Detailed information for compound 45263

Basic information

Technical information
  • TDR Targets ID: 45263
  • Name: brotizolam
  • MW: 393.689 | Formula: C15H10BrClN4S
  • H donors: 0 H acceptors: 2 LogP: 4.27 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1cc2c(s1)n1c(CN=C2c2ccccc2Cl)nnc1C
  • InChi: 1S/C15H10BrClN4S/c1-8-19-20-13-7-18-14(9-4-2-3-5-11(9)17)10-6-12(16)22-15(10)21(8)13/h2-6H,7H2,1H3
  • InChiKey: UMSGKTJDUHERQW-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 57801-81-7
  • 8-Bromo-6-(o-chlorophenyl)-1-methyl-4H-s-triazolo(3,4c)thieno(2,3e)-1,4-diazepine
  • BRN 0839277
  • Brotizolam [USAN:BAN:INN:JAN]
  • Brotizolamum [INN-Latin]
  • EINECS 260-964-5
  • Lendorm
  • Lendormin
  • WE 941
  • 2-bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
  • Indormyl
  • Ladormin
  • Lendormine
  • WE-941
  • 6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine, 2-bromo-4-(2-chlorophenyl)-9-methyl-
  • 2-Bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepine
  • 2-Bromo-4-(o-chlorophenyl)-9-methyl-6H-thieno(3,2-f)-s-triazolo(4,3-a)(1,4)diazepine
  • 6H-Thieno(3,2-f)(1,2,4)triazolo(4,3-a)(1,4)diazepine, 2-bromo-4-(2-chlorophenyl)-9-methyl-

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens androgen receptor Starlite/ChEMBL No references
Homo sapiens platelet-activating factor receptor Starlite/ChEMBL 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
Echinococcus granulosus g-protein coupled receptor platelet-activating factor receptor 342 aa 302 aa 22.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0009 1 1
Schistosoma mansoni retinoic acid receptor RXR 0.0009 1 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0009 1 1
Schistosoma mansoni RAR-like nuclear receptor 0.0009 1 1
Echinococcus multilocularis ecdysone induced protein 78C 0.0009 1 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0009 1 1
Schistosoma mansoni coup transcription factor 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0009 1 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0009 1 1
Schistosoma mansoni nuclear hormone receptor 0.0009 1 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0009 1 1
Loa Loa (eye worm) steroid hormone receptor 0.0009 1 1
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0009 1 1
Brugia malayi steroid hormone receptor 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0009 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0009 1 1
Brugia malayi nuclear receptor NHR-88 0.0009 1 1
Echinococcus granulosus FTZ F1 alpha 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0009 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0009 1 1
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0009 1 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0009 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0009 1 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0009 1 1
Brugia malayi Nuclear hormone receptor-like 1 0.0009 1 1
Onchocerca volvulus 0.0009 1 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0009 1 0.5
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Brugia malayi Steroid receptor seven-up type 2 0.0009 1 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0009 1 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0009 1 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0009 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0009 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Echinococcus multilocularis FTZ F1 alpha 0.0009 1 1
Schistosoma mansoni thyroid hormone receptor 0.0009 1 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0009 1 0.5
Echinococcus granulosus ecdysone induced protein 78C 0.0009 1 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0009 1 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0009 1 1
Schistosoma mansoni thyroid hormone receptor 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0009 1 1
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0009 1 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0009 1 1
Loa Loa (eye worm) hypothetical protein 0.0009 1 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0009 1 1
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0009 1 1
Brugia malayi nuclear hormone receptor 0.0009 1 1
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0009 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0009 1 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0009 1 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0009 1 1

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Clinically relevant substrates of human liver microsomal P450 enzymes, isoform CYP3A4 ChEMBL. No reference
delta logD (ADMET) = -0.14 Delta logD (logD6.5 - logD7.4) ChEMBL. 10891117
F (ADMET) = 79 % Oral bioavailability in human ChEMBL. 10891117
IC50 (binding) = 300 nM In vitro for platelet activating factor receptor antagonist activity in a binding assay using washed whole dog platelets. ChEMBL. 2016721
IC50 (binding) = 300 nM In vitro for platelet activating factor receptor antagonist activity in a binding assay using washed whole dog platelets. ChEMBL. 2016721
ID50 (functional) = 0.5 mg kg-1 In vivo inhibitory dose against PAF-induced bronchoconstriction in guinea pig upon intravenous administration after one-minute pre-treatment time. ChEMBL. 2016721
Inhibition (functional) = 11 % In vivo inhibition against PAF-induced bronchoconstriction in guinea pig at 1 mg/kg dose upon peroral administration after one-minute pre-treatment time. ChEMBL. 2016721
logD (ADMET) = 2.63 Partition coefficient (logD6.5) ChEMBL. 10891117
pKa = 6.2 Ionization constant (pKa) ChEMBL. 10891117
Potency (functional) 8.4127 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway using the MDA cell line. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 8.4852 uM PubChem BioAssay: Tox21. qHTS assay to identify small molecule antagonists of the androgen receptor (AR) signaling pathway. (Class of assay: confirmatory) ChEMBL. No reference
Retention_time (ADMET) = 6.27 min Drug level in Homo sapiens (human) whole blood assessed as retention time by UPLC-TOF-MS analysis ChEMBL. No reference

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

2 literature references were collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.