NPASS Compound

Structure

CID156892 OpenBabel06191715522D 24 24 0 0 0 0 0 0 0 0999 V2000 -8.6603 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 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 -3.4641 -4.0000 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 -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 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 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 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 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 24 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	338.21
Volume:	362.029
LogP:	5.922
LogD:	3.652
LogS:	-3.55
# Rotatable Bonds:	13
TPSA:	86.99
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.287
Synthetic Accessibility Score:	2.142
Fsp3:	0.632
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.969
MDCK Permeability:	2.3651824449189007e-05
Pgp-inhibitor:	0.028
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.018
Plasma Protein Binding (PPB):	99.32200622558594%
Volume Distribution (VD):	4.039
Pgp-substrate:	1.3773059844970703%

ADMET: Metabolism

CYP1A2-inhibitor:	0.888
CYP1A2-substrate:	0.185
CYP2C19-inhibitor:	0.796
CYP2C19-substrate:	0.062
CYP2C9-inhibitor:	0.345
CYP2C9-substrate:	0.81
CYP2D6-inhibitor:	0.876
CYP2D6-substrate:	0.133
CYP3A4-inhibitor:	0.292
CYP3A4-substrate:	0.049

ADMET: Excretion

Clearance (CL):	9.866
Half-life (T1/2):	0.861

ADMET: Toxicity

hERG Blockers:	0.076
Human Hepatotoxicity (H-HT):	0.011
Drug-inuced Liver Injury (DILI):	0.139
AMES Toxicity:	0.118
Rat Oral Acute Toxicity:	0.01
Maximum Recommended Daily Dose:	0.014
Skin Sensitization:	0.961
Carcinogencity:	0.085
Eye Corrosion:	0.417
Eye Irritation:	0.958
Respiratory Toxicity:	0.215

Download Data

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

Natural Product: NPC156892

Natural Product ID:	NPC156892
*Common Name:**	Dodecyl Gallate
IUPAC Name:	dodecyl 3,4,5-trihydroxybenzoate
Synonyms:	Dodecyl 3,4,5-trihydroxybenzoate; E312; n-dodecylgallate
Standard InCHIKey:	RPWFJAMTCNSJKK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3
SMILES:	CCCCCCCCCCCCOC(=O)c1cc(c(c(c1)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL16121
PubChem CID:	14425
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000176] Benzoic acids and derivatives [CHEMONTID:0001248] Hydroxybenzoic acid derivatives [CHEMONTID:0001251] Gallic acid and derivatives [CHEMONTID:0003539] Galloyl esters

*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
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1002/hlca.19270100148]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Petals	n.a.	n.a.	PMID[15043425]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24338885]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	Silk Stigma Style	n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9445	Crocus sativus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9445	Crocus sativus	Species	Iridaceae	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	3
IC50	16
MIC	32
Others	34
Potency	116

Activity Type	# Activity
Cell Line	10
Individual Protein	20
NON-MOLECULAR	5
Organism	63
Others	103

