Compound ID | 2860

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GE81112 A

Class: Antimicrobial peptide

Spectrum of activity: Gram-negative
Details of activity: Active against Escherichia coli, and NDM-1 harbouring Escherichia coli only in Dulbecco’s modified Eagle medium (DMEM); protein synthesis inhibitor (cannot cross eukaryotic cell membrane)
Description: Natural product from Streptomyces sp.; shows only limited efficacy in Escherichia coli septicaemia in mice (maintained bacterial burden to initial inoculum concentration); a tetrapeptide
Institute where first reported: Sanofi-Aventis Deutschland GmbH, Frankfurt, Germany; Sanofi R&D, Therapeutic Area Infectious Diseases, Marcy L’Etoile, France
Year first mentioned: 2006
Development status: Experimental
Chemical structure(s):
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Molecular weight: 659.05
Iso. SMILES: C1CC(C(NC1)C(=O)NC(CC(COC(=O)N)O)C(=O)NC(CC2=CN=C(N2)N)C(=O)NC(C(C3=NC=C(N3)Cl)O)C(=O)O)O
InChI Key: XUPLSXHPJUYVNP-UHFFFAOYSA-N
Can. SMILES: C1CC(C(C(=O)NC(CC(COC(=O)N)O)C(=O)NC(CC2=CN=C(N)N2)C(=O)NC(C(C3=NC=C(Cl)N3)O)C(=O)O)NC1)O
InChI: InChI=1S/C24H35ClN10O10/c25-14-7-29-18(34-14)17(38)16(22(42)43)35-20(40)11(4-9-6-30-23(26)31-9)32-19(39)12(5-10(36)8-45-24(27)44)33-21(41)15-13(37)2-1-3-28-15/h6-7,10-13,15-17,28,36-38H,1-5,8H2,(H2,27,44)(H,29,34)(H,32,39)(H,33,41)(H,35,40)(H,42,43)(H3,26,30,31)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11578336
Citations:
  • https://pubs.acs.org/doi/10.1021/bi052540k
  • https://journals.asm.org/doi/10.1128/spectrum.02247-22

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