Sentence 1: A wide pedestrian shopping street, Rua Augusta, leads from the Praaa do Comercio through a stately arch to the central square of Lisbon, Praaa Dom Pedro IV, better known as the Rossio (the Common).

Sentence 2: Rua Augusta is a wide shopping street.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: Here's one, from criminologist John There is so much crime without punishment in America today because recent generations of social and political elites, both liberal and conservative, have liberated themselves from the belief that criminals are free moral agents and that publicly sanctioned punishments are what they justly deserve.

Sentence 2: John believed that all crime is being punished today.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: There, kneeling next to the big man, Jon crawled with him across the natural bridge.

Sentence 2: Jon crossed the bridge of rocks crawling with a terrified man.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell