NPASS Compound

Structure

CID220596 OpenBabel06191716012D 21 23 0 0 1 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 0.8660 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 -1.5000 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 0.0000 2.0000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 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 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 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 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2321 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 16 17 2 0 0 0 0 17 20 1 0 0 0 0 18 19 1 6 0 0 0 18 20 1 0 0 0 0 19 3 1 6 0 0 0 20 4 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	286.23
Volume:	329.688
LogP:	5.277
LogD:	4.282
LogS:	-5.771
# Rotatable Bonds:	2
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.827
Synthetic Accessibility Score:	3.514
Fsp3:	0.7
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.649
MDCK Permeability:	1.4609381651098374e-05
Pgp-inhibitor:	0.753
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.824
30% Bioavailability (F30%):	0.965

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.121
Plasma Protein Binding (PPB):	97.92756652832031%
Volume Distribution (VD):	1.654
Pgp-substrate:	2.1267902851104736%

ADMET: Metabolism

CYP1A2-inhibitor:	0.308
CYP1A2-substrate:	0.722
CYP2C19-inhibitor:	0.32
CYP2C19-substrate:	0.936
CYP2C9-inhibitor:	0.256
CYP2C9-substrate:	0.378
CYP2D6-inhibitor:	0.622
CYP2D6-substrate:	0.744
CYP3A4-inhibitor:	0.73
CYP3A4-substrate:	0.698

ADMET: Excretion

Clearance (CL):	9.143
Half-life (T1/2):	0.094

ADMET: Toxicity

hERG Blockers:	0.102
Human Hepatotoxicity (H-HT):	0.058
Drug-inuced Liver Injury (DILI):	0.048
AMES Toxicity:	0.015
Rat Oral Acute Toxicity:	0.175
Maximum Recommended Daily Dose:	0.465
Skin Sensitization:	0.646
Carcinogencity:	0.035
Eye Corrosion:	0.044
Eye Irritation:	0.76
Respiratory Toxicity:	0.104

Download Data

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

Natural Product: NPC220596

Natural Product ID:	NPC220596
*Common Name:**	Pomiferin A
IUPAC Name:	[(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanol
Synonyms:
Standard InCHIKey:	WSKGRAGZAQRSED-SLFFLAALSA-N
Standard InCHI:	InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18,21H,5,7,9-11,13H2,1-4H3/t18-,19-,20+/m0/s1
SMILES:	OC[C@]1(C)CCC[C@]2([C@H]1CCc1c2ccc(c1)C(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL12799
PubChem CID:	15586718
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(99)00119-3]
NPO21179	Streptomyces griseoaurantiacus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10048567]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	fruit	n.a.	PMID[10606547]
NPO7869	Peritassa campestris	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[11738408]
NPO33152	calceolaria pinifolia	Species	Calceolariaceae	Eukaryota	aerial part	46 km west of Puesto de Gendarmeria in the province of San Juan, Argentina (3021 S; 6940 W)	1997-Jan	PMID[12608857]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15826166]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17924666]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO2882	Abies georgei	Species	Pinaceae	Eukaryota	aerial parts	Zhongdian city, Yunnan Province of China	n.a.	PMID[20022253]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2089121]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20979386]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23688329]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23897464]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26178912]
NPO22372	Callicarpa bodinieri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29578342]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3379416]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3443857]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3760882]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3841557]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7288443]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[7798954]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	xylem	n.a.	PMID[8133299]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8133299]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8626242]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8691212]
NPO22470	Corynebacterium glutamicum	Species	Corynebacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[Article]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18881	Loropetalum chinense	Species	Hamamelidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26583	Oxytropis myriophylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14307	Rhizopus oryzae	Species	Rhizopodaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26583	Oxytropis myriophylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18881	Loropetalum chinense	Species	Hamamelidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18881	Loropetalum chinense	Species	Hamamelidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8086	Lepechinia caulescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23194	Berberis beaniana	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21704	Papaver suaveolens	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22530	Vigna luteola	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19502	Squamopappus skutchii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1325	Bonnemaisonia asparagoides	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22470	Corynebacterium glutamicum	Species	Corynebacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21165	Phagnalon atlanticum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO195	Maprounea guianensis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7163	Atractylis japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18881	Loropetalum chinense	Species	Hamamelidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17292	Asparagus racemosus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22147	Goniothalamus macrophyllus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3169	Guarea guidonia	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26583	Oxytropis myriophylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23157	Wigandia kunthii	Species	Namaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21014	Brucea antidysenterica	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21894	Psychotria granadensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16067.1	Pseudotsuga sinensis var. wilsoniana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22968	Elaeocarpus serratus	Species	Elaeocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6199	Rhododendron macrophyllum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO319	Citrus limon	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14307	Rhizopus oryzae	Species	Rhizopodaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15469	Myodocarpus gracilis	Species	Myodocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28466	Torreya nucifera	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6953.1	Aconitum sachalinense subsp. yezoense	Subspecies	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7869	Peritassa campestris	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20425	Epimedium macranthum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13308	Polycitor adriaticus	Species	Polycitoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22372	Callicarpa bodinieri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21179	Streptomyces griseoaurantiacus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO20619	Ougeinia dalbergioides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28799	Hyptis suaveolens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	12
LD50	1
MIC	4
Others	58

