NPASS Compound

Structure

CID45663 OpenBabel06191715382D 30 31 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 -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 1.7321 -2.0000 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 0 0 0 0 0 0 0 0 0 0 -3.7638 -1.2765 0.0000 C 0 0 0 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 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 1 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 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 10 17 1 0 0 0 0 11 20 2 0 0 0 0 12 21 1 0 0 0 0 13 21 2 0 0 0 0 14 22 1 0 0 0 0 15 22 2 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 26 2 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 27 2 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 28 7 1 6 0 0 0 28 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	410.32
Volume:	477.493
LogP:	8.4
LogD:	5.751
LogS:	-6.126
# Rotatable Bonds:	9
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.415
Synthetic Accessibility Score:	3.618
Fsp3:	0.571
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:	-4.9
MDCK Permeability:	1.5073383110575378e-05
Pgp-inhibitor:	0.036
Pgp-substrate:	0.006
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.994
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.789
Plasma Protein Binding (PPB):	99.4114990234375%
Volume Distribution (VD):	3.403
Pgp-substrate:	1.3175126314163208%

ADMET: Metabolism

CYP1A2-inhibitor:	0.238
CYP1A2-substrate:	0.242
CYP2C19-inhibitor:	0.292
CYP2C19-substrate:	0.672
CYP2C9-inhibitor:	0.309
CYP2C9-substrate:	0.952
CYP2D6-inhibitor:	0.829
CYP2D6-substrate:	0.889
CYP3A4-inhibitor:	0.547
CYP3A4-substrate:	0.135

ADMET: Excretion

Clearance (CL):	6.347
Half-life (T1/2):	0.07

ADMET: Toxicity

hERG Blockers:	0.039
Human Hepatotoxicity (H-HT):	0.521
Drug-inuced Liver Injury (DILI):	0.01
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.004
Maximum Recommended Daily Dose:	0.641
Skin Sensitization:	0.943
Carcinogencity:	0.021
Eye Corrosion:	0.005
Eye Irritation:	0.851
Respiratory Toxicity:	0.01

Download Data

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

Natural Product: NPC45663

Natural Product ID:	NPC45663
*Common Name:**	Gamma-Tocotrienol
IUPAC Name:	(2R)-2,7,8-trimethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-3,4-dihydrochromen-6-ol
Synonyms:	Gamma-Tocotrienol
Standard InCHIKey:	OTXNTMVVOOBZCV-WAZJVIJMSA-N
Standard InCHI:	InChI=1S/C28H42O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h11,13,15,19,29H,8-10,12,14,16-18H2,1-7H3/b21-13+,22-15+/t28-/m1/s1
SMILES:	CC(=CCC/C(=C/CC/C(=C/CC[C@]1(C)CCc2cc(c(C)c(C)c2O1)O)/C)/C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL120697
PubChem CID:	5282349
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:0002092] Tocotrienols

*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
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	seed	n.a.	PMID[11540412]
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]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15286289]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[18496782]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[20947202]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24253552]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25466114]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[28737396]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8987503]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	Database[Article]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Wax	n.a.	n.a.	Database[FooDB]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	Embryo	n.a.	n.a.	Database[FooDB]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11043	Pisum sativum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18674	Juglans regia	Species	Juglandaceae	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]
NPO24778	Sesamum orientale	Species	Pedaliaceae	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[UNPD]
NPO18674	Juglans regia	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11043	Pisum sativum	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
NPO11043	NPC45663	n.a.	n.a.	0.05	n.a.	n.a.	mg/100g of FW	DOI[10.1016/j.jfca.2005.08.001]
NPO5353	NPC45663	n.a.	n.a.	0.21	n.a.	n.a.	mg/100g of FW	DOI[10.1016/j.jfca.2005.08.001]

