NPASS Compound

Structure

CID118804 OpenBabel06191715472D 23 26 0 0 1 0 0 0 0 0999 V2000 2.4168 2.3738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5205 -2.9839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0554 -2.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2220 -0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 0.4894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2221 0.9300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4165 -1.3952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8055 1.3951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4166 -0.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6952 -0.9788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6109 0.9300 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6109 -1.8604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6112 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8054 -0.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8055 -1.3954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4167 1.3950 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5429 -1.4681 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6108 -2.7904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -1.8604 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 7 2 0 0 0 0 4 13 1 0 0 0 0 5 8 2 0 0 0 0 5 13 1 0 0 0 0 6 9 1 0 0 0 0 6 12 1 0 0 0 0 7 19 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 13 21 2 0 0 0 0 14 11 1 1 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 18 2 0 0 0 0 15 22 1 0 0 0 0 16 17 2 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	311.15
Volume:	324.503
LogP:	1.794
LogD:	1.52
LogS:	-1.887
# Rotatable Bonds:	2
TPSA:	38.77
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.841
Synthetic Accessibility Score:	4.004
Fsp3:	0.421
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.661
MDCK Permeability:	2.4909453713917173e-05
Pgp-inhibitor:	0.03
Pgp-substrate:	0.02
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.012
30% Bioavailability (F30%):	0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.984
Plasma Protein Binding (PPB):	83.23107147216797%
Volume Distribution (VD):	1.293
Pgp-substrate:	5.9606757164001465%

ADMET: Metabolism

CYP1A2-inhibitor:	0.119
CYP1A2-substrate:	0.656
CYP2C19-inhibitor:	0.254
CYP2C19-substrate:	0.902
CYP2C9-inhibitor:	0.045
CYP2C9-substrate:	0.634
CYP2D6-inhibitor:	0.48
CYP2D6-substrate:	0.763
CYP3A4-inhibitor:	0.034
CYP3A4-substrate:	0.91

ADMET: Excretion

Clearance (CL):	5.104
Half-life (T1/2):	0.857

ADMET: Toxicity

hERG Blockers:	0.705
Human Hepatotoxicity (H-HT):	0.383
Drug-inuced Liver Injury (DILI):	0.026
AMES Toxicity:	0.02
Rat Oral Acute Toxicity:	0.672
Maximum Recommended Daily Dose:	0.951
Skin Sensitization:	0.739
Carcinogencity:	0.908
Eye Corrosion:	0.003
Eye Irritation:	0.011
Respiratory Toxicity:	0.972

Download Data

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

Natural Product: NPC118804

Natural Product ID:	NPC118804
*Common Name:**	Pronuciferine
IUPAC Name:	n.a.
Synonyms:	Pronuciferine
Standard InCHIKey:	WUYQEGNOQLRQAQ-CQSZACIVSA-N
Standard InCHI:	InChI=1S/C19H21NO3/c1-20-9-6-12-10-15(22-2)18(23-3)17-16(12)14(20)11-19(17)7-4-13(21)5-8-19/h4-5,7-8,10,14H,6,9,11H2,1-3H3/t14-/m1/s1
SMILES:	CN1CCc2cc(c(c3c2[C@H]1CC13C=CC(=O)C=C1)OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL237766
PubChem CID:	200480
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0002660] Proaporphines

