Detailed information for compound 21126

Basic information

Technical information
  • TDR Targets ID: 21126
  • Name: methyl 5-tert-butyl-3-(naphthalen-1-ylcarbamo ylamino)-1H-pyrrole-2-carboxylate
  • MW: 365.426 | Formula: C21H23N3O3
  • H donors: 3 H acceptors: 2 LogP: 4.97 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)c1[nH]c(cc1NC(=O)Nc1cccc2c1cccc2)C(C)(C)C
  • InChi: 1S/C21H23N3O3/c1-21(2,3)17-12-16(18(24-17)19(25)27-4)23-20(26)22-15-11-7-9-13-8-5-6-10-14(13)15/h5-12,24H,1-4H3,(H2,22,23,26)
  • InChiKey: SYPDTJJRLTXCOA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl 5-tert-butyl-3-(1-naphthylcarbamoylamino)-1H-pyrrole-2-carboxylate
  • 5-tert-butyl-3-[[(1-naphthalenylamino)-oxomethyl]amino]-1H-pyrrole-2-carboxylic acid methyl ester
  • 5-tert-butyl-3-(1-naphthylcarbamoylamino)-1H-pyrrole-2-carboxylic acid methyl ester
  • 5-tert-butyl-3-[[(1-naphthylamino)-oxomethyl]amino]-1H-pyrrole-2-carboxylic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens mitogen-activated protein kinase 14 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Leishmania infantum mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania mexicana mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
Schistosoma japonicum ko:K04441 p38 MAP kinase, putative Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma cruzi mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Candida albicans MAP kinase involved in osmoregulation Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania braziliensis mitogen-activated protein kinase 3, putative,map kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma brucei gambiense mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 11 Get druggable targets OG5_128610 All targets in OG5_128610
Leishmania donovani mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma cruzi mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus granulosus mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase Get druggable targets OG5_128610 All targets in OG5_128610
Candida albicans MAP kinase involved in osmoregulation Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma brucei mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
Brugia malayi P38 map kinase family protein 2 Get druggable targets OG5_128610 All targets in OG5_128610
Echinococcus multilocularis mitogen activated protein kinase 14 Get druggable targets OG5_128610 All targets in OG5_128610
Trypanosoma congolense mitogen-activated protein kinase 3, putative Get druggable targets OG5_128610 All targets in OG5_128610
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 mitogen-activated protein kinase 14 360 aa 336 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.009 0.0974 0.2574
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Treponema pallidum penicillin-binding protein (pbp-2) 0.0396 0.5611 0.5611
Mycobacterium ulcerans DNA polymerase IV 0.0044 0.0288 0.0289
Chlamydia trachomatis transglycolase/transpeptidase 0.0386 0.5464 0.5464
Trichomonas vaginalis set domain proteins, putative 0.0255 0.348 0.5995
Brugia malayi Pre-SET motif family protein 0.0224 0.3011 0.7321
Brugia malayi polk-prov protein 0.0033 0.0125 0.0051
Echinococcus multilocularis mitogen activated protein kinase 11 0.0152 0.1919 1
Treponema pallidum penicillin-binding protein (pbp-1) 0.0686 1 1
Echinococcus granulosus L aminoadipate semialdehyde 0.009 0.0974 0.4841
Mycobacterium tuberculosis Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase 0.0131 0.1604 0.2915
Mycobacterium tuberculosis Probable penicillin-binding membrane protein PbpB 0.0245 0.333 0.6054
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0062 0.0554 0.2473
Mycobacterium tuberculosis Probable penicillin-binding protein PbpA 0.0389 0.5501 1
Schistosoma mansoni glutaminase 0.0295 0.4074 1
Trypanosoma brucei DNA polymerase IV, putative 0.0044 0.0288 0.1502
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0032 0.0105 1
Mycobacterium leprae PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN 0.0265 0.3627 0.6463
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0058 0.0491 0.0971
Treponema pallidum penicillin-binding protein (pbp-3) 0.0684 0.9962 0.9962
Echinococcus multilocularis transcription factor Dp 1 0.0041 0.0242 0.0751
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0071 0.0695 0.1485
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase 0.0152 0.1919 0.4569
Echinococcus multilocularis dna polymerase kappa 0.0044 0.0288 0.1008
Plasmodium vivax SET domain protein, putative 0.0032 0.0105 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0315 0.4382 1
Mycobacterium leprae Probable penicillin-binding protein PbpA 0.0389 0.5501 0.9803
Mycobacterium ulcerans penicillin-binding protein PbpA 0.0389 0.5501 0.5522
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trypanosoma brucei unspecified product 0.0037 0.0181 0.0942
Echinococcus multilocularis mitogen activated protein kinase 14 0.0152 0.1919 1
Echinococcus granulosus transcription factor Dp 1 0.0041 0.0242 0.0842
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0154 0.1946 0.3537
Treponema pallidum fructose-bisphosphate aldolase 0.0315 0.4382 0.4382
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0315 0.4382 1
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0062 0.0554 0.113
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0127 0.1541 0.7938
