Detailed information for compound 1482070

Basic information

Technical information
  • TDR Targets ID: 1482070
  • Name: N-[2-[(3-fluorophenyl)amino]-2-oxoethyl]-N-me thyl-3-nitro-4-pyrrolidin-1-ylbenzamide
  • MW: 400.404 | Formula: C20H21FN4O4
  • H donors: 1 H acceptors: 4 LogP: 2.83 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(CN(C(=O)c1ccc(c(c1)[N+](=O)[O-])N1CCCC1)C)Nc1cccc(c1)F
  • InChi: 1S/C20H21FN4O4/c1-23(13-19(26)22-16-6-4-5-15(21)12-16)20(27)14-7-8-17(18(11-14)25(28)29)24-9-2-3-10-24/h4-8,11-12H,2-3,9-10,13H2,1H3,(H,22,26)
  • InChiKey: YKJRILCRZBPWQO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[2-[(3-fluorophenyl)amino]-2-oxo-ethyl]-N-methyl-3-nitro-4-pyrrolidin-1-yl-benzamide
  • N-[2-[(3-fluorophenyl)amino]-2-oxoethyl]-N-methyl-3-nitro-4-1-pyrrolidinylbenzamide
  • N-[2-[(3-fluorophenyl)amino]-2-keto-ethyl]-N-methyl-3-nitro-4-pyrrolidin-1-yl-benzamide
  • ZINC08307889

