DOI: 10.1002/jps.21122. Estimation of ADME Properties in Drug Discovery: Predicting Caco-2 Cell Permeability Using Atom-Based Stochastic and Non-stochastic Linear Indices

Estimation of ADME Properties in Drug Discovery: Predicting Caco-2 Cell Permeability Using Atom-Based Stochastic and Non-stochastic Linear Indices

10.1002/jps.21122

Crossref journal-article

Elsevier BV

Journal of Pharmaceutical Sciences (78)

Bibliography

Castillo-Garit, J. A., Marrero-Ponce, Y., Torrens, F., & GarcÃa-Domenech, R. (2008). Estimation of ADME Properties in Drug Discovery: Predicting Caco-2 Cell Permeability Using Atom-Based Stochastic and Non-stochastic Linear Indices. Journal of Pharmaceutical Sciences, 97(5), 1946â1976.

Authors 4

Juan A. Castillo-Garit (first)
Yovani Marrero-Ponce (additional)
Francisco Torrens (additional)
Ramón García-Domenech (additional)

References 95 Referenced 68

10.2174/1568026033452096 / Curr Top Med Chem / The role of absorption, distribution, metabolism, excretion and toxicity in drug discovery by Lin (2003)
10.1016/j.bmc.2005.04.076 / Bioorg Med Chem / Relationships between structure and high-throughput screening permeability of diverse drugs with artificial membranes: Application to prediction of Caco-2 cell permeability by Fujikawa (2005)
{'key': '10.1002/jps.21122_bb0020', 'first-page': '210', 'article-title': 'Predicting Caco-2 permeability using support vector machine and chemistry development kit', 'volume': '9', 'author': 'Guangli', 'year': '2006', 'journal-title': 'J Pharm Pharmacol'} / J Pharm Pharmacol / Predicting Caco-2 permeability using support vector machine and chemistry development kit by Guangli (2006)
10.2174/1568026013394886 / Curr Top Med Chem / Strategies for absorption screening in drug discovery and development by Bohets (2001)
10.1016/S0016-5085(89)80072-1 / Gastroenterology / Characterization of the human colon carcinoma cell line (Caco-2) as a model system for intestinal epithelial permeability by Hidalgo (1989)
10.1023/A:1011930411574 / Pharm Res / Correlating partitioning and caco-2 cell permeability of structurally diverse small molecular weight compounds by Yazdanian (1998)
10.1016/0006-291X(91)91647-U / Biochem Biophys Res Commun / Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells by Artursson (1991)
10.1615/CritRevTherDrugCarrierSyst.v14.i3.20 / Crit Rev Ther Drug Carrier Syst / A human colonic cell line sharing similarities with enterocytes as a model to examine oral absorption: Advantages and limitations of the Caco-2 model by Delie (1997)
10.1021/js970372e / J Pharm Sci / P-Glycoprotein (P-gp) mediated efflux in Caco-2 cell monolayers: The influence of culturing conditions and drug exposure on P-gp expression levels by Anderle (1998)
10.1016/S0169-409X(96)00415-2 / Adv Drug Deliv Rev / Caco-2 monolayer in experimental and theoretical predictions of drug transport by Artursson (1996)
10.1023/A:1018937416447 / Pharm Res / Comparison of the permeability characteristics of a human colonic epithelial (Caco-2) cell line to colon of rabbit, monkey, and dog intestine and human drug absorption by Rubas (1993)
10.1023/A:1012112820371 / Pharm Res / Evaluation of Biocoat intestinal epithelium differentiation environment (3-day cultured Caco-2 cells) as an absorption screening model with improved productivity by Chong (1997)
10.1023/A:1012102522787 / Pharm Res / In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man—Fact or myth by Yee (1997)
10.1016/S1367-5931(00)00228-3 / Curr Opin Chem Biol / Prediction of pharmacokinetic properties using experimental approaches during early drug discovery by Chaturveldi (2001)
10.1016/S0928-0987(97)10019-7 / Eur J Pharm Sci / Estimation of permeability by passive diffusion through Caco-2 cell monolayers using the drugs' lipophilicity and molecular weight by Camenisch (1998)
10.1002/qsar.19960150604 / Quant Struct Act Relat / Estimation of Caco-2 cell permeability using calculated molecular descriptors by van de Waterbeemd (1996)
{'key': '10.1002/jps.21122_bb0090', 'first-page': '1', 'article-title': 'Caco-2 cell permeability vs human gastrointestinal absorption: QSPR analysis', 'volume': '54', 'author': 'Ren', 'year': '2000', 'journal-title': 'Prog Drug Res'} / Prog Drug Res / Caco-2 cell permeability vs human gastrointestinal absorption: QSPR analysis by Ren (2000)
10.1016/S0169-409X(96)00423-1 / Adv Drug Deliv Rev / Experimental and computational approaches to estimate solubility and permeability in drug discovery and development by Lipinski (1997)
10.1021/js970451q / J Pharm Sci / A general approach for the prediction of the intestinal absorption of drugs: Regression analysis using the physicochemical properties and drug-membrane electrostatic interaction by Sugawara (1998)
10.1016/S1359-6446(99)01451-8 / Drug Discov Today / Computational methods for the prediction of ‘drug-likeness’ by Clark (2000)
10.1021/js950285r / J Pharm Sci / Correlation of drug absorption with molecular surface properties by Palm (1996)
10.1021/jm00009a005 / J Med Chem / Evaluation of physicochemical parameters important to the oral bioavailability of peptide-like compounds: Implications for the synthesis of renin inhibitors by Hamilton (1995)
10.1002/jps.2600830915 / J Pharm Sci / Hydrogen bonding. 33. Factors that influence the distribution of solutes between blood and brain by Abraham (1994)
10.1023/A:1016064003554 / Pharm Res / Predicting blood-brain transport of drugs: A computational approach by Basak (1996)
10.1021/js960076m / J Pharm Sci / Unified model for the corneal permeability of related and diverse compounds with respect to their physicochemical properties by Yoshida (1996)
10.1021/ci980029a / J Chem Inf Comput Sci / Prediction of human intestinal absorption of drug compounds from molecular structure by Wessel (1998)
10.1023/A:1012196216736 / Pharm Res / Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parametrization and PLS statistics by Norinder (1997)
10.1021/ci990261w / J Chem Inf Comput Sci / Enhancing the hit-to-lead properties of lead optimization libraries by Pickett (2000)
