메뉴 건너뛰기




Volumn , Issue , 2008, Pages 244-254

Lead-Likeness and Drug-Likeness

Author keywords

[No Author keywords available]

Indexed keywords


EID: 79952793240     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B978-0-12-374194-3.00012-3     Document Type: Chapter
Times cited : (19)

References (59)
  • 1
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski C.A., Lombardo F., Dominy B.W., Feeney P.J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. 1997, 23:3-25.
    • (1997) Adv. Drug Deliv. Rev. , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 2
    • 0035324944 scopus 로고    scopus 로고
    • Molecular complexity and its impact on the probability of finding leads for drug discovery
    • Hann M.M., Leach A.R., Harper G. Molecular complexity and its impact on the probability of finding leads for drug discovery. J. Chem. Inform. Comput. Sci. 2001, 41:856-864.
    • (2001) J. Chem. Inform. Comput. Sci. , vol.41 , pp. 856-864
    • Hann, M.M.1    Leach, A.R.2    Harper, G.3
  • 4
    • 0033179183 scopus 로고    scopus 로고
    • Recognizing molecules with drug-like properties
    • Walters W.P.Ajay, Murcko M.A. Recognizing molecules with drug-like properties. Curr. Opin. Chem. Biol. 1999, 3:384-387.
    • (1999) Curr. Opin. Chem. Biol. , vol.3 , pp. 384-387
    • Walters, W.1    Murcko, M.A.2
  • 5
    • 0037404468 scopus 로고    scopus 로고
    • Selection criteria for drug-like compounds
    • Muegge I. Selection criteria for drug-like compounds. Med. Res. Rev. 2003, 23:302-321.
    • (2003) Med. Res. Rev. , vol.23 , pp. 302-321
    • Muegge, I.1
  • 6
    • 0022400101 scopus 로고
    • Fundamental structural alerts to potential carcinogenicity or noncarcinogenicity
    • Ashby J. Fundamental structural alerts to potential carcinogenicity or noncarcinogenicity. Environ. Mutagen. 1985, 7:919-921.
    • (1985) Environ. Mutagen. , vol.7 , pp. 919-921
    • Ashby, J.1
  • 7
    • 84882473442 scopus 로고    scopus 로고
    • World Drug Index, Derwent Information: Alexandria, VA
    • World Drug Index, Derwent Information: Alexandria, VA . http://www.derwent.com.
  • 8
    • 34548147556 scopus 로고    scopus 로고
    • The Rule of Five revisited: applying log nbsp;D in place of log nbsp;P in drug-likeness filters
    • Bhal S.K., Kassam K., Peirson I.G., Pearl G.M. The Rule of Five revisited: applying log D in place of log P in drug-likeness filters. Mol. Pharm. 2007, 4:556-560.
    • (2007) Mol. Pharm. , vol.4 , pp. 556-560
    • Bhal, S.K.1    Kassam, K.2    Peirson, I.G.3    Pearl, G.M.4
  • 9
    • 0032600640 scopus 로고    scopus 로고
    • A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of know drug databases
    • Ghose A.K., Viswanadhan V.N., Wendoloski J.J. A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of know drug databases. J. Combin. Chem. 1999, 1:55-68.
    • (1999) J. Combin. Chem. , vol.1 , pp. 55-68
    • Ghose, A.K.1    Viswanadhan, V.N.2    Wendoloski, J.J.3
  • 10
    • 84882487753 scopus 로고    scopus 로고
    • Comprehensive Medicinal Chemistry Database, 94.1; Distributed by MDL Information Systems: San Leandro, CA.
  • 11
    • 0034073605 scopus 로고    scopus 로고
    • Property distribution of drug-related chemical databases
    • Oprea T.I. Property distribution of drug-related chemical databases. J. Comput.-Aided Mol. Des. 2000, 14:251-264.
    • (2000) J. Comput.-Aided Mol. Des. , vol.14 , pp. 251-264
    • Oprea, T.I.1
  • 12
    • 0030914681 scopus 로고    scopus 로고
    • Polar molecular surface properties predict the intestinal absorption of drugs in humans
    • Palm K., Stenberg P., Luthman K., Artursson P. Polar molecular surface properties predict the intestinal absorption of drugs in humans. Pharmacol. Res. 1997, 14:568-571.
    • (1997) Pharmacol. Res. , vol.14 , pp. 568-571
    • Palm, K.1    Stenberg, P.2    Luthman, K.3    Artursson, P.4
  • 13
    • 0032795192 scopus 로고    scopus 로고
    • Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption
    • Clark D.E. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption. J. Pharm. Sci. 1999, 88:807-814.
