Compound ID | 1185

Update compound information

Zoliflodacin

Synonym(s): ETX0914  |  AZD0914

Class: Bacterial topoisomerase inhibitor

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Inhibits DNA gyrase B; active against Neisseria gonorrhoeae. Being developed for the treatment of uncomplicated gonorrhea
Description: Synthetic compound; spiropyrimidinetrione
Institute where first reported: Entasis Therapeutics/GARDP
Year first mentioned: 2014
Highest developmental phase: Phase 3
Development status: Active
Chemical structure(s):
Click here for structure editor
Molecular weight: 487.44
Iso. SMILES: C[C@@H]1CN2[C@H]([C@@H](O1)C)C3(CC4=CC5=C(C(=C42)F)ON=C5N6[C@H](COC6=O)C)C(=O)NC(=O)NC3=O
InChI Key: ZSWMIFNWDQEXDT-ZESJGQACSA-N
Can. SMILES: C[C@H]1COC(=O)N1C2=NOC3=C2C=C4CC5([C@H]6[C@H](C)O[C@H](C)CN6C4=C3F)C(=O)NC(=O)NC5=O
InChI: InChI=1S/C22H22FN5O7/c1-8-7-33-21(32)28(8)17-12-4-11-5-22(18(29)24-20(31)25-19(22)30)16-10(3)34-9(2)6-27(16)14(11)13(23)15(12)35-26-17/h4,8-10,16H,5-7H2,1-3H3,(H2,24,25,29,30,31)/t8-,9+,10-,16+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/76685216
Guide to Pharmacology: zoliflodacin
Citations:
  • https://pubs.acs.org/doi/10.1021/acsinfecdis.0c00021
  • https://www.cnr-ist.fr/ressources/editeur/2021-UNEMO-AHLSTRAND-S%C3%81NCHEZ-BUS%C3%93-DAY-AANENSEN-GOLPARIAN-JACOBSSON-COLE-EUROPEAN-COLLABORATIVE-GROUP.pdf
  • https://www.nejm.org/doi/full/10.1056/NEJMoa1706988
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4501059/

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