Add time:08/11/2019         Source:sciencedirect.com

SummaryThe dioxypyrimidine ring of 5,6-substituted 1-[(2-hydroxyethoxy)methyl]uracils is an extended ‘partial π system’ with ring distortion. PM3-MM+ geometry optimization suggested a lipophilic ‘butterfly-like’ orientation which was also found in other non-nucleoside inhibitors that interact with the HIV-1 reverse transcriptase. Multivariate QSAR has shown that discrimination between the antiviral response and undesired cytotoxicity is possible. Related to the C-6 thiophenyl ring substituents and to modifications at the C-5 position, the antiviral response depends on hydrogen-bonding forces, steric parameters, and electronic properties. The cytotoxicity depends on the lipophilicity and steric parameters.

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