NPASS Compound

Structure

CID115343 OpenBabel06191715472D 23 26 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 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 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 2 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 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 1 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 2 23 1 0 0 0 0 3 6 1 0 0 0 0 4 13 2 0 0 0 0 4 22 1 0 0 0 0 5 3 1 1 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 6 0 0 0 8 11 1 0 0 0 0 8 16 1 1 0 0 0 9 13 1 0 0 0 0 9 17 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 1 0 0 0 11 12 1 0 0 0 0 11 19 1 6 0 0 0 12 20 1 1 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	325.08
Volume:	287.247
LogP:	-0.657
LogD:	-0.145
LogS:	-0.831
# Rotatable Bonds:	0
TPSA:	148.71
# H-Bond Aceptor:	9
# H-Bond Donor:	6
# Rings:	4
# Heavy Atoms:	9

MedChem Properties

QED Drug-Likeness Score:	0.314
Synthetic Accessibility Score:	4.397
Fsp3:	0.5
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.008
MDCK Permeability:	9.723284165374935e-06
Pgp-inhibitor:	0.001
Pgp-substrate:	0.628
Human Intestinal Absorption (HIA):	0.043
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.554

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.156
Plasma Protein Binding (PPB):	73.55817413330078%
Volume Distribution (VD):	0.952
Pgp-substrate:	33.590415954589844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.069
CYP1A2-substrate:	0.074
CYP2C19-inhibitor:	0.027
CYP2C19-substrate:	0.179
CYP2C9-inhibitor:	0.004
CYP2C9-substrate:	0.593
CYP2D6-inhibitor:	0.015
CYP2D6-substrate:	0.132
CYP3A4-inhibitor:	0.076
CYP3A4-substrate:	0.034

ADMET: Excretion

Clearance (CL):	2.634
Half-life (T1/2):	0.821

ADMET: Toxicity

hERG Blockers:	0.033
Human Hepatotoxicity (H-HT):	0.128
Drug-inuced Liver Injury (DILI):	0.361
AMES Toxicity:	0.22
Rat Oral Acute Toxicity:	0.015
Maximum Recommended Daily Dose:	0.016
Skin Sensitization:	0.053
Carcinogencity:	0.156
Eye Corrosion:	0.003
Eye Irritation:	0.014
Respiratory Toxicity:	0.127

Download Data

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

Natural Product: NPC115343

Natural Product ID:	NPC115343
*Common Name:**	Pancratistatin
IUPAC Name:	(1R,2S,3S,4S,4aR,11bR)-1,2,3,4,7-pentahydroxy-2,3,4,4a,5,11b-hexahydro-1H-[1,3]dioxolo[4,5-j]phenanthridin-6-one
Synonyms:	(+)-Pancratistatin; Pancratistatin
Standard InCHIKey:	VREZDOWOLGNDPW-ALTGWBOUSA-N
Standard InCHI:	InChI=1S/C14H15NO8/c16-8-5-3-1-4-13(23-2-22-4)9(17)6(3)14(21)15-7(5)10(18)12(20)11(8)19/h1,5,7-8,10-12,16-20H,2H2,(H,15,21)/t5-,7-,8-,10+,11+,12+/m1/s1
SMILES:	O[C@@H]1[C@@H](O)[C@H](O)[C@H]2[C@H]([C@@H]1O)N=C(c1c2cc2OCOc2c1O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL419335
PubChem CID:	441597
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0001775] Amaryllidaceae alkaloids [CHEMONTID:0004129] Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids

*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
NPO9759	Croton kongensis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12828479]
NPO32739	pancratium littorale	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1336040]
NPO9263	Brachystola magna	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[16124772]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
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]
NPO32582	narcissus cv. ice follies	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22413911]
NPO33437	amaryllidaceae	Family	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22921081]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
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]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO33009	Hymenocallis	Genus	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8277308]
NPO11192	Hedera helix	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29135	Oenanthe crocata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30275	Zephyranthes grandiflora	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11192	Hedera helix	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29135	Oenanthe crocata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29135	Oenanthe crocata	Species	Apiaceae	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]
NPO30275	Zephyranthes grandiflora	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11192	Hedera helix	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9759	Croton kongensis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2063	Pausinystalia pachyceras	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9263	Brachystola magna	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO8507	Corynanthe paniculata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5361	Fuligo cinerea	Species	Physaraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9000	Helichrysum kraussii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4392	Tulipa turkestanica	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10448.1	Prunus cerasoides var. campanulata	Varieties	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29135	Oenanthe crocata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11192	Hedera helix	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6123	Discodermia polydiscus	Species	Theonellidae	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
ED50	17
GI50	94
IC50	5
Others	50