10.1021/ci010108d / J Chem Inf Comput Sci / Predicting Caco-2 cell permeation coefficients of organic molecules using membrane-interaction QSAR analysis by Kulkarni (2002)
10.1016/S0378-5173(02)00045-5 / Int J Pharm / Prediction of Caco-2 cell permeability using a combination of MO-calculation and neural network by Fujiwara (2002)
10.3390/i4080512 / Int J Mol Sci / Total and local quadratic indices of the “Molecular Pseudograph's Atom Adjacency Matrix”. Application to prediction of Caco-2 permeability of drugs by Ponce (2003)
10.1021/ci049884m / J Chem Inf Comput Sci / ADME evaluation in drug discovery. 5. Correlation of Caco-2 permeation with simple molecular properties by Hou (2004)
{'key': '10.1002/jps.21122_bb0170', 'first-page': '124', 'article-title': 'Prediction of intestinal epithelial transport of drug in (Caco-2) cell culture from molecular structure using in silico approaches during early drug discovery', 'volume': '4', 'author': 'Marrero-Ponce', 'year': '2005', 'journal-title': 'Int Electron J Mol Des'} / Int Electron J Mol Des / Prediction of intestinal epithelial transport of drug in (Caco-2) cell culture from molecular structure using in silico approaches during early drug discovery by Marrero-Ponce (2005)
10.1021/jm049661n / J Med Chem / In silico prediction of membrane permeability from calculated molecular parameters by Refsgaard (2005)
10.2133/dmpk.19.327 / Drug Metab Pharm / In silico approaches for predicting ADME properties of drugs by Yamashita (2004)
{'key': '10.1002/jps.21122_bb0185', 'first-page': '186', 'article-title': 'A new topological descriptors based model for predicting intestinal epithelial transport of drugs in Caco-2 cell culture', 'volume': '7', 'author': 'Marrero Ponce', 'year': '2004', 'journal-title': 'J Pharm Pharm Sci'} / J Pharm Pharm Sci / A new topological descriptors based model for predicting intestinal epithelial transport of drugs in Caco-2 cell culture by Marrero Ponce (2004)
10.1021/jm050529c / J Med Chem / MetaSite: Understanding metabolism in human cytochromes from the perspective of the chemist by Cruciani (2005)
Todeschini R,Consonni V,Pavan MDragon.Software version 2.1,2002. ed.
Marrero-Ponce Y,Romero V.2002.TOMOCOMD software. TOMOCOMD (TOpological MOlecular COMputer Design) for Windows, version 1.0 is a preliminary experimental version; in future a professional version will be obtained upon request to Y. Marrero: yovanimp@qf.uclv.edu.cu; ymarrero77@yahoo.es.ed. Central University of Las Villas.
10.1021/ci049950k / J Chem Inf Comput Sci / Linear indices of the “molecular pseudograph's atom adjacency matrix”: Definition, significance-interpretation, and application to QSAR analysis of flavone derivatives as HIV-1 integrase inhibitors by Marrero-Ponce (2004)
10.3390/91201100 / Molecules / Atom, atom-type, and total linear indices of the “Molecular Pseudograph's Atom Adjacency Matrix”: Application to QSPR/QSAR studies of organic compounds by Marrero-Ponce (2004)
10.1016/j.bmc.2004.11.040 / Bioorg Med Chem / Atom, atom-type and total molecular linear indices as a promising approach for bioorganic and medicinal chemistry: Theoretical and experimental assessment of a novel method for virtual screening and rational design of new lead anthelmintic by Marrero-Ponce (2005)
10.1016/j.bmc.2004.11.008 / Bioorg Med Chem / Non-stochastic and stochastic linear indices of the 'molecular pseudograph's atom adjacency matrix': Application to 'in silico' studies for the rational discovery of new antimalarial compounds by Marrero-Ponce (2005)
10.1007/s00894-005-0024-8 / J Mol Model / Non-stochastic and stochastic linear indices of the molecular pseudograph's atom-adjacency matrix: A novel approach for computational in silico screening and “rational” selection of new lead antibacterial agents by Marrero-Ponce (2006)
10.2174/157016305775202955 / Curr Drug Discov Technol / A computer-based approach to the rational discovery of new trichomonacidal drugs by atom-type linear indices by Marrero-Ponce (2005)
10.1007/s10822-005-7575-8 / J Comput Aided Mol Design / 3D-chiral atom, atom-type, and total non-stochastic and stochastic molecular linear indices and their applications to central chirality codification by Marrero-Ponce (2005)
{'key': '10.1002/jps.21122_bb0240', 'series-title': 'Molecular connectivity in structure—Activity analysis', 'author': 'Kier', 'year': '1986'} / Molecular connectivity in structure—Activity analysis by Kier (1986)
10.1021/ci015504a / J Chem Inf Comput Sci / Structure/response correlations and similarity/diversity analysis by GETAWAY descriptors. 1. Theory of the novel 3D molecular descriptors by Consonni (2002)
10.1023/A:1027284627085 / Persp Drug Disc Des / New 3D molecular descriptors: The WHIM theory and QSAR applications by Todeschini (1998)
{'key': '10.1002/jps.21122_bb0255', 'series-title': 'The nature of chemical bond', 'first-page': '2', 'author': 'Pauling', 'year': '1939'} / The nature of chemical bond by Pauling (1939)
10.1021/ci00015a005 / J Chem Inf Comput Sci / Counts of all walks as atomic and molecular descriptors by Ruecker (1993)
10.1021/ci000149u / J Chem Inf Comput Sci / On walks in molecular graphs by Gutman (2001)
10.1021/ci980137x / J Chem Inf Comput Sci / Metric validation and the receptor-relevant subspace concept by Pearlman (1999)
10.1021/ci00019a008 / J Chem Inf Comput Sci / Charge indexes. New topological descriptors by Galvez (1994)
10.1021/ci00024a017 / J Chem Inf Comput Sci / Topological approach to drug design by Gálvez (1995)
10.1002/jps.2600790604 / J Pharm Sci / Epithelial transport of drugs in cell culture. I: A model for studying the passive diffusion of drugs over intestinal absorptive (Caco-2) cells by Artursson (1990)
10.1023/A:1018956232628 / Pharm Res / In vitro evaluation of dexamethasone-beta-D-glucuronide for colon-specific drug delivery by Haeberlin (1993)
10.1023/A:1016204602471 / Pharm Res / Drug delivery studies in Caco-2 monolayers. Synthesis, hydrolysis, and transport of O-cyclopropane carboxylic acid ester prodrugs of various beta-blocking agents by Hovgaard (1995)
