NPASS Compound

Structure

CID134330 OpenBabel06191715492D 29 32 0 0 1 0 0 0 0 0999 V2000 -3.9961 6.3807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5373 5.6940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2031 4.6010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8066 3.7112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5343 2.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7443 3.9143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3479 3.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8441 -1.4630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6888 -0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2220 1.4609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2217 0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6879 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8450 1.4619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6896 1.9492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8444 -1.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5685 5.5924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1720 4.7026 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3790 2.9229 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9752 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6882 -0.9747 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6891 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3787 1.9488 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5338 0.4869 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8447 0.4873 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5340 1.4614 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5544 -1.4744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 7 8 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 23 2 0 0 0 0 11 12 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 15 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 3 1 1 0 0 0 20 4 1 1 0 0 0 20 24 1 0 0 0 0 21 27 1 6 0 0 0 22 29 1 6 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 28 1 6 0 0 0 25 28 1 6 0 0 0 26 27 1 6 0 0 0 27 5 1 6 0 0 0 28 6 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	398.35
Volume:	462.136
LogP:	7.247
LogD:	6.131
LogS:	-6.861
# Rotatable Bonds:	4
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.489
Synthetic Accessibility Score:	4.651
Fsp3:	0.857
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.623
MDCK Permeability:	3.282806937932037e-05
Pgp-inhibitor:	0.433
Pgp-substrate:	0.268
Human Intestinal Absorption (HIA):	0.019
20% Bioavailability (F20%):	0.992
30% Bioavailability (F30%):	0.97

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.006
Plasma Protein Binding (PPB):	88.7933349609375%
Volume Distribution (VD):	1.144
Pgp-substrate:	1.566771388053894%

ADMET: Metabolism

CYP1A2-inhibitor:	0.137
CYP1A2-substrate:	0.412
CYP2C19-inhibitor:	0.13
CYP2C19-substrate:	0.924
CYP2C9-inhibitor:	0.284
CYP2C9-substrate:	0.058
CYP2D6-inhibitor:	0.028
CYP2D6-substrate:	0.306
CYP3A4-inhibitor:	0.847
CYP3A4-substrate:	0.707

ADMET: Excretion

Clearance (CL):	3.375
Half-life (T1/2):	0.063

ADMET: Toxicity

hERG Blockers:	0.016
Human Hepatotoxicity (H-HT):	0.138
Drug-inuced Liver Injury (DILI):	0.023
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.364
Maximum Recommended Daily Dose:	0.947
Skin Sensitization:	0.391
Carcinogencity:	0.006
Eye Corrosion:	0.071
Eye Irritation:	0.266
Respiratory Toxicity:	0.607

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC134330

Natural Product ID:	NPC134330
*Common Name:**	5,6-Dihydro Ergosterol
IUPAC Name:	(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms:	5,6-Dihydro Ergosterol
Standard InCHIKey:	QOXPZVASXWSKKU-UEIWAABPSA-N
Standard InCHI:	InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-8,10,18-22,24-26,29H,9,11-17H2,1-6H3/b8-7+/t19-,20+,21-,22-,24+,25-,26-,27-,28+/m0/s1
SMILES:	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL463973
PubChem CID:	5283628
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0003567] Ergostane steroids [CHEMONTID:0001403] Ergosterols and derivatives