Activity Type	# Activity
Cell Line	10
Individual Protein	1
NON-MOLECULAR	1
Organism	61
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	17.0	ug.mL-1	PMID[521857]
NPT114	Cell Line	LoVo	Homo sapiens	IC50	=	9.2	ug.mL-1	PMID[521859]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	>	100.0	ug.mL-1	PMID[521859]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	38.0	ug.mL-1	PMID[521860]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	13.0	ug.mL-1	PMID[521860]
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	9.7	ug.mL-1	PMID[521860]
NPT189	Cell Line	Vero	Chlorocebus aethiops	Ratio IC50	=	2.9	n.a.	PMID[521860]
NPT189	Cell Line	Vero	Chlorocebus aethiops	Ratio IC50	=	3.9	n.a.	PMID[521860]
NPT189	Cell Line	Vero	Chlorocebus aethiops	CC100	=	50.0	ug ml-1	PMID[521860]
NPT3174	Individual Protein	Lysyl-tRNA synthetase	Homo sapiens	IC50	=	46.4	nM	PMID[521863]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	15700.0	nM	PMID[521864]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	8.0	ug.mL-1	PMID[521858]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4.0	ug.mL-1	PMID[521858]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	128.0	ug.mL-1	PMID[521858]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	25.0	ug.mL-1	PMID[521859]
NPT2	Others	Unspecified		IC50	>	100.0	ug.mL-1	PMID[521859]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	25600.0	nM	PMID[521861]
NPT27	Others	Unspecified		IC50	=	28000.0	nM	PMID[521861]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	30.0	%	PMID[521862]
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	LC50	=	16.1	ug.mL-1	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.71	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.75	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.96	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.98	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.99	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.54	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.91	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.93	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Growth_index	=	0.97	n.a.	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Inhibition	=	0.0	%	PMID[521862]
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	mortality	=	82.9	%	PMID[521862]
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	mortality	=	77.0	%	PMID[521862]
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	mortality	=	67.0	%	PMID[521862]
NPT1077	Organism	Drosophila melanogaster	Drosophila melanogaster	mortality	=	13.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	LD50	=	17.5	ug ml-1	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	0.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	3.9	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	6.9	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	51.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	69.1	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	75.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	44.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	25.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	15.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	5.6	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	4.16	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	37.4	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	41.8	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	59.4	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	85.6	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	33.6	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	38.2	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	50.6	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	65.8	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	93.5	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	83.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	63.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	46.8	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	41.7	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	mortality	=	33.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	33.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	42.5	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	64.2	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	79.0	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	88.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	41.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	42.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	56.2	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	81.3	%	PMID[521862]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Activity	=	89.5	%	PMID[521862]