10.1021/js960001i / J Pharm Sci / Transport of artemisinin and sodium artesunate in Caco-2 intestinal epithelial cells by Augustijns (1996)
10.1023/A:1016082829111 / Pharm Res / Comparison of HT29-18-C1 and Caco-2 cell lines as models for studying intestinal paracellular drug absorption by Collett (1996)
10.1023/A:1013378731183 / Pharm Res / In vitro intestinal permeability of factor Xa inhibitors: Influence of chemical structure on passive transport and susceptibility to efflux by Schipper (2001)
10.1016/S0223-5234(02)01360-0 / Eur J Med Chem / A comparative study of artificial membrane permeability assay for high throughput profiling of drug absorption potential by Zhu (2002)
10.1023/A:1026402410783 / Pharm Res / The influence of donor and reservoir additives on Caco-2 permeability and secretory transport of HIV protease inhibitors and other lipophilic compounds by Aungst (2000)
10.1002/jps.10244 / J Pharm Sci / Kinetic characterization of secretory transport of a new ciprofloxacin derivative (CNV97100) across Caco-2 cell monolayers by Ruiz-Garcia (2002)
10.1023/A:1007525616017 / Pharm Res / Atorvastatin transport in the Caco-2 cell model: Contributions of P-glycoprotein and the proton-monocarboxylic acid co-transporter by Wu (2000)
10.1023/A:1026450326712 / Pharm Res / Mechanisms of transport and structure-permeability relationship of sulfasalazine and its analogs in Caco-2 cell monolayers by Liang (2000)
10.1023/A:1007692622216 / Pharm Res / Influence of passive permeability on apparent P-glycoprotein kinetics by Lentz (2000)
10.1016/S0939-6411(02)00089-9 / Eur J Pharm Biopharm / Effect of bovine serum albumin on drug permeability estimation across Caco-2 monolayers by Saha (2002)
10.1021/jm001101a / J Med Chem / Experimental and computational screening models for the prediction of intestinal drug absorption by Stenberg (2001)
10.1002/jps.2600790710 / J Pharm Sci / Epithelial transport of drugs in cell culture. II: Effect of extracellular calcium concentration on the paracellular transport of drugs of different lipophilicities across monolayers of intestinal epithelial (Caco-2) cells by Artursson (1990)
10.1002/(SICI)1520-6017(200001)89:1<63::AID-JPS7>3.0.CO;2-6 / J Pharm Sci / Caco-2 versus Caco-2/HT29-MTX co-cultured cell lines: Permeabilities via diffusion, inside- and outside-directed carrier-mediated transport by Hilgendorf (2000)
10.1023/A:1011919003030 / Pharm Res / Correlation between oral drug absorption in humans, and apparent drug permeability in TC-7 cells, a human epithelial intestinal cell line: Comparison with the parental Caco-2 cell line by Gres (1998)
STATISTICA version. 6.0 Statsoft I.
10.1093/bioinformatics/16.5.412 / Bioinformatics / Assessing the accuracy of prediction algorithms for classification: An overview by Baldi (2000)
10.1016/S0001-2998(78)80014-2 / Sem Nuc Med / Basic principles of ROC analysis by Metz (1978)
{'key': '10.1002/jps.21122_bb0385', 'series-title': 'Regression diagnostics', 'author': 'Belsey', 'year': '1980'} / Regression diagnostics by Belsey (1980)
10.1016/S1093-3263(01)00123-1 / J Mol Graph Model / Beware of q2! by Golbraikh (2002)
10.1007/BF01200821 / J Math Chem / Generalized molecular descriptors by Randic (1991)
10.1021/ja00526a013 / J Am Chem Soc / BC(DEF) parameters. 1. The intrinsic dimensionality of intermolecular interactions in the liquid state by Cramer (1980)
10.1021/ja00526a014 / J Am Chem Soc / BC(DEF) parameters. 2. An empirical structure based scheme for the prediction of some physical properties by Cramer (1980)
10.1021/ja00221a015 / J Am Chem Soc / Molecular modeling of the physical properties of alkanes by Needham (1988)
{'key': '10.1002/jps.21122_bb0415', 'series-title': 'Factor analysis in chemistry', 'author': 'Malinowski', 'year': '1980'} / Factor analysis in chemistry by Malinowski (1980)
{'key': '10.1002/jps.21122_bb0420', 'series-title': 'Theoretical drug design methods', 'first-page': '188', 'author': 'Franke', 'year': '1984'} / Theoretical drug design methods by Franke (1984)
10.1021/ci025604w / J Chem Inf Comput Sci / What are the limits of applicability for graph theoretic descriptors in QSPR/QSAR? Modeling dipole moments of aromatic compounds with TOPS-MODE descriptors by Estrada (2003)
10.1021/ci990031h / J Chem Inf Comput Sci / Edge-connectivity Indices in QSPR/QSAR studies. 2. Accounting for Long-range bond contributions by Estrada (1999)
10.1021/ci990030p / J Chem Inf Comput Sci / Edge-connectivity indices in QSPR/QSAR studies. 1. Comparison to other topological indices in QSPR studies by Estrada (1999)
10.1021/tx0256432 / Chem Res Toxicol / 3D-MEDNEs: An alternative “in silico” technique for chemical research in toxicology. 1. Prediction of chemically induced agranulocytosis by González-Díaz (2003)
10.1111/1523-1747.ep12260588 / J Invest Dermatol / Depigmenting action of hydroquinone depends on disruption of fundamental cell processes by Penney (1984)
10.1021/js9804011 / J Pharm Sci / Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption by Clark (1999)
10.1023/A:1012188625088 / Pharm Res / Polar molecular surface properties predict the intestinal absorption of drugs in humans by Palm (1997)
10.1023/A:1011981317451 / Pharm Res / Linear correlation of the fraction of oral dose absorbed of 64 drugs between humans and rats by Chiou (1998)
10.1002/jps.1031 / J Pharm Sci / Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors by Zhao (2001)
{'key': '10.1002/jps.21122_bb0470', 'series-title': 'Pharmacological basis of terapeutics', 'first-page': '1707', 'article-title': 'Design and optimisation of dosage regiments; pharmacokinetic data', 'author': 'Benet', 'year': '1996'} / Pharmacological basis of terapeutics / Design and optimisation of dosage regiments; pharmacokinetic data by Benet (1996)
10.1021/jm000292e / J Med Chem / Prediction of drug absorption using multivariate statistics by Egan (2000)
10.1023/A:1008192010023 / J Comput Aided Mol Des / Lipophilicity in PK design: Methyl, ethyl, futile by van de Waterbeemd (2001)

