I have a lot of charries here too, as well, uhm, thinking about who would know Caleb here!
Wesley East (this journal); Muggleborn 7th Year Hufflepuff. He's friendly and loves having fun, partying, GIRLS, being silly and all that. He's a nice guy, though, promise. Caleb would probably find him annoying. On your number chart I'd say he was probably a 7; an annoyance!
Rose Weasley (weasleyr is the Head Girl and a Ravenclaw. She's pretty responsible and smart and all that... Oh, and currently dating Scorpius Malfoy, uhm, not sure what Caleb would think of that, but she's pretty nice to people who are nice to her. If not, well, then she's going to be rude right back. So probably a 4 or a 7, depending on what Caleb thinks of Weasley's I guess.
Evangeline Yaxley evyaxley is a 6th Year Slytherin, so she has probably known Caleb for a while, at least their years at Hogwarts, if not before. Her family is VERY. VERY. into the Dark Arts and all of that and HUGE Voldie/Knights supporters. She's sort of blah about it herself. She'd probably get along with Caleb though. 2 or 3, perhaps?
Celeste Wood keepercel is a graduate from Gryffindor, current Keeper for Puddlemere United and Order member. Probably has no idea who Caleb is =[. So 7.
Apollo Chambers apolloc is 6th Year Ravenclaw. He has a twin sister also in his house and since he is the same year at Caleb, I would imagine they do know each other. Apollo is pretty anti-social for the most part, deeming most people "too stupid" to talk to him. If Caleb isn't obnoxious or an idiot toward Apollo, Apollo would talk to him. He doesn't have many close friends, so possibly a 3? for them.
Thor Shacklebolt tshack is one of the adopted children of Kingsley and Hestia. Also Gryffindor Quidditch Captain! He's very PROUD to have been adopted by them and will not tolerate people giving him crap about it. He's a bit stuck up and since his adopted father is the Minister, you can bet he gets a lot of attention and has a fair bit of money to spend. He's kind of stuck-up, I don't think he and Caleb would get along well. =[. Probably a 4 or 7.