Detailed information for compound 227584

Basic information

Technical information
  • TDR Targets ID: 227584
  • Name: (Z)-3-(N-hydroxyanilino)-1-naphthalen-2-ylpro p-2-en-1-one
  • MW: 289.328 | Formula: C19H15NO2
  • H donors: 1 H acceptors: 2 LogP: 4.29 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: ON(c1ccccc1)/C=C\C(=O)c1ccc2c(c1)cccc2
  • InChi: 1S/C19H15NO2/c21-19(12-13-20(22)18-8-2-1-3-9-18)17-11-10-15-6-4-5-7-16(15)14-17/h1-14,22H/b13-12-
  • InChiKey: MVTCCYCMYIOOPQ-SEYXRHQNSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (Z)-3-(N-hydroxyanilino)-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-(N-hydroxyanilino)-1-(2-naphthalenyl)-2-propen-1-one
  • (Z)-3-[hydroxy(phenyl)amino]-1-naphthalen-2-yl-prop-2-en-1-one
  • (Z)-3-(hydroxy-phenylamino)-1-naphthalen-2-ylprop-2-en-1-one
  • (Z)-3-(hydroxy-phenyl-amino)-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-(hydroxy-phenylamino)-1-(2-naphthyl)prop-2-en-1-one
  • (Z)-3-(hydroxy-phenyl-amino)-1-naphthalen-2-yl-prop-2-en-1-one

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Arachidonate 5-lipoxygenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00461 arachidonate 5-lipoxygenase [EC1.13.11.34], putative Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma japonicum IPR001024,Lipoxygenase, LH2;IPR013819,Lipoxygenase, C-terminal,domain-containing Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus granulosus arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Schistosoma mansoni lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
Echinococcus multilocularis arachidonate 5 lipoxygenase Get druggable targets OG5_127482 All targets in OG5_127482
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
Echinococcus multilocularis musashi 0.0028 0.0176 0.0137
Plasmodium falciparum glutathione reductase 0.0052 0.0496 1
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0303 0.0809
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0068 0.0702 1
Mycobacterium tuberculosis Probable reductase 0.0119 0.1392 0.4522
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0242 0.303 1
Echinococcus granulosus Polycystic kidney disease protein 0.0046 0.0406 0.0369
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0119 0.1392 0.4522
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0133 0.157 1
Echinococcus granulosus RUN 0.0046 0.0406 0.0369
Trichomonas vaginalis set domain proteins, putative 0.0262 0.3299 1
Schistosoma mansoni hypothetical protein 0.0076 0.0812 0.0776
Brugia malayi Latrophilin receptor protein 2 0.0035 0.0267 0.0928
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0052 0.0496 0.1527
Schistosoma mansoni hypothetical protein 0.0046 0.0406 0.0369
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0238 0.02
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0119 0.1392 0.4522
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0018 0.0039 0.5
Schistosoma mansoni hypothetical protein 0.0035 0.0267 0.0228
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0038 0.0303 0.3979
Echinococcus multilocularis microtubule associated protein 2 0.0764 1 1
Echinococcus granulosus kinesin family 1 0.0227 0.2827 0.2799
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0018 0.0039 0.5
Trypanosoma brucei trypanothione reductase 0.0052 0.0496 1
Onchocerca volvulus 0.0262 0.3303 1
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0238 0.4358
Schistosoma mansoni hypothetical protein 0.019 0.2338 0.2307
Onchocerca volvulus 0.0033 0.0238 0.0199
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0303 0.0265
Mycobacterium ulcerans esterase/lipase LipP 0.0038 0.0303 0.3979
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0303 0.0809
Echinococcus multilocularis kinesin family 1 0.0227 0.2827 0.2799
Echinococcus granulosus lipoxygenase domain containing protein 0.0046 0.0406 0.0369
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0151 0.2452
Echinococcus granulosus lamin dm0 0.0028 0.0176 0.0137
