NPASS Compound

Structure

CID126759 OpenBabel06191715482D 31 32 0 0 1 0 0 0 0 0999 V2000 -9.7488 -0.1904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9736 -1.4152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9545 -2.7600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0567 -1.9836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3346 -1.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4368 -0.8282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5391 -0.0517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3005 -1.8634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6275 -2.3117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4028 -1.0870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7297 -1.5353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5050 -0.3105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8320 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0076 -1.1563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6616 -2.0529 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.7638 -1.2765 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 23 1 0 0 0 0 6 24 1 0 0 0 0 7 25 1 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 26 1 0 0 0 0 18 29 1 0 0 0 0 19 29 1 0 0 0 0 23 24 1 0 0 0 0 23 27 2 0 0 0 0 24 28 2 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	430.38
Volume:	502.698
LogP:	9.624
LogD:	6.351
LogS:	-6.5
# Rotatable Bonds:	12
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.359
Synthetic Accessibility Score:	3.78
Fsp3:	0.793
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.776
MDCK Permeability:	7.07469325789134e-06
Pgp-inhibitor:	0.023
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.964
30% Bioavailability (F30%):	0.959

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.813
Plasma Protein Binding (PPB):	101.23560333251953%
Volume Distribution (VD):	6.837
Pgp-substrate:	1.9881234169006348%

ADMET: Metabolism

CYP1A2-inhibitor:	0.068
CYP1A2-substrate:	0.209
CYP2C19-inhibitor:	0.185
CYP2C19-substrate:	0.932
CYP2C9-inhibitor:	0.123
CYP2C9-substrate:	0.959
CYP2D6-inhibitor:	0.033
CYP2D6-substrate:	0.178
CYP3A4-inhibitor:	0.212
CYP3A4-substrate:	0.129

ADMET: Excretion

Clearance (CL):	8.28
Half-life (T1/2):	0.022

ADMET: Toxicity

hERG Blockers:	0.01
Human Hepatotoxicity (H-HT):	0.175
Drug-inuced Liver Injury (DILI):	0.031
AMES Toxicity:	0.028
Rat Oral Acute Toxicity:	0.066
Maximum Recommended Daily Dose:	0.02
Skin Sensitization:	0.951
Carcinogencity:	0.024
Eye Corrosion:	0.004
Eye Irritation:	0.381
Respiratory Toxicity:	0.285

Download Data

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

Natural Product: NPC126759

Natural Product ID:	NPC126759
*Common Name:**	Alpha-Tochopherol
IUPAC Name:	2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
Synonyms:
Standard InCHIKey:	GVJHHUAWPYXKBD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3
SMILES:	CC(CCCC1(C)CCc2c(O1)c(C)c(c(c2C)O)C)CCCC(CCCC(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL49563
PubChem CID:	2116
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001534] Quinone and hydroquinone lipids [CHEMONTID:0001546] Vitamin E compounds [CHEMONTID:0000201] Tocopherols

*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
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1007/s00217-007-0799-1]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1007/s11418-005-0009-z]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1016/j.foodchem.2011.01.077]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	kernel	n.a.	PMID[10670815]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[11374966]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	seed	n.a.	PMID[11540412]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	root	n.a.	PMID[14727919]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	xylem	n.a.	PMID[14727919]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15620261]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679323]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038550]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	roots	n.a.	n.a.	PMID[16643052]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	Roots; Stems; Tubers	n.a.	n.a.	PMID[16872143]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17125224]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17583950]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	Malatya Fruit Research Institute	between the first and third weeks of 2005-Jul.	PMID[18038980]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[18177011]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	roots	n.a.	n.a.	PMID[18452334]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[18496782]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18855446]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19271742]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20455578]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20590154]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[2082684]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21775156]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21902195]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	tuberous root	n.a.	PMID[21902195]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21922656]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22272932]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23286284]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24108414]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24176362]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25320841]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25466114]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	seeds	n.a.	n.a.	PMID[25466198]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25700090]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[27400231]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27569393]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27617953]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28257196]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28737396]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29185738]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30351923]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[3254039]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[3256207]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[3655791]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8064299]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	twig	n.a.	PMID[9179367]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	roots	n.a.	n.a.	PMID[9834151]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Twig	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Root Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Embryo	n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30320	Polygonum bistorta	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30320	Polygonum bistorta	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25099	Prunus mandshurica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5986	Ziziphus jujuba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13291	Changium smyrnioides	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1596	Taraxacum borealisinense	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19620	Stemona tuberosa	Species	Stemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7808	Viscum album	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8650	Perilla frutescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20032	Prunus sibirica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4795	Prunus armeniaca	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4545	Canavalia gladiata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11872	Eleutherococcus senticosus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23218	Viscum coloratum	Species	Viscaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21349	Punica granatum	Species	Lythraceae	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
EC50	2
ED50	1
IC50	17
Others	8
Potency	5

