Compound ID | 143

ACHN-975

Class: Lipopolysaccharide synthesis inhibitor (LpxC inhibitor)

Spectrum of activity: Gram-negative
Details of activity: Gram negative effective
Institute where first reported: Achaogen, USA
Year first mentioned: 2012
Highest developmental phase: Phase 1
Development status: Discontinued
Reason Dropped: Toxicity
Chemical structure(s):
Canonical SMILES: CC(C)([C@@H](C(=O)NO)NC(=O)C1=CC=C(C#CC#C[C@@H]2C[C@H]2CO)C=C1)N
Isomeric SMILES: CC(C)([C@@H](C(=O)NO)NC(=O)C1=CC=C(C=C1)C#CC#C[C@@H]2C[C@H]2CO)N
InChI: InChI=1S/C20H23N3O4/c1-20(2,21)17(19(26)23-27)22-18(25)14-9-7-13(8-10-14)5-3-4-6-15-11-16(15)12-24/h7-10,15-17,24,27H,11-12,21H2,1-2H3,(H,22,25)(H,23,26)/t15-,16+,17-/m1/s1
InChI Key: GOCUUDXEOKIQRU-IXDOHACOSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/71466517
External links:
Guide to Pharmacology: ACHN-975
Main Source: https://www.pharmacodia.com/yaodu/html/v1/chemicals/6654ce00c34e725d8517c795abb11cdc.html
Citations:
  • https://clinicaltrials.gov/ct2/show/NCT01597947
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4930914/pdf/cshperspectmed-ANR-a025304.pdf
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6811409/
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