Detailed information for compound 608208

Basic information

Technical information
  • TDR Targets ID: 608208
  • Name: N-butyl-2-[(1-phenyl-5-pyrrol-1-ylpyrazol-4-y l)methylsulfanyl]acetamide
  • MW: 368.496 | Formula: C20H24N4OS
  • H donors: 1 H acceptors: 2 LogP: 3.67 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCNC(=O)CSCc1cnn(c1n1cccc1)c1ccccc1
  • InChi: 1S/C20H24N4OS/c1-2-3-11-21-19(25)16-26-15-17-14-22-24(18-9-5-4-6-10-18)20(17)23-12-7-8-13-23/h4-10,12-14H,2-3,11,15-16H2,1H3,(H,21,25)
  • InChiKey: IJAZKXMEEOKNET-UHFFFAOYSA-N  

Network

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Synonyms

  • N-butyl-2-[(1-phenyl-5-pyrrol-1-yl-pyrazol-4-yl)methylsulfanyl]acetamide
  • N-butyl-2-[[1-phenyl-5-(1-pyrrolyl)-4-pyrazolyl]methylthio]acetamide
  • N-butyl-2-[(1-phenyl-5-pyrrol-1-yl-pyrazol-4-yl)methylthio]acetamide
  • N-butyl-2-[(1-phenyl-5-pyrrol-1-yl-pyrazol-4-yl)methylsulfanyl]ethanamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Trichomonas vaginalis AGC family protein kinase 0.0055984 0.118496 1
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.00106098 0.00214518 0.5
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.00106098 0.00214518 0.5
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.00106098 0.00214518 0.5
Schistosoma mansoni hypothetical protein 0.00175833 0.020027 0.0501108
Echinococcus granulosus proto oncogene serine:threonine protein kinase 0.0149772 0.358991 0.68345
Echinococcus granulosus protein kinase shaggy 0.0047907 0.0977843 0.186163
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.00106098 0.00214518 0.5
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.00106098 0.00214518 0.5
Echinococcus granulosus cytochrome P450 2K1 0.00106098 0.00214518 0.00408402
Echinococcus multilocularis epidermal growth factor receptor 0.0146257 0.349978 0.664922
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.0047907 0.0977843 0.182825
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.00106098 0.00214518 0.5
Brugia malayi Protein kinase domain 0.00195133 0.024976 0.0228799
Echinococcus granulosus insulin growth factor 1 receptor beta 0.00482179 0.0985814 0.18768
Mycobacterium leprae Conserved hypothetical protein 0.00106098 0.00214518 0.5
Onchocerca volvulus Serine\/threonine protein kinase homolog 0.0149772 0.358991 1
Echinococcus multilocularis roundabout 2 0.00142147 0.0113891 0.0176708
Schistosoma mansoni protein kinase 0.00195133 0.024976 0.0639795
Loa Loa (eye worm) hypothetical protein 0.00119192 0.00550275 0.00336479
Echinococcus multilocularis insulin receptor 0.00482179 0.0985814 0.184349
Schistosoma mansoni wiskott-aldrich syndrome protein 0.00175833 0.020027 0.0501108
Entamoeba histolytica protein kinase, putative 0.00195133 0.024976 0.0502594
Giardia lamblia Kinase, CMGC GSK 0.0047907 0.0977843 0.778534
Entamoeba histolytica p21-activated kinase 0.00195133 0.024976 0.0502594
Echinococcus granulosus rho-associated protein kinase 1 0.0121038 0.28531 0.543175
Schistosoma mansoni hypothetical protein 0.00175833 0.020027 0.0501108
Schistosoma mansoni serine/threonine protein kinase 0.0149772 0.358991 1
Echinococcus granulosus glycogen synthase kinase 3 beta 0.0047907 0.0977843 0.186163
Entamoeba histolytica protein kinase, putative 0.00195133 0.024976 0.0502594
Entamoeba histolytica protein kinase , putative 0.0055984 0.118496 1
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.00106098 0.00214518 0.5
Plasmodium falciparum serine/threonine protein kinase, putative 0.0055984 0.118496 1
Loa Loa (eye worm) hypothetical protein 0.00175833 0.020027 0.0179203
Brugia malayi serine/threonine kinase 12 0.0055984 0.118496 0.116601
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0148247 0.355081 0.353695
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.00106098 0.00214518 0.5
Onchocerca volvulus 0.0133333 0.316838 0.838624
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.00106098 0.00214518 0.5
Schistosoma mansoni tyrosine kinase 0.00765957 0.171349 0.474166
Schistosoma mansoni tyrosine kinase 0.00765957 0.171349 0.474166
