Detailed information for compound 324217

Basic information

Technical information
  • TDR Targets ID: 324217
  • Name: 7-N-[2-[4-(2,4-difluorophenyl)piperazin-1-yl] ethyl]-2-(furan-2-yl)-7-N-methyl-[1,2,4]triaz olo[5,1-f]pyrimidine-5,7-diamine
  • MW: 454.476 | Formula: C22H24F2N8O
  • H donors: 1 H acceptors: 3 LogP: 2.8 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc(c(c1)F)N1CCN(CC1)CCN(c1nc(N)n2c(c1)nc(n2)c1ccco1)C
  • InChi: 1S/C22H24F2N8O/c1-29(6-7-30-8-10-31(11-9-30)17-5-4-15(23)13-16(17)24)19-14-20-26-21(18-3-2-12-33-18)28-32(20)22(25)27-19/h2-5,12-14H,6-11H2,1H3,(H2,25,27)
  • InChiKey: AYDUITGMILRLFK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N7-[2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethyl]-2-(2-furyl)-N7-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • N7-[2-[4-(2,4-difluorophenyl)-1-piperazinyl]ethyl]-2-(2-furyl)-N7-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • N7-[2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethyl]-2-(furan-2-yl)-N7-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • [5-amino-2-(2-furyl)-[1,2,4]triazolo[5,1-f]pyrimidin-7-yl]-[2-[4-(2,4-difluorophenyl)piperazino]ethyl]-methyl-amine
  • N'-[2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethyl]-2-furan-2-yl-N'-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • N'-[2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethyl]-2-(2-furyl)-N'-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • N'-[2-[4-(2,4-difluorophenyl)-1-piperazinyl]ethyl]-2-(2-furyl)-N'-methyl-[1,2,4]triazolo[5,1-f]pyrimidine-5,7-diamine
  • [5-amino-2-(2-furyl)-[1,2,4]triazolo[5,1-f]pyrimidin-7-yl]-[2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethyl]-methyl-amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens adenosine A2a receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2a receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A1 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
Brugia malayi follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A2a receptor   410 aa 352 aa 23.6 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 356 aa 23.9 %
Echinococcus multilocularis allatostatin A receptor Adenosine A2a receptor   410 aa 372 aa 22.8 %
Echinococcus granulosus allatostatin A receptor Adenosine A2a receptor   410 aa 368 aa 22.6 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 306 aa 21.2 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 323 aa 20.7 %
Echinococcus multilocularis neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2a receptor   410 aa 399 aa 28.1 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A1 receptor   326 aa 286 aa 26.9 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A1 receptor   326 aa 295 aa 28.1 %
Onchocerca volvulus Adenosine A1 receptor   326 aa 304 aa 21.1 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 311 aa 21.2 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2a receptor   410 aa 366 aa 25.4 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A2a receptor   410 aa 340 aa 27.9 %
Onchocerca volvulus Adenosine A2a receptor   410 aa 337 aa 23.1 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A1 receptor   326 aa 327 aa 24.8 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A1 receptor   326 aa 316 aa 19.9 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A1 receptor   326 aa 317 aa 24.6 %
Schistosoma mansoni neuropeptide receptor Adenosine A1 receptor   326 aa 274 aa 22.6 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A2a receptor   410 aa 342 aa 23.1 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A2a receptor   410 aa 346 aa 28.3 %
Echinococcus granulosus neuropeptide receptor Adenosine A1 receptor   326 aa 299 aa 22.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi malate dehydrogenase 0.0573 0.5919 0.5
Mycobacterium ulcerans thymidylate synthase 0.0226 0.0052 0.0052
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0594 0.6275 1
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0814 1 1
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Brugia malayi thymidylate synthase 0.0226 0.0052 0.0052
Plasmodium falciparum malate dehydrogenase 0.0573 0.5919 0.9432
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0602 0.641 0.641
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Echinococcus multilocularis L lactate dehydrogenase 0.035 0.2155 0.2155