☑ 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 NPC220596 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	209
0.1-0.2	1263
0.2-0.3	2774
0.3-0.4	11368
0.4-0.5	18587
0.5-0.6	7161
0.6-0.7	1109
0.7-0.8	181
0.8-0.85	28
0.85-0.9	12
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9444	High Similarity	NPC324602
0.8947	High Similarity	NPC19856
0.8854	High Similarity	NPC56168
0.8763	High Similarity	NPC471186
0.8763	High Similarity	NPC243601
0.8673	High Similarity	NPC142326
0.8673	High Similarity	NPC94751
0.8586	High Similarity	NPC27252
0.8586	High Similarity	NPC472979
0.8542	High Similarity	NPC128248
0.8542	High Similarity	NPC133809
0.8542	High Similarity	NPC136810
0.85	High Similarity	NPC64642
0.85	High Similarity	NPC472982
0.85	High Similarity	NPC149455
0.84	Intermediate Similarity	NPC472980
0.84	Intermediate Similarity	NPC21929
0.8353	Intermediate Similarity	NPC249018
0.8353	Intermediate Similarity	NPC3190
0.8333	Intermediate Similarity	NPC265513
0.8252	Intermediate Similarity	NPC471188
0.8252	Intermediate Similarity	NPC471189
0.8247	Intermediate Similarity	NPC221825
0.8191	Intermediate Similarity	NPC314690
0.8191	Intermediate Similarity	NPC128645
0.8163	Intermediate Similarity	NPC225079
0.8161	Intermediate Similarity	NPC159661
0.8085	Intermediate Similarity	NPC125226
0.8068	Intermediate Similarity	NPC164449
0.8068	Intermediate Similarity	NPC184030
0.8046	Intermediate Similarity	NPC224544
0.8041	Intermediate Similarity	NPC226041
0.8019	Intermediate Similarity	NPC215419
0.8	Intermediate Similarity	NPC470253
0.798	Intermediate Similarity	NPC289117
0.7961	Intermediate Similarity	NPC475006
0.7935	Intermediate Similarity	NPC93843
0.7895	Intermediate Similarity	NPC79917
0.7889	Intermediate Similarity	NPC121478
0.7889	Intermediate Similarity	NPC73637
0.7882	Intermediate Similarity	NPC54269
0.7872	Intermediate Similarity	NPC298115
0.7872	Intermediate Similarity	NPC199567
0.787	Intermediate Similarity	NPC92
0.787	Intermediate Similarity	NPC212891
0.787	Intermediate Similarity	NPC472862
0.787	Intermediate Similarity	NPC469663
0.781	Intermediate Similarity	NPC95126
0.781	Intermediate Similarity	NPC475002
0.7778	Intermediate Similarity	NPC192948
0.7778	Intermediate Similarity	NPC35797
0.7765	Intermediate Similarity	NPC208302
0.7742	Intermediate Similarity	NPC243166
0.7706	Intermediate Similarity	NPC242764
0.7706	Intermediate Similarity	NPC38893
0.7706	Intermediate Similarity	NPC219112
0.7706	Intermediate Similarity	NPC308311
0.7706	Intermediate Similarity	NPC477137
0.7706	Intermediate Similarity	NPC105141
0.7692	Intermediate Similarity	NPC283012
0.7692	Intermediate Similarity	NPC475199
0.7685	Intermediate Similarity	NPC221275
0.7685	Intermediate Similarity	NPC268160
0.7684	Intermediate Similarity	NPC1793
0.767	Intermediate Similarity	NPC471133
0.7664	Intermediate Similarity	NPC93287
0.7658	Intermediate Similarity	NPC476645
0.7642	Intermediate Similarity	NPC133308
0.7636	Intermediate Similarity	NPC304510
0.7636	Intermediate Similarity	NPC45794
0.7636	Intermediate Similarity	NPC477136
0.7636	Intermediate Similarity	NPC172219
0.7634	Intermediate Similarity	NPC99482
0.7624	Intermediate Similarity	NPC469481
0.7624	Intermediate Similarity	NPC245927
0.7615	Intermediate Similarity	NPC147179
0.7615	Intermediate Similarity	NPC9274
0.7609	Intermediate Similarity	NPC172984
0.7589	Intermediate Similarity	NPC234337
0.7589	Intermediate Similarity	NPC183339
0.7589	Intermediate Similarity	NPC133389
0.7586	Intermediate Similarity	NPC108218
0.7582	Intermediate Similarity	NPC242628
0.7573	Intermediate Similarity	NPC472221
0.7573	Intermediate Similarity	NPC315794
0.7573	Intermediate Similarity	NPC472222
0.757	Intermediate Similarity	NPC260323
0.757	Intermediate Similarity	NPC176279
0.7568	Intermediate Similarity	NPC254233
0.7568	Intermediate Similarity	NPC471671
0.7545	Intermediate Similarity	NPC308828
0.7527	Intermediate Similarity	NPC267704
0.7523	Intermediate Similarity	NPC195922
0.75	Intermediate Similarity	NPC469644
0.75	Intermediate Similarity	NPC307195
0.75	Intermediate Similarity	NPC202015
0.75	Intermediate Similarity	NPC250323
0.7477	Intermediate Similarity	NPC222968
