NPASS Compound

Structure

CID145722 OpenBabel06191715502D 29 32 0 0 1 0 0 0 0 0999 V2000 -5.6670 -1.5922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4921 -2.7671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1320 3.6350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7790 2.8199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3673 2.0048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8951 2.5327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7975 -0.2908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1908 -1.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6026 1.1898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7102 -1.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5532 -0.7614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7975 -1.2320 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1320 -1.8975 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.1320 0.3747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5253 -1.2320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1320 2.0048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8951 -1.2320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1908 0.3747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5253 -0.2908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1908 2.0048 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8951 -0.2908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7202 1.1898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7102 0.1797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6026 2.8199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7202 2.8199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8378 1.1898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7102 2.0621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.5229 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 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 27 1 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 15 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 28 1 0 0 0 0 11 29 1 0 0 0 0 12 1 1 6 0 0 0 12 13 1 0 0 0 0 13 2 1 6 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 2 0 0 0 0 16 24 1 0 0 0 0 17 21 2 0 0 0 0 17 28 1 0 0 0 0 18 19 1 0 0 0 0 18 22 2 0 0 0 0 19 23 2 0 0 0 0 20 22 1 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	400.19
Volume:	409.061
LogP:	4.681
LogD:	4.124
LogS:	-5.785
# Rotatable Bonds:	4
TPSA:	55.38
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.754
Synthetic Accessibility Score:	3.534
Fsp3:	0.478
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.813
MDCK Permeability:	3.1160245271166787e-05
Pgp-inhibitor:	0.962
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.037

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.058
Plasma Protein Binding (PPB):	83.77751922607422%
Volume Distribution (VD):	0.982
Pgp-substrate:	7.653955936431885%

ADMET: Metabolism

CYP1A2-inhibitor:	0.175
CYP1A2-substrate:	0.976
CYP2C19-inhibitor:	0.925
CYP2C19-substrate:	0.918
CYP2C9-inhibitor:	0.407
CYP2C9-substrate:	0.918
CYP2D6-inhibitor:	0.029
CYP2D6-substrate:	0.923
CYP3A4-inhibitor:	0.902
CYP3A4-substrate:	0.856

ADMET: Excretion

Clearance (CL):	9.465
Half-life (T1/2):	0.107

ADMET: Toxicity

hERG Blockers:	0.28
Human Hepatotoxicity (H-HT):	0.081
Drug-inuced Liver Injury (DILI):	0.77
AMES Toxicity:	0.111
Rat Oral Acute Toxicity:	0.047
Maximum Recommended Daily Dose:	0.069
Skin Sensitization:	0.632
Carcinogencity:	0.78
Eye Corrosion:	0.003
Eye Irritation:	0.124
Respiratory Toxicity:	0.194

Download Data

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

Natural Product: NPC145722

Natural Product ID:	NPC145722
*Common Name:**	Wuweizisu B
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	RTZKSTLPRTWFEV-OLZOCXBDSA-N
Standard InCHI:	InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3/t12-,13+/m1/s1
SMILES:	C[C@@H]1Cc2cc(c(c(c2-c2c(C[C@@H]1C)cc1c(c2OC)OCO1)OC)OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL402435
PubChem CID:	158103
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000238] Tannins [CHEMONTID:0001710] Hydrolyzable tannins

*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
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(90)85349-K]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1186/1471-2202-6-1]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075755]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579865]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[10716597]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11000019]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374948]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11561442]
NPO11248	Tachigalia paniculata	n.a.	n.a.	n.a.	leaves	n.a.	n.a.	PMID[12444671]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12579877]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[12713396]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1602302]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	leaf	n.a.	PMID[16494492]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	stem	n.a.	PMID[16494492]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562834]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[16864458]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[16989518]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	fruits	n.a.	n.a.	PMID[17190445]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	fruit	n.a.	PMID[17190445]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17250858]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17265278]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17489633]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18027905]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1823717]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18271558]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	roots	n.a.	n.a.	PMID[18491866]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18590312]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[18996177]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[20022509]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	leaves and stems	n.a.	n.a.	PMID[20146529]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2026709]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[2092947]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	berry	n.a.	n.a.	PMID[21216145]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21514608]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21866899]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	dried roots	purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China)	n.a.	PMID[22148431]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	fruits	n.a.	n.a.	PMID[23265871]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[23268606]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23325115]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[23541646]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23852638]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	fruit	n.a.	PMID[24155209]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24299567]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24549173]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24959987]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24963543]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25152999]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25237706]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25302569]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[2534610]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26214125]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	Stems	n.a.	n.a.	PMID[27704807]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28140583]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[2816380]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[29355322]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31556299]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7102323]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7304185]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7381508]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8699928]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8722541]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24804	Schisandra rubriflora	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12001	Saccharomyces pastori	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11642	Dacrydium cupressinum	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO731	Panax schinseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21854	Pterocladiella tenuis	Species	Gelidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12684	Trigonella grandiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18805	Tripolium pannonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13568	Hypoxylon rubiginosum	Species	Xylariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7385	Schisandra sphenanthera	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11488	Alstonia muelleriana	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO210	Uvaria calamistrata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO912	Kadsura coccinea	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14255	Streptomyces flocculus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14354	Artemisia cina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10540	Passiflora incarnata	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19635	Coreopsis nodosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7998	Senecio paludaffinis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11248	Tachigalia paniculata	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22666	Haematococcus lacustris	Species	Haematococcaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13166	Nicotiana undulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5189	Glycine tomentella	Species	Fabaceae	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	16
Others	20