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT326	Individual Protein	Squalene monooxygenase	Rattus norvegicus	IC50	=	61.0	nM	PMID[492112]
NPT326	Individual Protein	Squalene monooxygenase	Rattus norvegicus	IC50	=	61.0	nM	PMID[492113]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	1100.0	nM	PMID[492114]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	2.5	%	PMID[492114]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	1000.0	nM	PMID[492119]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	=	47400.0	nM	PMID[492119]
NPT137	Cell Line	L1210	Mus musculus	IC50	=	10900.0	nM	PMID[492119]
NPT169	Cell Line	B16-F10	Mus musculus	IC50	=	48000.0	nM	PMID[492119]
NPT1460	Cell Line	L929	Mus musculus	IC50	=	1000.0	nM	PMID[492119]
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	33000.0	nM	PMID[492119]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	IC50	=	15460.0	nM	PMID[492120]
NPT333	Cell Line	CEM	Homo sapiens	CC50	=	2800.0	nM	PMID[492121]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	688.9	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	27184.5	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	54947.7	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	27306	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	76616.3	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	54723.6	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	61652.4	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	54723.6	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	48972.2	nM	PubChem BioAssay data set
NPT162	Individual Protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	48972.2	nM	PubChem BioAssay data set
NPT162	Individual Protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	13745.9	nM	PubChem BioAssay data set
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	68892.9	nM	PubChem BioAssay data set
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	24444.1	nM	PubChem BioAssay data set
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	21875.1	nM	PubChem BioAssay data set
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MFC	=	12.5	ug ml-1	PMID[492110]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	12.5	ug.mL-1	PMID[492110]
NPT2539	Organism	Corynebacterium ammoniagenes	Corynebacterium ammoniagenes	MIC	=	12.5	ug.mL-1	PMID[492110]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	=	100.0	ug.mL-1	PMID[492110]
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MIC	=	12.5	ug.mL-1	PMID[492110]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	12.5	ug.mL-1	PMID[492110]
NPT167	Organism	Propionibacterium acnes	Propionibacterium acnes	MIC	=	6.25	ug.mL-1	PMID[492110]
NPT167	Organism	Propionibacterium acnes	Propionibacterium acnes	MIC	>	800.0	ug.mL-1	PMID[492110]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	>	800.0	ug.mL-1	PMID[492110]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	>	800.0	ug.mL-1	PMID[492110]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MIC	=	25.0	ug.mL-1	PMID[492110]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MFC	>	1600.0	ug ml-1	PMID[492110]
NPT774	Organism	Zygosaccharomyces bailii	Zygosaccharomyces bailii	MIC	>	1600.0	ug.mL-1	PMID[492110]
NPT20	Organism	Candida albicans	Candida albicans	MFC	>	400.0	ug ml-1	PMID[492110]
NPT21	Organism	Aspergillus niger	Aspergillus niger	MFC	>	400.0	ug ml-1	PMID[492110]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MBC	=	25.0	ug ml-1	PMID[492110]
NPT2539	Organism	Corynebacterium ammoniagenes	Corynebacterium ammoniagenes	MBC	=	25.0	ug ml-1	PMID[492110]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MBC	=	25.0	ug ml-1	PMID[492110]
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MBC	=	100.0	ug ml-1	PMID[492110]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MBC	=	25.0	ug ml-1	PMID[492110]
NPT167	Organism	Propionibacterium acnes	Propionibacterium acnes	MBC	=	6.25	ug ml-1	PMID[492110]
NPT19	Organism	Escherichia coli	Escherichia coli	MBC	>	800.0	ug ml-1	PMID[492110]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MBC	>	800.0	ug ml-1	PMID[492110]
NPT720	Organism	Enterobacter aerogenes	Enterobacter aerogenes	MBC	>	800.0	ug ml-1	PMID[492110]
NPT766	Organism	Proteus vulgaris	Proteus vulgaris	MBC	>	800.0	ug ml-1	PMID[492110]
NPT1190	Organism	Salmonella enterica	Salmonella enterica	MBC	=	50.0	ug ml-1	PMID[492110]
NPT774	Organism	Zygosaccharomyces bailii	Zygosaccharomyces bailii	MFC	>	1600.0	ug ml-1	PMID[492110]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	25.0	ug.mL-1	PMID[492111]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MBC	=	25.0	ug ml-1	PMID[492111]
NPT1261	Organism	Bacillus thuringiensis	Bacillus thuringiensis	MIC	=	50.0	ug.mL-1	PMID[492111]
NPT2539	Organism	Corynebacterium ammoniagenes	Corynebacterium ammoniagenes	MIC	=	25.0	ug.mL-1	PMID[492111]
NPT2539	Organism	Corynebacterium ammoniagenes	Corynebacterium ammoniagenes	MBC	=	25.0	ug ml-1	PMID[492111]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MIC	=	12.5	ug.mL-1	PMID[492111]
NPT729	Organism	Micrococcus luteus	Micrococcus luteus	MBC	=	25.0	ug ml-1	PMID[492111]
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MIC	=	100.0	ug.mL-1	PMID[492111]
NPT878	Organism	Streptococcus mutans	Streptococcus mutans	MBC	=	100.0	ug ml-1	PMID[492111]