Activity Type	# Activity
Individual Protein	9
Organism	2
Others	20
Tissue	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	5011.9	nM	PMID[518887]
NPT199	Individual Protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[518887]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[518888]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[518887]
NPT4432	Individual Protein	Presenilin 1	Homo sapiens	IC50	>	100000.0	nM	PMID[518890]
NPT4432	Individual Protein	Presenilin 1	Homo sapiens	EC50	>	100000.0	nM	PMID[518890]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	14000.0	nM	PMID[518884]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	273000.0	nM	PMID[518885]
NPT632	Tissue	Brain	Rattus norvegicus	IC50	=	35700.0	nM	PMID[518885]
NPT1	Others	Radical scavenging activity		EC50	=	19900.0	nM	PMID[518886]
NPT1	Others	Radical scavenging activity		Activity	=	73.31	%	PMID[518889]
NPT1	Others	Radical scavenging activity		Activity	=	62.91	%	PMID[518889]
NPT1	Others	Radical scavenging activity		Activity	=	46.84	%	PMID[518889]
NPT1	Others	Radical scavenging activity		Activity	=	40.82	%	PMID[518889]
NPT1	Others	Radical scavenging activity		Activity	=	24.75	%	PMID[518889]
NPT1	Others	Radical scavenging activity		Activity	=	23.24	%	PMID[518889]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	85.48	%	PMID[518891]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	84.17	%	PMID[518891]
NPT35	Others	n.a.		IC50	=	4.6	ug.mL-1	PMID[518892]
NPT35	Others	n.a.		IC50	=	7.7	ug.mL-1	PMID[518892]
NPT587	Tissue	Liver microsome	Rattus norvegicus	IC50	=	5.6	ug.mL-1	PMID[518892]
NPT2	Others	Unspecified		Potency	n.a.	12589.3	nM	PMID[518887]
NPT2	Others	Unspecified		IC50	n.a.	20000.0	nM	PMID[518893]
NPT2	Others	Unspecified		IC50	n.a.	10000.0	nM	PMID[518893]
NPT2	Others	Unspecified		IC50	=	2614.7	nM	PMID[518893]
NPT35	Others	n.a.		ED50	=	27.8	uM	PMID[518894]