*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
NPO29471	Achyrocline satureioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11858757]
NPO20751	Hypserpa nitida	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17723297]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19919095]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	flower buds and leaves	Khon Kaen province, Thailand	2010	PMID[23270663]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[23642481]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24699147]
NPO29471	Achyrocline satureioides	Species	Asteraceae	Eukaryota	aerial parts	Alpa Corral, Cordoba, Argentina	2008-Aug	PMID[25517209]
NPO21410	Populus balsamifera	Species	Salicaceae	Eukaryota	Buds	n.a.	n.a.	PMID[25927817]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[26462418]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7002	Ardisia hortorum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21410	Populus balsamifera	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24050	Stephania glabra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7002	Ardisia hortorum	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21410	Populus balsamifera	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24050	Stephania glabra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO628	Schisandra nigra	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21410	Populus balsamifera	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24050	Stephania glabra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21410	Populus balsamifera	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13528	Funneliformis mosseae	Species	Glomeraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20581	Sargassum fulvellum	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18333	Sphaerophysa salsula	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20965	Oxytropis lanata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO413	Astragalus prusianus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23282	Russula paludosa	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21780	Strychnos gossweileri	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23885	Agathosma bisulca	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19888	Doronicum grandiflorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO189	Pachypodium lealii	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1327	Heliothis maritima	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20755	Ballota hirsuta	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22436	Lora quadra	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3183	Phalaenopsis equestris	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3478	Nelumbo nucifera	Species	Nelumbonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23461	Medicago hispida	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22942	Moesziomyces antarcticus	Species	Ustilaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23414	Karwinskia subcordata	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2058	Sideritis discolor	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2256	Pseudaxinyssa cantharella	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24183	Brickellia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20325	Dictyodendrilla cavernosa	Species	Dictyodendrillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20751	Hypserpa nitida	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22629	Spongia vaginalis	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO628	Schisandra nigra	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22498	Lithocarpus haipinii	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8841	Shorea leprosula	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24050	Stephania glabra	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19027	Passiflora coccinea	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19668.1	Euphorbia characias subsp. wulfenii	Subspecies	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4921	Brickellia diffusa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20704	Conus gladiator	Species	Conidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24365	Hymenoxys ivesiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22738	Horsfieldia iryaghedhi	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29471	Achyrocline satureioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23324	Porphyridium purpureum	Species	Porphyridiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22181	Leibnitzia anandria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21468	Dilophus guineensis	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23550	Maytenus octogona	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7002	Ardisia hortorum	Species	Primulaceae	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
GI50	53
IC50	3
Others	10

Activity Type	# Activity
Cell Line	53
NON-MOLECULAR	1
Organism	2
Others	10

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT372	Cell Line	HOP-92	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT572	Cell Line	DMS-273	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT573	Cell Line	M19-MEL	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	74301.91	nM	PMID[502440]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT574	Cell Line	XF498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT575	Cell Line	KM-20L2	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT731	Cell Line	LXFL 529	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT576	Cell Line	DMS-114	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT577	Cell Line	RXF 631	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT578	Cell Line	SNB-78	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT579	Cell Line	DLD-1	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	26001.6	nM	PMID[502440]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT732	Cell Line	HOP-18	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[502440]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	CC50	=	50000.0	nM	PMID[502439]
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	=	42000.0	nM	PMID[502439]
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	4180000.0	nM	PMID[502439]
NPT2	Others	Unspecified		Ratio CC50/IC50	=	1.19	n.a.	PMID[502439]
NPT2	Others	Unspecified		Ratio CC50/IC50	<	1.0	n.a.	PMID[502439]
NPT2	Others	Unspecified		Inhibition	=	16.8	%	PMID[502441]
NPT2	Others	Unspecified		Inhibition	=	4.0	%	PMID[502441]
NPT27	Others	Unspecified		Inhibition	=	82.0	%	PMID[502441]
NPT27	Others	Unspecified		Inhibition	=	86.0	%	PMID[502441]
NPT2	Others	Unspecified		IC50	=	47900.0	nM	PMID[502441]
NPT2	Others	Unspecified		Inhibition	=	66.4	%	PMID[502441]
NPT2	Others	Unspecified		Inhibition	=	40.3	%	PMID[502441]
NPT2	Others	Unspecified		Inhibition	=	18.3	%	PMID[502441]

☑ 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 NPC118804 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	317
0.1-0.2	1705
0.2-0.3	6143
0.3-0.4	11653
0.4-0.5	6089
0.5-0.6	13905
0.6-0.7	2121
0.7-0.8	646
0.8-0.85	107
0.85-0.9	5
0.9-0.95	1
0.95-1	5