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytochem.2005.10.025]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)91122-1]
NPO6468	Ganoderma pfeifferi	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757736]
NPO29263	Tylopilus plumbeoviolaceus	Species	Boletaceae	Eukaryota	n.a.	fruit body	n.a.	PMID[10785434]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[11520245]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12045343]
NPO15389	Ganoderma annulare	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12781809]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14695801]
NPO25515	Garcinia speciosa	Species	Clusiaceae	Eukaryota	barks	n.a.	n.a.	PMID[15620248]
NPO6468	Ganoderma pfeifferi	Species	Polyporaceae	Eukaryota	n.a.	fruit body	n.a.	PMID[16378363]
NPO6468	Ganoderma pfeifferi	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378363]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	Sri Lankan	n.a.	PMID[16933889]
NPO18766	Inonotus obliquus	Species	Hymenochaetaceae	Eukaryota	sclerotia	n.a.	n.a.	PMID[17049251]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1791484]
NPO18766	Inonotus obliquus	Species	Hymenochaetaceae	Eukaryota	sclerotia	n.a.	n.a.	PMID[18387711]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	spore	n.a.	PMID[18827358]
NPO24708	Mikania micrantha	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19267453]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	Nagano, Japan	2008-MAY	PMID[20039640]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20384295]
NPO23707	Sinularia gyrosa	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20430633]
NPO23707	Sinularia gyrosa	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[20499851]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[20702092]
NPO425	Streptomyces cattleya	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21263049]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[21924611]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22014750]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[22044278]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting body	n.a.	n.a.	PMID[22047696]
NPO20231	Sarcodon scabrosus	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22401866]
NPO10876	Euphorbia granulata	Species	Euphorbiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[23580316]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24014097]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24128451]
NPO18766	Inonotus obliquus	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24359303]
NPO23998	Auxarthron reticulatum	Species	Onygenaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24900275]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26222905]
NPO425	Streptomyces cattleya	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26240322]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27996259]
NPO14563	Kalimeris shimadae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31804830]
NPO6403	Phlegmariurus squarrosus	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32941036]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[9635497]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9917288]
NPO20231	Sarcodon scabrosus	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Leaf Diffusate	n.a.	n.a.	Database[FooDB]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO8999	Juniperus occidentalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7276	Mitragyna macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28627	Coptis trifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22408	Aconitum polyschistum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25515	Garcinia speciosa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3354	Fomes officinalis	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO22408	Aconitum polyschistum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14438	Coussarea brevicaulis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28627	Coptis trifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10400	Pothos chinensis	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24950	Eupatorium aschenbornianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7276	Mitragyna macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8999	Juniperus occidentalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3354	Fomes officinalis	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25515	Garcinia speciosa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16609	Ganoderma sinense	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12787	Phora hyperborea	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22408	Aconitum polyschistum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15089	Stylocheilus longicaudus	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6217	Castanopsis fissa	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25683	Columba livia	Species	Columbidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4237	Vepris madagascarica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1827	Morinda elliptica	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10585	Yarrowia lipolytica	Species	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6403	Phlegmariurus squarrosus	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25341	Sanango racemosum	Species	Gesneriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5585	Cassia greggii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24662	Ulmus laevis	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9507	Agathosma mundtii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10400	Pothos chinensis	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24708	Mikania micrantha	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7245	Lamprometra klunzingeri	Species	Mariametridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13911	Eunicella stricta	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27375	Sphingomonas paucimobilis	Species	Sphingomonadaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10876	Euphorbia granulata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24693	Prunus cerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25515	Garcinia speciosa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20331	Aerva tomentosa	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24854	Beltrania rhombica	Species	Beltraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24895	Parmelia springtonensis	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16609	Ganoderma sinense	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12310	Viburnum orientale	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3205	Dracocephalum heterophyllum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15389	Ganoderma annulare	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6468	Ganoderma pfeifferi	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23134	Artemisia kaschgarica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25115	Psychotria calocarpa	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24950	Eupatorium aschenbornianum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14438	Coussarea brevicaulis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14696	Frullania inflata	Species	Frullaniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14563	Kalimeris shimadae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11201	Barleria strigosa	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17272	Cotoneaster simonsii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25602	Crotalaria barbata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23998	Auxarthron reticulatum	Species	Onygenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15560	Penicillium camemberti	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO341	Xylaria obovata	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23707	Sinularia gyrosa	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24142	Cereus ocamponis	Species	Sagartiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8579	Pestalotiopsis longiseta	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25399	Patrinia intermedia	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7276	Mitragyna macrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29263	Tylopilus plumbeoviolaceus	Species	Boletaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25241	Cordyla africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12142	Solanum nodiflorum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8999	Juniperus occidentalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28627	Coptis trifolia	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13627	Sphaeria macula	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO23866	Anisocycla cymosa	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18766	Inonotus obliquus	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15346	Remijia bicolorata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO425	Streptomyces cattleya	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6970	Wyethia angustifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25313	Satureja douglasii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12593	Plectranthus grandidentatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13953	Gouania lupuloides	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14984	Agelenopsis aperta	Species	Agelenidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1599	Ormosia pachycarpa	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11551	Paliurus ramosissimus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3354	Fomes officinalis	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20231	Sarcodon scabrosus	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4626	Pimpinella anisum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24242	Haminoea cymbalum	Species	Haminoeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	5
Others	7

