Three‐Dimensional Chemical Structure Search Using the Conformational Code for Organic Molecules (CCOM) Program
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- Hiroshi Izumi
- National Institute of Advanced Industrial Science and Technology (AIST) Tsukuba Ibaraki Japan
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- Laurence A. Nafie
- Department of Chemistry Syracuse University Syracuse New York USA
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- Rina K. Dukor
- BioTools Inc. Jupiter Florida USA
書誌事項
- 公開日
- 2016-04-04
- 資源種別
- journal article
- 権利情報
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- http://onlinelibrary.wiley.com/termsAndConditions#vor
- DOI
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- 10.1002/chir.22596
- 公開者
- Wiley
この論文をさがす
説明
<jats:title>Abstract</jats:title><jats:p>Searching the 3D structural fragments of organic molecules is challenging because of structural differences between X‐ray and theoretically calculated geometries and the conformational flexibility of substituents. The codification program called Conformational Code for Organic Molecules (CCOM) can be used to unambiguously convert 3D conformational data for various molecules to 1D data. Two deviations from Rule E‐5.6 of the International Union of Pure and Applied Chemistry (IUPAC) Rules for Nomenclature of Organic Chemistry were introduced to the CCOM program for 3D fragment searching. First, the search for the highest priority atom was limited to a distance of two bonds from the center bond for dihedral angle determination. Second, for indistinguishable atoms in experimentally observed solution structures, the smallest number of atom index in the molecular model was chosen as the priority atom for dihedral angle determination. A search of the 3D conformational fragment <jats:bold><jats:italic>mb</jats:italic>_3a6c4c</jats:bold> of mevastatin (<jats:bold>1</jats:bold>) in combination with the SMiles ARbitrary Target Specification (SMARTS) description suggested that a change in the conformation of this fragment may be the driving force for dissociation of mevastatin from its target protein. <jats:italic>Chirality 28:370–375, 2016</jats:italic>. © 2016 Wiley Periodicals, Inc.</jats:p>
収録刊行物
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- Chirality
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Chirality 28 (5), 370-375, 2016-04-04
Wiley
