Compound ID | 1443

Update compound information

Lanopepden

Synonym(s): GSK-1322322  |  GSK1322322  |  GSK 1322322

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Peptide deformylase inhibitor
Target Pathogen: Active against multi-drug resistant respiratory and skin pathogens, such as methicillin-resistant Staphylococcus aureus
Institute where first reported: GSK, UK, USA
Year first mentioned: 2009
Highest development stage: Phase 2
Development status: Inactive
Reason dropped: Dropped in phase II for safety concerns
Chemical structure(s):
Click here for structure editor
Molecular weight: 479.55
Iso. SMILES: CC1=NC(=C(C(=N1)N2CCN3CCOC[C@@H]3C2)F)NNC(=O)[C@H](CC4CCCC4)CN(C=O)O
InChI Key: SWHNZGMQMGFQGW-MSOLQXFVSA-N
Can. SMILES: CC1=NC(=C(C(=N1)NNC(=O)[C@H](CC2CCCC2)CN(C=O)O)F)N3CCN4CCOC[C@@H]4C3
InChI: InChI=1S/C22H34FN7O4/c1-15-24-20(19(23)21(25-15)29-7-6-28-8-9-34-13-18(28)12-29)26-27-22(32)17(11-30(33)14-31)10-16-4-2-3-5-16/h14,16-18,33H,2-13H2,1H3,(H,27,32)(H,24,25,26)/t17-,18+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/52918384
Guide to Pharmacology: lanopepden
Citations:
  • http://www.ncbi.nlm.nih.gov/pubmed/26014938
  • https://doi.org/10.1128/aac.03360-14

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