Activity Type	# Activity
Cell Line	16
CELL-LINE	1
Individual Protein	2
NON-MOLECULAR	3
Others	14

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	100000.0	nM	PMID[483109]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	100000.0	nM	PMID[483110]
NPT1086	Cell Line	SK-HEP1	Homo sapiens	IC50	>	100000.0	nM	PMID[483109]
NPT1086	Cell Line	SK-HEP1	Homo sapiens	IC50	>	100000.0	nM	PMID[483110]
NPT2548	Cell Line	SNU-638	Homo sapiens	IC50	>	100000.0	nM	PMID[483109]
NPT2548	Cell Line	SNU-638	Homo sapiens	IC50	=	23100.0	nM	PMID[483110]
NPT396	Cell Line	T47D	Homo sapiens	IC50	>	100000.0	nM	PMID[483109]
NPT396	Cell Line	T47D	Homo sapiens	IC50	=	19200.0	nM	PMID[483110]
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	=	88100.0	nM	PMID[483109]
NPT148	Cell Line	HCT-15	Homo sapiens	IC50	=	14100.0	nM	PMID[483110]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	62600.0	nM	PMID[483109]
NPT111	Cell Line	K562	Homo sapiens	IC50	=	22000.0	nM	PMID[483110]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	87800.0	nM	PMID[483109]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	21100.0	nM	PMID[483110]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	52400.0	nM	PMID[483111]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-4.27	%	PMID[483112]
NPT71	Cell Line	HEK293	Homo sapiens	Inhibition	=	-17.8	%	PMID[483113]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	12.72	%	PMID[483112]
NPT21742	CELL-LINE	L02	Homo sapiens	Survival	=	42.8	%	PMID[483114]
NPT2	Others	Unspecified		Activity	=	66.0	%	PMID[483115]
NPT2	Others	Unspecified		Activity	=	42.0	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	94.0	%	PMID[483115]
NPT2	Others	Unspecified		Activity	=	121.0	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	232.0	%	PMID[483115]
NPT2	Others	Unspecified		Activity	=	283.0	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	39.0	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	38.0	%	PMID[483115]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	128.0	%	PMID[483116]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	102.0	%	PMID[483115]
NPT610	Others	Molecular identity unknown		Activity	=	64.8	%	PMID[483116]
NPT610	Others	Molecular identity unknown		Activity	=	8.8	%	PMID[483116]
NPT610	Others	Molecular identity unknown		Activity	=	26.4	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	40.4	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	36.9	%	PMID[483116]
NPT2	Others	Unspecified		Activity	=	22.7	%	PMID[483116]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	100000.0	nM	PMID[483117]

☑ 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 NPC145722 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	520
0.1-0.2	1771
0.2-0.3	4907
0.3-0.4	12907
0.4-0.5	5151
0.5-0.6	4940
0.6-0.7	9018
0.7-0.8	2653
0.8-0.85	593
0.85-0.9	173
0.9-0.95	52
0.95-1	12