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.00106098 0.00214518 0.5
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.00119192 0.00550275 0.0104762
Brugia malayi Protein kinase domain containing protein 0.0149772 0.358991 0.357613
Schistosoma mansoni protein kinase 0.0055984 0.118496 0.326053
Echinococcus multilocularis 0.00445957 0.0892933 0.166594
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.00106098 0.00214518 0.5
Entamoeba histolytica protein kinase domain containing protein 0.0055984 0.118496 1
Trypanosoma brucei protein kinase, putative 0.0047907 0.0977843 0.821991
Toxoplasma gondii cell-cycle-associated protein kinase GSK, putative 0.0047907 0.0977843 0.821991
Trichomonas vaginalis STE family protein kinase 0.00195133 0.024976 0.0502594
Brugia malayi serine/threonine-protein kinase 6 0.0055984 0.118496 0.116601
Echinococcus granulosus p21 activated protein kinase 1 Dpak1 0.00195133 0.024976 0.0475495
Schistosoma mansoni tyrosine kinase 0.00765957 0.171349 0.474166
Onchocerca volvulus Tyrosine kinase homolog 0.0138624 0.330404 0.890558
Echinococcus multilocularis neuroglian 0.00112843 0.00387484 0.00330644
Leishmania major protein kinase, putative 0.0055984 0.118496 1
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.00106098 0.00214518 0.5
Loa Loa (eye worm) AUR protein kinase 0.0055984 0.118496 0.116601
Echinococcus granulosus roundabout 2 0.00142147 0.0113891 0.0216827
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.00106098 0.00214518 0.5
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0149772 0.358991 0.357613
Echinococcus multilocularis proto oncogene serine:threonine protein kinase 0.0149772 0.358991 0.682151
Loa Loa (eye worm) hypothetical protein 0.00142147 0.0113891 0.0092638
Trichomonas vaginalis STE family protein kinase 0.00195133 0.024976 0.0502594
Loa Loa (eye worm) STE/STE20/PAKB protein kinase 0.0232198 0.570351 0.569427
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.00106098 0.00214518 0.5
Toxoplasma gondii aurora kinase 0.0055984 0.118496 1
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.00106098 0.00214518 0.5
Echinococcus multilocularis PAK box P21 Rho binding 0.00195133 0.024976 0.0436437
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.00106098 0.00214518 0.5
Brugia malayi Serine/threonine-protein kinase Pim-3 0.0149772 0.358991 0.357613
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.00106098 0.00214518 0.5
Plasmodium vivax serine/threonine protein kinase 6, putative 0.0055984 0.118496 1
Schistosoma mansoni protein kinase 0.00195133 0.024976 0.0639795
Loa Loa (eye worm) TK/INSR protein kinase 0.00482179 0.0985814 0.0966436
Echinococcus granulosus neuroglian 0.00112843 0.00387484 0.00737696
Schistosoma mansoni protein kinase 0.00195133 0.024976 0.0639795
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0055984 0.118496 1
Echinococcus granulosus twitchin 0.00132143 0.00882383 0.0167989
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.00106098 0.00214518 0.5
Echinococcus granulosus epidermal growth factor receptor 0.0146257 0.349978 0.666291
Trichomonas vaginalis AGC family protein kinase 0.0055984 0.118496 1
Schistosoma mansoni tyrosine kinase 0.00482179 0.0985814 0.270247
Leishmania major glycogen synthase kinase, putative;with=GeneDB:LinJ18_V3.0270 0.0047907 0.0977843 0.821991
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.00106098 0.00214518 0.5
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0055984 0.118496 0.225593
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.00106098 0.00214518 0.5
Schistosoma mansoni tyrosine kinase 0.00795904 0.179028 0.495685
Schistosoma mansoni serine/threonine protein kinase 0.0020578 0.0277062 0.0716304
Trypanosoma brucei aurora B kinase 0.0055984 0.118496 1
Trichomonas vaginalis STE family protein kinase 0.00195133 0.024976 0.0502594
Entamoeba histolytica protein kinase, putative 0.0047907 0.0977843 0.789664
Echinococcus granulosus serine:threonine protein kinase PAK 4 0.0214615 0.525263 1
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.00106098 0.00214518 0.5