Similarity Score	Similarity Level	Natural Product ID
0.9608	High Similarity	NPC2770
0.9608	High Similarity	NPC39103
0.9548	High Similarity	NPC470324
0.9074	High Similarity	NPC21885
0.871	High Similarity	NPC476579
0.86	High Similarity	NPC314682
0.8598	High Similarity	NPC476331
0.859	High Similarity	NPC85747
0.859	High Similarity	NPC8337
0.8543	High Similarity	NPC188163
0.8543	High Similarity	NPC328750
0.8543	High Similarity	NPC474915
0.8543	High Similarity	NPC213206
0.8471	Intermediate Similarity	NPC81733
0.8471	Intermediate Similarity	NPC326316
0.8452	Intermediate Similarity	NPC210437
0.8452	Intermediate Similarity	NPC51957
0.8452	Intermediate Similarity	NPC16107
0.8452	Intermediate Similarity	NPC476144
0.8452	Intermediate Similarity	NPC106295
0.8442	Intermediate Similarity	NPC130926
0.8408	Intermediate Similarity	NPC223125
0.8405	Intermediate Similarity	NPC255607
0.8405	Intermediate Similarity	NPC3375
0.8397	Intermediate Similarity	NPC7467
0.8385	Intermediate Similarity	NPC106786
0.8344	Intermediate Similarity	NPC59567
0.8333	Intermediate Similarity	NPC476151
0.8323	Intermediate Similarity	NPC185838
0.8313	Intermediate Similarity	NPC78733
0.8312	Intermediate Similarity	NPC476567
0.8312	Intermediate Similarity	NPC136860
0.8312	Intermediate Similarity	NPC128019
0.8302	Intermediate Similarity	NPC476580
0.8302	Intermediate Similarity	NPC470924
0.8302	Intermediate Similarity	NPC223124
0.828	Intermediate Similarity	NPC475959
0.8261	Intermediate Similarity	NPC147091
0.8261	Intermediate Similarity	NPC323443
0.8261	Intermediate Similarity	NPC180756
0.8243	Intermediate Similarity	NPC160193
0.8232	Intermediate Similarity	NPC476569
0.8228	Intermediate Similarity	NPC103379
0.8228	Intermediate Similarity	NPC219162
0.8228	Intermediate Similarity	NPC477565
0.8221	Intermediate Similarity	NPC477559
0.8221	Intermediate Similarity	NPC160298
0.8221	Intermediate Similarity	NPC306902
0.8221	Intermediate Similarity	NPC232924
0.8221	Intermediate Similarity	NPC226428
0.8221	Intermediate Similarity	NPC266753
0.8217	Intermediate Similarity	NPC191376
0.8217	Intermediate Similarity	NPC321505
0.8217	Intermediate Similarity	NPC179825
0.821	Intermediate Similarity	NPC476572
0.8199	Intermediate Similarity	NPC325871
0.8199	Intermediate Similarity	NPC99659
0.8199	Intermediate Similarity	NPC41178
0.8199	Intermediate Similarity	NPC138487
0.8199	Intermediate Similarity	NPC216459
0.8176	Intermediate Similarity	NPC274026
0.8165	Intermediate Similarity	NPC24233
0.8165	Intermediate Similarity	NPC428
0.8165	Intermediate Similarity	NPC135538
0.8165	Intermediate Similarity	NPC476571
0.8165	Intermediate Similarity	NPC246587
0.8165	Intermediate Similarity	NPC147390
0.8148	Intermediate Similarity	NPC146288
0.8148	Intermediate Similarity	NPC126519
0.8148	Intermediate Similarity	NPC57512
0.8148	Intermediate Similarity	NPC203784
0.8148	Intermediate Similarity	NPC170503
0.8144	Intermediate Similarity	NPC241055
0.8118	Intermediate Similarity	NPC241704
0.8113	Intermediate Similarity	NPC92541
0.811	Intermediate Similarity	NPC166014
0.811	Intermediate Similarity	NPC27410
0.8105	Intermediate Similarity	NPC253429
0.8101	Intermediate Similarity	NPC95075
0.8101	Intermediate Similarity	NPC253883
0.8101	Intermediate Similarity	NPC90844
0.8086	Intermediate Similarity	NPC2413
0.8086	Intermediate Similarity	NPC278799
0.8086	Intermediate Similarity	NPC276588
0.8086	Intermediate Similarity	NPC127674
0.8086	Intermediate Similarity	NPC249797
0.8086	Intermediate Similarity	NPC110416
0.8086	Intermediate Similarity	NPC469817
0.8086	Intermediate Similarity	NPC5238
0.8086	Intermediate Similarity	NPC184026
0.8086	Intermediate Similarity	NPC193949
0.8086	Intermediate Similarity	NPC204828
0.8086	Intermediate Similarity	NPC172765
0.8086	Intermediate Similarity	NPC244112
0.8086	Intermediate Similarity	NPC207757
0.8086	Intermediate Similarity	NPC295691
0.8086	Intermediate Similarity	NPC39701
0.8086	Intermediate Similarity	NPC189266
0.8086	Intermediate Similarity	NPC54379
0.8084	Intermediate Similarity	NPC284842
