Compound ID | 333

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ME1220

Synonym(s): ME 1220  |  ME-1220

Class: Beta-lactam

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor
Target Pathogen: Active against Escherichia coli, Streptococcus pyogenes, Klebsiella pneumoniae, and Proteus vulgaris
Description: Cephalosporin-type with N-alkylpyridiniumthiomethyl side chain
Institute where first reported: Meiji Seika Kaisha (Meiji Seika Pharma., Japan)
Year first mentioned: 1986
Development status: Experimental
Reason dropped: In rats, activity was lower than ME1221
Chemical structure(s):
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Molecular weight: 578.65
Iso. SMILES: CCO/N=C(\C1=CSC(=N1)N)/C(=O)N[C@@H]2[C@H]3N(C2=O)C(=C(CS3)CSC4=CC=[N+](C=C4)CC(=O)[O-])C(=O)O
InChI Key: KVOGDGBIJZGUHF-ZIHJSPIMSA-N
Can. SMILES: CCO/N=C(\C1=CSC(=N1)N)/C(=O)N[C@H]2C(=O)N3C(=C(CSC4=CC=[N+](C=C4)CC(=O)[O-])CS[C@@H]23)C(=O)O
InChI: InChI=1S/C22H22N6O7S3/c1-2-35-26-15(13-10-38-22(23)24-13)18(31)25-16-19(32)28-17(21(33)34)11(9-37-20(16)28)8-36-12-3-5-27(6-4-12)7-14(29)30/h3-6,10,16,20H,2,7-9H2,1H3,(H4-,23,24,25,29,30,31,33,34)/b26-15+/t16-,20-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9576863
Citations:
  • http://www.ncbi.nlm.nih.gov/pubmed/1794294
  • https://www.sciencedirect.com/science/article/pii/S1198743X14642476#cesec40

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