Dates

Type	When
Created	18 years ago (Aug. 27, 2007, 7:19 a.m.)
Deposited	6 years, 4 months ago (May 2, 2019, 8:35 a.m.)
Indexed	1 week, 6 days ago (Aug. 22, 2025, 12:47 a.m.)
Issued	17 years, 4 months ago (May 1, 2008)
Published	17 years, 4 months ago (May 1, 2008)
Published Print	17 years, 4 months ago (May 1, 2008)

Funders 0

None

BibTeX

@article{Castillo_Garit_2008, title={Estimation of ADME Properties in Drug Discovery: Predicting Caco-2 Cell Permeability Using Atom-Based Stochastic and Non-stochastic Linear Indices}, volume={97}, ISSN={0022-3549}, url={http://dx.doi.org/10.1002/jps.21122}, DOI={10.1002/jps.21122}, number={5}, journal={Journal of Pharmaceutical Sciences}, publisher={Elsevier BV}, author={Castillo-Garit, Juan A. and Marrero-Ponce, Yovani and Torrens, Francisco and García-Domenech, Ramón}, year={2008}, month=may, pages={1946–1976} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        8,
        22
      ]
    ],
    "date-time": "2025-08-22T04:47:59Z",
    "timestamp": 1755838079725
  },
  "reference-count": 95,
  "publisher": "Elsevier BV",
  "issue": "5",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2008,
            5,
            1
          ]
        ],
        "date-time": "2008-05-01T00:00:00Z",
        "timestamp": 1209600000000
      },
      "content-version": "tdm",
      "delay-in-days": 0,
      "URL": "https://www.elsevier.com/tdm/userlicense/1.0/"
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2008,
        5
      ]
    ]
  },
  "DOI": "10.1002/jps.21122",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2007,
        8,
        27
      ]
    ],
    "date-time": "2007-08-27T11:19:33Z",
    "timestamp": 1188213573000
  },
  "page": "1946-1976",
  "source": "Crossref",
  "is-referenced-by-count": 68,
  "title": "Estimation of ADME Properties in Drug Discovery: Predicting Caco-2 Cell Permeability Using Atom-Based Stochastic and Non-stochastic Linear Indices",
  "prefix": "10.1016",
  "volume": "97",
  "author": [
    {
      "given": "Juan A.",
      "family": "Castillo-Garit",
      "sequence": "first",
      "affiliation": []
    },
    {
      "given": "Yovani",
      "family": "Marrero-Ponce",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Francisco",
      "family": "Torrens",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Ram\u00f3n",
      "family": "Garc\u00eda-Domenech",
      "sequence": "additional",
      "affiliation": []
    }
  ],
  "member": "78",
  "reference": [
    {
      "key": "10.1002/jps.21122_bb0010",
      "doi-asserted-by": "crossref",
      "first-page": "1125",
      "DOI": "10.2174/1568026033452096",
      "article-title": "The role of absorption, distribution, metabolism, excretion and toxicity in drug discovery",
      "volume": "3",
      "author": "Lin",
      "year": "2003",
      "journal-title": "Curr Top Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0015",
      "doi-asserted-by": "crossref",
      "first-page": "4721",
      "DOI": "10.1016/j.bmc.2005.04.076",
      "article-title": "Relationships between structure and high-throughput screening permeability of diverse drugs with artificial membranes: Application to prediction of Caco-2 cell permeability",
      "volume": "13",
      "author": "Fujikawa",
      "year": "2005",
      "journal-title": "Bioorg Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0020",
      "first-page": "210",
      "article-title": "Predicting Caco-2 permeability using support vector machine and chemistry development kit",
      "volume": "9",
      "author": "Guangli",
      "year": "2006",
      "journal-title": "J Pharm Pharmacol"
    },
    {
      "key": "10.1002/jps.21122_bb0025",
      "doi-asserted-by": "crossref",
      "first-page": "367",
      "DOI": "10.2174/1568026013394886",
      "article-title": "Strategies for absorption screening in drug discovery and development",
      "volume": "1",
      "author": "Bohets",
      "year": "2001",
      "journal-title": "Curr Top Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0030",
      "doi-asserted-by": "crossref",
      "first-page": "736",
      "DOI": "10.1016/S0016-5085(89)80072-1",
      "article-title": "Characterization of the human colon carcinoma cell line (Caco-2) as a model system for intestinal epithelial permeability",
      "volume": "96",
      "author": "Hidalgo",
      "year": "1989",
      "journal-title": "Gastroenterology"
    },
    {
      "key": "10.1002/jps.21122_bb0035",
      "doi-asserted-by": "crossref",
      "first-page": "1490",
      "DOI": "10.1023/A:1011930411574",
      "article-title": "Correlating partitioning and caco-2 cell permeability of structurally diverse small molecular weight compounds",
      "volume": "15",
      "author": "Yazdanian",
      "year": "1998",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0040",
      "doi-asserted-by": "crossref",
      "first-page": "880",
      "DOI": "10.1016/0006-291X(91)91647-U",
      "article-title": "Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells",
      "volume": "175",
      "author": "Artursson",
      "year": "1991",
      "journal-title": "Biochem Biophys Res Commun"
    },
    {
      "key": "10.1002/jps.21122_bb0045",
      "doi-asserted-by": "crossref",
      "first-page": "221",
      "DOI": "10.1615/CritRevTherDrugCarrierSyst.v14.i3.20",
      "article-title": "A human colonic cell line sharing similarities with enterocytes as a model to examine oral absorption: Advantages and limitations of the Caco-2 model",
      "volume": "14",
      "author": "Delie",
      "year": "1997",
      "journal-title": "Crit Rev Ther Drug Carrier Syst"
    },
    {
      "key": "10.1002/jps.21122_bb0050",
      "doi-asserted-by": "crossref",
      "first-page": "757",
      "DOI": "10.1021/js970372e",
      "article-title": "P-Glycoprotein (P-gp) mediated efflux in Caco-2 cell monolayers: The influence of culturing conditions and drug exposure on P-gp expression levels",
      "volume": "87",
      "author": "Anderle",
      "year": "1998",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0055",
      "doi-asserted-by": "crossref",
      "first-page": "67",
      "DOI": "10.1016/S0169-409X(96)00415-2",
      "article-title": "Caco-2 monolayer in experimental and theoretical predictions of drug transport",
      "volume": "22",
      "author": "Artursson",
      "year": "1996",
      "journal-title": "Adv Drug Deliv Rev"
    },
    {
      "key": "10.1002/jps.21122_bb0060",
      "doi-asserted-by": "crossref",
      "first-page": "113",
      "DOI": "10.1023/A:1018937416447",
      "article-title": "Comparison of the permeability characteristics of a human colonic epithelial (Caco-2) cell line to colon of rabbit, monkey, and dog intestine and human drug absorption",
      "volume": "10",
      "author": "Rubas",
      "year": "1993",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0065",
      "doi-asserted-by": "crossref",
      "first-page": "1835",
      "DOI": "10.1023/A:1012112820371",
      "article-title": "Evaluation of Biocoat intestinal epithelium differentiation environment (3-day cultured Caco-2 cells) as an absorption screening model with improved productivity",
      "volume": "14",
      "author": "Chong",
      "year": "1997",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0070",
      "doi-asserted-by": "crossref",
      "first-page": "763",
      "DOI": "10.1023/A:1012102522787",
      "article-title": "In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man\u2014Fact or myth",
      "volume": "14",
      "author": "Yee",
      "year": "1997",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0075",
      "doi-asserted-by": "crossref",
      "first-page": "452",
