Compound ID | 1964

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Oximonam

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; it is active against Gram-negative bacteria including many metallo-beta-lactamase producing strains
Description: Synthetic monobactam
Year first mentioned: 1985
Development status: Experimental
Chemical structure(s):
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Molecular weight: 357.34
Iso. SMILES: C[C@H]1[C@@H](C(=O)N1OCC(=O)O)NC(=O)/C(=N\OC)/C2=CSC(=N2)N
InChI Key: FJKOYBHMMTVFHK-TWYJFGHKSA-N
Can. SMILES: C[C@H]1[C@@H](C(=O)N1OCC(=O)O)NC(=O)/C(=N\OC)/C2=CSC(=N2)N
InChI: InChI=1S/C12H15N5O6S/c1-5-8(11(21)17(5)23-3-7(18)19)15-10(20)9(16-22-2)6-4-24-12(13)14-6/h4-5,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)/b16-9-/t5-,8-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9690097
Guide to Pharmacology: oximonam
Citations:
  • https://academic.oup.com/jac/article/17/3/303/701792?login=true
  • 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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