Detailed information for compound 75773

Basic information

Technical information
  • TDR Targets ID: 75773
  • Name: 9-amino-6-fluoro-1,2,3,4-tetrahydroacridin-1- ol
  • MW: 232.254 | Formula: C13H13FN2O
  • H donors: 2 H acceptors: 2 LogP: 1.54 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: Fc1ccc2c(c1)nc1c(c2N)C(O)CCC1
  • InChi: 1S/C13H13FN2O/c14-7-4-5-8-10(6-7)16-9-2-1-3-11(17)12(9)13(8)15/h4-6,11,17H,1-3H2,(H2,15,16)
  • InChiKey: GHPCZOLZFWUXCH-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 9-azanyl-6-fluoro-1,2,3,4-tetrahydroacridin-1-ol

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Acetylcholinesterase Starlite/ChEMBL References
Rattus norvegicus Norepinephrine transporter 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
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A 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 Sodium:neurotransmitter symporter family protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Brugia malayi Carboxylesterase family protein 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) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum IPR000175,Sodium:neurotransmitter symporter,domain-containing Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Onchocerca volvulus Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni sodium/chloride dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K05336 solute carrier family 6 (neurotransmitter transporter), invertebrate, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni norepinephrine/norepinephrine transporter Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent dopamine transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) solute carrier family 6 member 4 Get druggable targets OG5_128364 All targets in OG5_128364
Loa Loa (eye worm) serotonin transporter b Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma japonicum Sodium-dependent noradrenaline transporter, putative Get druggable targets OG5_128364 All targets in OG5_128364
Echinococcus multilocularis serotonin transporter Get druggable targets OG5_128364 All targets in OG5_128364
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 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
Treponema pallidum sodium- and chloride- dependent transporter Get druggable targets OG5_128364 All targets in OG5_128364
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
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 508 aa 32.7 %
Toxoplasma gondii Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 522 aa 22.0 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 529 aa 41.6 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.0 %
Plasmodium vivax amine transporter, putative Norepinephrine transporter   597 aa 483 aa 21.1 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   614 aa 577 aa 40.7 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 573 aa 30.5 %
Onchocerca volvulus Norepinephrine transporter   597 aa 540 aa 46.3 %
Schistosoma japonicum ko:K05042 solute carrier family 6 (neurotransmitter transporter, glycine),, putative Norepinephrine transporter   597 aa 501 aa 39.7 %
Schistosoma mansoni sodium/chloride dependent transporter Norepinephrine transporter   597 aa 534 aa 41.0 %
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter Norepinephrine transporter   597 aa 549 aa 41.9 %
Plasmodium yoelii hypothetical protein Norepinephrine transporter   597 aa 478 aa 19.7 %
Onchocerca volvulus Acetylcholinesterase   614 aa 632 aa 25.6 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   614 aa 496 aa 24.0 %
Onchocerca volvulus Norepinephrine transporter   597 aa 548 aa 24.8 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   614 aa 642 aa 34.1 %
Echinococcus multilocularis sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative Norepinephrine transporter   597 aa 579 aa 22.1 %
Neospora caninum sodium-dependent transporter, putative Norepinephrine transporter   597 aa 507 aa 30.4 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   614 aa 531 aa 39.7 %
Brugia malayi Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 581 aa 34.6 %
Onchocerca volvulus Acetylcholinesterase   614 aa 583 aa 30.7 %
Onchocerca volvulus Norepinephrine transporter   597 aa 554 aa 38.6 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 595 aa 34.0 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   614 aa 507 aa 26.4 %
Schistosoma japonicum ko:K05046 solute carrier family 6 (neurotransmitter transporter, GABA), member, putative Norepinephrine transporter   597 aa 545 aa 41.7 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   614 aa 547 aa 32.5 %
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein Norepinephrine transporter   597 aa 579 aa 35.1 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   614 aa 602 aa 24.3 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 529 aa 42.5 %
Onchocerca volvulus Transmembrane protein 120 homolog Norepinephrine transporter   597 aa 577 aa 34.0 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 570 aa 25.4 %
Onchocerca volvulus Acetylcholinesterase   614 aa 581 aa 27.0 %
Loa Loa (eye worm) hypothetical protein Norepinephrine transporter   597 aa 551 aa 25.0 %
Echinococcus granulosus sodium and chloride dependent glycine Norepinephrine transporter   597 aa 507 aa 38.9 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   614 aa 642 aa 34.0 %
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   614 aa 564 aa 29.8 %
Onchocerca volvulus Norepinephrine transporter   597 aa 570 aa 38.6 %
Onchocerca volvulus High affinity copper uptake protein 1 homolog Norepinephrine transporter   597 aa 551 aa 47.4 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   614 aa 574 aa 24.0 %
Drosophila melanogaster CG13796 gene product from transcript CG13796-RD Norepinephrine transporter   597 aa 569 aa 24.8 %
Drosophila melanogaster CG1698 gene product from transcript CG1698-RA Norepinephrine transporter   597 aa 513 aa 38.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis tar DNA binding protein 0.0063 0.3334 0.3334
Onchocerca volvulus 0.0161 1 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0019 0.0323 0.0497
