NPASS Compound

Structure

CID262198 OpenBabel06191716062D 31 34 0 0 1 0 0 0 0 0999 V2000 4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 -0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 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 -1.7796 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 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 3.4641 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1962 -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 6.0622 -1.5000 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 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 4 28 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 22 1 0 0 0 0 8 29 1 0 0 0 0 9 15 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 10 23 1 0 0 0 0 11 13 2 0 0 0 0 11 29 1 0 0 0 0 12 24 2 0 0 0 0 12 30 1 0 0 0 0 14 21 1 0 0 0 0 14 23 1 6 0 0 0 15 20 1 0 0 0 0 15 22 1 6 0 0 0 16 18 1 0 0 0 0 16 30 1 6 0 0 0 17 13 1 1 0 0 0 17 31 1 0 0 0 0 18 19 1 0 0 0 0 18 25 2 0 0 0 0 19 22 1 6 0 0 0 19 23 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 21 27 2 0 0 0 0 21 31 1 0 0 0 0 22 2 1 6 0 0 0 23 3 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	432.18
Volume:	426.641
LogP:	2.475
LogD:	1.267
LogS:	-3.397
# Rotatable Bonds:	5
TPSA:	109.11
# H-Bond Aceptor:	8
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.53
Synthetic Accessibility Score:	4.625
Fsp3:	0.652
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.924
MDCK Permeability:	5.6315137044293806e-05
Pgp-inhibitor:	0.997
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.01
20% Bioavailability (F20%):	0.01
30% Bioavailability (F30%):	0.887

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.501
Plasma Protein Binding (PPB):	60.29365921020508%
Volume Distribution (VD):	2.145
Pgp-substrate:	35.731990814208984%

ADMET: Metabolism

CYP1A2-inhibitor:	0.024
CYP1A2-substrate:	0.237
CYP2C19-inhibitor:	0.173
CYP2C19-substrate:	0.513
CYP2C9-inhibitor:	0.394
CYP2C9-substrate:	0.065
CYP2D6-inhibitor:	0.011
CYP2D6-substrate:	0.182
CYP3A4-inhibitor:	0.702
CYP3A4-substrate:	0.344

ADMET: Excretion

Clearance (CL):	7.252
Half-life (T1/2):	0.351

ADMET: Toxicity

hERG Blockers:	0.032
Human Hepatotoxicity (H-HT):	0.895
Drug-inuced Liver Injury (DILI):	0.879
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.972
Maximum Recommended Daily Dose:	0.724
Skin Sensitization:	0.084
Carcinogencity:	0.052
Eye Corrosion:	0.036
Eye Irritation:	0.064
Respiratory Toxicity:	0.957

Download Data

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

Natural Product: NPC262198

Natural Product ID:	NPC262198
*Common Name:**	Salvinorin A
IUPAC Name:	methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate
Synonyms:
Standard InCHIKey:	OBSYBRPAKCASQB-AGQYDFLVSA-N
Standard InCHI:	InChI=1S/C23H28O8/c1-12(24)30-16-9-15(20(26)28-4)22(2)7-5-14-21(27)31-17(13-6-8-29-11-13)10-23(14,3)19(22)18(16)25/h6,8,11,14-17,19H,5,7,9-10H2,1-4H3/t14-,15-,16-,17-,19-,22-,23-/m0/s1
SMILES:	COC(=O)[C@@H]1C[C@H](OC(=O)C)C(=O)[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)C[C@H](OC1=O)c1cocc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL445332
PubChem CID:	128563
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001283] Terpene lactones [CHEMONTID:0001538] Diterpene lactones

*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
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14510607]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15987194]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16441078]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16621556]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16945525]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17190459]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17580847]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21338114]
NPO634	Salvia divinorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25193297]
NPO634	Salvia divinorum	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
EC50	39
ED50	5
IC50	1
Ki	73
Others	88
Potency	6

