ChemDraw

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ChemDraw is a molecule editor first developed in 1985 by Selena 'Sally' Evans, her husband David A. Evans, and Stewart Rubenstein[1][2] (later by the cheminformatics company CambridgeSoft). The company was sold to PerkinElmer in the year 2011.[3] ChemDraw, along with Chem3D and ChemFinder, is part of the ChemOffice suite of programs and is available for Macintosh and Microsoft Windows.
Features of ChemDraw 12.0

Chemical structure to name conversion
Chemical name to structure conversion
NMR spectrum simulation (1H and 13C)
Mass spectrum simulation
Structure cleanup
Draw ligand Structure
An extensive collection of templates, including style templates for most major chemical journals.
Export to SVG
Export to PDF (Mac Version only)

File format

The native file formats for ChemDraw are the binary CDX and the preferred XML-based CDXML formats. ChemDraw can also import from, and export to, MOL, SDF, and SKC chemical file formats.
Plugins

SDK for ChemDraw enables third-party developers to write plugins. For example, - Quick HotKey helps to set up HotKeys in interactive mode, instead of manually editing of text file. The Plugin site appears to have been abandoned.
References

Halford, Bethany (2014). "Reflections On ChemDraw". C&EN. 92 (33): 26–27. doi:10.1021/cen-09233-scitech1. Retrieved 20 August 2014.
Evans, David A. (2014-10-13). "History of the Harvard ChemDraw Project". Angewandte Chemie International Edition. 53 (42): 11140–11145. doi:10.1002/anie.201405820.

Announcing CambridgeSoft from Perkin Elmer

Mills, N. (2006). "ChemDraw Ultra 10.0". J. Am. Chem. Soc. 128 (41): 13649–13650. doi:10.1021/ja0697875.
Li, Z.; Wan, H.; Shi, Y.; Ouyang, P. (2004). "Personal Experience with Four Kinds of Chemical Structure Drawing Software: Review on ChemDraw, ChemWindow, ISIS/Draw, and ChemSketch". J. Chem. Inf. Comput. Sci. 44 (5): 1886–1890. doi:10.1021/ci049794h. PMID 15446849.
Strack, Dieter (2001). "ChemOffice Ultra 2000". Phytochemistry. 57 (1): 144. doi:10.1016/S0031-9422(00)00503-3.
Madlung, Andreas (1999). "Digital Chemical Intelligence". Science. 285 (5435): 1866–1867. doi:10.1126/science.285.5435.1866. S2CID 60908986.
David A. Evans (2014). "History of the Harvard ChemDraw Project". Angewandte Chemie International Edition. 53 (42): 11140–11145. doi:10.1002/anie.201405820. PMID 25131311.