메뉴 건너뛰기




Volumn 42, Issue 3, 2002, Pages 651-666

Modeling blood-brain barrier partitioning using the electrotopological state

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROTOPOLOGICAL STATES;

EID: 0036557847     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci010127n     Document Type: Article
Times cited : (176)

References (44)
  • 1
    • 0034213636 scopus 로고    scopus 로고
    • Predicting blood-brain barrier permeation from three-dimensional molecular structure
    • Crivori, P.; Cruciani, G.; Carrupt P.; Testa, B. Predicting blood-brain barrier permeation from three-dimensional molecular structure. J. Med. Chem. 2000, 43, 2204-2216.
    • (2000) J. Med. Chem. , vol.43 , pp. 2204-2216
    • Crivori, P.1    Cruciani, G.2    Carrupt, P.3    Testa, B.4
  • 2
    • 0028297112 scopus 로고
    • Application of the three-dimensional structures of protein target molecules in structure-based design
    • Greet, J.; Erickson, J.W.; Baldwin, J.J.; Varney, M.D. Application of the Three-Dimensional Structures of Protein Target Molecules in Structure-Based Design. J. Med. Chem. 1994, 37, 1035-1054.
    • (1994) J. Med. Chem. , vol.37 , pp. 1035-1054
    • Greet, J.1    Erickson, J.W.2    Baldwin, J.J.3    Varney, M.D.4
  • 5
    • 0000335023 scopus 로고
    • Inhibition of salicylamide binding: An electrotopological state analysis
    • Kier, L.B.; Hall, L.H. Inhibition of Salicylamide Binding: An Electrotopological State Analysis. Med. Chem. Res. 1992, 2, 497-502.
    • (1992) Med. Chem. Res. , vol.2 , pp. 497-502
    • Kier, L.B.1    Hall, L.H.2
  • 6
    • 0033093009 scopus 로고    scopus 로고
    • QSAR models of the antileukemic potency of carboquinones: Electrotopological state and chi indices
    • Gough, J.D.; Hall, L.H. QSAR Models of the Antileukemic Potency of Carboquinones: Electrotopological State and Chi Indices. J. Chem. Inf. Comput. Sci. 1999, 39, 356-361.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 356-361
    • Gough, J.D.1    Hall, L.H.2
  • 7
    • 0001645890 scopus 로고    scopus 로고
    • Estimation of aqueous solubility for a diverse set of organic compounds based on molecular topology
    • Huuskonen, J. Estimation of Aqueous Solubility for a Diverse Set of Organic Compounds Based on Molecular Topology. J. Chem. Inf. Comput. Sci. 2000, 40, 773-777.
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 773-777
    • Huuskonen, J.1
  • 8
    • 0035263420 scopus 로고    scopus 로고
    • QSAR modeling with the electrotopological state: TIBO derivatives
    • Huuskonen, J. QSAR Modeling with the Electrotopological State: TIBO Derivatives, J. Chem. Inf. Comput. Sci. 2001, 41, 425-429.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 425-429
    • Huuskonen, J.1
  • 9
  • 11
    • 0023902147 scopus 로고
    • Development of a new physicochemical model for brain penetration and its application to the design of centrally acting H2 receptor histamine antagonists
    • (a) Young, R.C. Development of a new physicochemical model for brain penetration and its application to the design of centrally acting H2 receptor histamine antagonists. J. Med. Chem. 1988, 31, 656-671.
    • (1988) J. Med. Chem. , vol.31 , pp. 656-671
    • Young, R.C.1
  • 12
    • 0028108085 scopus 로고
    • Hydrogen bonding. Part 33. Factors that influence the distribution of solutes between blood and brain
    • (b) Abraham, M.H.; Chadha H.S.; Mitchell, R.C. Hydrogen Bonding. Part 33. Factors that influence the distribution of solutes between blood and brain, J. Pharm. Sci. 1994, 83, 1257-1268.
    • (1994) J. Pharm. Sci. , vol.83 , pp. 1257-1268
    • Abraham, M.H.1    Chadha, H.S.2    Mitchell, R.C.3
  • 13
    • 0031060245 scopus 로고    scopus 로고
    • Relationship between immobilized artificial membrane chromatographic retention and the brain penetration of structurally diverse drugs
    • (c) Salminem, T.; Pulli, A.; Taskinen, J. Relationship between immobilized artificial membrane chromatographic retention and the brain penetration of structurally diverse drugs. J. Pharm. Biomed. Anal. 1997, 15, 469-677.
    • (1997) J. Pharm. Biomed. Anal. , vol.15 , pp. 469-677
    • Salminem, T.1    Pulli, A.2    Taskinen, J.3
  • 14
    • 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
    • (d) 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, 83, 815-821.