      "DOI": "10.1016/S1367-5931(00)00228-3",
      "article-title": "Prediction of pharmacokinetic properties using experimental approaches during early drug discovery",
      "volume": "5",
      "author": "Chaturveldi",
      "year": "2001",
      "journal-title": "Curr Opin Chem Biol"
    },
    {
      "key": "10.1002/jps.21122_bb0080",
      "doi-asserted-by": "crossref",
      "first-page": "317",
      "DOI": "10.1016/S0928-0987(97)10019-7",
      "article-title": "Estimation of permeability by passive diffusion through Caco-2 cell monolayers using the drugs' lipophilicity and molecular weight",
      "volume": "6",
      "author": "Camenisch",
      "year": "1998",
      "journal-title": "Eur J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0085",
      "doi-asserted-by": "crossref",
      "first-page": "480",
      "DOI": "10.1002/qsar.19960150604",
      "article-title": "Estimation of Caco-2 cell permeability using calculated molecular descriptors",
      "volume": "15",
      "author": "van de Waterbeemd",
      "year": "1996",
      "journal-title": "Quant Struct Act Relat"
    },
    {
      "key": "10.1002/jps.21122_bb0090",
      "first-page": "1",
      "article-title": "Caco-2 cell permeability vs human gastrointestinal absorption: QSPR analysis",
      "volume": "54",
      "author": "Ren",
      "year": "2000",
      "journal-title": "Prog Drug Res"
    },
    {
      "key": "10.1002/jps.21122_bb0095",
      "doi-asserted-by": "crossref",
      "first-page": "3",
      "DOI": "10.1016/S0169-409X(96)00423-1",
      "article-title": "Experimental and computational approaches to estimate solubility and permeability in drug discovery and development",
      "volume": "23",
      "author": "Lipinski",
      "year": "1997",
      "journal-title": "Adv Drug Deliv Rev"
    },
    {
      "key": "10.1002/jps.21122_bb0100",
      "doi-asserted-by": "crossref",
      "first-page": "960",
      "DOI": "10.1021/js970451q",
      "article-title": "A general approach for the prediction of the intestinal absorption of drugs: Regression analysis using the physicochemical properties and drug-membrane electrostatic interaction",
      "volume": "87",
      "author": "Sugawara",
      "year": "1998",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0105",
      "doi-asserted-by": "crossref",
      "first-page": "49",
      "DOI": "10.1016/S1359-6446(99)01451-8",
      "article-title": "Computational methods for the prediction of \u2018drug-likeness\u2019",
      "volume": "5",
      "author": "Clark",
      "year": "2000",
      "journal-title": "Drug Discov Today"
    },
    {
      "key": "10.1002/jps.21122_bb0110",
      "doi-asserted-by": "crossref",
      "first-page": "32",
      "DOI": "10.1021/js950285r",
      "article-title": "Correlation of drug absorption with molecular surface properties",
      "volume": "85",
      "author": "Palm",
      "year": "1996",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0115",
      "doi-asserted-by": "crossref",
      "first-page": "1446",
      "DOI": "10.1021/jm00009a005",
      "article-title": "Evaluation of physicochemical parameters important to the oral bioavailability of peptide-like compounds: Implications for the synthesis of renin inhibitors",
      "volume": "38",
      "author": "Hamilton",
      "year": "1995",
      "journal-title": "J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0120",
      "doi-asserted-by": "crossref",
      "first-page": "1257",
      "DOI": "10.1002/jps.2600830915",
      "article-title": "Hydrogen bonding. 33. Factors that influence the distribution of solutes between blood and brain",
      "volume": "83",
      "author": "Abraham",
      "year": "1994",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0125",
      "doi-asserted-by": "crossref",
      "first-page": "775",
      "DOI": "10.1023/A:1016064003554",
      "article-title": "Predicting blood-brain transport of drugs: A computational approach",
      "volume": "13",
      "author": "Basak",
      "year": "1996",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0130",
      "doi-asserted-by": "crossref",
      "first-page": "819",
      "DOI": "10.1021/js960076m",
      "article-title": "Unified model for the corneal permeability of related and diverse compounds with respect to their physicochemical properties",
      "volume": "85",
      "author": "Yoshida",
      "year": "1996",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0135",
      "doi-asserted-by": "crossref",
      "first-page": "726",
      "DOI": "10.1021/ci980029a",
      "article-title": "Prediction of human intestinal absorption of drug compounds from molecular structure",
      "volume": "38",
      "author": "Wessel",
      "year": "1998",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0140",
      "doi-asserted-by": "crossref",
      "first-page": "1786",
      "DOI": "10.1023/A:1012196216736",
      "article-title": "Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parametrization and PLS statistics",
      "volume": "14",
      "author": "Norinder",
      "year": "1997",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0145",
      "doi-asserted-by": "crossref",
      "first-page": "263",
      "DOI": "10.1021/ci990261w",
      "article-title": "Enhancing the hit-to-lead properties of lead optimization libraries",
      "volume": "40",
      "author": "Pickett",
      "year": "2000",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0150",
      "doi-asserted-by": "crossref",
      "first-page": "331",
      "DOI": "10.1021/ci010108d",
      "article-title": "Predicting Caco-2 cell permeation coefficients of organic molecules using membrane-interaction QSAR analysis",
      "volume": "42",
      "author": "Kulkarni",
      "year": "2002",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0155",
      "doi-asserted-by": "crossref",
      "first-page": "95",
      "DOI": "10.1016/S0378-5173(02)00045-5",
      "article-title": "Prediction of Caco-2 cell permeability using a combination of MO-calculation and neural network",
      "volume": "237",
      "author": "Fujiwara",
      "year": "2002",
      "journal-title": "Int J Pharm"
    },
    {
      "key": "10.1002/jps.21122_bb0160",
      "doi-asserted-by": "crossref",
      "first-page": "512",
      "DOI": "10.3390/i4080512",
      "article-title": "Total and local quadratic indices of the \u201cMolecular Pseudograph's Atom Adjacency Matrix\u201d. Application to prediction of Caco-2 permeability of drugs",
      "volume": "4",
      "author": "Ponce",
      "year": "2003",
      "journal-title": "Int J Mol Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0165",
      "doi-asserted-by": "crossref",
      "first-page": "1585",
      "DOI": "10.1021/ci049884m",
      "article-title": "ADME evaluation in drug discovery. 5. Correlation of Caco-2 permeation with simple molecular properties",
      "volume": "44",
      "author": "Hou",
      "year": "2004",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0170",
      "first-page": "124",
      "article-title": "Prediction of intestinal epithelial transport of drug in (Caco-2) cell culture from molecular structure using in silico approaches during early drug discovery",
      "volume": "4",
      "author": "Marrero-Ponce",
      "year": "2005",
      "journal-title": "Int Electron J Mol Des"
    },
    {
      "key": "10.1002/jps.21122_bb0175",
      "doi-asserted-by": "crossref",
      "first-page": "805",
      "DOI": "10.1021/jm049661n",
      "article-title": "In silico prediction of membrane permeability from calculated molecular parameters",
      "volume": "48",
      "author": "Refsgaard",
      "year": "2005",