    • (1999) J. Pharm. Sci. , vol.88 , pp. 807-814
    • Clark, D.E.1
  • 14
    • 0032714220 scopus 로고    scopus 로고
    • Polar molecular surface as a dominating determinant for oral absorption and brain penetration of drugs
    • Kelder J., Grootenhuis P.D.J., Bayada D.M., Delbressine L.P.C., Ploemen J.P. Polar molecular surface as a dominating determinant for oral absorption and brain penetration of drugs. Pharmacol. Res. 1999, 16:1514-1519.
    • (1999) Pharmacol. Res. , vol.16 , pp. 1514-1519
    • Kelder, J.1    Grootenhuis, P.D.J.2    Bayada, D.M.3    Delbressine, L.P.C.4    Ploemen, J.P.5
  • 15
    • 0034609833 scopus 로고    scopus 로고
    • Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties
    • Ertl P., Rohde B., Selzer P. Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties. J. Med. Chem. 2000, 43:3714-3717.
    • (2000) J. Med. Chem. , vol.43 , pp. 3714-3717
    • Ertl, P.1    Rohde, B.2    Selzer, P.3
  • 17
    • 0035821596 scopus 로고    scopus 로고
    • Simple selection criteria for drug-like chemical matter
    • Muegge I., Heald S.L., Brittelli D. Simple selection criteria for drug-like chemical matter. J. Med. Chem. 2001, 44:1841-1846.
    • (2001) J. Med. Chem. , vol.44 , pp. 1841-1846
    • Muegge, I.1    Heald, S.L.2    Brittelli, D.3
  • 18
    • 84882487897 scopus 로고    scopus 로고
    • MACCS-II Drug Data Report Database, Distributed by MDL Information Systems, Inc., San Leandro, CA.
  • 19
    • 0033223647 scopus 로고    scopus 로고
    • Toward designing drug-like libraries: a novel computational approach for prediction of drug feasibility of compounds
    • Wang J., Ramnarayan K. Toward designing drug-like libraries: a novel computational approach for prediction of drug feasibility of compounds. J. Combin. Chem. 1999, 1:524-533.
    • (1999) J. Combin. Chem. , vol.1 , pp. 524-533
    • Wang, J.1    Ramnarayan, K.2
  • 20
    • 0034266313 scopus 로고    scopus 로고
    • Drug-like index: a new approach to measure drug-like compounds and their diversity
    • Xu J., Stevenson J. Drug-like index: a new approach to measure drug-like compounds and their diversity. J. Chem. Inform. Comput. Sci. 2000, 40:1177-1187.
    • (2000) J. Chem. Inform. Comput. Sci. , vol.40 , pp. 1177-1187
    • Xu, J.1    Stevenson, J.2
  • 22
    • 0033606988 scopus 로고    scopus 로고
    • New 4-point pharmacophore method for molecular similarity and diversity applications: overview of the method and applications, including a novel approach to the design of combinatorial libraries containing privileged substructures
    • Mason J.S., Morize I., Menard P.R., Cheney D.L., Hulme C., Labaudiniere R.F. New 4-point pharmacophore method for molecular similarity and diversity applications: overview of the method and applications, including a novel approach to the design of combinatorial libraries containing privileged substructures. J. Med. Chem. 1999, 42:3251-3264.
    • (1999) J. Med. Chem. , vol.42 , pp. 3251-3264
    • Mason, J.S.1    Morize, I.2    Menard, P.R.3    Cheney, D.L.4    Hulme, C.5    Labaudiniere, R.F.6
  • 23
    • 0034684250 scopus 로고    scopus 로고
    • Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans
    • Nicolaou K.C., Pfefferkorn J.A., Roecker A.J., Cao G.Q., Barluenga S., Mitchell H.J. Natural product-like combinatorial libraries based on privileged structures. 1. General principles and solid-phase synthesis of benzopyrans. J. Am. Chem. Soc. 2000, 122:9939-9953.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 9939-9953
    • Nicolaou, K.C.1    Pfefferkorn, J.A.2    Roecker, A.J.3    Cao, G.Q.4    Barluenga, S.5    Mitchell, H.J.6
  • 25
    • 84882555507 scopus 로고    scopus 로고
    • PHARMABlock® Proprietary Combinatorial Building Blocks, ChemBridge Corporation: San Diego, CA
    • PHARMABlock® Proprietary Combinatorial Building Blocks, ChemBridge Corporation: San Diego, CA, . http://www.chembridge.com.
  • 26
    • 84882531033 scopus 로고    scopus 로고
    • Optimer Building Blocks, Array Biopharma: Bolder, CO
