Detailed information for compound 520816

Basic information

Technical information
  • TDR Targets ID: 520816
  • Name: 4-chloro-2-[[2-methylpropyl-[(3S)-piperidin-3 -yl]amino]methyl]benzonitrile
  • MW: 305.846 | Formula: C17H24ClN3
  • H donors: 1 H acceptors: 1 LogP: 3.56 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: N#Cc1ccc(cc1CN([C@H]1CCCNC1)CC(C)C)Cl
  • InChi: 1S/C17H24ClN3/c1-13(2)11-21(17-4-3-7-20-10-17)12-15-8-16(18)6-5-14(15)9-19/h5-6,8,13,17,20H,3-4,7,10-12H2,1-2H3/t17-/m0/s1
  • InChiKey: VPPVMKGWSISMAW-KRWDZBQOSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-chloro-2-[[isobutyl-[(3S)-3-piperidyl]amino]methyl]benzonitrile
  • 4-chloro-2-[[isobutyl-[(3S)-3-piperidinyl]amino]methyl]benzonitrile
  • 4-chloro-2-[[2-methylpropyl-[(3S)-piperidin-3-yl]amino]methyl]benzenecarbonitrile

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens nitric oxide synthase 1 (neuronal) Starlite/ChEMBL References
Homo sapiens nitric oxide synthase 2, inducible 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Toxoplasma gondii flavodoxin domain-containing protein 0.0029 0.4316 0.5648
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0023 0.3033 0.3033
Echinococcus multilocularis calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0052 0.8717 0.8159
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0023 0.3033 0.3033
Schistosoma mansoni diflavin oxidoreductase 0.0029 0.4316 0.4316
Echinococcus multilocularis calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Plasmodium vivax hypothetical protein, conserved 0.0023 0.3033 0.3033
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.0023 0.3033 0.3033
Plasmodium vivax calcium-dependent protein kinase 4, putative 0.0047 0.7641 0.7641
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.0023 0.3033 0.3033
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0059 1 1
Leishmania major p450 reductase, putative 0.0059 1 1
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0059 1 1
Toxoplasma gondii calcium-dependent protein kinase CDPK3 0.0047 0.7641 1
Brugia malayi FAD binding domain containing protein 0.0059 1 1
Schistosoma mansoni serine/threonine protein kinase 0.0047 0.7636 0.7636
Plasmodium falciparum nitric oxide synthase, putative 0.0059 1 1
Schistosoma mansoni NADPH flavin oxidoreductase 0.003 0.4402 0.4402
Echinococcus granulosus methionine synthase reductase 0.0037 0.5684 0.5684
Echinococcus granulosus calcium:calmodulin dependent protein kinase type 1 0.0047 0.7636 0.7636
Chlamydia trachomatis sulfite reductase 0.0037 0.5684 1
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0059 1 1
Schistosoma mansoni protein kinase 0.0047 0.7636 0.7636
Leishmania major protein kinase, putative 0.0047 0.7636 0.7636
Brugia malayi FAD binding domain containing protein 0.0037 0.5684 0.5684
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.0037 0.5684 0.5684
Brugia malayi Calcium/calmodulin-dependent protein kinase type II alpha chain 0.0047 0.7636 0.7636
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0059 1 1
Plasmodium vivax flavodoxin domain containing protein 0.0052 0.8717 0.8717
Leishmania major hypothetical protein, conserved 0.0023 0.3033 0.3033
Trypanosoma brucei calcium/calmodulin-dependent protein kinase, putative 0.0047 0.7636 0.7636
Echinococcus granulosus calcium dependent protein kinase 0.0046 0.7462 0.7462
Echinococcus granulosus calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Toxoplasma gondii calcium-dependent protein kinase CDPK2B 0.0047 0.7641 1
Trichomonas vaginalis sulfite reductase, putative 0.0059 1 1
Toxoplasma gondii calcium-dependent protein kinase CDPK2A 0.0047 0.7641 1
Loa Loa (eye worm) hypothetical protein 0.0047 0.7636 0.7636
Loa Loa (eye worm) flavodoxin family protein 0.0023 0.3033 0.3033
Trichomonas vaginalis CAMK family protein kinase 0.0047 0.7636 0.6607
Echinococcus multilocularis methionine synthase reductase 0.0037 0.5684 0.5684
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0023 0.3033 0.3033
Onchocerca volvulus 0.0007 0 0.5
Schistosoma mansoni protein kinase 0.0047 0.7636 0.7636
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0059 1 1
