Compound ID | 2790

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Fusidic acid prodrug

Synonym(s): FA prodrug

Class: Fusidane

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against Pseudomonas aeruginosa
Description: Synthetic compound rationally designed based on compound accumulation studies in Pseudomonas aeruginosa
Year first mentioned: 2023
Development status: Experimental
Chemical structure(s):
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Molecular weight: 761.09
Iso. SMILES: O[C@@H]1CC[C@@]2(C)[C@](CC[C@@]3([C@]4(C[C@H](OC(C)=O)/C(=C(\C(O/N=C(/CNCCC[NH2+]CCCNCCC[NH3+])\N)=O)/CC/C=C(\C)/C)/[C@]4([H])C[C@@H](O)[C@]32[H])C)C)([H])[C@@H]1C
InChI Key: IULUABUECGRPHK-GSQFPTFTSA-P
Can. SMILES: C/C(=C\CC/C(=C/1\[C@]2([H])C[C@H]([C@@]3([H])[C@@]4(C)CC[C@H]([C@@H](C)[C@]4([H])CC[C@]3(C)[C@@]2(C)C[C@@H]1OC(=O)C)O)O)/C(=O)O/N=C(/CNCCC[NH2+]CCCNCCC[NH3+])\N)/C
InChI: InChI=1S/C42H74N6O6/c1-27(2)12-8-13-30(39(52)54-48-36(44)26-47-23-11-22-46-21-10-20-45-19-9-18-43)37-32-24-34(51)38-40(5)16-15-33(50)28(3)31(40)14-17-41(38,6)42(32,7)25-35(37)53-29(4)49/h12,28,31-35,38,45-47,50-51H,8-11,13-26,43H2,1-7H3,(H2,44,48)/p+2/b37-30-/t28-,31-,32-,33+,34+,35-,38-,40-,41-,42-/m0/s1
External links:
Citation: https://www.nature.com/articles/s41586-023-06760-8#:~:text=Mode%20of%20uptake%20studies%20revealed,implications%20for%20future%20antibiotic%20development.

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