein 0.0012 0.0003 0.0005

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 12.1 uM In vitro inhibitory activity against human dihydroorotate dehydrogenase (DHODH) ChEMBL. 9719606
IC50 (binding) = 12.1 uM In vitro inhibitory activity against human dihydroorotate dehydrogenase (DHODH) ChEMBL. 9719606
IC50 (functional) > 50 uM In vitro inhibitory activity against murine antibody response to T-cell independent B-cell antigen TNP-LPS (type I) ChEMBL. 9719606
IC50 (functional) > 50 uM In vitro inhibitory activity against murine antibody response to T-cell independent B-cell antigen TNP-LPS (type I) ChEMBL. 9719606

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.