Compound ID | 1813

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Epetraborole

Synonym(s): AN3365  |  GSK 2251052  |  GSK2251052

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive, Gram-negative & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor. Aminoacyl-tRNA synthetase inhibitor (boron-heterocyclic leucyl-tRNA synthetase [LeuRS] inhibitor)
Target Pathogen: Active against Enterobacteriaceae, Pseudomonas aeruginosa, and Mycobacterium abscessus
Combined with other compounds: Yes
Description: Synthetic compound. Rapid emergence of resistance; developed in combination for nontuberculous mycobacterium infections
Institute where first reported: AN2 Therapeutics (Anacor, GSK)
Year first mentioned: 2013
Highest development stage: Phase 2 (NCT07301320)
Development status: Active
Reason dropped: Phase 2 trial terminated due to resistance concerns; new Phase 2 in recruiting status
Chemical structure(s):
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Molecular weight: 237.06
Iso. SMILES: B1(C2=C(C=CC=C2OCCCO)[C@H](O1)CN)O
InChI Key: FXQIIDINBDJDKL-SNVBAGLBSA-N
Can. SMILES: C1=CC(=C2C(=C1)[C@@H](CN)OB2O)OCCCO
InChI: InChI=1S/C11H16BNO4/c13-7-10-8-3-1-4-9(16-6-2-5-14)11(8)12(15)17-10/h1,3-4,10,14-15H,2,5-7,13H2/t10-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/46836890
Guide to Pharmacology: epetraborole
Citations:
  • https://journals.asm.org/doi/10.1128/AAC.01156-21
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3591879/

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