Compound ID | 3496

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Benzo[c]phenanthridine derivative 9

Synonym(s): BPD-9

Class: Small molecule antibacterial agent

Details of activity: Active against Mycobacterium tuberculosis, Mycobacterium bovis, Mycobacterium kansasii, and Mycobacterium smegmatis; likely involves Mmr efflux pump as resistant isolates show upregulation
Propensity to select resistant mutants: Yes
Description: Semi-synthetic compound; derived from the natural product sanguinarine from Sanguinaria canadensis; bacteriostatic
Year first mentioned: 2024
Development status: Experimental
Chemical structure(s):
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Molecular weight: 366.84
Iso. SMILES: CN(C)C1=CC2=C(C=C1)C=[N+](C)C3=C2C=CC4=CC(OCO5)=C5C=C43.[Cl-]
InChI Key: XBZYUQVXXIHKCH-UHFFFAOYSA-M
Can. SMILES: CN(C)C1=CC2=C3C=CC4=C(C=C5C(=C4)OCO5)C3=[N+](C)C=C2C=C1.[Cl-]
InChI: InChI=1S/C21H19N2O2.ClH/c1-22(2)15-6-4-14-11-23(3)21-16(17(14)9-15)7-5-13-8-19-20(10-18(13)21)25-12-24-19;/h4-11H,12H2,1-3H3;1H/q+1;/p-1
External links:
Citation: https://journals.asm.org/doi/10.1128/spectrum.01246-24

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