Activity Type	# Activity
Cell Line	3
Individual Protein	160
Organism	11
Others	36
Protein-Protein Interaction	1
SINGLE PROTEIN	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	1000.0	nM	PMID[518074]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	40.0	nM	PMID[518074]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	120.0	%	PMID[518074]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	5790.0	nM	PMID[518074]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.9	nM	PMID[518074]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518075]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518075]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	38.0	nM	PMID[518075]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	4.0	nM	PMID[518076]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.3	nM	PMID[518077]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.5	nM	PMID[518077]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Efficacy	=	99.0	%	PMID[518077]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.3	nM	PMID[518078]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	2.6	nM	PMID[518079]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.5	nM	PMID[518078]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Efficacy	=	99.0	%	PMID[518078]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Efficacy	=	99.0	%	PMID[518079]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	2.2	nM	PMID[518079]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.3	nM	PMID[518080]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.5	nM	PMID[518080]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Efficacy	=	106.0	%	PMID[518080]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	0.75	nM	PMID[518081]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	18.4	nM	PMID[518082]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	2.82	nM	PMID[518081]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.77	nM	PMID[518082]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[518081]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	107.0	%	PMID[518082]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	45.0	nM	PMID[518083]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	108.0	%	PMID[518083]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	1.24	nM	PMID[518084]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	118.0	%	PMID[518084]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	2.4	nM	PMID[518085]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	1.8	nM	PMID[518085]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	81.0	%	PMID[518085]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	>	1000.0	nM	PMID[518085]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[518085]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	17.5	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	22.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	18.1	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	6.8	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	25.3	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	29.6	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	2.9	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	>	10000.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	147.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	67.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	17.7	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	9.5	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	19.5	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	79.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	16.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	126.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	37.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	71.0	nM	PMID[518086]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	>	25000.0	nM	PMID[518086]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	25000.0	nM	PMID[518086]
NPT3601	Individual Protein	Kappa opioid receptor	Rattus norvegicus	Ki	=	565.0	nM	PMID[518086]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	5790.0	nM	PMID[518087]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	1000.0	nM	PMID[518087]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.9	nM	PMID[518087]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	4370.0	nM	PMID[518088]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	3990.0	nM	PMID[518088]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	5.7	nM	PMID[518088]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	40.0	nM	PMID[518087]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	120.0	%	PMID[518087]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	2.5	nM	PMID[518089]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	2.1	nM	PMID[518089]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	105.0	%	PMID[518089]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	>	1000.0	nM	PMID[518089]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[518089]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	1000.0	nM	PMID[518090]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	=	5790.0	nM	PMID[518090]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.9	nM	PMID[518090]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	108.0	%	PMID[518091]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ke	>	5000.0	nM	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ratio EC50	=	0.1	n.a.	PMID[518091]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ke	>	5000.0	nM	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ratio EC50	=	0.2	n.a.	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	45.0	nM	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.81	nM	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	120.0	%	PMID[518091]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	0.8	nM	PMID[518092]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.9	nM	PMID[518093]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Inhibition	>	50.0	%	PMID[518094]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	106.0	%	PMID[518094]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	7.5	nM	PMID[518094]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	50118.7	nM	PMID[518095]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	=	39810.7	nM	PMID[518096]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518097]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518097]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	0.75	nM	PMID[518097]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.2	nM	PMID[518097]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	703.0	%	PMID[518097]
NPT443	Individual Protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[518096]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	17782.8	nM	PMID[518096]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	7.4	nM	PMID[518098]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	120.0	%	PMID[518098]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	ED50	=	40.0	nM	PMID[518098]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	=	2860.0	nM	PMID[518098]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Emax	=	75.0	%	PMID[518098]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518098]