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC185680
1.0	High Similarity	NPC256776
0.9845	High Similarity	NPC32189
0.9695	High Similarity	NPC53722
0.9695	High Similarity	NPC290714
0.9695	High Similarity	NPC201404
0.9478	High Similarity	NPC229172
0.9478	High Similarity	NPC36531
0.9478	High Similarity	NPC184684
0.9478	High Similarity	NPC133934
0.9478	High Similarity	NPC103637
0.9478	High Similarity	NPC184641
0.9478	High Similarity	NPC230538
0.9407	High Similarity	NPC218510
0.9407	High Similarity	NPC76415
0.9407	High Similarity	NPC324962
0.9375	High Similarity	NPC149008
0.9375	High Similarity	NPC207702
0.9375	High Similarity	NPC283114
0.9338	High Similarity	NPC121661
0.9338	High Similarity	NPC326144
0.9338	High Similarity	NPC239254
0.9338	High Similarity	NPC73467
0.9338	High Similarity	NPC172171
0.9328	High Similarity	NPC103448
0.9328	High Similarity	NPC216434
0.9323	High Similarity	NPC196420
0.927	High Similarity	NPC318286
0.927	High Similarity	NPC110763
0.927	High Similarity	NPC197352
0.927	High Similarity	NPC189239
0.927	High Similarity	NPC327651
0.927	High Similarity	NPC166506
0.927	High Similarity	NPC475868
0.9203	High Similarity	NPC252286
0.9203	High Similarity	NPC321958
0.9203	High Similarity	NPC154971
0.9203	High Similarity	NPC321696
0.9191	High Similarity	NPC474295
0.916	High Similarity	NPC184928
0.916	High Similarity	NPC141493
0.9104	High Similarity	NPC197166
0.9091	High Similarity	NPC65183
0.9091	High Similarity	NPC102256
0.9091	High Similarity	NPC72046
0.9091	High Similarity	NPC261812
0.9091	High Similarity	NPC475856
0.9071	High Similarity	NPC327352
0.9071	High Similarity	NPC477375
0.9071	High Similarity	NPC252281
0.9071	High Similarity	NPC325720
0.9071	High Similarity	NPC198129
0.9071	High Similarity	NPC316676
0.9023	High Similarity	NPC136750
0.9023	High Similarity	NPC196937
0.9023	High Similarity	NPC266848
0.9015	High Similarity	NPC192255
0.9007	High Similarity	NPC477376
0.9007	High Similarity	NPC85141
0.9007	High Similarity	NPC322426
0.9007	High Similarity	NPC477374
0.8971	High Similarity	NPC9068
0.8971	High Similarity	NPC30951
0.8971	High Similarity	NPC6369
0.8955	High Similarity	NPC276026
0.8955	High Similarity	NPC188378
0.8955	High Similarity	NPC289258
0.8955	High Similarity	NPC7515
0.8955	High Similarity	NPC469659
0.8955	High Similarity	NPC555
0.8955	High Similarity	NPC206737
0.8955	High Similarity	NPC56764
0.8955	High Similarity	NPC31530
0.8947	High Similarity	NPC7744
0.8944	High Similarity	NPC473989
0.8944	High Similarity	NPC316989
0.8939	High Similarity	NPC258483
0.8913	High Similarity	NPC191231
0.8905	High Similarity	NPC284464
0.8897	High Similarity	NPC865
0.8889	High Similarity	NPC150534
0.8889	High Similarity	NPC474139
0.8889	High Similarity	NPC25333
0.8889	High Similarity	NPC214853
0.8889	High Similarity	NPC240279
0.8889	High Similarity	NPC55239
0.8889	High Similarity	NPC180602
0.8889	High Similarity	NPC189474
0.8889	High Similarity	NPC49235
0.8889	High Similarity	NPC148893
0.8881	High Similarity	NPC224472
0.8881	High Similarity	NPC475756
0.8881	High Similarity	NPC303519
0.8881	High Similarity	NPC1474
0.8855	High Similarity	NPC471986
0.8841	High Similarity	NPC312199
0.8824	High Similarity	NPC143895
0.8824	High Similarity	NPC121651
0.8824	High Similarity	NPC11453
0.8824	High Similarity	NPC133025
