Detailed information for compound 181613

Basic information

Technical information
  • TDR Targets ID: 181613
  • Name: methyl 3-[(4S)-8-chloro-6-(2-fluorophenyl)-1- methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4- yl]propanoate
  • MW: 411.857 | Formula: C22H19ClFN3O2
  • H donors: 0 H acceptors: 2 LogP: 4.13 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)CC[C@@H]1N=C(c2c(n3c1cnc3C)ccc(c2)Cl)c1ccccc1F
  • InChi: 1S/C22H19ClFN3O2/c1-13-25-12-20-18(8-10-21(28)29-2)26-22(15-5-3-4-6-17(15)24)16-11-14(23)7-9-19(16)27(13)20/h3-7,9,11-12,18H,8,10H2,1-2H3/t18-/m0/s1
  • InChiKey: MCTILYQGJNAZGL-SFHVURJKSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[(4S)-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl]propanoic acid methyl ester
  • 3-[(4S)-8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepin-4-yl]propionic acid methyl ester

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Peripheral-type benzodiazepine receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Mycobacterium ulcerans tryptophan-rich sensory protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Echinococcus granulosus translocator protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Onchocerca volvulus Get druggable targets OG5_129542 All targets in OG5_129542
Brugia malayi TspO/MBR family protein Get druggable targets OG5_129542 All targets in OG5_129542
Schistosoma mansoni peripheral-type benzodiazepine receptor Get druggable targets OG5_129542 All targets in OG5_129542
Echinococcus multilocularis translocator protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129542 All targets in OG5_129542
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Peripheral-type benzodiazepine receptor   169 aa 156 aa 25.6 %
Echinococcus granulosus vacuolar h atpase Peripheral-type benzodiazepine receptor   169 aa 137 aa 25.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0054 0.1415 0.1415
Mycobacterium ulcerans tryptophan-rich sensory protein 0.0322 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0322 1 1
Loa Loa (eye worm) MH2 domain-containing protein 0.014 0.4185 0.4185
Loa Loa (eye worm) pax transcription factor protein 2 0.0268 0.829 0.829
Loa Loa (eye worm) transcription factor SMAD2 0.014 0.4185 0.4185
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.1415 0.1415
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0054 0.1415 0.1415
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0054 0.1415 0.1415
Loa Loa (eye worm) hypothetical protein 0.0322 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.1415 0.1415
Brugia malayi MH2 domain containing protein 0.014 0.4185 0.4185
Brugia malayi hypothetical protein 0.013 0.3855 0.3855
Echinococcus multilocularis translocator protein 0.0322 1 1
Brugia malayi Pax transcription factor protein 2 0.0268 0.829 0.829
Onchocerca volvulus 0.0322 1 1
Onchocerca volvulus 0.0322 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0054 0.1415 0.1415
Echinococcus granulosus translocator protein 0.0322 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0054 0.1415 0.1415
Loa Loa (eye worm) hypothetical protein 0.0322 1 1
Schistosoma mansoni peripheral-type benzodiazepine receptor 0.0322 1 1
Onchocerca volvulus 0.0322 1 1
Onchocerca volvulus 0.0322 1 1
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0054 0.1415 0.1415
Loa Loa (eye worm) hypothetical protein 0.0322 1 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0054 0.1415 0.1415

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 11 nM Binding affinity of the compound was determined against rat benzodiazepine (BZD) receptor ChEMBL. 12372538
Ki (binding) = 11 nM Binding affinity of the compound was determined against rat benzodiazepine (BZD) receptor ChEMBL. 12372538
Recovery time (functional) = 20 mg kg-1 Compound was tested for its initial (rat) loss-of-righting reflex LORR recovery time at a dose of 25 mg/kg ChEMBL. 12372538
Recovery time (functional) = 24 mg kg-1 Compound was tested for its total (rat) loss-of-righting reflex LORR recovery time at a dose of 25 mg/kg ChEMBL. 12372538
Selectivity (binding) = 226 Selectivity of the compound was determined by the ratio of binding affinity of acid to the binding affinity of its ester ChEMBL. 12372538
Solubility ND 0 mg ml-1 Aqueous solubility of the compound at pH 3; ND means no determined ChEMBL. 12372538

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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