Compound ID | 2222

Update compound information

Iboxamycin

Class: Small molecule antibacterial agent

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against ESKAPE pathogens including arm, erm-, cfr- and lsaA-expressing strains; binds to the large ribosomal subunit interfering with translation initiation
Description: Synthetic compound (component based and structure guided design; contains oxepanoprolinamide core); non-haemolytic and non-toxic towards mammalian cell; bacteriostatic
Year first mentioned: 2021
Development status: Experimental
Chemical structure(s):
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Molecular weight: 495.07
Iso. SMILES: C[C@@H]([C@H]([C@H]1C([C@H]([C@H](C(O1)SC)O)O)O)NC(=O)[C@@H]2[C@H]3[C@@H](C[C@@H](CCO3)CC(C)C)CN2)Cl
InChI Key: JPCLUJPDWMBCAA-ALYUFWCISA-N
Can. SMILES: CC(C)C[C@@H]1CCO[C@@H]2[C@@H](C1)CN[C@@H]2C(=O)N[C@H]([C@H](C)Cl)[C@H]3C([C@H]([C@H](C(O3)SC)O)O)O
InChI: InChI=1S/C22H39ClN2O6S/c1-10(2)7-12-5-6-30-19-13(8-12)9-24-15(19)21(29)25-14(11(3)23)20-17(27)16(26)18(28)22(31-20)32-4/h10-20,22,24,26-28H,5-9H2,1-4H3,(H,25,29)/t11-,12-,13-,14+,15-,16+,17?,18+,19+,20-,22?/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/162366972
Guide to Pharmacology: iboxamycin
Citations:
  • https://pubs.acs.org/doi/10.1021/jacs.1c03529
  • https://www.nature.com/articles/s41586-021-04045-6

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