Activity Type	# Activity
Cell Line	126
NON-MOLECULAR	2
Organism	33
Others	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT168	Cell Line	P388	Mus musculus	Inhibition	=	0.039	ug ml-1	PMID[476331]
NPT1081	Cell Line	BXPC-3	Homo sapiens	Inhibition	=	0.028	ug ml-1	PMID[476331]
NPT83	Cell Line	MCF7	Homo sapiens	Inhibition	=	0.032	ug ml-1	PMID[476331]
NPT395	Cell Line	SF-268	Homo sapiens	Inhibition	=	0.017	ug ml-1	PMID[476331]
NPT397	Cell Line	NCI-H460	Homo sapiens	Inhibition	=	0.048	ug ml-1	PMID[476331]
NPT575	Cell Line	KM-20L2	Homo sapiens	Inhibition	=	0.062	ug ml-1	PMID[476331]
NPT90	Cell Line	DU-145	Homo sapiens	Inhibition	=	0.016	ug ml-1	PMID[476331]
NPT1081	Cell Line	BXPC-3	Homo sapiens	ED50	=	0.02	ug ml-1	PMID[476333]
NPT83	Cell Line	MCF7	Homo sapiens	ED50	=	0.023	ug ml-1	PMID[476333]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	0.014	ug.mL-1	PMID[476333]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.032	ug.mL-1	PMID[476333]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	0.025	ug.mL-1	PMID[476333]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	0.015	ug.mL-1	PMID[476333]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.017	ug ml-1	PMID[476333]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.039	ug ml-1	PMID[476334]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	0.015	ug.mL-1	PMID[476335]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	0.025	ug.mL-1	PMID[476335]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.032	ug.mL-1	PMID[476335]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	0.014	ug.mL-1	PMID[476335]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.023	ug.mL-1	PMID[476335]
NPT1081	Cell Line	BXPC-3	Homo sapiens	GI50	=	0.02	ug.mL-1	PMID[476335]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.017	ug ml-1	PMID[476335]
NPT168	Cell Line	P388	Mus musculus	T/C	=	135.0	%	PMID[476336]
NPT168	Cell Line	P388	Mus musculus	ED50	<	0.01	ug ml-1	PMID[476336]
NPT168	Cell Line	P388	Mus musculus	T/C	=	138.0	%	PMID[476336]
NPT168	Cell Line	P388	Mus musculus	T/C	=	206.0	%	PMID[476336]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.01	ug ml-1	PMID[476337]
NPT168	Cell Line	P388	Mus musculus	T/C	=	206.0	n.a.	PMID[476338]
NPT168	Cell Line	P388	Mus musculus	T/C	=	138.0	n.a.	PMID[476338]
NPT4326	Cell Line	M5076	Mus musculus	T/C	=	153.0	n.a.	PMID[476338]
NPT168	Cell Line	P388	Mus musculus	Activity	=	38.0	%	PMID[476338]
NPT4326	Cell Line	M5076	Mus musculus	Activity	=	53.0	%	PMID[476338]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.048	ug ml-1	PMID[476341]
NPT1081	Cell Line	BXPC-3	Homo sapiens	ED50	=	0.043	ug ml-1	PMID[476341]
NPT83	Cell Line	MCF7	Homo sapiens	ED50	=	0.035	ug ml-1	PMID[476341]
NPT395	Cell Line	SF-268	Homo sapiens	ED50	=	0.032	ug ml-1	PMID[476341]
NPT397	Cell Line	NCI-H460	Homo sapiens	ED50	=	0.029	ug ml-1	PMID[476341]
NPT575	Cell Line	KM-20L2	Homo sapiens	ED50	=	0.048	ug ml-1	PMID[476341]
NPT90	Cell Line	DU-145	Homo sapiens	ED50	=	0.037	ug ml-1	PMID[476341]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.039	ug ml-1	PMID[476342]
NPT1081	Cell Line	BXPC-3	Homo sapiens	GI	=	0.028	ug ml-1	PMID[476342]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.032	ug.mL-1	PMID[476342]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.048	ug.mL-1	PMID[476342]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	0.026	ug.mL-1	PMID[476342]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	0.016	ug.mL-1	PMID[476342]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	37.24	nM	PMID[476344]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	36.48	nM	PMID[476344]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	672.98	nM	PMID[476344]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	44.46	nM	PMID[476344]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	87.5	nM	PMID[476344]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	36.39	nM	PMID[476344]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	31.62	nM	PMID[476344]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	36.98	nM	PMID[476344]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	30.55	nM	PMID[476344]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	27.16	nM	PMID[476344]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	35.16	nM	PMID[476344]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	58.34	nM	PMID[476344]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	37.33	nM	PMID[476344]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	37.58	nM	PMID[476344]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	30.9	nM	PMID[476344]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	62.23	nM	PMID[476344]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	44.87	nM	PMID[476344]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	33.88	nM	PMID[476344]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	143.88	nM	PMID[476344]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	33.65	nM	PMID[476344]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	34.43	nM	PMID[476344]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	30.13	nM	PMID[476344]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	82.6	nM	PMID[476344]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	105.93	nM	PMID[476344]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	650.13	nM	PMID[476344]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	38.64	nM	PMID[476344]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	38.82	nM	PMID[476344]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	32.58	nM	PMID[476344]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	39.26	nM	PMID[476344]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	261.82	nM	PMID[476344]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	23.66	nM	PMID[476344]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	38.37	nM	PMID[476344]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	77.8	nM	PMID[476344]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	30.69	nM	PMID[476344]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	30.69	nM	PMID[476344]
