Detailed information for compound 1568193

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 397.901 | Formula: C21H24ClN5O
  • H donors: 2 H acceptors: 3 LogP: 3.51 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccc(cc1)CN1CCCCC1)Nc1nc2ccccc2nc1N.Cl
  • InChi: 1S/C21H23N5O.ClH/c22-19-20(24-18-7-3-2-6-17(18)23-19)25-21(27)16-10-8-15(9-11-16)14-26-12-4-1-5-13-26;/h2-3,6-11H,1,4-5,12-14H2,(H2,22,23)(H,24,25,27);1H
  • InChiKey: OFJDLSDRRRGLBI-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens histamine receptor H3 Starlite/ChEMBL References
Rattus norvegicus Acetylcholinesterase Starlite/ChEMBL References
Homo sapiens histamine receptor H4 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis neuroligin Acetylcholinesterase   614 aa 496 aa 24.0 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   614 aa 642 aa 34.0 %
Onchocerca volvulus Acetylcholinesterase   614 aa 581 aa 27.0 %
Onchocerca volvulus Acetylcholinesterase   614 aa 583 aa 30.7 %
Onchocerca volvulus Acetylcholinesterase   614 aa 632 aa 25.6 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   614 aa 602 aa 24.3 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   614 aa 547 aa 32.5 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   614 aa 564 aa 29.8 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 574 aa 24.0 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   614 aa 577 aa 40.7 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   614 aa 642 aa 34.1 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 507 aa 26.4 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   614 aa 531 aa 39.7 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 573 aa 30.5 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 570 aa 25.4 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Onchocerca volvulus 0.0014 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0082 0.6586 0.6586
Echinococcus multilocularis acetylcholinesterase 0.0082 0.6586 1
Loa Loa (eye worm) acetylcholinesterase 1 0.0082 0.6586 0.6586
Entamoeba histolytica hypothetical protein 0.0035 0.2078 0.5
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.2078 0.3155
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.2078 0.3155
Trichomonas vaginalis carboxylesterase domain containing protein, putative 0.0014 0 0.5
Entamoeba histolytica hypothetical protein 0.0035 0.2078 0.5
Loa Loa (eye worm) hypothetical protein 0.0082 0.6586 0.6586
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.2078 0.3155
Onchocerca volvulus 0.0014 0 0.5
Loa Loa (eye worm) MH2 domain-containing protein 0.0117 1 1
Brugia malayi Carboxylesterase family protein 0.0082 0.6586 0.6586
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0082 0.6586 1
Entamoeba histolytica hypothetical protein 0.0035 0.2078 0.5
Onchocerca volvulus 0.0014 0 0.5
Onchocerca volvulus 0.0014 0 0.5
Loa Loa (eye worm) carboxylesterase 0.0082 0.6586 0.6586
Schistosoma mansoni hypothetical protein 0.0035 0.2078 0.3155
Trichomonas vaginalis spcc417.12 protein, putative 0.0014 0 0.5
Echinococcus granulosus acetylcholinesterase 0.0082 0.6586 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0014 0 0.5
Brugia malayi Carboxylesterase family protein 0.0082 0.6586 0.6586
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0014 0 0.5
Echinococcus granulosus acetylcholinesterase 0.0082 0.6586 1
Onchocerca volvulus 0.0014 0 0.5
Entamoeba histolytica hypothetical protein 0.0035 0.2078 0.5
Echinococcus multilocularis carboxylesterase 5A 0.0082 0.6586 1
Echinococcus multilocularis acetylcholinesterase 0.0082 0.6586 1
Mycobacterium ulcerans carboxylesterase, LipT 0.0014 0 0.5
Echinococcus granulosus carboxylesterase 5A 0.0082 0.6586 1
Loa Loa (eye worm) transcription factor SMAD2 0.0117 1 1
Brugia malayi hypothetical protein 0.0035 0.2078 0.2078
Mycobacterium tuberculosis Carboxylesterase LipT 0.0014 0 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 170.6 nM Inverse agonist activity at histamine H3 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
IC50 (functional) = 511 nM Antagonist activity at histamine H3 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
IC50 (binding) = 0.313 uM Inhibition of AChE in rat cortex homogenates using acetylthiocholine iodide as substrate after 15 mins by Ellman's method ChEMBL. 22019465
IC50 (functional) > 10 uM Antagonist activity at histamine H4 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
Inhibition (functional) Antagonist activity at histamine H4 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation at 1 uM after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
Inhibition (functional) Antagonist activity at histamine H2 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation at 1 uM after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
Inhibition (functional) Antagonist activity at histamine H1 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation at 1 uM after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465
Inhibition (binding) = 44.79 % Inhibition of BACE1 at 20 ug/mL by FRET assay ChEMBL. 22019465
Inhibition (functional) = 65.3 % Antagonist activity at histamine H3 receptor expressed in HEK293 cells co-transfected with pCRE-Luc gene assessed as inhibition of forskolin/histamine-induced cAMP accumulation at 1 uM after 5 hrs by luciferase reporter gene assay ChEMBL. 22019465

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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