0.8075	Intermediate Similarity	NPC148898
0.8075	Intermediate Similarity	NPC133011
0.8075	Intermediate Similarity	NPC82285
0.8072	Intermediate Similarity	NPC225774
0.8072	Intermediate Similarity	NPC231198
0.805	Intermediate Similarity	NPC130941
0.8037	Intermediate Similarity	NPC234392
0.8037	Intermediate Similarity	NPC31311
0.8024	Intermediate Similarity	NPC219341
0.8024	Intermediate Similarity	NPC476432
0.8024	Intermediate Similarity	NPC24264
0.8023	Intermediate Similarity	NPC32154
0.8	Intermediate Similarity	NPC97072
0.8	Intermediate Similarity	NPC215829
0.8	Intermediate Similarity	NPC207824
0.8	Intermediate Similarity	NPC60538
0.7988	Intermediate Similarity	NPC75958
0.7987	Intermediate Similarity	NPC144863
0.7976	Intermediate Similarity	NPC298979
0.7976	Intermediate Similarity	NPC247389
0.7964	Intermediate Similarity	NPC302527
0.7964	Intermediate Similarity	NPC16805
0.7964	Intermediate Similarity	NPC168409
0.7964	Intermediate Similarity	NPC167546
0.7963	Intermediate Similarity	NPC233029
0.7963	Intermediate Similarity	NPC210148
0.795	Intermediate Similarity	NPC220858
0.795	Intermediate Similarity	NPC88249
0.795	Intermediate Similarity	NPC192768
0.795	Intermediate Similarity	NPC151895
0.795	Intermediate Similarity	NPC97221
0.7939	Intermediate Similarity	NPC477080
0.7922	Intermediate Similarity	NPC7018
0.7917	Intermediate Similarity	NPC124657
0.7917	Intermediate Similarity	NPC304659
0.7917	Intermediate Similarity	NPC86144
0.7914	Intermediate Similarity	NPC2295
0.7914	Intermediate Similarity	NPC477564
0.7904	Intermediate Similarity	NPC324144
0.7901	Intermediate Similarity	NPC277669
0.7901	Intermediate Similarity	NPC476568
0.7901	Intermediate Similarity	NPC76213
0.7892	Intermediate Similarity	NPC205167
0.7892	Intermediate Similarity	NPC249274
0.787	Intermediate Similarity	NPC81218
0.787	Intermediate Similarity	NPC474931
0.787	Intermediate Similarity	NPC145832
0.787	Intermediate Similarity	NPC158376
0.787	Intermediate Similarity	NPC117188
0.787	Intermediate Similarity	NPC306555
0.787	Intermediate Similarity	NPC474324
0.787	Intermediate Similarity	NPC210918
0.787	Intermediate Similarity	NPC57812
0.787	Intermediate Similarity	NPC12053
0.787	Intermediate Similarity	NPC205421
0.7867	Intermediate Similarity	NPC172403
0.7866	Intermediate Similarity	NPC93593
0.7857	Intermediate Similarity	NPC136508
0.7857	Intermediate Similarity	NPC306669
0.7857	Intermediate Similarity	NPC96603
0.7857	Intermediate Similarity	NPC232514
0.7857	Intermediate Similarity	NPC212794
0.7857	Intermediate Similarity	NPC238530
0.7857	Intermediate Similarity	NPC13504
0.7857	Intermediate Similarity	NPC276944
0.7857	Intermediate Similarity	NPC78222
0.7857	Intermediate Similarity	NPC477563
0.7857	Intermediate Similarity	NPC196447
0.7857	Intermediate Similarity	NPC306843
0.7857	Intermediate Similarity	NPC253043
0.7853	Intermediate Similarity	NPC26601
0.7844	Intermediate Similarity	NPC153631
0.7843	Intermediate Similarity	NPC160692
0.7841	Intermediate Similarity	NPC214629
0.7834	Intermediate Similarity	NPC470925
0.7831	Intermediate Similarity	NPC59028
0.7831	Intermediate Similarity	NPC92191
0.7824	Intermediate Similarity	NPC82533
0.7824	Intermediate Similarity	NPC266176
0.7824	Intermediate Similarity	NPC158148
0.7824	Intermediate Similarity	NPC290759
0.7824	Intermediate Similarity	NPC475845
0.7818	Intermediate Similarity	NPC247639
0.7818	Intermediate Similarity	NPC25084
0.7816	Intermediate Similarity	NPC27887
0.7811	Intermediate Similarity	NPC81247
0.7811	Intermediate Similarity	NPC35627
0.7811	Intermediate Similarity	NPC476573
0.7806	Intermediate Similarity	NPC131204
0.7806	Intermediate Similarity	NPC301050
0.7803	Intermediate Similarity	NPC474470
0.7803	Intermediate Similarity	NPC222524
0.7798	Intermediate Similarity	NPC233650
0.7798	Intermediate Similarity	NPC189470
0.7798	Intermediate Similarity	NPC1229
0.7778	Intermediate Similarity	NPC474708
0.7771	Intermediate Similarity	NPC298339
0.7771	Intermediate Similarity	NPC40389
0.7771	Intermediate Similarity	NPC315707
0.7771	Intermediate Similarity	NPC148014