NPT198	Individual Protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	44668.4	nM	PMID[518096]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Inhibition	<	50.0	%	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.0	nM	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	6.9	nM	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	98.0	%	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	31.0	nM	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ratio EC50	=	3.0	n.a.	PMID[518099]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	6.11	nM	PMID[518100]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	124.0	%	PMID[518100]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	40.0	nM	PMID[518100]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	7.4	nM	PMID[518100]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518100]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	=	1370.0	nM	PMID[518100]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	97.0	%	PMID[518100]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518101]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Ki	>	10000.0	nM	PMID[518101]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	6.2	nM	PMID[518101]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	5.0	nM	PMID[518101]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.162	nM	PMID[518102]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	3.2	nM	PMID[518102]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	16.0	nM	PMID[518103]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	1.7	nM	PMID[518105]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	100000.0	nM	PMID[518105]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	103.0	%	PMID[518105]
NPT616	Cell Line	MDCK	Canis lupus familiaris	permeability	=	21.2	%	PMID[518105]
NPT616	Cell Line	MDCK	Canis lupus familiaris	permeability	=	54.2	%	PMID[518105]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.03	nM	PMID[518106]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	>=	10000.0	nM	PMID[518106]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[518106]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	40.0	nM	PMID[518107]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	120.0	%	PMID[518107]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	2.9	nM	PMID[518108]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.36	nM	PMID[518108]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	110.0	%	PMID[518109]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Ki	=	1.3	nM	PMID[518109]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Inhibition	>	50.0	%	PMID[518109]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Inhibition	>	50.0	%	PMID[518109]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Inhibition	>	50.0	%	PMID[518109]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.5	nM	PMID[518109]
NPT1069	Individual Protein	Mu opioid receptor	Rattus norvegicus	Ki	>	1000.0	nM	PMID[518109]
NPT1167	Individual Protein	Delta opioid receptor	Mus musculus	Ki	>	1000.0	nM	PMID[518109]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.21	nM	PMID[518111]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[518111]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Emax	=	0.0	%	PMID[518111]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Emax	=	0.0	%	PMID[518111]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[518112]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.042	nM	PMID[518112]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	94.0	%	PMID[518114]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	10.0	nM	PMID[518114]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	101.0	%	PMID[518114]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	4.7	nM	PMID[518114]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.015	nM	PMID[518115]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	5.1	nM	PMID[518115]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.03	nM	PMID[518118]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	99.8	%	PMID[518118]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[518119]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	EC50	=	0.04	nM	PMID[518119]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	EC50	>	10000.0	nM	PMID[518119]
NPT272	Individual Protein	Kappa opioid receptor	Homo sapiens	Emax	=	100.0	%	PMID[518119]
NPT145	Individual Protein	Mu opioid receptor	Homo sapiens	Emax	=	0.0	%	PMID[518119]
NPT271	Individual Protein	Delta opioid receptor	Homo sapiens	Emax	=	0.0	%	PMID[518119]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	0.59	mg.kg-1	PMID[518074]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.98	mg.kg-1	PMID[518074]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	28.0	%	PMID[518074]
NPT5131	Others	Opioid receptors; delta & kappa	Homo sapiens	Selectivity	=	3050.0	n.a.	PMID[518074]
NPT4390	Others	Opioid receptors; mu & kappa	Homo sapiens	Selectivity	>	33.0	n.a.	PMID[518075]
NPT5131	Others	Opioid receptors; delta & kappa	Homo sapiens	Selectivity	>	33.0	n.a.	PMID[518075]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	EC50	=	46.0	nM	PMID[518076]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Emax	=	100.0	%	PMID[518076]
NPT2	Others	Unspecified		Ratio Ki	=	1.26	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	1.0	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	0.39	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	1.45	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	1.69	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	0.17	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	>	500.0	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	8.4	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	3.8	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	0.54	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	1.1	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	4.5	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	0.91	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	7.2	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	2.1	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	32.0	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	=	4.1	n.a.	PMID[518086]
NPT2	Others	Unspecified		Ki	=	458.0	nM	PMID[518086]
NPT2	Others	Unspecified		Ki	=	522.0	nM	PMID[518086]
NPT2	Others	Unspecified		Ratio Ki	>	526.0	n.a.	PMID[518087]
NPT2	Others	Unspecified		Ratio Ki	=	3050.0	n.a.	PMID[518087]
NPT2	Others	Unspecified		Ratio Ki	=	767.0	n.a.	PMID[518088]
NPT2	Others	Unspecified		Ratio Ki	=	700.0	n.a.	PMID[518088]
NPT2	Others	Unspecified		Ratio Ki	>	530.0	n.a.	PMID[518090]
NPT2	Others	Unspecified		Ratio Ki	=	3050.0	n.a.	PMID[518090]
NPT2	Others	Unspecified		Ratio Ki	>	526.0	n.a.	PMID[518093]
NPT2	Others	Unspecified		Ratio Ki	>	10000.0	n.a.	PMID[518097]
NPT533	Protein-Protein Interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	2818.4	nM	PMID[518095]
NPT2	Others	Unspecified		Ratio Ki	>	1351.0	n.a.	PMID[518098]
NPT4121	Organism	Rhesus monkey	Macaca mulatta	ED50	=	0.0037	mg.kg-1	PMID[518100]
NPT2	Others	Unspecified		Ratio Ki	=	10.0	n.a.	PMID[518110]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.285	mg.kg-1	PMID[518111]
NPT32	Organism	Mus musculus	Mus musculus	Emax	=	100.0	%	PMID[518111]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	9.21	%	PMID[518113]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	14.76	%	PMID[518116]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-0.02	%	PMID[518117]
NPT2	Others	Unspecified		Ratio EC50	<	4.0	10^-6No_unit	PMID[518119]