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0323 0.0323
Schistosoma mansoni sodium-dependent amino acid transporter 0.0019 0.0323 0.0497
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Loa Loa (eye worm) acetylcholinesterase 1 0.0082 0.4617 0.7111
Onchocerca volvulus 0.0161 1 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0019 0.0323 0.0497
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0019 0.0323 0.0323
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Loa Loa (eye worm) carboxylesterase 0.0082 0.4617 0.7111
Echinococcus granulosus tar DNA binding protein 0.0063 0.3334 0.3334
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0019 0.0323 0.0323
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0019 0.0323 0.0323
Loa Loa (eye worm) hypothetical protein 0.0109 0.6493 1
Onchocerca volvulus 0.0019 0.0323 0.0323
Echinococcus granulosus cytidine deaminase 0.0161 1 1
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0019 0.0323 0.5
Echinococcus multilocularis carboxylesterase 5A 0.0082 0.4617 0.4617
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0109 0.6493 1
Loa Loa (eye worm) RNA binding protein 0.0063 0.3334 0.5135
Echinococcus multilocularis cytidine deaminase 0.0161 1 1
Loa Loa (eye worm) solute carrier family 6 member 4 0.0109 0.6493 1
Loa Loa (eye worm) serotonin transporter b 0.0109 0.6493 1
Loa Loa (eye worm) hypothetical protein 0.0109 0.6493 1
Plasmodium vivax amine transporter, putative 0.0019 0.0323 0.5
Loa Loa (eye worm) hypothetical protein 0.0109 0.6493 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0063 0.3334 0.5135
Schistosoma mansoni sodium/chloride dependent transporter 0.0019 0.0323 0.0497
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0109 0.6493 0.6493
Trypanosoma brucei cytidine deaminase 0.0161 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0082 0.4617 0.7111
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Mycobacterium ulcerans cytidine deaminase 0.0161 1 1
Trypanosoma cruzi cytidine deaminase-like protein 0.0161 1 0.5
Schistosoma mansoni tar DNA-binding protein 0.0063 0.3334 0.5135
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0019 0.0323 0.0323
Plasmodium falciparum transporter, putative 0.0019 0.0323 0.5
Entamoeba histolytica cytidine deaminase, putative 0.0161 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Loa Loa (eye worm) TAR-binding protein 0.0063 0.3334 0.5135
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0019 0.0323 0.0323
Brugia malayi RNA recognition motif domain containing protein 0.0063 0.3334 0.3334
Schistosoma mansoni sodium/chloride dependent transporter 0.0019 0.0323 0.0497
Echinococcus multilocularis sodium and chloride dependent glycine 0.0019 0.0323 0.0323
Schistosoma mansoni tar DNA-binding protein 0.0063 0.3334 0.5135
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Echinococcus multilocularis sodium and chloride dependent glycine 0.0019 0.0323 0.0323
Loa Loa (eye worm) hypothetical protein 0.0019 0.0323 0.0497
Echinococcus multilocularis acetylcholinesterase 0.0082 0.4617 0.4617
Loa Loa (eye worm) norepinephrine transporter 0.0109 0.6493 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Brugia malayi RNA binding protein 0.0063 0.3334 0.3334
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0019 0.0323 0.0323
Schistosoma mansoni sodium/chloride dependent transporter 0.0109 0.6493 1
Giardia lamblia Cytidine deaminase 0.0161 1 0.5
Echinococcus granulosus acetylcholinesterase 0.0082 0.4617 0.4617
Trichomonas vaginalis cytidine deaminase, putative 0.0161 1 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0019 0.0323 0.0497
Mycobacterium leprae PROBABLE CYTIDINE DEAMINASE CDD (CYTIDINE AMINOHYDROLASE) (CYTIDINE NUCLEOSIDE DEAMINASE) 0.0161 1 0.5
Plasmodium vivax hypothetical protein, conserved 0.0019 0.0323 0.5
Onchocerca volvulus 0.0019 0.0323 0.0323
Mycobacterium tuberculosis Probable cytidine deaminase Cdd (cytidine aminohydrolase) (cytidine nucleoside deaminase) 0.0161 1 1
Toxoplasma gondii cytidine and deoxycytidylate deaminase zinc-binding region domain-containing protein 0.0161 1 1
Schistosoma mansoni tar DNA-binding protein 0.0063 0.3334 0.5135
Echinococcus granulosus sodium and chloride dependent glycine 0.0019 0.0323 0.0323
Echinococcus granulosus carboxylesterase 5A 0.0082 0.4617 0.4617
Echinococcus granulosus serotonin transporter 0.0109 0.6493 0.6493
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0019 0.0323 0.0323
Trypanosoma cruzi cytidine deaminase-like protein, putative 0.0161 1 0.5
Echinococcus multilocularis serotonin transporter 0.0109 0.6493 0.6493
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Treponema pallidum sodium- and chloride- dependent transporter 0.0109 0.6493 0.5
Onchocerca volvulus 0.0109 0.6493 0.6493
Schistosoma mansoni tar DNA-binding protein 0.0063 0.3334 0.5135
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0323 0.0323
Leishmania major cytidine deaminase-like protein 0.0161 1 0.5
Onchocerca volvulus 0.0019 0.0323 0.0323
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0019 0.0323 0.0323
Schistosoma mansoni tar DNA-binding protein 0.0063 0.3334 0.5135
Echinococcus granulosus sodium and chloride dependent glycine 0.0019 0.0323 0.0323
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0082 0.4617 0.7111
Brugia malayi Carboxylesterase family protein 0.0082 0.4617 0.4617
Brugia malayi TAR-binding protein 0.0063 0.3334 0.3334
Trichomonas vaginalis cytidine deaminase, putative 0.0161 1 1
Echinococcus granulosus acetylcholinesterase 0.0082 0.4617 0.4617
Loa Loa (eye worm) hypothetical protein 0.0082 0.4617 0.7111
Brugia malayi hypothetical protein 0.0019 0.0323 0.0323
Plasmodium falciparum amino acid transporter, putative 0.0019 0.0323 0.5
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0019 0.0323 0.0497
Brugia malayi Carboxylesterase family protein 0.0082 0.4617 0.4617
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0019 0.0323 0.0497
Echinococcus multilocularis acetylcholinesterase 0.0082 0.4617 0.4617
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0019 0.0323 0.0323

