Detailed information for compound 63085

Basic information

Technical information
  • TDR Targets ID: 63085
  • Name: 2-[4-[(2-butyl-4-oxo-5H-imidazo[4,5-c]pyridin -3-yl)methyl]phenyl]benzoic acid
  • MW: 401.458 | Formula: C24H23N3O3
  • H donors: 2 H acceptors: 5 LogP: 4.83 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCc1nc2c(n1Cc1ccc(cc1)c1ccccc1C(=O)O)c(O)ncc2
  • InChi: 1S/C24H23N3O3/c1-2-3-8-21-26-20-13-14-25-23(28)22(20)27(21)15-16-9-11-17(12-10-16)18-6-4-5-7-19(18)24(29)30/h4-7,9-14H,2-3,8,15H2,1H3,(H,25,28)(H,29,30)
  • InChiKey: RZINJLAVRWFBLD-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-[4-[(2-butyl-4-keto-5H-imidazo[4,5-c]pyridin-3-yl)methyl]phenyl]benzoic acid
  • 2-[4-[(2-butyl-4-oxo-5H-imidazo[5,4-c]pyridin-3-yl)methyl]phenyl]benzoic acid
  • 2-[4-[(2-butyl-4-keto-5H-imidazo[5,4-c]pyridin-3-yl)methyl]phenyl]benzoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens angiotensin II receptor, type 2 Starlite/ChEMBL References
Rattus norvegicus Angiotensin II receptor (AT-1) type-1 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) hypothetical protein Angiotensin II receptor (AT-1) type-1   359 aa 308 aa 27.6 %
Onchocerca volvulus E3 ubiquitin-protein ligase rpm-1 homolog Angiotensin II receptor (AT-1) type-1   359 aa 354 aa 20.6 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 292 aa 24.7 %
Schistosoma mansoni peptide (FMRFamide/somatostatin)-like receptor Angiotensin II receptor (AT-1) type-1   359 aa 346 aa 18.2 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 314 aa 25.2 %
Schistosoma mansoni opsin-like receptor Angiotensin II receptor (AT-1) type-1   359 aa 299 aa 25.8 %
Schistosoma mansoni peptide (allatostatin)-like receptor Angiotensin II receptor (AT-1) type-1   359 aa 323 aa 25.7 %
Echinococcus multilocularis allatostatin A receptor Angiotensin II receptor (AT-1) type-1   359 aa 342 aa 26.6 %
Echinococcus multilocularis G-protein coupled receptor, putative Angiotensin II receptor (AT-1) type-1   359 aa 307 aa 22.1 %
Echinococcus granulosus allatostatin A receptor Angiotensin II receptor (AT-1) type-1   359 aa 342 aa 27.2 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 386 aa 24.4 %
Brugia malayi putative neuropeptide receptor NPR1 Angiotensin II receptor (AT-1) type-1   359 aa 295 aa 27.1 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor Angiotensin II receptor (AT-1) type-1   359 aa 366 aa 19.7 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor Angiotensin II receptor (AT-1) type-1   359 aa 365 aa 20.0 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Angiotensin II receptor (AT-1) type-1   359 aa 363 aa 23.4 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 309 aa 18.8 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Angiotensin II receptor (AT-1) type-1   359 aa 307 aa 24.1 %
Echinococcus multilocularis neuropeptide receptor Angiotensin II receptor (AT-1) type-1   359 aa 317 aa 24.9 %
Echinococcus granulosus thyrotropin releasing hormone receptor Angiotensin II receptor (AT-1) type-1   359 aa 363 aa 23.7 %
Echinococcus granulosus tm gpcr rhodopsin Angiotensin II receptor (AT-1) type-1   359 aa 300 aa 21.0 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 350 aa 24.0 %
Loa Loa (eye worm) hypothetical protein Angiotensin II receptor (AT-1) type-1   359 aa 329 aa 24.0 %
Echinococcus granulosus growth hormone secretagogue receptor type 1 Angiotensin II receptor (AT-1) type-1   359 aa 343 aa 23.0 %
Brugia malayi GnHR receptor homolog Angiotensin II receptor (AT-1) type-1   359 aa 357 aa 20.4 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Angiotensin II receptor (AT-1) type-1   359 aa 325 aa 20.9 %
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily Angiotensin II receptor (AT-1) type-1   359 aa 300 aa 21.0 %
Loa Loa (eye worm) neuropeptide F receptor Angiotensin II receptor (AT-1) type-1   359 aa 344 aa 23.5 %
Brugia malayi ORL1-like opioid receptor Angiotensin II receptor (AT-1) type-1   359 aa 314 aa 20.4 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor angiotensin II receptor, type 2 363 aa 398 aa 18.3 %
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Angiotensin II receptor (AT-1) type-1   359 aa 350 aa 23.1 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 305 aa 24.9 %
Echinococcus granulosus neuropeptide receptor Angiotensin II receptor (AT-1) type-1   359 aa 317 aa 24.6 %
Onchocerca volvulus Angiotensin II receptor (AT-1) type-1   359 aa 355 aa 23.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni sodium/chloride dependent transporter 0.0166 0.0232 1
Trichomonas vaginalis set domain proteins, putative 0.026 0.0391 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0052 0.0039 0.002
