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Atropisomerism in Medicinal Chemistry: Challenges and Opportunities
Open accessAbstract
Atropisomerism is a dynamic type of axial chirality that is ubiquitous in medicinal chemistry. There are several examples of stable atropisomeric US FDA-approved drugs and experimental compounds, and in each case the atropisomers of these compounds possess drastically different biological activities. Rapidly interconverting atropisomerism is even more prevalent, and while such compounds are typically considered achiral, they bind their protein targets in an atroposelective fashion, with the nonrelevant atropisomer contributing little to the desired activities. It has been recently demonstrated that various properties of an interconverting atropisomer can be modulated through the synthesis of atropisomer stable and pure analogs. Herein we discuss examples of atropisomerism in drug discovery as well as challenges and opportunities moving forward.
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Metadata
- Authors
- Toenjes, S. T., & Gustafson, J. L.
- Venue
- Future Medicinal Chemistry
- Publisher
- Informa UK Limited
- Published
- 2018-01-30
- Volume
- 10
- Issue
- 4
- Pages
- 409-422
- ISSN
- 1756-8919 (ISSN-L)
- 1756-8927
- OpenAlex
- W2786849322
- Cited by
- 382
- References
- 57
- FWCI
- 9.28
- Type
- journal article
- Language
- en
- Open access
- green
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