☑ 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	9
Others	84

Activity Type	# Activity
Cell Line	63
NON-MOLECULAR	5
Organism	24
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	78.0	%	PMID[465071]
NPT65	Cell Line	HepG2	Homo sapiens	Inhibition	=	64.0	%	PMID[465071]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	11400.0	nM	PMID[465072]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	10000.0	nM	PMID[465072]
NPT784	Cell Line	MDA-MB-468	Homo sapiens	Activity	=	108.15	%	PMID[465075]
NPT396	Cell Line	T47D	Homo sapiens	Activity	=	82.5	%	PMID[465075]
NPT457	Cell Line	BT-549	Homo sapiens	Activity	=	140.98	%	PMID[465075]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	Activity	=	108.35	%	PMID[465075]
NPT83	Cell Line	MCF7	Homo sapiens	Activity	=	84.14	%	PMID[465075]
NPT90	Cell Line	DU-145	Homo sapiens	Activity	=	99.66	%	PMID[465075]
NPT306	Cell Line	PC-3	Homo sapiens	Activity	=	96.6	%	PMID[465075]
NPT371	Cell Line	UO-31	Homo sapiens	Activity	=	64.07	%	PMID[465075]
NPT384	Cell Line	TK-10	Homo sapiens	Activity	=	122.31	%	PMID[465075]
NPT368	Cell Line	SN12C	Homo sapiens	Activity	=	95.95	%	PMID[465075]
NPT406	Cell Line	RXF 393	Homo sapiens	Activity	=	84.11	%	PMID[465075]
NPT308	Cell Line	CAKI-1	Homo sapiens	Activity	=	89.5	%	PMID[465075]
NPT369	Cell Line	ACHN	Homo sapiens	Activity	=	100.38	%	PMID[465075]
NPT401	Cell Line	786-0	Homo sapiens	Activity	=	114.48	%	PMID[465075]
NPT381	Cell Line	OVCAR-8	Homo sapiens	Activity	=	112.34	%	PMID[465075]
NPT382	Cell Line	OVCAR-5	Homo sapiens	Activity	=	113.76	%	PMID[465075]
NPT456	Cell Line	OVCAR-4	Homo sapiens	Activity	=	101.56	%	PMID[465075]
NPT377	Cell Line	OVCAR-3	Homo sapiens	Activity	=	110.11	%	PMID[465075]
NPT458	Cell Line	IGROV-1	Homo sapiens	Activity	=	96.27	%	PMID[465075]
NPT398	Cell Line	UACC-62	Homo sapiens	Activity	=	107.91	%	PMID[465075]
NPT403	Cell Line	UACC-257	Homo sapiens	Activity	=	122.52	%	PMID[465075]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	Activity	=	99.06	%	PMID[465075]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	Activity	=	97.29	%	PMID[465075]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	Activity	=	91.27	%	PMID[465075]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	Activity	=	102.25	%	PMID[465075]
NPT387	Cell Line	M14	Homo sapiens	Activity	=	108.68	%	PMID[465075]
NPT375	Cell Line	Malme-3M	Homo sapiens	Activity	=	92.45	%	PMID[465075]
NPT390	Cell Line	LOX IMVI	Homo sapiens	Activity	=	89.99	%	PMID[465075]
NPT380	Cell Line	U-251	Homo sapiens	Activity	=	101.69	%	PMID[465075]
NPT392	Cell Line	SNB-75	Homo sapiens	Activity	=	84.3	%	PMID[465075]
NPT383	Cell Line	SNB-19	Homo sapiens	Activity	=	113.81	%	PMID[465075]
NPT374	Cell Line	SF-539	Homo sapiens	Activity	=	100.67	%	PMID[465075]
NPT399	Cell Line	SF-295	Homo sapiens	Activity	=	105.18	%	PMID[465075]
NPT395	Cell Line	SF-268	Homo sapiens	Activity	=	107.72	%	PMID[465075]
NPT323	Cell Line	SW-620	Homo sapiens	Activity	=	109.84	%	PMID[465075]
NPT386	Cell Line	KM12	Homo sapiens	Activity	=	106.82	%	PMID[465075]
NPT139	Cell Line	HT-29	Homo sapiens	Activity	=	96.13	%	PMID[465075]
NPT148	Cell Line	HCT-15	Homo sapiens	Activity	=	101.8	%	PMID[465075]
NPT393	Cell Line	HCT-116	Homo sapiens	Activity	=	109.37	%	PMID[465075]
NPT407	Cell Line	COLO 205	Homo sapiens	Activity	=	94.39	%	PMID[465075]
NPT455	Cell Line	NCI-H522	Homo sapiens	Activity	=	68.75	%	PMID[465075]
NPT397	Cell Line	NCI-H460	Homo sapiens	Activity	=	105.0	%	PMID[465075]
