Gloximonam

Synonym(s): SQ 82531

Class: Beta-lactam (monobactam, oxymazins)

Spectrum of activity:	Gram-negative
Details of activity:	Binds to bacterial penicillin-binding proteins (PBP) with high affinity for PBP 3 and mild affinity for PBP 1a and interferes with bacterial cell wall integrity and synthesis. It is active against gram-negative bacteria including many metallo-beta-lactamase producing strains.
Description:	Synthetic monobactam. Ester of Oximonam. Oral bioavailability
Year first mentioned:	1985
Development status:	Inactive

Chemical structure(s):
Canonical SMILES:	C[C@H]1[C@@H](C(=O)N1OCC(=O)OCC(=O)OC(C)(C)C)NC(=O)/C(=N\OC)/C2=CSC(=N2)N
Isomeric SMILES:	C[C@H]1[C@@H](C(=O)N1OCC(=O)OCC(=O)OC(C)(C)C)NC(=O)/C(=N\OC)/C2=CSC(=N2)N
InChI:	InChI=1S/C18H25N5O8S/c1-9-13(21-15(26)14(22-28-5)10-8-32-17(19)20-10)16(27)23(9)30-7-11(24)29-6-12(25)31-18(2,3)4/h8-9,13H,6-7H2,1-5H3,(H2,19,20)(H,21,26)/b22-14-/t9-,13-/m0/s1
InChI Key:	QPWVHJDIDXILDG-SSUKDTCJSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5492073

External links:
Guide to Pharmacology:	gloximonam
Main Source:	http://cmdr.ubc.ca/bobh/wp-content/uploads/2017/01/BC-Schurek-2012.pdf
Citations:	https://academic.oup.com/jac/article/17/3/303/701792?login=true https://academic.oup.com/jac/article-abstract/17/3/303/701792?redirectedFrom=fulltext&login=false https://pubmed.ncbi.nlm.nih.gov/3360965/