KCF-S: KEGG Chemical Function and Substructure for improved interpretability and prediction in chemical bioinformatics

Table 3 Top five complete-linkage clusters with weighted Jaccard coefficient >= 0.7.

(a) clustered by KCF-S descriptor
Cluster	#M	Max MW		Ave MW		Min MW		SD
#1 acyl-CoA molecules
	144	993.8	C01894	883.8	C04348	767.5	C00010	3.317
#2 enoyl-CoA molecules
	79	1124	C16388	1026	C16163	891.7	C05276	6.789
#3 metals and inorganic ions
	48	244.0	C19159	97.75	C00150	1.00	C00080	10.11
#4 acyl-CoA molecules with aromatic substituted groups
	48	1023	C14118	929.6	C00323	861.6	C00845	6.107
#5 disaccharides
	35	342.2	C00897	339.3	C04698	326.2	C19758	1.153
(b) clustered by PubChem fingerprint
Cluster	Molecules	Max MW		Ave MW		Min MW		SD
#1 from furanocoumarins to glycosylated flavonoids
	382	918.8	C12636	372.7	C09956	186.1	C09060	5.993
#2 from biotinyl-5'-AMP to CoA-disulfide
	237	1533	C02015	959.5	C16339	573.5	C05921	7.893
#3 from flavonoids to pyrones (chromones), aggregated phenols
	159	668.7	C10669	325.1	C09752	166.1	C10712	6.879
#4 from xanthenes to tannins, glycosylated and acylated flavonoids
	156	2108	C16302	757.2	C12646	346.2	C09967	27.82
#5 steroids
	135	514.2	C15359	335.8	C14621	270.3	C14261	3.703
(c) clustered by MACCS fingerprint
Cluster	Molecules	Max MW		Ave MW		Min MW		SD
#1 from pyrimidine 5'-deoxynucleotide to CoA-disulfide
	432	1533	C02015	823.4	C00100	277.1	C08249	12.13
#2 from 3',5'-cyclic CMP to polypeptidyl UPD-glucose
	195	1221	C04894	564.8	C00842	305.1	C00941	13.41
#3 from xanthenes to highly glycosylated and aromatic acylated flavonoids
	167	2108	C16302	642.3	C16290	244.1	C10082	23.76
#4 from xanthenes to C-glycosylated flavonoids
	159	610.5	C10102	337.7	C10049	222.2	C00799	5.895
#5 from pyrones to biflavonoids
	157	1120	C10235	502.5	C16191	206.1	C09012	13.34

#M indicates the numbers of molecules in the clusters. Max MW, Ave MW, and Min MW indicate the molecules with the maximum molecular weight, the molecules with the average molecular weight, and the molecules with the minimum molecular weights, respectively, with the respective molecular weights. SD shows the standard deviation of the obtained clusters. Description after the cluster numbers (#1 - #5) represents the group of molecules, in which "from ... to ..." indicates that the molecular structures in the cluster were so diverse that we could not find appropriate words to describe the clusters.

ISSN: 1752-0509