NPT388	Cell Line	NCI-H322M	Homo sapiens	Activity	=	95.17	%	PMID[465075]
NPT370	Cell Line	NCI-H23	Homo sapiens	Activity	=	92.82	%	PMID[465075]
NPT405	Cell Line	NCI-H226	Homo sapiens	Activity	=	90.78	%	PMID[465075]
NPT372	Cell Line	HOP-92	Homo sapiens	Activity	=	92.04	%	PMID[465075]
NPT379	Cell Line	HOP-62	Homo sapiens	Activity	=	107.97	%	PMID[465075]
NPT81	Cell Line	A549	Homo sapiens	Activity	=	104.64	%	PMID[465075]
NPT385	Cell Line	SR	Homo sapiens	Activity	=	85.5	%	PMID[465075]
NPT389	Cell Line	RPMI-8226	Homo sapiens	Activity	=	77.95	%	PMID[465075]
NPT112	Cell Line	MOLT-4	Homo sapiens	Activity	=	84.35	%	PMID[465075]
NPT111	Cell Line	K562	Homo sapiens	Activity	=	85.02	%	PMID[465075]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	86.47	%	PMID[465075]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	Activity	=	83.98	%	PMID[465075]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	>	40000.0	nM	PMID[465075]
NPT2257	Cell Line	MCF-10A	Homo sapiens	Ratio IC50	=	1.1	n.a.	PMID[465075]
NPT2257	Cell Line	MCF-10A	Homo sapiens	IC50	=	4400.0	nM	PMID[465075]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	9400.0	nM	PMID[465075]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	7100.0	nM	PMID[465075]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	48.0	%	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	60.0	%	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	270.0	ug.mL-1	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	28.0	%	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	34.0	%	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	61.0	%	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	IC50	=	360.0	ug.mL-1	PMID[465071]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	64.0	%	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	Total cholesterol	=	151.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	LDL cholesterol	=	41.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HDL cholesterol	=	102.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HMGR activity	=	494.0	n.a.	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	Total cholesterol	=	141.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	LDL cholesterol	=	42.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HDL cholesterol	=	97.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HMGR activity	=	606.0	n.a.	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	Total cholesterol	=	132.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	LDL cholesterol	=	35.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HDL cholesterol	=	95.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HMGR activity	=	561.0	n.a.	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	Total cholesterol	=	125.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	LDL cholesterol	=	29.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HDL cholesterol	=	94.0	mg 100ml-1	PMID[465071]
NPT673	Organism	Gallus gallus	Gallus gallus	HMGR activity	=	546.0	n.a.	PMID[465071]
NPT2	Others	Unspecified		Inhibition	=	50.0	%	PMID[465072]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	4000.0	nM	PMID[465073]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	101.91	%	PMID[465075]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	96.88	%	PMID[465075]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	114.7	%	PMID[465075]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	110.37	%	PMID[465075]

