Detailed information for compound 453904

Basic information

Technical information
  • TDR Targets ID: 453904
  • Name: 2-butyl-3-[[4-[2-(2H-tetrazol-5-yl)pyrrol-1-y l]phenyl]methyl]benzimidazole-4-carboxylic ac id
  • MW: 441.485 | Formula: C24H23N7O2
  • H donors: 2 H acceptors: 6 LogP: 4.01 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCc1nc2c(n1Cc1ccc(cc1)n1cccc1c1nnn[nH]1)c(ccc2)C(=O)O
  • InChi: 1S/C24H23N7O2/c1-2-3-9-21-25-19-7-4-6-18(24(32)33)22(19)31(21)15-16-10-12-17(13-11-16)30-14-5-8-20(30)23-26-28-29-27-23/h4-8,10-14H,2-3,9,15H2,1H3,(H,32,33)(H,26,27,28,29)
  • InChiKey: ACUBPBCHAVPOHH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-butyl-3-[[4-[2-(2H-tetrazol-5-yl)-1-pyrrolyl]phenyl]methyl]-4-benzimidazolecarboxylic acid
  • 2-butyl-3-[[4-[2-(2H-1,2,3,4-tetrazol-5-yl)pyrrol-1-yl]phenyl]methyl]benzimidazole-4-carboxylic acid
  • 2-butyl-3-[4-[2-(2H-tetrazol-5-yl)pyrrol-1-yl]benzyl]benzimidazole-4-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Angiotensin II type 1a (AT-1a) receptor Starlite/ChEMBL References
Oryctolagus cuniculus Angiotensin II type 1a (AT-1a) 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
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) neuropeptide F receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 360 aa 22.2 %
Loa Loa (eye worm) hypothetical protein Angiotensin II type 1a (AT-1a) receptor   359 aa 300 aa 28.0 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 403 aa 18.9 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 317 aa 20.5 %
Schistosoma mansoni opsin-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 299 aa 25.8 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 313 aa 24.6 %
Brugia malayi ORL1-like opioid receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 314 aa 20.4 %
Loa Loa (eye worm) hypothetical protein Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 22.2 %
Echinococcus multilocularis G-protein coupled receptor, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 308 aa 22.7 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Angiotensin II type 1a (AT-1a) receptor   359 aa 339 aa 21.2 %
Schistosoma mansoni adenoreceptor Angiotensin II type 1a (AT-1a) receptor   359 aa 338 aa 23.4 %
Schistosoma japonicum Rhodopsin, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 355 aa 23.9 %
Echinococcus multilocularis neuropeptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 319 aa 24.5 %
Brugia malayi putative neuropeptide receptor NPR1 Angiotensin II type 1a (AT-1a) receptor   359 aa 295 aa 27.1 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 324 aa 24.1 %
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Angiotensin II type 1a (AT-1a) receptor   359 aa 315 aa 21.0 %
Echinococcus granulosus allatostatin A receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 26.6 %
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 362 aa 24.3 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 349 aa 25.5 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 303 aa 25.4 %
Echinococcus granulosus tm gpcr rhodopsin Angiotensin II type 1a (AT-1a) receptor   359 aa 315 aa 21.0 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 325 aa 21.8 %
Echinococcus granulosus thyrotropin releasing hormone receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 23.1 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 399 aa 25.1 %
Schistosoma mansoni peptide (allatostatin)-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 314 aa 26.4 %
Echinococcus multilocularis allatostatin A receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 26.6 %
Brugia malayi GnHR receptor homolog Angiotensin II type 1a (AT-1a) receptor   359 aa 366 aa 20.8 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 329 aa 22.8 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Angiotensin II type 1a (AT-1a) receptor   359 aa 346 aa 24.9 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 346 aa 18.2 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 292 aa 25.7 %
