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Volumn 1, Issue 4, 2004, Pages 337-341

Lead- and drug-like compounds: The rule-of-five revolution

Author keywords

[No Author keywords available]

Indexed keywords

CARRIER PROTEIN; CENTRAL NERVOUS SYSTEM AGENTS; DRUG; GLYCOPROTEIN P;

EID: 13244266921     PISSN: 17406749     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ddtec.2004.11.007     Document Type: Review
Times cited : (4109)

References (45)
  • 1
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • C.A. Lipinski et al. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings Adv. Drug Deliv. Rev. 23 1997 3-25
    • (1997) Adv. Drug Deliv. Rev. , vol.23 , pp. 3-25
    • Lipinski, C.A.1
  • 2
    • 0034073605 scopus 로고    scopus 로고
    • Property distribution of drug-related chemical databases
    • T.I. Oprea Property distribution of drug-related chemical databases J. Comput. Aided Mol. Des. 14 2000 251-264
    • (2000) J. Comput. Aided Mol. Des. , vol.14 , pp. 251-264
    • Oprea, T.I.1
  • 3
    • 0036937153 scopus 로고    scopus 로고
    • An overview of the diversity represented in commercially-available databases
    • M.P. Bradley An overview of the diversity represented in commercially-available databases Mol. Divers. 5 2002 175-183
    • (2002) Mol. Divers. , vol.5 , pp. 175-183
    • Bradley, M.P.1
  • 4
    • 0037030653 scopus 로고    scopus 로고
    • Molecular properties that influence the oral bioavailability of drug candidates
    • D.F. Veber et al. Molecular properties that influence the oral bioavailability of drug candidates J. Med. Chem. 45 2002 2615-2623
    • (2002) J. Med. Chem. , vol.45 , pp. 2615-2623
    • Veber, D.F.1
  • 5
    • 0021745755 scopus 로고
    • Functional group contributions to drug-receptor interactions
    • P.R. Andrews et al. Functional group contributions to drug-receptor interactions J. Med. Chem. 27 1984 1648-1657
    • (1984) J. Med. Chem. , vol.27 , pp. 1648-1657
    • Andrews, P.R.1
  • 6
    • 0037292994 scopus 로고    scopus 로고
    • A structure-permeability study of small drug-like molecules
    • T. Fichert et al. A structure-permeability study of small drug-like molecules Bioorg. Med. Chem. Lett. 13 2003 719-722
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 719-722
    • Fichert, T.1
  • 7
    • 0029894013 scopus 로고    scopus 로고
    • The properties of known drugs. 1. Molecular frameworks
    • G.W. Bemis and M.A. Murcko The properties of known drugs. 1. Molecular frameworks J. Med. Chem. 39 1996 2887-2893
    • (1996) J. Med. Chem. , vol.39 , pp. 2887-2893
    • Bemis, G.W.1    Murcko, M.A.2
  • 8
    • 0033576605 scopus 로고    scopus 로고
    • Properties of known drugs. 2. Side chains
    • G.W. Bemis and M.A. Murcko Properties of known drugs. 2. Side chains J. Med. Chem. 42 1999 5095-5099
    • (1999) J. Med. Chem. , vol.42 , pp. 5095-5099
    • Bemis, G.W.1    Murcko, M.A.2
  • 9
    • 0012286670 scopus 로고    scopus 로고
    • Pharmacokinetically based mapping device for chemical space navigation
    • T.I. Oprea et al. Pharmacokinetically based mapping device for chemical space navigation J. Comb. Chem. 4 2002 258-266
    • (2002) J. Comb. Chem. , vol.4 , pp. 258-266
    • Oprea, T.I.1
  • 10
    • 0034869394 scopus 로고    scopus 로고
    • Computational approaches towards the rational design of drug-like compound libraries
    • H. Matter et al. Computational approaches towards the rational design of drug-like compound libraries Comb. Chem. High Throughput Screen. 4 2001 453-475
    • (2001) Comb. Chem. High Throughput Screen. , vol.4 , pp. 453-475
    • Matter, H.1
  • 11
    • 0035821596 scopus 로고    scopus 로고
    • Simple selection criteria for drug-like chemical matter
    • I. Muegge et al. Simple selection criteria for drug-like chemical matter J. Med. Chem. 44 2001 1841-1846
    • (2001) J. Med. Chem. , vol.44 , pp. 1841-1846
    • Muegge, I.1
  • 12
    • 0037404468 scopus 로고    scopus 로고
