Detailed information for compound 13903

Basic information

Technical information
  • TDR Targets ID: 13903
  • Name: 3-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperid in-1-yl]propoxy]-4-methoxyaniline
  • MW: 399.459 | Formula: C22H26FN3O3
  • H donors: 1 H acceptors: 1 LogP: 3.74 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1OCCCN1CCC(CC1)c1noc2c1ccc(c2)F)N
  • InChi: 1S/C22H26FN3O3/c1-27-19-6-4-17(24)14-21(19)28-12-2-9-26-10-7-15(8-11-26)22-18-5-3-16(23)13-20(18)29-25-22/h3-6,13-15H,2,7-12,24H2,1H3
  • InChiKey: GYKOWUGFJRYKTC-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)-1-piperidyl]propoxy]-4-methoxy-aniline
  • 3-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)-1-piperidinyl]propoxy]-4-methoxyaniline
  • 3-[3-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]propoxy]-4-methoxy-aniline
  • [3-[3-[4-(6-fluoroindoxazen-3-yl)piperidino]propoxy]-4-methoxy-phenyl]amine
  • [3-[3-[4-(6-fluoroindoxazen-3-yl)-1-piperidyl]propoxy]-4-methoxy-phenyl]amine

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Dopamine D2 receptor Starlite/ChEMBL References
Rattus norvegicus Serotonin 2 (5-HT2) 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
Schistosoma mansoni biogenic amine (dopamine) receptor Dopamine D2 receptor   444 aa 494 aa 26.3 %
Echinococcus multilocularis neuropeptides capa receptor Serotonin 2 (5-HT2) receptor   460 aa 408 aa 20.8 %
Schistosoma mansoni biogenic amine receptor Dopamine D2 receptor   444 aa 452 aa 30.1 %
Schistosoma japonicum ko:K04207 neuropeptide Y receptor Y5, putative Dopamine D2 receptor   444 aa 386 aa 19.7 %
Loa Loa (eye worm) hypothetical protein Dopamine D2 receptor   444 aa 433 aa 21.2 %
Echinococcus multilocularis g protein coupled receptor Serotonin 2 (5-HT2) receptor   460 aa 409 aa 21.5 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Dopamine D2 receptor   444 aa 440 aa 30.0 %
Echinococcus multilocularis g protein coupled receptor Dopamine D2 receptor   444 aa 465 aa 21.5 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Serotonin 2 (5-HT2) receptor   460 aa 405 aa 31.1 %
Onchocerca volvulus Dopamine D2 receptor   444 aa 418 aa 23.0 %
Echinococcus granulosus g protein coupled receptor Serotonin 2 (5-HT2) receptor   460 aa 409 aa 21.8 %
Schistosoma mansoni muscarinic acetylcholine (GAR) receptor Dopamine D2 receptor   444 aa 487 aa 23.8 %
Schistosoma japonicum Octopamine receptor, putative Dopamine D2 receptor   444 aa 456 aa 29.4 %
Echinococcus granulosus biogenic amine 5HT receptor Dopamine D2 receptor   444 aa 429 aa 31.7 %
Onchocerca volvulus RB1-inducible coiled-coil protein 1 homolog Dopamine D2 receptor   444 aa 474 aa 23.4 %
Onchocerca volvulus Glycoprotein hormone beta 5 homolog Dopamine D2 receptor   444 aa 476 aa 24.2 %
Echinococcus granulosus g protein coupled receptor Dopamine D2 receptor   444 aa 457 aa 21.0 %
Echinococcus multilocularis serotonin receptor Dopamine D2 receptor   444 aa 428 aa 31.3 %
Schistosoma mansoni amine GPCR Dopamine D2 receptor   444 aa 424 aa 32.1 %
Schistosoma japonicum ko:K04145 dopamine receptor D2, putative Dopamine D2 receptor   444 aa 432 aa 30.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0053 0.1007 0.2238
Echinococcus multilocularis acetylcholinesterase 0.022 1 1
Onchocerca volvulus 0.0037 0.0175 0.5
Mycobacterium tuberculosis Carboxylesterase LipT 0.0037 0.0175 0.0651
Echinococcus multilocularis acetylcholinesterase 0.022 1 1
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (large chain) 0.0084 0.2679 1
Loa Loa (eye worm) hypothetical protein 0.022 1 1
Loa Loa (eye worm) carboxylesterase 0.022 1 1
Echinococcus granulosus acetylcholinesterase 0.022 1 1
Onchocerca volvulus 0.0037 0.0175 0.5
Mycobacterium ulcerans carbon monoxide dehydrogenase 0.0118 0.4502 1
Brugia malayi Carboxylesterase family protein 0.022 1 1
Onchocerca volvulus 0.0037 0.0175 0.5
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0084 0.2679 0.5951
Mycobacterium ulcerans carbon monoxyde dehydrogenase medium chain CoxM 0.006 0.1401 0.3111
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxM_2 0.006 0.1401 0.3111
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.022 1 1
Onchocerca volvulus 0.0037 0.0175 0.5
Loa Loa (eye worm) hypothetical protein 0.022 1 1
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0177 0.7726 1
Loa Loa (eye worm) acetylcholinesterase 1 0.022 1 1
Echinococcus granulosus carboxylesterase 5A 0.022 1 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0037 0.0175 0.0651
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (medium chain) 0.006 0.1401 0.5229
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxL_2 0.0084 0.2679 0.5951
Trichomonas vaginalis xanthine dehydrogenase, putative 0.0177 0.7726 1
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0037 0.0175 0.0651
Echinococcus multilocularis carboxylesterase 5A 0.022 1 1
Mycobacterium ulcerans carboxylesterase, LipT 0.0037 0.0175 0.0388
Trichomonas vaginalis aldehyde oxidase, putative 0.0177 0.7726 1
Echinococcus granulosus acetylcholinesterase 0.022 1 1
Onchocerca volvulus 0.0037 0.0175 0.5

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.16 mg kg-1 Ability to inhibit apomorphine-induced climbing behavior in mice. ChEMBL. 7707315
ED50 (functional) = 0.16 mg kg-1 Ability to inhibit apomorphine-induced climbing behavior in mice. ChEMBL. 7707315
ED50 (functional) = 13 mg kg-1 Ability to block apomorphine-induced stereotypy in rats. ChEMBL. 7707315
IC50 (binding) = 2 nM Affinity for 5-hydroxytryptamine 2 receptor binding sites by its ability to displace [3H]-spiperone from rat frontal cortex. ChEMBL. 7707315
IC50 (binding) = 2 nM Affinity for 5-hydroxytryptamine 2 receptor binding sites by its ability to displace [3H]-spiperone from rat frontal cortex. ChEMBL. 7707315
IC50 (binding) = 112 nM Affinity for dopamine receptor D2 binding sites by its ability to displace [3H]-spiperone from rat striatum. ChEMBL. 7707315
IC50 (binding) = 112 nM Affinity for dopamine receptor D2 binding sites by its ability to displace [3H]-spiperone from rat striatum. ChEMBL. 7707315
Ratio (binding) = 56 Ratio of IC50 value against dopamine receptor D2 to that of 5-hydroxytryptamine 3 receptor. ChEMBL. 7707315

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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