0.7477	Intermediate Similarity	NPC141782
0.7477	Intermediate Similarity	NPC80605
0.7477	Intermediate Similarity	NPC132720
0.7477	Intermediate Similarity	NPC323440
0.7476	Intermediate Similarity	NPC247976
0.7474	Intermediate Similarity	NPC60408
0.7473	Intermediate Similarity	NPC315216
0.7456	Intermediate Similarity	NPC293831
0.7456	Intermediate Similarity	NPC369
0.7455	Intermediate Similarity	NPC469719
0.7451	Intermediate Similarity	NPC264728
0.7447	Intermediate Similarity	NPC474354
0.7431	Intermediate Similarity	NPC471721
0.7426	Intermediate Similarity	NPC120393
0.7423	Intermediate Similarity	NPC26224
0.7419	Intermediate Similarity	NPC477770
0.7411	Intermediate Similarity	NPC48342
0.7411	Intermediate Similarity	NPC469609
0.7411	Intermediate Similarity	NPC164649
0.7407	Intermediate Similarity	NPC111108
0.7407	Intermediate Similarity	NPC280789
0.7407	Intermediate Similarity	NPC322753
0.74	Intermediate Similarity	NPC469893
0.74	Intermediate Similarity	NPC219573
0.74	Intermediate Similarity	NPC185208
0.7391	Intermediate Similarity	NPC182333
0.7391	Intermediate Similarity	NPC273336
0.7386	Intermediate Similarity	NPC96835
0.7386	Intermediate Similarity	NPC258492
0.7368	Intermediate Similarity	NPC474211
0.7358	Intermediate Similarity	NPC112903
0.7356	Intermediate Similarity	NPC39799
0.7356	Intermediate Similarity	NPC280135
0.7356	Intermediate Similarity	NPC193578
0.7356	Intermediate Similarity	NPC1008
0.7356	Intermediate Similarity	NPC226999
0.7356	Intermediate Similarity	NPC135433
0.7356	Intermediate Similarity	NPC158028
0.7356	Intermediate Similarity	NPC87099
0.734	Intermediate Similarity	NPC304538
0.734	Intermediate Similarity	NPC168855
0.7339	Intermediate Similarity	NPC228425
0.7339	Intermediate Similarity	NPC143768
0.7333	Intermediate Similarity	NPC117115
0.7328	Intermediate Similarity	NPC77691
0.7327	Intermediate Similarity	NPC469891
0.7327	Intermediate Similarity	NPC469890
0.7327	Intermediate Similarity	NPC469892
0.7315	Intermediate Similarity	NPC13482
0.7303	Intermediate Similarity	NPC189371
0.7294	Intermediate Similarity	NPC6107
0.729	Intermediate Similarity	NPC11554
0.7282	Intermediate Similarity	NPC266343
0.7273	Intermediate Similarity	NPC169616
0.7273	Intermediate Similarity	NPC715
0.7264	Intermediate Similarity	NPC83409
0.7264	Intermediate Similarity	NPC185763
0.7264	Intermediate Similarity	NPC100767
0.7257	Intermediate Similarity	NPC318173
0.7257	Intermediate Similarity	NPC154030
0.7253	Intermediate Similarity	NPC66270
0.7253	Intermediate Similarity	NPC245896
0.7248	Intermediate Similarity	NPC77772
0.7241	Intermediate Similarity	NPC152946
0.7241	Intermediate Similarity	NPC72670
0.7232	Intermediate Similarity	NPC470820
0.7232	Intermediate Similarity	NPC471668
0.7217	Intermediate Similarity	NPC472981
0.7217	Intermediate Similarity	NPC328504
0.7212	Intermediate Similarity	NPC51015
0.7196	Intermediate Similarity	NPC151477
0.7182	Intermediate Similarity	NPC46940
0.7179	Intermediate Similarity	NPC307139
0.7179	Intermediate Similarity	NPC471187
0.7176	Intermediate Similarity	NPC113837
0.7176	Intermediate Similarity	NPC289915
0.7176	Intermediate Similarity	NPC178527
0.7172	Intermediate Similarity	NPC141607
0.7172	Intermediate Similarity	NPC187725
0.7172	Intermediate Similarity	NPC86987
0.7157	Intermediate Similarity	NPC239185
0.7155	Intermediate Similarity	NPC142198
0.7155	Intermediate Similarity	NPC77569
0.7143	Intermediate Similarity	NPC5486
0.7143	Intermediate Similarity	NPC253681
0.713	Intermediate Similarity	NPC260832
0.713	Intermediate Similarity	NPC135467
0.713	Intermediate Similarity	NPC472680
0.713	Intermediate Similarity	NPC472679
0.7129	Intermediate Similarity	NPC172925
0.7128	Intermediate Similarity	NPC99394
0.7128	Intermediate Similarity	NPC87299
0.7128	Intermediate Similarity	NPC103326
0.7128	Intermediate Similarity	NPC329319
0.7128	Intermediate Similarity	NPC230068
0.7126	Intermediate Similarity	NPC246822
0.7126	Intermediate Similarity	NPC213570
0.7126	Intermediate Similarity	NPC139416
0.7119	Intermediate Similarity	NPC181334
0.7117	Intermediate Similarity	NPC196673
0.7115	Intermediate Similarity	NPC476993
0.7103	Intermediate Similarity	NPC271274

