NPASS Compound

Structure

CID218530 OpenBabel06191716012D 22 22 0 0 0 0 0 0 0 0999 V2000 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 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 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 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 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 0.8660 -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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -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 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 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 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 3 0 0 0 18 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	307.21
Volume:	338.149
LogP:	3.937
LogD:	3.857
LogS:	-3.425
# Rotatable Bonds:	11
TPSA:	58.56
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.642
Synthetic Accessibility Score:	1.877
Fsp3:	0.611
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.541
MDCK Permeability:	2.3652006348129362e-05
Pgp-inhibitor:	0.007
Pgp-substrate:	0.016
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.965
30% Bioavailability (F30%):	0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.911
Plasma Protein Binding (PPB):	96.21969604492188%
Volume Distribution (VD):	0.733
Pgp-substrate:	3.389392137527466%

ADMET: Metabolism

CYP1A2-inhibitor:	0.759
CYP1A2-substrate:	0.903
CYP2C19-inhibitor:	0.902
CYP2C19-substrate:	0.779
CYP2C9-inhibitor:	0.722
CYP2C9-substrate:	0.94
CYP2D6-inhibitor:	0.836
CYP2D6-substrate:	0.859
CYP3A4-inhibitor:	0.879
CYP3A4-substrate:	0.222

ADMET: Excretion

Clearance (CL):	10.66
Half-life (T1/2):	0.856

ADMET: Toxicity

hERG Blockers:	0.122
Human Hepatotoxicity (H-HT):	0.136
Drug-inuced Liver Injury (DILI):	0.067
AMES Toxicity:	0.051
Rat Oral Acute Toxicity:	0.036
Maximum Recommended Daily Dose:	0.019
Skin Sensitization:	0.877
Carcinogencity:	0.04
Eye Corrosion:	0.006
Eye Irritation:	0.07
Respiratory Toxicity:	0.06

Download Data

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

Natural Product: NPC218530

Natural Product ID:	NPC218530
*Common Name:**	Dihydrocapsaicin
IUPAC Name:	N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
Synonyms:	Dihydrocapsaicin
Standard InCHIKey:	XJQPQKLURWNAAH-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
SMILES:	COc1cc(CN=C(CCCCCCC(C)C)O)ccc1O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL311158
PubChem CID:	107982
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0000190] Methoxyphenols

*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
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytochem.2005.10.025]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[11520245]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12045343]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[12932131]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14695801]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1791484]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	spore	n.a.	PMID[18827358]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	Nagano, Japan	2008-MAY	PMID[20039640]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20384295]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20460582]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[20702092]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[21924611]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22014750]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[22044278]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	fruiting body	n.a.	n.a.	PMID[22047696]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[25172746]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26222905]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8910532]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	fruit body	n.a.	PMID[9635497]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	Tissue Culture	n.a.	n.a.	Database[FooDB]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18790	Streptomyces roseofulvus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25269	Ganoderma lucidum	Species	Ganodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19468	Madia sativa	Species	Asteraceae	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
NPO16501	NPC218530	Other (raw)	Fruit	85.15	7.5	162.8	mg/100g	Database [DUKE]
NPO16501	NPC218530	Raw	Fruit	85.15	7.5	162.8	mg/100g	Database [DUKE]
NPO16501	NPC218530	Raw	Resin, Exudate, Sap	32800	32800	32800	mg/100g	Database [DUKE]

☑ 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
AC50	5
EC50	8
IC50	3
Others	2
Potency	60

