Compound ID | 3607

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Antibiotic BB-K311

Synonym(s): 4'-deoxy,6'-N-methylamikacin  |  BBK 311  |  BBK311

Class: Aminoglycoside

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Enterococcus faecalis
Description: Semisynthetic compound derived from amikacin; inactivated by aminoglycoside 3'-phosphotransferase II activity
Year first mentioned: 1981
Development status: Experimental
Chemical structure(s):
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Molecular weight: 583.63
Iso. SMILES: CNC[C@@H]1C[C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)NC(=O)[C@H](CCN)O)N)O)O
InChI Key: NFQSTZWJVAZQFI-CEDZBATRSA-N
Can. SMILES: CNC[C@@H]1C[C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)N)O)NC(=O)[C@H](CCN)O)N)O)O
InChI: InChI=1S/C23H45N5O12/c1-27-6-8-4-12(31)15(32)22(37-8)39-19-9(25)5-10(28-21(36)11(30)2-3-24)20(18(19)35)40-23-17(34)14(26)16(33)13(7-29)38-23/h8-20,22-23,27,29-35H,2-7,24-26H2,1H3,(H,28,36)/t8-,9-,10+,11-,12-,13+,14-,15+,16+,17+,18-,19+,20-,22+,23+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/122676
Citations:
  • https://pmc.ncbi.nlm.nih.gov/articles/PMC183677/
  • https://journals.asm.org/doi/10.1128/aac.19.4.549

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