Compound ID | 486

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HB-IMAU

Synonym(s): 6-[3′-iodo-4′-methylanilino]uracil

Class: Nucleoside analogue

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: DNA synthesis inhibitor. DNA polymerase III inhibitor
Target Pathogen: Active against Staphylococcus aureus including coagulase-negative strains, Enterococcus faecium, and Enterococcus faecalis
Propensity to select resistant mutants: Yes
Description: 6-Anilinouracil dGTP analogue (6-[3′-iodo-4′-methylanilino]uracil) substituted with hydroxybutyl group at N3 position
Institute where first reported: University of Massachusetts Medical School; GLSynthesis
Year first mentioned: 1999
Development status: Experimental
Chemical structure(s):
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Molecular weight: 415.23
Iso. SMILES: O=C1NC(NC2=CC=C(C)C(I)=C2)=CC(N1CCCCO)=O
InChI Key: AHULLILNNNDVIJ-UHFFFAOYSA-N
Can. SMILES: CC1=CC=C(C=C1I)NC2=CC(=O)N(CCCCO)C(=O)N2
InChI: InChI=1S/C15H18IN3O3/c1-10-4-5-11(8-12(10)16)17-13-9-14(21)19(15(22)18-13)6-2-3-7-20/h4-5,8-9,17,20H,2-3,6-7H2,1H3,(H,18,22)
External links:
Citations:
  • http://pubs.acs.org/doi/abs/10.1021/jm980693i
  • https://doi.org/10.1128/aac.44.8.2217-2221.2000

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