Detailed information for compound 1875594

Basic information

Technical information
  • TDR Targets ID: 1875594
  • Name: N-(2-chlorophenyl)-N'-(phenylmethylideneamino )butanediamide
  • MW: 329.781 | Formula: C17H16ClN3O2
  • H donors: 2 H acceptors: 2 LogP: 2.54 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(CCC(=O)Nc1ccccc1Cl)N/N=C/c1ccccc1
  • InChi: 1S/C17H16ClN3O2/c18-14-8-4-5-9-15(14)20-16(22)10-11-17(23)21-19-12-13-6-2-1-3-7-13/h1-9,12H,10-11H2,(H,20,22)(H,21,23)/b19-12+
  • InChiKey: ZWKOMYUALCFNRT-XDHOZWIPSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-(2-chlorophenyl)-N'-(phenylmethyleneamino)butanediamide
  • N'-(benzylideneamino)-N-(2-chlorophenyl)succinamide
  • ARONIS002404
  • 4-(2-benzylidenehydrazino)-N-(2-chlorophenyl)-4-oxobutanamide
  • MLS000701391
  • SMR000228669
  • STK031125
  • ZINC02133815
  • AN-329/40388676

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Plasmodium berghei glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase, putative Starlite/ChEMBL No references
Giardia intestinalis Putative fructose-1,6-bisphosphate aldolase Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trichomonas vaginalis 6-phosphogluconolactonase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Trypanosoma brucei gambiense glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Leishmania donovani glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Leishmania mexicana glucose-6-phosphate dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Candida albicans likely glucose-6-phosphate dehydrogenase similar to S. cerevisiae ZWF1 (YNL241C) Get druggable targets OG5_127121 All targets in OG5_127121
Giardia lamblia Fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Toxoplasma gondii glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Mycobacterium ulcerans glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Neospora caninum Glucose-6-phosphate 1-dehydrogenase (EC 1.1.1.49), related Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Treponema pallidum fructose-bisphosphate aldolase Get druggable targets OG5_129214 All targets in OG5_129214
Neospora caninum Glucose-6-phosphate 1-dehydrogenase (EC 1.1.1.49), related Get druggable targets OG5_127121 All targets in OG5_127121
Leishmania infantum glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Trypanosoma brucei glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Leishmania braziliensis glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Mycobacterium tuberculosis Probable glucose-6-phosphate 1-dehydrogenase Zwf2 (G6PD) Get druggable targets OG5_127121 All targets in OG5_127121
Trypanosoma congolense glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Giardia lamblia Glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Plasmodium falciparum glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Plasmodium vivax glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Trichomonas vaginalis glucosamine-6-phosphate isomerase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Schistosoma mansoni glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Loa Loa (eye worm) glucose-6-phosphate dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Treponema pallidum glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis glucosamine-6-phosphate isomerase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Theileria parva glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Echinococcus multilocularis glucose 6 phosphate 1 dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Schistosoma japonicum ko:K00036 glucose-6-phosphate 1-dehydrogenase [EC1.1.1.49], putative Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Echinococcus granulosus glucose 6 phosphate 1 dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Babesia bovis glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase Get druggable targets OG5_127121 All targets in OG5_127121
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Trypanosoma cruzi glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Brugia malayi glucose-6-phosphate dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Plasmodium berghei glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Candida albicans likely glucose-6-phosphate dehydrogenase similar to S. cerevisiae ZWF1 (YNL241C) Get druggable targets OG5_127121 All targets in OG5_127121
Plasmodium yoelii Glucose-6-phosphate dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Plasmodium knowlesi glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Trichomonas vaginalis fructose-bisphosphate aldolase, putative Get druggable targets OG5_129214 All targets in OG5_129214
Chlamydia trachomatis glucose-6-phosphate 1-dehydrogenase Get druggable targets OG5_127121 All targets in OG5_127121
Leishmania major glucose-6-phosphate 1-dehydrogenase, putative Get druggable targets OG5_127121 All targets in OG5_127121
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Mycobacterium ulcerans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 26.9 %
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.5 %
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba Putative fructose-1,6-bisphosphate aldolase   323 aa 361 aa 25.8 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Candida albicans fructose-bisphosphate aldolase Putative fructose-1,6-bisphosphate aldolase   323 aa 358 aa 22.6 %
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Treponema pallidum hypothetical protein 0.0345 0.4198 0.9653
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0569 0.3373
Mycobacterium ulcerans glucose-6-phosphate 1-dehydrogenase 0.0074 0.0715 0.1676
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.0456 0.2311
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0025 0.0096 0.0197
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0479 0.246
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0172 0.1985 0.4729
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0025 0.0096 0.0197
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.0569 0.3384
Brugia malayi RNA binding protein 0.0062 0.0569 0.3034
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0025 0.0096 0.0228
Plasmodium vivax glucose-6-phosphate 1-dehydrogenase, putative 0.0123 0.1345 0.3183
Loa Loa (eye worm) hypothetical protein 0.0025 0.0096 0.0503