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 NPC220596 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	211
0.1-0.2	929
0.2-0.3	1360
0.3-0.4	3194
0.4-0.5	2209
0.5-0.6	1017
0.6-0.7	214
0.7-0.8	15
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8182	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7477	Intermediate Similarity	NPD4141	Clinical (unspecified phase)
0.7475	Intermediate Similarity	NPD6049	Phase 2
0.7475	Intermediate Similarity	NPD4814	Discontinued
0.7475	Intermediate Similarity	NPD6048	Clinical (unspecified phase)
0.7431	Intermediate Similarity	NPD4869	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD3091	Approved
0.7374	Intermediate Similarity	NPD3719	Approved
0.7374	Intermediate Similarity	NPD3718	Approved
0.7364	Intermediate Similarity	NPD5951	Approved
0.7281	Intermediate Similarity	NPD3095	Discontinued
0.7273	Intermediate Similarity	NPD1088	Approved
0.7257	Intermediate Similarity	NPD7741	Discontinued
0.7216	Intermediate Similarity	NPD1101	Approved
0.7212	Intermediate Similarity	NPD4719	Phase 2
0.7196	Intermediate Similarity	NPD2342	Discontinued
0.7158	Intermediate Similarity	NPD4544	Approved
0.7157	Intermediate Similarity	NPD3495	Discontinued
0.7155	Intermediate Similarity	NPD3092	Approved
0.7129	Intermediate Similarity	NPD3772	Phase 3
0.7129	Intermediate Similarity	NPD688	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD1086	Approved
0.7071	Intermediate Similarity	NPD1089	Approved
0.7071	Intermediate Similarity	NPD1090	Approved
0.7027	Intermediate Similarity	NPD6858	Approved
0.7027	Intermediate Similarity	NPD7094	Approved
0.7027	Intermediate Similarity	NPD7635	Approved
0.7019	Intermediate Similarity	NPD2066	Phase 3
0.7018	Intermediate Similarity	NPD7610	Discontinued
0.6991	Remote Similarity	NPD4198	Discontinued
0.699	Remote Similarity	NPD2487	Clinical (unspecified phase)
0.6983	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6983	Remote Similarity	NPD5126	Approved
0.6983	Remote Similarity	NPD7725	Approved
0.6983	Remote Similarity	NPD5125	Phase 3
0.6983	Remote Similarity	NPD4199	Phase 3
0.697	Remote Similarity	NPD800	Approved
0.6957	Remote Similarity	NPD2227	Clinical (unspecified phase)
0.6957	Remote Similarity	NPD9294	Approved
0.6917	Remote Similarity	NPD3094	Phase 2
0.6907	Remote Similarity	NPD5734	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD1989	Approved
0.6893	Remote Similarity	NPD2895	Discontinued
0.6875	Remote Similarity	NPD3971	Phase 1
0.6863	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6863	Remote Similarity	NPD845	Approved
0.6863	Remote Similarity	NPD1409	Phase 3
0.6857	Remote Similarity	NPD3020	Approved
0.6842	Remote Similarity	NPD3317	Approved
0.6838	Remote Similarity	NPD3019	Approved
0.6838	Remote Similarity	NPD4059	Approved
0.6832	Remote Similarity	NPD1239	Approved
0.6827	Remote Similarity	NPD1566	Phase 3
0.6827	Remote Similarity	NPD1875	Phase 1
0.6827	Remote Similarity	NPD1565	Approved
0.6827	Remote Similarity	NPD1564	Approved
0.6822	Remote Similarity	NPD1931	Clinical (unspecified phase)
0.6822	Remote Similarity	NPD1930	Approved
0.6822	Remote Similarity	NPD1929	Approved
0.6814	Remote Similarity	NPD6010	Discontinued
