Detailed information for compound 36357

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 502.274 | Formula: C20H16Cl2F3N5O3
  • H donors: 2 H acceptors: 3 LogP: 1.8 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(Cn1c(Cl)cnc(c1=O)NCC(c1cccc[n+]1[O-])(F)F)NCc1cc(Cl)ccc1F
  • InChi: 1S/C20H16Cl2F3N5O3/c21-13-4-5-14(23)12(7-13)8-26-17(31)10-29-16(22)9-27-18(19(29)32)28-11-20(24,25)15-3-1-2-6-30(15)33/h1-7,9H,8,10-11H2,(H,26,31)(H,27,28)
  • InChiKey: CDSAOICWRXPMSB-UHFFFAOYSA-N  

Network

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Synonyms

No synonyms found for this compound

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
Schistosoma mansoni cellular tumor antigen P53 0.005 0.1178 0.2378
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0021 0.0299 0.0412
Echinococcus granulosus survival motor neuron protein 1 0.0238 0.6898 0.6898
Schistosoma mansoni d-amino acid oxidase 0.0174 0.4952 1
Toxoplasma gondii kringle domain-containing protein 0.0021 0.0312 0.2119
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0158 0.447 0.9027
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1669 0.3371
Brugia malayi RNA binding protein 0.0066 0.1669 0.2301
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0021 0.0299 0.0412
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0021 0.0299 0.0412
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0021 0.0299 0.0299
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0021 0.0299 0.0299
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0021 0.0299 0.0412
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1112 0.2246
Brugia malayi hypothetical protein 0.0238 0.6898 0.9507
Schistosoma mansoni serine/threonine protein kinase 0.0093 0.2489 0.5026
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0021 0.0299 0.0299
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0021 0.0299 0.0299
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.1112 0.1533
Leishmania major serine/threonine-protein kinase, putative,protein kinase, putative 0.0093 0.2489 1
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0014 0.0106 0.0106
Loa Loa (eye worm) follicle stimulating hormone receptor 0.025 0.7255 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0021 0.0299 0.0299
Echinococcus multilocularis FTZ F1 alpha 0.0021 0.0299 0.0299
Loa Loa (eye worm) hypothetical protein 0.0174 0.4952 0.6825
Schistosoma mansoni thyroid hormone receptor 0.0021 0.0299 0.0604
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0014 0.0106 0.0106
Onchocerca volvulus Protein ultraspiracle homolog 0.0021 0.0299 0.1805
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0021 0.0299 0.1805
Loa Loa (eye worm) RNA binding protein 0.0066 0.1669 0.2301
Entamoeba histolytica acetyltransferase, GNAT family 0.0043 0.096 0.3586
Brugia malayi Kringle domain containing protein 0.0021 0.0312 0.043
Loa Loa (eye worm) transcription factor SMAD2 0.0124 0.3442 0.4745
Echinococcus granulosus histone acetyltransferase KAT2B 0.0154 0.4335 0.4335
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0046 0.1078 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1669 0.3371
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Loa Loa (eye worm) hypothetical protein 0.0014 0.0106 0.0146
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0046 0.1078 1
Brugia malayi Nuclear hormone receptor-like 1 0.0021 0.0299 0.0412
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0174 0.4952 1
Schistosoma mansoni metabotropic glutamate receptor 2 3 (mglur group 2) 0.005 0.1174 0.2371
Brugia malayi cDNA sequence BC016226 0.0014 0.0106 0.0146
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0021 0.0299 0.0604
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0411 0.1282
Brugia malayi metabotropic glutamate receptor subtype 5a (mGluR5a), putative 0.004 0.0867 0.1195
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0021 0.0299 0.0412
Schistosoma mansoni survival motor neuron protein 0.0049 0.114 0.2303
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0021 0.0299 0.0412
Brugia malayi nuclear hormone receptor 0.0021 0.0299 0.0412
Loa Loa (eye worm) hypothetical protein 0.005 0.1178 0.1623
Brugia malayi hypothetical protein 0.0016 0.0147 0.0202
Plasmodium falciparum cysteine repeat modular protein 1 0.0021 0.0312 0.2411
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0014 0.0106 0.0146
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0021 0.0299 0.0604
Brugia malayi steroid hormone receptor 0.0021 0.0299 0.0412
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.1112 0.1112
Schistosoma mansoni nuclear hormone receptor 0.0021 0.0299 0.0604
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0021 0.0299 0.0299
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.0174 0.4952 1
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Loa Loa (eye worm) glutamate receptor 0.0044 0.0992 0.1367
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0049 0.114 0.1572
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Brugia malayi Steroid receptor seven-up type 2 0.0021 0.0299 0.0412