    • (1999) J. Pharm. Sci. , vol.83 , pp. 815-821
    • Clark, D.E.1
  • 15
    • 0033088690 scopus 로고    scopus 로고
    • Prediction of brain-blood distribution of a large set of drugs from structurally derived descriptors using partial least-squares (PLS) modeling
    • (e) Luco, J.M. Prediction of brain-blood distribution of a large set of drugs from structurally derived descriptors using partial least-squares (PLS) modeling. J. Chem. Inf. Comput. Sci. 1999, 39, 396-404.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 396-404
    • Luco, J.M.1
  • 16
    • 0031946993 scopus 로고    scopus 로고
    • In vitro blood-brain barrier permeability of nevirapine compared to other HIV antiretroviral agents
    • (f) Yazdanian, M.; Glynn, S.L. In vitro blood-brain barrier permeability of nevirapine compared to other HIV antiretroviral agents. J. Pharm. Sci. 1998, 87, 306-310.
    • (1998) J. Pharm. Sci. , vol.87 , pp. 306-310
    • Yazdanian, M.1    Glynn, S.L.2
  • 18
    • 0028149197 scopus 로고
    • Blood-brain barrier permeability and in vivo activity of partial agonists of benzodiazepine receptor: A study of L-663, 581 and its metabolites in rats
    • (h) Lin, J.H.; Chen; I.; Lin, T. Blood-brain barrier permeability and in vivo activity of partial agonists of benzodiazepine receptor: a study of L-663, 581 and its metabolites in rats. J. Pharmacol. Exptl. Therapeut. 1994, 271, 1197-1202.
    • (1994) J. Pharmacol. Exptl. Therapeut. , vol.271 , pp. 1197-1202
    • Lin, J.H.1    Chen2    , I.3    Lin, T.4
  • 19
    • 0030462889 scopus 로고    scopus 로고
    • Computation of brain-blood partitioning of organic solutes via free energy calculations
    • (i) Lombardo, F.; Blake, J.F.; Curatolo, W. Computation of brain-blood partitioning of organic solutes via free energy calculations. J. Med. Chem., 1996, 39, 4750-4755.
    • (1996) J. Med. Chem. , vol.39 , pp. 4750-4755
    • Lombardo, F.1    Blake, J.F.2    Curatolo, W.3
  • 20
    • 0028905671 scopus 로고
    • Brain, liver, and blood distribution kinetics of carbamazepine and its metabolic interaction with clomipramine in rats: A quantitative microdialysis study
    • (j) Van Belle, K.; Sarre, S.; Ebinger, G; Michotte, Y. Brain, liver, and blood distribution kinetics of carbamazepine and its metabolic interaction with clomipramine in rats: a quantitative microdialysis study. J. Pharmacol. Exptl. Therapeut. 1995, 272, 1217-1222.
    • (1995) J. Pharmacol. Exptl. Therapeut. , vol.272 , pp. 1217-1222
    • Van Belle, K.1    Sarre, S.2    Ebinger, G.3    Michotte, Y.4
  • 21
    • 0028291586 scopus 로고
    • Predicting the brain-penetrating capability of histaminergic compounds
    • (k) Calder, J.A.D.; Ganellin, R. Predicting the brain-penetrating capability of histaminergic compounds. Drug Design Discovery 1994, 11, 259-268.
    • (1994) Drug Design Discovery , vol.11 , pp. 259-268
    • Calder, J.A.D.1    Ganellin, R.2
  • 22
    • 0035227969 scopus 로고    scopus 로고
    • High-throughput prediction of blood-brain partitioning: A thermodynamic approach
    • KeserÜ, G.; Molnár, L. High-throughput prediction of blood-brain partitioning: a thermodynamic approach. J. Chem. Inf. Comput. Sci. 2001, 41, 120-128.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 120-128
    • Keserü, G.1    Molnár, L.2
  • 23
    • 0011464003 scopus 로고    scopus 로고
    • 6 Reuben Duren Way, Bedford, MA 01730
    • Parham, M.E.; Interactive Analysis, 6 Reuben Duren Way, Bedford, MA 01730; www.InterActiveAnalysis.com.
    • Interactive Analysis
    • Parham, M.E.1
  • 24
    • 0027288699 scopus 로고
    • Comparison of electrotopological state indexes with molecular orbital parameters: Inhibition of MAO by hydrazides
    • Hall, L.H.; Mohney, B.K.; Kier, L.B. Comparison of electrotopological state indexes with molecular orbital parameters: Inhibition of MAO by hydrazides. Quant. Struct.-Act. Relat. 1993, 12, 44-48.