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.00795904 0.179028 0.340836
Schistosoma mansoni serine/threonine protein kinase 0.0121038 0.28531 0.793521
Brugia malayi Protein kinase domain containing protein 0.00482179 0.0985814 0.0966436
Echinococcus multilocularis PAK box P21 Rho binding 0.00175833 0.020027 0.0341831
Entamoeba histolytica protein kinase domain containing protein 0.0047907 0.0977843 0.789664
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.00195133 0.024976 0.0436437
Echinococcus granulosus epidermal growth factor receptor 0.00795904 0.179028 0.340836
Echinococcus multilocularis neural Wiskott Aldrich syndrome protein 0.00175833 0.020027 0.0341831
Brugia malayi P21-Rho-binding domain containing protein 0.00175833 0.020027 0.0179203
Trichomonas vaginalis CMGC family protein kinase 0.0047907 0.0977843 0.789664
Trichomonas vaginalis STE family protein kinase 0.00195133 0.024976 0.0502594
Echinococcus granulosus neural Wiskott Aldrich syndrome protein 0.00175833 0.020027 0.0381275
Brugia malayi serine/threonine protein kinase 6 0.0055984 0.118496 0.116601
Echinococcus multilocularis p21 activated protein kinase 1 Dpak1 0.00195133 0.024976 0.0436437
Schistosoma mansoni tyrosine kinase 0.00482179 0.0985814 0.270247
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.00195133 0.024976 0.0436437
Entamoeba histolytica protein kinase, putative 0.0055984 0.118496 1
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.00106098 0.00214518 0.5
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0055984 0.118496 1
Schistosoma mansoni serine/threonine protein kinase 0.0055984 0.118496 0.326053
Giardia lamblia Aurora kinase 0.0055984 0.118496 1
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.0047907 0.0977843 0.268013
Loa Loa (eye worm) TK/EGFR protein kinase 0.0146257 0.349978 0.34858
Trichomonas vaginalis AGC family protein kinase 0.0055984 0.118496 1
Loa Loa (eye worm) P21-Rho-binding domain-containing protein 0.00175833 0.020027 0.0179203
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.00106098 0.00214518 0.5
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.00106098 0.00214518 0.5
Trichomonas vaginalis CMGC family protein kinase 0.0047907 0.0977843 0.789664
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0149772 0.358991 0.357613
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0047907 0.0977843 0.0958448
Echinococcus multilocularis epidermal growth factor receptor 0.00795904 0.179028 0.338132
Trypanosoma cruzi aurora B kinase, putative 0.0055984 0.118496 1
Echinococcus granulosus insulin receptor 0.00482179 0.0985814 0.18768
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.00195133 0.024976 0.0475495
Schistosoma mansoni tyrosine kinase 0.00795904 0.179028 0.495685
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.00482179 0.0985814 0.184349
Trichomonas vaginalis STE family protein kinase 0.00195133 0.024976 0.0502594
Loa Loa (eye worm) AUR protein kinase 0.0055984 0.118496 0.116601
Echinococcus multilocularis aurora kinase A 0.0055984 0.118496 0.222418
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.00106098 0.00214518 0.5
Brugia malayi WH1 domain containing protein 0.00175833 0.020027 0.0179203
Echinococcus granulosus PAK box P21 Rho binding 0.00175833 0.020027 0.0381275
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.00106098 0.00214518 0.5
Brugia malayi Immunoglobulin I-set domain containing protein 0.0148247 0.355081 0.353695
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.00106098 0.00214518 0.5
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.00106098 0.00214518 0.5
Brugia malayi P21-Rho-binding domain containing protein 0.00175833 0.020027 0.0179203
Echinococcus multilocularis protein kinase shaggy 0.0047907 0.0977843 0.182825
Schistosoma mansoni nephrin 0.00112843 0.00387484 0.00484708
Loa Loa (eye worm) AGC/DMPK/ROCK protein kinase 0.0399752 1 1
Trypanosoma cruzi glycogen synthase kinase 3, putative 0.0047907 0.0977843 0.821991
Brugia malayi Protein kinase domain containing protein 0.0399752 1 1
