Caffeine

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Caffeine is just xanthine with three methyl groups bolted onto its three nitrogens. The order matters: under base + MeI, the imidazole nitrogen (N7) reacts first because its NH is the most acidic, then N3, and N1 last. Walk it backward: peel off one methyl at a time, in the reverse of that order, and you should land on plain xanthine.

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Pick the bond you want to cut from the strip below the structure.

Cell id: caffeine

Pick a bond to disconnect

Use the bond strip below the structure to pick the bond you want to cut. Each chip shows the atom indices and the element pair so you can read them with a screen reader.

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