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0238 0.02
Brugia malayi Pre-SET motif family protein 0.0033 0.0238 0.0829
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0068 0.0702 0.0666
Echinococcus granulosus lamin 0.0028 0.0176 0.0137
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0133 0.157 0.5117
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Mycobacterium tuberculosis Probable esterase LipL 0.0038 0.0303 0.0882
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0238 0.02
Echinococcus multilocularis lamin 0.0028 0.0176 0.0137
Plasmodium vivax ataxin-2 like protein, putative 0.0027 0.0151 0.2452
Brugia malayi beta-lactamase family protein 0.0038 0.0303 0.1054
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0068 0.0702 0.2443
Onchocerca volvulus 0.0046 0.0406 0.0737
Echinococcus multilocularis ankyrin repeat protein 0.0166 0.201 0.1978
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0035 0.0267 0.0228
Schistosoma mansoni polycystin 1-related 0.0046 0.0406 0.0369
Echinococcus granulosus transient receptor potential cation channel 0.0171 0.2077 0.2046
Plasmodium vivax SET domain protein, putative 0.0033 0.0238 0.4358
Leishmania major hypothetical protein, conserved 0.0027 0.0151 0.169
Brugia malayi beta-lactamase family protein 0.0038 0.0303 0.1054
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0204 0.2516 0.2486
Brugia malayi MH2 domain containing protein 0.0127 0.1491 0.5189
Leishmania major trypanothione reductase 0.0052 0.0496 0.689
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0068 0.0702 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0133 0.157 0.5117
Loa Loa (eye worm) hypothetical protein 0.0035 0.0267 0.0928
Echinococcus multilocularis transient receptor potential cation channel 0.0171 0.2081 0.205
Loa Loa (eye worm) hypothetical protein 0.0033 0.0238 0.0829
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0068 0.0702 0.0666
Plasmodium falciparum thioredoxin reductase 0.0052 0.0496 1
Plasmodium vivax thioredoxin reductase, putative 0.0052 0.0496 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0111 0.1281 0.4459
Echinococcus granulosus ankyrin repeat protein 0.0166 0.201 0.1978
Brugia malayi latrophilin 2 splice variant baaae 0.0076 0.0812 0.2824
Schistosoma mansoni transient receptor potential cation channel subfamily A member 0.0166 0.201 0.1978
Leishmania major hypothetical protein, conserved 0.0038 0.0303 0.3979
Loa Loa (eye worm) thioredoxin reductase 0.0052 0.0496 0.1726
Schistosoma mansoni microtubule-associated protein tau 0.0764 1 1
Schistosoma mansoni hypothetical protein 0.0035 0.0267 0.0228
Echinococcus multilocularis GPCR, family 2 0.0035 0.0267 0.0228
Toxoplasma gondii kinesin motor domain-containing protein 0.0029 0.0191 0.3314
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0303 0.5774
Toxoplasma gondii ABC1 family protein 0.0038 0.0303 0.5774
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0303 0.1054
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.023 0.2874 1
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.0018 0.0039 0.5
Trypanosoma cruzi trypanothione reductase, putative 0.0052 0.0496 1
Brugia malayi glutathione reductase 0.0052 0.0496 0.1726
Plasmodium vivax glutathione reductase, putative 0.0052 0.0496 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Brugia malayi Thioredoxin reductase 0.0052 0.0496 0.1726
Trypanosoma brucei hypothetical protein, conserved 0.0038 0.0303 0.5774
Toxoplasma gondii LsmAD domain-containing protein 0.0027 0.0151 0.2452
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.0446 0.1552
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0446 0.0409
Loa Loa (eye worm) latrophilin receptor protein 2 0.0035 0.0267 0.0928
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Mycobacterium tuberculosis Probable dehydrogenase 0.0119 0.1392 0.4522
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0303 0.0809