☑ 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 NPC45663 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	367
0.1-0.2	1859
0.2-0.3	4674
0.3-0.4	13443
0.4-0.5	4851
0.5-0.6	7213
0.6-0.7	8373
0.7-0.8	1739
0.8-0.85	130
0.85-0.9	29
0.9-0.95	14
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9912	High Similarity	NPC48623
0.9912	High Similarity	NPC168707
0.9735	High Similarity	NPC139047
0.9558	High Similarity	NPC69539
0.9492	High Similarity	NPC61685
0.9474	High Similarity	NPC238176
0.9474	High Similarity	NPC187993
0.9386	High Similarity	NPC236070
0.9386	High Similarity	NPC242580
0.9386	High Similarity	NPC126759
0.931	High Similarity	NPC32152
0.9231	High Similarity	NPC474131
0.9231	High Similarity	NPC232295
0.9145	High Similarity	NPC471449
0.9145	High Similarity	NPC51341
0.913	High Similarity	NPC473718
0.9008	High Similarity	NPC248557
0.9	High Similarity	NPC46586
0.9	High Similarity	NPC204535
0.8992	High Similarity	NPC129176
0.8926	High Similarity	NPC474130
0.8871	High Similarity	NPC47288
0.887	High Similarity	NPC474920
0.8852	High Similarity	NPC474237
0.8852	High Similarity	NPC190086
0.8852	High Similarity	NPC276962
0.8833	High Similarity	NPC212559
0.874	High Similarity	NPC27578
0.874	High Similarity	NPC289624
0.872	High Similarity	NPC81261
0.8707	High Similarity	NPC98372
0.8699	High Similarity	NPC147896
0.8689	High Similarity	NPC302211
0.8678	High Similarity	NPC277798
0.8678	High Similarity	NPC100108
0.8661	High Similarity	NPC153019
0.8661	High Similarity	NPC160623
0.8651	High Similarity	NPC16577
0.8644	High Similarity	NPC283169
0.8621	High Similarity	NPC469912
0.8618	High Similarity	NPC261992
0.8607	High Similarity	NPC475839
0.8583	High Similarity	NPC325003
0.8583	High Similarity	NPC196621
0.8583	High Similarity	NPC283616
0.8571	High Similarity	NPC176590
0.8537	High Similarity	NPC188997
0.8527	High Similarity	NPC211352
0.8504	High Similarity	NPC59654
0.8504	High Similarity	NPC271832
0.85	High Similarity	NPC238075
0.8496	Intermediate Similarity	NPC272029
0.848	Intermediate Similarity	NPC252962
0.848	Intermediate Similarity	NPC320847
0.8468	Intermediate Similarity	NPC96940
0.8462	Intermediate Similarity	NPC71372
0.8462	Intermediate Similarity	NPC275627
0.8438	Intermediate Similarity	NPC11089
0.8438	Intermediate Similarity	NPC475880
0.8435	Intermediate Similarity	NPC233320
0.843	Intermediate Similarity	NPC63010
0.8374	Intermediate Similarity	NPC473875
0.8374	Intermediate Similarity	NPC96423
0.8374	Intermediate Similarity	NPC218753
0.8372	Intermediate Similarity	NPC474246
0.8372	Intermediate Similarity	NPC474143
0.8359	Intermediate Similarity	NPC472797
0.8359	Intermediate Similarity	NPC222108
0.8359	Intermediate Similarity	NPC472796
0.8359	Intermediate Similarity	NPC96719
0.8359	Intermediate Similarity	NPC206028
0.8359	Intermediate Similarity	NPC472795
0.8348	Intermediate Similarity	NPC30416
0.8346	Intermediate Similarity	NPC142087
0.8346	Intermediate Similarity	NPC95034
0.8333	Intermediate Similarity	NPC279118
0.8333	Intermediate Similarity	NPC293801
0.8333	Intermediate Similarity	NPC470726
0.8333	Intermediate Similarity	NPC28476
0.8333	Intermediate Similarity	NPC474610
0.8333	Intermediate Similarity	NPC133407
0.8319	Intermediate Similarity	NPC477685
0.8308	Intermediate Similarity	NPC85595
0.8308	Intermediate Similarity	NPC472798
0.8305	Intermediate Similarity	NPC470723
0.8295	Intermediate Similarity	NPC196193
0.8293	Intermediate Similarity	NPC103916
0.8281	Intermediate Similarity	NPC38604
0.8281	Intermediate Similarity	NPC211179
0.8268	Intermediate Similarity	NPC470724
0.8268	Intermediate Similarity	NPC128321
0.8264	Intermediate Similarity	NPC154256
0.8264	Intermediate Similarity	NPC290470
0.8261	Intermediate Similarity	NPC117115
0.8246	Intermediate Similarity	NPC108497
0.824	Intermediate Similarity	NPC473464
0.824	Intermediate Similarity	NPC476332
0.824	Intermediate Similarity	NPC74137
0.8235	Intermediate Similarity	NPC302371
0.822	Intermediate Similarity	NPC132720
0.8217	Intermediate Similarity	NPC266868
