000			07431cam a2200769Ka 4500
001			ocn809920141
003			OCoLC
005			20171113140659.0
006			m o d
007			cr cn|||||||||
008			120914s2012 nju ob 001 0 eng d
020			_a9783527654307 _q(electronic bk.)
020			_a3527654305 _q(electronic bk.)
020			_a9783527654338 _q(electronic bk.)
020			_a352765433X _q(electronic bk.)
020			_a9781280778537 _q(MyiLibrary)
020			_a1280778539 _q(MyiLibrary)
029	1		_aAU@ _b000050060930
029	1		_aDEBBG _bBV043395045
029	1		_aGBVCP _b790038315
029	1		_aNZ1 _b14695005
029	1		_aNZ1 _b15290908
035			_a(OCoLC)809920141 _z(OCoLC)796383251 _z(OCoLC)796932644 _z(OCoLC)818880171
037			_a10.1002/9783527654307 _bWiley InterScience _nhttp://www3.interscience.wiley.com
040			_aDG1 _beng _epn _cDG1 _dOCLCO _dOCLCQ _dEBLCP _dN$T _dIDEBK _dCUS _dOCLCQ _dSFB _dOCLCQ _dYDXCP _dCOO _dOHI _dOCLCF _dOCLCA _dOCLCQ _dDEBBG _dOCLCQ
049			_aMAIN
050		4	_aRS420
072		7	_aMED _x023000 _2bisacsh
072		7	_aMED _x058170 _2bisacsh
072		7	_aMED _x071000 _2bisacsh
072		7	_aMED _x072000 _2bisacsh
082	0	4	_a615/.19 _222
245	0	0	_aBioisosteres in medicinal chemistry / _h[electronic resource]
260			_aHoboken : _bJohn Wiley & amp ; _aSons, _c2012.
300			_a1 online resource.
336			_atext _btxt _2rdacontent
337			_acomputer _bc _2rdamedia
338			_aonline resource _bcr _2rdacarrier
490	1		_aMethods and principles in medicinal chemistry ; _vv. 54
504			_aReferences; Part Two: Data; 4 BIOSTER: A Database of Bioisosteres and Bioanalogues; 4.1 Introduction; 4.2 Historical Overview and the Development of BIOSTER; 4.2.1 Representation of Chemical Transformations for Reaction Databases; 4.2.2 The Concept of ''Biosteric Transformation''; 4.2.3 Other Analogue and Bioisostere Databases; 4.3 Description of BIOSTER Database; 4.3.1 Coverage and Selection Criteria; 4.3.2 Sources; 4.3.3 Description of the Layout of Database Records; 4.3.3.1 ID Code; 4.3.3.2 Biosteric Transformation; 4.3.3.3 Citation (s) ; 4.3.3.4 Activity; 4.3.3.5 Fragments.
505	0		_aFront Matter -- Principles. Bioisosterism in Medicinal Chemistry / Nathan Brown -- Classical Bioisosteres / Caterina Barillari, Nathan Brown -- Consequences of Bioisosteric Replacement / Dennis A Smith, David S Millan -- Data. B: A Database of Bioisosteres and Bioanalogues / Istv̀n Ujv̀ry, Julian Hayward -- Mining the Cambridge Structural Database for Bioisosteres / Colin R Groom, Tjelvar S G Olsson, John W Liebeschuetz, David A Bardwell, Ian J Bruno, Frank H Allen -- Mining for Context-Sensitive Bioisosteric Replacements in Large Chemical Databases / George Papadatos, Michael J Bodkin, Valerie J Gillet, Peter Willett -- Methods. Physicochemical Properties / Peter Ertl -- Molecular Topology / Nathan Brown -- Molecular Shape / Pedro J Ballester, Nathan Brown -- Protein Structure / James E J Mills -- Applications. The Drug Guru Project / Kent D Stewart, Jason Shanley, Karam B Alsayyed Ahmed, J Phillip Bowen -- Bioisosteres of an NPY-Y5 Antagonist / Nicholas P Barton, Benjamin R Bellenie -- Perspectives from Medicinal Chemistry / Nicholas A Meanwell, Marcus Gastreich, Matthias Rarey, Mike Devereux, Paul L A Popelier, Gisbert Schneider, Peter Willett -- Index.
505	0		_aBioisosteres in Medicinal Chemistry; Contents; List of Contributors; Preface; A Personal Foreword; Part One: Principles; 1 Bioisosterism in Medicinal Chemistry; 1.1 Introduction; 1.2 Isosterism; 1.3 Bioisosterism; 1.4 Bioisosterism in Lead Optimization; 1.4.1 Common Replacements in Medicinal Chemistry; 1.4.2 Structure-Based Drug Design; 1.4.3 Multiobjective Optimization; 1.5 Conclusions; References; 2 Classical Bioisosteres; 2.1 Introduction; 2.2 Historical Background; 2.3 Classical Bioisosteres; 2.3.1 Monovalent Atoms and Groups; 2.3.2 Bivalent Atoms and Groups.