☑ 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 NPC262198 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	386
0.1-0.2	1454
0.2-0.3	3060
0.3-0.4	6358
0.4-0.5	11539
0.5-0.6	9656
0.6-0.7	8854
0.7-0.8	1025
0.8-0.85	240
0.85-0.9	104
0.9-0.95	19
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9444	High Similarity	NPC46551
0.942	High Similarity	NPC476943
0.9324	High Similarity	NPC472283
0.931	High Similarity	NPC469335
0.931	High Similarity	NPC159927
0.9296	High Similarity	NPC142113
0.9209	High Similarity	NPC310830
0.9178	High Similarity	NPC477404
0.9178	High Similarity	NPC196864
0.9161	High Similarity	NPC476944
0.9143	High Similarity	NPC220094
0.9139	High Similarity	NPC470939
0.9133	High Similarity	NPC237155
0.9128	High Similarity	NPC263265
0.9128	High Similarity	NPC60973
0.9073	High Similarity	NPC305016
0.9073	High Similarity	NPC25255
0.9067	High Similarity	NPC286722
0.906	High Similarity	NPC469850
0.906	High Similarity	NPC469336
0.906	High Similarity	NPC281258
0.902	High Similarity	NPC476856
0.902	High Similarity	NPC476857
0.902	High Similarity	NPC476860
0.902	High Similarity	NPC476858
0.9013	High Similarity	NPC193798
0.9013	High Similarity	NPC69028
0.9007	High Similarity	NPC477403
0.9007	High Similarity	NPC475295
0.9007	High Similarity	NPC473473
0.9	High Similarity	NPC107646
0.9	High Similarity	NPC126723
0.9	High Similarity	NPC209364
0.8993	High Similarity	NPC178932
0.8961	High Similarity	NPC23387
0.8958	High Similarity	NPC267632
0.8954	High Similarity	NPC477405
0.8954	High Similarity	NPC292389
0.8954	High Similarity	NPC469338
0.8947	High Similarity	NPC475381
0.8947	High Similarity	NPC191828
0.894	High Similarity	NPC472772
0.894	High Similarity	NPC167142
0.894	High Similarity	NPC249021
0.8936	High Similarity	NPC42400
0.8919	High Similarity	NPC476122
0.8903	High Similarity	NPC476853
0.8903	High Similarity	NPC476850
0.8903	High Similarity	NPC473766
0.8903	High Similarity	NPC476861
0.8903	High Similarity	NPC473753
0.8896	High Similarity	NPC123088
0.8896	High Similarity	NPC276551
0.8896	High Similarity	NPC470940
0.8896	High Similarity	NPC469849
0.8889	High Similarity	NPC329938
0.8889	High Similarity	NPC263432
0.8849	High Similarity	NPC471817
0.8844	High Similarity	NPC221809
0.8844	High Similarity	NPC470941
0.8839	High Similarity	NPC470875
0.8824	High Similarity	NPC472653
0.8824	High Similarity	NPC477402
0.8819	High Similarity	NPC20500
0.8808	High Similarity	NPC264943
0.8803	High Similarity	NPC470742
0.88	High Similarity	NPC469503
0.88	High Similarity	NPC476201
0.8782	High Similarity	NPC472775
0.8782	High Similarity	NPC472282
0.8782	High Similarity	NPC472774
0.8782	High Similarity	NPC173516
0.8776	High Similarity	NPC471292
0.8776	High Similarity	NPC346
0.8767	High Similarity	NPC199044
0.8767	High Similarity	NPC238843
0.8766	High Similarity	NPC472771
0.8766	High Similarity	NPC5079
0.8766	High Similarity	NPC82851
0.8766	High Similarity	NPC197596
0.8766	High Similarity	NPC6326
0.875	High Similarity	NPC469485
0.8742	High Similarity	NPC282445
0.8726	High Similarity	NPC160651
0.8726	High Similarity	NPC471397
0.871	High Similarity	NPC419
0.871	High Similarity	NPC234660
0.871	High Similarity	NPC663
0.871	High Similarity	NPC469846
0.871	High Similarity	NPC39986
0.871	High Similarity	NPC224394
0.871	High Similarity	NPC476197
0.871	High Similarity	NPC51568
0.871	High Similarity	NPC302369
0.871	High Similarity	NPC134254
0.871	High Similarity	NPC472773
0.8701	High Similarity	NPC335761
0.8699	High Similarity	NPC223415
0.8693	High Similarity	NPC173544
0.8684	High Similarity	NPC476262
0.8684	High Similarity	NPC44675
0.8684	High Similarity	NPC75310
0.8684	High Similarity	NPC214541
0.8675	High Similarity	NPC75906
