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- W953510588 abstract "This chapter reviews progress in the use of bioisosterism in drug design. The broadest definition of bioisosteres is, “groups or molecules those have chemical and physical similarities producing broadly similar biological properties”. A major trend in this area is the increasing prevalence of “nonclassical isosteres” moieties those do not have the same number of atoms, but produce a similarity in a key parameter. Similar effects in two functional groups does not imply atom upon atom overlap. Bioisosterism is part of the spectrum of QSAR. In theory, bioisosterism lends itself to computer substructure searching especially as a means of developing new leads or new series. In practice, examples of new lead generation using bioisosteric principles are few. The chapter describes peptide and dipeptide bioisosteres, amide carbonyl group bioisosteres, ketone carbonyl bioisosteres, ester carbonyl bioisosteres, ester ether oxygen bioisosteres, phosphate bioisosteres, catechol bioisosteres, urea, thiourea bioisosteres, carboxylic acid bioisosteres, ring equivalents, and some basic groups. Bioisosteric substitution of the ammonium group by a sulfonium group finds application in studies on dopamine agonists such as and the isolevorphanol opiate analog . The bioisosteric relationship between aminoalkyl, 2-imidazolidine and 4-imidazole moieties in histamine H1 receptor antagonists and the similarity between amidines and 2-amino pyridines led to bioisosteric design of the histamine H2-receptor antagonist." @default.
- W953510588 created "2016-06-24" @default.
- W953510588 creator A5040688597 @default.
- W953510588 date "1986-01-01" @default.
- W953510588 modified "2023-10-17" @default.
- W953510588 title "Chapter 27. Bioisosterism in Drug Design" @default.
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- W953510588 doi "https://doi.org/10.1016/s0065-7743(08)61137-9" @default.
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