      "journal-title": "J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0180",
      "doi-asserted-by": "crossref",
      "first-page": "327",
      "DOI": "10.2133/dmpk.19.327",
      "article-title": "In silico approaches for predicting ADME properties of drugs",
      "volume": "19",
      "author": "Yamashita",
      "year": "2004",
      "journal-title": "Drug Metab Pharm"
    },
    {
      "key": "10.1002/jps.21122_bb0185",
      "first-page": "186",
      "article-title": "A new topological descriptors based model for predicting intestinal epithelial transport of drugs in Caco-2 cell culture",
      "volume": "7",
      "author": "Marrero Ponce",
      "year": "2004",
      "journal-title": "J Pharm Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0190",
      "doi-asserted-by": "crossref",
      "first-page": "6970",
      "DOI": "10.1021/jm050529c",
      "article-title": "MetaSite: Understanding metabolism in human cytochromes from the perspective of the chemist",
      "volume": "48",
      "author": "Cruciani",
      "year": "2005",
      "journal-title": "J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0195",
      "unstructured": "Todeschini R,Consonni V,Pavan MDragon.Software version 2.1,2002. ed."
    },
    {
      "key": "10.1002/jps.21122_bb0200",
      "unstructured": "Marrero-Ponce Y,Romero V.2002.TOMOCOMD software. TOMOCOMD (TOpological MOlecular COMputer Design) for Windows, version 1.0 is a preliminary experimental version; in future a professional version will be obtained upon request to Y. Marrero: yovanimp@qf.uclv.edu.cu; ymarrero77@yahoo.es.ed. Central University of Las Villas."
    },
    {
      "key": "10.1002/jps.21122_bb0205",
      "doi-asserted-by": "crossref",
      "first-page": "2010",
      "DOI": "10.1021/ci049950k",
      "article-title": "Linear indices of the \u201cmolecular pseudograph's atom adjacency matrix\u201d: Definition, significance-interpretation, and application to QSAR analysis of flavone derivatives as HIV-1 integrase inhibitors",
      "volume": "44",
      "author": "Marrero-Ponce",
      "year": "2004",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0210",
      "doi-asserted-by": "crossref",
      "first-page": "1100",
      "DOI": "10.3390/91201100",
      "article-title": "Atom, atom-type, and total linear indices of the \u201cMolecular Pseudograph's Atom Adjacency Matrix\u201d: Application to QSPR/QSAR studies of organic compounds",
      "volume": "9",
      "author": "Marrero-Ponce",
      "year": "2004",
      "journal-title": "Molecules"
    },
    {
      "key": "10.1002/jps.21122_bb0215",
      "doi-asserted-by": "crossref",
      "first-page": "1005",
      "DOI": "10.1016/j.bmc.2004.11.040",
      "article-title": "Atom, atom-type and total molecular linear indices as a promising approach for bioorganic and medicinal chemistry: Theoretical and experimental assessment of a novel method for virtual screening and rational design of new lead anthelmintic",
      "volume": "13",
      "author": "Marrero-Ponce",
      "year": "2005",
      "journal-title": "Bioorg Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0220",
      "doi-asserted-by": "crossref",
      "first-page": "1293",
      "DOI": "10.1016/j.bmc.2004.11.008",
      "article-title": "Non-stochastic and stochastic linear indices of the 'molecular pseudograph's atom adjacency matrix': Application to 'in silico' studies for the rational discovery of new antimalarial compounds",
      "volume": "13",
      "author": "Marrero-Ponce",
      "year": "2005",
      "journal-title": "Bioorg Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0225",
      "doi-asserted-by": "crossref",
      "first-page": "255",
      "DOI": "10.1007/s00894-005-0024-8",
      "article-title": "Non-stochastic and stochastic linear indices of the molecular pseudograph's atom-adjacency matrix: A novel approach for computational in silico screening and \u201crational\u201d selection of new lead antibacterial agents",
      "volume": "12",
      "author": "Marrero-Ponce",
      "year": "2006",
      "journal-title": "J Mol Model"
    },
    {
      "key": "10.1002/jps.21122_bb0230",
      "doi-asserted-by": "crossref",
      "first-page": "245",
      "DOI": "10.2174/157016305775202955",
      "article-title": "A computer-based approach to the rational discovery of new trichomonacidal drugs by atom-type linear indices",
      "volume": "2",
      "author": "Marrero-Ponce",
      "year": "2005",
      "journal-title": "Curr Drug Discov Technol"
    },
    {
      "key": "10.1002/jps.21122_bb0235",
      "doi-asserted-by": "crossref",
      "first-page": "369",
      "DOI": "10.1007/s10822-005-7575-8",
      "article-title": "3D-chiral atom, atom-type, and total non-stochastic and stochastic molecular linear indices and their applications to central chirality codification",
      "volume": "19",
      "author": "Marrero-Ponce",
      "year": "2005",
      "journal-title": "J Comput Aided Mol Design"
    },
    {
      "key": "10.1002/jps.21122_bb0240",
      "series-title": "Molecular connectivity in structure\u2014Activity analysis",
      "author": "Kier",
      "year": "1986"
    },
    {
      "key": "10.1002/jps.21122_bb0245",
      "doi-asserted-by": "crossref",
      "first-page": "682",
      "DOI": "10.1021/ci015504a",
      "article-title": "Structure/response correlations and similarity/diversity analysis by GETAWAY descriptors. 1. Theory of the novel 3D molecular descriptors",
      "volume": "42",
      "author": "Consonni",
      "year": "2002",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0250",
      "doi-asserted-by": "crossref",
      "first-page": "355",
      "DOI": "10.1023/A:1027284627085",
      "article-title": "New 3D molecular descriptors: The WHIM theory and QSAR applications",
      "volume": "9\u201311",
      "author": "Todeschini",
      "year": "1998",
      "journal-title": "Persp Drug Disc Des"
    },
    {
      "key": "10.1002/jps.21122_bb0255",
      "series-title": "The nature of chemical bond",
      "first-page": "2",
      "author": "Pauling",
      "year": "1939"
    },
    {
      "key": "10.1002/jps.21122_bb0260",
      "doi-asserted-by": "crossref",
      "first-page": "683",
      "DOI": "10.1021/ci00015a005",
      "article-title": "Counts of all walks as atomic and molecular descriptors",
      "volume": "33",
      "author": "Ruecker",
      "year": "1993",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0265",
      "doi-asserted-by": "crossref",
      "first-page": "739",
      "DOI": "10.1021/ci000149u",
      "article-title": "On walks in molecular graphs",
      "volume": "41",
      "author": "Gutman",
      "year": "2001",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0270",
      "doi-asserted-by": "crossref",
      "first-page": "28",
      "DOI": "10.1021/ci980137x",
      "article-title": "Metric validation and the receptor-relevant subspace concept",
      "volume": "39",
      "author": "Pearlman",
      "year": "1999",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0275",
      "doi-asserted-by": "crossref",
      "first-page": "520",
      "DOI": "10.1021/ci00019a008",
      "article-title": "Charge indexes. New topological descriptors",
      "volume": "34",
      "author": "Galvez",
      "year": "1994",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0280",
      "doi-asserted-by": "crossref",
      "first-page": "272",
      "DOI": "10.1021/ci00024a017",
      "article-title": "Topological approach to drug design",
      "volume": "35",
      "author": "G\u00e1lvez",
      "year": "1995",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0285",
      "doi-asserted-by": "crossref",
