Table 1. Top-ranked drug lead productive clusters with higher number of approved leads in the natural product chemical space represented by 137,836 natural products and 442 natural product leads. The corresponding target site class(es) and superclass(es) are also listed.

Drug Lead Cluster (Branch)	Drug Lead Molecular Scaffold Groups	No of NPs	No of Leads, Drugs (Approved/Trial)	Target Site Super Class	Target Site Class
DC19 (14)	Steroids & derivatives	546	32/5, 85/8	steroid sites	Nuclear receptor ligand sites
DC5 (3)	Pyrimidine nucleosides, Aminoglycosides	225	19/0, 32/0	nucleoside phosphate sites, aminoacyl-tRNA sites	DNA metab enzymes nucleoside phosphate, ribosome 30 s aminoacyl-tRNA sites
DC13 (4)	Purine nucleosides, Imidazole analogs & their oligopeptide hybrids	264	17/2, 39/22	Nucleoside sites, nucleoside phosphate sites	nucleoside receptor ligand & metabolism enzyme substrate sites, Nucleoside phosphate receptor ligand, DNA metab enzymes nucleoside phosphate sites
DC7 (3)	Amino acids with acyclic hydroxyl side chain & derivatives	217	15/0, 23/0	amino acid sites	amino acid receptor ligand & metab enzyme substrate sites
DC17 (14)	Macrolides, Polyenes, Spinosyns, Acarviosins	117	15/4, 29/14	amino acid phosphate sites, oligopeptide sites, lipopolysaccharide sites	phosphatase substrate, ribosome 23S peptidyl transferase, outer membrane lipopolysaccharide sites
DC21 (14)	Fatty acids & derivatives, Prostanoids	423	8/1, 26/1	fatty acid, cannabinoid, eicosanoid, retinoid, coenzyme A sites	retinoid receptor ligand, CoA metab enzyme substrate sites
DC28 (17)	Cardiac glycosides	176	8/1, 12/1	nucleoside phosphate sites	nucleoside phosphate metab enzyme substrate sites
DC38 (21)	Intermediate-sized linear and cyclic peptides	33	7/1, 32/2	Oligopeptide sites, lipopolysaccharide sites	exopeptidase substrate, Neuropeptide receptor ligand, outer membrane lipopolysaccharide sites
DC8 (3)	Beta-lactams	92	6/2, 90/6	peptidoglycan sites	ß-lactam binding protein peptidoglycan sites
DC29 (20)	Saponins, Triterpenoid glycosides, Macrocyclic lactones	1696	6/1, 7/2	nucleoside phosphate sites	steroid metab enzyme nucleoside phosphate, calcium channel DHP, chloride channel CBS sites
DC45 (30)	Tetracyclines, Capsaicinoids, Disulfide bromotyrosine derivatives	447	6/3, 13/7	aminoacyl-tRNA sites	ribosome 30 s aminoacyl-tRNA sites
DC49 (32)	Opiate alkaloids, Phenanthrene alkaloids	457	6/1, 18/1	amine sites, opiate sites	amine receptor ligand, opiate receptor ligand sites
DC10 (3)	Glycosaminoglycans, glucosamines, Lincosamides & derivatives	237	5/0, 17/0	oligopeptide sites	serine endopeptidase substrate sites
DC12 (4)	Purine base analogs, modified purine base analogs	180	5/0, 9/0	nucleoside sites, nucleoside phosphate sites	nucleoside receptor ligand, DNA metab enzymes nucleoside phosphate sites
DC14 (7)	Larger indole alkaloids	4104	5/1, 15/16	amine sites, oligopeptide sites	amine receptor ligand & transporter substrate, exopeptidase substrate sites
DC53 (10)	Cannabinoids, Diarylheptanoids, Dihydrostilbenoids, Small phenolic molecules with a long tail	2531	5/4, 9/8	fatty acid, cannabinoid, eicosanoid, retinoid sites	fatty acid metab enzyme substrate, retinoid receptor ligand, cannabinoid receptor ligand sites
DC24 (16)	Oligo-, Poly-, Cyclic- saccharides	259	5/0, 5/0	cyclic oligosaccharide drug delivery systems	cyclodextrin drug delivery systems
DC36 (20)	Large cyclic peptides	265	5/6, 6/7	nucleoside phosphate sites, sites within peptidoglycans, saccharide sites, lipopolysaccharide sites	calcium channel DHP, cell wall peptidoglycan, polysaccharide metab enzyme substrates, outer membrane lipopolysaccharide sites
DC40 (24)	Porphyrins, Prodiginines, Ergoline-, Ellipticine-, Epibatidine- alkaloids	519	5/3, 8/4	amine sites, nucleobase sites	amine receptors ligand, DNA intercalation sites
DC42 (26)	Indole-containing amino acid tryptophan analogs, Monoterpenoid indole alkaloids, Yohimbine alkaloids	512	5/2, 6/4	amine sites	amine receptor ligand sites
DC43 (28)	Tropane alkaloids	29	5/0, 10/0	amine sites	amine receptor ligand & transporter substrate sites
DC44 (28)	Catecholamines, Small alkaloids with an amine group	358	5/0, 21/0	amine, opiate sites	amine receptor, opiate receptor ligand sites