I am looking for a simple method to assign a number to a mathematical expression, say between 0 and 1, that conveys how simplified that expression is (being 1 as fully simplified). For example:
eval('x+1') should return 1.
eval('1+x+1+x+x-5') should returns some value less than 1, because it is far from being simple (i.e., it can be further simplified).
The parameter of eval() could be either a string or an abstract syntax tree (AST).
A simple idea that occurred to me was to count the number of operators (?)
EDIT: Let simplified be equivalent to how close a system is to the solution of a problem. E.g., given an algebra problem (i.e. limit, derivative, integral, etc), it should assign a number to tell how close it is to the solution.
The closest metaphor I can come up with it how a maths professor would look at an incomplete problem and mentally assess it in order to tell how close the student is to the solution. Like in a math exam, were the student didn't finished a problem worth 20 points, but the professor assigns 8 out of 20. Why would he come up with 8/20, and can we program such thing?
I'm going to break a stack-overflow rule and post this as an answer instead of a comment, because not only I'm pretty sure the answer is you can't (at least, not the way you imagine), but also because I believe it can be educational up to a certain degree.
Let's assume that a criteria of simplicity can be established (akin to a normal form). It seems to me that you are very close to trying to solve an analogous to entscheidungsproblem or the halting problem. I doubt that in a complex rule system required for typical algebra, you can find a method that gives a correct and definitive answer to the number of steps of a series of term reductions (ipso facto an arbitrary-length computation) without actually performing it. Such answer would imply knowing in advance if such computation could terminate, and so contradict the fact that automatic theorem proving is, for any sufficiently powerful logic capable of representing arithmetic, an undecidable problem.
In the given example, the teacher is actually either performing that computation mentally (going step by step, applying his own sequence of rules), or gives an estimation based on his experience. But, there's no generic algorithm that guarantees his sequence of steps are the simplest possible, nor that his resulting expression is the simplest one (except for trivial expressions), and hence any quantification of "distance" to a solution is meaningless.
Wouldn't all this be true, your problem would be simple: you know the number of steps, you know how many steps you've taken so far, you divide the latter by the former ;-)
Now, returning to the criteria of simplicity, I also advice you to take a look on Hilbert's 24th problem, that specifically looked for a "Criteria of simplicity, or proof of the greatest simplicity of certain proofs.", and the slightly related proof compression. If you are philosophically inclined to further understand these subjects, I would suggest reading the classic Gödel, Escher, Bach.
Further notes: To understand why, consider a well-known mathematical artefact called the Mandelbrot fractal set. Each pixel color is calculated by determining if the solution to the equation z(n+1) = z(n)^2 + c for any specific c is bounded, that is, "a complex number c is part of the Mandelbrot set if, when starting with z(0) = 0 and applying the iteration repeatedly, the absolute value of z(n) remains bounded however large n gets." Despite the equation being extremely simple (you know, square a number and sum a constant), there's absolutely no way to know if it will remain bounded or not without actually performing an infinite number of iterations or until a cycle is found (disregarding complex heuristics). In this sense, every fractal out there is a rough approximation that typically usages an escape time algorithm as an heuristic to provide an educated guess whether the solution will be bounded or not.