Density Functional Theory at B3PW91/6-311G (d, p) level was employed to analyze the spectral properties and nonlinear optical response of the oxo and thia-bridged triarylamine heterohelicenes. The energy calculations of optimized geometries reveals that the M and P isomeric forms of heterohelicenes of 1, 2, 3 and 4 are enantiomers, while as for 5, 6 and 7 they are atropisomers. The simulated Infrared and Vibrational circular dichroism spectra in the mid-infrared region (1300-1650 cm−1) display peaks, having contribution from out-of-phase stretching of the three fused aromatic rings and contribution from the three NC bond stretching. In addition to these peaks M-7 displays peak corresponds to bending of HCH of terminal methoxy group. In this study we have observed the oxo-bridged heterohelicenes displays higher values of hyperpolarizability as compared to thia-bridged heterohelicenes. In case of M-5, M-6 and M-7 the calculation reveals that with increase in electron donating capacity of substituent the hyperpolarizability increase due to decrease in optical band gap. Therefore, the oxo- and thia-bridged heterohelicenes can act as good raw material for nonlinear optical device and their nonlinear optical response can be enhanced by the extension in π-conjugation or addition of electron donating substituents.