Homicide investigators are probing a shooting Monday night that they say appears to have the characteristics of a targeted attack.

Police were first called to the scene on Jane Street, near Eglinton Avenue West at 6:45 p.m.

At the scene, a grey-coloured Nissan Versa appeared to have crashed into a tree on the west side of the road.

Police said the driver was heading south on Jane and stopped at a light when the shooting took place.

"A lone gunman approached from the rear of the vehicle and fired numerous rounds into the back in the driver's side of the Nissan vehicle … ," Det.-Sgt. Hank Idsinga said.

The 24-year-old driver was subsequently pronounced dead.

The 23-year-old passenger is in hospital in serious condition but is expected to survive.

Both victims were known to police, though the deceased did not have a criminal record.

Idsinga said there were numerous witnesses, with a TTC bus nearby when the shooting occurred. Some shell casings ended up under the bus, he added.

A witness who spoke to CBC News reported hearing four shots fired in rapid succession.

Following the shooting, police taped off a portion of Jane Street, north of Eglinton Avenue West, and said the area would remain closed for a few hours as a reconstruction takes place.

Idsinga told reporters police were still gathering information from witnesses, but was confident a suspect and vehicle description would be available in the coming hours.

With files from the CBC's Tashauna Reid