Activity Type	# Activity
Cell Line	3
Individual Protein	47
NON-MOLECULAR	11
Organism	1
Others	14
Protein Family	1
Protein-Protein Interaction	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	22387.2	nM	PMID[469558]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	39810.7	nM	PMID[469561]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	10000.0	nM	PMID[469561]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	10000.0	nM	PMID[469562]
NPT54	Individual Protein	Nonstructural protein 1	Influenza A virus	Potency	=	31622.8	nM	PMID[469558]
NPT150	Individual Protein	Anthrax lethal factor	Bacillus anthracis	Potency	=	12589.3	nM	PMID[469562]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	12589.3	nM	PMID[469564]
NPT58	Individual Protein	Bloom syndrome protein	Homo sapiens	Potency	=	25118.9	nM	PMID[469558]
NPT1416	Individual Protein	Neuropeptide S receptor	Homo sapiens	Potency	=	12589.3	nM	PMID[469558]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	39810.7	nM	PMID[469561]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	25118.9	nM	PMID[469559]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	31622.8	nM	PMID[469562]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	12589.3	nM	PMID[469561]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Potency	=	10000.0	nM	PMID[469562]
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	35481.3	nM	PMID[469558]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	Potency	=	2511.9	nM	PMID[469561]
NPT61	Individual Protein	Beta-glucocerebrosidase	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[469564]
NPT242	Individual Protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	1032.2	nM	PMID[469560]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	39810.7	nM	PMID[469560]
NPT5	Individual Protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	10000.0	nM	PMID[469558]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	31622.8	nM	PMID[469560]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	AC50	=	39810.72	nM	PMID[469561]
NPT212	Individual Protein	Cytochrome P450 2C9	Homo sapiens	AC50	=	2511.89	nM	PMID[469561]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	AC50	=	12589.25	nM	PMID[469561]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	AC50	=	10000.0	nM	PMID[469561]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	AC50	=	12589.25	nM	PMID[469561]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	89125.1	nM	PMID[469564]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[469560]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	6513.1	nM	PMID[469564]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	23109.3	nM	PMID[469564]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	26608.6	nM	PMID[469567]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[469564]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	23109.3	nM	PMID[469564]
NPT446	Individual Protein	Rap guanine nucleotide exchange factor 3	Homo sapiens	Potency	n.a.	112201.8	nM	PMID[469564]
NPT472	Individual Protein	Vanilloid receptor	Homo sapiens	Ratio	=	1.996	n.a.	PMID[469568]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	50000.0	nM	PMID[469568]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	50000.0	nM	PMID[469568]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	50000.0	nM	PMID[469568]
NPT939	Protein Family	Vanilloid receptor	Rattus norvegicus	EC50	=	190.0	nM	PMID[469556]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	218.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	41830.0	nM	PMID[469557]
NPT2	Others	Unspecified		Ratio EC50	=	192.0	n.a.	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	20.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	651.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	3280.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	88630.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	21460.0	nM	PMID[469557]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	12589.3	nM	PMID[469558]
NPT2	Others	Unspecified		Potency	=	25118.9	nM	PMID[469559]
NPT2	Others	Unspecified		Potency	=	15848.9	nM	PMID[469558]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	18356.4	nM	PMID[469560]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	8912.5	nM	PMID[469558]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[469559]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	15848.9	nM	PMID[469558]
NPT796	Individual Protein	Peripheral myelin protein 22	Homo sapiens	Potency	=	19011.5	nM	PMID[469563]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	=	17782.8	nM	PMID[469558]
NPT197	Protein-Protein Interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	39810.7	nM	PMID[469558]
NPT2	Others	Unspecified		Potency	=	44668.4	nM	PMID[469558]
NPT800	Individual Protein	M-phase phosphoprotein 8	Homo sapiens	Potency	n.a.	158.5	nM	PMID[469563]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	35481.3	nM	PMID[469563]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	70794.6	nM	PMID[469564]
NPT8	Individual Protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	22387.2	nM	PMID[469558]
NPT98	Individual Protein	HERG	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[469558]
NPT2	Others	Unspecified		Potency	n.a.	8912.5	nM	PMID[469564]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469563]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469565]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469560]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469559]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469564]
NPT2	Others	Unspecified		Potency	n.a.	35481.3	nM	PMID[469558]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469561]
NPT2	Others	Unspecified		Potency	n.a.	6510.4	nM	PMID[469562]
NPT7	Individual Protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	17782.8	nM	PMID[469560]
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[469564]
NPT2	Others	Unspecified		Potency	n.a.	5623.4	nM	PMID[469560]

