SIOUX CITY, Iowa (AP) — An 18-year-old man accused of shooting a Sioux City police officer last month has pleaded not guilty. The Sioux City Journal reports that Isaiah Mothershed pleaded not guilty Monday to two counts of attempted murder and five counts of first-degree robbery. Each count carries a 25-year prison sentence.

Mothershed is accused of pulling a gun from a couch while his hands were handcuffed behind his back, and shooting Officer Ryan Moritz in the leg while being arrested. Police say that as officers struggled with Mothershed, the gun fired again, shooting Mothershed in the leg.

Mothershed’s trial is set for May 24. He remains in the Woodbury County Jail on a $300,000 bond.