      "first-page": "476",
      "DOI": "10.1002/jps.2600790604",
      "article-title": "Epithelial transport of drugs in cell culture. I: A model for studying the passive diffusion of drugs over intestinal absorptive (Caco-2) cells",
      "volume": "79",
      "author": "Artursson",
      "year": "1990",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0290",
      "doi-asserted-by": "crossref",
      "first-page": "1553",
      "DOI": "10.1023/A:1018956232628",
      "article-title": "In vitro evaluation of dexamethasone-beta-D-glucuronide for colon-specific drug delivery",
      "volume": "10",
      "author": "Haeberlin",
      "year": "1993",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0295",
      "doi-asserted-by": "crossref",
      "first-page": "387",
      "DOI": "10.1023/A:1016204602471",
      "article-title": "Drug delivery studies in Caco-2 monolayers. Synthesis, hydrolysis, and transport of O-cyclopropane carboxylic acid ester prodrugs of various beta-blocking agents",
      "volume": "12",
      "author": "Hovgaard",
      "year": "1995",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0300",
      "doi-asserted-by": "crossref",
      "first-page": "577",
      "DOI": "10.1021/js960001i",
      "article-title": "Transport of artemisinin and sodium artesunate in Caco-2 intestinal epithelial cells",
      "volume": "85",
      "author": "Augustijns",
      "year": "1996",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0305",
      "doi-asserted-by": "crossref",
      "first-page": "216",
      "DOI": "10.1023/A:1016082829111",
      "article-title": "Comparison of HT29-18-C1 and Caco-2 cell lines as models for studying intestinal paracellular drug absorption",
      "volume": "13",
      "author": "Collett",
      "year": "1996",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0310",
      "doi-asserted-by": "crossref",
      "first-page": "1735",
      "DOI": "10.1023/A:1013378731183",
      "article-title": "In vitro intestinal permeability of factor Xa inhibitors: Influence of chemical structure on passive transport and susceptibility to efflux",
      "volume": "18",
      "author": "Schipper",
      "year": "2001",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0315",
      "doi-asserted-by": "crossref",
      "first-page": "399",
      "DOI": "10.1016/S0223-5234(02)01360-0",
      "article-title": "A comparative study of artificial membrane permeability assay for high throughput profiling of drug absorption potential",
      "volume": "37",
      "author": "Zhu",
      "year": "2002",
      "journal-title": "Eur J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0320",
      "doi-asserted-by": "crossref",
      "first-page": "1175",
      "DOI": "10.1023/A:1026402410783",
      "article-title": "The influence of donor and reservoir additives on Caco-2 permeability and secretory transport of HIV protease inhibitors and other lipophilic compounds",
      "volume": "17",
      "author": "Aungst",
      "year": "2000",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0325",
      "doi-asserted-by": "crossref",
      "first-page": "2511",
      "DOI": "10.1002/jps.10244",
      "article-title": "Kinetic characterization of secretory transport of a new ciprofloxacin derivative (CNV97100) across Caco-2 cell monolayers",
      "volume": "91",
      "author": "Ruiz-Garcia",
      "year": "2002",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0330",
      "doi-asserted-by": "crossref",
      "first-page": "209",
      "DOI": "10.1023/A:1007525616017",
      "article-title": "Atorvastatin transport in the Caco-2 cell model: Contributions of P-glycoprotein and the proton-monocarboxylic acid co-transporter",
      "volume": "17",
      "author": "Wu",
      "year": "2000",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0335",
      "doi-asserted-by": "crossref",
      "first-page": "1168",
      "DOI": "10.1023/A:1026450326712",
      "article-title": "Mechanisms of transport and structure-permeability relationship of sulfasalazine and its analogs in Caco-2 cell monolayers",
      "volume": "17",
      "author": "Liang",
      "year": "2000",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0340",
      "doi-asserted-by": "crossref",
      "first-page": "1456",
      "DOI": "10.1023/A:1007692622216",
      "article-title": "Influence of passive permeability on apparent P-glycoprotein kinetics",
      "volume": "17",
      "author": "Lentz",
      "year": "2000",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0345",
      "doi-asserted-by": "crossref",
      "first-page": "319",
      "DOI": "10.1016/S0939-6411(02)00089-9",
      "article-title": "Effect of bovine serum albumin on drug permeability estimation across Caco-2 monolayers",
      "volume": "54",
      "author": "Saha",
      "year": "2002",
      "journal-title": "Eur J Pharm Biopharm"
    },
    {
      "key": "10.1002/jps.21122_bb0350",
      "doi-asserted-by": "crossref",
      "first-page": "1927",
      "DOI": "10.1021/jm001101a",
      "article-title": "Experimental and computational screening models for the prediction of intestinal drug absorption",
      "volume": "44",
      "author": "Stenberg",
      "year": "2001",
      "journal-title": "J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0355",
      "doi-asserted-by": "crossref",
      "first-page": "595",
      "DOI": "10.1002/jps.2600790710",
      "article-title": "Epithelial transport of drugs in cell culture. II: Effect of extracellular calcium concentration on the paracellular transport of drugs of different lipophilicities across monolayers of intestinal epithelial (Caco-2) cells",
      "volume": "79",
      "author": "Artursson",
      "year": "1990",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0360",
      "doi-asserted-by": "crossref",
      "first-page": "63",
      "DOI": "10.1002/(SICI)1520-6017(200001)89:1<63::AID-JPS7>3.0.CO;2-6",
      "article-title": "Caco-2 versus Caco-2/HT29-MTX co-cultured cell lines: Permeabilities via diffusion, inside- and outside-directed carrier-mediated transport",
      "volume": "89",
      "author": "Hilgendorf",
      "year": "2000",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0365",
      "doi-asserted-by": "crossref",
      "first-page": "726",
      "DOI": "10.1023/A:1011919003030",
      "article-title": "Correlation between oral drug absorption in humans, and apparent drug permeability in TC-7 cells, a human epithelial intestinal cell line: Comparison with the parental Caco-2 cell line",
      "volume": "15",
      "author": "Gres",
      "year": "1998",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0370",
      "unstructured": "STATISTICA version. 6.0 Statsoft I."
    },
    {
      "key": "10.1002/jps.21122_bb0375",
      "doi-asserted-by": "crossref",
      "first-page": "412",
      "DOI": "10.1093/bioinformatics/16.5.412",
      "article-title": "Assessing the accuracy of prediction algorithms for classification: An overview",
      "volume": "16",
      "author": "Baldi",
      "year": "2000",
      "journal-title": "Bioinformatics"
    },
    {
      "key": "10.1002/jps.21122_bb0380",
      "doi-asserted-by": "crossref",
      "first-page": "283",
      "DOI": "10.1016/S0001-2998(78)80014-2",
      "article-title": "Basic principles of ROC analysis",
      "volume": "8",
      "author": "Metz",
      "year": "1978",
      "journal-title": "Sem Nuc Med"
    },
    {
      "key": "10.1002/jps.21122_bb0385",
      "series-title": "Regression diagnostics",
      "author": "Belsey",
      "year": "1980"
    },
    {
      "key": "10.1002/jps.21122_bb0390",
      "doi-asserted-by": "crossref",
      "first-page": "269",
