Detailed information for compound 157440

Basic information

Technical information
  • TDR Targets ID: 157440
  • Name: 6-bromo-N-[(1-butylpiperidin-4-yl)methyl]-7-n itro-1H-benzimidazole-4-carboxamide
  • MW: 438.319 | Formula: C18H24BrN5O3
  • H donors: 2 H acceptors: 4 LogP: 3.32 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCN1CCC(CC1)CNC(=O)c1cc(Br)c(c2c1nc[nH]2)[N+](=O)[O-]
  • InChi: 1S/C18H24BrN5O3/c1-2-3-6-23-7-4-12(5-8-23)10-20-18(25)13-9-14(19)17(24(26)27)16-15(13)21-11-22-16/h9,11-12H,2-8,10H2,1H3,(H,20,25)(H,21,22)
  • InChiKey: UMAWCBMYNRCHPP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-bromo-N-[(1-butyl-4-piperidyl)methyl]-7-nitro-1H-benzimidazole-4-carboxamide
  • 6-bromo-N-[(1-butyl-4-piperidinyl)methyl]-7-nitro-1H-benzimidazole-4-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Serotonin 4 (5-HT4) receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Get druggable targets OG5_133042 All targets in OG5_133042
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis allatostatin A receptor Serotonin 4 (5-HT4) receptor   406 aa 331 aa 26.0 %
Onchocerca volvulus Serotonin 4 (5-HT4) receptor   406 aa 386 aa 22.8 %
Echinococcus granulosus allatostatin A receptor Serotonin 4 (5-HT4) receptor   406 aa 345 aa 25.2 %
Echinococcus granulosus orexin receptor type 2 Serotonin 4 (5-HT4) receptor   406 aa 445 aa 22.2 %
Brugia malayi Serotonin/octopamine receptor family protein 7 Serotonin 4 (5-HT4) receptor   406 aa 390 aa 27.9 %
Echinococcus granulosus thyrotropin releasing hormone receptor Serotonin 4 (5-HT4) receptor   406 aa 351 aa 22.2 %
Loa Loa (eye worm) hypothetical protein Serotonin 4 (5-HT4) receptor   406 aa 384 aa 22.4 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Serotonin 4 (5-HT4) receptor   406 aa 352 aa 21.3 %
Schistosoma mansoni biogenic amine (5HT) receptor Serotonin 4 (5-HT4) receptor   406 aa 385 aa 31.7 %
Onchocerca volvulus Serotonin 4 (5-HT4) receptor   406 aa 387 aa 30.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 4 (5-HT4) receptor   406 aa 384 aa 33.3 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Serotonin 4 (5-HT4) receptor   406 aa 348 aa 30.7 %
Onchocerca volvulus Serotonin 4 (5-HT4) receptor   406 aa 346 aa 23.1 %
Onchocerca volvulus Serotonin 4 (5-HT4) receptor   406 aa 336 aa 24.1 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Serotonin 4 (5-HT4) receptor   406 aa 407 aa 25.1 %
Onchocerca volvulus Phospholipase d-related homolog Serotonin 4 (5-HT4) receptor   406 aa 389 aa 19.3 %
Echinococcus multilocularis orexin receptor type 2 Serotonin 4 (5-HT4) receptor   406 aa 445 aa 22.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Brugia malayi Cathepsin L-like precursor 0.0015 0.3182 0.3182
Loa Loa (eye worm) ctsf protein 0.0022 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0022 1 1
Loa Loa (eye worm) cysteine protease 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Brugia malayi Cathepsin L-like precursor 0.0022 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0022 1 1
Onchocerca volvulus 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Echinococcus granulosus cathepsin l1 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Brugia malayi Cathepsin L-like cysteine proteinase 0.0015 0.3182 0.3182
Entamoeba histolytica cysteine proteinase, putative 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Echinococcus granulosus cathepsin l1 0.0015 0.3182 0.3182
Brugia malayi Cathepsin L-like precursor 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0022 1 1
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Leishmania major cysteine peptidase A (CPA) 0.0022 1 0.5
Brugia malayi Cathepsin L-like precursor 0.0015 0.3182 0.3182
Echinococcus multilocularis cysteine protease 0.0022 1 1
Schistosoma mansoni cathepsin F (C01 family) 0.0022 1 1
Trypanosoma cruzi cruzipain precursor, putative 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0015 0.3182 0.3182
Entamoeba histolytica cysteine protease, putative 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Schistosoma mansoni cathepsin F (C01 family) 0.0015 0.3182 0.3182
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0022 1 1
Echinococcus granulosus cathepsin L cysteine proteinase 0.0022 1 1
Brugia malayi Cathepsin L-like precursor 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0022 1 1
Toxoplasma gondii cathepsin CPL 0.0022 1 0.5
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Onchocerca volvulus 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Onchocerca volvulus Cathepsin F homolog 0.0022 1 1
Onchocerca volvulus Cathepsin L homolog 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Brugia malayi cathepsin L-like precursor 0.0015 0.3182 0.3182
Onchocerca volvulus Cathepsin L homolog 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0022 1 1
Onchocerca volvulus 0.0022 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0022 1 1
Onchocerca volvulus 0.0022 1 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0015 0.3182 0.3182
Trypanosoma cruzi cysteine peptidase, putative 0.0022 1 1
Brugia malayi Papain family cysteine protease containing protein 0.0022 1 1
Brugia malayi Cathepsin L-like precursor 0.0022 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0015 0.3182 0.3182
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Echinococcus multilocularis cysteine protease 0.0022 1 1
Loa Loa (eye worm) fibroinase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Onchocerca volvulus 0.0022 1 1
Plasmodium vivax vivapain-2 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Echinococcus granulosus cathepsin l cysteine peptidase 0.0022 1 1
Leishmania major cathepsin L-like protease 0.0022 1 0.5
Onchocerca volvulus 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0022 1 1
Plasmodium vivax vivapain-2 0.0022 1 1
Echinococcus multilocularis cathepsin L cysteine protease 0.0022 1 1
Brugia malayi Cathepsin L-like precursor 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0022 1 1
Loa Loa (eye worm) hypothetical protein 0.0022 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0022 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0022 1 1
Plasmodium falciparum cysteine proteinase falcipain 3 0.0022 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0022 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0015 0.3182 0.3182

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = -7.32 pKi of the compound was determined against 5-hydroxytryptamine 4 receptor in rat striatum membrane ChEMBL. 11597405
Ki (binding) = 48.2 nM In vitro binding affinity to 5-hydroxytryptamine 4 receptor in rat striatum membrane ChEMBL. 11597405
Ki (binding) = 48.2 nM Binding affinity to 5-hydroxytryptamine 4 receptor using [3H]-GR-113,808 as radioligand in rat striatum membrane ChEMBL. 12383006
Ki (binding) = 48.2 nM In vitro binding affinity to 5-hydroxytryptamine 4 receptor in rat striatum membrane ChEMBL. 11597405
Ki (binding) = 48.2 nM Binding affinity to 5-hydroxytryptamine 4 receptor using [3H]-GR-113,808 as radioligand in rat striatum membrane ChEMBL. 12383006
Log Ki (binding) = 7.32 M pKi of the compound was determined against 5-hydroxytryptamine 4 receptor in rat striatum membrane ChEMBL. 11597405

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

2 literature references were collected for this gene.

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