Activity Type	# Activity
Cell Line	1
NON-MOLECULAR	1
Organism	5
Others	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT616	Cell Line	MDCK	Canis lupus familiaris	TC50	=	404.6	uM	PMID[502550]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	0.78	ug.mL-1	PMID[502549]
NPT190	Organism	Human herpesvirus 1	Human herpesvirus 1	IC50	=	0.03	ug.mL-1	PMID[502549]
NPT70	Organism	Respiratory syncytial virus	Respiratory syncytial virus	IC50	=	50500.0	nM	PMID[502550]
NPT27	Others	Unspecified		TC50	=	303.4	uM	PMID[502550]
NPT27	Others	Unspecified		TI	=	6.0	n.a.	PMID[502550]
NPT336	Organism	Human parainfluenza virus 3	Human parainfluenza virus 3	IC50	=	50500.0	nM	PMID[502550]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	202300.0	nM	PMID[502550]
NPT27	Others	Unspecified		TI	=	2.0	n.a.	PMID[502550]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	43.8	%	PMID[502553]
NPT2	Others	Unspecified		Survival	=	82.0	%	PMID[502553]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC134330 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	155
0.1-0.2	1357
0.2-0.3	7761
0.3-0.4	15608
0.4-0.5	6932
0.5-0.6	5610
0.6-0.7	3761
0.7-0.8	1093
0.8-0.85	247
0.85-0.9	99
0.9-0.95	54
0.95-1	20