Onchocerca volvulus Angiotensin II type 1a (AT-1a) receptor   359 aa 350 aa 23.1 %
Echinococcus granulosus neuropeptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 319 aa 24.1 %
Echinococcus granulosus growth hormone secretagogue receptor type 1 Angiotensin II type 1a (AT-1a) receptor   359 aa 342 aa 22.2 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Angiotensin II type 1a (AT-1a) receptor   359 aa 381 aa 19.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis tubulin gamma chain, putative 0.0062 1 1
Leishmania major beta tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin alpha chain, putative 0.0062 1 1
Echinococcus granulosus tubulin alpha chain 0.0062 1 0.5
Plasmodium falciparum alpha tubulin 2 0.0062 1 0.5
Echinococcus granulosus Tubulin alpha 1 chain 0.0062 1 0.5
Echinococcus granulosus tubulin subunit TubB 0.0062 1 0.5
Echinococcus granulosus tubulin epsilon chain 0.0062 1 0.5
Giardia lamblia Gamma tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Trypanosoma brucei alpha tubulin 0.0062 1 1
Trypanosoma brucei alpha tubulin 0.0062 1 1
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Trypanosoma brucei beta tubulin 0.0062 1 1
Echinococcus granulosus tubulin alpha 1C chain 0.0062 1 0.5
Loa Loa (eye worm) alpha-tubulin 0.0062 1 1
Echinococcus multilocularis tubulin alpha 0.0062 1 0.5
Loa Loa (eye worm) BEN-1 protein 0.0062 1 1
Echinococcus multilocularis tubulin alpha chain 0.0062 1 0.5
Plasmodium falciparum tubulin beta chain 0.0062 1 0.5
Brugia malayi Tubulin gamma chain 0.0062 1 1
Brugia malayi Tubulin beta-1 chain 0.0062 1 1
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Plasmodium vivax tubulin alpha chain, putative 0.0062 1 0.5
Plasmodium vivax tubulin beta chain, putative 0.0062 1 0.5
Echinococcus granulosus peroxisome assembly protein 26 0.0062 1 0.5
Brugia malayi Tubulin alpha-2 chain 0.0062 1 1
Trypanosoma brucei beta tubulin 0.0062 1 1
Trypanosoma cruzi tubulin gamma chain 0.0062 1 0.5
Giardia lamblia Alpha-tubulin 0.0062 1 0.5
Echinococcus multilocularis Tubulin alpha 1 chain 0.0062 1 0.5
Brugia malayi tubulin alpha chain - mouse 0.0062 1 1
Echinococcus granulosus tubulin beta 4A class IVa 0.0062 1 0.5
Brugia malayi Tubulin alpha-2 chain 0.0062 1 1
Echinococcus multilocularis tubulin gamma 1 chain 0.0062 1 0.5
Echinococcus multilocularis Tubulin beta 2C chain 0.0062 1 0.5
Echinococcus granulosus alpha tubulin 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin alpha-1 chain, putative 0.0062 1 1
Echinococcus granulosus Tubulin beta 2C chain 0.0062 1 0.5
Loa Loa (eye worm) alpha-tubulin 0.0062 1 1
Trypanosoma brucei epsilon tubulin 0.0062 1 1
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus granulosus beta tubulin 0.0062 1 0.5
Echinococcus granulosus tubulin alpha chain 0.0062 1 0.5
Entamoeba histolytica tubulin family protein 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha chain 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha chain 0.0062 1 0.5
Plasmodium falciparum tubulin gamma chain 0.0062 1 0.5
Giardia lamblia Beta tubulin 0.0062 1 0.5
Echinococcus multilocularis tubulin epsilon chain 0.0062 1 0.5
Loa Loa (eye worm) tubulin alpha-2 chain 0.0062 1 1
Onchocerca volvulus 0.0035 0 0.5
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Schistosoma mansoni tubulin subunit alpha 0.0062 1 0.5
Brugia malayi beta-tubulin, identical 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 1 1
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus granulosus tubulin alpha 3 chain 0.0062 1 0.5
Schistosoma mansoni alpha tubulin 0.0062 1 0.5
Schistosoma mansoni alpha tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Toxoplasma gondii beta-tubulin, putative 0.0062 1 0.5
Echinococcus granulosus Tubulin beta 2C chain 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus granulosus Tubulin beta 2C chain 0.0062 1 0.5