NPT168	Cell Line	P388	Mus musculus	GI50	n.a.	36.56	nM	PMID[476344]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	49.32	nM	PMID[476344]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	33.65	nM	PMID[476344]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	40.27	nM	PMID[476344]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	44.46	nM	PMID[476344]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	89.33	nM	PMID[476344]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	30.13	nM	PMID[476344]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	29.72	nM	PMID[476344]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	44.98	nM	PMID[476344]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	39.08	nM	PMID[476344]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	53.33	nM	PMID[476344]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	36.9	nM	PMID[476344]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	46.13	nM	PMID[476344]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	540.75	nM	PMID[476344]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	48.31	nM	PMID[476344]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	41.21	nM	PMID[476344]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	45.71	nM	PMID[476344]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	28.77	nM	PMID[476344]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	43.65	nM	PMID[476344]
NPT552	Cell Line	P388/ADR	Mus musculus	GI50	n.a.	40.64	nM	PMID[476344]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	37.24	nM	PMID[476344]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	33.11	nM	PMID[476344]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	51.64	nM	PMID[476344]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	46.88	nM	PMID[476344]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	1581.25	nM	PMID[476344]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	34.83	nM	PMID[476344]
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	n.a.	648.63	nM	PMID[476344]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	42.85	nM	PMID[476344]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	45.19	nM	PMID[476344]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	32.36	nM	PMID[476344]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	41.5	nM	PMID[476344]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	37.5	nM	PMID[476344]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	41.4	nM	PMID[476344]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	43.85	nM	PMID[476344]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	28.77	nM	PMID[476344]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	43.35	nM	PMID[476344]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	59.84	nM	PMID[476344]
NPT738	Cell Line	SN12K1	Homo sapiens	GI50	n.a.	46.99	nM	PMID[476344]
NPT168	Cell Line	P388	Mus musculus	ED50	=	0.017	ug ml-1	PMID[476345]
NPT1081	Cell Line	BXPC-3	Homo sapiens	GI50	=	0.02	ug.mL-1	PMID[476345]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	=	0.023	ug.mL-1	PMID[476345]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	=	0.014	ug.mL-1	PMID[476345]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	=	0.032	ug.mL-1	PMID[476345]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	=	0.025	ug.mL-1	PMID[476345]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	=	0.015	ug.mL-1	PMID[476345]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	71.0	nM	PMID[476346]
NPT35	Others	n.a.		Solubility	=	53.0	ug.mL-1	PMID[476335]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	0.01	ug ml-1	PMID[476338]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	IC50	=	0.022	ug.mL-1	PMID[476340]
NPT4327	Organism	Yellow fever virus	Yellow fever virus	IC50	=	0.016	ug.mL-1	PMID[476340]
NPT4328	Organism	Dengue virus type 4	Dengue virus 4	IC50	=	0.063	ug.mL-1	PMID[476340]
NPT27	Others	Unspecified		TI	=	4.2	n.a.	PMID[476340]
NPT27	Others	Unspecified		TI	=	4.9	n.a.	PMID[476340]
NPT27	Others	Unspecified		TI	=	8.0	n.a.	PMID[476340]
NPT341	Organism	Punta Toro virus	Punta Toro virus	Inhibition	=	25.0	%	PMID[476340]
NPT4329	Organism	Rift Valley fever virus	Rift Valley fever virus	IC50	=	0.16	ug.mL-1	PMID[476340]
NPT27	Others	Unspecified		TI	=	3.1	n.a.	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.5	n.a.	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	90.0	%	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	AD50	=	2.7	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	15.0	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	16.3	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	15.4	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	30.0	%	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.3	n.a.	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.4	n.a.	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.8	n.a.	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	2.1	n.a.	PMID[476340]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	2.8	n.a.	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	12.9	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	11.8	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	10.4	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	12.3	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	12.6	day	PMID[476340]
NPT33	Organism	Japanese encephalitis virus	Japanese encephalitis virus	Activity	=	50.0	%	PMID[476340]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	0.017	ug.mL-1	PMID[476342]
NPT1766	Organism	Human herpesvirus 1 strain KOS	Human herpesvirus 1 strain KOS	FC	=	8.3	n.a.	PMID[476347]
NPT1766	Organism	Human herpesvirus 1 strain KOS	Human herpesvirus 1 strain KOS	FC	=	62.0	n.a.	PMID[476347]
NPT19	Organism	Escherichia coli	Escherichia coli	Inhibition	=	0.6	%	PMID[476348]
NPT173	Organism	Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	=	1.56	%	PMID[476348]
NPT20	Organism	Candida albicans	Candida albicans	Inhibition	=	0.06	%	PMID[476348]
NPT2922	Organism	Staphylococcus aureus subsp. aureus	Staphylococcus aureus subsp. aureus	Inhibition	=	12.72	%	PMID[476348]
NPT747	Organism	Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	=	6.17	%	PMID[476348]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	Inhibition	=	-14.69	%	PMID[476348]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	=	8.83	%	PMID[476348]