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No 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
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Loa Loa (eye worm) prolyl oligopeptidase 0.0066 0.1061 0.2296
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Plasmodium falciparum thioredoxin reductase 0.0086 0.1554 1
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0058 0.0862 0.246
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Giardia lamblia NADH oxidase lateral transfer candidate 0.003 0.0167 0.0249
Echinococcus multilocularis neutral amino acid transporter A 0.013 0.2644 0.2644
Onchocerca volvulus 0.0239 0.5336 1
Trichomonas vaginalis mercuric reductase, putative 0.003 0.0167 0.0249
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0572 0.0572
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.003 0.0176 0.1134
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.0572 0.0572
Echinococcus granulosus Excitatory amino acid transporter 0.013 0.2644 0.2644
Schistosoma mansoni hypothetical protein 0.0041 0.045 0.045
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.021 0.462 1
Chlamydia trachomatis glutamate symporter 0.013 0.2644 1
Brugia malayi prolyl oligopeptidase family protein 0.0129 0.2617 0.5665
Echinococcus granulosus thioredoxin glutathione reductase 0.0086 0.1566 0.1566
Brugia malayi Thioredoxin reductase 0.0086 0.1554 0.3363
Echinococcus granulosus geminin 0.0205 0.4494 0.4494
Mycobacterium tuberculosis Probable C4-dicarboxylate-transport transmembrane protein DctA 0.013 0.2644 0.5334
Loa Loa (eye worm) hypothetical protein 0.0041 0.045 0.0974
Trypanosoma cruzi trypanothione reductase, putative 0.003 0.0167 0.0639
Echinococcus multilocularis geminin 0.0205 0.4494 0.4494
Echinococcus multilocularis neutral amino acid transporter A 0.013 0.2644 0.2644
Onchocerca volvulus Excitatory amino acid transporter homolog 0.013 0.2644 0.4956
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.003 0.0167 0.0639
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0217 0.4811 1
Schistosoma mansoni dipeptidyl-peptidase 9 (S09 family) 0.0129 0.2617 0.2617
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0572 0.0572
Leishmania major dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B 0.0129 0.2617 1
Echinococcus multilocularis Excitatory amino acid transporter 0.013 0.2644 0.2644
Loa Loa (eye worm) hypothetical protein 0.005 0.0677 0.1465
Loa Loa (eye worm) hypothetical protein 0.003 0.0176 0.0381
Loa Loa (eye worm) excitatory amino acid transporter 0.013 0.2644 0.5724
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0058 0.0862 0.0862
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0196 0.4271 0.8837
Echinococcus granulosus histone lysine methyltransferase setb 0.003 0.0176 0.0176
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.045 0.0974
Schistosoma mansoni subfamily S9B unassigned peptidase (S09 family) 0.0066 0.1061 0.1061
Schistosoma mansoni hypothetical protein 0.0205 0.4494 0.4494
Loa Loa (eye worm) thioredoxin reductase 0.0086 0.1554 0.3363
Brugia malayi prolyl oligopeptidase family protein 0.0066 0.1061 0.2296
Loa Loa (eye worm) hypothetical protein 0.006 0.0921 0.1994
Echinococcus multilocularis sodium:dicarboxylate symporter 0.0058 0.0856 0.0856
Echinococcus multilocularis thioredoxin glutathione reductase 0.0086 0.1566 0.1566
Mycobacterium tuberculosis Probable oxidoreductase 0.0217 0.4811 1
Loa Loa (eye worm) glutathione reductase 0.0086 0.1554 0.3363
Echinococcus granulosus excitatory amino acid transporter 2 0.013 0.2644 0.2644
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0144 0.2991 1
Trichomonas vaginalis set domain proteins, putative 0.0239 0.5336 0.7944
Echinococcus multilocularis Dipeptidyl peptidase 9 0.0129 0.2617 0.2617
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.003 0.0167 0.0362
Onchocerca volvulus 0.003 0.0176 0.033
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0217 0.4811 1
Echinococcus multilocularis neutral amino acid transporter A 0.013 0.2644 0.2644
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Echinococcus multilocularis excitatory amino acid transporter 2 0.013 0.2644 0.2644
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0196 0.4271 0.8837
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.003 0.0176 0.0176
Plasmodium falciparum glutathione reductase 0.0086 0.1554 1
Wolbachia endosymbiont of Brugia malayi Na+/H+-dicarboxylate symporter 0.013 0.2644 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0921 0.1994
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Schistosoma mansoni sodium/dicarboxylate symporter-related 0.0058 0.0856 0.0856
Brugia malayi Excitatory amino acid transporter 0.013 0.2644 0.5724
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0572 0.0572
Treponema pallidum glutamate transporter 0.0058 0.0856 0.1051
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0176 0.0176
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0058 0.0862 0.0862
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0058 0.0862 0.1496
Echinococcus granulosus dipeptidyl aminopeptidaseprotein 0.0066 0.1061 0.1061
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0572 0.0572
Giardia lamblia Fructose-bisphosphate aldolase 0.0294 0.6717 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0921 0.1994
Brugia malayi hypothetical protein 0.005 0.0677 0.1465
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.003 0.0167 0.0639
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.003 0.0167 0.0167
Trypanosoma brucei trypanothione reductase 0.0086 0.1554 0.5659
Brugia malayi Pre-SET motif family protein 0.021 0.462 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0196 0.4271 0.8837
Echinococcus multilocularis sodium:dicarboxylate symporter 0.013 0.2644 0.2644