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 NPC118804 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	215
0.1-0.2	795
0.2-0.3	887
0.3-0.4	2159
0.4-0.5	2721
0.5-0.6	1756
0.6-0.7	502
0.7-0.8	108
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9548	High Similarity	NPD2898	Approved
0.8543	High Similarity	NPD4664	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD4584	Approved
0.8344	Intermediate Similarity	NPD3641	Approved
0.8344	Intermediate Similarity	NPD3640	Phase 3
0.8344	Intermediate Similarity	NPD3639	Approved
0.8243	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.821	Intermediate Similarity	NPD5978	Approved
0.821	Intermediate Similarity	NPD5977	Approved
0.8012	Intermediate Similarity	NPD4017	Approved
0.7929	Intermediate Similarity	NPD4481	Phase 3
0.7892	Intermediate Similarity	NPD7833	Phase 2
0.7892	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7892	Intermediate Similarity	NPD7831	Phase 2
0.7811	Intermediate Similarity	NPD6071	Discontinued
0.7805	Intermediate Similarity	NPD4773	Phase 2
0.7805	Intermediate Similarity	NPD4772	Phase 2
0.7771	Intermediate Similarity	NPD2560	Approved
0.7771	Intermediate Similarity	NPD2563	Approved
0.7771	Intermediate Similarity	NPD3534	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD2969	Approved
0.7765	Intermediate Similarity	NPD2970	Approved
0.7758	Intermediate Similarity	NPD7298	Approved
0.7719	Intermediate Similarity	NPD2489	Approved
0.7719	Intermediate Similarity	NPD27	Approved
0.7706	Intermediate Similarity	NPD3051	Approved
0.7706	Intermediate Similarity	NPD4166	Phase 2
0.7669	Intermediate Similarity	NPD6031	Approved
0.7669	Intermediate Similarity	NPD6030	Approved
0.7647	Intermediate Similarity	NPD6107	Approved
0.7643	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7643	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD5718	Phase 2
0.7588	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7571	Intermediate Similarity	NPD2968	Approved
0.7571	Intermediate Similarity	NPD2971	Approved
0.7529	Intermediate Similarity	NPD8252	Approved
0.7529	Intermediate Similarity	NPD8251	Approved
0.7529	Intermediate Similarity	NPD8099	Discontinued
0.7515	Intermediate Similarity	NPD6788	Approved
0.75	Intermediate Similarity	NPD3110	Approved
0.75	Intermediate Similarity	NPD3109	Approved
0.7486	Intermediate Similarity	NPD8156	Discontinued
0.7485	Intermediate Similarity	NPD3124	Discontinued
0.7469	Intermediate Similarity	NPD5241	Discontinued
0.7468	Intermediate Similarity	NPD6896	Approved
0.7468	Intermediate Similarity	NPD6895	Approved
0.7439	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD2492	Phase 1
0.7399	Intermediate Similarity	NPD4010	Discontinued
0.7396	Intermediate Similarity	NPD4585	Approved
0.7386	Intermediate Similarity	NPD5313	Approved
0.7386	Intermediate Similarity	NPD5312	Approved
0.7378	Intermediate Similarity	NPD2421	Approved
0.7378	Intermediate Similarity	NPD2420	Approved
0.7355	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD1424	Approved
0.7322	Intermediate Similarity	NPD2488	Approved
0.7322	Intermediate Similarity	NPD2490	Approved
0.7322	Intermediate Similarity	NPD6656	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD1337	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD2120	Phase 2
