Compound ID | 381

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RU44790

Class: Beta-lactam (monocarbam)

Spectrum of activity: Gram-positive
Details of activity: This exhibited no activity against Pseudomonas aeruginosa but demonstrated good activity against Klebsiella pneumoniae, Haemophilus influenzae, Morganella morganii and Proteus vulgaris.
Institute where first reported: Aventis (Sanofi Aventis, France)
Year first mentioned: 1986
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: No further documentation after 1992 (reference) which states pharmokinetics and trials needed- paper compares with aztreonam. It has very little activity against Gram positive bacteria but is stable against many derepressed chromosomal and plasmid encoded β-lactamases. Possibly not non-inferior to existing antibiotics or want of Gram positive efficient antibiotics at the time.
Chemical structure(s):
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Molecular weight: 453.41
Iso. SMILES: C1CC(C1)(C(=O)O)O/N=C(\C2=CSC(=N2)N)/C(=O)N[C@H]3[C@H](N(C3=O)C4=NNN=N4)CF
InChI Key: NKFCKCUQAPRRBR-SHXIHPCNSA-N
Can. SMILES: C1CC(C1)(C(=O)O)O/N=C(\C2=CSC(=N2)N)/C(=O)N[C@H]3[C@@H](CF)N(C3=O)C4=NNN=N4
InChI: InChI=1S/C15H16FN9O5S/c16-4-7-9(11(27)25(7)14-20-23-24-21-14)19-10(26)8(6-5-31-13(17)18-6)22-30-15(12(28)29)2-1-3-15/h5,7,9H,1-4H2,(H2,17,18)(H,19,26)(H,28,29)(H,20,21,23,24)/b22-8+/t7-,9+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9578282
Citations:
  • http://www.ncbi.nlm.nih.gov/pmc/articles/PMC192042/

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