Compound ID | 3650

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4′-Thiothymidine

Synonym(s): 4′sT

Class: Nucleoside analogue

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: DNA synthesis inhibitor. Reported to be a prodrug activated by thymidine salvage pathway and incorporated into DNA to inhibit replication
Target Pathogen: Active against Escherichia coli, Stenotrophomonas maltophilia, and Klebsiella pneumoniae
Propensity to select resistant mutants: Yes
Description: Natural product from the nematode symbiont Photorhabdus asymbiotica
Institute where first reported: Department of Biology, Antimicrobial Discovery Center, Northeastern University, Boston, Massachusetts, USA
Year first mentioned: 2025
Development status: Experimental
Chemical structure(s):
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Molecular weight:
Iso. SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](S2)CO)O
InChI Key: IVUDHNYLTWOARV-XLPZGREQSA-N
Can. SMILES: CC1=CN([C@H]2C[C@@H]([C@@H](CO)S2)O)C(=O)NC1=O
InChI: InChI=1S/C10H14N2O4S/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1
External links:
Citation: https://journals.asm.org/doi/10.1128/mbio.02164-25

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