    • (1993) Quant. Struct.-Act. Relat. , vol.12 , pp. 44-48
    • Hall, L.H.1    Mohney, B.K.2    Kier, L.B.3
  • 25
    • 0029404240 scopus 로고
    • Electrotopological state indices for atom types: A novel combination of electronic, topological and valence state information
    • Hall, L.H.; Kier, L.B. Electrotopological state indices for atom types: A novel combination of electronic, topological and valence state information. J. Chem. Inf. Comput. Sci. 1995, 35, 1039-1045.
    • (1995) J. Chem. Inf. Comput. Sci. , vol.35 , pp. 1039-1045
    • Hall, L.H.1    Kier, L.B.2
  • 26
    • 0033093009 scopus 로고    scopus 로고
    • Modeling the toxicity of amide herbicides using the electrotopological state
    • Gough, J.D.; Hall, L.H. Modeling the Toxicity of Amide Herbicides using the Electrotopological State. J. Chem. Inf. Comput. Sci. 1999, 39, 356-361.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 356-361
    • Gough, J.D.1    Hall, L.H.2
  • 27
    • 0032891183 scopus 로고    scopus 로고
    • QSAR models of the antileukemic potency of carboquinones: Electrotopological state and chi indices
    • Gough, J.D.; Hall, L.H. QSAR Models of the Antileukemic Potency of Carboquinones: Electrotopological State and Chi Indices. Environ. Toc. Chem. 1999, 18, 1069-1075.
    • (1999) Environ. Toc. Chem. , vol.18 , pp. 1069-1075
    • Gough, J.D.1    Hall, L.H.2
  • 28
    • 0002254596 scopus 로고    scopus 로고
    • Database organization and similarity searching with E-State indices
    • Kluwer Academic Publishing Co.: Amsterdam, The Netherlands
    • Kier, L.B.; Hall, L.H. Database Organization and Similarity Searching with E-State Indices. In Symposium on Computer Methods for Structure Representation; Kluwer Academic Publishing Co.: Amsterdam, The Netherlands, 2001; pp 33-49.
    • (2001) Symposium on Computer Methods for Structure Representation , pp. 33-49
    • Kier, L.B.1    Hall, L.H.2
  • 29
    • 0001840433 scopus 로고    scopus 로고
    • The electrotopological state: Structure modeling for QSAR and database analysis
    • Devillers, J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K.
    • Hall, L.H.; Kier, L.B. The Electrotopological State: Structure Modeling for QSAR and Database Analysis. In Topological Indices and Related Descriptors in QSAR and QSPR; Devillers, J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K., 1999; pp 491-562.
    • (1999) Topological Indices and Related Descriptors in QSAR and QSPR , pp. 491-562
    • Hall, L.H.1    Kier, L.B.2
  • 31
    • 0000805679 scopus 로고
    • The molecular connectivity chi indexes and kappa shape indexes in structure-property relations
    • Boyd, D., Lipkowitz, K., Eds.; VCH Publishers; Chapter 9
    • Hall, L.H.; Kier, L.B. The Molecular Connectivity Chi Indexes and Kappa Shape Indexes in Structure-Property Relations. In Reviews of Computational Chemistry; Boyd, D., Lipkowitz, K., Eds.; VCH Publishers: 1991; Chapter 9, pp 367-422.
    • (1991) Reviews of Computational Chemistry , pp. 367-422
    • Hall, L.H.1    Kier, L.B.2
  • 32
    • 0000901406 scopus 로고    scopus 로고
    • Molecular connectivity chi indices for database analysis and structure-property modeling
    • J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K.
    • Hall, L.H.; Kier, L.B. Molecular Connectivity Chi Indices for Database Analysis and Structure-Property Modeling. In Topological Indices and Related Descriptors in QSAR and QSPR; Devillers, J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K., 1999; pp 307-360.
    • (1999) Topological Indices and Related Descriptors in QSAR and QSPR; Devillers , pp. 307-360
    • Hall, L.H.1    Kier, L.B.2
  • 33
    • 0000901406 scopus 로고    scopus 로고
    • The kappa indices for modeling molecular shape and flexibility
    • Devillers, J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K.
    • Kier, L.B.; Hall, L.H. The Kappa Indices for Modeling Molecular Shape and Flexibility. In Topological Indices and Related Descriptors in QSAR and QSPR; Devillers, J., Balaban, A.T., Eds.; Gordon and Breach: Reading, U.K., 1999; pp 455-490.
