Compound ID | 356

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ME1228 (sulphur analogue of OCP9176)

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Klebsiella pneumoniae, Proteus mirabilis and Pseudomonas aeruginosa
Institute where first reported: Meiji Seika Kaisha (Meiji Seika Pharma., Japan)
Year first mentioned: 1987
Highest development stage: Phase 2
Development status: Inactive
Chemical structure(s):
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Molecular weight: 592.67
Iso. SMILES: CC[N+]1=CC=C(C=C1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N/O[C@@H](C)C(=O)O)/C4=CSC(=N4)N)SC2)C(=O)[O-]
InChI Key: HJXPKHCLLLRQDL-HFCXZPKYSA-N
Can. SMILES: CC[N+]1=CC=C(C=C1)SCC2=C(C(=O)[O-])N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N/O[C@@H](C)C(=O)O)/C4=CSC(=N4)N
InChI: InChI=1S/C23H24N6O7S3/c1-3-28-6-4-13(5-7-28)37-8-12-9-38-20-16(19(31)29(20)17(12)22(34)35)26-18(30)15(14-10-39-23(24)25-14)27-36-11(2)21(32)33/h4-7,10-11,16,20H,3,8-9H2,1-2H3,(H4-,24,25,26,30,32,33,34,35)/b27-15+/t11-,16+,20+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9577434
Guide to Pharmacology: ME-1228 acid
Citations:
  • https://journals.asm.org/doi/epdf/10.1128/aac.33.8.1260
  • https://journals.asm.org/doi/epdf/10.1128/aac.33.8.1260

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