☑ 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 NPC126759 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	352
0.1-0.2	1864
0.2-0.3	5222
0.3-0.4	13936
0.4-0.5	5296
0.5-0.6	9767
0.6-0.7	5493
0.7-0.8	710
0.8-0.85	35
0.85-0.9	12
0.9-0.95	6
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC236070
1.0	High Similarity	NPC242580
0.964	High Similarity	NPC139047
0.9474	High Similarity	NPC48623
0.9474	High Similarity	NPC168707
0.9386	High Similarity	NPC45663
0.9035	High Similarity	NPC238176
0.9035	High Similarity	NPC238075
0.9035	High Similarity	NPC187993
0.8947	High Similarity	NPC69539
0.8908	High Similarity	NPC61685
0.8833	High Similarity	NPC320847
0.8833	High Similarity	NPC279118
0.8803	High Similarity	NPC474131
0.8718	High Similarity	NPC51341
0.8718	High Similarity	NPC32152
0.8644	High Similarity	NPC232295
0.8595	High Similarity	NPC248557
0.8559	High Similarity	NPC471449
0.8534	High Similarity	NPC473718
0.8468	Intermediate Similarity	NPC47288
0.8443	Intermediate Similarity	NPC474237
0.843	Intermediate Similarity	NPC204535
0.843	Intermediate Similarity	NPC46586
0.8417	Intermediate Similarity	NPC129176
0.8361	Intermediate Similarity	NPC474130
0.8346	Intermediate Similarity	NPC289624
0.8346	Intermediate Similarity	NPC27578
0.832	Intermediate Similarity	NPC81261
0.8293	Intermediate Similarity	NPC190086
0.8293	Intermediate Similarity	NPC276962
0.8276	Intermediate Similarity	NPC474920
0.8268	Intermediate Similarity	NPC153019
0.8264	Intermediate Similarity	NPC212559
0.824	Intermediate Similarity	NPC156298
0.8211	Intermediate Similarity	NPC261992
0.8197	Intermediate Similarity	NPC475839
0.819	Intermediate Similarity	NPC469912
0.8189	Intermediate Similarity	NPC196621
0.8175	Intermediate Similarity	NPC176590
0.8145	Intermediate Similarity	NPC147896
0.814	Intermediate Similarity	NPC211352
0.813	Intermediate Similarity	NPC188997
0.813	Intermediate Similarity	NPC302211
0.8125	Intermediate Similarity	NPC160623
0.812	Intermediate Similarity	NPC98372
0.8115	Intermediate Similarity	NPC100108
0.8115	Intermediate Similarity	NPC277798
0.811	Intermediate Similarity	NPC16577
0.8077	Intermediate Similarity	NPC71372
0.8067	Intermediate Similarity	NPC283169
0.8065	Intermediate Similarity	NPC96940
0.8047	Intermediate Similarity	NPC475880
0.8047	Intermediate Similarity	NPC325003
0.8017	Intermediate Similarity	NPC283616
0.7984	Intermediate Similarity	NPC474143
0.7984	Intermediate Similarity	NPC474246
0.7969	Intermediate Similarity	NPC472796
0.7969	Intermediate Similarity	NPC271832
0.7969	Intermediate Similarity	NPC59654
0.7969	Intermediate Similarity	NPC222108
0.7969	Intermediate Similarity	NPC472797
0.7969	Intermediate Similarity	NPC206028
0.7969	Intermediate Similarity	NPC472795
0.7969	Intermediate Similarity	NPC96719
0.7967	Intermediate Similarity	NPC96423
0.7955	Intermediate Similarity	NPC474610
0.7953	Intermediate Similarity	NPC473134
0.7937	Intermediate Similarity	NPC470726
0.7937	Intermediate Similarity	NPC252962
0.7923	Intermediate Similarity	NPC472798
0.7923	Intermediate Similarity	NPC85595
0.7913	Intermediate Similarity	NPC30416
0.7907	Intermediate Similarity	NPC11089
0.7907	Intermediate Similarity	NPC196193
0.7895	Intermediate Similarity	NPC272029
0.7891	Intermediate Similarity	NPC38604
0.7891	Intermediate Similarity	NPC211179
0.7881	Intermediate Similarity	NPC275627
0.7881	Intermediate Similarity	NPC470723
0.7874	Intermediate Similarity	NPC470724
0.7874	Intermediate Similarity	NPC128321
0.7869	Intermediate Similarity	NPC63010
0.7845	Intermediate Similarity	NPC233320
0.784	Intermediate Similarity	NPC473464
0.784	Intermediate Similarity	NPC476332
0.7829	Intermediate Similarity	NPC266868
0.7826	Intermediate Similarity	NPC117115
0.7823	Intermediate Similarity	NPC473875
0.7823	Intermediate Similarity	NPC218753
0.782	Intermediate Similarity	NPC472800
0.7812	Intermediate Similarity	NPC142087
0.7812	Intermediate Similarity	NPC95034
0.7797	Intermediate Similarity	NPC132720
0.7795	Intermediate Similarity	NPC133407
0.7795	Intermediate Similarity	NPC28476
0.7795	Intermediate Similarity	NPC293801
0.7794	Intermediate Similarity	NPC186033
0.7786	Intermediate Similarity	NPC469611