0.8211	Intermediate Similarity	NPC137294
0.8211	Intermediate Similarity	NPC85895
0.8203	Intermediate Similarity	NPC473134
0.8203	Intermediate Similarity	NPC156298
0.8195	Intermediate Similarity	NPC472800
0.819	Intermediate Similarity	NPC53740
0.819	Intermediate Similarity	NPC469913
0.8189	Intermediate Similarity	NPC131397
0.8189	Intermediate Similarity	NPC105031
0.8189	Intermediate Similarity	NPC476254
0.8168	Intermediate Similarity	NPC469611
0.8168	Intermediate Similarity	NPC118253
0.8167	Intermediate Similarity	NPC35344
0.8167	Intermediate Similarity	NPC141003
0.8162	Intermediate Similarity	NPC186033
0.816	Intermediate Similarity	NPC476165
0.8158	Intermediate Similarity	NPC80800
0.8154	Intermediate Similarity	NPC470727
0.8154	Intermediate Similarity	NPC249425
0.8148	Intermediate Similarity	NPC79372
0.8148	Intermediate Similarity	NPC473049
0.8148	Intermediate Similarity	NPC472794
0.8148	Intermediate Similarity	NPC76312
0.8145	Intermediate Similarity	NPC14177
0.8125	Intermediate Similarity	NPC82299
0.812	Intermediate Similarity	NPC151477
0.8106	Intermediate Similarity	NPC469610
0.8103	Intermediate Similarity	NPC47284
0.8102	Intermediate Similarity	NPC329493
0.8099	Intermediate Similarity	NPC470837
0.8095	Intermediate Similarity	NPC57199
0.8095	Intermediate Similarity	NPC152946
0.8092	Intermediate Similarity	NPC258073
0.8092	Intermediate Similarity	NPC469907
0.8092	Intermediate Similarity	NPC8899
0.8092	Intermediate Similarity	NPC472590
0.8088	Intermediate Similarity	NPC472791
0.8088	Intermediate Similarity	NPC472792
0.8087	Intermediate Similarity	NPC269212
0.8083	Intermediate Similarity	NPC62867
0.8083	Intermediate Similarity	NPC177962
0.8083	Intermediate Similarity	NPC228452
0.808	Intermediate Similarity	NPC475529
0.807	Intermediate Similarity	NPC48730
0.807	Intermediate Similarity	NPC129373
0.807	Intermediate Similarity	NPC248396
0.8062	Intermediate Similarity	NPC46978
0.8062	Intermediate Similarity	NPC469386
0.8062	Intermediate Similarity	NPC473221
0.8062	Intermediate Similarity	NPC186889
0.806	Intermediate Similarity	NPC115861
0.8047	Intermediate Similarity	NPC124030
0.8047	Intermediate Similarity	NPC76119
0.8047	Intermediate Similarity	NPC4286
0.8045	Intermediate Similarity	NPC27394
0.8034	Intermediate Similarity	NPC21594
0.8034	Intermediate Similarity	NPC155072
0.8033	Intermediate Similarity	NPC301321
0.8031	Intermediate Similarity	NPC248786
0.803	Intermediate Similarity	NPC329427
0.803	Intermediate Similarity	NPC251549
0.803	Intermediate Similarity	NPC51262
0.803	Intermediate Similarity	NPC317601
0.8016	Intermediate Similarity	NPC212965
0.8015	Intermediate Similarity	NPC470725
0.8	Intermediate Similarity	NPC266937
0.8	Intermediate Similarity	NPC223912
0.8	Intermediate Similarity	NPC135467
0.8	Intermediate Similarity	NPC77772
0.8	Intermediate Similarity	NPC260832
0.8	Intermediate Similarity	NPC54373
0.8	Intermediate Similarity	NPC201069
0.8	Intermediate Similarity	NPC470770
0.7984	Intermediate Similarity	NPC190514
0.7984	Intermediate Similarity	NPC476006
0.7982	Intermediate Similarity	NPC260775
0.7967	Intermediate Similarity	NPC141001
0.7967	Intermediate Similarity	NPC312105
0.7967	Intermediate Similarity	NPC471668
0.7966	Intermediate Similarity	NPC320439
0.7956	Intermediate Similarity	NPC265075
0.7956	Intermediate Similarity	NPC71046
0.7955	Intermediate Similarity	NPC82503
0.7955	Intermediate Similarity	NPC474200
0.7953	Intermediate Similarity	NPC120638
0.7953	Intermediate Similarity	NPC49441
0.7953	Intermediate Similarity	NPC150026
0.7951	Intermediate Similarity	NPC471534
0.7941	Intermediate Similarity	NPC265335
0.7939	Intermediate Similarity	NPC93962
0.7934	Intermediate Similarity	NPC280760
0.7934	Intermediate Similarity	NPC46940
0.7931	Intermediate Similarity	NPC12870
0.7931	Intermediate Similarity	NPC24327
0.7929	Intermediate Similarity	NPC471608
0.7926	Intermediate Similarity	NPC126101
0.7926	Intermediate Similarity	NPC475628
0.7926	Intermediate Similarity	NPC327735
0.7926	Intermediate Similarity	NPC21797

