Detailed information for compound 182395

Basic information

Technical information
  • TDR Targets ID: 182395
  • Name: N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazo l-6-yl)-2-[3-[(4-fluorophenyl)methylsulfonyla mino]-6-methyl-2-oxopyridin-1-yl]acetamide
  • MW: 505.585 | Formula: C22H24FN5O4S2
  • H donors: 3 H acceptors: 5 LogP: 2.05 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(Cn1c(C)ccc(c1=O)NS(=O)(=O)Cc1ccc(cc1)F)NC1CCc2c(C1)sc(n2)N
  • InChi: 1S/C22H24FN5O4S2/c1-13-2-8-18(27-34(31,32)12-14-3-5-15(23)6-4-14)21(30)28(13)11-20(29)25-16-7-9-17-19(10-16)33-22(24)26-17/h2-6,8,16,27H,7,9-12H2,1H3,(H2,24,26)(H,25,29)
  • InChiKey: JPFOGIQFWWYPMU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-2-[3-[(4-fluorophenyl)methylsulfonylamino]-6-methyl-2-oxo-1-pyridyl]acetamide
  • N-(2-azanyl-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-2-[3-[(4-fluorophenyl)methylsulfonylamino]-6-methyl-2-oxo-pyridin-1-yl]ethanamide
  • N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-2-[3-[(4-fluorobenzyl)sulfonylamino]-2-keto-6-methyl-1-pyridyl]acetamide
  • N-(2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl)-2-[3-[(4-fluorophenyl)methylsulfonylamino]-6-methyl-2-oxo-pyridin-1-yl]ethanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) 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
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) TK/ROR protein kinase 0.0021 0.0763 0.0763
Chlamydia trachomatis protoporphyrinogen oxidase 0.0016 0.0493 0.5
Leishmania major hypothetical protein, conserved 0.0021 0.0763 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0016 0.0493 0.5
Toxoplasma gondii histone lysine-specific demethylase LSD1/BHC110/KDMA1A 0.0016 0.0493 0.6467
Loa Loa (eye worm) hypothetical protein 0.0023 0.0845 0.0845
Mycobacterium ulcerans monoamine oxidase 0.0016 0.0493 0.5
Brugia malayi hypothetical protein 0.0016 0.0493 0.0508
Echinococcus granulosus lysine specific histone demethylase 1A 0.0079 0.3809 1
Onchocerca volvulus 0.0086 0.4161 0.3679
Onchocerca volvulus CoRest homolog 0.0198 1 1
Trypanosoma cruzi hypothetical protein, conserved 0.0021 0.0763 1
Brugia malayi Kringle domain containing protein 0.0021 0.0763 0.0786
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0016 0.0493 0.5
Schistosoma mansoni amine oxidase 0.0016 0.0493 0.1295
Brugia malayi Protein kinase domain containing protein 0.0021 0.0763 0.0786
Loa Loa (eye worm) hypothetical protein 0.0079 0.3809 0.3809
Echinococcus multilocularis protoporphyrinogen oxidase 0.0016 0.0493 0.1295
Schistosoma mansoni amine oxidase 0.0016 0.0493 0.1295
Schistosoma mansoni Protoporphyrinogen oxidase chloroplast/mitochondrial precursor 0.0016 0.0493 0.1295
Echinococcus granulosus lysine specific histone demethylase 1A 0.0016 0.0493 0.1295
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0016 0.0493 0.5
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH 0.0016 0.0493 0.5
Brugia malayi Myb-like DNA-binding domain containing protein 0.0192 0.9706 1
Plasmodium falciparum cysteine repeat modular protein 1 0.0021 0.0763 1
Loa Loa (eye worm) hypothetical protein 0.0086 0.4161 0.4161
Mycobacterium ulcerans dehydrogenase 0.0016 0.0493 0.5
Loa Loa (eye worm) hypothetical protein 0.0016 0.0493 0.0493
Mycobacterium ulcerans protoporphyrinogen oxidase 0.0016 0.0493 0.5
Toxoplasma gondii histone lysine-specific demethylase 0.0016 0.0493 0.6467
Schistosoma mansoni hypothetical protein 0.0021 0.0763 0.2003
Loa Loa (eye worm) hypothetical protein 0.0016 0.0493 0.0493
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0021 0.0763 1
Mycobacterium ulcerans oxidoreductase 0.0016 0.0493 0.5
Mycobacterium tuberculosis Possible oxidoreductase 0.0016 0.0493 0.5
Loa Loa (eye worm) hypothetical protein 0.0079 0.3809 0.3809
Loa Loa (eye worm) hypothetical protein 0.0192 0.9706 0.9706
Brugia malayi amine oxidase, flavin-containing family protein 0.0023 0.0845 0.0871
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0079 0.3809 1
Echinococcus granulosus tissue type plasminogen activator 0.0021 0.0763 0.2003
Loa Loa (eye worm) hypothetical protein 0.0021 0.0763 0.0763
Brugia malayi SWIRM domain containing protein 0.0086 0.4161 0.4287
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0079 0.3809 1
Echinococcus multilocularis tissue type plasminogen activator 0.0021 0.0763 0.2003
Echinococcus multilocularis 0.0016 0.0493 0.1295
Toxoplasma gondii kringle domain-containing protein 0.0021 0.0763 1

Activities

Activity type Activity value Assay description Source Reference
2x APTT (functional) = 28.7 uM Concentration required to double the activated partial thromboplastin time in human plasma ChEMBL. 15149685
Ki (binding) = 0.1 uM In vitro inhibition of human thrombin. ChEMBL. 15149685
Ki (binding) = 0.1 uM In vitro inhibition of human thrombin. ChEMBL. 15149685
Ki (binding) > 300 uM In vitro inhibition of Coagulation factor Xa. ChEMBL. 15149685
Ki (binding) > 300 uM In vitro inhibition of Coagulation factor Xa. ChEMBL. 15149685
Ki (binding) > 800 uM In vitro inhibition of bovine trypsin. ChEMBL. 15149685
Ki (binding) > 800 uM In vitro inhibition of bovine trypsin. ChEMBL. 15149685
pKa = 6.1 Dissociation constant of the compound was evaluated ChEMBL. 15149685
PT (functional) = 57.7 uM Concentration required to double the prothrombin time in human plasma ChEMBL. 15149685
Selectivity (binding) > 8000 Selectivity for inhibition of thrombin over trypsin. ChEMBL. 15149685
TT (functional) = 5.1 uM Concentration required to double the thrombin time in human plasma ChEMBL. 15149685

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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