Compound ID | 2327

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Irresistin-16

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Membrane-active agent. Dual mode of action causing inhibition of dihydrofolate reductase (dihydrofolate reductase inhibitor/ folate synthesis inhibitor) and disrupting integrity of the cytoplasmic membrane
Target Pathogen: Active against Neisseria gonorrhoeae
Propensity to select resistant mutants: No
Description: Synthetic compound; a pyrroloquinazolinediamine core with a biphenyl group - derivative of SCH-79797 (improved activity); mammalian cell cytotoxicity only observed at 100-1000x concentration to kill bacteria
Year first mentioned: 2020
Development status: Experimental
Chemical structure(s):
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Molecular weight: 365.43
Iso. SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CN3C=CC4=C3C=CC5=C4C(=NC(=N5)N)N
InChI Key: CKQXMSDRDDHCOR-UHFFFAOYSA-N
Can. SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CN3C=CC4=C5C(=CC=C43)N=C(N)N=C5N
InChI: InChI=1S/C23H19N5/c24-22-21-18-12-13-28(20(18)11-10-19(21)26-23(25)27-22)14-15-6-8-17(9-7-15)16-4-2-1-3-5-16/h1-13H,14H2,(H4,24,25,26,27)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/44531726
Guide to Pharmacology: Irresistin-16
Citation: https://www.cell.com/cell/fulltext/S0092-8674(20)30567-5

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