The second of three men who pleaded guilty in November to their role in a 2013 drug-related slaying in Biddeford was sentenced Monday to 40 years in state prison.

Charles Raybine, 47, of Biddeford was shot in the face multiple times while seated in a car parked outside an apartment complex.

Bub Peter Nguany, 29, was sentenced to 40 years for knowing or intentional murder and 20 years for conspiracy to commit murder. The sentences were ordered to be served concurrently.

Another man involved in the killing, Mohamud Mohamed, 22, was sentenced Oct. 29 to seven years in prison for conspiracy to commit murder.

A third man, John Lopez, 22, pleaded to a charge of felony murder, which means he had intent to commit a felony and it was reasonably foreseeable that a death would result. He has yet to be sentenced.

All three men were scheduled to stand trial this month, but chose to plead guilty to the charges.

Raybine, 47, was sitting in a parked car when he was shot several times in the face.

Raybine, according to witness statements, had a long history of drug abuse and had been using drugs and drinking on the night of March 25, 2013. At some point, he and a nephew, Morgan Palmer, went outside and sat in Raybine’s car, which was parked in a lot at Parish Place Apartments.

Sometime after midnight, two cars pulled into the parking lot. A man got out of the passenger seat of one of those cars and went to Raybine’s car. He asked Raybine who was with him and then fired several shots at Raybine. Palmer, who was unharmed, ran away and called 911.

A Biddeford police detective recognized the description of the car, a rented black Toyota Prius, because he had stopped Nguany two days earlier driving it. He was charged at the time with illegal possession of a firearm.

When officers went to Nguany’s apartment in Old Orchard Beach shortly after the killing, they stopped him as he tried to leave in a taxi. A .45-caliber handgun, the same caliber as the one used to shoot Raybine, was found in Nguany’s backpack, along with two bags of crack cocaine.

Nguany was arrested and charged, but he refused to cooperate with police. The ongoing investigation, however, eventually led officials to Lopez, of Old Orchard Beach, and Mohamed, of Portland.

Lopez was arrested two years later, in 2015, and Mohamed turned himself in shortly after that. Part of the evidence linking the two men to Nguany were text messages that referred to getting a “heater,” slang for a gun.

The motive of the killing appeared to be revenge for a previous robbery they thought Raybine committed, according to a prosecutor.