Echinococcus granulosus beta tubulin 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Trypanosoma brucei alpha tubulin 0.0062 1 1
Leishmania major epsilon tubulin, putative 0.0062 1 0.5
Trypanosoma brucei beta tubulin 0.0062 1 1
Leishmania major beta tubulin 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Toxoplasma gondii beta-1 tubulin, putative 0.0062 1 0.5
Echinococcus multilocularis tubulin beta 1 chain 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Entamoeba histolytica tubulin alpha-1 chain 0.0062 1 0.5
Trichomonas vaginalis tubulin, putative 0.0062 1 1
Trichomonas vaginalis tubulin epsilon chain, putative 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Trypanosoma brucei alpha tubulin 0.0062 1 1
Echinococcus granulosus tubulin beta 1 chain 0.0062 1 0.5
Toxoplasma gondii alpha-tubulin I, putative 0.0062 1 0.5
Plasmodium vivax tubulin gamma chain, putative 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Loa Loa (eye worm) BEN-1 protein 0.0062 1 1
Echinococcus multilocularis Tubulin alpha 1 chain 0.0062 1 0.5
Trypanosoma cruzi epsilon tubulin, putative 0.0062 1 0.5
Echinococcus granulosus tubulin alpha 1C chain 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Trypanosoma cruzi alpha tubulin, putative 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Loa Loa (eye worm) tubulin beta chain 0.0062 1 1
Echinococcus multilocularis tubulin, beta 4A class IVa 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha chain 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Entamoeba histolytica tubulin family protein 0.0062 1 0.5
Echinococcus granulosus Tubulin alpha 1 chain 0.0062 1 0.5
Plasmodium vivax tubulin alpha chain, putative 0.0062 1 0.5
Echinococcus granulosus Tubulin beta 2C chain 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha 3 chain 0.0062 1 0.5
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Echinococcus granulosus tubulin subunit beta 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin gamma chain, putative 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Trypanosoma brucei epsilon tubulin 0.0062 1 1
Loa Loa (eye worm) tubulin beta-4 chain 0.0062 1 1
Trichomonas vaginalis tubulin epsilon chain, putative 0.0062 1 1
Entamoeba histolytica tubulin alpha chain, putative 0.0062 1 0.5
Loa Loa (eye worm) tubulin beta-2A chain 0.0062 1 1
Toxoplasma gondii beta tubulin 0.0062 1 0.5
Echinococcus multilocularis tubulin subunit TubB 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha chain 0.0062 1 0.5
Echinococcus granulosus tubulin alpha chain 0.0062 1 0.5
Giardia lamblia Beta tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin gamma chain, putative 0.0062 1 1
Echinococcus multilocularis tubulin alpha 3 chain 0.0062 1 0.5
Schistosoma mansoni tubulin subunit alpha 0.0062 1 0.5
Schistosoma mansoni tubulin subunit epsilon 0.0062 1 0.5
Echinococcus multilocularis Tubulin beta 2C chain 0.0062 1 0.5
Loa Loa (eye worm) tubulin beta-1 chain 0.0062 1 1
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Echinococcus multilocularis beta tubulin 0.0062 1 0.5
Trypanosoma brucei tubulin gamma chain 0.0062 1 1
Trichomonas vaginalis tubulin alpha chain, putative 0.0062 1 1
Toxoplasma gondii alpha tubulin TUBA1 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus granulosus tubulin alpha chain 0.0062 1 0.5
Brugia malayi Tubulin alpha chain 0.0062 1 1
Echinococcus multilocularis Tubulin beta 2C chain 0.0062 1 0.5
Schistosoma mansoni tubulin subunit alpha 0.0062 1 0.5
Trichomonas vaginalis tubulin epsilon chain, putative 0.0062 1 1
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Loa Loa (eye worm) tubulin alpha chain 0.0062 1 1
Trichomonas vaginalis tubulin epsilon chain, putative 0.0062 1 1
Brugia malayi alpha-tubulin 0.0062 1 1
Leishmania major beta tubulin 0.0062 1 0.5
Loa Loa (eye worm) tubulin alpha chain 0.0062 1 1
Trypanosoma brucei beta tubulin 0.0062 1 1
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Leishmania major gamma-tubulin 0.0062 1 0.5