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 NPC45663 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	349
0.1-0.2	1061
0.2-0.3	1575
0.3-0.4	2807
0.4-0.5	1649
0.5-0.6	1103
0.6-0.7	507
0.7-0.8	88
0.8-0.85	6
0.85-0.9	1
0.9-0.95	4
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9386	High Similarity	NPD7340	Approved
0.9298	High Similarity	NPD6671	Approved
0.9292	High Similarity	NPD1398	Phase 1
0.9167	High Similarity	NPD6696	Suspended
0.8651	High Similarity	NPD4625	Phase 3
0.85	High Similarity	NPD7644	Approved
0.8468	Intermediate Similarity	NPD4749	Approved
0.839	Intermediate Similarity	NPD7635	Approved
0.8306	Intermediate Similarity	NPD1611	Approved
0.8295	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.8145	Intermediate Similarity	NPD4626	Approved
0.8062	Intermediate Similarity	NPD2861	Phase 2
0.8031	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.792	Intermediate Similarity	NPD5691	Approved
0.7895	Intermediate Similarity	NPD4060	Phase 1
0.7881	Intermediate Similarity	NPD968	Approved
0.7879	Intermediate Similarity	NPD7985	Registered
0.7872	Intermediate Similarity	NPD6090	Discontinued
0.7868	Intermediate Similarity	NPD6099	Approved
0.7868	Intermediate Similarity	NPD6100	Approved
0.7846	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7795	Intermediate Similarity	NPD3496	Discontinued
0.7759	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7719	Intermediate Similarity	NPD844	Approved
0.7698	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD2233	Approved
0.7674	Intermediate Similarity	NPD2230	Approved
0.7674	Intermediate Similarity	NPD2232	Approved
0.7667	Intermediate Similarity	NPD2342	Discontinued
0.7652	Intermediate Similarity	NPD288	Approved
0.7643	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD5929	Approved
0.7615	Intermediate Similarity	NPD5327	Phase 3
0.7612	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7554	Intermediate Similarity	NPD2346	Discontinued
0.7541	Intermediate Similarity	NPD4750	Phase 3
0.7519	Intermediate Similarity	NPD2237	Approved
0.7518	Intermediate Similarity	NPD4097	Suspended
0.7518	Intermediate Similarity	NPD6353	Approved
0.75	Intermediate Similarity	NPD1651	Approved
0.7463	Intermediate Similarity	NPD4908	Phase 1
0.7462	Intermediate Similarity	NPD1610	Phase 2
0.746	Intermediate Similarity	NPD7157	Approved
0.746	Intermediate Similarity	NPD709	Approved
0.7459	Intermediate Similarity	NPD2684	Approved
0.7447	Intermediate Similarity	NPD6674	Discontinued
0.7445	Intermediate Similarity	NPD5735	Approved
0.7444	Intermediate Similarity	NPD4624	Approved
0.7442	Intermediate Similarity	NPD1778	Approved
0.7429	Intermediate Similarity	NPD5763	Approved
0.7429	Intermediate Similarity	NPD5762	Approved
0.7424	Intermediate Similarity	NPD1283	Approved
0.7394	Intermediate Similarity	NPD7982	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD845	Approved
0.7391	Intermediate Similarity	NPD2157	Approved
0.7388	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7388	Intermediate Similarity	NPD1712	Approved
0.7381	Intermediate Similarity	NPD497	Approved
0.7377	Intermediate Similarity	NPD290	Approved
0.7372	Intermediate Similarity	NPD4140	Approved