☑ 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 NPC115343 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	347
0.1-0.2	1429
0.2-0.3	5482
0.3-0.4	11871
0.4-0.5	6430
0.5-0.6	9343
0.6-0.7	6424
0.7-0.8	1343
0.8-0.85	13
0.85-0.9	3
0.9-0.95	8
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC1291
0.9875	High Similarity	NPC289743
0.9875	High Similarity	NPC110374
0.9503	High Similarity	NPC304846
0.9444	High Similarity	NPC182257
0.9379	High Similarity	NPC54125
0.9379	High Similarity	NPC89199
0.9112	High Similarity	NPC474607
0.9059	High Similarity	NPC474650
0.9012	High Similarity	NPC475919
0.9012	High Similarity	NPC474661
0.8941	High Similarity	NPC475794
0.8896	High Similarity	NPC69360
0.8791	High Similarity	NPC475768
0.8412	Intermediate Similarity	NPC198741
0.8372	Intermediate Similarity	NPC474953
0.8276	Intermediate Similarity	NPC474051
0.8075	Intermediate Similarity	NPC77572
0.8023	Intermediate Similarity	NPC187678
0.7912	Intermediate Similarity	NPC9867
0.791	Intermediate Similarity	NPC231371
0.7907	Intermediate Similarity	NPC329837
0.7829	Intermediate Similarity	NPC180306
0.7814	Intermediate Similarity	NPC34780
0.7784	Intermediate Similarity	NPC189239
0.7784	Intermediate Similarity	NPC110763
0.7784	Intermediate Similarity	NPC166506
0.7784	Intermediate Similarity	NPC197352
0.7765	Intermediate Similarity	NPC474560
0.7765	Intermediate Similarity	NPC228040
0.7753	Intermediate Similarity	NPC311991
0.7735	Intermediate Similarity	NPC15919
0.7725	Intermediate Similarity	NPC73467
0.7725	Intermediate Similarity	NPC121661
0.7709	Intermediate Similarity	NPC477115
0.7692	Intermediate Similarity	NPC244554
0.7684	Intermediate Similarity	NPC68328
0.7683	Intermediate Similarity	NPC474039
0.7676	Intermediate Similarity	NPC214116
0.7667	Intermediate Similarity	NPC2314
0.7665	Intermediate Similarity	NPC324962
0.7661	Intermediate Similarity	NPC127402
0.7657	Intermediate Similarity	NPC4304
0.764	Intermediate Similarity	NPC190332
0.764	Intermediate Similarity	NPC181653
0.764	Intermediate Similarity	NPC100566
0.7636	Intermediate Similarity	NPC30951
0.7636	Intermediate Similarity	NPC6369
0.7633	Intermediate Similarity	NPC252286
0.7633	Intermediate Similarity	NPC226540
0.7633	Intermediate Similarity	NPC154971
0.7626	Intermediate Similarity	NPC474594
0.7622	Intermediate Similarity	NPC254610
0.7619	Intermediate Similarity	NPC187774
0.7619	Intermediate Similarity	NPC473046
0.7619	Intermediate Similarity	NPC472713
0.7619	Intermediate Similarity	NPC472712
0.7619	Intermediate Similarity	NPC118385
0.7605	Intermediate Similarity	NPC184641
0.7605	Intermediate Similarity	NPC36531
0.7605	Intermediate Similarity	NPC133934
0.7605	Intermediate Similarity	NPC184684
0.7605	Intermediate Similarity	NPC229172
0.7605	Intermediate Similarity	NPC191231
0.7605	Intermediate Similarity	NPC230538
0.7605	Intermediate Similarity	NPC103637
0.7596	Intermediate Similarity	NPC99179
0.759	Intermediate Similarity	NPC284464
0.7574	Intermediate Similarity	NPC307466
0.7574	Intermediate Similarity	NPC475868
0.756	Intermediate Similarity	NPC474808
0.7558	Intermediate Similarity	NPC214326
0.7558	Intermediate Similarity	NPC218041
0.7558	Intermediate Similarity	NPC225815
0.7558	Intermediate Similarity	NPC472710
0.7558	Intermediate Similarity	NPC9933
0.7558	Intermediate Similarity	NPC469707
0.7558	Intermediate Similarity	NPC472709
0.7558	Intermediate Similarity	NPC260781
0.7558	Intermediate Similarity	NPC185955
0.7558	Intermediate Similarity	NPC24425
0.7558	Intermediate Similarity	NPC182368
0.7558	Intermediate Similarity	NPC469706
0.7558	Intermediate Similarity	NPC145979
0.7546	Intermediate Similarity	NPC58585
0.7544	Intermediate Similarity	NPC301961
0.7544	Intermediate Similarity	NPC166584
0.7543	Intermediate Similarity	NPC195766
0.7543	Intermediate Similarity	NPC206736
0.7541	Intermediate Similarity	NPC118633
0.7541	Intermediate Similarity	NPC294790
0.7541	Intermediate Similarity	NPC148693
0.754	Intermediate Similarity	NPC186546
0.754	Intermediate Similarity	NPC476576
0.7529	Intermediate Similarity	NPC107602
0.7528	Intermediate Similarity	NPC24465
0.7515	Intermediate Similarity	NPC239254
0.7515	Intermediate Similarity	NPC197166