☑ 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 NPC218530 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	205
0.1-0.2	1418
0.2-0.3	7894
0.3-0.4	10307
0.4-0.5	6043
0.5-0.6	11025
0.6-0.7	4494
0.7-0.8	1170
0.8-0.85	105
0.85-0.9	23
0.9-0.95	5
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
0.9841	High Similarity	NPC93882
0.9841	High Similarity	NPC130595
0.9764	High Similarity	NPC6854
0.9764	High Similarity	NPC285078
0.9764	High Similarity	NPC313737
0.9762	High Similarity	NPC255550
0.9762	High Similarity	NPC308885
0.937	High Similarity	NPC153990
0.9154	High Similarity	NPC114102
0.9084	High Similarity	NPC214869
0.9	High Similarity	NPC155838
0.8931	High Similarity	NPC52029
0.8931	High Similarity	NPC35961
0.8931	High Similarity	NPC195749
0.8846	High Similarity	NPC301713
0.8811	High Similarity	NPC275027
0.8779	High Similarity	NPC251571
0.874	High Similarity	NPC289330
0.874	High Similarity	NPC53596
0.874	High Similarity	NPC471308
0.874	High Similarity	NPC160120
0.874	High Similarity	NPC17388
0.8682	High Similarity	NPC471315
0.8682	High Similarity	NPC471314
0.8636	High Similarity	NPC186898
0.8615	High Similarity	NPC13020
0.8615	High Similarity	NPC140359
0.8613	High Similarity	NPC160607
0.8613	High Similarity	NPC41473
0.8613	High Similarity	NPC204848
0.8613	High Similarity	NPC312770
0.8613	High Similarity	NPC14600
0.8551	High Similarity	NPC299583
0.8496	Intermediate Similarity	NPC191302
0.8483	Intermediate Similarity	NPC52475
0.8433	Intermediate Similarity	NPC246974
0.8433	Intermediate Similarity	NPC147247
0.8425	Intermediate Similarity	NPC18614
0.8417	Intermediate Similarity	NPC296898
0.8413	Intermediate Similarity	NPC142599
0.8406	Intermediate Similarity	NPC131204
0.8406	Intermediate Similarity	NPC301050
0.8358	Intermediate Similarity	NPC157740
0.8358	Intermediate Similarity	NPC99798
0.8333	Intermediate Similarity	NPC321505
0.8333	Intermediate Similarity	NPC191376
0.8333	Intermediate Similarity	NPC179825
0.8322	Intermediate Similarity	NPC5462
0.8284	Intermediate Similarity	NPC251466
0.8284	Intermediate Similarity	NPC156944
0.8276	Intermediate Similarity	NPC476571
0.8276	Intermediate Similarity	NPC246587
0.8276	Intermediate Similarity	NPC147390
0.8276	Intermediate Similarity	NPC428
0.8276	Intermediate Similarity	NPC135538
0.8276	Intermediate Similarity	NPC24233
0.8267	Intermediate Similarity	NPC329837
0.8239	Intermediate Similarity	NPC100478
0.8239	Intermediate Similarity	NPC222039
0.8231	Intermediate Similarity	NPC268572
0.8231	Intermediate Similarity	NPC281298
0.8231	Intermediate Similarity	NPC310338
0.8222	Intermediate Similarity	NPC291449
0.8222	Intermediate Similarity	NPC41331
0.8222	Intermediate Similarity	NPC172403
0.8219	Intermediate Similarity	NPC103379
0.8219	Intermediate Similarity	NPC477565
0.8217	Intermediate Similarity	NPC164386
0.8209	Intermediate Similarity	NPC152186
0.8209	Intermediate Similarity	NPC182147
0.8209	Intermediate Similarity	NPC207541
0.8209	Intermediate Similarity	NPC170583
0.8209	Intermediate Similarity	NPC246133
0.8209	Intermediate Similarity	NPC71105
0.8207	Intermediate Similarity	NPC277857
0.8207	Intermediate Similarity	NPC115144
0.8194	Intermediate Similarity	NPC185838
0.8175	Intermediate Similarity	NPC329595
0.8175	Intermediate Similarity	NPC173746
0.8175	Intermediate Similarity	NPC8547
0.8175	Intermediate Similarity	NPC156840
0.8175	Intermediate Similarity	NPC257124
0.8175	Intermediate Similarity	NPC326599
0.8168	Intermediate Similarity	NPC117780
0.8168	Intermediate Similarity	NPC232316
0.8168	Intermediate Similarity	NPC56214
0.8168	Intermediate Similarity	NPC95614
0.8168	Intermediate Similarity	NPC227217
0.8168	Intermediate Similarity	NPC165133
0.8168	Intermediate Similarity	NPC242885
0.8154	Intermediate Similarity	NPC470626
0.8134	Intermediate Similarity	NPC300955
0.8108	Intermediate Similarity	NPC76213
0.8108	Intermediate Similarity	NPC277669
0.8092	Intermediate Similarity	NPC311595
0.8092	Intermediate Similarity	NPC24474
0.8092	Intermediate Similarity	NPC43275
0.8085	Intermediate Similarity	NPC193528
0.8082	Intermediate Similarity	NPC476151