0.7364	Intermediate Similarity	NPD3443	Approved
0.7364	Intermediate Similarity	NPD3445	Approved
0.7364	Intermediate Similarity	NPD3444	Approved
0.736	Intermediate Similarity	NPD7843	Approved
0.7353	Intermediate Similarity	NPD1699	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7313	Intermediate Similarity	NPD6584	Phase 3
0.7302	Intermediate Similarity	NPD495	Approved
0.7302	Intermediate Similarity	NPD496	Approved
0.7302	Intermediate Similarity	NPD498	Approved
0.7293	Intermediate Similarity	NPD8651	Approved
0.728	Intermediate Similarity	NPD228	Approved
0.7279	Intermediate Similarity	NPD7095	Approved
0.7273	Intermediate Similarity	NPD2231	Phase 2
0.7273	Intermediate Similarity	NPD2235	Phase 2
0.7265	Intermediate Similarity	NPD1809	Phase 2
0.726	Intermediate Similarity	NPD2676	Approved
0.726	Intermediate Similarity	NPD2675	Approved
0.7246	Intermediate Similarity	NPD3620	Phase 2
0.7246	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD2797	Approved
0.7234	Intermediate Similarity	NPD2935	Discontinued
0.7227	Intermediate Similarity	NPD3020	Approved
0.7218	Intermediate Similarity	NPD1669	Approved
0.7197	Intermediate Similarity	NPD1281	Approved
0.7188	Intermediate Similarity	NPD6387	Discontinued
0.7185	Intermediate Similarity	NPD3691	Phase 2
0.7185	Intermediate Similarity	NPD3690	Phase 2
0.7174	Intermediate Similarity	NPD8032	Phase 2
0.7165	Intermediate Similarity	NPD5283	Phase 1
0.7154	Intermediate Similarity	NPD1548	Phase 1
0.7143	Intermediate Similarity	NPD1608	Approved
0.7133	Intermediate Similarity	NPD7037	Approved
0.7132	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD7041	Phase 2
0.7123	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7122	Intermediate Similarity	NPD2979	Phase 3
0.7122	Intermediate Similarity	NPD2238	Phase 2
0.7122	Intermediate Similarity	NPD1613	Approved
0.7122	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD2859	Approved
0.7119	Intermediate Similarity	NPD2860	Approved
0.7114	Intermediate Similarity	NPD3226	Approved
0.7114	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7113	Intermediate Similarity	NPD4477	Approved
0.7113	Intermediate Similarity	NPD4476	Approved
0.7103	Intermediate Similarity	NPD3692	Discontinued
0.7101	Intermediate Similarity	NPD7294	Phase 1
0.7101	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD5585	Approved
0.709	Intermediate Similarity	NPD6582	Phase 2
0.709	Intermediate Similarity	NPD6583	Phase 3
0.7087	Intermediate Similarity	NPD821	Approved
0.7087	Intermediate Similarity	NPD5535	Approved
0.7087	Intermediate Similarity	NPD1138	Approved
0.7068	Intermediate Similarity	NPD422	Phase 1
0.7068	Intermediate Similarity	NPD1535	Discovery
0.7068	Intermediate Similarity	NPD1091	Approved
0.7054	Intermediate Similarity	NPD2557	Approved
0.7045	Intermediate Similarity	NPD2668	Approved
0.7045	Intermediate Similarity	NPD4059	Approved
0.7045	Intermediate Similarity	NPD2667	Approved
0.7043	Intermediate Similarity	NPD9295	Approved
0.7034	Intermediate Similarity	NPD2933	Approved
0.7034	Intermediate Similarity	NPD2934	Approved
0.7034	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD3091	Approved
0.7015	Intermediate Similarity	NPD1481	Phase 2
0.7015	Intermediate Similarity	NPD1840	Phase 2