      "DOI": "10.1016/S1093-3263(01)00123-1",
      "article-title": "Beware of q2!",
      "volume": "20",
      "author": "Golbraikh",
      "year": "2002",
      "journal-title": "J Mol Graph Model"
    },
    {
      "key": "10.1002/jps.21122_bb0395",
      "doi-asserted-by": "crossref",
      "first-page": "155",
      "DOI": "10.1007/BF01200821",
      "article-title": "Generalized molecular descriptors",
      "volume": "7",
      "author": "Randic",
      "year": "1991",
      "journal-title": "J Math Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0400",
      "doi-asserted-by": "crossref",
      "first-page": "1837",
      "DOI": "10.1021/ja00526a013",
      "article-title": "BC(DEF) parameters. 1. The intrinsic dimensionality of intermolecular interactions in the liquid state",
      "volume": "102",
      "author": "Cramer",
      "year": "1980",
      "journal-title": "J Am Chem Soc"
    },
    {
      "key": "10.1002/jps.21122_bb0405",
      "doi-asserted-by": "crossref",
      "first-page": "1849",
      "DOI": "10.1021/ja00526a014",
      "article-title": "BC(DEF) parameters. 2. An empirical structure based scheme for the prediction of some physical properties",
      "volume": "102",
      "author": "Cramer",
      "year": "1980",
      "journal-title": "J Am Chem Soc"
    },
    {
      "key": "10.1002/jps.21122_bb0410",
      "doi-asserted-by": "crossref",
      "first-page": "4186",
      "DOI": "10.1021/ja00221a015",
      "article-title": "Molecular modeling of the physical properties of alkanes",
      "volume": "110",
      "author": "Needham",
      "year": "1988",
      "journal-title": "J Am Chem Soc"
    },
    {
      "key": "10.1002/jps.21122_bb0415",
      "series-title": "Factor analysis in chemistry",
      "author": "Malinowski",
      "year": "1980"
    },
    {
      "key": "10.1002/jps.21122_bb0420",
      "series-title": "Theoretical drug design methods",
      "first-page": "188",
      "author": "Franke",
      "year": "1984"
    },
    {
      "key": "10.1002/jps.21122_bb0425",
      "doi-asserted-by": "crossref",
      "first-page": "75",
      "DOI": "10.1021/ci025604w",
      "article-title": "What are the limits of applicability for graph theoretic descriptors in QSPR/QSAR? Modeling dipole moments of aromatic compounds with TOPS-MODE descriptors",
      "volume": "43",
      "author": "Estrada",
      "year": "2003",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0430",
      "doi-asserted-by": "crossref",
      "first-page": "1042",
      "DOI": "10.1021/ci990031h",
      "article-title": "Edge-connectivity Indices in QSPR/QSAR studies. 2. Accounting for Long-range bond contributions",
      "volume": "39",
      "author": "Estrada",
      "year": "1999",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0435",
      "doi-asserted-by": "crossref",
      "first-page": "1037",
      "DOI": "10.1021/ci990030p",
      "article-title": "Edge-connectivity indices in QSPR/QSAR studies. 1. Comparison to other topological indices in QSPR studies",
      "volume": "39",
      "author": "Estrada",
      "year": "1999",
      "journal-title": "J Chem Inf Comput Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0440",
      "doi-asserted-by": "crossref",
      "first-page": "1318",
      "DOI": "10.1021/tx0256432",
      "article-title": "3D-MEDNEs: An alternative \u201cin silico\u201d technique for chemical research in toxicology. 1. Prediction of chemically induced agranulocytosis",
      "volume": "16",
      "author": "Gonz\u00e1lez-D\u00edaz",
      "year": "2003",
      "journal-title": "Chem Res Toxicol"
    },
    {
      "key": "10.1002/jps.21122_bb0445",
      "doi-asserted-by": "crossref",
      "first-page": "308",
      "DOI": "10.1111/1523-1747.ep12260588",
      "article-title": "Depigmenting action of hydroquinone depends on disruption of fundamental cell processes",
      "volume": "82",
      "author": "Penney",
      "year": "1984",
      "journal-title": "J Invest Dermatol"
    },
    {
      "key": "10.1002/jps.21122_bb0450",
      "doi-asserted-by": "crossref",
      "first-page": "807",
      "DOI": "10.1021/js9804011",
      "article-title": "Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 1. Prediction of intestinal absorption",
      "volume": "88",
      "author": "Clark",
      "year": "1999",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0455",
      "doi-asserted-by": "crossref",
      "first-page": "568",
      "DOI": "10.1023/A:1012188625088",
      "article-title": "Polar molecular surface properties predict the intestinal absorption of drugs in humans",
      "volume": "14",
      "author": "Palm",
      "year": "1997",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0460",
      "doi-asserted-by": "crossref",
      "first-page": "1792",
      "DOI": "10.1023/A:1011981317451",
      "article-title": "Linear correlation of the fraction of oral dose absorbed of 64 drugs between humans and rats",
      "volume": "15",
      "author": "Chiou",
      "year": "1998",
      "journal-title": "Pharm Res"
    },
    {
      "key": "10.1002/jps.21122_bb0465",
      "doi-asserted-by": "crossref",
      "first-page": "749",
      "DOI": "10.1002/jps.1031",
      "article-title": "Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors",
      "volume": "90",
      "author": "Zhao",
      "year": "2001",
      "journal-title": "J Pharm Sci"
    },
    {
      "key": "10.1002/jps.21122_bb0470",
      "series-title": "Pharmacological basis of terapeutics",
      "first-page": "1707",
      "article-title": "Design and optimisation of dosage regiments; pharmacokinetic data",
      "author": "Benet",
      "year": "1996"
    },
    {
      "key": "10.1002/jps.21122_bb0475",
      "doi-asserted-by": "crossref",
      "first-page": "3867",
      "DOI": "10.1021/jm000292e",
      "article-title": "Prediction of drug absorption using multivariate statistics",
      "volume": "43",
      "author": "Egan",
      "year": "2000",
      "journal-title": "J Med Chem"
    },
    {
      "key": "10.1002/jps.21122_bb0480",
      "doi-asserted-by": "crossref",
      "first-page": "273",
      "DOI": "10.1023/A:1008192010023",
      "article-title": "Lipophilicity in PK design: Methyl, ethyl, futile",
      "volume": "15",
      "author": "van de Waterbeemd",
      "year": "2001",
      "journal-title": "J Comput Aided Mol Des"
    }
  ],
  "container-title": "Journal of Pharmaceutical Sciences",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.elsevier.com/content/article/PII:S0022354916363146?httpAccept=text/xml",
      "content-type": "text/xml",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://api.elsevier.com/content/article/PII:S0022354916363146?httpAccept=text/plain",
      "content-type": "text/plain",
      "content-version": "vor",
      "intended-application": "text-mining"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2019,
        5,
        2
      ]
    ],
    "date-time": "2019-05-02T12:35:46Z",
    "timestamp": 1556800546000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://linkinghub.elsevier.com/retrieve/pii/S0022354916363146"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2008,
        5
      ]
    ]
  },
  "references-count": 95,
  "journal-issue": {
    "issue": "5",
    "published-print": {
      "date-parts": [
        [
          2008,
          5
        ]
      ]
    }
  },
  "alternative-id": [
    "S0022354916363146"
  ],
  "URL": "http://dx.doi.org/10.1002/jps.21122",
  "relation": {},
  "ISSN": [
    "0022-3549"
  ],
  "subject": [],
  "container-title-short": "Journal of Pharmaceutical Sciences",
  "published": {
    "date-parts": [
      [
        2008,
        5
      ]
    ]
  }
}