Schistosoma mansoni hypothetical protein 0.0049 0.114 0.2303
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0411 0.3574
Loa Loa (eye worm) hypothetical protein 0.0014 0.0106 0.0146
Echinococcus granulosus FTZ F1 alpha 0.0021 0.0299 0.0299
Loa Loa (eye worm) hypothetical protein 0.0238 0.6898 0.9507
Echinococcus granulosus tar DNA binding protein 0.0066 0.1669 0.1669
Brugia malayi Protein kinase domain containing protein 0.0021 0.0312 0.043
Schistosoma mansoni fad oxidoreductase 0.0014 0.0106 0.0213
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0411 0.3141
Loa Loa (eye worm) hypothetical protein 0.0014 0.0106 0.0146
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1669 0.3371
Schistosoma mansoni fad oxidoreductase 0.0014 0.0106 0.0213
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0021 0.0299 0.0604
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0014 0.0106 0.0106
Brugia malayi RE18450p 0.0014 0.0106 0.0146
Echinococcus multilocularis tar DNA binding protein 0.0066 0.1669 0.1669
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.1112 0.1112
Chlamydia trachomatis D-amino acid dehydrogenase 0.0014 0.0106 0.5
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0046 0.1078 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0021 0.0299 0.0299
Loa Loa (eye worm) CMGC/DYRK/DYRK1 protein kinase 0.0093 0.2489 0.343
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0021 0.0299 0.0412
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0021 0.0299 0.0412
Trypanosoma cruzi hypothetical protein, conserved 0.0021 0.0312 0.0864
Entamoeba histolytica protein kinase, putative 0.0093 0.2489 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0411 0.0567
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0021 0.0299 0.0412
Entamoeba histolytica hypothetical protein 0.0093 0.2489 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0021 0.0299 0.0412
Leishmania major hypothetical protein, conserved 0.0025 0.0411 0.1282
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0021 0.0299 0.0299
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0021 0.0299 0.0299
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0021 0.0299 0.0412
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0021 0.0299 0.0412
Echinococcus granulosus metabotropic glutamate receptor 5 0.0054 0.1299 0.1299
Echinococcus granulosus tissue type plasminogen activator 0.0021 0.0312 0.0312
Echinococcus granulosus ecdysone induced protein 78C 0.0021 0.0299 0.0299
Echinococcus granulosus metabotropic glutamate receptor 2 0.0037 0.0777 0.0777
Echinococcus multilocularis metabotropic glutamate receptor 2 0.0037 0.0777 0.0777
Brugia malayi hypothetical protein 0.0025 0.0411 0.0567
Loa Loa (eye worm) glutamate receptor 0.0017 0.0187 0.0258
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0021 0.0299 0.0299
Schistosoma mansoni retinoic acid receptor RXR 0.0021 0.0299 0.0604
Brugia malayi nuclear receptor NHR-88 0.0021 0.0299 0.0412
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0066 0.1669 0.2301
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.1112 0.1533
Echinococcus multilocularis metabotropic glutamate receptor 5 0.0054 0.1299 0.1299
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0021 0.0299 0.0604
Brugia malayi TAR-binding protein 0.0066 0.1669 0.2301
Entamoeba histolytica protein kinase domain containing protein 0.0093 0.2489 1
Brugia malayi Protein kinase domain containing protein 0.0093 0.2489 0.343
Brugia malayi MH2 domain containing protein 0.0124 0.3442 0.4745
Loa Loa (eye worm) hypothetical protein 0.0021 0.0299 0.0412
Brugia malayi metabotropic glutamate receptor type 2 0.0021 0.0312 0.043
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0021 0.0299 0.0412
Giardia lamblia Histone acetyltransferase GCN5 0.0043 0.096 1
Brugia malayi Metabotropic glutamate receptor precursor. 0.0044 0.0992 0.1367
Echinococcus granulosus histone acetyltransferase KAT2B 0.0046 0.1078 0.1078
Loa Loa (eye worm) acetyltransferase 0.0158 0.447 0.6161
Schistosoma mansoni RAR-like nuclear receptor 0.0021 0.0299 0.0604
Echinococcus multilocularis ecdysone induced protein 78C 0.0021 0.0299 0.0299
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0021 0.0299 0.0412
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0014 0.0106 0.0213
Echinococcus granulosus dual specificity 0.0093 0.2489 0.2489
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0046 0.1078 0.5
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0093 0.2489 1
Trypanosoma cruzi CMGC/DYRK protein kinase, putative 0.0093 0.2489 1
Entamoeba histolytica protein kinase, putative 0.0093 0.2489 1
Echinococcus multilocularis tumor protein p63 0.034 1 1
Schistosoma mansoni metabotropic glutamate receptor 0.0021 0.0312 0.063
Loa Loa (eye worm) receptor family ligand binding region containing protein 0.0011 0.0005 0.0007
Loa Loa (eye worm) MH2 domain-containing protein 0.0124 0.3442 0.4745
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0021 0.0299 0.0412
Brugia malayi acetyltransferase, GNAT family protein 0.0158 0.447 0.6161
Loa Loa (eye worm) steroid hormone receptor 0.0021 0.0299 0.0412