505	8		_a2.3.3 Trivalent Atoms and Groups; 2.3.4 Tetravalent Atoms; 2.3.5 Ring Equivalents; 2.4 Nonclassical Bioisosteres; 2.4.1 Carbonyl Group; 2.4.2 Carboxylic Acid; 2.4.3 Hydroxyl Group; 2.4.4 Catechol; 2.4.5 Halogens; 2.4.6 Amide and Esters; 2.4.7 Thiourea; 2.4.8 Pyridine; 2.4.9 Cyclic Versus Noncyclic Systems; 2.5 Summary; References; 3 Consequences of Bioisosteric Replacement; 3.1 Introduction; 3.2 Bioisosteric Groupings to Improve Permeability; 3.3 Bioisosteric Groupings to Lower Intrinsic Clearance; 3.4 Bioisosteric Groupings to Improve Target Potency; 3.5 Conclusions and Future Perspectives.
505	8		_a4.3.3.6 Component Molecules and Fragments; 4.4 Examples; 4.4.1 Benzodioxole Bioisosteres; 4.4.2 Phenol Bioisosteres; 4.4.3 Ketoamides; 4.5 Applications; 4.6 Summary; 4.7 Appendix; References; 5 Mining the Cambridge Structural Database for Bioisosteres; 5.1 Introduction; 5.2 The Cambridge Structural Database; 5.3 The Cambridge Structural Database System; 5.3.1 ConQuest; 5.3.2 Mercury; 5.3.3 WebCSD; 5.3.4 Knowledge-Based Libraries Derived from the CSD; 5.4 The Relevance of the CSD to Drug Discovery; 5.5 Assessing Bioisosteres: Conformational Aspects.
505	8		_a5.6 Assessing Bioisosteres: Nonbonded Interactions; 5.7 Finding Bioisosteres in the CSD: Scaffold Hopping and Fragment Linking; 5.7.1 Scaffold Hopping; 5.7.2 Fragment Linking; 5.8 A Case Study: Bioisosterism of 1H-Tetrazole and Carboxylic Acid Groups; 5.8.1 Conformational Mimicry; 5.8.2 Intermolecular Interactions; 5.9 Conclusions; References; 6 Mining for Context-Sensitive Bioisosteric Replacements in Large Chemical Databases; 6.1 Introduction; 6.2 Definitions; 6.3 Background; 6.4 Materials and Methods; 6.4.1 Human Microsomal Metabolic Stability; 6.4.2 Data Preprocessing.
505	8		_a6.4.3 Generation of Matched Molecular Pairs.
520			_aWritten with the practicing medicinal chemist in mind, this is the first modern handbook to systematically address the topic of bioisosterism. As such, it provides a ready reference on the principles and methods of bioisosteric replacement as a key tool in preclinical drug development. The first part provides an overview of bioisosterism, classical bioisosteres and typical molecular interactions that need to be considered, while the second part describes a number of molecular databases as sources of bioisosteric identification and rationalization. The third part covers the four key methodologi.
588	0		_aPrint version record.
650		0	_aDrugs _xDesign.
650		0	_aPharmaceutical chemistry.
650		7	_aMEDICAL _xDrug Guides. _2bisacsh
650		7	_aMEDICAL _xNursing _xPharmacology. _2bisacsh
650		7	_aMEDICAL _xPharmacology. _2bisacsh
650		7	_aMEDICAL _xPharmacy. _2bisacsh
650		7	_aDrugs _xDesign. _2fast _0(OCoLC)fst00898790
650		7	_aPharmaceutical chemistry. _2fast _0(OCoLC)fst01060115
655		4	_aElectronic books.
700	1		_aBrown, Nathan _c(Medicinal chemist)
700	1		_aMannhold, Raimund, _d1948-
700	1		_aKubinyi, Hugo.
700	1		_aFolkers, Gerd.
710	2		_aWiley InterScience (Online service)
776	0	8	_iPrint version: _tBioisosteres in medicinal chemistry. _dHoboken : John Wiley & amp; Sons, 2012 _z9783527654338 _w(OCoLC)818880171
830		0	_aMethods and principles in medicinal chemistry ; _vv. 54.
856	4	0	_uhttp://onlinelibrary.wiley.com/book/10.1002/9783527654307 _zWiley Online Library
942			_2ddc _cBK
999			_c206166 _d206166