Compound ID | 2355

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Ribocil C-PA

Synonym(s): Ribocil C (-)3  |  Ribocil C derivative (-)3

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Targets flavin mononucleotide (FMN) riboswitch
Target Pathogen: Active against Escherichia coli and Klebsiella pneumoniae
Description: Synthetic compound; reduced E. coli burden by 2-log in mice infection model; ribocil C - inactive towards Gram-negatives - analogue
Year first mentioned: 2020
Development status: Experimental
Chemical structure(s):
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Molecular weight: 473.58
Iso. SMILES: [NH3+]CC#CC1=CN=C(N2C=NC(CN3CCC[C@@](C4=NC(C5=CC=CS5)=CC(O)=N4)([H])C3)=C2)N=C1
InChI Key: HWKSWKSPXXMZQW-SFHVURJKSA-O
Can. SMILES: C(#CC1=CN=C(N=C1)N2C=C(CN3CCC[C@@]([H])(C3)C4=NC(=CC(=N4)C5=CC=CS5)O)N=C2)C[NH3+]
InChI: InChI=1S/C24H24N8OS/c25-7-1-4-17-11-26-24(27-12-17)32-15-19(28-16-32)14-31-8-2-5-18(13-31)23-29-20(10-22(33)30-23)21-6-3-9-34-21/h3,6,9-12,15-16,18H,2,5,7-8,13-14,25H2,(H,29,30,33)/p+1/t18-/m0/s1
External links:
Citations:
  • https://www.nature.com/articles/nature15542
  • https://pubs.acs.org/doi/10.1021/jacs.0c04427

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