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC129165
0.9857	High Similarity	NPC141071
0.9857	High Similarity	NPC471723
0.9857	High Similarity	NPC257347
0.9718	High Similarity	NPC189883
0.9718	High Similarity	NPC113733
0.9718	High Similarity	NPC470362
0.9577	High Similarity	NPC22105
0.9577	High Similarity	NPC288035
0.9577	High Similarity	NPC134847
0.9577	High Similarity	NPC28657
0.9577	High Similarity	NPC136188
0.9577	High Similarity	NPC230301
0.9577	High Similarity	NPC285893
0.9577	High Similarity	NPC304309
0.9577	High Similarity	NPC162742
0.9452	High Similarity	NPC76931
0.9452	High Similarity	NPC18603
0.9452	High Similarity	NPC307965
0.9444	High Similarity	NPC300324
0.9444	High Similarity	NPC321016
0.9444	High Similarity	NPC321381
0.9444	High Similarity	NPC107059
0.9444	High Similarity	NPC202642
0.9444	High Similarity	NPC237460
0.9444	High Similarity	NPC46160
0.9444	High Similarity	NPC240604
0.9324	High Similarity	NPC30986
0.9324	High Similarity	NPC1319
0.9324	High Similarity	NPC209430
0.9315	High Similarity	NPC318495
0.9315	High Similarity	NPC214570
0.9315	High Similarity	NPC34019
0.9315	High Similarity	NPC198968
0.9315	High Similarity	NPC155986
0.9306	High Similarity	NPC121744
0.9306	High Similarity	NPC322353
0.9306	High Similarity	NPC118508
0.9296	High Similarity	NPC182717
0.92	High Similarity	NPC236112
0.92	High Similarity	NPC241290
0.92	High Similarity	NPC209944
0.92	High Similarity	NPC234193
0.92	High Similarity	NPC164840
0.9189	High Similarity	NPC275910
0.9189	High Similarity	NPC285761
0.9189	High Similarity	NPC167037
0.9189	High Similarity	NPC65897
0.9189	High Similarity	NPC474216
0.9189	High Similarity	NPC477522
0.9189	High Similarity	NPC85346
0.9189	High Similarity	NPC473943
0.9189	High Similarity	NPC138621
0.9189	High Similarity	NPC87604
0.9189	High Similarity	NPC205455
0.9189	High Similarity	NPC186191
0.9189	High Similarity	NPC244385
0.9189	High Similarity	NPC302041
0.9189	High Similarity	NPC6978
0.9178	High Similarity	NPC244488
0.9178	High Similarity	NPC73875
0.9178	High Similarity	NPC247325
0.9167	High Similarity	NPC469593
0.9167	High Similarity	NPC469533
0.9167	High Similarity	NPC469534
0.9079	High Similarity	NPC47761
0.9079	High Similarity	NPC264245
0.9079	High Similarity	NPC474531
0.9067	High Similarity	NPC28862
0.9067	High Similarity	NPC109546
0.9067	High Similarity	NPC47982
0.9067	High Similarity	NPC328714
0.9067	High Similarity	NPC143182
0.9067	High Similarity	NPC84694
0.9067	High Similarity	NPC273410
0.9067	High Similarity	NPC81306
0.9067	High Similarity	NPC80530
0.9028	High Similarity	NPC201373
0.9028	High Similarity	NPC474140
0.9028	High Similarity	NPC471799
0.9014	High Similarity	NPC145498
0.9014	High Similarity	NPC475728
0.9	High Similarity	NPC160209
0.8974	High Similarity	NPC470077
0.8961	High Similarity	NPC470049
0.8961	High Similarity	NPC87489
0.8961	High Similarity	NPC296701
0.8961	High Similarity	NPC30166
0.8961	High Similarity	NPC50964
0.8961	High Similarity	NPC49964
0.8961	High Similarity	NPC218616
0.8947	High Similarity	NPC13554
0.8947	High Similarity	NPC322313
0.8947	High Similarity	NPC102253
0.8947	High Similarity	NPC236237
0.8947	High Similarity	NPC26117
0.8933	High Similarity	NPC318136
0.8933	High Similarity	NPC477514
0.8933	High Similarity	NPC312328
0.8919	High Similarity	NPC96319