0.8077	Intermediate Similarity	NPC293619
0.8077	Intermediate Similarity	NPC283468
0.8077	Intermediate Similarity	NPC120075
0.8054	Intermediate Similarity	NPC133011
0.8054	Intermediate Similarity	NPC82285
0.8045	Intermediate Similarity	NPC38996
0.8045	Intermediate Similarity	NPC160380
0.8041	Intermediate Similarity	NPC220858
0.8041	Intermediate Similarity	NPC97221
0.8041	Intermediate Similarity	NPC88249
0.8041	Intermediate Similarity	NPC192768
0.8041	Intermediate Similarity	NPC151895
0.8031	Intermediate Similarity	NPC166837
0.8028	Intermediate Similarity	NPC231572
0.8027	Intermediate Similarity	NPC471032
0.8027	Intermediate Similarity	NPC470935
0.8016	Intermediate Similarity	NPC246358
0.8016	Intermediate Similarity	NPC36108
0.8016	Intermediate Similarity	NPC233731
0.8016	Intermediate Similarity	NPC7097
0.8015	Intermediate Similarity	NPC122009
0.8013	Intermediate Similarity	NPC66573
0.8	Intermediate Similarity	NPC477564
0.8	Intermediate Similarity	NPC294249
0.8	Intermediate Similarity	NPC2295
0.7987	Intermediate Similarity	NPC127402
0.7985	Intermediate Similarity	NPC298486
0.7985	Intermediate Similarity	NPC85488
0.7973	Intermediate Similarity	NPC207824
0.7973	Intermediate Similarity	NPC60538
0.7972	Intermediate Similarity	NPC477837
0.7972	Intermediate Similarity	NPC477838
0.7971	Intermediate Similarity	NPC160193
0.7971	Intermediate Similarity	NPC470706
0.797	Intermediate Similarity	NPC207613
0.7958	Intermediate Similarity	NPC254610
0.7953	Intermediate Similarity	NPC474149
0.7947	Intermediate Similarity	NPC5238
0.7947	Intermediate Similarity	NPC39701
0.7947	Intermediate Similarity	NPC469817
0.7947	Intermediate Similarity	NPC295691
0.7947	Intermediate Similarity	NPC110416
0.7947	Intermediate Similarity	NPC278799
0.7947	Intermediate Similarity	NPC184026
0.7947	Intermediate Similarity	NPC172765
0.7947	Intermediate Similarity	NPC193949
0.7947	Intermediate Similarity	NPC189266
0.7947	Intermediate Similarity	NPC2413
0.7947	Intermediate Similarity	NPC127674
0.7947	Intermediate Similarity	NPC54379
0.7947	Intermediate Similarity	NPC207757
0.7947	Intermediate Similarity	NPC204828
0.7947	Intermediate Similarity	NPC249797
0.7947	Intermediate Similarity	NPC276588
0.7926	Intermediate Similarity	NPC280704
0.7926	Intermediate Similarity	NPC31344
0.7926	Intermediate Similarity	NPC317769
0.7917	Intermediate Similarity	NPC275150
0.791	Intermediate Similarity	NPC324571
0.791	Intermediate Similarity	NPC476343
0.791	Intermediate Similarity	NPC262156
0.791	Intermediate Similarity	NPC113865
0.791	Intermediate Similarity	NPC201777
0.791	Intermediate Similarity	NPC343720
0.791	Intermediate Similarity	NPC312675
0.791	Intermediate Similarity	NPC473853
0.791	Intermediate Similarity	NPC470212
0.791	Intermediate Similarity	NPC184651
0.791	Intermediate Similarity	NPC54872
0.7905	Intermediate Similarity	NPC153644
0.7899	Intermediate Similarity	NPC469977
0.7895	Intermediate Similarity	NPC147091
0.7891	Intermediate Similarity	NPC139617
0.7891	Intermediate Similarity	NPC195873
0.7891	Intermediate Similarity	NPC78918
0.7863	Intermediate Similarity	NPC221049
0.7847	Intermediate Similarity	NPC314682
0.7836	Intermediate Similarity	NPC183262
0.7832	Intermediate Similarity	NPC471316
0.7829	Intermediate Similarity	NPC107602
0.7812	Intermediate Similarity	NPC137685
0.781	Intermediate Similarity	NPC266705
0.781	Intermediate Similarity	NPC29008
0.781	Intermediate Similarity	NPC148627
0.781	Intermediate Similarity	NPC9067
0.781	Intermediate Similarity	NPC228771
0.7803	Intermediate Similarity	NPC86947
0.78	Intermediate Similarity	NPC274026
0.78	Intermediate Similarity	NPC478189
0.7799	Intermediate Similarity	NPC231371
0.7794	Intermediate Similarity	NPC471693
0.7794	Intermediate Similarity	NPC163083
0.7793	Intermediate Similarity	NPC474915
0.7793	Intermediate Similarity	NPC328750
0.7793	Intermediate Similarity	NPC213206
0.7793	Intermediate Similarity	NPC188163
0.7786	Intermediate Similarity	NPC476570
0.7778	Intermediate Similarity	NPC231705
0.7778	Intermediate Similarity	NPC211992
0.7778	Intermediate Similarity	NPC127389
0.7778	Intermediate Similarity	NPC37205