0.681	Remote Similarity	NPD7009	Phase 2
0.68	Remote Similarity	NPD5347	Phase 2
0.68	Remote Similarity	NPD5346	Phase 2
0.6796	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6796	Remote Similarity	NPD1693	Approved
0.6783	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6768	Remote Similarity	NPD1087	Approved
0.6765	Remote Similarity	NPD752	Approved
0.6754	Remote Similarity	NPD2629	Approved
0.6752	Remote Similarity	NPD1710	Approved
0.6733	Remote Similarity	NPD3673	Approved
0.6733	Remote Similarity	NPD3672	Approved
0.6731	Remote Similarity	NPD3093	Approved
0.6731	Remote Similarity	NPD1809	Phase 2
0.6729	Remote Similarity	NPD4119	Approved
0.6724	Remote Similarity	NPD7522	Discontinued
0.6723	Remote Similarity	NPD5618	Discontinued
0.67	Remote Similarity	NPD531	Approved
0.6699	Remote Similarity	NPD3980	Approved
0.6699	Remote Similarity	NPD719	Approved
0.6699	Remote Similarity	NPD3982	Approved
0.6699	Remote Similarity	NPD2878	Approved
0.6699	Remote Similarity	NPD720	Approved
0.6695	Remote Similarity	NPD2932	Approved
0.6695	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD7008	Discontinued
0.6694	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD5598	Approved
0.6667	Remote Similarity	NPD288	Approved
0.6667	Remote Similarity	NPD5765	Approved
0.6667	Remote Similarity	NPD5736	Approved
0.6667	Remote Similarity	NPD226	Approved
0.6667	Remote Similarity	NPD5597	Approved
0.6638	Remote Similarity	NPD6775	Clinical (unspecified phase)
0.6636	Remote Similarity	NPD6685	Approved
0.6636	Remote Similarity	NPD1616	Discontinued
0.6636	Remote Similarity	NPD6354	Discontinued
0.66	Remote Similarity	NPD4793	Discontinued
0.6585	Remote Similarity	NPD4624	Approved
0.6577	Remote Similarity	NPD4095	Clinical (unspecified phase)
0.6574	Remote Similarity	NPD1932	Approved
0.6574	Remote Similarity	NPD4817	Approved
0.6574	Remote Similarity	NPD4818	Approved
0.6571	Remote Similarity	NPD844	Approved
0.6571	Remote Similarity	NPD2859	Approved
0.6571	Remote Similarity	NPD2860	Approved
0.6552	Remote Similarity	NPD675	Discontinued
0.6545	Remote Similarity	NPD5717	Approved
0.6538	Remote Similarity	NPD1563	Approved
0.6535	Remote Similarity	NPD4140	Approved
0.6525	Remote Similarity	NPD5511	Discontinued
0.6518	Remote Similarity	NPD2329	Discontinued
0.6518	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6514	Remote Similarity	NPD4231	Approved
0.6514	Remote Similarity	NPD6647	Phase 2
0.6514	Remote Similarity	NPD4229	Approved
0.6505	Remote Similarity	NPD530	Approved
0.65	Remote Similarity	NPD3026	Approved
0.65	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.65	Remote Similarity	NPD3023	Approved
0.6484	Remote Similarity	NPD5735	Approved
0.6481	Remote Similarity	NPD4760	Clinical (unspecified phase)
0.6476	Remote Similarity	NPD2933	Approved
0.6476	Remote Similarity	NPD2934	Approved
0.6475	Remote Similarity	NPD5327	Phase 3
0.6471	Remote Similarity	NPD3025	Approved
0.6471	Remote Similarity	NPD3024	Approved
0.6471	Remote Similarity	NPD4093	Discontinued
0.6457	Remote Similarity	NPD7961	Discontinued
0.6457	Remote Similarity	NPD6663	Approved
0.6455	Remote Similarity	NPD5909	Discontinued
0.6455	Remote Similarity	NPD3047	Approved
