Compound ID | 196

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Cadazolid

Class: Oxazolidinone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor. Predominantly act as protein synthesis inhibitor
Target Pathogen: Active against Clostridium difficile-associated diarrhoea
Description: Synthetic compound; a quinolonyl-oxazolidinone; a quinolone moity linked with oxazolidinone
Institute where first reported: Actelion Pharmaceuticals, Switzerland
Year first mentioned: 2012
Highest developmental phase: Phase 3
Development status: Inactive
Reason Dropped: Discontinued or no further clinical development due to failure to achieve primary end-point of non-inferiority to vancomycin for clinical cure
Chemical structure(s):
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Molecular weight: 585.55
Iso. SMILES: C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCC(CC4)(COC5=C(C=C(C=C5)N6C[C@@H](OC6=O)CO)F)O)F)C(=O)O
InChI Key: XWFCFMXQTBGXQW-GOSISDBHSA-N
Can. SMILES: C1CC1N2C=C(C(=O)C3=C2C=C(C(=C3)F)N4CCC(CC4)(COC5=CC=C(C=C5F)N6C[C@H](CO)OC6=O)O)C(=O)O
InChI: InChI=1S/C29H29F2N3O8/c30-21-10-19-23(33(16-1-2-16)13-20(26(19)36)27(37)38)11-24(21)32-7-5-29(40,6-8-32)15-41-25-4-3-17(9-22(25)31)34-12-18(14-35)42-28(34)39/h3-4,9-11,13,16,18,35,40H,1-2,5-8,12,14-15H2,(H,37,38)/t18-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/44242317
Guide to Pharmacology: cadazolid
Citations:
  • http://aac.asm.org/content/58/2/901.full\
  • https://www1.actelion.com/en-rebranded/investors/news-archive.page?newsId=2111437
  • https://www.escmid.org/escmid_publications/escmid_elibrary/?q=Cadazolid&id=2173&L=0&x=0&y=0

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