Detailed information for compound 374915

Basic information

Technical information
  • TDR Targets ID: 374915
  • Name: 3-amino-7-[(3R)-3-[(1S)-1-aminoethyl]pyrrolid in-1-yl]-1-cyclopropyl-6-fluoro-8-methoxyquin azoline-2,4-dione
  • MW: 377.413 | Formula: C18H24FN5O3
  • H donors: 2 H acceptors: 2 LogP: 0.69 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1c(N2CC[C@H](C2)[C@@H](N)C)c(F)cc2c1n(C1CC1)c(=O)n(c2=O)N
  • InChi: 1S/C18H24FN5O3/c1-9(20)10-5-6-22(8-10)15-13(19)7-12-14(16(15)27-2)23(11-3-4-11)18(26)24(21)17(12)25/h7,9-11H,3-6,8,20-21H2,1-2H3/t9-,10+/m0/s1
  • InChiKey: QBEKDHJCXXJSMG-VHSXEESVSA-N  

Network

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Synonyms

  • 3-amino-7-[(3R)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-quinazoline-2,4-dione
  • 3-amino-7-[(3R)-3-[(1S)-1-aminoethyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-8-methoxyquinazoline-2,4-dione
  • 3-azanyl-7-[(3R)-3-[(1S)-1-azanylethyl]pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-quinazoline-2,4-dione
  • 3-amino-7-[(3R)-3-[(1S)-1-aminoethyl]pyrrolidino]-1-cyclopropyl-6-fluoro-8-methoxy-quinazoline-2,4-quinone
  • 3-amino-7-[(3R)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-quinazoline-2,4-quinone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli DNA gyrase (type II topoisomerase), subunit A Starlite/ChEMBL References
Escherichia coli DNA gyrase, subunit B References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Chlamydia trachomatis DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium berghei DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania major mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Treponema pallidum DNA gyrase, subunit A (gyrA) Get druggable targets OG5_129568 All targets in OG5_129568
Leishmania infantum mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania braziliensis mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium berghei DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB Get druggable targets OG5_128755 All targets in OG5_128755
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium vivax DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei DNA topoisomerase ii Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei gambiense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium ulcerans DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma congolense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium vivax DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_129568 All targets in OG5_129568
Theileria parva DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Chlamydia trachomatis DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Babesia bovis DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania donovani mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Treponema pallidum DNA gyrase, subunit B (gyrB) Get druggable targets OG5_128755 All targets in OG5_128755
Theileria parva DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania mexicana mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum hypothetical protein Get druggable targets OG5_128755 All targets in OG5_128755