    • Selection criteria for drug-like compounds
    • I. Muegge Selection criteria for drug-like compounds Med. Res. Rev. 23 2003 302-321
    • (2003) Med. Res. Rev. , vol.23 , pp. 302-321
    • Muegge, I.1
  • 13
    • 1642318897 scopus 로고    scopus 로고
    • Virtual compound libraries and molecular modelling
    • (K.C. Nicolaou R. Hanko W. Hartwig eds.)
    • R.M. Brunne et al. Virtual compound libraries and molecular modelling In Handbook of Combinatorial Chemistry (Vol. 2) (K.C. Nicolaou R. Hanko W. Hartwig eds.) 2002 761-783
    • (2002) Handbook of Combinatorial Chemistry , vol.2 , pp. 761-783
    • Brunne, R.M.1
  • 14
    • 0037861156 scopus 로고    scopus 로고
    • Computational design strategies for combinatorial libraries
    • S. Rose and A. Stevens Computational design strategies for combinatorial libraries Curr. Opin. Chem. Biol. 7 2003 331-339
    • (2003) Curr. Opin. Chem. Biol. , vol.7 , pp. 331-339
    • Rose, S.1    Stevens, A.2
  • 15
    • 35448950092 scopus 로고    scopus 로고
    • Privileged structures - An update
    • (Chapter 26)
    • A.A. Patchett and R.P. Nargund Privileged structures - an update Ann. Rep. Med. Chem. 35 2000 289-298 (Chapter 26)
    • (2000) Ann. Rep. Med. Chem. , vol.35 , pp. 289-298
    • Patchett, A.A.1    Nargund, R.P.2
  • 16
    • 4243159924 scopus 로고    scopus 로고
    • Privileged structures: Applications in drug discovery
    • R.W. DeSimone et al. Privileged structures: Applications in drug discovery Comb. Chem. High Throughput Screen. 7 2004 473-493
    • (2004) Comb. Chem. High Throughput Screen. , vol.7 , pp. 473-493
    • DeSimone, R.W.1
  • 17
    • 5444266860 scopus 로고    scopus 로고
    • Defining privileged reagents using subsimilarity comparison
    • B.A. Tounge and C.H. Reynolds Defining privileged reagents using subsimilarity comparison J. Chem. Inf. Comput. Sci. 44 2004 1810-1815
    • (2004) J. Chem. Inf. Comput. Sci. , vol.44 , pp. 1810-1815
    • Tounge, B.A.1    Reynolds, C.H.2
  • 18
    • 0030756360 scopus 로고    scopus 로고
    • Reactive compounds and in vitro false positives in HTS
    • G.M. Rishton Reactive compounds and in vitro false positives in HTS Drug Discov. Today 2 1997 382-384
    • (1997) Drug Discov. Today , vol.2 , pp. 382-384
    • Rishton, G.M.1
  • 19
    • 0037468884 scopus 로고    scopus 로고
    • A comparison of physiochemical property profiles of development and marketed oral drugs
    • M.C. Wenlock et al. A comparison of physiochemical property profiles of development and marketed oral drugs J. Med. Chem. 46 2003 1250-1256
    • (2003) J. Med. Chem. , vol.46 , pp. 1250-1256
    • Wenlock, M.C.1
  • 20
    • 0037566356 scopus 로고    scopus 로고
    • Examination of the computed molecular properties of compounds selected for clinical development
    • J.F. Blake Examination of the computed molecular properties of compounds selected for clinical development BioTechniques Suppl. 2003 16-20
    • (2003) BioTechniques , Issue.SUPPL. , pp. 16-20
    • Blake, J.F.1
  • 21
    • 13244286283 scopus 로고    scopus 로고
    • The rule of five revisited
    • J. Askenash The rule of five revisited Preclinica 2 2004 92
    • (2004) Preclinica , vol.2 , pp. 92
    • Askenash, J.1
  • 22
    • 1842635478 scopus 로고    scopus 로고
    • Log(BB), PS products and in silico models of drug brain penetration
    • W.M. Pardridge Log(BB), PS products and in silico models of drug brain penetration Drug Discov. Today 9 2004 392-393
    • (2004) Drug Discov. Today , vol.9 , pp. 392-393
    • Pardridge, W.M.1
  • 23
    • 0141958109 scopus 로고    scopus 로고
    • In silico prediction of blood-brain barrier permeation
    • D.E. Clark In silico prediction of blood-brain barrier permeation Drug Discov. Today 8 2003 927-933
    • (2003) Drug Discov. Today , vol.8 , pp. 927-933
    • Clark, D.E.1
  • 24
    • 0032714220 scopus 로고    scopus 로고
    • Polar molecular surface as a dominating determinant for oral absorption and brain penetration of drugs
