\[ \int \cot ^2(e+f x) (a+a \sin (e+f x))^{5/2} \, dx \]
Optimal antiderivative \[ -\frac {5 a^{\frac {5}{2}} \arctanh \left (\frac {\cos \left (f x +e \right ) \sqrt {a}}{\sqrt {a +a \sin \left (f x +e \right )}}\right )}{f}+\frac {7 a \cos \left (f x +e \right ) \left (a +a \sin \left (f x +e \right )\right )^{\frac {3}{2}}}{5 f}-\frac {\cot \left (f x +e \right ) \left (a +a \sin \left (f x +e \right )\right )^{\frac {5}{2}}}{f}+\frac {49 a^{3} \cos \left (f x +e \right )}{15 f \sqrt {a +a \sin \left (f x +e \right )}}+\frac {31 a^{2} \cos \left (f x +e \right ) \sqrt {a +a \sin \left (f x +e \right )}}{15 f} \]
command
integrate(cot(f*x+e)^2*(a+a*sin(f*x+e))^(5/2),x, algorithm="giac")
Giac 1.9.0-11 via sagemath 9.6 output
\[ -\frac {\sqrt {2} {\left (96 \, a^{2} \mathrm {sgn}\left (\cos \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )\right ) \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )^{5} - 320 \, a^{2} \mathrm {sgn}\left (\cos \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )\right ) \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )^{3} + 75 \, \sqrt {2} a^{2} \log \left (\frac {{\left | -2 \, \sqrt {2} + 4 \, \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right ) \right |}}{{\left | 2 \, \sqrt {2} + 4 \, \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right ) \right |}}\right ) \mathrm {sgn}\left (\cos \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )\right ) + 360 \, a^{2} \mathrm {sgn}\left (\cos \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )\right ) \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right ) + \frac {60 \, a^{2} \mathrm {sgn}\left (\cos \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )\right ) \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )}{2 \, \sin \left (-\frac {1}{4} \, \pi + \frac {1}{2} \, f x + \frac {1}{2} \, e\right )^{2} - 1}\right )} \sqrt {a}}{60 \, f} \]
Giac 1.7.0 via sagemath 9.3 output
\[ \text {Timed out} \]________________________________________________________________________________________