Computed Properties of C4H6O3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis, X-ray Analysis, and Biological Evaluation of a New Class of Stereopure Lactam-Based HIV-1 Protease Inhibitors. Author is Wu, Xiongyu; Oehrngren, Per; Joshi, Advait A.; Trejos, Alejandro; Persson, Magnus; Arvela, Riina K.; Wallberg, Hans; Vrang, Lotta; Rosenquist, Aasa; Samuelsson, Bertil B.; Unge, Johan; Larhed, Mats.
In an effort to identify a new class of druglike HIV-1 protease inhibitors, stereopure β-hydroxy γ-lactam-containing inhibitors I (X = CH2, CH2CH2; R = H, Br, 2-pyridyl, 3-pyridyl, 4-pyridyl) have been synthesized and biol. evaluated. Three of these compounds were also cocrystd. with HIV-1 protease. The impact of the tether length of the central spacer (two or three carbons) was investigated. The compound I (X = CH2; R = Br) with a shorter tether and (3R,4S) absolute configuration exhibited high activity with a Ki of 2.1 nM and an EC50 of 0.64 μM. Further optimization by decoration of the P1′ side chain furnished an even more potent HIV-1 protease inhibitor (3R,4S)-I (X = CH2; R = 3-pyridyl) (Ki = 0.8 nM, EC50 = 0.04 μM). According to X-ray anal., this new class of inhibitors did not fully succeed in forming two sym. hydrogen bonds to the catalytic aspartates. The crystal structures of the complexes further explain the difference in potency between the shorter inhibitors (two-carbon spacer) and the longer inhibitors (three-carbon spacer).
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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem