. 2006 Nov 29;11(11):915–928. doi: 10.3390/11110915

Table 2.

Comparison of functional classes actually supported by the used nomenclature software.

	AutoNom 2000	ChemDraw 10.0	ACD/Name 9.0
functional groups	+ + +	+ + + + +	+ + + + +
stereochemistry	+ + + +	+ + + + +	+ + + + +
hydrocarbon chains	+ + + + +	+ + + + +	+ + + + +
heteroatom chains	−^a	+ + + +	+ + + + +
multiplicative nomenclature	−^a	+ + + +	+ + +
monocycles	+ + + + +	+ + + +	+ + + + +
fused polycycles	+ + +	+ + +	+ + + + +
von Baeyer polycycles^b	+ + +	+ +	+ + + + +
bridged fused systems	−^a	−^a	+ + +
spirocycles	+ + +	+ + +	+ + + + +
ring assemblies^c	+ + + + +	+ + +	+ + + + +
'indicated' hydrogen	+ + + +	+ + +	+ + + + +
non-standard valences^d	+ + +	−^a	+ + + + +
salts & radicals & ions	+ +	+ + +	+ + + + +
biochemicals & natural products^e	−^a	−^a	+ + +
organometallics^f	−^a	+	+ + +
polymers	−^a	−^a	+ + +
structure generation tool^g	−^a	+ + + + +	+ + + +
^a not supported; ^b von Baeyer polycycles are bridged non-fused systems, e.g. bicyclo[3.2.1]octane; ^c e.g. 2,2':6',4''-terpyridine; ^d e.g. thiophene 1-oxide or 1λ⁵-phosphinane; ^e ACD/Name 9.0 supports the following classes on a more or less limited scope: carbohydrates, amino acids, steroids, alkaloids, terpenoids; ^f ACD/Name 9.0 supports the naming of various coordination compounds with neutral and anionic ligands. Coordination sites are specified according to κ- and η-conventions; ^g these tools generate chemical structures from (semi)systematic/trivial names.