Compound ID | 1139

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Cethromycin

Synonym(s): ABT-773  |  ABT773  |  ABT 773

Class: Small molecule antibacterial agent

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against macrolide-resistant Streptococcus pneumoniae
Description: A ketolide
Institute where first reported: Abbott Laboratories
Year first mentioned: 1998
Highest development stage: Phase 3 (NCT00336505)
Development status: Active
Chemical structure(s):
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Molecular weight: 765.93
Iso. SMILES: CC[C@@H]1[C@@]2([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H](C(=O)[C@H](C(=O)O1)C)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)OC/C=C/C4=CC5=CC=CC=C5N=C4)C)C)NC(=O)O2)C
InChI Key: PENDGIOBPJLVBT-ONLVEXIXSA-N
Can. SMILES: CC[C@@H]1[C@]2(C)[C@@H]([C@@H](C)C(=O)[C@H](C)C[C@](C)([C@@H]([C@@H](C)C(=O)[C@@H](C)C(=O)O1)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)OC/C=C/C4=CC5=C(C=CC=C5)N=C4)NC(=O)O2
InChI: InChI=1S/C42H59N3O10/c1-11-32-42(8)36(44-40(50)55-42)25(4)33(46)23(2)21-41(7,51-18-14-15-28-20-29-16-12-13-17-30(29)43-22-28)37(26(5)34(47)27(6)38(49)53-32)54-39-35(48)31(45(9)10)19-24(3)52-39/h12-17,20,22-27,31-32,35-37,39,48H,11,18-19,21H2,1-10H3,(H,44,50)/b15-14+/t23-,24-,25+,26+,27-,31+,32-,35-,36-,37-,39+,41-,42-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/447451
Guide to Pharmacology: cethromycin
Citations:
  • https://www.tandfonline.com/doi/abs/10.1517/13543784.10.2.343
  • https://doi.org/10.1345/aph.1r435

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