0.7014	Intermediate Similarity	NPD2424	Discontinued
0.7008	Intermediate Similarity	NPD1139	Approved
0.7008	Intermediate Similarity	NPD1137	Approved
0.6985	Remote Similarity	NPD4098	Discontinued
0.6984	Remote Similarity	NPD3021	Approved
0.6984	Remote Similarity	NPD3022	Approved
0.6978	Remote Similarity	NPD3268	Approved
0.6972	Remote Similarity	NPD7097	Phase 1
0.697	Remote Similarity	NPD6382	Discontinued
0.6959	Remote Similarity	NPD7446	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD600	Approved
0.6957	Remote Similarity	NPD596	Approved
0.695	Remote Similarity	NPD6355	Discontinued
0.6944	Remote Similarity	NPD7030	Discontinued
0.694	Remote Similarity	NPD3705	Approved
0.6935	Remote Similarity	NPD9697	Approved
0.6933	Remote Similarity	NPD2370	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD7477	Discontinued
0.6923	Remote Similarity	NPD2156	Approved
0.6923	Remote Similarity	NPD2154	Approved
0.6923	Remote Similarity	NPD2155	Approved
0.6923	Remote Similarity	NPD2799	Discontinued
0.6923	Remote Similarity	NPD4308	Phase 3
0.6923	Remote Similarity	NPD4108	Discontinued
0.6918	Remote Similarity	NPD7003	Approved
0.6918	Remote Similarity	NPD7976	Clinical (unspecified phase)
0.6917	Remote Similarity	NPD2932	Approved
0.6917	Remote Similarity	NPD2286	Discontinued
0.6917	Remote Similarity	NPD3019	Approved
0.6917	Remote Similarity	NPD17	Approved
0.6913	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD3027	Phase 3
0.6901	Remote Similarity	NPD6653	Approved
0.6899	Remote Similarity	NPD594	Approved
0.6899	Remote Similarity	NPD592	Approved
0.6892	Remote Similarity	NPD6087	Phase 1
0.6884	Remote Similarity	NPD5736	Approved
0.6879	Remote Similarity	NPD6959	Discontinued
0.6875	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD6032	Approved
0.6871	Remote Similarity	NPD2677	Approved
0.6859	Remote Similarity	NPD5709	Phase 3
0.6857	Remote Similarity	NPD2313	Discontinued
0.6857	Remote Similarity	NPD1336	Approved
0.6853	Remote Similarity	NPD4536	Approved
0.6853	Remote Similarity	NPD4538	Approved
0.6853	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.685	Remote Similarity	NPD5451	Approved
0.685	Remote Similarity	NPD1792	Phase 2
0.6846	Remote Similarity	NPD2532	Approved
0.6846	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6846	Remote Similarity	NPD2534	Approved
0.6846	Remote Similarity	NPD2533	Approved
0.6842	Remote Similarity	NPD3049	Approved
0.6838	Remote Similarity	NPD4359	Approved
0.6832	Remote Similarity	NPD5844	Phase 1
0.6831	Remote Similarity	NPD5124	Phase 1
0.6831	Remote Similarity	NPD5123	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD846	Approved
0.6829	Remote Similarity	NPD940	Approved
0.6828	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD6005	Phase 3
0.6828	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6828	Remote Similarity	NPD6004	Phase 3
0.6828	Remote Similarity	NPD6002	Phase 3
0.6824	Remote Similarity	NPD6666	Approved
0.6824	Remote Similarity	NPD6667	Approved
0.6818	Remote Similarity	NPD7819	Suspended
0.6815	Remote Similarity	NPD4666	Phase 3
0.6815	Remote Similarity	NPD3092	Approved
0.6815	Remote Similarity	NPD776	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