Compound ID | 896

Update compound information

GSQ-10547

Synonym(s): GSQ 10547  |  GSQ10547

Class: Small molecule antibacterial agent

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: DNA synthesis inhibitor. Binds to DNA minor groove resulting in inhibition of DNA replication and DNA-dependent RNA transcription
Target Pathogen: Active against staphylococci and enterococci
Institute where first reported: Oscient Pharmaceuticals
Year first mentioned: 2001
Development status: Experimental
Reason dropped: HARPs were first developed on by Genesoft which eventually merged with Oscient, however Oscient went bankrupt in 2009
Chemical structure(s):
Click here for structure editor
Molecular weight: 648.71
Iso. SMILES: CN1C=C(C=C1C(=O)NCCN2CCOCC2)NC(=O)C3=CC=C(C=C3)NC(=O)C4=CC(=CN4C)NC(=O)C5=CC6=CC=CC=C6C=N5
InChI Key: AYWSMVYQEPKYGK-UHFFFAOYSA-N
Can. SMILES: CN1C=C(C=C1C(=O)NCCN2CCOCC2)NC(=O)C3=CC=C(C=C3)NC(=O)C4=CC(=CN4C)NC(=O)C5=CC6=C(C=CC=C6)C=N5
InChI: InChI=1S/C35H36N8O5/c1-41-21-27(18-30(41)34(46)36-11-12-43-13-15-48-16-14-43)39-32(44)23-7-9-26(10-8-23)38-35(47)31-19-28(22-42(31)2)40-33(45)29-17-24-5-3-4-6-25(24)20-37-29/h3-10,17-22H,11-16H2,1-2H3,(H,36,46)(H,38,47)(H,39,44)(H,40,45)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9895799
Citations:
  • https://doi.org/10.1016/j.pharmthera.2013.03.002
  • https://doi.org/10.1128/aac.47.11.3448-3457.2003

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