0.7308	Intermediate Similarity	NPD7291	Discontinued
0.7303	Intermediate Similarity	NPD6297	Approved
0.7294	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7289	Intermediate Similarity	NPD3647	Clinical (unspecified phase)
0.7287	Intermediate Similarity	NPD4107	Approved
0.7278	Intermediate Similarity	NPD6873	Phase 2
0.7278	Intermediate Similarity	NPD7313	Approved
0.7278	Intermediate Similarity	NPD7310	Approved
0.7278	Intermediate Similarity	NPD7312	Approved
0.7278	Intermediate Similarity	NPD7311	Approved
0.7273	Intermediate Similarity	NPD4420	Approved
0.7257	Intermediate Similarity	NPD6688	Approved
0.7257	Intermediate Similarity	NPD6687	Approved
0.7241	Intermediate Similarity	NPD7802	Discontinued
0.7238	Intermediate Similarity	NPD7309	Approved
0.7238	Intermediate Similarity	NPD8053	Approved
0.7238	Intermediate Similarity	NPD8054	Approved
0.7219	Intermediate Similarity	NPD5564	Approved
0.7215	Intermediate Similarity	NPD4474	Approved
0.7215	Intermediate Similarity	NPD4475	Approved
0.7213	Intermediate Similarity	NPD7906	Approved
0.7212	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD3057	Approved
0.7195	Intermediate Similarity	NPD5754	Discontinued
0.7191	Intermediate Similarity	NPD3050	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD4578	Approved
0.7182	Intermediate Similarity	NPD4577	Approved
0.7176	Intermediate Similarity	NPD5090	Approved
0.7176	Intermediate Similarity	NPD5089	Approved
0.7176	Intermediate Similarity	NPD7109	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD7110	Phase 1
0.7175	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD4482	Phase 3
0.7143	Intermediate Similarity	NPD6618	Phase 2
0.7143	Intermediate Similarity	NPD6851	Approved
0.7143	Intermediate Similarity	NPD6853	Approved
0.7135	Intermediate Similarity	NPD5525	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD5177	Phase 3
0.7128	Intermediate Similarity	NPD2973	Approved
0.7128	Intermediate Similarity	NPD2975	Approved
0.7128	Intermediate Similarity	NPD2974	Approved
0.712	Intermediate Similarity	NPD3448	Approved
0.712	Intermediate Similarity	NPD5006	Approved
0.712	Intermediate Similarity	NPD2491	Approved
0.712	Intermediate Similarity	NPD3533	Approved
0.712	Intermediate Similarity	NPD5005	Approved
0.712	Intermediate Similarity	NPD2972	Approved
0.7108	Intermediate Similarity	NPD3845	Phase 1
0.7108	Intermediate Similarity	NPD7124	Phase 2
0.7107	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7088	Intermediate Similarity	NPD5917	Clinical (unspecified phase)
0.7074	Intermediate Similarity	NPD7667	Clinical (unspecified phase)
0.7066	Intermediate Similarity	NPD7598	Phase 2
0.7065	Intermediate Similarity	NPD4663	Approved
0.7059	Intermediate Similarity	NPD824	Approved
0.7048	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD5976	Discontinued
0.7041	Intermediate Similarity	NPD6662	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD1914	Approved
0.7029	Intermediate Similarity	NPD7400	Phase 3
0.7016	Intermediate Similarity	NPD4580	Approved
0.7011	Intermediate Similarity	NPD5087	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD4581	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD7905	Discontinued
0.7	Intermediate Similarity	NPD2674	Phase 3