    • J. Kelder et al. Polar molecular surface as a dominating determinant for oral absorption and brain penetration of drugs Pharm. Res. 16 1999 1514-1519
    • (1999) Pharm. Res. , vol.16 , pp. 1514-1519
    • Kelder, J.1
  • 25
    • 0037204545 scopus 로고    scopus 로고
    • Computational approaches to the prediction of the blood-brain distribution
    • U. Norinder and M. Haeberlein Computational approaches to the prediction of the blood-brain distribution Adv. Drug Deliv. Rev. 54 2002 291-313
    • (2002) Adv. Drug Deliv. Rev. , vol.54 , pp. 291-313
    • Norinder, U.1    Haeberlein, M.2
  • 26
    • 0142027830 scopus 로고    scopus 로고
    • Blood-brain barrier genomics and the use of endogenous transporters to cause drug penetration into the brain
    • W.M. Pardridge Blood-brain barrier genomics and the use of endogenous transporters to cause drug penetration into the brain Curr. Opin. Drug Discov. Dev. 6 2003 683-691
    • (2003) Curr. Opin. Drug Discov. Dev. , vol.6 , pp. 683-691
    • Pardridge, W.M.1
  • 27
    • 1542426103 scopus 로고    scopus 로고
    • Blood-brain barrier permeation models: Discriminating between potential CNS and non-CNS drugs including P-glycoprotein substrates
    • M. Adenot et al. Blood-brain barrier permeation models: Discriminating between potential CNS and non-CNS drugs including P-glycoprotein substrates J. Chem. Inf. Comput. Sci. 44 2004 239-248
    • (2004) J. Chem. Inf. Comput. Sci. , vol.44 , pp. 239-248
    • Adenot, M.1
  • 28
    • 0036896304 scopus 로고    scopus 로고
    • Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs
    • K.M.M. Doan et al. Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs J. Pharmacol. Exp. Ther. 303 2002 1029-1037
    • (2002) J. Pharmacol. Exp. Ther. , vol.303 , pp. 1029-1037
    • Doan, K.M.M.1
  • 29
    • 0042884316 scopus 로고    scopus 로고
    • Caco-2 permeability, P-glycoprotein transport ratios and brain penetration of heterocyclic drugs
    • F. Faassen et al. Caco-2 permeability, P-glycoprotein transport ratios and brain penetration of heterocyclic drugs Int. J. Pharm. 263 2003 113-122
    • (2003) Int. J. Pharm. , vol.263 , pp. 113-122
    • Faassen, F.1
  • 30
    • 1542426103 scopus 로고    scopus 로고
    • Blood-brain barrier permeation models: Discriminating between potential CNS and non-CNS drugs including P-glycoprotein substrates
    • M. Adenot and R. Lahana Blood-brain barrier permeation models: discriminating between potential CNS and non-CNS drugs including P-glycoprotein substrates J. Chem. Inf. Comput. Sci. 44 2004 239-248
    • (2004) J. Chem. Inf. Comput. Sci. , vol.44 , pp. 239-248
    • Adenot, M.1    Lahana, R.2
  • 31
    • 1042275637 scopus 로고    scopus 로고
    • In silico prediction models for blood-brain barrier permeation
    • G.F. Ecker and C.R. Noe In silico prediction models for blood-brain barrier permeation Curr. Med. Chem. 11 2004 1617-1628
    • (2004) Curr. Med. Chem. , vol.11 , pp. 1617-1628
    • Ecker, G.F.1    Noe, C.R.2
  • 32
    • 3142646113 scopus 로고    scopus 로고
    • Advancing new drug delivery concepts to gain the lead
    • K.R. Horspool and C.A. Lipinski Advancing new drug delivery concepts to gain the lead Drug Deliv. Technol. 3 2003 34-46
    • (2003) Drug Deliv. Technol. , vol.3 , pp. 34-46
    • Horspool, K.R.1    Lipinski, C.A.2
  • 33
    • 0347361638 scopus 로고    scopus 로고
    • Characteristic physical properties and structural fragments of marketed oral drugs
    • M. Vieth et al. Characteristic physical properties and structural fragments of marketed oral drugs J. Med. Chem. 47 2004 224-232
    • (2004) J. Med. Chem. , vol.47 , pp. 224-232
    • Vieth, M.1
  • 34
    • 0037607679 scopus 로고    scopus 로고
    • Pulmonary absorption rate and bioavailability of drugs in vivo in rats: Structure-absorption relationships and physicochemical profiling of inhaled drugs
    • A. Tronde et al. Pulmonary absorption rate and bioavailability of drugs in vivo in rats: Structure-absorption relationships and physicochemical profiling of inhaled drugs J. Pharm. Sci. 92 2003 1216-1233