Echinococcus granulosus lactate dehydrogenase a 0.0573 0.5919 0.5919
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Echinococcus granulosus lactate dehydrogenase protein 0.0573 0.5919 0.5919
Brugia malayi lactate dehydrogenase. 0.0573 0.5919 0.5919
Plasmodium vivax lactate dehydrogenase 0.0573 0.5919 0.9432
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0594 0.6275 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0814 1 1
Echinococcus granulosus L lactate dehydrogenase 0.035 0.2155 0.2155
Echinococcus multilocularis lactate dehydrogenase a 0.0573 0.5919 0.5919
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0226 0.0052 0.0052
Schistosoma mansoni malate dehydrogenase 0.0573 0.5919 0.5919
Loa Loa (eye worm) hypothetical protein 0.0573 0.5919 0.5919
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0594 0.6275 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0223 0 0.5
Plasmodium falciparum L-lactate dehydrogenase 0.0573 0.5919 0.9432
Chlamydia trachomatis dihydrofolate reductase 0.0814 1 1
Echinococcus granulosus L lactate dehydrogenase B chain 0.0573 0.5919 0.5919
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0594 0.6275 1
Echinococcus multilocularis lactate dehydrogenase a 0.0573 0.5919 0.5919
Echinococcus multilocularis lactate dehydrogenase protein 0.0573 0.5919 0.5919
Onchocerca volvulus 0.0226 0.0052 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Echinococcus multilocularis L lactate dehydrogenase B chain 0.0573 0.5919 0.5919
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0594 0.6275 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0226 0.0052 0.0052
Echinococcus granulosus dihydrofolate reductase 0.0814 1 1
Leishmania major malate dehydrogenase, putative 0.0573 0.5919 0.9432
Schistosoma mansoni lipoxygenase 0.0421 0.3349 0.3349
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Echinococcus multilocularis dihydrofolate reductase 0.0814 1 1
Echinococcus multilocularis thymidylate synthase 0.0226 0.0052 0.0052
Schistosoma mansoni lipoxygenase 0.0602 0.641 0.641
Schistosoma mansoni L-lactate dehydrogenase 0.0573 0.5919 0.5919
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0223 0 0.5
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0602 0.641 0.641
Brugia malayi Dihydrofolate reductase 0.0814 1 1
Schistosoma mansoni dihydrofolate reductase 0.0814 1 1
Entamoeba histolytica malate dehydrogenase, putative 0.0573 0.5919 1
Echinococcus granulosus thymidylate synthase 0.0226 0.0052 0.0052
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0226 0.0052 0.0052
Echinococcus granulosus lactate dehydrogenase a 0.0573 0.5919 0.5919
Loa Loa (eye worm) dihydrofolate reductase 0.0814 1 1
Plasmodium vivax malate dehydrogenase, putative 0.0573 0.5919 0.9432
Echinococcus multilocularis lactate dehydrogenase a 0.0573 0.5919 0.5919
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0814 1 1
Loa Loa (eye worm) thymidylate synthase 0.0226 0.0052 0.0052
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0594 0.6275 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0223 0 0.5
Giardia lamblia Malate dehydrogenase 0.0223 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Dose (functional) = 3 mg kg-1 Dose of the compound required for oral activity against mice catalepsy induced by 3 mg/kg haloperidol after s.c. administration ChEMBL. 15341934
Dose (functional) = 3 mg kg-1 Dose of the compound required for oral activity against mice catalepsy induced by 3 mg/kg haloperidol after s.c. administration ChEMBL. 15341934
Ki (binding) = 1 nM Displacement of [3H]SCH58261 from human adenosine A2A receptor expressed in HEK293 cells ChEMBL. 19109019
Ki (binding) = 6.5 nM Binding affinity against Adenosine A2a receptor determined using [3H]-ZM-241,385 as radioligand ChEMBL. 15341934
Ki (binding) = 6.5 nM Binding affinity against Adenosine A2a receptor determined using [3H]-ZM-241,385 as radioligand ChEMBL. 15341934
Ki (binding) = 750 nM Binding affinity against Adenosine A1 receptor from rat cerebral cortex was determined using [3H]-DPCPX as radioligand ChEMBL. 15341934
Ki (binding) = 750 nM Binding affinity against Adenosine A1 receptor from rat cerebral cortex was determined using [3H]-DPCPX as radioligand ChEMBL. 15341934

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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