0.8904	High Similarity	NPC477138
0.8904	High Similarity	NPC91858
0.8904	High Similarity	NPC471797
0.8904	High Similarity	NPC243342
0.8904	High Similarity	NPC100334
0.8889	High Similarity	NPC110799
0.8889	High Similarity	NPC242001
0.8889	High Similarity	NPC111234
0.8861	High Similarity	NPC318390
0.8857	High Similarity	NPC197805
0.8846	High Similarity	NPC477818
0.8846	High Similarity	NPC317458
0.8831	High Similarity	NPC23852
0.8831	High Similarity	NPC7505
0.8831	High Similarity	NPC474752
0.8831	High Similarity	NPC209620
0.8831	High Similarity	NPC470383
0.8831	High Similarity	NPC474683
0.8831	High Similarity	NPC474759
0.8831	High Similarity	NPC474731
0.8831	High Similarity	NPC82986
0.88	High Similarity	NPC471798
0.8784	High Similarity	NPC103822
0.8784	High Similarity	NPC291503
0.8784	High Similarity	NPC471468
0.8767	High Similarity	NPC195489
0.875	High Similarity	NPC45296
0.875	High Similarity	NPC261266
0.8734	High Similarity	NPC238485
0.8734	High Similarity	NPC205845
0.8734	High Similarity	NPC209802
0.8734	High Similarity	NPC124172
0.8734	High Similarity	NPC231310
0.8734	High Similarity	NPC474047
0.8734	High Similarity	NPC33913
0.8734	High Similarity	NPC478102
0.8732	High Similarity	NPC208999
0.8718	High Similarity	NPC189972
0.8718	High Similarity	NPC201852
0.8718	High Similarity	NPC470614
0.8718	High Similarity	NPC1272
0.8718	High Similarity	NPC5985
0.8718	High Similarity	NPC20853
0.8718	High Similarity	NPC101462
0.8718	High Similarity	NPC248886
0.8718	High Similarity	NPC202389
0.8714	High Similarity	NPC286669
0.8714	High Similarity	NPC222366
0.8714	High Similarity	NPC476039
0.8667	High Similarity	NPC122418
0.8667	High Similarity	NPC106432
0.8667	High Similarity	NPC290598
0.8667	High Similarity	NPC265328
0.8667	High Similarity	NPC27765
0.8667	High Similarity	NPC120098
0.8667	High Similarity	NPC30590
0.8649	High Similarity	NPC145552
0.8649	High Similarity	NPC254509
0.8649	High Similarity	NPC192638
0.8649	High Similarity	NPC25511
0.8649	High Similarity	NPC49168
0.8649	High Similarity	NPC62657
0.8649	High Similarity	NPC196358
0.8649	High Similarity	NPC5046
0.863	High Similarity	NPC167706
0.8625	High Similarity	NPC470360
0.8625	High Similarity	NPC274448
0.8625	High Similarity	NPC157257
0.8608	High Similarity	NPC475789
0.8608	High Similarity	NPC134481
0.8608	High Similarity	NPC474634
0.8608	High Similarity	NPC470558
0.8608	High Similarity	NPC82623
0.8608	High Similarity	NPC113978
0.8608	High Similarity	NPC141941
0.8608	High Similarity	NPC470384
0.8608	High Similarity	NPC207013
0.8608	High Similarity	NPC110778
0.8608	High Similarity	NPC193870
0.859	High Similarity	NPC6707
0.8571	High Similarity	NPC472463
0.8553	High Similarity	NPC91594
0.8553	High Similarity	NPC34177
0.8553	High Similarity	NPC472805
0.8553	High Similarity	NPC101475
0.8553	High Similarity	NPC90979
0.8553	High Similarity	NPC157996
0.8553	High Similarity	NPC40394
0.8537	High Similarity	NPC133588
0.8533	High Similarity	NPC70982
0.8533	High Similarity	NPC66566
0.8533	High Similarity	NPC3403
0.8533	High Similarity	NPC34700
0.8533	High Similarity	NPC212879
0.8533	High Similarity	NPC240235
0.8533	High Similarity	NPC200243
0.8533	High Similarity	NPC104387
0.8533	High Similarity	NPC477923
0.8533	High Similarity	NPC185536
0.8533	High Similarity	NPC138374

Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC134330 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	162
0.1-0.2	1577
0.2-0.3	4487
0.3-0.4	2071
0.4-0.5	421
0.5-0.6	165
0.6-0.7	154
0.7-0.8	84
0.8-0.85	16
0.85-0.9	10
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9577	High Similarity	NPD7339	Approved
0.9577	High Similarity	NPD6942	Approved
0.8947	High Similarity	NPD7525	Registered
0.8919	High Similarity	NPD3701	Clinical (unspecified phase)
0.8649	High Similarity	NPD4784	Approved
0.8649	High Similarity	NPD4785	Approved
0.863	High Similarity	NPD7150	Approved
0.863	High Similarity	NPD7151	Approved
0.863	High Similarity	NPD7152	Approved
0.863	High Similarity	NPD4243	Approved
0.85	High Similarity	NPD4786	Approved
0.8493	Intermediate Similarity	NPD7143	Approved
0.8493	Intermediate Similarity	NPD7144	Approved
0.84	Intermediate Similarity	NPD6924	Approved
0.84	Intermediate Similarity	NPD6926	Approved
0.8356	Intermediate Similarity	NPD6922	Approved
0.8356	Intermediate Similarity	NPD6923	Approved
0.8333	Intermediate Similarity	NPD7645	Phase 2
0.825	Intermediate Similarity	NPD3667	Approved
0.8235	Intermediate Similarity	NPD6079	Approved
0.8214	Intermediate Similarity	NPD5328	Approved
0.8182	Intermediate Similarity	NPD6933	Approved
0.8072	Intermediate Similarity	NPD3618	Phase 1
0.8052	Intermediate Similarity	NPD5275	Approved
0.8052	Intermediate Similarity	NPD4190	Phase 3
0.8	Intermediate Similarity	NPD4748	Discontinued
0.7976	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD6929	Approved
0.7875	Intermediate Similarity	NPD4195	Approved
0.7848	Intermediate Similarity	NPD6932	Approved
0.7831	Intermediate Similarity	NPD3666	Approved
0.7831	Intermediate Similarity	NPD3133	Approved
0.7831	Intermediate Similarity	NPD3665	Phase 1
0.7778	Intermediate Similarity	NPD6931	Approved
0.7778	Intermediate Similarity	NPD6930	Phase 2
0.7778	Intermediate Similarity	NPD7509	Discontinued
0.775	Intermediate Similarity	NPD7145	Approved
0.7727	Intermediate Similarity	NPD4202	Approved
0.7667	Intermediate Similarity	NPD5222	Approved
0.7667	Intermediate Similarity	NPD5221	Approved
0.7667	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7625	Intermediate Similarity	NPD5776	Phase 2
0.7625	Intermediate Similarity	NPD6925	Approved
0.7595	Intermediate Similarity	NPD8264	Approved
0.7582	Intermediate Similarity	NPD5173	Approved
0.7561	Intermediate Similarity	NPD7514	Phase 3
0.7531	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD6399	Phase 3
0.75	Intermediate Similarity	NPD6695	Phase 3
0.7473	Intermediate Similarity	NPD4697	Phase 3
0.747	Intermediate Similarity	NPD6902	Approved
0.7442	Intermediate Similarity	NPD5279	Phase 3
0.7439	Intermediate Similarity	NPD6683	Phase 2
0.7419	Intermediate Similarity	NPD5286	Approved
0.7419	Intermediate Similarity	NPD4696	Approved
0.7419	Intermediate Similarity	NPD5285	Approved
0.7412	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD3668	Phase 3
0.7391	Intermediate Similarity	NPD4755	Approved
0.7386	Intermediate Similarity	NPD4753	Phase 2
0.7381	Intermediate Similarity	NPD4221	Approved
0.7381	Intermediate Similarity	NPD4223	Phase 3
0.7349	Intermediate Similarity	NPD7332	Phase 2
0.734	Intermediate Similarity	NPD5223	Approved
0.7326	Intermediate Similarity	NPD6893	Approved
0.7326	Intermediate Similarity	NPD5329	Approved
0.7312	Intermediate Similarity	NPD5290	Discontinued
0.7263	Intermediate Similarity	NPD5226	Approved
0.7263	Intermediate Similarity	NPD4633	Approved
0.7263	Intermediate Similarity	NPD5224	Approved
0.7263	Intermediate Similarity	NPD5225	Approved
0.7263	Intermediate Similarity	NPD5211	Phase 2
0.7234	Intermediate Similarity	NPD4700	Approved
0.7222	Intermediate Similarity	NPD7515	Phase 2
0.7209	Intermediate Similarity	NPD4197	Approved
0.7188	Intermediate Similarity	NPD5174	Approved
0.7188	Intermediate Similarity	NPD5175	Approved
0.7179	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD4629	Approved
0.7174	Intermediate Similarity	NPD5210	Approved
0.7159	Intermediate Similarity	NPD7750	Discontinued
0.7159	Intermediate Similarity	NPD7524	Approved
0.7128	Intermediate Similarity	NPD7638	Approved
0.7113	Intermediate Similarity	NPD5141	Approved
0.7093	Intermediate Similarity	NPD4788	Approved
0.7089	Intermediate Similarity	NPD4787	Phase 1
0.7071	Intermediate Similarity	NPD6881	Approved
0.7071	Intermediate Similarity	NPD6899	Approved
0.7059	Intermediate Similarity	NPD6898	Phase 1
0.7053	Intermediate Similarity	NPD7640	Approved
0.7053	Intermediate Similarity	NPD7639	Approved
0.7045	Intermediate Similarity	NPD5205	Approved