0.8819	High Similarity	NPC477378
0.8819	High Similarity	NPC471154
0.8819	High Similarity	NPC475229
0.8819	High Similarity	NPC220577
0.8803	High Similarity	NPC304821
0.8797	High Similarity	NPC63574
0.8797	High Similarity	NPC237169
0.8797	High Similarity	NPC470624
0.8797	High Similarity	NPC184814
0.8794	High Similarity	NPC87295
0.8794	High Similarity	NPC33832
0.8779	High Similarity	NPC9891
0.8779	High Similarity	NPC50683
0.8779	High Similarity	NPC112571
0.8779	High Similarity	NPC186845
0.8779	High Similarity	NPC88297
0.8779	High Similarity	NPC285725
0.8777	High Similarity	NPC80326
0.8777	High Similarity	NPC472562
0.8769	High Similarity	NPC92869
0.8769	High Similarity	NPC191768
0.8769	High Similarity	NPC283170
0.876	High Similarity	NPC211231
0.8759	High Similarity	NPC24562
0.8759	High Similarity	NPC16791
0.8759	High Similarity	NPC308739
0.8759	High Similarity	NPC86605
0.8759	High Similarity	NPC3072
0.8759	High Similarity	NPC185908
0.8759	High Similarity	NPC77237
0.8759	High Similarity	NPC46277
0.8759	High Similarity	NPC217708
0.8759	High Similarity	NPC297271
0.8759	High Similarity	NPC283949
0.8759	High Similarity	NPC477377
0.8759	High Similarity	NPC474514
0.8759	High Similarity	NPC53669
0.8759	High Similarity	NPC474039
0.8759	High Similarity	NPC126405
0.8759	High Similarity	NPC474606
0.8759	High Similarity	NPC301765
0.8759	High Similarity	NPC156948
0.8759	High Similarity	NPC261714
0.875	High Similarity	NPC236522
0.8741	High Similarity	NPC471391
0.8741	High Similarity	NPC471390
0.8741	High Similarity	NPC58585
0.8732	High Similarity	NPC116019
0.8714	High Similarity	NPC474808
0.8712	High Similarity	NPC473092
0.8712	High Similarity	NPC189248
0.8712	High Similarity	NPC473093
0.8712	High Similarity	NPC8050
0.8712	High Similarity	NPC202904
0.8705	High Similarity	NPC300798
0.8705	High Similarity	NPC58137
0.8699	High Similarity	NPC178195
0.8699	High Similarity	NPC473425
0.8699	High Similarity	NPC198461
0.8699	High Similarity	NPC348849
0.8699	High Similarity	NPC312763
0.8696	High Similarity	NPC113550
0.8696	High Similarity	NPC471183
0.8682	High Similarity	NPC477886
0.8672	High Similarity	NPC344161
0.8652	High Similarity	NPC474036
0.8652	High Similarity	NPC18211
0.8647	High Similarity	NPC82862
0.8647	High Similarity	NPC281864
0.8647	High Similarity	NPC54321
0.8647	High Similarity	NPC165128
0.8647	High Similarity	NPC328682
0.8647	High Similarity	NPC158471
0.8647	High Similarity	NPC222127
0.8647	High Similarity	NPC57119
0.8647	High Similarity	NPC226862
0.8643	High Similarity	NPC470917
0.8643	High Similarity	NPC41782
0.8643	High Similarity	NPC174522
0.8639	High Similarity	NPC238834
0.8639	High Similarity	NPC476065
0.8636	High Similarity	NPC52593
0.8633	High Similarity	NPC46591
0.8633	High Similarity	NPC177868
0.8633	High Similarity	NPC56091
0.8633	High Similarity	NPC226547
0.8603	High Similarity	NPC112237
0.8594	High Similarity	NPC15805
0.8594	High Similarity	NPC254625
0.8594	High Similarity	NPC475961
0.8594	High Similarity	NPC119949
0.8593	High Similarity	NPC227160
0.8593	High Similarity	NPC82111
0.8593	High Similarity	NPC471983
0.8593	High Similarity	NPC149337
0.8592	High Similarity	NPC205316
0.8592	High Similarity	NPC307466
0.8592	High Similarity	NPC180953
0.8581	High Similarity	NPC473323
0.8581	High Similarity	NPC477380

