KJV - Know therefore and understand, that from the going forth of the commandment to restore and to build Jerusalem unto the Messiah the Prince shall be seven weeks, and threescore and two weeks: the street shall be built again, and the wall, even in troublous times.
NLT - Now listen and understand! Seven sets of seven plus sixty-two sets of seven will pass from the time the command is given to rebuild Jerusalem until a ruler—the Anointed One—comes. Jerusalem will be rebuilt with streets and strong defenses, despite the perilous times.
The primitive root of Messiah is mashach: to anoint with oil, such as a shield, by doing which, the leather becomes more tenacious (persisting in existence, not easily dispelled) and becomes impervious to weapons.