0.7778	Intermediate Similarity	NPC473049
0.7778	Intermediate Similarity	NPC76312
0.7778	Intermediate Similarity	NPC472794
0.7778	Intermediate Similarity	NPC79372
0.7769	Intermediate Similarity	NPC470727
0.7769	Intermediate Similarity	NPC249425
0.7759	Intermediate Similarity	NPC469913
0.7752	Intermediate Similarity	NPC201069
0.7742	Intermediate Similarity	NPC260832
0.7742	Intermediate Similarity	NPC135467
0.7742	Intermediate Similarity	NPC103916
0.7727	Intermediate Similarity	NPC469610
0.7721	Intermediate Similarity	NPC472792
0.7721	Intermediate Similarity	NPC472791
0.7719	Intermediate Similarity	NPC477685
0.771	Intermediate Similarity	NPC258073
0.771	Intermediate Similarity	NPC8899
0.771	Intermediate Similarity	NPC472590
0.7705	Intermediate Similarity	NPC290470
0.7705	Intermediate Similarity	NPC154256
0.7698	Intermediate Similarity	NPC57199
0.7698	Intermediate Similarity	NPC152946
0.7698	Intermediate Similarity	NPC74137
0.7692	Intermediate Similarity	NPC151477
0.7686	Intermediate Similarity	NPC471534
0.7674	Intermediate Similarity	NPC186889
0.7674	Intermediate Similarity	NPC469386
0.7669	Intermediate Similarity	NPC27394
0.7667	Intermediate Similarity	NPC228452
0.7667	Intermediate Similarity	NPC302371
0.7667	Intermediate Similarity	NPC62867
0.7667	Intermediate Similarity	NPC177962
0.7664	Intermediate Similarity	NPC323126
0.7661	Intermediate Similarity	NPC137294
0.7661	Intermediate Similarity	NPC85895
0.7656	Intermediate Similarity	NPC105031
0.7656	Intermediate Similarity	NPC76119
0.7656	Intermediate Similarity	NPC476254
0.7656	Intermediate Similarity	NPC476653
0.7656	Intermediate Similarity	NPC131397
0.7656	Intermediate Similarity	NPC4286
0.7656	Intermediate Similarity	NPC124030
0.7652	Intermediate Similarity	NPC118253
0.7652	Intermediate Similarity	NPC108497
0.7647	Intermediate Similarity	NPC252901
0.7638	Intermediate Similarity	NPC248786
0.7634	Intermediate Similarity	NPC470725
0.7619	Intermediate Similarity	NPC476165
0.7619	Intermediate Similarity	NPC474115
0.7615	Intermediate Similarity	NPC223912
0.7609	Intermediate Similarity	NPC329493
0.7607	Intermediate Similarity	NPC53740
0.7607	Intermediate Similarity	NPC21594
0.7603	Intermediate Similarity	NPC35344
0.7603	Intermediate Similarity	NPC141003
0.76	Intermediate Similarity	NPC14177
0.7597	Intermediate Similarity	NPC82299
0.7594	Intermediate Similarity	NPC24913
0.7594	Intermediate Similarity	NPC177712
0.7591	Intermediate Similarity	NPC71046
0.7583	Intermediate Similarity	NPC266937
0.7583	Intermediate Similarity	NPC77772
0.7583	Intermediate Similarity	NPC54373
0.7583	Intermediate Similarity	NPC470770
0.7576	Intermediate Similarity	NPC469907
0.7576	Intermediate Similarity	NPC474200
0.7574	Intermediate Similarity	NPC470209
0.7574	Intermediate Similarity	NPC265335
0.7571	Intermediate Similarity	NPC471608
0.7565	Intermediate Similarity	NPC80800
0.7561	Intermediate Similarity	NPC141001
0.7561	Intermediate Similarity	NPC312105
0.7561	Intermediate Similarity	NPC471668
0.7559	Intermediate Similarity	NPC150026
0.7557	Intermediate Similarity	NPC93962
0.7556	Intermediate Similarity	NPC327735
0.7556	Intermediate Similarity	NPC126101
0.7556	Intermediate Similarity	NPC115861
0.7556	Intermediate Similarity	NPC475628
0.7554	Intermediate Similarity	NPC133251
0.7554	Intermediate Similarity	NPC164183
0.7554	Intermediate Similarity	NPC474599
0.7542	Intermediate Similarity	NPC320439
0.7541	Intermediate Similarity	NPC470837
0.754	Intermediate Similarity	NPC475529
0.7538	Intermediate Similarity	NPC473221
0.7538	Intermediate Similarity	NPC46978
0.7537	Intermediate Similarity	NPC473107
0.7521	Intermediate Similarity	NPC47284
0.7521	Intermediate Similarity	NPC280760
0.752	Intermediate Similarity	NPC151197
0.7519	Intermediate Similarity	NPC251549
0.7519	Intermediate Similarity	NPC51262
0.7519	Intermediate Similarity	NPC312560
0.7519	Intermediate Similarity	NPC81641
0.7519	Intermediate Similarity	NPC477213
0.7519	Intermediate Similarity	NPC317601
0.7519	Intermediate Similarity	NPC329427
0.7518	Intermediate Similarity	NPC211565
0.75	Intermediate Similarity	NPC24327
0.75	Intermediate Similarity	NPC25648

