Mining a large database for peptidomimetic ring structures using a topological index

Journal of Chemical Information and Computer Sciences

Volumn 39, Issue 3, 1999, Pages 582-586

  Lipkus, Alan H ^a  

^a Chemical Abstracts Service   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000332594     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci980151+     Document Type: Article

References (24)

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9. Even when all the query bonds map onto chain bonds, a query atom could still map onto a ring atom (as long as the query atom can accommodate the two additional substituents needed to form a ring). This kind of ring imbedding, which does not involve any query bonds, is ignored in the RIQI calculation (see ref 1 for further discussion) and is thus of no interest here. To ensure that structures showing only this kind of ring imbedding were rejected at the search stage, atoms in S1(all-chain) were allowed to match ring, as well as chain, atoms in the file structure.
10. It was found necessary to break this search into several smaller searches in order not to exceed certain limits imposed by the online system. This was done primarily by using screens to search separately over ranges of carbon numbers and, to a lesser extent, ranges of Registry Numbers. Screens were also used to exclude certain unwanted substance categories: structures containing metal atoms, structures representing the monomer of a homopolymer, and substances consisting of two or more components, e.g., mixtures.
11. The exception is when S1 closes to form a nine-membered cycle, in which case there are at least three possible mappings. Each of the mappings, however, leads to the same value for the RIQI.
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