Imperial College London
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Dr James A Bull

Faculty of Natural Sciences, Department of Chemistry

Reader in Synthetic Chemistry
 
 
 
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Contact

 

+44 (0)20 7594 5811j.bull Website

 
 
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Location

 

501bMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Dubois:2021:10.1039/D1MD00248A,
author = {Dubois, M and Croft, R and Ding, Y and Choi, C and Owen, D and Bull, J and Mousseau, J},
doi = {10.1039/D1MD00248A},
journal = {RSC Medicinal Chemistry},
pages = {2045--2052},
title = {Investigating 3,3-diaryloxetanes as potential bioisosteres through matched molecular pair analysis},
url = {http://dx.doi.org/10.1039/D1MD00248A},
volume = {12},
year = {2021}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - Oxetanes have received increasing interest in medicinal chemistry as attractive polar and low molecular weight motifs. The application of oxetanes as replacements for methylene, methyl, gem-dimethyl and carbonyl groups has been demonstrated to often improve chemical properties of target molecules for drug discovery purposes. The investigation of the properties of 3,3-diaryloxetanes, particularly of interest as a benzophenone replacement, remains largely unexplored. With recent synthetic advances in accessing this motif we studied the effects of 3,3-diaryloxetanes on the physicochemical properties of ‘drug-like’ molecules. Here, we describe our efforts in the design and synthesis of a range of drug-like compounds for matched molecular pair analysis to investigate the viability of the 3,3-diaryloxetane motif as a replacement group in drug discovery. We conclude that the properties of the diaryloxetanes and ketones are similar, and generally superior to related alkyl linkers, and that diaryloxetanes provide a potentially useful new design element.
AU  - Dubois,M
AU  - Croft,R
AU  - Ding,Y
AU  - Choi,C
AU  - Owen,D
AU  - Bull,J
AU  - Mousseau,J
DO  - 10.1039/D1MD00248A
EP  - 2052
PY  - 2021///
SN  - 2632-8682
SP  - 2045
TI  - Investigating 3,3-diaryloxetanes as potential bioisosteres through matched molecular pair analysis
T2  - RSC Medicinal Chemistry
UR  - http://dx.doi.org/10.1039/D1MD00248A
UR  - https://pubs.rsc.org/en/content/articlelanding/2021/md/d1md00248a
UR  - http://hdl.handle.net/10044/1/92594
VL  - 12
ER  -
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