Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment. 12. structure-activity relationships associated with 4-fluoro-6-azaindole derivatives leading to the identification of 1-(4-benzoylpiperazin-1-yl)-2-(4-fluoro-7-[1,2,3]triazol-1-yl-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (BMS-585248) was written by Regueiro-Ren, Alicia;Xue, Qiufen M.;Swidorski, Jacob J.;Gong, Yi-Fei;Mathew, Marina;Parker, Dawn D.;Yang, Zheng;Eggers, Betsy;D’Arienzo, Celia;Sun, Yongnian;Malinowski, Jacek;Gao, Qi;Wu, Dedong;Langley, David R.;Colonno, Richard J.;Chien, Caly;Grasela, Dennis M.;Zheng, Ming;Lin, Pin-Fang;Meanwell, Nicholas A.;Kadow, John F.. And the article was included in Journal of Medicinal Chemistry in 2013.Computed Properties of C5H2BrFN2O2 This article mentions the following:
A series of highly potent HIV-1 attachment inhibitors with 4-fluoro-6-azaindole core heterocycles that target the viral envelope protein gp120 has been prepared Substitution in the 7-position of the azaindole core with amides, C-linked heterocycles, and N-linked heterocycles provided compounds with subnanomolar potency in a pseudotype infectivity assay and good pharmacokinetic profiles in vivo. A predictive model was developed from the initial SAR in which the potency of the analogs correlated with the ability of the substituent in the 7-position of the azaindole to adopt a coplanar conformation by either forming internal hydrogen bonds or avoiding repulsive substitution patterns. Compound I (BMS-585248) exhibited much improved in vitro potency and pharmacokinetic properties than the previous clin. candidate BMS-488043 (II). The predicted low clearance in humans, modest protein binding, and good potency in the presence of 40% human serum for I led to its selection for human clin. studies. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-fluoro-3-nitropyridine (cas: 652160-72-0Computed Properties of C5H2BrFN2O2).
2-Bromo-5-fluoro-3-nitropyridine (cas: 652160-72-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Computed Properties of C5H2BrFN2O2