DOI: 10.1002/cmdc.200900374. The hERG Potassium Channel and Drug Trapping: Insight from Docking Studies with Propafenone Derivatives

The hERG Potassium Channel and Drug Trapping: Insight from Docking Studies with Propafenone Derivatives

10.1002/cmdc.200900374

Crossref journal-article

Wiley

ChemMedChem (311)

Abstract

AbstractThe inner cavity of the hERG potassium ion channel can accommodate large, structurally diverse compounds that can be trapped in the channel by closure of the activation gate. A small set of propafenone derivatives was synthesized, and both use‐dependency and recovery from block were tested in order to gain insight into the behavior of these compounds with respect to trapping and non‐trapping. Ligand–protein docking into homology models of the closed and open state of the hERG channel provides the first evidence for the molecular basis of drug trapping.

Bibliography

Thai, K., Windisch, A., Stork, D., Weinzinger, A., Schiesaro, A., Guy, R. H., Timin, E. N., Hering, S., & Ecker, G. F. (2010). The hERG Potassium Channel and Drug Trapping: Insight from Docking Studies with Propafenone Derivatives. ChemMedChem, 5(3), 436â442. Portico.

Authors 9

Khac‐Minh Thai (first)
Andreas Windisch (additional)
Daniela Stork (additional)
Anna Weinzinger (additional)
Andrea Schiesaro (additional)
Robert H. Guy (additional)
Eugen N. Timin (additional)
Steffen Hering (additional)
Gerhard F. Ecker (additional)

References 46 Referenced 16

10.1038/nrd1108
10.1016/j.tips.2005.01.003
10.1002/med.20019
10.1016/j.vascn.2005.07.003
10.1038/nature04710
10.1002/cmdc.200700264
10.2174/092986707782794087
10.2174/156802608785700061
10.1016/S1359-6446(04)03278-7
10.1021/jm060076r
10.1021/jm060379l
10.1021/jm0205651
10.1073/pnas.210244497
10.1124/mol.105.020990
10.1038/sj.bjp.0707356
10.1124/mol.104.001743
10.1085/jgp.115.3.229
10.1021/tx800035b
{'key': 'e_1_2_6_19_2', 'first-page': '1331', 'volume': '94', 'author': 'Windisch A.', 'year': '2008', 'journal-title': 'Biophys. J.'} / Biophys. J. by Windisch A. (2008)
10.1021/jm00014a031
10.1002/ardp.19943271104
{'key': 'e_1_2_6_22_2', 'first-page': '627', 'volume': '64', 'author': 'Prets S.', 'year': '1996', 'journal-title': 'Sci. Pharm.'} / Sci. Pharm. by Prets S. (1996)
10.1529/biophysj.106.097360
10.1254/jphs.08102FP
10.1038/35102009
10.1016/j.bmc.2005.12.032
10.1124/jpet.105.093393
10.1016/S0008-6363(02)00726-5
10.1007/s002100000392
10.1038/sj.bjp.0704784
10.1124/jpet.103.057844
10.1016/j.bbrc.2006.03.146
10.1124/mol.106.026203
10.1016/S0960-894X(03)00196-3
10.1016/j.febslet.2005.04.039
10.1016/j.bmcl.2005.01.008
10.1016/j.bbrc.2007.02.068
10.1021/ci050450g
10.1002/prot.21400
10.1002/jcc.20842
10.1016/j.bmc.2008.01.017
10.1111/j.1747-0285.2008.00705.x
10.1007/s00424-006-0125-y
10.1186/1471-2210-7-S2-A13
Sybyl 2007: Computational Informatics Software for Molecular Modelers Tripos L.P. St. Louis MO (USA) http://tripos.com/.
MOE 2007.02: Chemical Computing Group Inc. Montreal H3A 2R7 (Canada) http://www.chemcomp.com.

Dates

Type	When
Created	15 years, 6 months ago (Feb. 9, 2010, 1:05 p.m.)
Deposited	1 year, 10 months ago (Oct. 11, 2023, 1:11 p.m.)
Indexed	1 year, 10 months ago (Oct. 15, 2023, 8:55 p.m.)
Issued	15 years, 6 months ago (Feb. 19, 2010)
Published	15 years, 6 months ago (Feb. 19, 2010)
Published Online	15 years, 6 months ago (Feb. 19, 2010)
Published Print	15 years, 6 months ago (March 1, 2010)