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 NPC218530 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	158
0.1-0.2	709
0.2-0.3	1110
0.3-0.4	2011
0.4-0.5	2594
0.5-0.6	1696
0.6-0.7	702
0.7-0.8	161
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9841	High Similarity	NPD2674	Phase 3
0.9762	High Similarity	NPD3144	Approved
0.9762	High Similarity	NPD3145	Approved
0.8696	High Similarity	NPD7153	Discontinued
0.8686	High Similarity	NPD2161	Phase 2
0.831	Intermediate Similarity	NPD6331	Phase 2
0.8175	Intermediate Similarity	NPD228	Approved
0.8082	Intermediate Similarity	NPD4123	Phase 3
0.806	Intermediate Similarity	NPD3676	Clinical (unspecified phase)
0.7926	Intermediate Similarity	NPD1669	Approved
0.7905	Intermediate Similarity	NPD7527	Clinical (unspecified phase)
0.7905	Intermediate Similarity	NPD52	Approved
0.7905	Intermediate Similarity	NPD7526	Approved
0.7852	Intermediate Similarity	NPD2337	Clinical (unspecified phase)
0.7838	Intermediate Similarity	NPD4739	Approved
0.7815	Intermediate Similarity	NPD4675	Approved
0.7815	Intermediate Similarity	NPD4678	Approved
0.7808	Intermediate Similarity	NPD6658	Clinical (unspecified phase)
0.7793	Intermediate Similarity	NPD4664	Clinical (unspecified phase)
0.777	Intermediate Similarity	NPD5752	Clinical (unspecified phase)
0.7761	Intermediate Similarity	NPD2668	Approved
0.7761	Intermediate Similarity	NPD2667	Approved
0.7756	Intermediate Similarity	NPD7201	Clinical (unspecified phase)
0.774	Intermediate Similarity	NPD3060	Approved
0.7724	Intermediate Similarity	NPD1375	Discontinued
0.7718	Intermediate Similarity	NPD1754	Clinical (unspecified phase)
0.7698	Intermediate Similarity	NPD1712	Approved
0.7692	Intermediate Similarity	NPD2157	Approved
0.7692	Intermediate Similarity	NPD9379	Approved
0.7692	Intermediate Similarity	NPD9377	Approved
0.7667	Intermediate Similarity	NPD5261	Clinical (unspecified phase)
0.766	Intermediate Similarity	NPD5718	Phase 2
0.7639	Intermediate Similarity	NPD6896	Approved
0.7639	Intermediate Similarity	NPD6895	Approved
0.7634	Intermediate Similarity	NPD5283	Phase 1
0.7632	Intermediate Similarity	NPD824	Approved
0.7628	Intermediate Similarity	NPD7831	Phase 2
0.7628	Intermediate Similarity	NPD4055	Discovery
0.7628	Intermediate Similarity	NPD7833	Phase 2
0.7628	Intermediate Similarity	NPD7832	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD5177	Phase 3
0.761	Intermediate Similarity	NPD4083	Discontinued
0.7609	Intermediate Similarity	NPD2922	Phase 1
0.7606	Intermediate Similarity	NPD839	Approved
0.7606	Intermediate Similarity	NPD840	Approved
0.7606	Intermediate Similarity	NPD7477	Discontinued
0.7591	Intermediate Similarity	NPD2232	Approved
0.7591	Intermediate Similarity	NPD2233	Approved
0.7591	Intermediate Similarity	NPD2230	Approved
0.7589	Intermediate Similarity	NPD2669	Clinical (unspecified phase)
0.7552	Intermediate Similarity	NPD1558	Phase 1
0.7548	Intermediate Similarity	NPD5773	Approved
0.7548	Intermediate Similarity	NPD5772	Approved
0.7535	Intermediate Similarity	NPD5109	Approved
0.7535	Intermediate Similarity	NPD5111	Phase 2
0.7535	Intermediate Similarity	NPD5110	Phase 2
0.7532	Intermediate Similarity	NPD4772	Phase 2
0.7532	Intermediate Similarity	NPD4773	Phase 2
0.7517	Intermediate Similarity	NPD5241	Discontinued
0.7516	Intermediate Similarity	NPD4005	Discontinued
0.7516	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2560	Approved
0.75	Intermediate Similarity	NPD4162	Approved
0.75	Intermediate Similarity	NPD2563	Approved