Plasmodium falciparum calcium-dependent protein kinase 3 0.0047 0.7641 0.7641
Treponema pallidum flavodoxin 0.0023 0.3033 1
Loa Loa (eye worm) CAMK/CAMK2 protein kinase 0.0047 0.7636 0.7636
Plasmodium falciparum calcium-dependent protein kinase 4 0.0047 0.7641 0.7641
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0059 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0007 0 0.5
Plasmodium falciparum calcium-dependent protein kinase 5 0.0047 0.7641 0.7641
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0059 1 1
Schistosoma mansoni cytochrome P450 reductase 0.0059 1 1
Entamoeba histolytica protein kinase, putative 0.0047 0.7636 1
Plasmodium falciparum calcium-dependent protein kinase 2 0.0047 0.7641 0.7641
Brugia malayi Cam kinase protein 1 0.0047 0.7636 0.7636
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0059 1 1
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.0007 0 0.5
Echinococcus granulosus calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Echinococcus multilocularis calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0059 1 1
Trypanosoma cruzi p450 reductase, putative 0.0059 1 1
Echinococcus multilocularis calcium dependent protein kinase 0.0046 0.7462 0.7462
Mycobacterium tuberculosis Probable monooxygenase 0.0007 0 0.5
Echinococcus multilocularis calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0059 1 1
Echinococcus granulosus calcium:calmodulin dependent protein kinase type 0.0047 0.7636 0.7636
Giardia lamblia Hypothetical protein 0.0052 0.8717 1
Loa Loa (eye worm) calcium/calmodulin-dependent protein kinase ID 0.0047 0.7636 0.7636
Loa Loa (eye worm) hypothetical protein 0.0059 1 1
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0059 1 1
Plasmodium vivax calcium-dependent protein kinase 3, putative 0.0047 0.7641 0.7641
Plasmodium vivax calcium-dependent protein kinase, putative 0.0047 0.7641 0.7641
Brugia malayi flavodoxin family protein 0.0023 0.3033 0.3033
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0023 0.3033 0.3033
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0059 1 1
Giardia lamblia Nitric oxide synthase, inducible 0.0052 0.8717 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0037 0.5684 0.5684
Plasmodium vivax calcium-dependent protein kinase 1, putative 0.0047 0.7641 0.7641
Toxoplasma gondii flavodoxin domain-containing protein 0.0029 0.4316 0.5648
Loa Loa (eye worm) FAD binding domain-containing protein 0.0059 1 1
Leishmania major cytochrome P450 reductase, putative 0.0052 0.8717 0.8717
Schistosoma mansoni protein kinase 0.0047 0.7636 0.7636
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.0007 0 0.5
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0059 1 1
Plasmodium falciparum calcium-dependent protein kinase 1 0.0047 0.7641 0.7641
Mycobacterium tuberculosis Possible oxygenase 0.0007 0 0.5
Entamoeba histolytica protein kinase, putative 0.0047 0.7636 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0059 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 330 nM Inhibition of human iNOS expressed in human DLD1 cells after 1 hr ChEMBL. 18024030
IC50 (binding) = 330 nM Inhibition of human iNOS expressed in human DLD1 cells after 1 hr ChEMBL. 18024030
IC50 (binding) = 570 nM Inhibition of cytokine-induced iNOS activity in human DLD1 cells after 24 hrs ChEMBL. 18024030
IC50 (binding) = 570 nM Inhibition of cytokine-induced iNOS activity in human DLD1 cells after 24 hrs ChEMBL. 18024030
IC50 (binding) = 5300 nM Inhibition of human nNOS expressed in insect SF9 cells after 1 hr ChEMBL. 18024030
IC50 (binding) = 5300 nM Inhibition of human nNOS expressed in insect SF9 cells after 1 hr ChEMBL. 18024030
Inhibition (binding) = 0 % Inhibition of human eNOS expressed in insect SF9 cells at 10 uM after 1 hr ChEMBL. 18024030
Inhibition (binding) = 0 % Inhibition of human eNOS expressed in insect SF9 cells at 10 uM after 1 hr ChEMBL. 18024030
Ratio IC50 (binding) = 16 Selectivity for human nNOS to human iNOS ChEMBL. 18024030
Ratio IC50 (binding) > 25 Selectivity for human eNOS to human iNOS ChEMBL. 18024030

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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