The accessible at-boron-BINOLated 3,5-bis(4-aminostyryl)ated BODIPY scaffold is highlighted as a workable platform for developing enantiopure small organic molecules exhibiting CPL in the NIR region, even in water solution, the latter being key for CPL-based bioapplications. Synthetic simplicity, noticeable chiroptical efficiency in the NIR and the possibility to access water-soluble emitters pave the way for advancing CPL tools based on organic emitters and NIR radiation.