Detailed information for compound 459371

Basic information

Technical information
  • TDR Targets ID: 459371
  • Name: 1-[(3R,3aR)-3-[3-(dimethylamino)propyl]-8-flu oro-3-phenyl-3a,4-dihydropyrazolo[5,1-c][1,4] benzoxazin-2-yl]ethanone
  • MW: 395.47 | Formula: C23H26FN3O2
  • H donors: 0 H acceptors: 1 LogP: 3.57 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(CCC[C@]1(c2ccccc2)C(=NN2[C@H]1COc1c2cc(cc1)F)C(=O)C)C
  • InChi: 1S/C23H26FN3O2/c1-16(28)22-23(12-7-13-26(2)3,17-8-5-4-6-9-17)21-15-29-20-11-10-18(24)14-19(20)27(21)25-22/h4-6,8-11,14,21H,7,12-13,15H2,1-3H3/t21-,23+/m0/s1
  • InChiKey: ZZLRBKFHORVSEX-JTHBVZDNSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[(3R,3aR)-3-(3-dimethylaminopropyl)-8-fluoro-3-phenyl-3a,4-dihydropyrazolo[5,1-c][1,4]benzoxazin-2-yl]ethanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL References
Homo sapiens kinesin family member 11 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus kinesin family 1 Get druggable targets OG5_128460 All targets in OG5_128460
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma mansoni kinesin eg-5 Get druggable targets OG5_128460 All targets in OG5_128460
Loa Loa (eye worm) kinesin-like protein KLP2 Get druggable targets OG5_128460 All targets in OG5_128460
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium vivax kinesin-5 Get druggable targets OG5_128460 All targets in OG5_128460
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Toxoplasma gondii kinesin motor domain-containing protein Get druggable targets OG5_128460 All targets in OG5_128460
Candida albicans kinesin motor domain protein similar to S. cerevisiae KIP1 (YBL063W) microtubule motor complex protein Get druggable targets OG5_128460 All targets in OG5_128460
Plasmodium yoelii Kinesin motor domain, putative Get druggable targets OG5_128460 All targets in OG5_128460
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Brugia malayi Kinesin motor domain containing protein Get druggable targets OG5_128460 All targets in OG5_128460
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Echinococcus multilocularis kinesin family 1 Get druggable targets OG5_128460 All targets in OG5_128460
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Giardia lamblia Kinesin-5 Get druggable targets OG5_128460 All targets in OG5_128460
Plasmodium berghei kinesin-5, putative Get druggable targets OG5_128460 All targets in OG5_128460
Plasmodium falciparum kinesin-5 Get druggable targets OG5_128460 All targets in OG5_128460
Plasmodium knowlesi kinesin-5, putative Get druggable targets OG5_128460 All targets in OG5_128460
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Cryptosporidium parvum kinesin-like boursin, putative Get druggable targets OG5_128460 All targets in OG5_128460
Schistosoma japonicum ko:K10398 kinesin family member 11, putative Get druggable targets OG5_128460 All targets in OG5_128460
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
Entamoeba histolytica kinesin, putative Get druggable targets OG5_128460 All targets in OG5_128460
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Candida albicans kinesin motor domain protein similar to S. cerevisiae KIP1 (YBL063W) microtubule motor complex protein Get druggable targets OG5_128460 All targets in OG5_128460
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Cryptosporidium hominis kinesin-like boursin Get druggable targets OG5_128460 All targets in OG5_128460
Neospora caninum hypothetical protein Get druggable targets OG5_128460 All targets in OG5_128460
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
Onchocerca volvulus 0.0022 0 0.5
Giardia lamblia High cysteine membrane protein Group 2 0.0056 0.1482 1
Echinococcus granulosus Furin 1 0.0035 0.0581 0.0581
Loa Loa (eye worm) hypothetical protein 0.0039 0.0727 0.1284
Loa Loa (eye worm) kinesin-like protein KLP2 0.0032 0.0438 0.0773
Onchocerca volvulus 0.0022 0 0.5
Schistosoma mansoni kinesin eg-5 0.0032 0.0438 0.0511
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0035 0.0581 0.0678
