POM (Petra/Osiris/Molinspiration) analysis and related in silico tools are well-established methods used to evaluate the potential of molecules to become drug candidates by predicting their biological activity, calculating various physicochemical properties, ADME parameters or toxicity. Khellin is well-known component of Ammi visnaga (khella) plant used for centuries in the folk medicine for treatment renal colic. Modern medicine has found importance of khellin in the treatment of psoriasis, angina pectoris or vitiligo. However the oral use of khellin is limited by its potential adverse effects, such as dizziness, constipation or headache. Many natural or synthetic furopyrrole derivatives have been extensively studied and reported to possess numerous biological effects, including anticancer, anti-inflammatory or antimicrobial. The present in silico study is aimed at revealing the most promising drug candidates based on favorable pharmacokinetic parameters and toxicological characteristics. A modified POM analysis of sixteen furochromenes was performed using Molinspiration, Osiris and SwissADME softwares. Studied structures were selected due to the modifications of the khellin skeleton. Substitution on the furan or pyran ring, modification of one or both methoxy groups or hydrogenation of one or both heterocyclic rings were included. The results of this preliminary in silico investigations suggest all furochromenes have good oral bioavailability and high level of gastrointestinal absorption. The bioactivity score prediction shows their ability to act predominantly as ion chanel modulators or enzyme inhibitors. All compounds exhibit low risk of being irritants, nine of them exhibit low risk of being mutagenic, tumorogenic or to have reproductive effects.