0.8667	High Similarity	NPC156189
0.8662	High Similarity	NPC92941
0.8649	High Similarity	NPC233763
0.8645	High Similarity	NPC117986
0.8636	High Similarity	NPC473368
0.8636	High Similarity	NPC475967
0.8627	High Similarity	NPC204663
0.8621	High Similarity	NPC56197
0.8618	High Similarity	NPC30222
0.8609	High Similarity	NPC18135
0.8609	High Similarity	NPC272590
0.86	High Similarity	NPC195325
0.8599	High Similarity	NPC478178
0.8599	High Similarity	NPC475779
0.8591	High Similarity	NPC250228
0.8571	High Similarity	NPC195131
0.8571	High Similarity	NPC36655
0.8571	High Similarity	NPC261597
0.8571	High Similarity	NPC45101
0.8562	High Similarity	NPC35000
0.8553	High Similarity	NPC475777
0.8551	High Similarity	NPC74612
0.8544	High Similarity	NPC472651
0.8544	High Similarity	NPC476224
0.8526	High Similarity	NPC96443
0.8526	High Similarity	NPC290400
0.8523	High Similarity	NPC62799
0.8516	High Similarity	NPC307383
0.8514	High Similarity	NPC86935
0.8503	High Similarity	NPC473152
0.8497	Intermediate Similarity	NPC57998
0.8491	Intermediate Similarity	NPC271235
0.8491	Intermediate Similarity	NPC472652
0.8483	Intermediate Similarity	NPC236532
0.8481	Intermediate Similarity	NPC149945
0.8478	Intermediate Similarity	NPC179354
0.8477	Intermediate Similarity	NPC329180
0.8477	Intermediate Similarity	NPC470791
0.8477	Intermediate Similarity	NPC470790
0.8477	Intermediate Similarity	NPC472654
0.8472	Intermediate Similarity	NPC146872
0.8452	Intermediate Similarity	NPC299038
0.8452	Intermediate Similarity	NPC187149
0.8447	Intermediate Similarity	NPC469848
0.8446	Intermediate Similarity	NPC243577
0.8446	Intermediate Similarity	NPC470741
0.844	Intermediate Similarity	NPC21460
0.8438	Intermediate Similarity	NPC302392
0.8431	Intermediate Similarity	NPC44577
0.8428	Intermediate Similarity	NPC478179
0.8425	Intermediate Similarity	NPC474722
0.8421	Intermediate Similarity	NPC470997
0.8418	Intermediate Similarity	NPC271657
0.8411	Intermediate Similarity	NPC19747
0.8408	Intermediate Similarity	NPC18347
0.8408	Intermediate Similarity	NPC149896
0.8408	Intermediate Similarity	NPC207978
0.8408	Intermediate Similarity	NPC200782
0.8408	Intermediate Similarity	NPC472767
0.8405	Intermediate Similarity	NPC478177
0.8397	Intermediate Similarity	NPC474611
0.8389	Intermediate Similarity	NPC251865
0.8387	Intermediate Similarity	NPC41880
0.838	Intermediate Similarity	NPC298190
0.8378	Intermediate Similarity	NPC121158
0.8375	Intermediate Similarity	NPC327922
0.8369	Intermediate Similarity	NPC198904
0.8366	Intermediate Similarity	NPC116717
0.8365	Intermediate Similarity	NPC121995
0.8355	Intermediate Similarity	NPC211625
0.8354	Intermediate Similarity	NPC165218
0.8344	Intermediate Similarity	NPC224418
0.8344	Intermediate Similarity	NPC287559
0.8344	Intermediate Similarity	NPC333139
0.8344	Intermediate Similarity	NPC10088
0.8333	Intermediate Similarity	NPC469847
0.8333	Intermediate Similarity	NPC185456
0.8333	Intermediate Similarity	NPC81405
0.8333	Intermediate Similarity	NPC41182
0.8333	Intermediate Similarity	NPC16922
0.8323	Intermediate Similarity	NPC82602
0.8323	Intermediate Similarity	NPC92979
0.8322	Intermediate Similarity	NPC476946
0.8312	Intermediate Similarity	NPC246164
0.8312	Intermediate Similarity	NPC33938
0.8312	Intermediate Similarity	NPC476939
0.8312	Intermediate Similarity	NPC476940
0.8311	Intermediate Similarity	NPC205765
0.8302	Intermediate Similarity	NPC472664
0.8302	Intermediate Similarity	NPC470182
0.8301	Intermediate Similarity	NPC476936
0.8291	Intermediate Similarity	NPC18986
0.8291	Intermediate Similarity	NPC211777
0.8291	Intermediate Similarity	NPC471167
0.8291	Intermediate Similarity	NPC471166
0.8291	Intermediate Similarity	NPC188649

