Detailed information for compound 221436

Basic information

Technical information
  • TDR Targets ID: 221436
  • Name: 6-[(Z)-1-(3-fluorophenyl)but-1-en-3-ynyl]-1-p ropan-2-ylsulfonylbenzimidazol-2-amine
  • MW: 383.439 | Formula: C20H18FN3O2S
  • H donors: 1 H acceptors: 3 LogP: 4.99 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: C#C/C=C(/c1ccc2c(c1)n(c(n2)N)S(=O)(=O)C(C)C)\c1cccc(c1)F
  • InChi: 1S/C20H18FN3O2S/c1-4-6-17(14-7-5-8-16(21)11-14)15-9-10-18-19(12-15)24(20(22)23-18)27(25,26)13(2)3/h1,5-13H,2-3H3,(H2,22,23)/b17-6+
  • InChiKey: IPVMMNCOFMYPFF-UBKPWBPPSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 6-[(Z)-1-(3-fluorophenyl)but-1-en-3-ynyl]-1-isopropylsulfonyl-benzimidazol-2-amine
  • 6-[(Z)-1-(3-fluorophenyl)but-1-en-3-ynyl]-1-isopropylsulfonyl-2-benzimidazolamine
  • 6-[(Z)-1-(3-fluorophenyl)but-1-en-3-ynyl]-1-propan-2-ylsulfonyl-benzimidazol-2-amine
  • [6-[(Z)-1-(3-fluorophenyl)but-1-en-3-ynyl]-1-isopropylsulfonyl-benzimidazol-2-yl]amine
  • 1H-Benzimidazol-2-amine, 6-[(1Z)-1-(3-fluorophenyl)-1-buten-3-ynyl]-1-[(1-methylethyl)sulfonyl]-
  • AIDS-191655
  • AIDS191655