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0166 0.0232 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0228 0.0338 1
Echinococcus granulosus dihydrofolate reductase 0.0048 0.0033 0.1421
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0086 0.0098 0.0089
Brugia malayi thymidylate synthase 0.0118 0.0151 0.4471
Onchocerca volvulus 0.0166 0.0232 0.5858
Brugia malayi glutathione reductase 0.0052 0.0039 0.1167
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0009 0.0409
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0108
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0064 0.0055
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0067 0.0064 0.0045
Loa Loa (eye worm) norepinephrine transporter 0.0166 0.0232 0.687
Mycobacterium tuberculosis Probable dehydrogenase 0.0118 0.0152 0.0133
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0086 0.0098 0.2904
Brugia malayi Dihydrofolate reductase 0.0048 0.0033 0.0976
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0166 0.0233 1
Loa Loa (eye worm) serotonin transporter b 0.0166 0.0232 0.687
Mycobacterium tuberculosis Probable reductase 0.0118 0.0152 0.0133
Echinococcus granulosus leucyl tRNA synthetase 0.0086 0.0098 0.4227
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0064 0.0055
Loa Loa (eye worm) thymidylate synthase 0.0118 0.0151 0.4471
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0048 0.0033 0.0014
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0086 0.0098 0.2904
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.593 1 1
Plasmodium vivax SET domain protein, putative 0.0033 0.0007 0.0304
Toxoplasma gondii thioredoxin reductase 0.0052 0.0039 0.1696
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0118 0.0152 0.0133
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0309 0.0475 1
Plasmodium falciparum glutathione reductase 0.0052 0.0039 0.1696
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0067 0.0064 0.2769
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0086 0.0098 0.4046
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0188 0.027 0.026
Echinococcus multilocularis dihydrofolate reductase 0.0048 0.0033 0.1421
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0813 0.133 0.1313
Plasmodium falciparum thioredoxin reductase 0.0052 0.0039 0.1696
Loa Loa (eye worm) hypothetical protein 0.0033 0.0007 0.0209
Onchocerca volvulus 0.0118 0.0151 0.3748
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0309 0.0475 1
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0813 0.133 1
Giardia lamblia Cysteinyl-tRNA synthetase 0.0086 0.0098 1
Leishmania major cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0131 0.0174 0.0156
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0118 0.0151 0.6399
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0281
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0086 0.0098 0.4227
Plasmodium falciparum cysteine--tRNA ligase 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.593 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0056 0.0047 0.2002
Toxoplasma gondii aldehyde dehydrogenase 0.0067 0.0064 0.2769
Brugia malayi dihydrofolate reductase family protein 0.0048 0.0033 0.0976
Leishmania major trypanothione reductase 0.0052 0.0039 0.1696
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0813 0.133 0.1313
Brugia malayi Pre-SET motif family protein 0.0033 0.0007 0.0209
Loa Loa (eye worm) hypothetical protein 0.0166 0.0232 0.687
Treponema pallidum sodium- and chloride- dependent transporter 0.0166 0.0232 0.3554
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0188 0.027 0.1393
Plasmodium vivax cysteine--tRNA ligase, putative 0.0086 0.0098 0.4223
Mycobacterium ulcerans thymidylate synthase 0.0118 0.0151 0.0142
Loa Loa (eye worm) hypothetical protein 0.0166 0.0232 0.687
Schistosoma mansoni aldehyde dehydrogenase 0.0067 0.0064 0.2545
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0131 0.0174 0.0156
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0138 0.0185 0.0166
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0118 0.0152 0.0133
Plasmodium vivax glutathione reductase, putative 0.0052 0.0039 0.1696
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Loa Loa (eye worm) dihydrofolate reductase 0.0048 0.0033 0.0976
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0007 0.0305
Loa Loa (eye worm) glutathione reductase 0.0052 0.0039 0.1167
Echinococcus granulosus thymidylate synthase 0.0118 0.0151 0.6508
Onchocerca volvulus 0.0086 0.0098 0.237
Loa Loa (eye worm) thioredoxin reductase 0.0052 0.0039 0.1167
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0166 0.0233 1
Schistosoma mansoni aldehyde dehydrogenase 0.0067 0.0064 0.2545
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0007 0.0305
Brugia malayi Pre-SET motif family protein 0.0228 0.0338 1