Funders 0

None

BibTeX

@article{Thai_2010, title={The hERG Potassium Channel and Drug Trapping: Insight from Docking Studies with Propafenone Derivatives}, volume={5}, ISSN={1860-7187}, url={http://dx.doi.org/10.1002/cmdc.200900374}, DOI={10.1002/cmdc.200900374}, number={3}, journal={ChemMedChem}, publisher={Wiley}, author={Thai, Khac‐Minh and Windisch, Andreas and Stork, Daniela and Weinzinger, Anna and Schiesaro, Andrea and Guy, Robert H. and Timin, Eugen N. and Hering, Steffen and Ecker, Gerhard F.}, year={2010}, month=feb, pages={436–442} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2023,
        10,
        16
      ]
    ],
    "date-time": "2023-10-16T00:55:29Z",
    "timestamp": 1697417729536
  },
  "reference-count": 46,
  "publisher": "Wiley",
  "issue": "3",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2010,
            2,
            9
          ]
        ],
        "date-time": "2010-02-09T00:00:00Z",
        "timestamp": 1265673600000
      },
      "content-version": "vor",
      "delay-in-days": 0,
      "URL": "http://onlinelibrary.wiley.com/termsAndConditions#vor"
    }
  ],
  "content-domain": {
    "domain": [
      "chemistry-europe.onlinelibrary.wiley.com"
    ],
    "crossmark-restriction": true
  },
  "published-print": {
    "date-parts": [
      [
        2010,
        3
      ]
    ]
  },
  "abstract": "<jats:title>Abstract</jats:title><jats:p><jats:italic>The inner cavity of the hERG potassium ion channel can accommodate large, structurally diverse compounds that can be trapped in the channel by closure of the activation gate. A small set of propafenone derivatives was synthesized, and both use\u2010dependency and recovery from block were tested in order to gain insight into the behavior of these compounds with respect to trapping and non\u2010trapping. Ligand\u2013protein docking into homology models of the closed and open state of the hERG channel provides the first evidence for the molecular basis of drug trapping.</jats:italic></jats:p>",
  "DOI": "10.1002/cmdc.200900374",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2010,
        2,
        9
      ]
    ],
    "date-time": "2010-02-09T18:05:49Z",
    "timestamp": 1265738749000
  },
  "page": "436-442",
  "update-policy": "http://dx.doi.org/10.1002/crossmark_policy",
  "source": "Crossref",
  "is-referenced-by-count": 16,
  "title": "The hERG Potassium Channel and Drug Trapping: Insight from Docking Studies with Propafenone Derivatives",
  "prefix": "10.1002",
  "volume": "5",
  "author": [
    {
      "given": "Khac\u2010Minh",
      "family": "Thai",
      "sequence": "first",
      "affiliation": []
    },
    {
      "given": "Andreas",
      "family": "Windisch",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Daniela",
      "family": "Stork",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Anna",
      "family": "Weinzinger",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Andrea",
      "family": "Schiesaro",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Robert\u2005H.",
      "family": "Guy",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Eugen\u2005N.",
      "family": "Timin",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Steffen",
      "family": "Hering",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Gerhard\u2005F.",
      "family": "Ecker",
      "sequence": "additional",
      "affiliation": []
    }
  ],
  "member": "311",
  "published-online": {
    "date-parts": [
      [
        2010,
        2,
        19
      ]
    ]
  },
  "reference": [
    {
      "key": "e_1_2_6_1_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/nrd1108"
    },
    {
      "key": "e_1_2_6_2_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.tips.2005.01.003"
    },
    {
      "key": "e_1_2_6_3_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/med.20019"
    },
    {
      "key": "e_1_2_6_4_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.vascn.2005.07.003"
    },
    {
      "key": "e_1_2_6_5_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/nature04710"
    },
    {
      "key": "e_1_2_6_6_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/cmdc.200700264"
    },
    {
      "key": "e_1_2_6_7_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.2174/092986707782794087"
    },
    {
      "key": "e_1_2_6_8_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.2174/156802608785700061"
    },
    {
      "key": "e_1_2_6_9_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S1359-6446(04)03278-7"
    },
    {
      "key": "e_1_2_6_10_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jm060076r"
    },
    {
      "key": "e_1_2_6_11_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jm060379l"
    },
    {
      "key": "e_1_2_6_12_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jm0205651"
    },
    {
      "key": "e_1_2_6_13_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1073/pnas.210244497"
    },
    {
      "key": "e_1_2_6_14_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1124/mol.105.020990"
    },
    {
      "key": "e_1_2_6_15_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/sj.bjp.0707356"
    },
    {
