Compound ID | 457

Update compound information

LY186826

Class: Beta-lactam

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Binds to penicillin binding proteins (PBPs), especially PBP2; PBP2 inhibitor
Description: Bicyclic pyrazolidinone scaffold; derivative of LY173013
Institute where first reported: Eli Lilly, US
Year first mentioned: 1986
Development status: Experimental
Reason dropped: Superseded by later compounds such as LY193239 which demonstrated higher potency through affinity for PBP enzymes
Chemical structure(s):
Click here for structure editor
Molecular weight: 408.39
Iso. SMILES: CC(=O)C1=C(N2C(=O)C(CN2C1)NC(=O)/C(=N/OC)/C3=CSC(=N3)N)C(=O)O
InChI Key: IZZDXJHOVYWBDZ-VXLYETTFSA-N
Can. SMILES: CC(=O)C1=C(C(=O)O)N2C(=O)C(CN2C1)NC(=O)/C(=N/OC)/C3=CSC(=N3)N
InChI: InChI=1S/C15H16N6O6S/c1-6(22)7-3-20-4-8(13(24)21(20)11(7)14(25)26)17-12(23)10(19-27-2)9-5-28-15(16)18-9/h5,8H,3-4H2,1-2H3,(H2,16,18)(H,17,23)(H,25,26)/b19-10+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6918048
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

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.