    • Optimer Building Blocks, Array Biopharma: Bolder, CO, . http://www.arraybiopharma.comwww.arraybiopharma.com.
  • 27
    • 0029894013 scopus 로고    scopus 로고
    • The properties of known drugs. 1. Molecular frameworks
    • Bemis G.W., Murcko M.A. The properties of known drugs. 1. Molecular frameworks. J. Med. Chem. 1996, 39:2887-2893.
    • (1996) J. Med. Chem. , vol.39 , pp. 2887-2893
    • Bemis, G.W.1    Murcko, M.A.2
  • 28
    • 0033576605 scopus 로고    scopus 로고
    • Properties of known drugs. 2. Side chains
    • Bemis G.W., Murcko M.A. Properties of known drugs. 2. Side chains. J. Med. Chem. 1999, 42:5095-5099.
    • (1999) J. Med. Chem. , vol.42 , pp. 5095-5099
    • Bemis, G.W.1    Murcko, M.A.2
  • 29
    • 84882478363 scopus 로고    scopus 로고
    • WOMBAT 2006.1, Distributed by Sunset Molecular Discovery LLC: Santa Fe, NM.
  • 30
    • 84882466545 scopus 로고    scopus 로고
    • The PubChem Database, Available online at the National Center for Biotechnology Information
    • The PubChem Database, Available online at the National Center for Biotechnology Information, . http://pubchem.ncbi.nlm.nih.gov/.
  • 31
    • 0032572819 scopus 로고    scopus 로고
    • Can we learn to distinguish between drug-like and nondrug-like molecules?
    • Walters W.P.Ajay, Murcko M.A. Can we learn to distinguish between drug-like and nondrug-like molecules?. J. Med. Chem. 1998, 41:3314-3324.
    • (1998) J. Med. Chem. , vol.41 , pp. 3314-3324
    • Walters, W.1    Murcko, M.A.2
  • 32
    • 0032572816 scopus 로고    scopus 로고
    • A scoring scheme for discriminating between drugs and nondrugs
    • Sadowski J., Kubinyi H. A scoring scheme for discriminating between drugs and nondrugs. J. Med. Chem. 1998, 41:3325-3329.
    • (1998) J. Med. Chem. , vol.41 , pp. 3325-3329
    • Sadowski, J.1    Kubinyi, H.2
  • 34
    • 0032015361 scopus 로고    scopus 로고
    • Identification of biological activity profiles using substructural analysis and genetic algorithms
    • Gillet V.J., Willett P., Bradshaw J. Identification of biological activity profiles using substructural analysis and genetic algorithms. J. Chem. Inform. Comput. Sci. 1998, 38:165-179.
    • (1998) J. Chem. Inform. Comput. Sci. , vol.38 , pp. 165-179
    • Gillet, V.J.1    Willett, P.2    Bradshaw, J.3
  • 35
    • 0001376170 scopus 로고    scopus 로고
    • Potential drugs and nondrugs: prediction and identification of important structural features
    • Wagener M., van Geerestein V.J. Potential drugs and nondrugs: prediction and identification of important structural features. J. Chem. Inform. Comput. Sci. 2000, 40:280-292.
    • (2000) J. Chem. Inform. Comput. Sci. , vol.40 , pp. 280-292
    • Wagener, M.1    van Geerestein, V.J.2
  • 37
    • 0034608316 scopus 로고    scopus 로고
    • Prediction of drug solubility from Monte Carlo simulations
    • Jorgensen W.L., Duffy E.M. Prediction of drug solubility from Monte Carlo simulations. Bioorg. Med. Chem. Lett. 2000, 10:1155-1158.
    • (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 1155-1158
    • Jorgensen, W.L.1    Duffy, E.M.2
  • 38
    • 84882533748 scopus 로고    scopus 로고
    • QikProp, Schrodinger, Inc., Portland, OR
    • QikProp, Schrodinger, Inc., Portland, OR. http://www.schrodinger.com.
  • 39
    • 33645466603 scopus 로고    scopus 로고
    • In Silico approaches to prediction of aqueous and DMSO solubility of drug-like compounds: trends, problems and solutions
    • Balakin K.V., Savchuk N.P., Tetko I.V. In Silico approaches to prediction of aqueous and DMSO solubility of drug-like compounds: trends, problems and solutions. Curr. Med. Chem. 2006, 13:223-241.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 223-241
    • Balakin, K.V.1    Savchuk, N.P.2    Tetko, I.V.3
  • 40
    • 33748545599 scopus 로고    scopus 로고
    • Recent advances in computational prediction of drug absorption and permeability in drug discovery
    • Hou T., Wang J., Zhang W., Wang W., Xu X. Recent advances in computational prediction of drug absorption and permeability in drug discovery. Curr. Med. Chem. 2006, 13:2653-2667.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 2653-2667