Activities

Activity type Activity value Assay description Source Reference
Animals (functional) = 20 % Reversal of scopolamine-induced memory impairment in mice at 0.63 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 20 % Reversal of scopolamine-induced memory impairment in mice at 1.25 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 20 % Reversal of scopolamine-induced memory impairment in mice at 0.63 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 20 % Reversal of scopolamine-induced memory impairment in mice at 1.25 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 29 % Reversal of scopolamine-induced memory impairment in mice at 0.31 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 29 % Reversal of scopolamine-induced memory impairment in mice at 0.31 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 33 % Reversal of scopolamine-induced memory impairment in mice at 2.5 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 33 % Reversal of scopolamine-induced memory impairment in mice at 2.5 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 40 % Reversal of scopolamine-induced memory impairment in mice at 5 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 40 % Reversal of scopolamine-induced memory impairment in mice at 5 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 73 % Reversal of scopolamine-induced memory impairment in mice at 0.16 mg/Kg administered subcutaneously. ChEMBL. 2754707
Animals (functional) = 73 % Reversal of scopolamine-induced memory impairment in mice at 0.16 mg/Kg administered subcutaneously. ChEMBL. 2754707
IC50 (binding) = 0.292 uM In vitro inhibition against acetylcholinesterase in rat striata. ChEMBL. 2754707
IC50 (binding) = 0.292 uM In vitro inhibition against acetylcholinesterase in rat striata. ChEMBL. 2754707
IC50 (functional) > 10 uM Inhibition of norepinephrine reuptake in rat whole brains minus cerebellar ChEMBL. 2754707
IC50 (functional) > 10 uM Inhibition of norepinephrine reuptake in rat whole brains minus cerebellar ChEMBL. 2754707
LD50 (ADMET) = 40 mg kg-1 Toxicity evaluated in rats after intraperitoneal administration. ChEMBL. 2754707

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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