Treponema pallidum fructose-bisphosphate aldolase 0.0294 0.6717 1
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0086 0.1554 0.2985
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.003 0.0167 0.0167
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.003 0.0176 0.0176
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0196 0.4271 0.8837
Echinococcus granulosus neutral amino acid transporter A 0.013 0.2644 0.2644
Chlamydia trachomatis neutral amino acid transporter 0.0058 0.0856 0.278
Echinococcus granulosus excitatory amino acid transporter 3 0.013 0.2644 0.2644
Schistosoma mansoni solute carrier family 1 (glial high affinity glutamate transporter 0.013 0.2644 0.2644
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Trypanosoma brucei serine peptidase, Clan SC, Family S9B 0.0129 0.2617 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0058 0.0862 0.1866
Trichomonas vaginalis glutathione reductase, putative 0.003 0.0167 0.0249
Echinococcus multilocularis excitatory amino acid transporter 2 0.013 0.2644 0.2644
Toxoplasma gondii dipeptidyl peptidase iv (dpp iv) n-terminal region domain-containing protein 0.0066 0.1061 0.6829
Echinococcus granulosus Dipeptidyl peptidase 9 0.0129 0.2617 0.2617
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0176 0.0176
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0294 0.6717 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Treponema pallidum glutamate/aspartate transporter 0.0058 0.0856 0.1051
Schistosoma mansoni sodium/dicarboxylate symporter-related 0.0058 0.0856 0.0856
Plasmodium vivax SET domain protein, putative 0.003 0.0176 0.0064
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0058 0.0862 0.2836
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0058 0.0862 0.246
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.003 0.0176 0.0176
Trypanosoma cruzi dipeptidyl-peptidase 8-like serine peptidase 0.0129 0.2617 1
Schistosoma mansoni family S28 unassigned peptidase (S28 family) 0.0427 1 1
Onchocerca volvulus Dipeptidyl peptidase family member 1 homolog 0.0066 0.1061 0.1988
Echinococcus multilocularis dipeptidyl aminopeptidaseprotein 0.0066 0.1061 0.1061
Toxoplasma gondii thioredoxin reductase 0.0086 0.1554 1
Echinococcus granulosus neutral amino acid transporter 0.013 0.2644 0.2644
Echinococcus granulosus neutral amino acid transporter A 0.013 0.2644 0.2644
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.003 0.0176 0.0176
Plasmodium vivax glutathione reductase, putative 0.0086 0.1554 1
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0196 0.4271 0.7034
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.0572 0.1239
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0196 0.4271 0.8837
Echinococcus granulosus excitatory amino acid transporter 2 0.013 0.2644 0.2644
Trypanosoma cruzi trypanothione reductase, putative 0.0086 0.1554 0.5936
Loa Loa (eye worm) hypothetical protein 0.0078 0.1372 0.2971
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0294 0.6717 1
Echinococcus granulosus sodium:dicarboxylate symporter 0.013 0.2644 0.2644
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.003 0.0167 0.1077
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0058 0.0862 0.0862
Leishmania major trypanothione reductase 0.0086 0.1554 0.5659
Echinococcus multilocularis excitatory amino acid transporter 3 0.013 0.2644 0.2644
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.0572 0.1239
Trypanosoma brucei Dipeptidyl-peptidase 8-like, putative 0.0129 0.2617 1
Plasmodium vivax thioredoxin reductase, putative 0.0086 0.1554 1
Echinococcus multilocularis Lysosomal Pro X carboxypeptidase 0.0427 1 1
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0144 0.2991 0.608
Echinococcus granulosus Excitatory amino acid transporter 0.013 0.2644 0.2644
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.003 0.0167 0.0167
Trypanosoma cruzi serine peptidase, Clan SC, Family S9B 0.0129 0.2617 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0217 0.4811 1
Echinococcus multilocularis neutral amino acid transporter excitatory amino acid transporter 0.0058 0.0856 0.0856
Mycobacterium tuberculosis Probable reductase 0.0196 0.4271 0.8837
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Brugia malayi Pre-SET motif family protein 0.003 0.0176 0.0381
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.0572 0.0572
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0029 0.0149 0.0149
Brugia malayi glutathione reductase 0.0086 0.1554 0.3363
Schistosoma mansoni hypothetical protein 0.0205 0.4494 0.4494
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0921 0.1994
Toxoplasma gondii NADPH-glutathione reductase 0.003 0.0167 0.1077
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.0572 0.0572
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.003 0.0167 0.0639
Echinococcus multilocularis Excitatory amino acid transporter 0.013 0.2644 0.2644
Echinococcus multilocularis neutral amino acid transporter excitatory amino acid transporter 0.013 0.2644 0.2644
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0294 0.6717 1
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0054 0.0766 0.1658

Activities

Activity type Activity value Assay description Source 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 (functional) 11.5821 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 12.5893 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 25.9185 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] ChEMBL. No reference
Potency (functional) 29.0929 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) 44.6684 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 50.1187 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] 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.