0.7483	Intermediate Similarity	NPD3656	Approved
0.7483	Intermediate Similarity	NPD4584	Approved
0.7466	Intermediate Similarity	NPD6028	Clinical (unspecified phase)
0.7466	Intermediate Similarity	NPD6029	Clinical (unspecified phase)
0.7465	Intermediate Similarity	NPD3027	Phase 3
0.7453	Intermediate Similarity	NPD2898	Approved
0.7448	Intermediate Similarity	NPD2653	Approved
0.7438	Intermediate Similarity	NPD4010	Discontinued
0.7436	Intermediate Similarity	NPD6818	Clinical (unspecified phase)
0.7429	Intermediate Similarity	NPD3053	Approved
0.7429	Intermediate Similarity	NPD3055	Approved
0.7424	Intermediate Similarity	NPD821	Approved
0.741	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7407	Intermediate Similarity	NPD5602	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD5604	Discontinued
0.7386	Intermediate Similarity	NPD2122	Discontinued
0.7386	Intermediate Similarity	NPD3641	Approved
0.7386	Intermediate Similarity	NPD3640	Phase 3
0.7386	Intermediate Similarity	NPD3639	Approved
0.7376	Intermediate Similarity	NPD6584	Phase 3
0.7372	Intermediate Similarity	NPD9381	Approved
0.7372	Intermediate Similarity	NPD9384	Approved
0.7361	Intermediate Similarity	NPD554	Clinical (unspecified phase)
0.7361	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7357	Intermediate Similarity	NPD5311	Approved
0.7357	Intermediate Similarity	NPD5310	Approved
0.7347	Intermediate Similarity	NPD4108	Discontinued
0.7343	Intermediate Similarity	NPD1024	Discontinued
0.7328	Intermediate Similarity	NPD3021	Approved
0.7328	Intermediate Similarity	NPD3022	Approved
0.7325	Intermediate Similarity	NPD2978	Approved
0.7325	Intermediate Similarity	NPD2977	Approved
0.7315	Intermediate Similarity	NPD3655	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD1044	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD2238	Phase 2
0.731	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD3620	Phase 2
0.731	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD5090	Approved
0.7308	Intermediate Similarity	NPD5089	Approved
0.7303	Intermediate Similarity	NPD4357	Discontinued
0.7292	Intermediate Similarity	NPD2028	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD7261	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD4017	Approved
0.7286	Intermediate Similarity	NPD3685	Discontinued
0.7286	Intermediate Similarity	NPD9622	Approved
0.7285	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7285	Intermediate Similarity	NPD2219	Phase 1
0.7279	Intermediate Similarity	NPD6111	Discontinued
0.7273	Intermediate Similarity	NPD6031	Approved
0.7273	Intermediate Similarity	NPD6030	Approved
0.7267	Intermediate Similarity	NPD4237	Approved
0.7267	Intermediate Similarity	NPD4236	Phase 3
0.7261	Intermediate Similarity	NPD7945	Clinical (unspecified phase)
0.7261	Intermediate Similarity	NPD5720	Discontinued
0.7255	Intermediate Similarity	NPD1771	Clinical (unspecified phase)
0.7254	Intermediate Similarity	NPD9621	Approved
0.7254	Intermediate Similarity	NPD9619	Approved
0.7254	Intermediate Similarity	NPD9620	Approved
0.7252	Intermediate Similarity	NPD2684	Approved
0.7248	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD5617	Suspended
0.7239	Intermediate Similarity	NPD2489	Approved
0.7239	Intermediate Similarity	NPD2234	Approved
0.7239	Intermediate Similarity	NPD2228	Approved
0.7239	Intermediate Similarity	NPD2229	Approved
0.7239	Intermediate Similarity	NPD27	Approved
0.7237	Intermediate Similarity	NPD7124	Phase 2