0.7045	Intermediate Similarity	NPD4138	Approved
0.7045	Intermediate Similarity	NPD5330	Approved
0.7045	Intermediate Similarity	NPD6409	Approved
0.7045	Intermediate Similarity	NPD4689	Approved
0.7045	Intermediate Similarity	NPD4688	Approved
0.7045	Intermediate Similarity	NPD7146	Approved
0.7045	Intermediate Similarity	NPD6684	Approved
0.7045	Intermediate Similarity	NPD4690	Approved
0.7045	Intermediate Similarity	NPD4693	Phase 3
0.7045	Intermediate Similarity	NPD7521	Approved
0.7045	Intermediate Similarity	NPD7334	Approved
0.7045	Intermediate Similarity	NPD5690	Phase 2
0.7041	Intermediate Similarity	NPD6675	Approved
0.7041	Intermediate Similarity	NPD6402	Approved
0.7041	Intermediate Similarity	NPD7128	Approved
0.7041	Intermediate Similarity	NPD5739	Approved
0.7021	Intermediate Similarity	NPD6083	Phase 2
0.7021	Intermediate Similarity	NPD6084	Phase 2
0.701	Intermediate Similarity	NPD4754	Approved
0.7	Intermediate Similarity	NPD6051	Approved
0.7	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5697	Approved
0.6931	Remote Similarity	NPD7290	Approved
0.6931	Remote Similarity	NPD7102	Approved
0.6931	Remote Similarity	NPD6883	Approved
0.6905	Remote Similarity	NPD3617	Approved
0.69	Remote Similarity	NPD4729	Approved
0.69	Remote Similarity	NPD6011	Approved
0.69	Remote Similarity	NPD4730	Approved
0.69	Remote Similarity	NPD5168	Approved
0.69	Remote Similarity	NPD7320	Approved
0.6889	Remote Similarity	NPD5737	Approved
0.6889	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD6672	Approved
0.6889	Remote Similarity	NPD6903	Approved
0.6889	Remote Similarity	NPD4723	Approved
0.6889	Remote Similarity	NPD4722	Approved
0.6882	Remote Similarity	NPD7748	Approved
0.6869	Remote Similarity	NPD4767	Approved
0.6869	Remote Similarity	NPD4768	Approved
0.6863	Remote Similarity	NPD6649	Approved
0.6863	Remote Similarity	NPD6847	Approved
0.6863	Remote Similarity	NPD8130	Phase 1
0.6863	Remote Similarity	NPD6617	Approved
0.6863	Remote Similarity	NPD6650	Approved
0.6863	Remote Similarity	NPD6869	Approved
0.6854	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD5280	Approved
0.6854	Remote Similarity	NPD4694	Approved
0.6848	Remote Similarity	NPD8035	Phase 2
0.6848	Remote Similarity	NPD8034	Phase 2
0.6848	Remote Similarity	NPD7087	Discontinued
0.6832	Remote Similarity	NPD6014	Approved
0.6832	Remote Similarity	NPD6012	Approved
0.6832	Remote Similarity	NPD6373	Approved
0.6832	Remote Similarity	NPD6372	Approved
0.6832	Remote Similarity	NPD6013	Approved
0.6829	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5701	Approved
0.6796	Remote Similarity	NPD6882	Approved
0.6796	Remote Similarity	NPD8297	Approved
0.6765	Remote Similarity	NPD5169	Approved
0.6765	Remote Similarity	NPD5247	Approved
0.6765	Remote Similarity	NPD5249	Phase 3
0.6765	Remote Similarity	NPD5251	Approved
0.6765	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD5135	Approved
0.6765	Remote Similarity	NPD5250	Approved
0.6765	Remote Similarity	NPD5248	Approved
0.6765	Remote Similarity	NPD4634	Approved
0.675	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.675	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD5128	Approved
0.6699	Remote Similarity	NPD5217	Approved
0.6699	Remote Similarity	NPD5215	Approved
0.6699	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6699	Remote Similarity	NPD5216	Approved
0.6699	Remote Similarity	NPD5127	Approved
0.6667	Remote Similarity	NPD4139	Approved
0.6667	Remote Similarity	NPD4623	Approved
0.6667	Remote Similarity	NPD6117	Approved
0.6667	Remote Similarity	NPD5284	Approved
0.6667	Remote Similarity	NPD4692	Approved
0.6667	Remote Similarity	NPD7902	Approved
0.6667	Remote Similarity	NPD4747	Approved
0.6667	Remote Similarity	NPD6098	Approved
0.6667	Remote Similarity	NPD5281	Approved
0.6667	Remote Similarity	NPD7637	Suspended
0.6667	Remote Similarity	NPD4519	Discontinued
0.6632	Remote Similarity	NPD5695	Phase 3
0.6625	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6868	Approved
0.6598	Remote Similarity	NPD5696	Approved
0.6588	Remote Similarity	NPD6116	Phase 1
0.6575	Remote Similarity	NPD342	Phase 1
0.6571	Remote Similarity	NPD4632	Approved
0.6559	Remote Similarity	NPD7136	Phase 2
0.6552	Remote Similarity	NPD4695	Discontinued
0.6543	Remote Similarity	NPD4137	Phase 3
0.6542	Remote Similarity	NPD7115	Discovery
0.6512	Remote Similarity	NPD6114	Approved
0.6512	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD6118	Approved
0.6512	Remote Similarity	NPD6697	Approved
0.6512	Remote Similarity	NPD6115	Approved
0.6509	Remote Similarity	NPD5167	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data