Summary information and primary citation

PDB-id
4ioa; SNAP-derived features in text and JSON formats; DNAproDB
Class
ribosome-ribosome inhibitor
Method
X-ray (3.2 Å)
Summary
Crystal structure of compound 4e bound to large ribosomal subunit (50s) from deinococcus radiodurans
Reference
Magee TV, Han S, McCurdy SP, Nguyen TT, Granskog K, Marr ES, Maguire BA, Huband MD, Chen JM, Subashi TA, Shanmugasundaram V (2013): "Novel 3-O-carbamoyl erythromycin A derivatives (carbamolides) with activity against resistant staphylococcal and streptococcal isolates." Bioorg.Med.Chem.Lett., 23, 1727-1731. doi: 10.1016/j.bmcl.2013.01.067.
Abstract
A novel series of 3-O-carbamoyl erythromycin A derived analogs, labeled carbamolides, with activity versus resistant bacterial isolates of staphylococci (including macrolide and oxazolidinone resistant strains) and streptococci are reported. An (R)-2-aryl substituent on a pyrrolidine carbamate appeared to be critical for achieving potency against resistant strains. Crystal structures showed a distinct aromatic interaction between the (R)-2-aryl (3-pyridyl for 4d) substituent on the pyrrolidine and G2484 (G2505, Escherichia coli) of the Deinococcus radiodurans 50S ribosome (3.2Å resolution).

Cartoon-block schematics in six views (download the tarball)

PyMOL session file Download PDB file View in 3Dmol.js