Compound ID | 2289

N-benzyl–substituted 3′-(R)-3′-aminomethyl-3′-hydroxy spectinomycin 2

Synonym(s): amSPC 2

Class: Aminoglycoside

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Streptococcus pneumoniae, Streptococcus pyogenes, Neisseria meningitidis, Haemophilus influenzae , and Legionella pneumophila; protein translation inhibitor
Description: Synthetic compound based on 3'-aminomethyl-3'-hydroxy spectinomycin, R-isomers have activity; N-benzyl–substituted 3′-(R)-3′-aminomethyl-3′-hydroxy spectinomycin; no mammalian toxicity observed in Vero cells and non-haemolytic at >100 ug/ml
Year first mentioned: 2015
Development status: Experimental
Chemical structure(s):
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Molecular weight: 453.53
Iso. SMILES: O[C@]1([C@]2(O[C@]3([C@@H]([C@@H]([C@@H]([C@H]([C@@]3(O[C@]2(O[C@H](C1)C)[H])[H])O)NC)O)NC)[H])O)CNCC4=CC=CC=C4
InChI Key: BZKKWKUOJPEVRQ-TXBHQWQCSA-N
Can. SMILES: C[C@H]1C[C@](CNCC2=CC=CC=C2)([C@@]3([C@]([H])(O1)O[C@@]4([H])[C@@H]([C@H]([C@H]([C@H]([C@]4([H])O3)NC)O)NC)O)O)O
InChI: InChI=1S/C22H35N3O7/c1-12-9-21(28,11-25-10-13-7-5-4-6-8-13)22(29)20(30-12)31-19-17(27)14(23-2)16(26)15(24-3)18(19)32-22/h4-8,12,14-20,23-29H,9-11H2,1-3H3/t12-,14-,15+,16+,17+,18-,19-,20+,21-,22-/m0/s1
External links:
Citation: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4641453/
Patent: US10266544B2

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