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
Schistosoma mansoni thyroid hormone receptor 0.0147 0.4019 1
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Schistosoma mansoni coup transcription factor 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor-like 1 0.0077 0.1225 0.1071
Onchocerca volvulus 0.0084 0.1482 0.1893
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0077 0.1225 0.2812
Brugia malayi Nuclear hormone receptor-like 1 0.0077 0.1225 0.1071
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Loa Loa (eye worm) hypothetical protein 0.0077 0.1225 0.2812
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Brugia malayi nuclear receptor RXR 0.0077 0.1225 0.1071
Schistosoma mansoni nuclear hormone receptor 0.0069 0.0889 0.2114
Echinococcus multilocularis L aminoadipate semialdehyde 0.0084 0.1482 0.1893
Brugia malayi nuclear receptor NHR-88 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Brugia malayi hypothetical protein 0.0077 0.1225 0.1071
Schistosoma mansoni thyroid hormone receptor 0.0147 0.4019 1
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Brugia malayi jmjC domain containing protein 0.0096 0.1985 0.35
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0147 0.4019 1
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0147 0.4019 1
Brugia malayi Steroid receptor seven-up type 2 0.0147 0.4019 1
Schistosoma mansoni hepatocyte nuclear factor 4-alpha (hnf-4-alpha) 0.0069 0.0889 0.2114
Schistosoma mansoni zinc finger protein 0.0069 0.0889 0.2114
Loa Loa (eye worm) nuclear receptor NHR-67 0.0069 0.0889 0.195
Brugia malayi hypothetical protein 0.0077 0.1225 0.1071
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Loa Loa (eye worm) hypothetical protein 0.0084 0.1482 0.3474
Schistosoma mansoni nuclear receptor 0.0069 0.0889 0.2114
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Schistosoma mansoni nuclear hormone receptor superfamily protein-related 0.0069 0.0889 0.2114
Loa Loa (eye worm) hypothetical protein 0.0077 0.1225 0.2812
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0147 0.4019 1
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0147 0.4019 1
Schistosoma mansoni steroid hormone receptor ad4bp 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0147 0.4019 1
Schistosoma mansoni jumonji domain containing protein 0.0076 0.1185 0.2859
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0147 0.4019 1
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0084 0.1482 0.1893
Echinococcus granulosus FTZ F1 alpha 0.0147 0.4019 1
Loa Loa (eye worm) steroid hormone receptor 0.0147 0.4019 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0295 1 1
Loa Loa (eye worm) hypothetical protein 0.0077 0.1225 0.2812
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0147 0.4019 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0147 0.4019 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Schistosoma mansoni nuclear hormone receptor 0.0147 0.4019 1
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0095 0.1943 0.5
Onchocerca volvulus 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0147 0.4019 1
Onchocerca volvulus Protein ultraspiracle homolog 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0147 0.4019 1
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0096 0.1985 0.35
Giardia lamblia Fructose-bisphosphate aldolase 0.0295 1 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0147 0.4019 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Trypanosoma brucei polo-like protein kinase 0.0095 0.1943 0.5
Echinococcus multilocularis ecdysone induced protein 78C 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0147 0.4019 1
Echinococcus granulosus ecdysone induced protein 78C 0.0147 0.4019 1
Loa Loa (eye worm) DR-78 0.0069 0.0889 0.195
Onchocerca volvulus Serine\/threonine kinase homolog 0.0095 0.1943 0.3367
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0084 0.1482 0.3607
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0095 0.1943 0.3367
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0096 0.1985 0.35
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0147 0.4019 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0077 0.1225 0.2958
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0147 0.4019 1
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Loa Loa (eye worm) nuclear receptor nhr-7B 0.0069 0.0889 0.195
Schistosoma mansoni nuclear receptor 0.0069 0.0889 0.2114
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0095 0.1943 0.3367
Schistosoma mansoni ecdysone-induced protein 78c (dr-78) 0.0077 0.1225 0.2958
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0147 0.4019 1
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0147 0.4019 1
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0144 0.3911 0.5
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0147 0.4019 1
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0095 0.1943 0.466
Brugia malayi steroid hormone receptor 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0147 0.4019 1
Echinococcus granulosus nuclear receptor subfamily 1 group D 0.0077 0.1225 0.1071
Trypanosoma cruzi polo-like protein kinase, putative 0.0095 0.1943 0.5
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Treponema pallidum fructose-bisphosphate aldolase 0.0295 1 0.5
Brugia malayi photoreceptor-specific nuclear receptor 0.0147 0.4019 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Trypanosoma cruzi polo-like protein kinase, putative 0.0095 0.1943 0.5
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0147 0.4019 1
Echinococcus multilocularis thyroid hormone receptor alpha 0.0147 0.4019 1
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0144 0.3911 0.5
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Loa Loa (eye worm) hypothetical protein 0.0077 0.1225 0.2812
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0147 0.4019 1
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0147 0.4019 1
Echinococcus multilocularis nuclear receptor subfamily 1 group D 0.0077 0.1225 0.1071
Loa Loa (eye worm) jmjC domain-containing protein 0.0061 0.0547 0.107
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0147 0.4019 1
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0147 0.4019 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Onchocerca volvulus Bile acid receptor homolog 0.0147 0.4019 1
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0147 0.4019 1
Echinococcus multilocularis FTZ F1 alpha 0.0147 0.4019 1
Schistosoma mansoni retinoic acid receptor RXR 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Echinococcus granulosus L aminoadipate semialdehyde 0.0084 0.1482 0.1893
Schistosoma mansoni RAR-like nuclear receptor 0.0147 0.4019 1
Loa Loa (eye worm) nuclear hormone receptor-like 1 0.0077 0.1225 0.2812
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0144 0.3911 0.5
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0147 0.4019 1
Brugia malayi serine/threonine-protein kinase plk-2 0.0095 0.1943 0.3367
Loa Loa (eye worm) nuclear hormone receptor 0.0069 0.0889 0.195
Brugia malayi ecdysteroid receptor 0.0147 0.4019 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0147 0.4019 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0295 1 1
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0147 0.4019 1
Brugia malayi Nuclear hormone receptor-like 1 0.0147 0.4019 1
Schistosoma mansoni serine/threonine protein kinase 0.0095 0.1943 0.4769
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1
Loa Loa (eye worm) hypothetical protein 0.0069 0.0889 0.195
Trichomonas vaginalis CAMK family protein kinase 0.0095 0.1943 0.1943
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0147 0.4019 1
Schistosoma mansoni nuclear hormone receptor 0.0069 0.0889 0.2114
Brugia malayi nuclear hormone receptor 0.0147 0.4019 1
Schistosoma mansoni nuclear receptor nhr-48 0.0069 0.0889 0.2114
Loa Loa (eye worm) hypothetical protein 0.0147 0.4019 1

Activities

Activity type Activity value Assay description Source Reference
Cmax (ADMET) = 12 ug ml-1 Oral plasma concentration in mice at 100 mg/kg dosage within 4-hr time frame. ChEMBL. 9397174
Cmax (ADMET) = 12 ug ml-1 Oral plasma concentration in mice at 100 mg/kg dosage within 4-hr time frame. ChEMBL. 9397174
IC50 (functional) = 0.027 ug ml-1 Antiviral activity of the compound against human rhinovirus 1A ChEMBL. 9397174
IC50 (functional) = 0.032 ug ml-1 Antiviral activity of the compound against coxsackie virus B3 ChEMBL. 9397174
IC50 (functional) = 0.037 ug ml-1 Antiviral activity of the compound against poliovirus 1 ChEMBL. 9397174
IC50 (functional) = 0.046 ug ml-1 Antiviral activity of the compound against coxsackie virus A21M ChEMBL. 9397174
IC50 (functional) = 0.057 ug ml-1 Antiviral activity of the compound against human rhinovirus 16 ChEMBL. 9397174
IC50 (functional) = 0.06 ug ml-1 Antiviral activity of the compound against human rhinovirus 14 using plaque reduction assay in HeLa cell lines ChEMBL. 9397174
IC50 (functional) = 0.069 ug ml-1 Antiviral activity of the compound against human rhinovirus 2 ChEMBL. 9397174
IC50 (functional) = 0.085 ug ml-1 Antiviral activity of the compound against coxsackie virus A21 ChEMBL. 9397174
TC50 (ADMET) = 5.3 ug ml-1 Antiviral activity against human rhinovirus 14 (HRV-14) using CPE/XTT assay in human tumor cell lines. ChEMBL. 9397174

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.

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