Echinococcus granulosus neuroendocrine convertase 2 0.0094 0.319 0.319
Onchocerca volvulus 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Echinococcus multilocularis Furin 1 0.0035 0.0581 0.0581
Entamoeba histolytica kinesin, putative 0.0032 0.0438 0.5
Brugia malayi celfurPC protein 0.0121 0.4376 0.7728
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0091 0.3053 1
Onchocerca volvulus 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Brugia malayi neuroendocrine convertase 1 precursor 0.0094 0.319 0.5634
Onchocerca volvulus 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032
Echinococcus granulosus furin 0.015 0.5662 0.5662
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.117 0.1365
Onchocerca volvulus 0.0022 0 0.5
Plasmodium falciparum kinesin-5 0.0032 0.0438 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.0858 0.2036
Onchocerca volvulus 0.0022 0 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.0988 0.0988
Loa Loa (eye worm) endoprotease bli-4 0.015 0.5662 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0091 0.3053 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.0858 0.2036
Loa Loa (eye worm) proprotein convertase 2 0.0035 0.0581 0.1026
Onchocerca volvulus 0.0022 0 0.5
Echinococcus multilocularis 0.0121 0.4376 0.4376
Brugia malayi Kinesin motor domain containing protein 0.0032 0.0438 0.0773
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.117 0.1365
Giardia lamblia Kinesin-5 0.0032 0.0438 0.1189
Onchocerca volvulus Neuropeptide F receptor homolog 0.0022 0 0.5
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0045 0.0988 0.1745
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0091 0.3053 0.3053
Onchocerca volvulus 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Schistosoma mansoni furin-1 (S08 family) 0.0065 0.1904 0.2221
Loa Loa (eye worm) hypothetical protein 0.0059 0.1619 0.286
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0091 0.3053 0.3053
Onchocerca volvulus Dopamine\/Ecdysteroid receptor homolog 0.0022 0 0.5
Onchocerca volvulus 0.0022 0 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.0988 0.0988
Brugia malayi endoprotease bli-4 precursor 0.015 0.5662 1
Toxoplasma gondii kinesin motor domain-containing protein 0.0032 0.0438 0.5
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.015 0.5662 0.6606
Schistosoma mansoni hypothetical protein 0.0215 0.8572 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.0988 0.1745
Onchocerca volvulus 0.0022 0 0.5
Plasmodium vivax kinesin-5 0.0032 0.0438 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032
Loa Loa (eye worm) hypothetical protein 0.015 0.5662 1
Echinococcus multilocularis kinesin family 1 0.0247 1 1
Schistosoma mansoni hypothetical protein 0.0029 0.0297 0.0346
Onchocerca volvulus 0.0022 0 0.5
Brugia malayi proprotein convertase 2 0.0094 0.319 0.5634
Echinococcus multilocularis neuroendocrine convertase 2 0.0094 0.319 0.319
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0035 0.0581 0.1032

Activities

Activity type Activity value Assay description Source Reference
CL (ADMET) = 52 ml/min.kg Clearance in dog at 0.25 mg/kg, iv ChEMBL. 17804233
EC50 (functional) = 7.4 nM Mitotic arrest in human A2780 cells assessed as G2/M block after 16 hrs ChEMBL. 17804233
EC50 (functional) = 7.4 nM Mitotic arrest in human A2780 cells assessed as G2/M block after 16 hrs ChEMBL. 17804233
IC50 (binding) = 1.6 nM Inhibition of kinesin spindle protein ChEMBL. 17804233
IC50 (binding) = 1.6 nM Inhibition of kinesin spindle protein ChEMBL. 17804233
IC50 = 5940 nM Inhibition of hERG expressed in HEK cells ChEMBL. 17804233
IC50 = 5940 nM Inhibition of hERG expressed in HEK cells ChEMBL. 17804233
Ratio IC50 (functional) = 2.3 Ratio of IC50 for KB-V-1 cells to IC50 for KB-3-1 cells after 16 hrs ChEMBL. 17804233
t1/2 (ADMET) = 5.7 hr Half life in dog at 0.25 mg/kg, iv ChEMBL. 17804233

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 17804233

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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