We have designed and synthesized the colorimetric chemosensor through the reactions of 1,2-anthraquinone and indol-3-carboxaldehyde. Due to its well conjugated D-${pi}$-A system and the existence of NH-fragment in indole moiety, we expected that the chemosensor can detect target anions with NH-fragment in indole part of the structure. In this regard, UV-Vis absorption spectra were measured to investigate sensing properties of the probe toward different anions in DMSO. This chemosensor shows to detect fluoride anions with absorption change in intensity. These properties are mainly related to the deprotonation effect. ICT system in this molecule was also observed by the computational approach using Material Studio 4.3 package.