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 vesicular acetylcholine transporter 0.0937 0.8034 1
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.091 0.2419
Entamoeba histolytica DNA topoisomerase II, putative 0.0069 0.0146 0.5
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.091 0.3378
Trichomonas vaginalis DNA topoisomerase II, putative 0.0069 0.0146 0.5
Schistosoma mansoni vesicular acetylcholine transporter 0.0937 0.8034 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.0624 0.058
Trypanosoma cruzi C-8 sterol isomerase, putative 0.1154 1 1
Loa Loa (eye worm) vesicular acetylcholine transporter unc-17 0.0937 0.8034 0.8005
Plasmodium falciparum DNA gyrase subunit A 0.0318 0.2409 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 0.2409 1
Chlamydia trachomatis DNA gyrase subunit A 0.0318 0.2409 1
Trypanosoma brucei C-8 sterol isomerase, putative 0.1154 1 1
Loa Loa (eye worm) hypothetical protein 0.1154 1 1
Echinococcus granulosus vesicular acetylcholine transporter 0.0937 0.8034 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.0324 0.0788
Brugia malayi vesicular acetylcholine transporter unc-17 0.0937 0.8034 0.8005
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.0624 0.058
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 0.2409 1
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 0.2409 1
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 0.2409 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.0624 0.058
Giardia lamblia DNA topoisomerase II 0.0064 0.0103 0.5
Loa Loa (eye worm) hypothetical protein 0.059 0.4877 0.4801
Onchocerca volvulus Vesicular acetylcholine transporter homolog 0.0937 0.8034 1
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.0898 1
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.091 0.3378
Trypanosoma brucei DNA topoisomerase ii 0.0121 0.0624 0.058
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 0.2409 1
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 0.2409 1
Leishmania major C-8 sterol isomerase-like protein 0.1154 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.6 uM Inhibition of Escherichia coli gyrase ChEMBL. 17064062
IC50 (functional) = 0.6 uM Inhibition of Escherichia coli gyrase ChEMBL. 17064062
MIC (functional) = 0.03 ug ml-1 Antibacterial activity against Streptococcus pneumonia SVI SP3 ChEMBL. 17064062
MIC (functional) = 0.03 ug ml-1 Antibacterial activity against Streptococcus pyogenes C203 SP1-1 ChEMBL. 17064062
MIC (functional) = 0.03 ug ml-1 Antibacterial activity against Streptococcus pyogenes infected in po dosed mouse ChEMBL. 17064062
MIC (functional) = 0.06 ug ml-1 Antibacterial activity against quinolone-resistant Streptococcus pneumonia SP3763 ChEMBL. 17064062
MIC (functional) = 0.13 ug ml-1 Antibacterial activity against Escherichia coli EC2549 ChEMBL. 17064062
MIC (functional) = 0.13 ug ml-1 Antibacterial activity against Staphylococcus aureus UC-76 SA-1 ChEMBL. 17064062
MIC (functional) = 0.13 ug ml-1 Antibacterial activity against Enterococcus faecalis MGH2 EF1-1 ChEMBL. 17064062
MIC (functional) = 0.13 ug ml-1 Antibacterial activity against Escherichia coli EC2549 ChEMBL. 17064062
MIC (functional) = 0.25 ug ml-1 Antibacterial activity against Haemophilus influenzae HI3542 ChEMBL. 17064062
MIC (functional) = 0.25 ug ml-1 Antibacterial activity against Staphylococcus aureus SA2554 ChEMBL. 17064062
MIC (functional) = 0.25 ug ml-1 Antibacterial activity against methicillin-resistant Staphylococcus aureus SA1417 ChEMBL. 17064062
MIC (functional) = 0.25 ug ml-1 Antibacterial activity against Enterococcus faecalis EF1-3524 ChEMBL. 17064062
MIC (functional) = 0.25 ug ml-1 Antibacterial activity against Enterococcus faecalis infected in po dosed mouse ChEMBL. 17064062
MIC (functional) = 0.5 ug ml-1 Antibacterial activity against Staphylococcus aureus SA1417 ChEMBL. 17064062
MIC (functional) = 0.5 ug ml-1 Antibacterial activity against Staphylococcus aureus SA2552 ChEMBL. 17064062
MIC (functional) = 0.5 ug ml-1 Antibacterial activity against Staphylococcus aureus SA2558 ChEMBL. 17064062
MIC (functional) = 1 ug ml-1 Antibacterial activity against Moraxella catarrhalis BC3531 ChEMBL. 17064062
MIC (functional) = 1 ug ml-1 Antibacterial activity against ciprofolxacin-resistant Staphylococcus aureus SA2017 ChEMBL. 17064062
MIC (functional) = 1 ug ml-1 Antibacterial activity against vancomycin-resistant Enterococcus faecium EF4-3489 ChEMBL. 17064062
MIC (functional) = 2 ug ml-1 Antibacterial activity against Escherichia coli EC1-10 ChEMBL. 17064062
MIC (functional) = 2 ug ml-1 Antibacterial activity against Escherichia coli EC1-10 ChEMBL. 17064062
MIC (functional) = 4 ug ml-1 Antibacterial activity against Providencia rettgeri PR9 ChEMBL. 17064062
MIC (functional) = 4 ug ml-1 Antibacterial activity against Escherichia coli EC2026 ChEMBL. 17064062
MIC (functional) = 4 ug ml-1 Antibacterial activity against Escherichia coli EC2026 ChEMBL. 17064062
MIC (functional) = 8 ug ml-1 Antibacterial activity against Klebsiella pneumonia KP2 ChEMBL. 17064062
MIC (functional) = 8 ug ml-1 Antibacterial activity against Pseudomonas aeruginosa PA7 ChEMBL. 17064062
MIC (functional) = 8 ug ml-1 Antibacterial activity against Klebsiella pneumonia ESBL KP3729 ChEMBL. 17064062
PD50 (functional) = 1.2 mg kg-1 Activity against sc dosed mouse infected with Streptococcus pyogenes ChEMBL. 17064062
PD50 (functional) = 3.1 mg kg-1 Activity against po dosed mouse infected with Streptococcus pyogenes ChEMBL. 17064062
PD50 (functional) = 11 mg kg-1 Activity against sc dosed mouse infected with Enterococcus faecalis ChEMBL. 17064062
PD50 (functional) = 38 mg kg-1 Activity against po dosed mouse infected with Enterococcus faecalis ChEMBL. 17064062

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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