Detailed information for compound 227071

Basic information

Technical information
  • TDR Targets ID: 227071
  • Name: N-[3-[(3-bromo-2-methylimidazo[1,2-a]pyridin- 8-yl)oxymethyl]-2,4-dichlorophenyl]-2-(ethylc arbamoylamino)-N-methylacetamide
  • MW: 543.241 | Formula: C21H22BrCl2N5O3
  • H donors: 2 H acceptors: 3 LogP: 4.81 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCNC(=O)NCC(=O)N(c1ccc(c(c1Cl)COc1cccn2c1nc(c2Br)C)Cl)C
  • InChi: 1S/C21H22BrCl2N5O3/c1-4-25-21(31)26-10-17(30)28(3)15-8-7-14(23)13(18(15)24)11-32-16-6-5-9-29-19(22)12(2)27-20(16)29/h5-9H,4,10-11H2,1-3H3,(H2,25,26,31)
  • InChiKey: ZJXYTTFIJKISPW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[3-[(3-bromo-2-methyl-imidazo[1,2-a]pyridin-8-yl)oxymethyl]-2,4-dichloro-phenyl]-2-(ethylcarbamoylamino)-N-methyl-acetamide
  • N-[3-[(3-bromo-2-methyl-8-imidazo[1,2-a]pyridinyl)oxymethyl]-2,4-dichlorophenyl]-2-(ethylcarbamoylamino)-N-methylacetamide
  • N-[3-[(3-bromo-2-methyl-imidazo[1,2-a]pyridin-8-yl)oxymethyl]-2,4-dichloro-phenyl]-2-(ethylcarbamoylamino)-N-methyl-ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens bradykinin receptor B2 Starlite/ChEMBL References
Cavia porcellus Bradykinin B2 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
Echinococcus multilocularis neuropeptide receptor Bradykinin B2 receptor   372 aa 305 aa 24.6 %
Schistosoma mansoni biogenic amine (octopamine/dopamine) receptor Bradykinin B2 receptor   372 aa 326 aa 22.7 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor bradykinin receptor B2 391 aa 354 aa 19.2 %
Schistosoma mansoni adenoreceptor Bradykinin B2 receptor   372 aa 361 aa 21.1 %
Onchocerca volvulus Bradykinin B2 receptor   372 aa 323 aa 20.7 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Bradykinin B2 receptor   372 aa 313 aa 19.2 %
Loa Loa (eye worm) hypothetical protein Bradykinin B2 receptor   372 aa 311 aa 23.5 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Bradykinin B2 receptor   372 aa 339 aa 23.9 %
Onchocerca volvulus Bradykinin B2 receptor   372 aa 305 aa 24.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Bradykinin B2 receptor   372 aa 337 aa 25.5 %
Schistosoma japonicum Rhodopsin, putative Bradykinin B2 receptor   372 aa 323 aa 20.4 %
Echinococcus granulosus neuropeptide receptor Bradykinin B2 receptor   372 aa 338 aa 24.0 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Bradykinin B2 receptor   372 aa 335 aa 22.7 %
Brugia malayi putative neuropeptide receptor NPR1 Bradykinin B2 receptor   372 aa 312 aa 24.0 %
Loa Loa (eye worm) neuropeptide F receptor Bradykinin B2 receptor   372 aa 355 aa 21.4 %
Onchocerca volvulus Bradykinin B2 receptor   372 aa 383 aa 20.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.108 0.3634 0.4998
Loa Loa (eye worm) thymidylate synthase 0.108 0.3634 0.4998
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.1521 1 1
Brugia malayi Trypsin family protein 0.1332 0.7271 1
Onchocerca volvulus 0.108 0.3634 0.4998
Loa Loa (eye worm) hypothetical protein 0.1332 0.7271 1
Onchocerca volvulus 0.0886 0.0821 0.113
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.1521 1 0.5
Echinococcus multilocularis thymidylate synthase 0.108 0.3634 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.1521 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1332 0.7271 1
Onchocerca volvulus 0.1332 0.7271 1
Loa Loa (eye worm) hypothetical protein 0.1332 0.7271 1
Brugia malayi thymidylate synthase 0.108 0.3634 0.4998
Mycobacterium ulcerans thymidylate synthase 0.108 0.3634 0.5
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.108 0.3634 0.5
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.108 0.3634 0.5
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.1521 1 1
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.1521 1 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1332 0.7271 1
Echinococcus granulosus thymidylate synthase 0.108 0.3634 1

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 58.9 ug hr ml-1 Compound at a dose of 10 mg/kg was orally administered to rats and Area under curve was reported ChEMBL. 9484506
BA (ADMET) = 75 % Compound at a dose of 10 mg/kg was orally administered to rats and and Bioavailability was reported ChEMBL. 9484506
Cmax (ADMET) = 52.6 ug ml-1 Compound at a dose of 10 mg/kg was orally administered to rats and maximum plasma concentration was reported ChEMBL. 9484506
IC50 (binding) = 9 nM In vitro for inhibition of specific binding of [3H]-BK (0.06 nM) to bradykinin receptor B2 in guinea pig ileum membrane preparations. ChEMBL. 9484506
IC50 (binding) = 9 nM Concentration required to inhibit specific binding of [3H]-BK at 0.06 nM to Bradykinin receptor B2 in guinea pig ileum membrane preparations by 50%. ChEMBL. 9767642
IC50 (binding) = 9 nM In vitro for inhibition of specific binding of [3H]-BK (0.06 nM) to bradykinin receptor B2 in guinea pig ileum membrane preparations. ChEMBL. 9484506
IC50 (binding) = 9 nM Concentration required to inhibit specific binding of [3H]-BK at 0.06 nM to Bradykinin receptor B2 in guinea pig ileum membrane preparations by 50%. ChEMBL. 9767642
IC50 (binding) = 3000 nM Concentration required to inhibit specific binding of [3H]-BK at 1.2 nM to A-431 cells (human epidermoidcarcinoma) which express Bradykinin receptor B2 by 50%. ChEMBL. 9767642
IC50 (binding) = 3000 nM Concentration required to inhibit specific binding of [3H]-BK at 1.2 nM to A-431 cells (human epidermoidcarcinoma) which express Bradykinin receptor B2 by 50%. ChEMBL. 9767642
Inhibition (functional) = 57.2 % In vivo functional antagonistic activity against BK-induced bronchoconstriction inguinea pigs at an oral dose of 1 mg/kg. ChEMBL. 9484506
Inhibition (functional) = 57.2 % Compound tested in vivo for inhibition of Bradykinin induced Bronchoconstriction in anaesthetized guinea pig.(P<0.01); % Inhibition at 1 mg/kg. p.o. ChEMBL. 9767642
Inhibition (functional) = 78.1 % Compound tested in vivo for inhibition of Bradykinin induced Bronchoconstriction in anaesthetized guinea pig.(P<0.001); % Inhibition at 3.2 mg/Kg p,o. ChEMBL. 9767642
T1/2 (ADMET) = 0.5 hr Compound at a dose of 10 mg/kg was orally administered to rats and Half-life value was reported ChEMBL. 9484506

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.

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