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 NPC262198 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	322
0.1-0.2	990
0.2-0.3	1970
0.3-0.4	2729
0.4-0.5	1933
0.5-0.6	917
0.6-0.7	269
0.7-0.8	18
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
0.8344	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.8089	Intermediate Similarity	NPD5760	Phase 2
0.8089	Intermediate Similarity	NPD5761	Phase 2
0.7933	Intermediate Similarity	NPD1471	Phase 3
0.7882	Intermediate Similarity	NPD8434	Phase 2
0.7588	Intermediate Similarity	NPD6765	Approved
0.7588	Intermediate Similarity	NPD6764	Approved
0.7414	Intermediate Similarity	NPD6784	Approved
0.7414	Intermediate Similarity	NPD6785	Approved
0.7375	Intermediate Similarity	NPD920	Approved
0.7355	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7346	Intermediate Similarity	NPD6599	Discontinued
0.7317	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD7819	Suspended
0.7289	Intermediate Similarity	NPD7075	Discontinued
0.7262	Intermediate Similarity	NPD1247	Approved
0.725	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7246	Intermediate Similarity	NPD919	Approved
0.7244	Intermediate Similarity	NPD2346	Discontinued
0.7205	Intermediate Similarity	NPD6273	Approved
0.7202	Intermediate Similarity	NPD5494	Approved
0.7195	Intermediate Similarity	NPD7411	Suspended
0.7178	Intermediate Similarity	NPD3226	Approved
0.7152	Intermediate Similarity	NPD6832	Phase 2
0.7152	Intermediate Similarity	NPD6801	Discontinued
0.7125	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7118	Intermediate Similarity	NPD6808	Phase 2
0.7115	Intermediate Similarity	NPD2799	Discontinued
0.7107	Intermediate Similarity	NPD4628	Phase 3
0.7086	Intermediate Similarity	NPD6559	Discontinued
0.7081	Intermediate Similarity	NPD6799	Approved
0.707	Intermediate Similarity	NPD2796	Approved
0.7067	Intermediate Similarity	NPD3267	Approved
0.7067	Intermediate Similarity	NPD3266	Approved
0.7066	Intermediate Similarity	NPD3817	Phase 2
0.7066	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7044	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7019	Intermediate Similarity	NPD7236	Approved
0.7013	Intermediate Similarity	NPD8032	Phase 2
0.6982	Remote Similarity	NPD3749	Approved
0.698	Remote Similarity	NPD3972	Approved
0.697	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD5402	Approved
0.6957	Remote Similarity	NPD3887	Approved
0.6948	Remote Similarity	NPD2313	Discontinued
0.6948	Remote Similarity	NPD3268	Approved
0.6937	Remote Similarity	NPD1243	Approved
0.6936	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD2344	Approved
0.6913	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6909	Remote Similarity	NPD7239	Suspended
0.6879	Remote Similarity	NPD3926	Phase 2
0.6855	Remote Similarity	NPD2935	Discontinued
0.6848	Remote Similarity	NPD5403	Approved
0.6831	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD5401	Approved
0.6829	Remote Similarity	NPD2533	Approved
0.6829	Remote Similarity	NPD2534	Approved
0.6829	Remote Similarity	NPD2532	Approved
0.6824	Remote Similarity	NPD3882	Suspended