      "key": "e_1_2_6_16_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1124/mol.104.001743"
    },
    {
      "key": "e_1_2_6_17_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1085/jgp.115.3.229"
    },
    {
      "key": "e_1_2_6_18_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/tx800035b"
    },
    {
      "key": "e_1_2_6_19_2",
      "first-page": "1331",
      "volume": "94",
      "author": "Windisch A.",
      "year": "2008",
      "journal-title": "Biophys. J."
    },
    {
      "key": "e_1_2_6_20_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jm00014a031"
    },
    {
      "key": "e_1_2_6_21_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ardp.19943271104"
    },
    {
      "key": "e_1_2_6_22_2",
      "first-page": "627",
      "volume": "64",
      "author": "Prets S.",
      "year": "1996",
      "journal-title": "Sci. Pharm."
    },
    {
      "key": "e_1_2_6_23_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1529/biophysj.106.097360"
    },
    {
      "key": "e_1_2_6_24_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1254/jphs.08102FP"
    },
    {
      "key": "e_1_2_6_25_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/35102009"
    },
    {
      "key": "e_1_2_6_26_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bmc.2005.12.032"
    },
    {
      "key": "e_1_2_6_27_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1124/jpet.105.093393"
    },
    {
      "key": "e_1_2_6_28_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0008-6363(02)00726-5"
    },
    {
      "key": "e_1_2_6_29_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1007/s002100000392"
    },
    {
      "key": "e_1_2_6_30_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/sj.bjp.0704784"
    },
    {
      "key": "e_1_2_6_31_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1124/jpet.103.057844"
    },
    {
      "key": "e_1_2_6_32_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bbrc.2006.03.146"
    },
    {
      "key": "e_1_2_6_33_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1124/mol.106.026203"
    },
    {
      "key": "e_1_2_6_34_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0960-894X(03)00196-3"
    },
    {
      "key": "e_1_2_6_35_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.febslet.2005.04.039"
    },
    {
      "key": "e_1_2_6_36_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bmcl.2005.01.008"
    },
    {
      "key": "e_1_2_6_37_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bbrc.2007.02.068"
    },
    {
      "key": "e_1_2_6_38_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ci050450g"
    },
    {
      "key": "e_1_2_6_39_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/prot.21400"
    },
    {
      "key": "e_1_2_6_40_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/jcc.20842"
    },
    {
      "key": "e_1_2_6_41_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bmc.2008.01.017"
    },
    {
      "key": "e_1_2_6_42_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1747-0285.2008.00705.x"
    },
    {
      "key": "e_1_2_6_43_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1007/s00424-006-0125-y"
    },
    {
      "key": "e_1_2_6_44_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1186/1471-2210-7-S2-A13"
    },
    {
      "key": "e_1_2_6_45_2",
      "unstructured": "Sybyl\u20052007: Computational Informatics Software for Molecular Modelers Tripos L.P. St.\u2005Louis MO (USA) http://tripos.com/."
    },
    {
      "key": "e_1_2_6_46_2",
      "unstructured": "MOE\u20052007.02: Chemical Computing Group Inc. Montreal H3A\u20052R7 (Canada) http://www.chemcomp.com."
    }
  ],
  "container-title": "ChemMedChem",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcmdc.200900374",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "http://onlinelibrary.wiley.com/wol1/doi/10.1002/cmdc.200900374/fullpdf",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        10,
        11
      ]
    ],
    "date-time": "2023-10-11T17:11:57Z",
    "timestamp": 1697044317000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cmdc.200900374"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2010,
        2,
        19
      ]
    ]
  },
  "references-count": 46,
  "journal-issue": {
    "issue": "3",
    "published-print": {
      "date-parts": [
        [
          2010,
          3
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1002/cmdc.200900374"
  ],
  "URL": "http://dx.doi.org/10.1002/cmdc.200900374",
  "relation": {},
  "ISSN": [
    "1860-7179",
    "1860-7187"
  ],
  "subject": [],
  "container-title-short": "ChemMedChem",
  "published": {
    "date-parts": [
      [
        2010,
        2,
        19
      ]
    ]
  },
  "assertion": [
    {
      "value": "2009-09-04",
      "order": 0,
      "name": "received",
      "label": "Received",
      "group": {
        "name": "publication_history",
        "label": "Publication History"
      }
    },
    {
      "value": "2010-02-19",
      "order": 2,
      "name": "published",
      "label": "Published",
      "group": {
        "name": "publication_history",
        "label": "Publication History"
      }
    }
  ]
}