Jim's answer to this question may help; I copy it here. Quoting Guido van Rossum:
First of all, I chose len(x) over x.len() for HCI reasons (def __len__() came much later). There are two intertwined reasons actually, both HCI:
(a) For some operations, prefix notation just reads better than postfix — prefix (and infix!) operations have a long tradition in mathematics which likes notations where the visuals help the mathematician thinking about a problem. Compare the easy with which we rewrite a formula like x*(a+b) into x*a + x*b to the clumsiness of doing the same thing using a raw OO notation.
(b) When I read code that says len(x) I know that it is asking for the length of something. This tells me two things: the result is an integer, and the argument is some kind of container. To the contrary, when I read x.len(), I have to already know that x is some kind of container implementing an interface or inheriting from a class that has a standard len(). Witness the confusion we occasionally have when a class that is not implementing a mapping has a get() or keys() method, or something that isn’t a file has a write() method.
Saying the same thing in another way, I see ‘len‘ as a built-in operation. I’d hate to lose that. /…/