mug-shot (n.)

"a person's mouth or face," 1708, possibly an extended sense of mug (n.1), based on the old drinking mugs shaped like grotesque faces, popular in England from 17c. Sense of "portrait or photograph in police records" had emerged by 1873.

When the notorious "Shaver Good" and his accomplices were arrested, and the robbery of several houses and stores fastened upon them, Good said, with all apparent sincerity, "I have travelled every city in the United States for the last seventeen years, and was never collared before, and I would not have been now, but for that 'mug' of mine that sticks in your gallery. ["Annual Report of the Chief of Police for 1873," Boston, Mass.]

Hence mug-shot (by 1950). Meaning "stupid or incompetent person, dupe, fool, sucker" is by 1851 in thieves' slang; hence "a person" generally (especially "a criminal"), by 1890. Mug's game "foolish, thankless, or unprofitable activity" is by 1890.

Middle English shot "a missile, arrow, dart" (senses now archaic or obsolete); "a swift movement, a gushing out," from Old English scot, sceot "a shot, a shooting, an act of shooting; that which is discharged in shooting, what is shot forth; darting, rapid motion."

This is from Proto-Germanic *skutan (source also of Old Norse skutr, Old Frisian skete, Middle Dutch scote, German Schuß "a shot"), from PIE root *skeud- "to shoot, chase, throw." The Old English noun is related to sceotan "to shoot." The meaning "discharge of a bow, missile," also is from related Old English gesceot.

The noun was extended to other projectiles (balls, bullets) by mid-15c. Especially "lead in small pellets, a small ball or pellet," a number of which are combined in one charge, which is attested by 1770 (shortened from earlier small shot, 1727).

The general sense of "an attempt to hit with a projectile" is by 1650s. Extended to sports (hockey, basketball, etc.) by 1772, originally in curling. It is attested by early 15c. as "range or distance of a missile in flight," hence "range" in general (c. 1600), as in earshot. 

Another original meaning, "payment" (perhaps literally "money thrown down") is preserved in scot-free; also see scot (n.). The notion of "throwing down" might have led to the meaning "a drink," first attested 1670s; the more precise meaning "small drink of straight liquor" is by 1928.

The sense of "hypodermic injection" is attested from 1904; the figurative phrase shot in the arm "stimulant" is by 1922. The broad meaning "a try, an attempt" is by 1756; the sense of "remark meant to wound" is by 1841. The meaning "an expert in shooting with a firearm" is from 1780; the sense of "a rocket flight" is by 1934. The camera-view sense is by 1958.

To call the shots "control events, make decisions" is American English, 1922, perhaps from sport shooting. Shot in the dark "uninformed guess, random attempt" is by 1885. Big shot "important person" is from 1861. 

By the rude bridge that arched the flood,

   Their flag to April’s breeze unfurled,

Here once the embattled farmers stood

   And fired the shot heard round the world.

[Emerson, from "Concord Hymn"]