Mycobacterium ulcerans lipase LipD 0.0038 0.0303 0.3979
Giardia lamblia Kinesin-5 0.0029 0.0191 1
Mycobacterium ulcerans hypothetical protein 0.0038 0.0303 0.3979
Schistosoma mansoni lipoxygenase 0.0121 0.1418 0.1385
Onchocerca volvulus 0.0046 0.0406 0.0737
Mycobacterium ulcerans beta-lactamase 0.0038 0.0303 0.3979
Plasmodium vivax multidomain scavenger receptor, putative 0.0046 0.0406 0.8039
Echinococcus multilocularis lamin dm0 0.0028 0.0176 0.0137
Loa Loa (eye worm) hypothetical protein 0.0028 0.0169 0.0588
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.0446 0.1552
Loa Loa (eye worm) hypothetical protein 0.0076 0.0812 0.2824
Schistosoma mansoni kinesin eg-5 0.0029 0.0191 0.0152
Schistosoma mansoni hypothetical protein 0.0035 0.0267 0.0228
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0119 0.1392 0.8595
Loa Loa (eye worm) doublecortin family protein 0.0046 0.0406 0.1414
Brugia malayi Intermediate filament tail domain containing protein 0.0028 0.0176 0.0612
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0303 0.0809
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0038 0.0303 0.0882
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0446 0.0409
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0446 0.0409
Echinococcus granulosus beta LACTamase domain containing family member 0.0038 0.0303 0.0265
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0303 0.5774
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0032 0.0222 0.0184
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0446 0.0409
Toxoplasma gondii thioredoxin reductase 0.0052 0.0496 1
Mycobacterium tuberculosis Conserved protein 0.0038 0.0303 0.0882
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Schistosoma mansoni lamin 0.0028 0.0176 0.0137
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0238 0.02
Loa Loa (eye worm) MH2 domain-containing protein 0.0127 0.1491 0.5189
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0151 0.2452
Schistosoma mansoni hypothetical protein 0.019 0.2338 0.2307
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0303 0.0265
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0068 0.0702 0.2217
Echinococcus multilocularis beta LACTamase domain containing family member 0.0038 0.0303 0.0265
Mycobacterium tuberculosis Conserved protein 0.0038 0.0303 0.0882
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0068 0.0702 0.0666
Plasmodium vivax kinesin-5 0.0029 0.0191 0.3314
Loa Loa (eye worm) hypothetical protein 0.0046 0.0406 0.1414
Trypanosoma brucei PAB1-binding protein , putative 0.0027 0.0151 0.2452
Echinococcus granulosus geminin 0.019 0.2338 0.2307
Brugia malayi Pre-SET motif family protein 0.023 0.2874 1
Treponema pallidum NADH oxidase 0.0018 0.0039 0.5
Loa Loa (eye worm) hypothetical protein 0.0046 0.0406 0.1414
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0068 0.0702 1
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0151 0.2452
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0446 0.0409
Echinococcus granulosus thioredoxin glutathione reductase 0.0052 0.0496 0.0459
Brugia malayi hypothetical protein 0.0027 0.0151 0.0526
Schistosoma mansoni loxhd1 0.0046 0.0406 0.0369
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0035 0.0267 0.0228
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0119 0.1392 0.4522
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0303 0.0809
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0038 0.0303 0.0882
Schistosoma mansoni lamin 0.0028 0.0176 0.0137
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0446 0.0409
Loa Loa (eye worm) hypothetical protein 0.0111 0.1281 0.4459
Brugia malayi hypothetical protein 0.0046 0.0406 0.1414
Trichomonas vaginalis esterase, putative 0.0038 0.0303 0.0809
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0035 0.0267 0.0228
Brugia malayi Doublecortin family protein 0.0046 0.0406 0.1414
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0033 0.0238 0.02