Onchocerca volvulus 0.0121038 0.28531 0.71792
Loa Loa (eye worm) hypothetical protein 0.00142147 0.0113891 0.0092638
Brugia malayi serine/threonine-protein kinase PAK 7 0.0232198 0.570351 0.569427
Echinococcus multilocularis serine:threonine protein kinase PAK 4 0.0214615 0.525263 1
Schistosoma mansoni cell adhesion molecule 0.00119192 0.00550275 0.00940903
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.00106098 0.00214518 0.5
Entamoeba histolytica protein kinase, putative 0.00195133 0.024976 0.0502594
Echinococcus granulosus 3'partial|serine:threonine protein kinase PAK 2 0.00175833 0.020027 0.0381275
Entamoeba histolytica protein kinase, putative 0.0055984 0.118496 1
Trichomonas vaginalis AGC family protein kinase 0.0055984 0.118496 1
Schistosoma mansoni tyrosine kinase 0.0020578 0.0277062 0.0716304
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.00106098 0.00214518 0.5
Echinococcus multilocularis rho associated protein kinase 0.0121038 0.28531 0.541302
Mycobacterium leprae putative cytochrome p450 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.00106098 0.00214518 0.5
Entamoeba histolytica protein kinase, putative 0.00195133 0.024976 0.0502594
Brugia malayi Furin-like cysteine rich region family protein 0.0146257 0.349978 0.34858
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0055984 0.118496 1
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0047907 0.0977843 0.0958448
Schistosoma mansoni protein kinase 0.00175833 0.020027 0.0501108
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.00106098 0.00214518 0.5
Loa Loa (eye worm) AUR protein kinase 0.0055984 0.118496 0.116601
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.00106098 0.00214518 0.5
Brugia malayi intracellular kinase 0.0047907 0.0977843 0.0958448
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.00106098 0.00214518 0.5
Schistosoma mansoni hypothetical protein 0.00175833 0.020027 0.0501108
Schistosoma mansoni tyrosine kinase 0.0146257 0.349978 0.974743
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0055984 0.118496 0.222418
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.00195133 0.024976 0.0475495
Giardia lamblia Kinase, CMGC GSK 0.0047907 0.0977843 0.778534
Entamoeba histolytica protein kinase domain containing protein 0.0047907 0.0977843 0.789664
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.00106098 0.00214518 0.5
Onchocerca volvulus 0.0119108 0.280361 0.698974
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.00106098 0.00214518 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.00106098 0.00214518 0.5
Echinococcus granulosus aurora kinase A 0.0055984 0.118496 0.225593

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 100 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 100 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 0.2531 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.2531 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 0.257 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 0.257 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) 0.5056 uM ST_JUDE: Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
EC50 (functional) = 0.51 uM Plasmodium falciparum 3D7 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) = 4.06 uM Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye Saint Jude. 20485428
EC50 (functional) 4.0622 uM ST_JUDE: Plasmodium falciparum K1 EC50 (uM) as measured by SYBR green dye ChEMBL. 20485428
IFI promiscuity index = 0.02439 IFI promiscuity index Novartis-GNF Malaria Box. No reference
Percent growth inhibition (functional) = 99.1 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by YOYO-3 red dye Saint Jude. 20485428
Percent growth inhibition (functional) = 112.3 % Plasmodium falciparum 3D7 % growth inhibition at 7uM as measured by SYBR green dye Saint Jude. 20485428

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 18579783

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

No literature references available for this target.

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