0.7234	Intermediate Similarity	NPD9634	Clinical (unspecified phase)
0.7231	Intermediate Similarity	NPD1445	Approved
0.7231	Intermediate Similarity	NPD1444	Approved
0.7226	Intermediate Similarity	NPD3686	Approved
0.7226	Intermediate Similarity	NPD2883	Discontinued
0.7226	Intermediate Similarity	NPD3687	Approved
0.7222	Intermediate Similarity	NPD6071	Discontinued
0.7215	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7214	Intermediate Similarity	NPD2235	Phase 2
0.7214	Intermediate Similarity	NPD2231	Phase 2
0.7181	Intermediate Similarity	NPD1632	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD1357	Approved
0.7172	Intermediate Similarity	NPD1039	Discontinued
0.7172	Intermediate Similarity	NPD598	Approved
0.7172	Intermediate Similarity	NPD601	Approved
0.7172	Intermediate Similarity	NPD597	Approved
0.7171	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD3692	Discontinued
0.7163	Intermediate Similarity	NPD1421	Approved
0.7163	Intermediate Similarity	NPD6582	Phase 2
0.7163	Intermediate Similarity	NPD1420	Approved
0.7163	Intermediate Similarity	NPD6583	Phase 3
0.7153	Intermediate Similarity	NPD600	Approved
0.7153	Intermediate Similarity	NPD596	Approved
0.7152	Intermediate Similarity	NPD2458	Approved
0.7152	Intermediate Similarity	NPD2459	Approved
0.7152	Intermediate Similarity	NPD7298	Approved
0.7152	Intermediate Similarity	NPD2460	Phase 3
0.7143	Intermediate Similarity	NPD1424	Approved
0.7134	Intermediate Similarity	NPD6502	Phase 2
0.7124	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7123	Intermediate Similarity	NPD1136	Approved
0.7123	Intermediate Similarity	NPD1423	Approved
0.7123	Intermediate Similarity	NPD1130	Approved
0.7123	Intermediate Similarity	NPD1132	Approved
0.7117	Intermediate Similarity	NPD4606	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD3693	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD1772	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD7596	Clinical (unspecified phase)
0.7075	Intermediate Similarity	NPD3061	Approved
0.7075	Intermediate Similarity	NPD3059	Approved
0.7075	Intermediate Similarity	NPD3062	Approved
0.7073	Intermediate Similarity	NPD2969	Approved
0.7073	Intermediate Similarity	NPD2970	Approved
0.7068	Intermediate Similarity	NPD1792	Phase 2
0.7059	Intermediate Similarity	NPD8054	Approved
0.7059	Intermediate Similarity	NPD302	Approved
0.7059	Intermediate Similarity	NPD8053	Approved
0.7055	Intermediate Similarity	NPD2821	Approved
0.705	Intermediate Similarity	NPD4093	Discontinued
0.7041	Intermediate Similarity	NPD7132	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD7843	Approved
0.7032	Intermediate Similarity	NPD4160	Clinical (unspecified phase)
0.7032	Intermediate Similarity	NPD2874	Phase 2
0.703	Intermediate Similarity	NPD677	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD3296	Phase 1
0.7019	Intermediate Similarity	NPD6788	Approved
0.7015	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7014	Intermediate Similarity	NPD7905	Discontinued
0.7013	Intermediate Similarity	NPD2422	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD3845	Phase 1
0.7012	Intermediate Similarity	NPD3051	Approved
0.7007	Intermediate Similarity	NPD7157	Approved
0.7007	Intermediate Similarity	NPD259	Phase 1
0.7006	Intermediate Similarity	NPD950	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD4210	Discontinued
0.7006	Intermediate Similarity	NPD4003	Phase 3
0.6993	Remote Similarity	NPD7258	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data