4 : bad; unfortunate; "my finances were in a deplorable state"; "a lamentable decision"; "her clothes were in sad shape"; "a sorry state of affairs"
5 : deserving or inciting pity; "a hapless victim"; "miserable victims of war"; "the shabby room struck her as extraordinarily pathetic"- Galsworthy; "piteous appeals for help"; "pitiable homeless children"; "a pitiful fate"; "Oh, you poor thing"; "his poor distorted limbs"; "a wretched life"
6 : causing dejection; "a blue day"; "the dark days of the war"; "a week of rainy depressing weather"; "a disconsolate winter landscape"; "the first dismal dispiriting days of November"; "a dark gloomy day"; "grim rainy weather"
7 : causing distress or worry or anxiety; "distressing (or disturbing) news"; "lived in heroic if something distressful isolation"; "a disturbing amount of crime"; "a revelation that was most perturbing"; "a new and troubling thought"; "in a particularly worrisome predicament"; "a worrying situation"; "a worrying time"
8 : causing misery or pain or distress; "it was a sore trial to him"; "the painful process of growing up"