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 NPC126759 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	347
0.1-0.2	1120
0.2-0.3	2030
0.3-0.4	2872
0.4-0.5	1452
0.5-0.6	994
0.6-0.7	294
0.7-0.8	32
0.8-0.85	4
0.85-0.9	2
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD7340	Approved
0.9722	High Similarity	NPD1398	Phase 1
0.9035	High Similarity	NPD7644	Approved
0.875	High Similarity	NPD6696	Suspended
0.8696	High Similarity	NPD6671	Approved
0.8333	Intermediate Similarity	NPD7985	Registered
0.812	Intermediate Similarity	NPD7635	Approved
0.811	Intermediate Similarity	NPD4625	Phase 3
0.8065	Intermediate Similarity	NPD4749	Approved
0.7907	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7794	Intermediate Similarity	NPD7982	Clinical (unspecified phase)
0.776	Intermediate Similarity	NPD1611	Approved
0.7674	Intermediate Similarity	NPD2861	Phase 2
0.7638	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.76	Intermediate Similarity	NPD4626	Approved
0.7519	Intermediate Similarity	NPD4060	Phase 1
0.7518	Intermediate Similarity	NPD6090	Discontinued
0.75	Intermediate Similarity	NPD6100	Approved
0.75	Intermediate Similarity	NPD6099	Approved
0.7464	Intermediate Similarity	NPD6674	Discontinued
0.7462	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7381	Intermediate Similarity	NPD5691	Approved
0.7311	Intermediate Similarity	NPD968	Approved
0.7287	Intermediate Similarity	NPD2232	Approved
0.7287	Intermediate Similarity	NPD2233	Approved
0.7287	Intermediate Similarity	NPD2230	Approved
0.7286	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD3496	Discontinued
0.725	Intermediate Similarity	NPD2342	Discontinued
0.7239	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD5327	Phase 3
0.7217	Intermediate Similarity	NPD288	Approved
0.7214	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7194	Intermediate Similarity	NPD2346	Discontinued
0.7179	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7162	Intermediate Similarity	NPD5929	Approved
0.7153	Intermediate Similarity	NPD6353	Approved
0.7153	Intermediate Similarity	NPD4097	Suspended
0.7143	Intermediate Similarity	NPD2237	Approved
0.7131	Intermediate Similarity	NPD4750	Phase 3
0.713	Intermediate Similarity	NPD844	Approved
0.7105	Intermediate Similarity	NPD845	Approved
0.709	Intermediate Similarity	NPD4908	Phase 1
0.708	Intermediate Similarity	NPD5735	Approved
0.7077	Intermediate Similarity	NPD1610	Phase 2
0.7071	Intermediate Similarity	NPD5763	Approved
0.7071	Intermediate Similarity	NPD5762	Approved
0.7068	Intermediate Similarity	NPD4624	Approved
0.7045	Intermediate Similarity	NPD1283	Approved
0.7029	Intermediate Similarity	NPD2157	Approved
0.7015	Intermediate Similarity	NPD1712	Approved
0.7007	Intermediate Similarity	NPD4140	Approved
0.6977	Remote Similarity	NPD1651	Approved
0.6929	Remote Similarity	NPD6387	Discontinued
0.6929	Remote Similarity	NPD7157	Approved
0.6929	Remote Similarity	NPD709	Approved
0.6923	Remote Similarity	NPD1778	Approved
0.6911	Remote Similarity	NPD2684	Approved
