Submission Details
Molecule(s):
O=C(O)c1c[nH]c2cc(F)ccc2c1=O
O=C(O)c1c[nH]c2c(F)c(F)c(F)cc2c1=O
Design Rationale:
This is a quinolone derivative. The synthesis precursors are easy to find. Own experience: I used quinolone compounds to interfere with the HIV-1 integrase metal co-factor. The mechanism is like chelation. Fluoroquinolones are well-known anti-biotics too Aim of the compound: non-covalently bind to the S of Cys145. Chemistry rational: The two carbonyls are used to trap the nucleophilic Sulfur. They are made electrophilic from the F high electronegativity on the aromatic nucleus drag electron density toward it. The aromatic center is in a single plan. Additionally, the carboxylic acid on the side will be negatively charged at physiological pH. The electron density of the carbonyl double bond will be spread (and rotation along the Arom-Alyphatic bond as no impact on the aim of the compound. Also, this Y shape with O's can be a second site to trap the S.
Other Notes:
Other quinolone derivatives could work