Echinococcus multilocularis muscleblind protein 0.0147 0.1654 0.1234
Loa Loa (eye worm) TAR-binding protein 0.0062 0.0569 0.3384
Leishmania major glucose-6-phosphate 1-dehydrogenase, putative 0.0113 0.1217 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0353 0.4305 1
Giardia lamblia Fructose-bisphosphate aldolase 0.0353 0.4305 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.0479 0.2461
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0569 0.3373
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0025 0.0096 0.0228
Echinococcus granulosus muscleblind protein 0.0147 0.1654 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.1654 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Brugia malayi latrophilin 2 splice variant baaae 0.0037 0.0239 0.0917
Mycobacterium leprae PROBABLE NICOTINATE-NUCLEOTIDE ADENYLYLTRANSFERASE NADD (DEAMIDO-NAD(+) PYROPHOSPHORYLASE) (DEAMIDO-NAD(+) DIPHOSPHORYLASE) (NIC 0.0345 0.4198 1
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0025 0.0096 0.0197
Echinococcus granulosus tar DNA binding protein 0.0062 0.0569 0.076
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0025 0.0096 0.0197
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0172 0.1985 0.4606
Plasmodium falciparum nicotinamide/nicotinic acid mononucleotide adenylyltransferase 0.0345 0.4198 1
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.0019 0.0013 0.0032
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.0479 0.284
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0569 0.3373
Echinococcus granulosus glucose 6 phosphate 1 dehydrogenase 0.0113 0.1217 0.6277
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0096 0.0197
Trypanosoma cruzi glucose-6-phosphate 1-dehydrogenase, putative 0.0113 0.1217 1
Chlamydia trachomatis glucose-6-phosphate 1-dehydrogenase 0.0113 0.1217 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0096 0.0503
Toxoplasma gondii glucose-6-phosphate 1-dehydrogenase 0.0123 0.1345 1
Brugia malayi TAR-binding protein 0.0062 0.0569 0.3034
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0479 0.246
Plasmodium vivax nicotinate-nucleotide adenylyltransferase, putative 0.0345 0.4198 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0096 0.0197
Loa Loa (eye worm) hypothetical protein 0.0025 0.0096 0.0503
Mycobacterium tuberculosis Probable glucose-6-phosphate 1-dehydrogenase Zwf2 (G6PD) 0.0039 0.0271 0.0646
Echinococcus multilocularis tar DNA binding protein 0.0062 0.0569 0.0094
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.0456 0.2311
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Brugia malayi glucose-6-phosphate dehydrogenase 0.0113 0.1217 0.7193
Echinococcus multilocularis glucose 6 phosphate 1 dehydrogenase 0.0113 0.1217 0.0774
Loa Loa (eye worm) hypothetical protein 0.0053 0.0456 0.2697
Loa Loa (eye worm) hypothetical protein 0.0147 0.1654 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0353 0.4305 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Plasmodium falciparum glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase 0.0123 0.1345 0.3183
Trypanosoma brucei glucose-6-phosphate 1-dehydrogenase 0.0113 0.1217 0.5
Loa Loa (eye worm) RNA binding protein 0.0062 0.0569 0.3384
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Trypanosoma cruzi glucose-6-phosphate 1-dehydrogenase, putative 0.0037 0.0249 0.0142
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0479 0.246
Loa Loa (eye worm) glucose-6-phosphate dehydrogenase 0.0113 0.1217 0.7334
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0569 0.3373
Schistosoma mansoni glucose-6-phosphate 1-dehydrogenase 0.0113 0.1217 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Mycobacterium ulcerans hypothetical protein 0.0025 0.0096 0.0197
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.0569 0.3034
Mycobacterium tuberculosis Probable nicotinate-nucleotide adenylyltransferase NadD (deamido-NAD(+) pyrophosphorylase) (deamido-NAD(+) diphosphorylase) (nic 0.0345 0.4198 1
Treponema pallidum fructose-bisphosphate aldolase 0.0353 0.4305 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0353 0.4305 1
Mycobacterium ulcerans glucose-6-phosphate 1-dehydrogenase 0.0113 0.1217 0.2875
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0569 0.3373
Echinococcus multilocularis muscleblind protein 1 0.0147 0.1654 0.1234
Mycobacterium ulcerans bifunctional nicotinate-nucleotide adenylyltransferase NadD/hypothetical protein 0.0345 0.4198 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.0456 0.2697
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0172 0.1985 0.4712
Brugia malayi Muscleblind-like protein 0.0147 0.1654 1
Mycobacterium ulcerans acyl-CoA synthetase 0.0025 0.0096 0.0197
Loa Loa (eye worm) hypothetical protein 0.0037 0.0239 0.1373
Onchocerca volvulus 0.0025 0.0096 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 3.17 uM PUBCHEM_BIOASSAY: Dose Response confirmation of uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase via a fluorescence intensity assay. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] ChEMBL. No reference
IC50 (functional) = 31.6 uM PUBCHEM_BIOASSAY: Human Glucose-6-Phosphate Dehydrogenase Dose Response Selectivity Assay for Inhibitors of Plasmodium falciparum Glucose-6-Phosphate Dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] ChEMBL. No reference
IC50 (functional) > 80 uM PUBCHEM_BIOASSAY: Dose Response orthogonal assay utilizing the direct end-point detection of NADPH for uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] ChEMBL. No reference
IC50 (functional) > 80 uM PUBCHEM_BIOASSAY: Dose Response orthogonal kinetic assay utilizing the direct detection of NADPH for uHTS small molecule inhibitors of Plasmodium falciparum Glucose-6-phosphate dehydrogenase. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504690, AID504696] ChEMBL. No reference
Potency (functional) 2.5119 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 3.9716 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Fructose-1,6-bisphosphate Aldolase from Giardia Lamblia. (Class of assay: confirmatory) [Related pubchem assays: 2472, 2464 ] ChEMBL. No reference
Potency (functional) 10.4179 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (binding) = 22.3872 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of DNA Polymerase Beta. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.