Compound ID | 1963

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Gloximonam

Synonym(s): SQ 82531

Class: Beta-lactam

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. 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; PBP inhibitor
Target Pathogen: 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: Experimental
Chemical structure(s):
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Molecular weight: 471.49
Iso. 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 Key: QPWVHJDIDXILDG-SSUKDTCJSA-N
Can. 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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5492073
Guide to Pharmacology: gloximonam
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/
  • http://cmdr.ubc.ca/bobh/wp-content/uploads/2017/01/BC-Schurek-2012.pdf

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