Analysis of MACCS fingerprint keys and substructure.

Group	MACCS fingerprint keya	High/low wear resistanceb	Example of MACCS fingerprint keyc	Representative skeletond	Representative compounde
Group 5	MACCS_102 (1)	7/3
			MACCS102
			QO
	MACCS_141 (1)		CH3 >2
			MACCS141
	MACCS_48 (1)
			MACCS48
			OQ(O)O
	MACCS_146 (1)		O >2
			MACCS146		VS = 4.0355
Group 4	MACCS_102 (1)	7/5	N
	MACCS_141 (1)		MACCS161
	MACCS_161 (1)
	MACCS_47 (1)		MACCS47
			SAN		VS = 3.8555
Group 1	MACCS_102 (1)	14/7
			MACCS102
			QO
	MACCS_141 (1)		CH3 >2
			MACCS141
	MACCS_146 (1)		O >2
			MACCS146		VS = 3.7171
Group 3	MACCS_102 (1)	2/8	O >2
	MACCS_146 (1)		MACCS146
	MACCS_161 (1)
	MACCS_47 (1)		MACCS47
			SAN		VS = 3.6672
Group 2	MACCS_102 (0)	9/13	CH3 >2
			MACCS141
	MACCS_141 (1)
			MACCS80
	MACCS_80 (1)		NAAAN
	MACCS_65 (1)		MACCS65
			C%N		VS = 2.8447
Group 6	MACCS_102 (0)	0/5
			MACCS83
	MACCS_141 (0)		QAAAA@1
	MACCS_83 (1)
	MACCS_137 (1)		MACCS137
			Heterocycle		VS = 2.4506

^a(1) Indicates the presence of a molecule's structure, while (0) indicates its absence.

^bThe ratio of high and low wear-resistance molecules in the subclass.

^cThe SMARTS of the structure in the listed MACCS example.

^dThe substructure of the MACCS bond in the molecule. The colour red, blue, and yellow represent the matching structures.

^eThe representative molecules in this class, and red, blue, and yellow represent the matching substructures.