Detailed information for compound 259392

Basic information

Technical information
  • TDR Targets ID: 259392
  • Name: (Z)-N,N-dibutyl-2-phenyl-3-pyrrolidin-2-ylpro p-2-enamide
  • MW: 328.492 | Formula: C21H32N2O
  • H donors: 1 H acceptors: 1 LogP: 4.21 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCN(C(=O)/C(=C\C1CCCN1)/c1ccccc1)CCCC
  • InChi: 1S/C21H32N2O/c1-3-5-15-23(16-6-4-2)21(24)20(17-19-13-10-14-22-19)18-11-8-7-9-12-18/h7-9,11-12,17,19,22H,3-6,10,13-16H2,1-2H3/b20-17-
  • InChiKey: HBTSQQJNGHWRJH-JZJYNLBNSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (Z)-N,N-dibutyl-2-phenyl-3-pyrrolidin-2-yl-prop-2-enamide
  • (Z)-N,N-dibutyl-2-phenyl-3-(2-pyrrolidinyl)-2-propenamide
  • (Z)-N,N-dibutyl-2-phenyl-3-pyrrolidin-2-yl-acrylamide
  • (Z)-N,N-dibutyl-2-phenyl-3-(2-pyrrolidinyl)prop-2-enamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate NMDA receptor Starlite/ChEMBL References