0.7515	Intermediate Similarity	NPC172171
0.7514	Intermediate Similarity	NPC475756
0.7514	Intermediate Similarity	NPC248642
0.7513	Intermediate Similarity	NPC117717
0.75	Intermediate Similarity	NPC82763
0.75	Intermediate Similarity	NPC472714
0.75	Intermediate Similarity	NPC5262
0.7487	Intermediate Similarity	NPC57036
0.7486	Intermediate Similarity	NPC90984
0.7486	Intermediate Similarity	NPC264850
0.7486	Intermediate Similarity	NPC13916
0.7485	Intermediate Similarity	NPC39657
0.7485	Intermediate Similarity	NPC177868
0.7473	Intermediate Similarity	NPC156576
0.7473	Intermediate Similarity	NPC152680
0.7473	Intermediate Similarity	NPC190783
0.7473	Intermediate Similarity	NPC232386
0.7472	Intermediate Similarity	NPC189782
0.7472	Intermediate Similarity	NPC320104
0.7471	Intermediate Similarity	NPC178014
0.7471	Intermediate Similarity	NPC11422
0.7471	Intermediate Similarity	NPC42716
0.7471	Intermediate Similarity	NPC471154
0.7471	Intermediate Similarity	NPC474749
0.747	Intermediate Similarity	NPC296898
0.7459	Intermediate Similarity	NPC75958
0.7459	Intermediate Similarity	NPC474475
0.7458	Intermediate Similarity	NPC249274
0.7458	Intermediate Similarity	NPC205167
0.7456	Intermediate Similarity	NPC185071
0.7456	Intermediate Similarity	NPC12728
0.7446	Intermediate Similarity	NPC114364
0.7446	Intermediate Similarity	NPC320223
0.7444	Intermediate Similarity	NPC252960
0.7442	Intermediate Similarity	NPC316676
0.7442	Intermediate Similarity	NPC248132
0.7442	Intermediate Similarity	NPC175976
0.7442	Intermediate Similarity	NPC325720
0.7442	Intermediate Similarity	NPC130449
0.744	Intermediate Similarity	NPC311530
0.7439	Intermediate Similarity	NPC112237
0.7432	Intermediate Similarity	NPC229166
0.7432	Intermediate Similarity	NPC329969
0.7432	Intermediate Similarity	NPC128560
0.7432	Intermediate Similarity	NPC199465
0.743	Intermediate Similarity	NPC238530
0.743	Intermediate Similarity	NPC276944
0.743	Intermediate Similarity	NPC232514
0.7429	Intermediate Similarity	NPC474606
0.7427	Intermediate Similarity	NPC212890
0.7427	Intermediate Similarity	NPC33832
0.7427	Intermediate Similarity	NPC190714
0.7427	Intermediate Similarity	NPC99515
0.7425	Intermediate Similarity	NPC114171
0.7425	Intermediate Similarity	NPC477838
0.7425	Intermediate Similarity	NPC230124
0.7425	Intermediate Similarity	NPC6300
0.7425	Intermediate Similarity	NPC292487
0.7425	Intermediate Similarity	NPC477837
0.7425	Intermediate Similarity	NPC9068
0.7421	Intermediate Similarity	NPC24260
0.7419	Intermediate Similarity	NPC275132
0.7418	Intermediate Similarity	NPC477640
0.7418	Intermediate Similarity	NPC225597
0.7418	Intermediate Similarity	NPC470739
0.7418	Intermediate Similarity	NPC65403
0.741	Intermediate Similarity	NPC41473
0.741	Intermediate Similarity	NPC14600
0.741	Intermediate Similarity	NPC204848
0.741	Intermediate Similarity	NPC312770
0.741	Intermediate Similarity	NPC160607
0.7407	Intermediate Similarity	NPC470642
0.7405	Intermediate Similarity	NPC126284
0.7403	Intermediate Similarity	NPC83198
0.7403	Intermediate Similarity	NPC58766
0.7403	Intermediate Similarity	NPC204908
0.7403	Intermediate Similarity	NPC475686
0.7399	Intermediate Similarity	NPC55158
0.7399	Intermediate Similarity	NPC286235
0.7399	Intermediate Similarity	NPC51328
0.7396	Intermediate Similarity	NPC41782
0.7396	Intermediate Similarity	NPC234318
0.7394	Intermediate Similarity	NPC244983
0.7394	Intermediate Similarity	NPC474009
0.7394	Intermediate Similarity	NPC326095
0.7391	Intermediate Similarity	NPC237044
0.7389	Intermediate Similarity	NPC476002
0.7386	Intermediate Similarity	NPC159922
0.7384	Intermediate Similarity	NPC227902
0.7384	Intermediate Similarity	NPC116019
0.7384	Intermediate Similarity	NPC37144
0.7384	Intermediate Similarity	NPC59907
0.7382	Intermediate Similarity	NPC29472
0.7382	Intermediate Similarity	NPC85381
0.7374	Intermediate Similarity	NPC218614
0.7371	Intermediate Similarity	NPC475557
0.7371	Intermediate Similarity	NPC21902
0.7368	Intermediate Similarity	NPC318805
0.7368	Intermediate Similarity	NPC475096
0.7368	Intermediate Similarity	NPC477702
0.7368	Intermediate Similarity	NPC277867
0.7368	Intermediate Similarity	NPC161700