Loa Loa (eye worm) beta-lactamase 0.0038 0.0303 0.1054
Schistosoma mansoni lipoxygenase 0.0204 0.2516 0.2486
Brugia malayi beta-lactamase 0.0038 0.0303 0.1054
Echinococcus granulosus GPCR family 2 0.0035 0.0267 0.0228
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0038 0.0303 0.1054
Onchocerca volvulus 0.0038 0.0303 0.0406
Echinococcus granulosus intermediate filament protein 0.0028 0.0176 0.0137
Schistosoma mansoni intermediate filament proteins 0.0028 0.0176 0.0137
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0059 0.0588 0.2046
Brugia malayi hypothetical protein 0.0017 0.0026 0.0089
Echinococcus multilocularis lipoxygenase domain containing protein 0.0046 0.0406 0.0369
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0035 0.0267 0.0228
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0238 0.02
Schistosoma mansoni rab6-interacting 0.0046 0.0406 0.0369
Loa Loa (eye worm) transcription factor SMAD2 0.0127 0.1491 0.5189
Schistosoma mansoni hypothetical protein 0.0035 0.0267 0.0228
Onchocerca volvulus 0.0038 0.0303 0.0406
Mycobacterium tuberculosis Probable lipase LipE 0.0038 0.0303 0.0882
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0111 0.1281 0.4459
Loa Loa (eye worm) hypothetical protein 0.0038 0.0303 0.1054
Mycobacterium tuberculosis Probable lipase LipD 0.0038 0.0303 0.0882
Schistosoma mansoni rab6-interacting 0.0046 0.0406 0.0369
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0238 0.02
Echinococcus multilocularis Polycystic kidney disease protein 0.0046 0.0406 0.0369
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0111 0.1281 0.4459
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0028 0.0176 0.0612
Loa Loa (eye worm) kinesin-like protein KLP2 0.0029 0.0191 0.0663
Schistosoma mansoni hypothetical protein 0.0197 0.2433 0.2404
Trypanosoma cruzi hypothetical protein, conserved 0.0038 0.0303 0.5774
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0133 0.157 0.5117
Echinococcus multilocularis geminin 0.019 0.2338 0.2307
Echinococcus multilocularis lipoxygenase domain containing protein 0.0046 0.0406 0.0369
Brugia malayi hypothetical protein 0.0046 0.0406 0.1414
Onchocerca volvulus 0.0038 0.0303 0.0406
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0119 0.1392 0.4522
Mycobacterium tuberculosis Probable hydrolase 0.0038 0.0303 0.0882
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0018 0.0039 0.0136
Echinococcus multilocularis thioredoxin glutathione reductase 0.0052 0.0496 0.0459
Plasmodium falciparum LCCL domain-containing protein 0.0046 0.0406 0.8039
Brugia malayi intermediate filament protein 0.0028 0.0176 0.0612
Plasmodium falciparum kinesin-5 0.0029 0.0191 0.3314
Echinococcus multilocularis RUN 0.0046 0.0406 0.0369
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0204 0.2516 0.2486
Echinococcus granulosus lipoxygenase domain containing protein 0.0046 0.0406 0.0369
Entamoeba histolytica kinesin, putative 0.0029 0.0191 0.5
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0038 0.0303 0.0882
Mycobacterium tuberculosis Conserved protein 0.0038 0.0303 0.0882
Loa Loa (eye worm) hypothetical protein 0.0027 0.0151 0.0526
Loa Loa (eye worm) intermediate filament protein 0.0028 0.0176 0.0612
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0035 0.0267 0.0928
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0151 0.2452
Loa Loa (eye worm) hypothetical protein 0.0028 0.0176 0.0612
Brugia malayi Kinesin motor domain containing protein 0.0029 0.0191 0.0663
Loa Loa (eye worm) glutathione reductase 0.0052 0.0496 0.1726
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0446 0.0409

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.81 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212
IC50 (binding) = 0.81 uM inhibitory activity against 5-lipoxygenase in rat basophilic leukemia cell line. ChEMBL. 1433212

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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