Detailed information for compound 166206

Basic information

Technical information
  • TDR Targets ID: 166206
  • Name: (5R,6S)-3-(4-carbamimidoyldibenzofuran-2-yl)- 6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3. 2.0]hept-2-ene-2-carboxylic acid
  • MW: 405.403 | Formula: C22H19N3O5
  • H donors: 3 H acceptors: 4 LogP: 1.92 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@H]([C@H]1C(=O)N2[C@@H]1CC(=C2C(=O)O)c1cc(C(=N)N)c2c(c1)c1ccccc1o2)O
  • InChi: 1S/C22H19N3O5/c1-9(26)17-15-8-12(18(22(28)29)25(15)21(17)27)10-6-13-11-4-2-3-5-16(11)30-19(13)14(7-10)20(23)24/h2-7,9,15,17,26H,8H2,1H3,(H3,23,24)(H,28,29)/t9-,15-,17-/m1/s1
  • InChiKey: BPYZIPMNBWTDMA-SWXJFYGISA-N  


Substructure search Similarity search

Network

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Synonyms

  • (5R,6S)-3-(4-carbamimidoyl-2-dibenzofuranyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5R,6S)-3-(4-amidinodibenzofuran-2-yl)-6-[(1R)-1-hydroxyethyl]-7-keto-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5R,6S)-3-(4-carbamimidoyldibenzofuran-2-yl)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5R,6S)-3-(4-carbamimidoyl-2-dibenzofuranyl)-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  • (5R,6S)-3-(4-amidinodibenzofuran-2-yl)-6-(1-hydroxyethyl)-7-keto-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Mycobacterium tuberculosis Probable aminotransferase 0.0152 0.9529 0.5
Trypanosoma brucei PAB1-binding protein , putative 0.0077 0.2543 0.5
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.0152 0.9529 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0146 0.8959 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0146 0.8959 1
Mycobacterium leprae PROBABLE ADENOSYLMETHIONINE-8-AMINO-7-OXONONANOATE AMINOTRANSFERASE BIOA 0.0152 0.9529 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0146 0.8959 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0146 0.8959 0.8604
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.0152 0.9529 0.5
Loa Loa (eye worm) hypothetical protein 0.0107 0.537 0.3791
Plasmodium falciparum ataxin-2 like protein, putative 0.0077 0.2543 0.5
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.0152 0.9529 0.5
Leishmania major hypothetical protein, conserved 0.0077 0.2543 0.5
Plasmodium falciparum ataxin-2 like protein, putative 0.0077 0.2543 0.5
Plasmodium vivax ataxin-2 like protein, putative 0.0077 0.2543 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0146 0.8959 0.5
Brugia malayi Calcitonin receptor-like protein seb-1 0.0157 1 1
Brugia malayi hypothetical protein 0.0077 0.2543 0.2543
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0157 1 1
Loa Loa (eye worm) hypothetical protein 0.0157 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0146 0.8959 0.5
Toxoplasma gondii LsmAD domain-containing protein 0.0077 0.2543 0.5
Brugia malayi latrophilin 2 splice variant baaae 0.0107 0.537 0.537
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0146 0.8959 0.5
Trypanosoma cruzi PAB1-binding protein , putative 0.0077 0.2543 0.5
Mycobacterium ulcerans hypothetical protein 0.0152 0.9529 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0146 0.8959 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0077 0.2543 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0146 0.8959 0.8959

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) < 0.096 mg kg-1 Effective dose against S. aureus MB2985 (methicillin-susceptible) in mouse systemic infection model ChEMBL. 10571158
ED50 (functional) < 0.096 mg kg-1 Effective dose against S. aureus MB2985 (methicillin-susceptible) in mouse systemic infection model ChEMBL. 10571158
MIC (functional) = 0.031 ug ml-1 In vivo inhibitory activity against S. aureus MB2985 (methicillin-susceptible) in mouse systemic infection model ChEMBL. 10571158
MIC (functional) = 0.031 ug ml-1 In vivo inhibitory activity against S. aureus MB2985 (methicillin-susceptible) in mouse systemic infection model ChEMBL. 10571158
MIC50 (functional) = 1 ug ml-1 Compound was tested in vitro for its activity against methicillin-Resistant Staphylococcus Aureus(MRSA 12) ChEMBL. 10571158
MIC50 (functional) = 1 ug ml-1 Compound was tested in vitro for its activity against Methicillin-Resistant Coagulase Negative Staphylococci(MRCNS 9) ChEMBL. 10571158
MIC90 (functional) = 2 ug ml-1 Compound was tested in vitro for its activity against methicillin-Resistant Staphylococcus Aureus(MRSA 12) ChEMBL. 10571158
MIC90 (functional) = 2 ug ml-1 Compound was tested in vitro for its activity against Methicillin-Resistant Coagulase Negative Staphylococci(MRCNS 9) ChEMBL. 10571158
PB (functional) = 71 % Compound was evaluated in vivo for percent binding to human albumin fraction V. ChEMBL. 10571158
PB (functional) = 71 % Compound was evaluated in vivo for percent binding to human albumin fraction V. ChEMBL. 10571158
Plasma MIC (functional) = 0.031 ug ml-1 Plasma MIC against staphylococcus aureus infection in mice in presence of human albumin fraction V (21.5 mg/mL) ChEMBL. 10571158
Plasma MIC (functional) = 0.031 ug ml-1 Plasma MIC against staphylococcus aureus infection in mice in presence of human albumin fraction V (21.5 mg/mL) ChEMBL. 10571158

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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