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 NPC145722 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	412
0.1-0.2	968
0.2-0.3	1909
0.3-0.4	2825
0.4-0.5	1573
0.5-0.6	889
0.6-0.7	507
0.7-0.8	63
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8682	High Similarity	NPD3705	Approved
0.8255	Intermediate Similarity	NPD37	Approved
0.8125	Intermediate Similarity	NPD5283	Phase 1
0.8092	Intermediate Similarity	NPD4966	Approved
0.8092	Intermediate Similarity	NPD4967	Phase 2
0.8092	Intermediate Similarity	NPD4965	Approved
0.8043	Intermediate Similarity	NPD3027	Phase 3
0.8029	Intermediate Similarity	NPD3018	Phase 2
0.7987	Intermediate Similarity	NPD6234	Discontinued
0.7926	Intermediate Similarity	NPD2981	Phase 2
0.7885	Intermediate Similarity	NPD7199	Phase 2
0.7868	Intermediate Similarity	NPD2983	Phase 2
0.7868	Intermediate Similarity	NPD2982	Phase 2
0.78	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7714	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7687	Intermediate Similarity	NPD6674	Discontinued
0.764	Intermediate Similarity	NPD7228	Approved
0.7622	Intermediate Similarity	NPD1613	Approved
0.7622	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7584	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD3539	Phase 1
0.7467	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7465	Intermediate Similarity	NPD4908	Phase 1
0.7455	Intermediate Similarity	NPD7240	Approved
0.7432	Intermediate Similarity	NPD3540	Phase 1
0.7417	Intermediate Similarity	NPD7124	Phase 2
0.7413	Intermediate Similarity	NPD4625	Phase 3
0.7372	Intermediate Similarity	NPD1357	Approved
0.7368	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD5109	Approved
0.7361	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD5110	Phase 2
0.7361	Intermediate Similarity	NPD5111	Phase 2
0.7358	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7347	Intermediate Similarity	NPD6111	Discontinued
0.7338	Intermediate Similarity	NPD1610	Phase 2
0.7324	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7284	Intermediate Similarity	NPD6232	Discontinued
0.7267	Intermediate Similarity	NPD5494	Approved
0.7256	Intermediate Similarity	NPD7473	Discontinued
0.725	Intermediate Similarity	NPD4055	Discovery
0.7244	Intermediate Similarity	NPD6055	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD4005	Discontinued
0.7234	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7234	Intermediate Similarity	NPD4749	Approved
0.7226	Intermediate Similarity	NPD5536	Phase 2
0.7212	Intermediate Similarity	NPD3818	Discontinued
0.7211	Intermediate Similarity	NPD3657	Discovery
0.7206	Intermediate Similarity	NPD709	Approved
0.7181	Intermediate Similarity	NPD4108	Discontinued
0.7179	Intermediate Similarity	NPD1653	Approved
0.7153	Intermediate Similarity	NPD2861	Phase 2
0.7143	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD3620	Phase 2
0.7143	Intermediate Similarity	NPD4060	Phase 1
0.7118	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD3382	Approved
0.7107	Intermediate Similarity	NPD3383	Approved
0.7107	Intermediate Similarity	NPD3384	Approved
0.7092	Intermediate Similarity	NPD1091	Approved
0.7086	Intermediate Similarity	NPD1375	Discontinued
0.7066	Intermediate Similarity	NPD5844	Phase 1
0.7059	Intermediate Similarity	NPD3892	Phase 2
0.705	Intermediate Similarity	NPD1548	Phase 1
0.7044	Intermediate Similarity	NPD5090	Approved
0.7044	Intermediate Similarity	NPD5089	Approved
0.7037	Intermediate Similarity	NPD228	Approved
0.703	Intermediate Similarity	NPD3926	Phase 2
0.7024	Intermediate Similarity	NPD7074	Phase 3
0.7019	Intermediate Similarity	NPD3817	Phase 2
0.7019	Intermediate Similarity	NPD6374	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7007	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1651	Approved
0.7	Intermediate Similarity	NPD5691	Approved
0.7	Intermediate Similarity	NPD1934	Approved
0.6993	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6981	Remote Similarity	NPD7028	Phase 2
0.6975	Remote Similarity	NPD3882	Suspended
0.6972	Remote Similarity	NPD1611	Approved
0.6972	Remote Similarity	NPD1281	Approved
0.697	Remote Similarity	NPD7229	Phase 3
0.6964	Remote Similarity	NPD7054	Approved
0.6957	Remote Similarity	NPD1465	Phase 2
0.6957	Remote Similarity	NPD2801	Approved
0.6957	Remote Similarity	NPD6387	Discontinued
0.6957	Remote Similarity	NPD4585	Approved
0.6954	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD3748	Approved
0.6954	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.695	Remote Similarity	NPD4626	Approved