Brugia malayi Thioredoxin reductase 0.0052 0.0039 0.1167
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0048 0.0033 0.0024
Trichomonas vaginalis conserved hypothetical protein 0.0056 0.0047 0.1189
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0034 0.0009 0.0243
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0048 0.0033 0.0014
Echinococcus granulosus thioredoxin glutathione reductase 0.0052 0.0039 0.1698
Loa Loa (eye worm) hypothetical protein 0.0166 0.0232 0.687
Trypanosoma brucei trypanothione reductase 0.0052 0.0039 0.1696
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0067 0.0064 0.2772
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0166 0.0233 1
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Hypothetical protein 0.0056 0.0047 0.0028
Trypanosoma cruzi trypanothione reductase, putative 0.0052 0.0039 0.1696
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0166 0.0233 1
Echinococcus multilocularis thioredoxin glutathione reductase 0.0052 0.0039 0.1698
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0032 0.0005 0.0217
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0034 0.0009 0.0408
Brugia malayi hypothetical protein 0.0056 0.0047 0.1377
Echinococcus multilocularis serotonin transporter 0.0166 0.0232 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0118 0.0152 0.0133
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0108
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0118 0.0151 0.0132
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0007 0.0305
Onchocerca volvulus 0.0034 0.0009 0.0063
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0166 0.0233 1
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0188 0.027 0.4547
Chlamydia trachomatis cysteine--tRNA ligase 0.0086 0.0098 0.1473
Loa Loa (eye worm) hypothetical protein 0.0086 0.0098 0.2904
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0118 0.0152 0.0133
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0967
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0118 0.0151 0.0132
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0034 0.0009 0.0967
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0064 0.0055
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0166 0.0232 0.687
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0086 0.0098 0.4046
Echinococcus granulosus cysteinyl tRNA synthetase 0.0086 0.0098 0.4227
Echinococcus multilocularis thymidylate synthase 0.0118 0.0151 0.6508
Schistosoma mansoni dihydrofolate reductase 0.0048 0.0033 0.1151
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0138 0.0185 0.0166
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0034 0.0009 0.0408
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.2508
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0166 0.0233 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Loa Loa (eye worm) solute carrier family 6 member 4 0.0166 0.0232 0.687
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0118 0.0152 0.0133
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0188 0.027 0.535
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0813 0.133 0.1321
Loa Loa (eye worm) hypothetical protein 0.0034 0.0009 0.0281
Plasmodium vivax thioredoxin reductase, putative 0.0052 0.0039 0.1696
Onchocerca volvulus 0.026 0.0391 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0007 0.0304
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0067 0.0064 0.2772
Plasmodium falciparum cysteine--tRNA ligase 0.0086 0.0098 0.4223
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0086 0.0098 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0131 0.0174 0.0156
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0086 0.0098 0.4223
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0131 0.0174 0.0156
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0009 0.0409
Echinococcus granulosus serotonin transporter 0.0166 0.0232 1
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0009 0.0408
Mycobacterium ulcerans glycosyltransferase 0.004 0.0019 0.001

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.225 Antagonist activity at AT1 receptor in Rattus norvegicus (rat) adrenal cortex membrane ChEMBL. No reference
IC50 (binding) = 16.8 nM Binding affinity against AT1 receptor of rat adrenal cortical membranes ChEMBL. 8201597
IC50 (binding) = 16.8 nM Binding affinity against AT1 receptor of rat adrenal cortical membranes ChEMBL. 8201597
IC50 (binding) = 20 nM Inhibition of Angiotensin II induced contractions in rabbit aortic rings ChEMBL. 8201597
IC50 (binding) = 20 nM Inhibition of Angiotensin II induced contractions in rabbit aortic rings ChEMBL. 8201597

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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