Compound ID | 2140

Update compound information

AM-8722

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: DNA synthesis inhibitor. Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions; bacterial topoisomerase inhibitor
Description: Synthetic compound; oxabicyclooctane-linked NBTI containing a pyridoxazinone and naphthyridone
Institute where first reported: Merck
Year first mentioned: 2014
Highest development stage: Phase 1
Development status: Inactive
Chemical structure(s):
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Molecular weight: 540.01
Iso. SMILES: C1CC2(CCC1(CO2)NCC3=NC4=C(C=C3)OCC(=O)N4)CCC5=C6C(=NC=C5Cl)C=CC(=O)N6CCO
InChI Key: CUPUIWBDRFRTJJ-UHFFFAOYSA-N
Can. SMILES: C1=C(CNC23CCC(CCC4=C5C(=NC=C4Cl)C=CC(=O)N5CCO)(CC2)OC3)N=C6C(=C1)OCC(=O)N6
InChI: InChI=1S/C27H30ClN5O5/c28-19-14-29-20-2-4-23(36)33(11-12-34)24(20)18(19)5-6-27-9-7-26(8-10-27,16-38-27)30-13-17-1-3-21-25(31-17)32-22(35)15-37-21/h1-4,14,30,34H,5-13,15-16H2,(H,31,32,35)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/164946813
Citations:
  • https://pubs.acs.org/doi/10.1021/acs.jmedchem.2c00039
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4958163/
  • https://journals.asm.org/doi/10.1128/AAC.00619-16

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