0.6948	Remote Similarity	NPD7466	Approved
0.6944	Remote Similarity	NPD2922	Phase 1
0.6928	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7472	Approved
0.6923	Remote Similarity	NPD4357	Discontinued
0.6918	Remote Similarity	NPD7261	Clinical (unspecified phase)
0.6913	Remote Similarity	NPD2979	Phase 3
0.6912	Remote Similarity	NPD1139	Approved
0.6912	Remote Similarity	NPD1137	Approved
0.6908	Remote Similarity	NPD2438	Suspended
0.689	Remote Similarity	NPD919	Approved
0.6889	Remote Similarity	NPD3022	Approved
0.6889	Remote Similarity	NPD3021	Approved
0.6889	Remote Similarity	NPD4750	Phase 3
0.6887	Remote Similarity	NPD6896	Approved
0.6887	Remote Similarity	NPD6895	Approved
0.6875	Remote Similarity	NPD5327	Phase 3
0.6875	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD3787	Discontinued
0.6863	Remote Similarity	NPD5763	Approved
0.6863	Remote Similarity	NPD7266	Discontinued
0.6863	Remote Similarity	NPD5762	Approved
0.6861	Remote Similarity	NPD1138	Approved
0.6859	Remote Similarity	NPD5058	Phase 3
0.6859	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD2977	Approved
0.6852	Remote Similarity	NPD2978	Approved
0.6846	Remote Similarity	NPD554	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6559	Discontinued
0.6835	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD7237	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD5125	Phase 3
0.6831	Remote Similarity	NPD5126	Approved
0.6828	Remote Similarity	NPD1283	Approved
0.6828	Remote Similarity	NPD6696	Suspended
0.6824	Remote Similarity	NPD2669	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD4097	Suspended
0.6818	Remote Similarity	NPD4664	Clinical (unspecified phase)
0.6815	Remote Similarity	NPD5297	Approved
0.6807	Remote Similarity	NPD1247	Approved
0.6805	Remote Similarity	NPD8252	Approved
0.6805	Remote Similarity	NPD8099	Discontinued
0.6805	Remote Similarity	NPD8251	Approved
0.6802	Remote Similarity	NPD7808	Phase 3
0.68	Remote Similarity	NPD2238	Phase 2
0.68	Remote Similarity	NPD6841	Approved
0.68	Remote Similarity	NPD6843	Phase 3
0.68	Remote Similarity	NPD6842	Approved
0.6797	Remote Similarity	NPD6099	Approved
0.6797	Remote Similarity	NPD6100	Approved
0.6795	Remote Similarity	NPD2219	Phase 1
0.6784	Remote Similarity	NPD6797	Phase 2
0.6782	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD4236	Phase 3
0.6774	Remote Similarity	NPD4237	Approved
0.6774	Remote Similarity	NPD5177	Phase 3
0.6772	Remote Similarity	NPD2532	Approved
0.6772	Remote Similarity	NPD2534	Approved
0.6772	Remote Similarity	NPD2533	Approved
0.6772	Remote Similarity	NPD4584	Approved
0.677	Remote Similarity	NPD4675	Approved
0.677	Remote Similarity	NPD4678	Approved
0.6768	Remote Similarity	NPD6788	Approved
0.6765	Remote Similarity	NPD8156	Discontinued
0.6765	Remote Similarity	NPD5451	Approved
0.6759	Remote Similarity	NPD1669	Approved
0.6757	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD1933	Approved
0.6755	Remote Similarity	NPD6355	Discontinued
0.6748	Remote Similarity	NPD7819	Suspended
0.6748	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD7251	Discontinued
0.6739	Remote Similarity	NPD5535	Approved
0.6736	Remote Similarity	NPD422	Phase 1
0.6735	Remote Similarity	NPD4624	Approved
0.6731	Remote Similarity	NPD3750	Approved
0.6731	Remote Similarity	NPD4110	Phase 3
0.6731	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6731	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.673	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6727	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD5242	Approved
0.6721	Remote Similarity	NPD5005	Approved
0.6721	Remote Similarity	NPD5006	Approved
0.6714	Remote Similarity	NPD7157	Approved
0.6713	Remote Similarity	NPD17	Approved
0.6712	Remote Similarity	NPD8651	Approved
0.6711	Remote Similarity	NPD2492	Phase 1
0.671	Remote Similarity	NPD2808	Discontinued
0.6709	Remote Similarity	NPD1511	Approved
0.6707	Remote Similarity	NPD2560	Approved
0.6707	Remote Similarity	NPD2358	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD2563	Approved
0.6705	Remote Similarity	NPD7549	Discontinued
0.6705	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD2684	Approved
0.669	Remote Similarity	NPD2230	Approved
0.669	Remote Similarity	NPD2233	Approved
0.669	Remote Similarity	NPD1840	Phase 2
0.669	Remote Similarity	NPD2232	Approved
0.6688	Remote Similarity	NPD2796	Approved
0.6688	Remote Similarity	NPD2677	Approved
0.6686	Remote Similarity	NPD4481	Phase 3
0.6686	Remote Similarity	NPD6168	Clinical (unspecified phase)

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