Scaffold hopping in medicinal chemistry /

• Other Authors: Brown, Nathan (Medicinal chemist)
• Format: eBook
• Language: English
• Published: Weinheim, Germany : Wiley-VCH Verlag GmbH & Co., KGaA, 2013.
• Series: Methods and principles in medicinal chemistry ; v. 58.
• Subjects: Pharmaceutical chemistry.; Chemistry, Pharmaceutical > methods.; Drug Design.; Pharmaceutical Preparations > chemistry.; Drug Evaluation, Preclinical > methods.; Databases, Factual.; MEDICAL > Pharmacology.; Electronic books.

Table of Contents:

• Scaffolds: identification, representation diversity, and navigation
• Identifying and representing scaffolds
• Markush structures and chemical patents
• Scaffold diversity in medicinal chemistry space
• Scaffold mining of publicly available compound data
• Exploring virtual scaffold spaces
• Scaffold-hopping methods
• Similarity-based scaffold hopping using 2D fingerprints
• CATS for scaffold hopping in medicinal chemistry
• Reduced graphs
• Feature trees
• Feature point pharmacophores (FEPOPS)
• Three-dimensional scaffold replacement methods
• Spherical harmonic molecular surfaces (ParaSurf and ParaFit)
• The XED force field and spark
• Molecular interaction fingerprints
• SkelGen
• Case Studies
• Case study 1: scaffold hopping for T-type calcium channel and glycine transporter type inhibitors
• Case study 2: bioisosteric replacements for the neurokinin receptor (NK1R)
• Case study 3: fragment hopping to design highly potent and selective neuronal nitric oxide synthase inhibitors.