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Discovery of Benzisoxazoles as Potent Inhibitors of Chaperone Heat Shock Protein 90

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Chemical and Screening Sciences, Wyeth Research, 401 N. Middletown Road, Pearl River, New York 10965, Chemical and Screening Sciences, Wyeth Research, 200 Cambridge Park Drive, Cambridge, Massachusetts 02139, and Discovery Oncology, Wyeth Research, Pearl River, New York 10965
* To whom correspondence should be addressed. Phone: 845-602-2841 . Fax: 845-602-3045. E-mail: [email protected]
†Chemical and Screening Sciences, Pearl River, NY.
#Discovery Oncology, Pearl River, NY.
‡Chemical and Screening Sciences, Cambridge, MA.
⊥Current address: Kean University, Union, NJ 07083.
§Current address: Novartis Institute of Biomedical Research, 250 Massachusetts Avenue, Cambridge, MA 02139.
Cite this: J. Med. Chem. 2008, 51, 3, 373–375
Publication Date (Web):January 16, 2008
https://doi.org/10.1021/jm701385c
Copyright © 2008 American Chemical Society
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Abstract

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Heat shock protein 90 (Hsp90) is a molecular chaperone that is responsible for activating many signaling proteins and is a promising target in tumor biology. We have identified small-molecule benzisoxazole derivatives as Hsp90 inhibitors. Crystallographic studies show that these compounds bind in the ATP binding pocket interacting with the Asp93. Structure based optimization led to the identification of potent analogues, such as 13, with good biochemical profiles.

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