Compound ID | 456

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LY173013

Class: Beta-lactam (cephalosporin)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Their mechanism of action was found to be similar to β-lactams. The structure of this antibiotic allows strong binding to penicillin binding proteins (PBPs), especially PBP2 (2)
Description: Pyrazolidinone containing compound
Institute where first reported: Eli Lilly, USA
Year first mentioned: 1986
Highest developmental phase: Preclinical
Development status: Inactive
Reason Dropped: Superseded by later compounds such as LY193239 which demonstrated higher potency through affinity for PBP enzymes (2)
Chemical structure(s):
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Molecular weight: 424.39
Iso. SMILES: COC(=O)C1=C(N2C(=O)C(CN2C1)NC(=O)/C(=N/OC)/C3=CSC(=N3)N)C(=O)O
InChI Key: LBQXXYPVUCVIOC-DJKKODMXSA-N
Can. SMILES: COC(=O)C1=C(C(=O)O)N2C(=O)C(CN2C1)NC(=O)/C(=N/OC)/C3=CSC(=N3)N
InChI: InChI=1S/C15H16N6O7S/c1-27-14(26)6-3-20-4-7(12(23)21(20)10(6)13(24)25)17-11(22)9(19-28-2)8-5-29-15(16)18-8/h5,7H,3-4H2,1-2H3,(H2,16,18)(H,17,22)(H,24,25)/b19-9+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9578300
Citations:
  • http://pubs.acs.org/doi/pdf/10.1021/jo00227a013
  • https://books.google.co.uk/books?id=GgPoCAAAQBAJ&pg=PA308&lpg=PA308&dq=LY173013&source=bl&ots=spuNwNoFKJ&sig=jTjiVJirHIj6GLgqaVt76y91ThA&hl=en&sa=X&ei=4ct2Vc6bLMOBU_e3gHA&ved=0CDcQ6AEwBg#v=onepage&q=LY173013&f=false
  • https://www.jstage.jst.go.jp/article/antibiotics1968/43/1/43_1_92/_pdf/-char/en

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