Compound ID | 299

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L-695256

Synonym(s): L-695,256

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus
Description: Carbapenem type; ; demonstrates activity greater than that of imipenem and vancomycin against MRSA; Rylander M, Rollof J and Norrby SR. In vitro activity of L-695256, a carbapenem active against multiply resistant Gram -positives. 34th-Intersci-Conf-Antimicrobial-Agents-Chemother 1994; 126.
Institute where first reported: Merck & Co., USA
Year first mentioned: 1994
Development status: Experimental
Chemical structure(s):
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Molecular weight: 469.49
Iso. SMILES: C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)[O-])C3=CC4=C(C=C3)C(=O)C5=C4C=CC(=C5)CN6C=C[N+](=C6)C)O
InChI Key: ZPXTVRPOCJUEHR-BQKRCXSJSA-N
Can. SMILES: C[C@H]([C@@H]1[C@H]2CC(=C(C(=O)[O-])N2C1=O)C3=CC4=C(C=C3)C(=O)C5=CC(=CC=C45)CN6C=C[N+](=C6)C)O
InChI: InChI=1S/C27H23N3O5/c1-14(31)23-22-11-19(24(27(34)35)30(22)26(23)33)16-4-6-18-20(10-16)17-5-3-15(9-21(17)25(18)32)12-29-8-7-28(2)13-29/h3-10,13-14,22-23,31H,11-12H2,1-2H3/t14-,22-,23-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9890833
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC162561/pdf/390462.pdf
  • https://journals.asm.org/doi/10.1128/aac.39.5.1178?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed

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