    • (1999) Topological Indices and Related Descriptors in QSAR and QSPR , pp. 455-490
    • Kier, L.B.1    Hall, L.H.2
  • 34
    • 0034263172 scopus 로고    scopus 로고
    • E-State modeling of dopamine transporter binding. Validation of model for a small data set
    • Maw, H.H.; Hall, L.H. E-State modeling of dopamine transporter binding. Validation of model for a small data set. J. Chem. Inf. Comput. Sci., 2000, 40, 1270-1275.
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 1270-1275
    • Maw, H.H.1    Hall, L.H.2
  • 35
    • 0035438387 scopus 로고    scopus 로고
    • E-State modeling of corticosteroid binding affinity. Validation of model for a small data set
    • (a) Maw, H.H.; Hall, L.H. E-State modeling of corticosteroid binding affinity. Validation of model for a small data set. J. Chem. Inf. Comput. Sci. 2001, 41, 1248-1254.
    • (2001) J. Chem. Inf. Comput. Sci. , vol.41 , pp. 1248-1254
    • Maw, H.H.1    Hall, L.H.2
  • 36
    • 0036489450 scopus 로고    scopus 로고
    • E-State modeling of HIV-1 protease inhibitor binding independent of 3D information
    • (b) Maw, H.H.; Hall, L.H. E-State modeling of HIV-1 protease inhibitor binding independent of 3D information. J. Chem. Inf. Comput. Sci. 2002, 42, 290-298.
    • (2002) J. Chem. Inf. Comput. Sci. , vol.42 , pp. 290-298
    • Maw, H.H.1    Hall, L.H.2
  • 37
    • 0000120618 scopus 로고    scopus 로고
    • The E-State as the basis for molecular structure space definition and structure similarity
    • (a) Hall, L.H.; Kier, L.B. The E-State as the basis for molecular structure space definition and structure similarity. J. Chem. Inf. Comput. Sci. 2000, 40, 784-791.
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 784-791
    • Hall, L.H.1    Kier, L.B.2
  • 38
    • 0035233363 scopus 로고    scopus 로고
    • Database organization and searching with E-State indices
    • (b) Kier, L.B.; Hall, L.H. Database Organization and Searching with E-State Indices. SAR QSAR Environ. Sci. 2001, 12, 55-74.
    • (2001) SAR QSAR Environ. Sci. , vol.12 , pp. 55-74
    • Kier, L.B.1    Hall, L.H.2
  • 39
    • 0004308689 scopus 로고    scopus 로고
    • CambridgeSoft: Cambridge, MA 02139
    • ChemDraw, ver 4.5; CambridgeSoft: Cambridge, MA 02139.
    • ChemDraw, ver 4.5
  • 40
    • 0004296587 scopus 로고    scopus 로고
    • available from Hall Associates Consulting, 2 Davis Street, Quincy, MA, 02170; also from EduSoft, LC, P.O. Box 1811, Ashland, VA 23005; and SciVision, Inc., 200 Wheeler Road, Burlington, MA 01803
    • Molconn-Z, ver 3.50; available from Hall Associates Consulting, 2 Davis Street, Quincy, MA, 02170; also from EduSoft, LC, P.O. Box 1811, Ashland, VA 23005; and SciVision, Inc., 200 Wheeler Road, Burlington, MA 01803.
    • Molconn-Z, ver 3.50
  • 41
    • 0004114429 scopus 로고    scopus 로고
    • SAS Institute: Cary, NC 27513
    • SAS, ver 8.0; SAS Institute: Cary, NC 27513.
    • SAS, ver 8.0
  • 42
    • 0029406724 scopus 로고
    • Molecular similarity based on novel atom type electrotopological state indices
    • Hall, L.H.; Kier, L.B. Molecular Similarity Based on Novel Atom Type Electrotopological State Indices. J. Chem. Inf. Comput. Sci. 1995, 35, 1074-1080.
    • (1995) J. Chem. Inf. Comput. Sci. , vol.35 , pp. 1074-1080
    • Hall, L.H.1    Kier, L.B.2
  • 43
    • 0000120617 scopus 로고    scopus 로고
    • Intermolecular accessibility: The meaning of molecular connectivity
    • (a) Kier, L.B.; Hall, L.H. Intermolecular accessibility: The meaning of molecular connectivity. J. Chem. Inf. Comput. Sci. 2000, 40, 792-795.
    • (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 792-795
    • Kier, L.B.1    Hall, L.H.2
  • 44
    • 0034784220 scopus 로고    scopus 로고
    • Molecular connectivity: Intermolecular accessibility and encounter simulation
    • (b) Kier, L.B.; Hall, L.H. Molecular connectivity: Intermolecular accessibility and encounter simulation. J. Mol. Graphics Model. 2001, 20, 76-83.
    • (2001) J. Mol. Graphics Model. , vol.20 , pp. 76-83
    • Kier, L.B.1    Hall, L.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.