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0014 0.0106 0.0146
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0158 0.447 0.447
Echinococcus multilocularis tissue type plasminogen activator 0.0021 0.0312 0.0312
Onchocerca volvulus 0.0049 0.114 0.9651
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0021 0.0299 0.0299
Loa Loa (eye worm) hypothetical protein 0.0011 0.0005 0.0007
Trichomonas vaginalis bromodomain-containing protein, putative 0.0046 0.1078 0.5
Loa Loa (eye worm) TAR-binding protein 0.0066 0.1669 0.2301
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1112 0.2246
Onchocerca volvulus 0.0021 0.0299 0.1805
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0411 0.3141
Onchocerca volvulus Bile acid receptor homolog 0.0021 0.0299 0.1805
Brugia malayi photoreceptor-specific nuclear receptor 0.0021 0.0299 0.0412
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0021 0.0312 0.2119
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0411 0.1282
Echinococcus multilocularis survival motor neuron protein 1 0.0238 0.6898 0.6898
Loa Loa (eye worm) TK/ROR protein kinase 0.0021 0.0312 0.043
Trypanosoma brucei CMGC/DYRK protein kinase, putative 0.0093 0.2489 1
Loa Loa (eye worm) hypothetical protein 0.0092 0.2474 0.341
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0014 0.0106 0.0106
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0021 0.0299 0.0604
Brugia malayi ecdysteroid receptor 0.0021 0.0299 0.0412
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.1112 0.2246
Schistosoma mansoni coup transcription factor 0.0021 0.0299 0.0604
Loa Loa (eye worm) hypothetical protein 0.0021 0.0312 0.043
Brugia malayi follicle stimulating hormone receptor 0.025 0.7255 1
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1669 0.3371
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.0159 0.4511 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0411 0.1282
Plasmodium falciparum histone acetyltransferase GCN5 0.0043 0.096 1
Loa Loa (eye worm) hypothetical protein 0.0054 0.1299 0.179
Echinococcus multilocularis thyroid hormone receptor alpha 0.0021 0.0299 0.0299
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.1112 0.1112
Leishmania major hypothetical protein, conserved 0.0021 0.0312 0.0864
Brugia malayi Receptor family ligand binding region containing protein 0.0011 0.0005 0.0007
Schistosoma mansoni thyroid hormone receptor 0.0021 0.0299 0.0604
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0021 0.0299 0.0412
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0021 0.0299 0.0299
Onchocerca volvulus 0.005 0.1178 1
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0014 0.0106 0.0146
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0411 0.3574
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0021 0.0299 0.0412
Schistosoma mansoni hypothetical protein 0.0021 0.0312 0.0629
Onchocerca volvulus 0.0021 0.0312 0.1922
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0021 0.0299 0.0412
Schistosoma mansoni tar DNA-binding protein 0.0066 0.1669 0.3371
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0014 0.0106 0.0213
Loa Loa (eye worm) metabotropic GABA-B receptor subtype 2 0.0011 0.0005 0.0007
Schistosoma mansoni steroid hormone receptor ad4bp 0.0021 0.0299 0.0604
Loa Loa (eye worm) hypothetical protein 0.0092 0.2474 0.341
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0021 0.0299 0.0604
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0021 0.0299 0.0412
Schistosoma mansoni NAD dehydrogenase 0.0014 0.0106 0.0213
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.1112 0.1112
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0021 0.0299 0.0412
Brugia malayi RNA recognition motif domain containing protein 0.0066 0.1669 0.2301
Echinococcus multilocularis dual specificity 0.0093 0.2489 0.2489
Schistosoma mansoni metabotropic glutamate receptor 0.0037 0.0777 0.1568
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0021 0.0299 0.0299

Activities

Activity type Activity value Assay description Source Reference
Cmax (ADMET) = 0.48 uM Maximum plasma concentration(Cmax) of the compound was determined in dog at a dose of 1 mg/kg ChEMBL. 12657281
Concentration (functional) = 0.31 uM Concentration required to double the activated partial thromboplastin time (aPPT) in human plasma ChEMBL. 12657281
Ki (binding) = 0.16 nM Inhibitory activity against human thrombin ChEMBL. 12657281
Ki (binding) = 0.16 nM Inhibitory activity against human thrombin ChEMBL. 12657281
logP (ADMET) NA 0 Partition coefficient of the compound in dog ChEMBL. 12657281
Ratio (functional) = 0 % Human microsome stabilities are reported as the ratio of the % remaining after a 1 h incubation versus the internal standard thrombin inhibitor ChEMBL. 12657281
Ratio (functional) = 0 % Human microsome stabilities are reported as the ratio of the % remaining after a 1 h incubation versus the internal standard thrombin inhibitor ChEMBL. 12657281
T1/2 (ADMET) = 2.1 hr t1/2 in dog ChEMBL. 12657281

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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