Compound ID | 851

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Bederocin

Synonym(s): REP8839

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Aminoacyl-tRNA synthetase inhibitor; methionyl tRNA synthetase [MetRS] inhibitor
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus, and Streptococcus pyogenes
Description: A fluorovinylthiophene-containing diaryldiamine compound
Institute where first reported: GSK, USA; Replidyne, Inc., (Cardiovascular Systems, Inc, USA)
Year first mentioned: 2004
Highest development stage: Phase 1
Development status: Inactive
Reason dropped: Replidyne suspended development of this compound due to need of additional investment
Chemical structure(s):
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Molecular weight: 450.37
Iso. SMILES: CC1=C(SC(=C1Br)C(=C)F)CNCCCNC2=CC(=O)C3=CC=CC=C3N2
InChI Key: BGJMKHPWCFXMOW-UHFFFAOYSA-N
Can. SMILES: CC1=C(CNCCCNC2=CC(=O)C3=C(C=CC=C3)N2)SC(=C1Br)C(=C)F
InChI: InChI=1S/C20H21BrFN3OS/c1-12-17(27-20(13(2)22)19(12)21)11-23-8-5-9-24-18-10-16(26)14-6-3-4-7-15(14)25-18/h3-4,6-7,10,23H,2,5,8-9,11H2,1H3,(H2,24,25,26)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9868368
Guide to Pharmacology: bederocin
Citations:
  • https://doi.org/10.1128/aac.49.10.4253-4262.2005
  • https://doi.org/10.1128/aac.49.10.4247-4252.2005
  • https://doi.org/10.1128/aac.00275-08

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