Tariq Mahmood Babar

Identification of Novel Urease Inhibitors by High-Throughput Virtual and in Vitro Screening

Ureases are important in both agriculture and human health. Bacterial ureases are directly involved in many farm-field problems and pathological conditions. Here, we report a structure-based virtual screening of an in-house compound bank of about 6000 molecular entities by computational docking and binding free energy calculations followed by in vitro screening. Applied protocol leads to the identification of novel urease inhibitors, which can serve as starting points for structural optimization.

3-(3-Bromo­benz­yl)isoquinolin-1(2H)-one

In the title compound, C16H12BrNO, the ring systems subtend an interplanar dihedral angle of 75.95 (3)°. In the crystal packing, molecules are linked to form centrosymmetric pairs by pairs of classical N—H⋯O hydrogen bonds.

3-(3-Bromo­benz­yl)-1H-isochromen-1-one

In the title compound, C16H11BrO2, the isocoumarin ring system is planar (r.m.s. deviation = 0.015 Å) and subtends a dihedral angle of 88.90 (2)° with the bromobenzene ring. In the crystal, molecules are linked, forming a three-dimensional packing pattern involving C—H⋯O interactions, Br⋯O contacts [3.4734 (10) Å] and π–π stacking interactions with centroid–centroid distances ranging from 3.667 (2) to 3.765 (2) Å.

3-(3-Fluoro-benz-yl)isochroman-1-one.

In the molecule of the title compound, C16H13FO2, the aromatic rings are oriented at a dihedral angle of 74.46 (4)°. The heterocyclic ring adopts a twisted conformation. In the crystal structure, there is a weak C—H⋯π interaction.

Methyl 2,5-dichloro-benzoate.

In the molecule of the title compound, C8H6Cl2O2, the benzene ring is oriented with respect to the planar ester group at a dihedral angle of 39.22 (3)°.

3-Benzyl­isochroman-1-one

In the mol-ecule of the title compound, C(16)H(14)O(2), the aromatic rings are oriented at a dihedral angle of 78.49 (3)°. The heterocyclic ring adopts a twist conformation. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into chains along the c axis.

3-(3-Fluoro­benz­yl)-1H-isochromen-1-one

The asymmetric unit of the title compound, C16H11FO2, contains two independent molecules. The isochromene ring systems are planar and are oriented with respect to the fluorobenzene rings at dihedral angles of 87.15 (3) and 87.85 (3)° in the two molecules.

2-(2-Fluoro­benzoyl­meth­yl)benzoic acid

In the title compound, C15H11FO3, the aromatic rings are oriented at a dihedral angle of 69.26 (3)°. In the crystal structure, inversion dimers arise from pairs of intermolecular O—H⋯O hydrogen bonds, and C—H⋯O hydrogen bonds further consolidate the packing. There are also C—H⋯π contacts between the benzoic acid and 2-fluorobenzene rings.