Ring-Expansion Approach to Medium-Sized Lactams and Analysis of Their Medicinal Lead-Like Properties

Laetitia G. Baud; Morgan A. Manning; Helen L. Arkless; Thomas C. Stephens; William P. Unsworth

doi:10.1002/chem.201605615

Ring-Expansion Approach to Medium-Sized Lactams and Analysis of Their Medicinal Lead-Like Properties

Laetitia G. Baud, Morgan A. Manning, Helen L. Arkless, Thomas C. Stephens, William P. Unsworth^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Medium-sized rings are widely considered to be under-represented in biological screening libraries for lead identification in medicinal chemistry. To help address this, a library of medium-sized lactams has been generated by using a simple, scalable and versatile ring-expansion protocol. Analysis of the library by using open-access computational tool LLAMA suggested that these lactams and their derivatives have highly promising physicochemical and 3D spatial properties and thus have much potential in drug discovery.

Original language	English
Pages (from-to)	2225-2230
Number of pages	6
Journal	Chemistry : A European Journal
Volume	23
Issue number	9
Early online date	18 Jan 2017
DOIs	https://doi.org/10.1002/chem.201605615
Publication status	Published - 10 Feb 2017

Bibliographical note

© 2017 Wiley-VCH Verlag GmbH & Co. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

Keywords

amino acids
lactams
lead-oriented synthesis
medium-sized rings
ring expansion

Access to Document

10.1002/chem.201605615

CEJ SuRE medium ring paper accepted article manuscript
© 2017 Wiley-VCH Verlag GmbH & Co. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details
Accepted author manuscript, 1.36 MB

Cite this

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title = "Ring-Expansion Approach to Medium-Sized Lactams and Analysis of Their Medicinal Lead-Like Properties",

abstract = "Medium-sized rings are widely considered to be under-represented in biological screening libraries for lead identification in medicinal chemistry. To help address this, a library of medium-sized lactams has been generated by using a simple, scalable and versatile ring-expansion protocol. Analysis of the library by using open-access computational tool LLAMA suggested that these lactams and their derivatives have highly promising physicochemical and 3D spatial properties and thus have much potential in drug discovery.",

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AU - Arkless, Helen L.

AU - Stephens, Thomas C.

AU - Unsworth, William P.

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KW - ring expansion

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Ring-Expansion Approach to Medium-Sized Lactams and Analysis of Their Medicinal Lead-Like Properties

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

William Paul Unsworth

Invited talk at University of Birmingham (online)

Cite this

Ring-Expansion Approach to Medium-Sized Lactams and Analysis of Their Medicinal Lead-Like Properties

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

Profiles

William Paul Unsworth

Activities

Invited talk at University of Birmingham (online)

Cite this