Giardia lamblia Fructose-bisphosphate aldolase 0.0315 0.4382 0.5
Brugia malayi glutaminase DH11.1 0.0295 0.4074 1
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0071 0.0695 0.2494
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0062 0.0554 0.2547
Echinococcus multilocularis L aminoadipate semialdehyde 0.009 0.0974 0.479
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0062 0.0554 0.0556
Mycobacterium ulcerans bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 0.0265 0.3627 0.364
Trypanosoma brucei mitogen-activated protein kinase 3, putative 0.0152 0.1919 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.0105 0.0098
Schistosoma mansoni lipoxygenase 0.0089 0.0963 0.216
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0127 0.1541 0.7918
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0152 0.1919 1
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0154 0.1946 0.3468
Loa Loa (eye worm) hypothetical protein 0.009 0.0974 0.2188
Trypanosoma brucei DNA polymerase kappa, putative 0.0033 0.0125 0.0654
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0071 0.0695 0.3621
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative 0.0152 0.1919 1
Mycobacterium tuberculosis Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen 0.0265 0.3627 0.6592
Mycobacterium ulcerans bifunctional penicillin-binding protein 1A/1B PonA1 0.0396 0.5611 0.5632
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Mycobacterium leprae POSSIBLE PENICILLIN-BINDING LIPOPROTEIN 0.0141 0.1752 0.3122
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.0686 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0062 0.0554 0.113
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0071 0.0695 0.325
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Mycobacterium ulcerans penicillin-binding membrane protein PbpB 0.0684 0.9962 1
Echinococcus multilocularis mitogen activated protein kinase 11 0.0152 0.1919 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.0152 0.1919 1
Trichomonas vaginalis conserved hypothetical protein 0.0396 0.5611 1
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0071 0.0695 0.1485
Mycobacterium ulcerans glutaminase 0.0295 0.4074 0.409
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0062 0.0554 0.2887
Mycobacterium ulcerans penicillin-binding lipoprotein 0.0141 0.1752 0.1759
Echinococcus granulosus mitogen activated protein kinase 11 0.0152 0.1919 1
Trypanosoma brucei DNA polymerase IV, putative 0.0044 0.0288 0.1502
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0224 0.3011 0.7321
Trypanosoma brucei DNA polymerase IV, putative 0.0037 0.0181 0.0942
Plasmodium falciparum holo-[acyl-carrier-protein] synthase, putative 0.0025 0 0.5
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0071 0.0695 0.1485
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0154 0.1946 0.1953
Trichomonas vaginalis glutaminase, putative 0.0295 0.4074 0.7113
Loa Loa (eye worm) glutaminase 2 0.0295 0.4074 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.009 0.0974 0.2188
Mycobacterium leprae PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE 0.0396 0.5611 1
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0071 0.0695 0.3316
Brugia malayi P38 map kinase family protein 2 0.0152 0.1919 0.4569
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0062 0.0554 0.1007
Mycobacterium tuberculosis Possible penicillin-binding lipoprotein 0.0141 0.1752 0.3185
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4382 0.7691
Mycobacterium ulcerans DNA polymerase IV 0.0044 0.0288 0.0289
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0071 0.0695 0.1585
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0071 0.0695 0.3621
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.009 0.0974 0.2188
Echinococcus multilocularis mitogen activated protein kinase 14 0.0152 0.1919 1
Loa Loa (eye worm) hypothetical protein 0.0033 0.0125 0.0051
Schistosoma mansoni lipoxygenase 0.0127 0.1541 0.3617
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0062 0.0554 0.0556
Mycobacterium leprae Probable penicillin-binding membrane protein PbpB 0.0245 0.333 0.5935
Onchocerca volvulus 0.0255 0.348 1
Loa Loa (eye worm) glutaminase 0.0295 0.4074 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0044 0.0288 0.1502
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0071 0.0695 0.2494
Echinococcus granulosus mitogen activated protein kinase 14 0.0152 0.1919 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0033 0.0125 0.0654
Echinococcus granulosus dna polymerase kappa 0.0044 0.0288 0.1096

Activities

Activity type Activity value Assay description Source Reference
clogP = 5.3 Calculated partition coefficient (clogP) ChEMBL. 11140741
IC50 (binding) = 12 nM In vitro inhibition of mitogen-activated protein kinase p38 alpha 2 derived from E. coli ChEMBL. 11140741
IC50 (binding) = 12 nM In vitro inhibition of mitogen-activated protein kinase p38 alpha 2 derived from E. coli ChEMBL. 11140741
IC50 (functional) = 309 nM Inhibition of IL-6 production by SW1353 cells treated with both cytokines IL-1 and TNF-alpha. ChEMBL. 11140741
IC50 (functional) = 309 nM Inhibition of IL-6 production by SW1353 cells treated with both cytokines IL-1 and TNF-alpha. ChEMBL. 11140741

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 11140741

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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