Pyrrole analogues of the NNRTI S-1153 were synthesized and tested as anti-HIV-1 agents. Among test compounds 5-(3,5-dichlorophenylthio)-4-isopropyl-1-(4-pyridylmethyl)-1H-pyrrole-3- methanol was the most active in cell-based assays against HIV-1 wt and K103N and Y181C mutants. It was inactive against HIV-2 in C8166 cells and inhibited the recombinant reverse transcriptase of HIV-1 in enzyme assays. This suggests that the above pyrrolemethanol derivative specifically targets the HIV-1 RT. The different interactions of pyrroles 2 and 3 either with RTwtor K103N and Y181C mutated RTs were rationalized by docking experiments.