Compound ID | 253

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Gepotidacin

Synonym(s): GSK2140944

Class: DNA synthesis inhibitor

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Bacterial topoisomerase inhibitor
Target Pathogen: Active against methicillin-resistant Staphylococcus aureus and pathogens causing respiratory tract infections, acute bacterial skin and skin structure infections (ABSSI), and uncomplicated urogenital gonorrhoea
Institute where first reported: GlaxoSmithKline, UK
Year first mentioned: 2011
Highest development stage: Approved by FDA in 2025
Development status: Approved
Chemical structure(s):
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Molecular weight: 448.52
Iso. SMILES: C1CC2=CC(=NC=C2OC1)CNC3CCN(CC3)C[C@@H]4CN5C(=O)C=CC6=C5N4C(=O)C=N6
InChI Key: PZFAZQUREQIODZ-LJQANCHMSA-N
Can. SMILES: C1CC2=C(C=NC(=C2)CNC3CCN(CC3)C[C@@H]4CN5C(=O)C=CC6=C5N4C(=O)C=N6)OC1
InChI: InChI=1S/C24H28N6O3/c31-22-4-3-20-24-29(22)15-19(30(24)23(32)13-27-20)14-28-7-5-17(6-8-28)25-11-18-10-16-2-1-9-33-21(16)12-26-18/h3-4,10,12-13,17,19,25H,1-2,5-9,11,14-15H2/t19-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/25101874
Guide to Pharmacology: gepotidacin
Citations:
  • https://journals.asm.org/doi/10.1128/aac.02820-15?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
  • https://www.nature.com/articles/nature09197
  • https://journals.asm.org/doi/10.1128/aac.00468-17?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
    • Patent: WO2021219637A1

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