0.6988	Remote Similarity	NPD6748	Discontinued
0.6988	Remote Similarity	NPD6331	Phase 2
0.6988	Remote Similarity	NPD3977	Clinical (unspecified phase)
0.6979	Remote Similarity	NPD2494	Approved
0.6979	Remote Similarity	NPD3452	Approved
0.6979	Remote Similarity	NPD3450	Approved
0.6979	Remote Similarity	NPD2493	Approved
0.6977	Remote Similarity	NPD6385	Approved
0.6977	Remote Similarity	NPD6386	Approved
0.6975	Remote Similarity	NPD4579	Clinical (unspecified phase)
0.6971	Remote Similarity	NPD4055	Discovery
0.697	Remote Similarity	NPD1372	Clinical (unspecified phase)
0.6966	Remote Similarity	NPD2388	Discontinued
0.6964	Remote Similarity	NPD5297	Approved
0.6954	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6946	Remote Similarity	NPD3692	Discontinued
0.6941	Remote Similarity	NPD4727	Phase 1
0.6939	Remote Similarity	NPD4859	Phase 1
0.6936	Remote Similarity	NPD5720	Discontinued
0.6933	Remote Similarity	NPD6111	Discontinued
0.6927	Remote Similarity	NPD6894	Phase 1
0.6923	Remote Similarity	NPD1420	Approved
0.6923	Remote Similarity	NPD1421	Approved
0.6919	Remote Similarity	NPD6876	Approved
0.6919	Remote Similarity	NPD6875	Approved
0.6905	Remote Similarity	NPD2422	Clinical (unspecified phase)
0.6902	Remote Similarity	NPD7280	Phase 3
0.6902	Remote Similarity	NPD7281	Phase 3
0.6901	Remote Similarity	NPD4210	Discontinued
0.6893	Remote Similarity	NPD5677	Discontinued
0.6893	Remote Similarity	NPD2904	Discontinued
0.689	Remote Similarity	NPD1753	Discontinued
0.6886	Remote Similarity	NPD6658	Clinical (unspecified phase)
0.6872	Remote Similarity	NPD4582	Approved
0.6872	Remote Similarity	NPD4583	Approved
0.6871	Remote Similarity	NPD2157	Approved
0.6871	Remote Similarity	NPD2653	Approved
0.6855	Remote Similarity	NPD3637	Approved
0.6855	Remote Similarity	NPD3636	Approved
0.6855	Remote Similarity	NPD3635	Approved
0.6851	Remote Similarity	NPD4498	Clinical (unspecified phase)
0.6848	Remote Similarity	NPD2161	Phase 2
0.6848	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD5457	Discontinued
0.6839	Remote Similarity	NPD7248	Discontinued
0.6834	Remote Similarity	NPD5676	Approved
0.6832	Remote Similarity	NPD3145	Approved
0.6832	Remote Similarity	NPD3144	Approved
0.6826	Remote Similarity	NPD4236	Phase 3
0.6826	Remote Similarity	NPD4237	Approved
0.6824	Remote Similarity	NPD7019	Approved
0.6824	Remote Similarity	NPD2335	Discontinued
0.6824	Remote Similarity	NPD7020	Approved
0.6821	Remote Similarity	NPD4004	Approved
0.6821	Remote Similarity	NPD4002	Approved
0.6821	Remote Similarity	NPD7497	Discontinued
0.6815	Remote Similarity	NPD1669	Approved
0.6807	Remote Similarity	NPD3656	Approved
0.6805	Remote Similarity	NPD6666	Approved
0.6805	Remote Similarity	NPD6667	Approved
0.6798	Remote Similarity	NPD2042	Clinical (unspecified phase)
0.6798	Remote Similarity	NPD6037	Discontinued
0.6798	Remote Similarity	NPD2041	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD5966	Clinical (unspecified phase)
0.6788	Remote Similarity	NPD8095	Phase 1
0.6786	Remote Similarity	NPD4040	Phase 1
0.6784	Remote Similarity	NPD6090	Discontinued
0.6782	Remote Similarity	NPD7047	Phase 3
0.6778	Remote Similarity	NPD5242	Approved
0.6776	Remote Similarity	NPD3920	Phase 2
0.6774	Remote Similarity	NPD2668	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