Scenario: Measurements made along road centerline, location of which shown by dots.
Objective: Compare measurements with building properties which are perpendicular to it (on both sides).
Workflow: Draw Perpendicular lines from points to building line. Spatial Join these perpendicular lines with buildings and points.
Question: How to draw perpendicular lines from these points till it encounter first building polygon with road centerline acting as base for angle.
Edit: ArcGIS 10.5 Advance with Spatial and Network Analyst extensions.