Detailed information for compound 421764

Basic information

Technical information
  • TDR Targets ID: 421764
  • Name: 4-(1-adamantyl)-N-[(E)-pyridin-3-ylmethyliden eamino]quinoline-2-carboxamide
  • MW: 410.511 | Formula: C26H26N4O
  • H donors: 1 H acceptors: 3 LogP: 5.77 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1nc2ccccc2c(c1)C12CC3CC(C2)CC(C1)C3)N/N=C/c1cccnc1
  • InChi: 1S/C26H26N4O/c31-25(30-28-16-17-4-3-7-27-15-17)24-11-22(21-5-1-2-6-23(21)29-24)26-12-18-8-19(13-26)10-20(9-18)14-26/h1-7,11,15-16,18-20H,8-10,12-14H2,(H,30,31)/b28-16+
  • InChiKey: MGTLSKGVIXZVNB-LQKURTRISA-N  


Substructure search Similarity search

Network

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Synonyms

  • 4-(1-adamantyl)-N-[(E)-3-pyridylmethyleneamino]quinoline-2-carboxamide
  • 4-(1-adamantyl)-N-[(E)-3-pyridylmethyleneamino]-2-quinolinecarboxamide
  • 4-(1-adamantyl)-N-[(E)-3-pyridylmethyleneamino]quinaldamide
  • 4-(1-adamantyl)-N-(pyridin-3-ylmethylideneamino)quinoline-2-carboxamide
  • 4-(1-adamantyl)-N-(3-pyridylmethyleneamino)quinoline-2-carboxamide
  • 4-(1-adamantyl)-N-(3-pyridylmethyleneamino)-2-quinolinecarboxamide
  • 4-(1-adamantyl)-N-(3-pyridylmethyleneamino)quinaldamide
  • 4-Adamantan-1-yl-quinoline-2-carboxylic acid pyridin-3-yl-methylene-hydrazide
  • AIDS-176991
  • AIDS176991

