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The structures of N,N′-dimethylpiperazine and N-methyl-4-methyl-4-fluoropiperidine were constructed from the standard fragment library in the Sybyl package (Tripos Inc., St. Louis, Missouri). Optimization was carried out with the AM1 Hamiltonian using the eigenvector following algorithm and precise convergence criteria in MOPAC 6 (Stewart, J. J. P. QCPE #455). Partial charges were calculated for the optimized structures using the ESP method and the electrostatic potential regenerated from these charges classically to produce the contours shown in Figure 1.
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Shashidhar, N.R.3
Spangler, D.P.4
Snyder, J.P.5
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56
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0344535984
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note
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The binding mode of 25 and other (2-fluoropropyl)piperazines is likely to be more similar to a recently disclosed series of reversed piperidines than the piperazines based on 3: Ladduwahetty, T. Presented at Trends In Medicinal Chemistry, Society for Medicines Research, December 3, 1998, London, U.K.
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