A combinatorial method based on the determination of the averaged weight of permutations controlling the chirality/achirality fittingness of 2<i>n</i> substitution sites of the monocyclic cycloalkane allows to obtain generalized functional equations for direct enumeration of enantiomers pairs and achiral skeletons of any derivatives of monocyclic cycloalkanes having heteromorphic alkyl substituents with the distinct length <i>k</i> with the empirical formula $\"\"$ , wherein at least two alkyl groups $\"\"$ of the distinct size $\"\"$ each. $\"\"$ is the number of alkyl radicals $\"\"$ of the system $\"\"$ verifying the relation