0.6815	Remote Similarity	NPD6355	Discontinued
0.6805	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6792	Remote Similarity	NPD3748	Approved
0.6786	Remote Similarity	NPD5889	Approved
0.6786	Remote Similarity	NPD5890	Approved
0.6779	Remote Similarity	NPD3412	Clinical (unspecified phase)
0.677	Remote Similarity	NPD1549	Phase 2
0.6766	Remote Similarity	NPD7458	Discontinued
0.6765	Remote Similarity	NPD5616	Clinical (unspecified phase)
0.6763	Remote Similarity	NPD6959	Discontinued
0.6752	Remote Similarity	NPD2979	Phase 3
0.6752	Remote Similarity	NPD4307	Phase 2
0.6751	Remote Similarity	NPD8404	Phase 2
0.675	Remote Similarity	NPD2438	Suspended
0.6748	Remote Similarity	NPD2309	Approved
0.6747	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.674	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6732	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6726	Remote Similarity	NPD4380	Phase 2
0.6725	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6723	Remote Similarity	NPD5844	Phase 1
0.6723	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6711	Remote Similarity	NPD5585	Approved
0.6709	Remote Similarity	NPD1933	Approved
0.6708	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD2353	Approved
0.6708	Remote Similarity	NPD2355	Clinical (unspecified phase)
0.6708	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6705	Remote Similarity	NPD7473	Discontinued
0.6688	Remote Similarity	NPD1019	Discontinued
0.6688	Remote Similarity	NPD2798	Approved
0.6688	Remote Similarity	NPD6233	Phase 2
0.6687	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6687	Remote Similarity	NPD7003	Approved
0.6686	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4107	Approved
0.6667	Remote Similarity	NPD3818	Discontinued
0.6667	Remote Similarity	NPD1876	Approved
0.6667	Remote Similarity	NPD8127	Discontinued
0.6667	Remote Similarity	NPD17	Approved
0.6667	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD6167	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD6168	Clinical (unspecified phase)
0.6648	Remote Similarity	NPD6166	Phase 2
0.6647	Remote Similarity	NPD6279	Approved
0.6647	Remote Similarity	NPD1934	Approved
0.6647	Remote Similarity	NPD6280	Approved
0.6646	Remote Similarity	NPD1551	Phase 2
0.6646	Remote Similarity	NPD4140	Approved
0.663	Remote Similarity	NPD8312	Approved
0.663	Remote Similarity	NPD8313	Approved
0.6629	Remote Similarity	NPD6232	Discontinued
0.6628	Remote Similarity	NPD7057	Phase 3
0.6628	Remote Similarity	NPD7058	Phase 2
0.6627	Remote Similarity	NPD6585	Discontinued
0.6626	Remote Similarity	NPD2800	Approved
0.6624	Remote Similarity	NPD6798	Discontinued
0.6623	Remote Similarity	NPD2797	Approved
0.6585	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6585	Remote Similarity	NPD3750	Approved
0.6585	Remote Similarity	NPD4110	Phase 3
0.6584	Remote Similarity	NPD4308	Phase 3
0.6579	Remote Similarity	NPD1281	Approved
0.6573	Remote Similarity	NPD7799	Discontinued
0.6564	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6564	Remote Similarity	NPD2897	Discontinued
0.6561	Remote Similarity	NPD7095	Approved
