Three young white men in Mississippi who admitted they were out hunting for black people to attack when they brutally murdered a 47-year-old man are headed to prison after being sentenced on Tuesday.

U.S. District Judge Carlton Reeves gave Deryl Paul Dedmon, 22, 50 years for the crime, and passed down sentences of 18 and a half years to John Aaron Rice, 21, and seven years to Dylan Wade Butler, 23, after the horrifying incident in Jackson, Mississippi’s capital, back in 2011, according to an Associated Press report.

In addition to the federal sentence, Dedmon will face two life sentences in a Mississippi prison after pleading guilty in state court in 2012 to capital murder and committing a hate crime.

Reeves called their actions “ugly, painful, and sad,” according to the report. Each of the three apologized to relatives of James Craig Anderson, a car plant worker who was the victim of their attack. Dedmon said he was “truly sorry” for his actions.

Anderson’s sister, Barbara Anderson Young, did not mice words during her address to the court, describing the killers as “strangers with eyes full of hatred.”

Prosecutors attempted to show that the three young men had been seeking to assault black people who appeared to be homeless or intoxicated — victims that would likely not tell police, according to the AP report. The harassment began in April 2011 and lasted until June, when Anderson was brutally murdered.

All three pleaded guilty in March 2012 to a county of conspiracy and a count of committed a hate crime.

Dedmon received the harshest sentence because he was driving the truck that ran over Anderson in the parking lot of a hotel, an incident that was caught on video.