Detailed information for compound 1782837

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 473.468 | Formula: C23H18F3N3O3S
  • H donors: 2 H acceptors: 4 LogP: 4.73 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)c1ccc2c(c1)nc(n2Cc1cccc(c1)C(F)(F)F)CCNC(=O)c1cccs1
  • InChi: 1S/C23H18F3N3O3S/c24-23(25,26)16-4-1-3-14(11-16)13-29-18-7-6-15(22(31)32)12-17(18)28-20(29)8-9-27-21(30)19-5-2-10-33-19/h1-7,10-12H,8-9,13H2,(H,27,30)(H,31,32)
  • InChiKey: ZMSNARUZUICOMA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Pisum sativum Delta-aminolevulinic acid dehydratase, chloroplastic Starlite/ChEMBL References
Wolbachia sp. subsp. Brugia malayi (strain TRS) Delta-aminolevulinic acid dehydratase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi porphobilinogen synthase, putative Get druggable targets OG5_127486 All targets in OG5_127486
Schistosoma japonicum ko:K01698 porphobilinogen synthase [EC4.2.1.24], putative Get druggable targets OG5_127486 All targets in OG5_127486
Candida albicans porphobilinogen synthase Get druggable targets OG5_127486 All targets in OG5_127486
Mycobacterium ulcerans delta-aminolevulinic acid dehydratase Get druggable targets OG5_127486 All targets in OG5_127486
Schistosoma mansoni porphobilinogen synthase Get druggable targets OG5_127486 All targets in OG5_127486
Plasmodium yoelii porphobilinogen synthase, putative Get druggable targets OG5_127486 All targets in OG5_127486
Plasmodium falciparum porphobilinogen synthase Get druggable targets OG5_127486 All targets in OG5_127486
Mycobacterium leprae PROBABLE DELTA-AMINOLEVULINIC ACID DEHYDRATASE HEMB (PORPHOBILINOGEN SYNTHASE) (ALAD) (ALADH) Get druggable targets OG5_127486 All targets in OG5_127486
Plasmodium berghei porphobilinogen synthase, putative Get druggable targets OG5_127486 All targets in OG5_127486
Echinococcus granulosus delta aminolevulinic acid dehydratase Get druggable targets OG5_127486 All targets in OG5_127486
Wolbachia endosymbiont of Brugia malayi delta-aminolevulinic acid dehydratase Get druggable targets OG5_127486 All targets in OG5_127486
Chlamydia trachomatis delta-aminolevulinic acid dehydratase Get druggable targets OG5_127486 All targets in OG5_127486
Schistosoma mansoni porphobilinogen synthase Get druggable targets OG5_127486 All targets in OG5_127486
Toxoplasma gondii parasite porphobilinogen synthase PBGS Get druggable targets OG5_127486 All targets in OG5_127486
Echinococcus multilocularis delta aminolevulinic acid dehydratase Get druggable targets OG5_127486 All targets in OG5_127486
Plasmodium vivax delta-aminolevulinic acid dehydratase, putative Get druggable targets OG5_127486 All targets in OG5_127486
Mycobacterium tuberculosis Probable delta-aminolevulinic acid dehydratase HemB (porphobilinogen synthase) (ALAD) (ALADH) Get druggable targets OG5_127486 All targets in OG5_127486
Neospora caninum Delta-aminolevulinic acid dehydratase (EC 4.2.1.24), related Get druggable targets OG5_127486 All targets in OG5_127486
Candida albicans porphobilinogen synthase Get druggable targets OG5_127486 All targets in OG5_127486
Babesia bovis delta-aminolevulinic acid dehydratase, putative Get druggable targets OG5_127486 All targets in OG5_127486
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
Schistosoma mansoni sphingoid long chain base kinase 0.1078 1 1
Entamoeba histolytica hypothetical protein, conserved 0.1078 1 0.5
Toxoplasma gondii parasite porphobilinogen synthase PBGS 0.0517 0.3113 0.5
Loa Loa (eye worm) hypothetical protein 0.1078 1 0.5
Plasmodium falciparum porphobilinogen synthase 0.0517 0.3113 0.5
Schistosoma mansoni sphingosine kinase A B 0.1078 1 1
Echinococcus multilocularis sphingosine kinase 1 0.1078 1 1
Chlamydia trachomatis delta-aminolevulinic acid dehydratase 0.0517 0.3113 0.5
Mycobacterium tuberculosis Conserved protein 0.1078 1 1
Wolbachia endosymbiont of Brugia malayi delta-aminolevulinic acid dehydratase 0.0517 0.3113 0.5
Mycobacterium ulcerans hypothetical protein 0.1078 1 1
Mycobacterium leprae PROBABLE DELTA-AMINOLEVULINIC ACID DEHYDRATASE HEMB (PORPHOBILINOGEN SYNTHASE) (ALAD) (ALADH) 0.0517 0.3113 0.5