Trypanosoma brucei epsilon tubulin 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Trypanosoma cruzi epsilon tubulin, putative 0.0062 1 0.5
Echinococcus multilocularis tubulin subunit beta 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha 1C chain 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Echinococcus granulosus tubulin alpha 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Trypanosoma brucei beta tubulin 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Echinococcus granulosus tubulin gamma 1 chain 0.0062 1 0.5
Plasmodium falciparum tubulin epsilon chain, putative 0.0062 1 0.5
Trypanosoma cruzi beta tubulin, putative 0.0062 1 0.5
Echinococcus multilocularis Tubulin beta 2C chain 0.0062 1 0.5
Echinococcus multilocularis hypothetical protein 0.0062 1 0.5
Leishmania major beta tubulin 0.0062 1 0.5
Echinococcus multilocularis beta tubulin 0.0062 1 0.5
Plasmodium vivax tubulin epsilon chain, putative 0.0062 1 0.5
Echinococcus multilocularis Tubulin alpha 1 chain 0.0062 1 0.5
Echinococcus granulosus Tubulin alpha 1 chain 0.0062 1 0.5
Leishmania major alpha tubulin 0.0062 1 0.5
Echinococcus granulosus Tubulin beta 2C chain 0.0062 1 0.5
Echinococcus multilocularis Tubulin beta 2C chain 0.0062 1 0.5
Echinococcus multilocularis tubulin alpha 1C chain 0.0062 1 0.5
Loa Loa (eye worm) tubulin gamma chain 0.0062 1 1
Leishmania major alpha tubulin 0.0062 1 0.5
Loa Loa (eye worm) beta-tubulin 0.0062 1 1
Echinococcus granulosus tubulin alpha chain 0.0062 1 0.5
Giardia lamblia Beta tubulin 0.0062 1 0.5
Entamoeba histolytica tubulin gamma chain 0.0062 1 0.5
Echinococcus multilocularis peroxisome assembly protein 26 0.0062 1 0.5
Echinococcus granulosus tubulin alpha 3 chain 0.0062 1 0.5
Schistosoma mansoni tubulin subunit gamma 0.0062 1 0.5
Plasmodium falciparum alpha tubulin 1 0.0062 1 0.5
Schistosoma mansoni alpha tubulin 0.0062 1 0.5
Giardia lamblia Alpha-tubulin 0.0062 1 0.5
Trichomonas vaginalis tubulin beta chain, putative 0.0062 1 1
Schistosoma mansoni tubulin subunit beta 0.0062 1 0.5
Toxoplasma gondii tubulin/FtsZ family, GTPase domain-containing protein 0.0062 1 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Antagonist activity at AT1 receptor assessed inhibition of norepinephrine-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) Antagonist activity at AT1 receptor assessed inhibition of histamine-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) Antagonist activity at AT1 receptor assessed inhibition of KCl-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) 0 Antagonist activity at AT1 receptor assessed inhibition of norepinephrine-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) 0 Antagonist activity at AT1 receptor assessed inhibition of KCl-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) 0 Antagonist activity at AT1 receptor assessed inhibition of histamine-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
Activity (functional) 0 Inhibition of angiotensin-2-induced pressor response in normotensive rat at 1 mg/kg, po ChEMBL. 17412584
Activity (functional) 0 Decrease in mean arterial pressure in po dosed spontaneously hypertensive rat ChEMBL. 17412584
Activity (functional) 0 Reduction of mean arterial pressure in spontaneously hypertensive rat at 1 mg/kg, po ChEMBL. 17412584
IC50 (binding) = 6.9 nM Displacement of [125I]angiotensin-2 from bovine adrenal cortex AT1 receptor ChEMBL. 17412584
IC50 (binding) = 6.9 nM Displacement of [125I]angiotensin-2 from bovine adrenal cortex AT1 receptor ChEMBL. 17412584
Kd (functional) = 8.5 Antagonist activity at AT1 receptor assessed inhibition of angiotensin-2-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584
pA2 (functional) = 8.5 Antagonist activity at AT1 receptor assessed inhibition of angiotensin-2-induced contraction of rabbit thoracic aortic rings ChEMBL. 17412584

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.