NPT167	Organism	Propionibacterium acnes	Propionibacterium acnes	MIC	=	6.25	ug.mL-1	PMID[492111]
NPT167	Organism	Propionibacterium acnes	Propionibacterium acnes	MBC	=	6.25	ug ml-1	PMID[492111]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	12.5	ug.mL-1	PMID[492111]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MBC	=	25.0	ug ml-1	PMID[492111]
NPT2	Others	Unspecified		IC50	=	20000.0	nM	PMID[492114]
NPT329	Organism	Trichophyton rubrum	Trichophyton rubrum	MIC	=	50.0	ug.mL-1	PMID[492115]
NPT330	Organism	Trichophyton mentagrophytes	Trichophyton mentagrophytes	MIC	=	50.0	ug.mL-1	PMID[492115]
NPT327	Organism	Microsporum gypseum	Microsporum gypseum	MIC	=	100.0	ug.mL-1	PMID[492115]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT186	Organism	Candida tropicalis	Candida tropicalis	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT87	Organism	Aspergillus fumigatus	Aspergillus fumigatus	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT185	Organism	Aspergillus flavus	Aspergillus flavus	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT21	Organism	Aspergillus niger	Aspergillus niger	MIC	>	250.0	ug.mL-1	PMID[492115]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MFC	>	1600.0	ug ml-1	PMID[492118]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	>	1600.0	ug.mL-1	PMID[492118]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	1000.0	nM	PMID[492119]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	3000.0	nM	PMID[492120]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	7060.0	nM	PMID[492120]
NPT27	Others	Unspecified		IC50	=	30000.0	nM	PMID[492120]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	>=	1000.0	nM	PMID[492121]
NPT332	Organism	Human immunodeficiency virus type 2 (ISOLATE ROD)	Human immunodeficiency virus type 2 (ISOLATE ROD)	EC50	>=	1000.0	nM	PMID[492121]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	400.0	nM	PMID[492121]
NPT27	Others	Unspecified		CC50	=	8900.0	nM	PMID[492121]
NPT2	Others	Unspecified		Ratio CC50/EC50	>	22.0	n.a.	PMID[492121]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC90	=	1.8	uM	PMID[492121]
NPT2	Others	Unspecified		Potency	n.a.	43646.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	34528.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	43468.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	24544.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30501.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54482.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61130.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	27426.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	34669.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61400.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54947.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68284.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	54723.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3050.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2433.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4327.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	27306	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68892.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	30773.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2718.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	1933.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	76616.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61652.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	60858.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	38741.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	19496.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	13685.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	19416.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48972.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	384	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	273.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	38900	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	216.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	21875.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48341.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48557.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	608.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	385.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	13745.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	342.2	nM	PubChem BioAssay data set
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	19416.7	nM	PubChem BioAssay data set
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	15486.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	171.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	343.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3063.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	24444.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	48772.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2422.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	542.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2169	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	4855.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	3839.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	2159.3	nM	PubChem BioAssay data set