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 NPC115343 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	199
0.1-0.2	675
0.2-0.3	1362
0.3-0.4	2769
0.4-0.5	2232
0.5-0.6	1358
0.6-0.7	484
0.7-0.8	69
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8193	Intermediate Similarity	NPD4005	Discontinued
0.807	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7007	Discovery
0.7622	Intermediate Similarity	NPD4663	Approved
0.7592	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7487	Intermediate Similarity	NPD7906	Approved
0.7486	Intermediate Similarity	NPD2978	Approved
0.7486	Intermediate Similarity	NPD2977	Approved
0.7459	Intermediate Similarity	NPD4578	Approved
0.7459	Intermediate Similarity	NPD4577	Approved
0.7394	Intermediate Similarity	NPD6842	Approved
0.7394	Intermediate Similarity	NPD6841	Approved
0.7394	Intermediate Similarity	NPD6843	Phase 3
0.736	Intermediate Similarity	NPD4055	Discovery
0.7313	Intermediate Similarity	NPD7827	Phase 1
0.7308	Intermediate Similarity	NPD2489	Approved
0.7308	Intermediate Similarity	NPD27	Approved
0.7253	Intermediate Similarity	NPD2969	Approved
0.7253	Intermediate Similarity	NPD2970	Approved
0.7232	Intermediate Similarity	NPD37	Approved
0.7222	Intermediate Similarity	NPD6234	Discontinued
0.7198	Intermediate Similarity	NPD3051	Approved
0.7191	Intermediate Similarity	NPD5772	Approved
0.7191	Intermediate Similarity	NPD5773	Approved
0.7181	Intermediate Similarity	NPD7313	Approved
0.7181	Intermediate Similarity	NPD7312	Approved
0.7181	Intermediate Similarity	NPD7311	Approved
0.7181	Intermediate Similarity	NPD7310	Approved
0.7169	Intermediate Similarity	NPD1613	Approved
0.7169	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7309	Approved
0.712	Intermediate Similarity	NPD7243	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD4678	Approved
0.7119	Intermediate Similarity	NPD4675	Approved
0.7118	Intermediate Similarity	NPD1375	Discontinued
0.7111	Intermediate Similarity	NPD4967	Phase 2
0.7111	Intermediate Similarity	NPD4965	Approved
0.7111	Intermediate Similarity	NPD4966	Approved
0.7102	Intermediate Similarity	NPD1653	Approved
0.7093	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.7093	Intermediate Similarity	NPD6331	Phase 2
0.7091	Intermediate Similarity	NPD3027	Phase 3
0.7086	Intermediate Similarity	NPD52	Approved
0.7086	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD7526	Approved
0.7079	Intermediate Similarity	NPD5089	Approved
0.7079	Intermediate Similarity	NPD5090	Approved
0.7053	Intermediate Similarity	NPD8053	Approved
0.7053	Intermediate Similarity	NPD8054	Approved
0.7043	Intermediate Similarity	NPD7228	Approved
0.7035	Intermediate Similarity	NPD4237	Approved
0.7035	Intermediate Similarity	NPD4236	Phase 3
0.7018	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.697	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD5084	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD5241	Discontinued
0.6932	Remote Similarity	NPD1754	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6915	Remote Similarity	NPD4004	Approved
0.6915	Remote Similarity	NPD4002	Approved
0.6905	Remote Similarity	NPD2674	Phase 3