0.6455	Remote Similarity	NPD3046	Approved
0.6455	Remote Similarity	NPD3048	Approved
0.6455	Remote Similarity	NPD179	Clinical (unspecified phase)
0.6449	Remote Similarity	NPD4813	Approved
0.6449	Remote Similarity	NPD4117	Approved
0.6449	Remote Similarity	NPD4263	Approved
0.6446	Remote Similarity	NPD5351	Clinical (unspecified phase)
0.6446	Remote Similarity	NPD5350	Clinical (unspecified phase)
0.6442	Remote Similarity	NPD7631	Approved
0.6434	Remote Similarity	NPD4097	Suspended
0.6429	Remote Similarity	NPD6038	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD4416	Clinical (unspecified phase)
0.6417	Remote Similarity	NPD2286	Discontinued
0.6417	Remote Similarity	NPD1751	Approved
0.641	Remote Similarity	NPD4032	Approved
0.641	Remote Similarity	NPD4031	Approved
0.6406	Remote Similarity	NPD3620	Phase 2
0.6406	Remote Similarity	NPD3619	Clinical (unspecified phase)
0.6404	Remote Similarity	NPD3643	Approved
0.6404	Remote Similarity	NPD3644	Approved
0.6404	Remote Similarity	NPD3642	Approved
0.6404	Remote Similarity	NPD4025	Clinical (unspecified phase)
0.6396	Remote Similarity	NPD5048	Discontinued
0.6392	Remote Similarity	NPD3979	Approved
0.6392	Remote Similarity	NPD3904	Approved
0.6392	Remote Similarity	NPD3903	Approved
0.6392	Remote Similarity	NPD3981	Approved
0.6389	Remote Similarity	NPD7798	Approved
0.6387	Remote Similarity	NPD4479	Discontinued
0.6387	Remote Similarity	NPD2106	Clinical (unspecified phase)
0.6381	Remote Similarity	NPD1066	Discontinued
0.6374	Remote Similarity	NPD9497	Clinical (unspecified phase)
0.6364	Remote Similarity	NPD3682	Approved
0.6364	Remote Similarity	NPD4656	Approved
0.6364	Remote Similarity	NPD4635	Approved
0.6364	Remote Similarity	NPD9491	Approved
0.6364	Remote Similarity	NPD4658	Approved
0.6364	Remote Similarity	NPD3680	Approved
0.6364	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6354	Remote Similarity	NPD225	Approved
0.6354	Remote Similarity	NPD227	Approved
0.6349	Remote Similarity	NPD2605	Approved
0.6349	Remote Similarity	NPD2606	Approved
0.6348	Remote Similarity	NPD6124	Clinical (unspecified phase)
0.6346	Remote Similarity	NPD7609	Phase 3
0.6341	Remote Similarity	NPD6025	Phase 1
0.6339	Remote Similarity	NPD5704	Approved
0.6339	Remote Similarity	NPD5705	Approved
0.6339	Remote Similarity	NPD5706	Approved
0.6337	Remote Similarity	NPD3099	Discontinued
0.6336	Remote Similarity	NPD7742	Approved
0.6336	Remote Similarity	NPD7743	Approved
0.633	Remote Similarity	NPD289	Clinical (unspecified phase)
0.6328	Remote Similarity	NPD7715	Approved
0.6328	Remote Similarity	NPD7714	Approved
0.632	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6316	Remote Similarity	NPD3022	Approved
0.6316	Remote Similarity	NPD4750	Phase 3
0.6316	Remote Similarity	NPD1792	Phase 2
0.6316	Remote Similarity	NPD3021	Approved
0.6308	Remote Similarity	NPD6353	Approved
0.6303	Remote Similarity	NPD6065	Approved
0.6299	Remote Similarity	NPD5156	Approved
0.6299	Remote Similarity	NPD5155	Approved
0.6296	Remote Similarity	NPD5926	Approved
0.6286	Remote Similarity	NPD4408	Approved
0.6286	Remote Similarity	NPD4407	Approved
0.6286	Remote Similarity	NPD4405	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