Finding a good analytic characterization of $n(N)$ is tricky. Let's first consider the relaxation where $N = \frac{n}{\log n}$ without the flooring restriction. Here's a somewhat nonintuitive approximation: let $m(z) = 1 + \frac{1}{z}$, let's see how $\frac{m(z)}{\log m(z)}$ behaves as a function of $z$:
$$
\begin{array}{ccc}
z = 1 & 10 & 100 & 1000 & 10000 \\
2.88\dots & 11.54\dots & 101.50\dots & 1001.50\dots & 10001.50\dots
\end{array}
$$
Asymptotically, this seems to give a good approximation of $n(N)$.
In fact, the Laurent series for $n(z)$ around $z = \infty$ is
$$
n(z) = 1 + \frac{1}{z} + \frac{3}{2z^2} + O(z^{-3})
$$
and a second order truncation seems to be a good approximation for nearly all positive integers (even if we add in the flooring restriction, it is the correct answer for $N \ge 2$). Therefore, we're looking for the telescoping series
$$
T(N) = \sum_{1 \le k \le N} n(k) = N + H(N) + \frac{\pi^2}{4} - \frac{3}{2} \cdot \frac{3 + 2N}{2(N+1)^2} + O(N^{-2})
$$
where $H(N) = \sum_k^N k^{-1} = O(\log N)$ is the harmonic series. This then shows that a tighter bound for your series is just $\Theta(N)$ asymptotically.