0.6894	Remote Similarity	NPD2231	Phase 2
0.6894	Remote Similarity	NPD2235	Phase 2
0.6889	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6884	Remote Similarity	NPD3620	Phase 2
0.6875	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6866	Remote Similarity	NPD2797	Approved
0.685	Remote Similarity	NPD497	Approved
0.6846	Remote Similarity	NPD3445	Approved
0.6846	Remote Similarity	NPD3443	Approved
0.6846	Remote Similarity	NPD3444	Approved
0.6838	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD1809	Phase 2
0.6835	Remote Similarity	NPD5124	Phase 1
0.6835	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD290	Approved
0.6825	Remote Similarity	NPD7843	Approved
0.6825	Remote Similarity	NPD1138	Approved
0.6818	Remote Similarity	NPD1281	Approved
0.6815	Remote Similarity	NPD6584	Phase 3
0.6812	Remote Similarity	NPD8032	Phase 2
0.6807	Remote Similarity	NPD3020	Approved
0.6803	Remote Similarity	NPD2675	Approved
0.6803	Remote Similarity	NPD2676	Approved
0.6791	Remote Similarity	NPD8651	Approved
0.6788	Remote Similarity	NPD7095	Approved
0.6783	Remote Similarity	NPD7037	Approved
0.6781	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD7041	Phase 2
0.6779	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD495	Approved
0.6772	Remote Similarity	NPD498	Approved
0.6772	Remote Similarity	NPD496	Approved
0.6772	Remote Similarity	NPD5283	Phase 1
0.6767	Remote Similarity	NPD1608	Approved
0.6763	Remote Similarity	NPD2238	Phase 2
0.6763	Remote Similarity	NPD2979	Phase 3
0.6761	Remote Similarity	NPD2935	Discontinued
0.6746	Remote Similarity	NPD1137	Approved
0.6746	Remote Similarity	NPD228	Approved
0.6746	Remote Similarity	NPD1139	Approved
0.6739	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD2532	Approved
0.6735	Remote Similarity	NPD2534	Approved
0.6735	Remote Similarity	NPD2533	Approved
0.6718	Remote Similarity	NPD5585	Approved
0.6716	Remote Similarity	NPD1669	Approved
0.6713	Remote Similarity	NPD7030	Discontinued
0.6691	Remote Similarity	NPD3690	Phase 2
0.6691	Remote Similarity	NPD3691	Phase 2
0.6667	Remote Similarity	NPD2667	Approved
0.6667	Remote Similarity	NPD3226	Approved
0.6667	Remote Similarity	NPD2668	Approved
0.6667	Remote Similarity	NPD4059	Approved
0.6644	Remote Similarity	NPD3692	Discontinued
0.6643	Remote Similarity	NPD1612	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD1613	Approved
0.6643	Remote Similarity	NPD4476	Approved
0.6643	Remote Similarity	NPD4477	Approved
0.6641	Remote Similarity	NPD3091	Approved
0.6641	Remote Similarity	NPD1548	Phase 1
0.6622	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.662	Remote Similarity	NPD7097	Phase 1
0.6619	Remote Similarity	NPD3268	Approved
0.6619	Remote Similarity	NPD7294	Phase 1
0.6618	Remote Similarity	NPD4098	Discontinued
0.66	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD6002	Phase 3
0.6597	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6597	Remote Similarity	NPD6004	Phase 3
0.6597	Remote Similarity	NPD6005	Phase 3
0.6596	Remote Similarity	NPD6355	Discontinued
0.6593	Remote Similarity	NPD6583	Phase 3