0.6556	Remote Similarity	NPD6797	Phase 2
0.6556	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD2403	Approved
0.6552	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6545	Remote Similarity	NPD2354	Approved
0.6545	Remote Similarity	NPD4482	Phase 3
0.6543	Remote Similarity	NPD6100	Approved
0.6543	Remote Similarity	NPD6099	Approved
0.6536	Remote Similarity	NPD1608	Approved
0.6536	Remote Similarity	NPD9717	Approved
0.6532	Remote Similarity	NPD7768	Phase 2
0.6531	Remote Similarity	NPD1241	Discontinued
0.6527	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6526	Remote Similarity	NPD8285	Discontinued
0.6522	Remote Similarity	NPD8150	Discontinued
0.6519	Remote Similarity	NPD7251	Discontinued
0.6516	Remote Similarity	NPD1203	Approved
0.65	Remote Similarity	NPD447	Suspended
0.65	Remote Similarity	NPD4618	Approved
0.65	Remote Similarity	NPD4622	Approved
0.6497	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6494	Remote Similarity	NPD4359	Approved
0.6494	Remote Similarity	NPD5327	Phase 3
0.6484	Remote Similarity	NPD7808	Phase 3
0.6481	Remote Similarity	NPD7033	Discontinued
0.6481	Remote Similarity	NPD1510	Phase 2
0.648	Remote Similarity	NPD3751	Discontinued
0.6477	Remote Similarity	NPD7435	Discontinued
0.6463	Remote Similarity	NPD4534	Discontinued
0.6456	Remote Similarity	NPD5952	Clinical (unspecified phase)
0.6453	Remote Similarity	NPD37	Approved
0.6452	Remote Similarity	NPD1283	Approved
0.6442	Remote Similarity	NPD2531	Phase 2
0.6441	Remote Similarity	NPD5710	Approved
0.6441	Remote Similarity	NPD5711	Approved
0.6441	Remote Similarity	NPD3787	Discontinued
0.6441	Remote Similarity	NPD7229	Phase 3
0.6438	Remote Similarity	NPD3142	Approved
0.6438	Remote Similarity	NPD3140	Approved
0.6438	Remote Similarity	NPD4060	Phase 1
0.6437	Remote Similarity	NPD4966	Approved
0.6437	Remote Similarity	NPD4967	Phase 2
0.6437	Remote Similarity	NPD4965	Approved
0.642	Remote Similarity	NPD5688	Approved
0.642	Remote Similarity	NPD7097	Phase 1
0.642	Remote Similarity	NPD5689	Approved
0.6416	Remote Similarity	NPD2801	Approved
0.6415	Remote Similarity	NPD411	Approved
0.6415	Remote Similarity	NPD3764	Approved
0.6415	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6413	Remote Similarity	NPD8407	Phase 2
0.6409	Remote Similarity	NPD7074	Phase 3
0.6402	Remote Similarity	NPD5762	Approved
0.6402	Remote Similarity	NPD5763	Approved
0.6391	Remote Similarity	NPD1512	Approved
0.639	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6386	Remote Similarity	NPD8166	Discontinued
0.6382	Remote Similarity	NPD1651	Approved
0.6382	Remote Similarity	NPD5691	Approved
0.6375	Remote Similarity	NPD4062	Phase 3
0.6375	Remote Similarity	NPD4870	Approved
0.6374	Remote Similarity	NPD5953	Discontinued
0.6369	Remote Similarity	NPD7784	Clinical (unspecified phase)
0.6369	Remote Similarity	NPD5647	Approved
0.6364	Remote Similarity	NPD6234	Discontinued
0.6364	Remote Similarity	NPD5958	Discontinued
0.6358	Remote Similarity	NPD6844	Discontinued
0.6358	Remote Similarity	NPD1607	Approved
0.6354	Remote Similarity	NPD7054	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