    • (2003) J. Pharm. Sci. , vol.92 , pp. 1216-1233
    • Tronde, A.1
  • 35
    • 0035438391 scopus 로고    scopus 로고
    • Is there a difference between leads and drugs? A historical perspective
    • T.I. Oprea et al. Is there a difference between leads and drugs? A historical perspective J. Chem. Inf. Comput. Sci. 41 2001 1308-1315
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 1308-1315
    • Oprea, T.I.1
  • 36
    • 0037256186 scopus 로고    scopus 로고
    • Design of small molecule libraries for NMR screening and other applications in drug discovery
    • E. Jacoby et al. Design of small molecule libraries for NMR screening and other applications in drug discovery Curr. Top. Med. Chem. 3 2003 11-23
    • (2003) Curr. Top. Med. Chem. , vol.3 , pp. 11-23
    • Jacoby, E.1
  • 37
    • 0036892232 scopus 로고    scopus 로고
    • Applications of SHAPES screening in drug discovery
    • C.A. Lepre et al. Applications of SHAPES screening in drug discovery Comb. Chem. High Throughput Screen. 5 2002 583-590
    • (2002) Comb. Chem. High Throughput Screen. , vol.5 , pp. 583-590
    • Lepre, C.A.1
  • 38
    • 13244294817 scopus 로고    scopus 로고
    • Strategies for NMR screening and library design
    • (BioNMR in Drug Research)
    • C.A. Lepre Strategies for NMR screening and library design Methods Princ. Med. Chem. 16 2003 391-415 (BioNMR in Drug Research)
    • (2003) Methods Princ. Med. Chem. , vol.16 , pp. 391-415
    • Lepre, C.A.1
  • 39
    • 0036558207 scopus 로고    scopus 로고
    • Structure-based screening of low-affinity compounds
    • R. Carr and H. Jhoti Structure-based screening of low-affinity compounds Drug Discov. Today 7 2002 522-527
    • (2002) Drug Discov. Today , vol.7 , pp. 522-527
    • Carr, R.1    Jhoti, H.2
  • 40
    • 0038336897 scopus 로고    scopus 로고
    • Application and limitations of X-ray crystallographic data in structure-based ligand and drug design
    • A.M. Davis et al. Application and limitations of X-ray crystallographic data in structure-based ligand and drug design Angew. Chem. Int. Ed. 42 2003 2718-2736
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 2718-2736
    • Davis, A.M.1
  • 41
    • 0141726877 scopus 로고    scopus 로고
    • A rule of three' for fragment-based lead discovery?
    • M. Congreve et al. A 'rule of three' for fragment-based lead discovery? Drug Discov. Today 8 2003 876-877
    • (2003) Drug Discov. Today , vol.8 , pp. 876-877
    • Congreve, M.1
  • 42
    • 2942564021 scopus 로고    scopus 로고
    • Pursuing the leadlikeness concept in pharmaceutical research
    • M.H. Hann et al. T.I. Oprea Pursuing the leadlikeness concept in pharmaceutical research Curr. Opin. Chem. Biol. 8 2004 255-263
    • (2004) Curr. Opin. Chem. Biol. , vol.8 , pp. 255-263
    • Hann, M.H.1    Oprea, T.I.2
  • 43
    • 0036955427 scopus 로고    scopus 로고
    • Current trends in lead discovery: Are we looking for the appropriate properties?
    • T.I. Oprea Current trends in lead discovery: Are we looking for the appropriate properties? Mol. Divers. 5 2002 199-208
    • (2002) Mol. Divers. , vol.5 , pp. 199-208
    • Oprea, T.I.1
  • 44
    • 0037124196 scopus 로고    scopus 로고
    • Drugs, leads, and drug-likeness: An analysis of some recently launched drugs
    • J.R. Proudfoot Drugs, leads, and drug-likeness: An analysis of some recently launched drugs Bioorg. Med. Chem. Lett. 12 2002 1647-1650
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 1647-1650
    • Proudfoot, J.R.1
  • 45
    • 84942886311 scopus 로고    scopus 로고
    • Compound properties and drug quality
    • C.G. Wermuth 2nd edn
    • C.A. Lipinski Compound properties and drug quality In C.G. Wermuth Practice of Medicinal Chemistry 2nd edn 2003 341-349
    • (2003) Practice of Medicinal Chemistry , pp. 341-349
    • Lipinski, C.A.1


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