    • Hou, T.1    Wang, J.2    Zhang, W.3    Wang, W.4    Xu, X.5
  • 41
    • 0032811868 scopus 로고    scopus 로고
    • Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 2. Prediction of blood-brain barrier penetration
    • Clark D.E. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 2. Prediction of blood-brain barrier penetration. J. Pharm. Sci. 1999, 88:815-821.
    • (1999) J. Pharm. Sci. , vol.88 , pp. 815-821
    • Clark, D.E.1
  • 42
    • 1042275637 scopus 로고    scopus 로고
    • N.C.R., In Silico prediction models for blood-brain barrier permeation
    • Ecker G.F., N.C.R. In Silico prediction models for blood-brain barrier permeation. Curr. Med. Chem. 2004, 11:1617-1628.
    • (2004) Curr. Med. Chem. , vol.11 , pp. 1617-1628
    • Ecker, G.F.1
  • 43
    • 84882457300 scopus 로고    scopus 로고
    • MetabolExpert, CompuDrug: South San Francisco, CA
    • MetabolExpert, CompuDrug: South San Francisco, CA. http://www.compudrug.com.
  • 44
    • 84882481008 scopus 로고    scopus 로고
    • META, Charles River Laboratories: Wilmington, MA
    • META, Charles River Laboratories: Wilmington, MA. http://www.criver.com.
  • 45
  • 46
    • 34249793679 scopus 로고    scopus 로고
    • Computer-assisted methods in chemical toxicity prediction
    • Mohan C.G., Gandhi T., Garg D., Shinde R. Computer-assisted methods in chemical toxicity prediction. Mini-Rev. Med. Chem. 2007, 7:499-507.
    • (2007) Mini-Rev. Med. Chem. , vol.7 , pp. 499-507
    • Mohan, C.G.1    Gandhi, T.2    Garg, D.3    Shinde, R.4
  • 47
    • 33750245442 scopus 로고    scopus 로고
    • Future of toxicology-predictive toxicology: an expanded view of chemical toxicity
    • Richard A.M. Future of toxicology-predictive toxicology: an expanded view of chemical toxicity. Chem. Res. Toxicol. 2006, 19:1257-1262.
    • (2006) Chem. Res. Toxicol. , vol.19 , pp. 1257-1262
    • Richard, A.M.1
  • 48
    • 0037124196 scopus 로고    scopus 로고
    • Drugs, leads, and drug-likeness: an analysis of some recently launched drugs
    • Proudfoot J.R. Drugs, leads, and drug-likeness: an analysis of some recently launched drugs. Bioorg. Med. Chem. Lett. 2002, 12:1647-1650.
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 1647-1650
    • Proudfoot, J.R.1
  • 52
    • 1942453243 scopus 로고    scopus 로고
    • Ligand efficiency: a useful metric for lead selection
    • Hopkins A.L., Groom C.R., Alex A. Ligand efficiency: a useful metric for lead selection. Drug Discov. Today 2004, 9:430-431.
    • (2004) Drug Discov. Today , vol.9 , pp. 430-431
    • Hopkins, A.L.1    Groom, C.R.2    Alex, A.3
  • 55
    • 0030039619 scopus 로고    scopus 로고
    • The art and practice of structure-based drug design: a molecular modeling perspective
    • Bohacek R.S., Martin C., Guida W.C. The art and practice of structure-based drug design: a molecular modeling perspective. Med. Res. Rev. 1996, 16:3-50.
    • (1996) Med. Res. Rev. , vol.16 , pp. 3-50
    • Bohacek, R.S.1    Martin, C.2    Guida, W.C.3
  • 56
    • 2942564021 scopus 로고    scopus 로고
    • Pursuing the leadlikeness concept in pharmaceutical research
    • Hann M.M., Oprea T.I. Pursuing the leadlikeness concept in pharmaceutical research. Curr. Opin. Chem. Biol. 2004, 8:255-263.
    • (2004) Curr. Opin. Chem. Biol. , vol.8 , pp. 255-263
    • Hann, M.M.1    Oprea, T.I.2
  • 57
    • 0030756360 scopus 로고    scopus 로고
    • Reactive compounds and in vitro false positives in HTS
    • Rishton G.M. Reactive compounds and in vitro false positives in HTS. Drug Discov. Today 1997, 2:382-384.
    • (1997) Drug Discov. Today , vol.2 , pp. 382-384
    • Rishton, G.M.1
  • 58
    • 0037439447 scopus 로고    scopus 로고
    • Non-leadlikeness and leadlikeness in biochemical screening
    • Rishton G.M. Non-leadlikeness and leadlikeness in biochemical screening. Drug Discov. Today 2003, 8:86-96.
    • (2003) Drug Discov. Today , vol.8 , pp. 86-96
    • Rishton, G.M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.