Compound ID | 3294

Update compound information

OTB-658

Synonym(s): OTB658  |  OTB 658

Class: Oxazolidinone

Details of activity: Active against Mycobacterium tuberculosis; protein synthesis inhibitor
Propensity to select resistant mutants: Yes, at frequency of 9.09 × 10^-9 to 3.3 × 10^-8 at 4xMIC
Description: Synthetic compound; shows comparable potency as rifampicin in Mycobacterium tuberculosis infected macrophage cells
Year first mentioned: 2020
Highest developmental phase: Preclinical (approved Phase 1 clinical trial in China)
Development status: Active
Chemical structure(s):
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Molecular weight: 381.42
Iso. SMILES: CC(=O)NC[C@H]1[C@@H]2COC3=C(N2C(=O)O1)C=C(C(=C3)N4CCSCC4)F
InChI Key: WZAVWVAEARSISR-HOCLYGCPSA-N
Can. SMILES: CC(=O)NC[C@H]1[C@@H]2COC3=CC(=C(C=C3N2C(=O)O1)F)N4CCSCC4
InChI: InChI=1S/C17H20FN3O4S/c1-10(22)19-8-16-14-9-24-15-7-12(20-2-4-26-5-3-20)11(18)6-13(15)21(14)17(23)25-16/h6-7,14,16H,2-5,8-9H2,1H3,(H,19,22)/t14-,16-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/156495313
Guide to Pharmacology: OTB-658
Citations:
  • https://journals.asm.org/doi/10.1128/aac.00974-21
  • https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c00500

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