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Trichomonas vaginalis valacyclovir hydrolase, putative 0.0150813 0.76512 0.743784
Plasmodium falciparum lysophospholipase, putative 0.0150813 0.76512 0.76512
Trypanosoma brucei DNA topoisomerase II beta, putative 0.012913 0.628711 0.788789
Echinococcus multilocularis thioredoxin glutathione reductase 0.0122442 0.586631 0.85991
Trichomonas vaginalis xanthine dehydrogenase, putative 0.013399 0.659285 0.628335
Trichomonas vaginalis aldehyde oxidase, putative 0.013399 0.659285 0.628335
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.00424296 0.0832751 0.0832751
Leishmania major DNA topoisomerase ii 0.012913 0.628711 0.799722
Plasmodium falciparum DNA gyrase subunit B 0.00791469 0.314264 0.314264
Plasmodium falciparum esterase, putative 0.0188149 1 1
Loa Loa (eye worm) hypothetical protein 0.00925754 0.398743 0.455078
Plasmodium vivax thioredoxin reductase, putative 0.0122442 0.586631 0.586631
Plasmodium vivax PST-A protein 0.0150813 0.76512 0.76512
Trypanosoma brucei monoglyceride lipase, putative 0.0150813 0.76512 0.986058
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.00424296 0.0832751 0.108839
Brugia malayi glutathione reductase 0.0122442 0.586631 0.866912
Plasmodium falciparum lysophospholipase, putative 0.0188149 1 1
Trichomonas vaginalis xanthine dehydrogenase, putative 0.013399 0.659285 0.628335
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.00791469 0.314264 0.314264
Plasmodium vivax DNA topoisomerase II, putative 0.0136454 0.674784 0.674784
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0065505 0.228443 0.298571
Trichomonas vaginalis conserved hypothetical protein 0.0150813 0.76512 0.743784
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00424296 0.0832751 0.264984
Trichomonas vaginalis DNA topoisomerase II, putative 0.0136454 0.674784 0.645241
Plasmodium falciparum lysophospholipase, putative 0.0150813 0.76512 0.76512
Chlamydia trachomatis DNA gyrase subunit B 0.00791469 0.314264 1
Plasmodium vivax DNA gyrase subunit B, putative 0.00791469 0.314264 0.314264
Mycobacterium ulcerans lysophospholipase 0.0150813 0.76512 1
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.00424296 0.0832751 0.0599855
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.00424296 0.0832751 0.0619776
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.00424296 0.0832751 0.106967
Loa Loa (eye worm) hypothetical protein 0.00925754 0.398743 0.455078
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.00424296 0.0832751 0.108839
Plasmodium falciparum esterase, putative 0.0150813 0.76512 0.76512
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (medium chain) 0.0045623 0.103365 0.135096
Leishmania major monoglyceride lipase, putative 0.0150813 0.76512 0.98678
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0152346 0.77476 1
Treponema pallidum NADH oxidase 0.00424296 0.0832751 0.264984
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0122442 0.586631 0.766718
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.00424296 0.0832751 0.0599855
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.00424296 0.0832751 0.264984
Trypanosoma cruzi DNA topoisomerase II, putative 0.012913 0.628711 0.788789
Leishmania major mitochondrial DNA topoisomerase II 0.0152346 0.77476 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.00424296 0.0832751 0.108839
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.00424296 0.0832751 0.108839
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0150813 0.76512 0.277774
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.00378997 0.0547775 0.0715934
Toxoplasma gondii NADPH-glutathione reductase 0.00424296 0.0832751 0.0832751
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.00791469 0.314264 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.00424296 0.0832751 0.0832751
Plasmodium falciparum thioredoxin reductase 0.00424296 0.0832751 0.0832751
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.00424296 0.0832751 0.264984
Trypanosoma brucei DNA topoisomerase ii 0.0152346 0.77476 1
Plasmodium falciparum lysophospholipase, putative 0.0150813 0.76512 0.76512
Giardia lamblia DNA topoisomerase II 0.0129383 0.630302 1
Trypanosoma cruzi trypanothione reductase, putative 0.0122442 0.586631 0.727935
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.00424296 0.0832751 0.0517615
Mycobacterium ulcerans flavoprotein disulfide reductase 0.00424296 0.0832751 0.108839
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0150813 0.76512 0.743784
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0150813 0.76512 0.743784
Mycobacterium ulcerans DNA gyrase subunit B 0.00791469 0.314264 0.410738
Leishmania major trypanothione reductase 0.0122442 0.586631 0.742017
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0136454 0.674784 1
Mycobacterium ulcerans carbon monoxide dehydrogenase 0.00883674 0.37227 0.486551
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0136454 0.674784 1
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0150813 0.76512 0.743784
Toxoplasma gondii DNA topoisomerase 2, putative 0.0136454 0.674784 0.674784
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0136454 0.674784 1
Loa Loa (eye worm) TOPoisomerase family member 0.0136454 0.674784 1
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.00424296 0.0832751 0.0832751
Leishmania major dihydrolipoamide dehydrogenase, putative 0.00424296 0.0832751 0.0517615
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0188149 1 1
Mycobacterium leprae POSSIBLE LYSOPHOSPHOLIPASE 0.0150813 0.76512 1
Trypanosoma cruzi DNA topoisomerase II, putative 0.012913 0.628711 0.788789
Mycobacterium tuberculosis Possible lysophospholipase 0.0150813 0.76512 1
Trichomonas vaginalis conserved hypothetical protein 0.0188149 1 1
Trypanosoma cruzi monoglyceride lipase, putative 0.0150813 0.76512 0.986058
Trypanosoma brucei monoglyceride lipase, putative 0.0150813 0.76512 0.986058
Plasmodium vivax glutathione reductase, putative 0.0122442 0.586631 0.586631
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.00791469 0.314264 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.00424296 0.0832751 0.0517615
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0150813 0.76512 0.743784
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0152346 0.77476 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00924474 0.397938 0.5
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (large chain) 0.0065505 0.228443 0.298571
Chlamydia trachomatis DNA gyrase subunit B 0.00632549 0.214287 0.681869
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00924474 0.397938 0.5
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.00924474 0.397938 0.5
Schistosoma mansoni DNA topoisomerase II 0.0136454 0.674784 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0136454 0.674784 1
Brugia malayi Thioredoxin reductase 0.0122442 0.586631 0.866912
Plasmodium vivax lysophospholipase, putative 0.0188149 1 1
Loa Loa (eye worm) thioredoxin reductase 0.0122442 0.586631 0.825982
Plasmodium falciparum thioredoxin reductase 0.0122442 0.586631 0.586631
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxL_2 0.0065505 0.228443 0.298571
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.00424296 0.0832751 0.0832751
Mycobacterium ulcerans carbon monoxyde dehydrogenase medium chain CoxM 0.0045623 0.103365 0.135096
Echinococcus granulosus thioredoxin glutathione reductase 0.0122442 0.586631 0.85991
Brugia malayi Probable DNA topoisomerase II 0.0136454 0.674784 1
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.00424296 0.0832751 0.0832751
Leishmania major dihydrolipoamide dehydrogenase, putative 0.00424296 0.0832751 0.0517615
Toxoplasma gondii thioredoxin reductase 0.0122442 0.586631 0.586631
Trichomonas vaginalis Clan SC, family S33, methylesterase-like serine peptidase 0.0150813 0.76512 0.743784
Entamoeba histolytica hydrolase, alpha/beta fold family domain containing protein 0.0150813 0.76512 0.277774
Trypanosoma brucei trypanothione reductase 0.0122442 0.586631 0.727935
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.00424296 0.0832751 0.108839
Loa Loa (eye worm) glutathione reductase 0.0122442 0.586631 0.825982
Plasmodium falciparum DNA topoisomerase 2 0.0136454 0.674784 0.674784
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxM_2 0.0045623 0.103365 0.135096
Plasmodium falciparum glutathione reductase 0.00424296 0.0832751 0.0832751
Mycobacterium ulcerans hypothetical protein 0.0150813 0.76512 1
Trichomonas vaginalis conserved hypothetical protein 0.0150813 0.76512 0.743784
Toxoplasma gondii hypothetical protein 0.0188149 1 1
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.00791469 0.314264 0.410738
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.012913 0.628711 0.788789
Mycobacterium tuberculosis Probable oxidoreductase 0.00424296 0.0832751 0.108839
Plasmodium falciparum esterase, putative 0.0188149 1 1
Plasmodium falciparum glutathione reductase 0.0122442 0.586631 0.586631
Plasmodium vivax unspecified product 0.0188149 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = -4.87 Antimycobacterial activity against drug-sensitive Mycobacterium tuberculosis H37Rv by microplate alamar blue assay ChEMBL. 17107805
Inhibition (functional) = 53 % Antimycobacterial activity against drug-sensitive Mycobacterium tuberculosis H37Rv at 6.250 ug/mL relative to isoniazid by microplate alamar blue assay ChEMBL. 17107805
Inhibition (functional) = 53 % Antimycobacterial activity against drug-sensitive Mycobacterium tuberculosis H37Rv at 6.250 ug/mL relative to isoniazid by microplate alamar blue assay ChEMBL. 17107805
Log IC50 (functional) = 4.87 Antimycobacterial activity against drug-sensitive Mycobacterium tuberculosis H37Rv by microplate alamar blue assay ChEMBL. 17107805

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mycobacterium tuberculosis ChEMBL23 17107805

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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