0.69	Remote Similarity	NPD2494	Approved
0.69	Remote Similarity	NPD3450	Approved
0.69	Remote Similarity	NPD2493	Approved
0.69	Remote Similarity	NPD3452	Approved
0.6885	Remote Similarity	NPD5604	Discontinued
0.6882	Remote Similarity	NPD1772	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD4582	Approved
0.6881	Remote Similarity	NPD4583	Approved
0.6868	Remote Similarity	NPD2560	Approved
0.6868	Remote Similarity	NPD2563	Approved
0.6866	Remote Similarity	NPD5006	Approved
0.6866	Remote Similarity	NPD5005	Approved
0.6865	Remote Similarity	NPD7199	Phase 2
0.6864	Remote Similarity	NPD2238	Phase 2
0.6862	Remote Similarity	NPD3818	Discontinued
0.686	Remote Similarity	NPD2161	Phase 2
0.6845	Remote Similarity	NPD3145	Approved
0.6845	Remote Similarity	NPD4481	Phase 3
0.6845	Remote Similarity	NPD3144	Approved
0.6839	Remote Similarity	NPD5177	Phase 3
0.6836	Remote Similarity	NPD4123	Phase 3
0.6836	Remote Similarity	NPD4739	Approved
0.6836	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6811	Remote Similarity	NPD6746	Phase 2
0.6805	Remote Similarity	NPD840	Approved
0.6805	Remote Similarity	NPD839	Approved
0.6802	Remote Similarity	NPD4108	Discontinued
0.6771	Remote Similarity	NPD7549	Discontinued
0.6761	Remote Similarity	NPD5307	Clinical (unspecified phase)
0.6761	Remote Similarity	NPD302	Approved
0.6758	Remote Similarity	NPD3382	Approved
0.6758	Remote Similarity	NPD3383	Approved
0.6758	Remote Similarity	NPD3384	Approved
0.6751	Remote Similarity	NPD7296	Approved
0.6748	Remote Similarity	NPD8151	Discontinued
0.6743	Remote Similarity	NPD3060	Approved
0.6743	Remote Similarity	NPD6674	Discontinued
0.6738	Remote Similarity	NPD6071	Discontinued
0.6737	Remote Similarity	NPD8156	Discontinued
0.6726	Remote Similarity	NPD600	Approved
0.6726	Remote Similarity	NPD596	Approved
0.6723	Remote Similarity	NPD6783	Clinical (unspecified phase)
0.6721	Remote Similarity	NPD5563	Clinical (unspecified phase)
0.6717	Remote Similarity	NPD7125	Discontinued
0.6707	Remote Similarity	NPD3705	Approved
0.6706	Remote Similarity	NPD554	Clinical (unspecified phase)
0.6704	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.6703	Remote Similarity	NPD4772	Phase 2
0.6703	Remote Similarity	NPD4773	Phase 2
0.6702	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6701	Remote Similarity	NPD2490	Approved
0.6701	Remote Similarity	NPD2488	Approved
0.67	Remote Similarity	NPD2973	Approved
0.67	Remote Similarity	NPD2975	Approved
0.67	Remote Similarity	NPD2974	Approved
0.67	Remote Similarity	NPD6823	Phase 2
0.6685	Remote Similarity	NPD4357	Discontinued
0.6684	Remote Similarity	NPD8099	Discontinued
0.6684	Remote Similarity	NPD8251	Approved
0.6684	Remote Similarity	NPD8252	Approved
0.6683	Remote Similarity	NPD4580	Approved
0.6667	Remote Similarity	NPD2122	Discontinued
0.6667	Remote Similarity	NPD4420	Approved
0.6667	Remote Similarity	NPD3692	Discontinued
0.6667	Remote Similarity	NPD2219	Phase 1
0.6667	Remote Similarity	NPD2677	Approved
0.6649	Remote Similarity	NPD4606	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD4584	Approved
0.6635	Remote Similarity	NPD7047	Phase 3
