Compound ID | 1060

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Butikacin

Synonym(s): UK-18892  |  UK-18,892

Class: Aminoglycoside

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor
Institute where first reported: Pfizer Inc
Year first mentioned: 1977
Highest development stage: Preclinical
Development status: Experimental
Reason dropped: Cochlear toxicity, similar to that of Kanamycin A
Chemical structure(s):
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Molecular weight: 571.62
Iso. SMILES: C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N
InChI Key: OCFOTEIMZBKQFS-DGMGPCKZSA-N
Can. SMILES: C(CN)[C@@H](CN[C@@H]1C[C@@H]([C@H]([C@@H]([C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@@H](CN)O3)O)O)O)N)O
InChI: InChI=1S/C22H45N5O12/c23-2-1-7(29)5-27-9-3-8(25)19(38-22-17(34)16(33)14(31)10(4-24)36-22)18(35)20(9)39-21-15(32)12(26)13(30)11(6-28)37-21/h7-22,27-35H,1-6,23-26H2/t7-,8-,9+,10+,11+,12-,13+,14+,15+,16-,17+,18-,19+,20-,21+,22+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/11954318
Guide to Pharmacology: butikacin
Citations:
  • https://doi.org/10.1128/aac.14.2.228
  • https://doi.org/10.1128/aac.16.3.362

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