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
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0069 0.0695 0.1485
Echinococcus granulosus nmda type glutamate receptor 0.0032 0.0119 0.0219
Mycobacterium leprae PROBABLE BIFUNCTIONAL PENICILLIN-BINDING PROTEIN 1A/1B PONA1 (MUREIN POLYMERASE) (PBP1): PENICILLIN-INSENSITIVE TRANSGLYCOSYLASE 0.0383 0.5611 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0304 0.4382 1
Chlamydia trachomatis transglycolase/transpeptidase 0.0373 0.5464 0.5464
Loa Loa (eye worm) hypothetical protein 0.0032 0.0125 0.0051
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0217 0.3011 0.7321
Trichomonas vaginalis set domain proteins, putative 0.0246 0.348 0.5995
Wolbachia endosymbiont of Brugia malayi cell division protein FtsI 0.0663 1 1
Mycobacterium tuberculosis Possible penicillin-binding lipoprotein 0.0136 0.1752 0.3185
Mycobacterium tuberculosis Probable penicillin-binding membrane protein PbpB 0.0237 0.333 0.6054
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0069 0.0695 0.4105
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0069 0.0695 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Mycobacterium tuberculosis Probable penicillin-binding protein PbpA 0.0376 0.5501 1
Echinococcus multilocularis transcription factor Dp 1 0.004 0.0242 0.0949
Mycobacterium ulcerans bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 0.0256 0.3627 0.364
Schistosoma mansoni glutaminase 0.0284 0.4074 1
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.006 0.0554 0.113
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0031 0.0105 1
Echinococcus granulosus transcription factor Dp 1 0.004 0.0242 0.106
Loa Loa (eye worm) hypothetical protein 0.0087 0.0974 0.2188
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Mycobacterium ulcerans penicillin-binding membrane protein PbpB 0.066 0.9962 1
Mycobacterium ulcerans penicillin-binding protein PbpA 0.0376 0.5501 0.5522
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Mycobacterium leprae Probable penicillin-binding protein PbpA 0.0376 0.5501 0.9803
Schistosoma mansoni lipoxygenase 0.0123 0.1541 0.3617
Plasmodium falciparum holo-[acyl-carrier-protein] synthase, putative 0.0024 0 0.5
Trypanosoma brucei DNA polymerase kappa, putative 0.0032 0.0125 0.1806
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0149 0.1946 0.3468
Plasmodium vivax SET domain protein, putative 0.0031 0.0105 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Mycobacterium ulcerans DNA polymerase IV 0.0043 0.0288 0.0289
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.006 0.0554 0.0556
Echinococcus multilocularis dna polymerase kappa 0.0043 0.0288 0.1273
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0069 0.0695 0.4178
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0069 0.0695 0.1485
Brugia malayi glutaminase DH11.1 0.0284 0.4074 1
Giardia lamblia Fructose-bisphosphate aldolase 0.0304 0.4382 0.5
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0123 0.1541 1
Mycobacterium tuberculosis Probable bifunctional membrane-associated penicillin-binding protein 1A/1B PonA2 (murein polymerase) [includes: penicillin-insen 0.0256 0.3627 0.6592
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0069 0.0695 1
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.006 0.0554 0.3124
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0069 0.0695 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Echinococcus multilocularis L aminoadipate semialdehyde 0.0087 0.0974 0.605
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0149 0.1946 0.3537
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.006 0.0554 0.113
Trypanosoma brucei DNA polymerase IV, putative 0.0036 0.0181 0.26
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0069 0.0695 1
Treponema pallidum penicillin-binding protein (pbp-1) 0.0663 1 1
Treponema pallidum fructose-bisphosphate aldolase 0.0304 0.4382 0.4382
Treponema pallidum penicillin-binding protein (pbp-2) 0.0383 0.5611 0.5611
Mycobacterium leprae PROBABLE BIFUNCTIONAL MEMBRANE-ASSOCIATED PENICILLIN-BINDING PROTEIN 1A/1B PONA2 (MUREIN POLYMERASE) [INCLUDES: PENICILLIN-INSEN 0.0256 0.3627 0.6463
Onchocerca volvulus 0.0087 0.0974 0.2574
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Trypanosoma brucei DNA polymerase IV, putative 0.0043 0.0288 0.4148
Echinococcus granulosus histone lysine methyltransferase setb 0.0031 0.0105 0.0123
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0304 0.4382 1
Trichomonas vaginalis conserved hypothetical protein 0.0383 0.5611 1
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0087 0.0974 0.2188
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.006 0.0554 0.1007
Loa Loa (eye worm) glutaminase 0.0284 0.4074 1
Echinococcus multilocularis nmda type glutamate receptor 0.0032 0.0119 0.0098
Treponema pallidum penicillin-binding protein (pbp-3) 0.066 0.9962 0.9962
Trypanosoma brucei DNA polymerase kappa, putative 0.0032 0.0125 0.1806
Mycobacterium ulcerans penicillin-binding lipoprotein 0.0136 0.1752 0.1759
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Echinococcus granulosus dna polymerase kappa 0.0043 0.0288 0.138
Brugia malayi Pre-SET motif family protein 0.0217 0.3011 0.7321
Echinococcus granulosus L aminoadipate semialdehyde 0.0087 0.0974 0.6098
Trypanosoma brucei unspecified product 0.0036 0.0181 0.26
Mycobacterium leprae POSSIBLE PENICILLIN-BINDING LIPOPROTEIN 0.0136 0.1752 0.3122
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.006 0.0554 0.0556
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0149 0.1946 0.1953
Trichomonas vaginalis glutaminase, putative 0.0284 0.4074 0.7113
Loa Loa (eye worm) glutaminase 2 0.0284 0.4074 1
Trypanosoma brucei DNA polymerase IV, putative 0.0043 0.0288 0.4148
Mycobacterium tuberculosis Probable bifunctional penicillin-binding protein 1A/1B PonA1 (murein polymerase) (PBP1): penicillin-insensitive transglycosylase 0.0127 0.1604 0.2915
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Mycobacterium ulcerans bifunctional penicillin-binding protein 1A/1B PonA1 0.0383 0.5611 0.5632
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.006 0.0554 0.7972
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0304 0.4382 0.7691
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.006 0.0554 0.3208
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0032 0.0119 0.0098
Schistosoma mansoni lipoxygenase 0.0086 0.0963 0.216
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0087 0.0974 0.2188
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0069 0.0695 0.1485
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0069 0.0695 0.1585
Mycobacterium leprae Probable penicillin-binding membrane protein PbpB 0.0237 0.333 0.5935
Mycobacterium ulcerans DNA polymerase IV 0.0043 0.0288 0.0289
Onchocerca volvulus 0.0246 0.348 1
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0123 0.1541 1
Brugia malayi polk-prov protein 0.0032 0.0125 0.0051
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0056 0.0491 0.0971
Mycobacterium ulcerans glutaminase 0.0284 0.4074 0.409
Trypanosoma brucei DNA polymerase kappa, putative 0.0043 0.0288 0.4148

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 4.2 uM Binding affinity for N-methyl-D-aspartate glutamate receptor of cerebral cortical synaptic membranes from rats using [3H]-MK-801 as radioligand ChEMBL. 14640541
IC50 (binding) = 4.2 uM Binding affinity for N-methyl-D-aspartate glutamate receptor of cerebral cortical synaptic membranes from rats using [3H]-MK-801 as radioligand ChEMBL. 14640541

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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