Compound ID | 2799

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Prodrug methyl tris diazeniumdiolate (prodrug MD3)

Class: Membrane-active agent

Agent Type: Synthetic; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Membrane-active agent. Nitric oxide is a cell-membrane active agent (lipid peroxidation), additionally induces oxidative and nitrosative stress (by reactive nitrogen species)
Target Pathogen: Active against non-tuberculous mycobacteria: Mycobacterium abscessus, Mycobacterium avium, Mycobacterium chimaera , Mycobacterium intracellulare
Propensity to select resistant mutants: No
Description: Synthetic compound; provides a sustained release of nitric oxide at physiological conditions; 2.5-3.1 CFU/ml log reduction in Mycobacterium abscessus infection in macrophages
Institute where first reported: Vast Therapeutics, Durham, North Carolina, USA
Year first mentioned: 2024
Development status: Experimental
Chemical structure(s):
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Molecular weight: 262.02
Iso. SMILES: [O-]/[N+](/C(/[N+](/[O-])=N/[O-])/[N+](/[O-])=N/[O-])=N\[O-].[Na+].[Na+].[Na+]
InChI Key: XCIAQNDWUARILM-MGVSGWJYSA-K
Can. SMILES: C(/[N+](=N/[O-])/[O-])(/[N+](=N/[O-])/[O-])/[N+](=N/[O-])/[O-].[Na+].[Na+].[Na+]
InChI: InChI=1S/CH4N6O6.3Na/c8-2-5(11)1(6(12)3-9)7(13)4-10;;;/h1,8-10H;;;/q;3*+1/p-3/b5-2-,6-3-,7-4-;;;
External links:
Citation: https://journals.asm.org/doi/10.1128/aac.01327-23

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