0.6593	Remote Similarity	NPD6582	Phase 2
0.6587	Remote Similarity	NPD3021	Approved
0.6587	Remote Similarity	NPD3022	Approved
0.6575	Remote Similarity	NPD7976	Clinical (unspecified phase)
0.6575	Remote Similarity	NPD7003	Approved
0.6573	Remote Similarity	NPD4108	Discontinued
0.6573	Remote Similarity	NPD2799	Discontinued
0.6567	Remote Similarity	NPD422	Phase 1
0.6567	Remote Similarity	NPD1535	Discovery
0.6567	Remote Similarity	NPD1091	Approved
0.6562	Remote Similarity	NPD821	Approved
0.6562	Remote Similarity	NPD5535	Approved
0.6561	Remote Similarity	NPD6959	Discontinued
0.6555	Remote Similarity	NPD2859	Approved
0.6555	Remote Similarity	NPD2860	Approved
0.6552	Remote Similarity	NPD2424	Discontinued
0.6549	Remote Similarity	NPD6653	Approved
0.6541	Remote Similarity	NPD3019	Approved
0.6541	Remote Similarity	NPD17	Approved
0.6541	Remote Similarity	NPD2932	Approved
0.6538	Remote Similarity	NPD2557	Approved
0.6522	Remote Similarity	NPD5736	Approved
0.6519	Remote Similarity	NPD1481	Phase 2
0.6519	Remote Similarity	NPD1840	Phase 2
0.6512	Remote Similarity	NPD592	Approved
0.6512	Remote Similarity	NPD594	Approved
0.651	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6507	Remote Similarity	NPD2800	Approved
0.65	Remote Similarity	NPD2313	Discontinued
0.6486	Remote Similarity	NPD6667	Approved
0.6486	Remote Similarity	NPD6666	Approved
0.6484	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6483	Remote Similarity	NPD2343	Clinical (unspecified phase)
0.6475	Remote Similarity	NPD596	Approved
0.6475	Remote Similarity	NPD600	Approved
0.6474	Remote Similarity	NPD3453	Discontinued
0.6471	Remote Similarity	NPD2933	Approved
0.6471	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD4359	Approved
0.6471	Remote Similarity	NPD2934	Approved
0.6467	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6466	Remote Similarity	NPD9295	Approved
0.6466	Remote Similarity	NPD6382	Discontinued
0.6463	Remote Similarity	NPD3892	Phase 2
0.6458	Remote Similarity	NPD2156	Approved
0.6458	Remote Similarity	NPD2155	Approved
0.6458	Remote Similarity	NPD2154	Approved
0.6458	Remote Similarity	NPD4308	Phase 3
0.6457	Remote Similarity	NPD1792	Phase 2
0.6454	Remote Similarity	NPD7477	Discontinued
0.6444	Remote Similarity	NPD3092	Approved
0.6444	Remote Similarity	NPD3705	Approved
0.6443	Remote Similarity	NPD6087	Phase 1
0.6438	Remote Similarity	NPD7974	Phase 3
0.6434	Remote Similarity	NPD6651	Approved
0.6434	Remote Similarity	NPD4579	Clinical (unspecified phase)
0.6433	Remote Similarity	NPD5709	Phase 3
0.6429	Remote Similarity	NPD3027	Phase 3
0.642	Remote Similarity	NPD5844	Phase 1
0.6419	Remote Similarity	NPD2677	Approved
0.6418	Remote Similarity	NPD2286	Discontinued
0.6414	Remote Similarity	NPD2438	Suspended
0.6414	Remote Similarity	NPD6032	Approved
0.6414	Remote Similarity	NPD2531	Phase 2
0.64	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.64	Remote Similarity	NPD9697	Approved
0.6392	Remote Similarity	NPD4666	Phase 3

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