Plasmodium vivax delta-aminolevulinic acid dehydratase, putative 0.0517 0.3113 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 20 % Stimulation of Pseudomonas aeruginosa PAO1 recombinant PBGS ChEMBL. 24568185
EC50 (binding) = 60 uM Stimulation of Escherichia coli recombinant PBGS using 5-ALA as substrate ChEMBL. 24568185
EC50 (binding) = 66 uM Stimulation of Yersinia enterocolitica recombinant PBGS expressed in Escherichia coli using 5-ALA as substrate ChEMBL. 24568185
EC50 (binding) = 69 uM Stimulation of Pseudomonas aeruginosa PAO1 recombinant PBGS using 5-ALA as substrate ChEMBL. 24568185
EC50 (binding) = 182 uM Stimulation of Vibrio cholerae recombinant PBGS expressed in Escherichia coli using 5-ALA as substrate ChEMBL. 24568185
FC (binding) = 2.2 Inhibition of Pisum sativum PBGS using 5-ALA as substrate assessed as decrease in affinity for Mg2+ at 100 uM relative to control ChEMBL. 24568185
FC (binding) = 18.6 Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate assessed as decrease in affinity for Mg2+ at 100 uM relative to control ChEMBL. 24568185
IC50 (binding) = 10.6 uM Inhibition of Pisum sativum PBGS using 5-ALA as substrate ChEMBL. 24568185
IC50 (binding) = 11.1 uM Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate ChEMBL. 24568185
IC50 (binding) = 79 uM Inhibition of Pseudomonas aeruginosa PAO1 recombinant PBGS using 5-ALA as substrate ChEMBL. 24568185
IC50 (binding) = 739 uM Inhibition of human PBGS using 5-ALA as substrate ChEMBL. 24568185
IC50 (binding) = 740 uM Inhibition of human ALADH after 20 mins ChEMBL. 24012123
IC50 (binding) = 1111 uM Inhibition of Drosophila melanogaster recombinant PBGS using 5-ALA as substrate ChEMBL. 24568185
Inhibition (binding) Non-competitive inhibition of Pisum sativum PBGS using 5-ALA as substrate at 6.25 to 100 uM ChEMBL. 24568185
Inhibition (binding) Inhibition of Pisum sativum PBGS using 5-ALA as substrate at 8 to 2000 uM after 30 mins by nondenaturing PAGE analysis ChEMBL. 24568185
Inhibition (binding) Partial competitive inhibition of Pisum sativum PBGS using 5-ALA as substrate at 6.25 to 100 uM in presence of MgCl2 ChEMBL. 24568185
Inhibition (binding) Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate assessed as induction of inactive dimeric form at 25 to 2500 uM by nondenaturing PAGE analysis ChEMBL. 24568185
Inhibition (binding) Competitive inhibition of Pisum sativum PBGS using 5-ALA as substrate at 6.25 to 100 uM ChEMBL. 24568185
Inhibition (binding) Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate assessed as stabilization of inactive hexameric form at 25 to 2500 uM by nondenaturing PAGE analysis ChEMBL. 24568185
Inhibition (binding) Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate assessed as inhibition of octamer-inducing effect of 5-ALA at 25 to 2500 uM by nondenaturing PAGE analysis ChEMBL. 24568185
Inhibition (binding) Inhibition of Pisum sativum PBGS using 10 mM 5-ALA as substrate assessed as decrease in enzyme activity at 6.25 to 100 uM in presence of MgCl2 ChEMBL. 24568185
Inhibition (binding) Inhibition of C-terminal His-tagged Wolbachia PBGS using 5-ALA as substrate assessed as stabilization of inactive tetrameric form at 25 to 2500 uM by nondenaturing PAGE analysis ChEMBL. 24568185
Smax (binding) = 120.5 % Stimulation of Escherichia coli recombinant PBGS using 5-ALA as substrate relative to control ChEMBL. 24568185
Smax (binding) = 122.8 % Stimulation of Pseudomonas aeruginosa PAO1 recombinant PBGS using 5-ALA as substrate relative to control ChEMBL. 24568185
Smax (binding) = 151.7 % Stimulation of Yersinia enterocolitica recombinant PBGS expressed in Escherichia coli using 5-ALA as substrate relative to control ChEMBL. 24568185
Smax (binding) = 160 % Stimulation of Vibrio cholerae recombinant PBGS expressed in Escherichia coli using 5-ALA as substrate relative to control ChEMBL. 24568185

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.
 
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External resources for this compound

Bibliographic References

2 literature references were collected for this gene.

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