We presented a multi-scale simulation study of PEDOT:PSS doped with D-sorbitol and analysed the effect of sorbitol on morphological and electronic properties of the PEDOT oligomers in PEDOT:PSS. Using molecular dynamics simulations we found that an increased sorbitol concentration leads to a larger end-to-end distance and thus less bending as well as an enhanced packing of PEDOT oligomers. A DFT based quantum mechanical analysis showed that this reduces the energy disorder and increases the electronic couplings between PEDOT oligomers. Energy disorder is typically split into static and dynamic contributions, where only the static disorder influences charge carrier mobility and thus the conductivity of a material. To further analyse charge transport properties of PEDOT:PSS, we used a machine learning based approach to compute the static and dynamic disorder of PEDOT oligomers. We trained a neural network to predict the HOMO energies of PEDOT chains throughout entire MD trajectories (more than one million conformers), which would be computationally intractable using DFT. We found that the static disorder of PEDOT oligomers is exceptionally small compared to other organic semiconductors, contradicting the widespread intuition that rigid molecules are desirable to decrease (static) energy disorder and thus increase the charge carrier mobility.