0.6632	Remote Similarity	NPD3489	Phase 3
0.6632	Remote Similarity	NPD7240	Approved
0.663	Remote Similarity	NPD6818	Clinical (unspecified phase)
0.6629	Remote Similarity	NPD7124	Phase 2
0.6627	Remote Similarity	NPD9622	Approved
0.6612	Remote Similarity	NPD6072	Discontinued
0.6603	Remote Similarity	NPD7801	Approved
0.6597	Remote Similarity	NPD7493	Clinical (unspecified phase)
0.6591	Remote Similarity	NPD4664	Clinical (unspecified phase)
0.658	Remote Similarity	NPD6996	Clinical (unspecified phase)
0.6576	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.657	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.657	Remote Similarity	NPD3620	Phase 2
0.6568	Remote Similarity	NPD1712	Approved
0.6562	Remote Similarity	NPD7054	Approved
0.6559	Remote Similarity	NPD6788	Approved
0.6543	Remote Similarity	NPD7201	Clinical (unspecified phase)
0.6543	Remote Similarity	NPD4666	Phase 3
0.6542	Remote Similarity	NPD4111	Phase 1
0.6542	Remote Similarity	NPD4665	Approved
0.6541	Remote Similarity	NPD4585	Approved
0.6541	Remote Similarity	NPD7089	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD4605	Approved
0.6535	Remote Similarity	NPD4604	Approved
0.6528	Remote Similarity	NPD7472	Approved
0.6528	Remote Similarity	NPD7074	Phase 3
0.6517	Remote Similarity	NPD3473	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD1753	Discontinued
0.6513	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6513	Remote Similarity	NPD4419	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD1610	Phase 2
0.65	Remote Similarity	NPD7213	Phase 3
0.65	Remote Similarity	NPD7212	Phase 2
0.6494	Remote Similarity	NPD823	Approved
0.6494	Remote Similarity	NPD2157	Approved
0.6494	Remote Similarity	NPD817	Approved
0.6492	Remote Similarity	NPD2898	Approved
0.6491	Remote Similarity	NPD2669	Clinical (unspecified phase)
0.6489	Remote Similarity	NPD5709	Phase 3
0.6485	Remote Similarity	NPD5582	Discontinued
0.6485	Remote Similarity	NPD9384	Approved
0.6485	Remote Similarity	NPD9381	Approved
0.6482	Remote Similarity	NPD2843	Phase 2
0.6482	Remote Similarity	NPD2845	Phase 2
0.648	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD7874	Approved
0.6474	Remote Similarity	NPD1558	Phase 1
0.6474	Remote Similarity	NPD4010	Discontinued
0.6474	Remote Similarity	NPD7315	Approved
0.6473	Remote Similarity	NPD4040	Phase 1
0.6471	Remote Similarity	NPD8067	Phase 3
0.6464	Remote Similarity	NPD7447	Phase 1
0.6461	Remote Similarity	NPD4162	Approved
0.6458	Remote Similarity	NPD5602	Clinical (unspecified phase)
0.6457	Remote Similarity	NPD6111	Discontinued
0.6452	Remote Similarity	NPD6997	Phase 2
0.6448	Remote Similarity	NPD4210	Discontinued
0.6448	Remote Similarity	NPD3687	Approved
0.6448	Remote Similarity	NPD3686	Approved
0.6439	Remote Similarity	NPD6779	Approved
0.6439	Remote Similarity	NPD6782	Approved
0.6439	Remote Similarity	NPD6780	Approved
0.6439	Remote Similarity	NPD6777	Approved
0.6439	Remote Similarity	NPD6781	Approved
0.6439	Remote Similarity	NPD6776	Approved
0.6439	Remote Similarity	NPD6778	Approved
0.6432	Remote Similarity	NPD7930	Approved
0.6432	Remote Similarity	NPD7615	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