☑ 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 NPC156892 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	308
0.1-0.2	1350
0.2-0.3	3802
0.3-0.4	8558
0.4-0.5	9882
0.5-0.6	3933
0.6-0.7	6487
0.7-0.8	7468
0.8-0.85	772
0.85-0.9	110
0.9-0.95	21
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
0.9922	High Similarity	NPC18646
0.9767	High Similarity	NPC156124
0.9767	High Similarity	NPC1321
0.9767	High Similarity	NPC304929
0.9612	High Similarity	NPC264145
0.9333	High Similarity	NPC105525
0.9333	High Similarity	NPC225036
0.9333	High Similarity	NPC75763
0.9333	High Similarity	NPC12218
0.9308	High Similarity	NPC226855
0.9259	High Similarity	NPC239943
0.9203	High Similarity	NPC226738
0.9203	High Similarity	NPC121573
0.9203	High Similarity	NPC190587
0.9203	High Similarity	NPC22176
0.9185	High Similarity	NPC25305
0.9185	High Similarity	NPC125417
0.9185	High Similarity	NPC110899
0.9185	High Similarity	NPC95679
0.9185	High Similarity	NPC112068
0.9154	High Similarity	NPC158654
0.9065	High Similarity	NPC114242
0.9065	High Similarity	NPC229036
0.9065	High Similarity	NPC50221
0.9051	High Similarity	NPC471819
0.903	High Similarity	NPC239855
0.9	High Similarity	NPC108455
0.8971	High Similarity	NPC475111
0.8963	High Similarity	NPC155098
0.8963	High Similarity	NPC248150
0.8958	High Similarity	NPC221249
0.8958	High Similarity	NPC75695
0.8951	High Similarity	NPC306343
0.8944	High Similarity	NPC248257
0.8944	High Similarity	NPC43123
0.8944	High Similarity	NPC120621
0.8944	High Similarity	NPC142528
0.8915	High Similarity	NPC225710
0.8897	High Similarity	NPC208760
0.8889	High Similarity	NPC140151
0.8889	High Similarity	NPC288743
0.8881	High Similarity	NPC75945
0.8881	High Similarity	NPC107636
0.8881	High Similarity	NPC42464
0.8881	High Similarity	NPC92117
0.8872	High Similarity	NPC94810
0.8819	High Similarity	NPC473091
0.8794	High Similarity	NPC469615
0.8777	High Similarity	NPC4796
0.8759	High Similarity	NPC252979
0.8759	High Similarity	NPC274613
0.875	High Similarity	NPC289572
0.875	High Similarity	NPC295406
0.875	High Similarity	NPC157478
0.875	High Similarity	NPC200422
0.875	High Similarity	NPC283823
0.875	High Similarity	NPC159418
0.8741	High Similarity	NPC268366
0.8732	High Similarity	NPC469683
0.8714	High Similarity	NPC158472
0.8707	High Similarity	NPC125487
0.8707	High Similarity	NPC281703
0.8705	High Similarity	NPC207516
0.8696	High Similarity	NPC156307
0.8686	High Similarity	NPC106406
0.8686	High Similarity	NPC237330
0.8681	High Similarity	NPC472969
0.8676	High Similarity	NPC111888
0.8671	High Similarity	NPC262282
0.8671	High Similarity	NPC83272
0.8667	High Similarity	NPC299010
0.8662	High Similarity	NPC134975
0.8658	High Similarity	NPC472860
0.8649	High Similarity	NPC145425
0.8649	High Similarity	NPC16082
0.8649	High Similarity	NPC156624
0.8649	High Similarity	NPC79998
0.8649	High Similarity	NPC172920
0.8649	High Similarity	NPC82592
0.8649	High Similarity	NPC203757
0.8643	High Similarity	NPC26241
0.8643	High Similarity	NPC476820
0.8643	High Similarity	NPC303683
0.8643	High Similarity	NPC205751
0.8643	High Similarity	NPC474875
0.8643	High Similarity	NPC295492
0.8643	High Similarity	NPC274891
0.8643	High Similarity	NPC476819
0.8639	High Similarity	NPC205037
0.8639	High Similarity	NPC16024
0.8639	High Similarity	NPC3746
0.8639	High Similarity	NPC44260
0.8639	High Similarity	NPC310661
0.8639	High Similarity	NPC61152
0.8639	High Similarity	NPC105827
0.8633	High Similarity	NPC70380
0.863	High Similarity	NPC96501
0.8623	High Similarity	NPC229638
0.8623	High Similarity	NPC254832
0.8623	High Similarity	NPC204257
0.8623	High Similarity	NPC71108
0.8623	High Similarity	NPC267539
0.8623	High Similarity	NPC176102
0.8623	High Similarity	NPC29317
0.8621	High Similarity	NPC98809
0.8621	High Similarity	NPC476394
0.8613	High Similarity	NPC153783
0.8611	High Similarity	NPC165389
0.8611	High Similarity	NPC229264
0.8603	High Similarity	NPC318799
0.8601	High Similarity	NPC207732
0.8601	High Similarity	NPC105213
0.86	High Similarity	NPC87317
0.8592	High Similarity	NPC312256
0.8591	High Similarity	NPC300845
0.8591	High Similarity	NPC318432
0.8591	High Similarity	NPC150227
0.8591	High Similarity	NPC88803
0.8591	High Similarity	NPC250436
0.8591	High Similarity	NPC104983
0.8591	High Similarity	NPC291948
0.8582	High Similarity	NPC326065
0.8581	High Similarity	NPC43872
0.8581	High Similarity	NPC144801
0.8581	High Similarity	NPC197188
0.8581	High Similarity	NPC291510
0.8581	High Similarity	NPC281477
0.8581	High Similarity	NPC116850
0.8581	High Similarity	NPC238672
0.8571	High Similarity	NPC478200
0.8571	High Similarity	NPC278068
0.8571	High Similarity	NPC94248
0.8571	High Similarity	NPC152942
0.8571	High Similarity	NPC191835
0.8571	High Similarity	NPC142703
0.8571	High Similarity	NPC112135
0.8571	High Similarity	NPC219428
0.8571	High Similarity	NPC212693
0.8571	High Similarity	NPC302857
0.8571	High Similarity	NPC37250
0.8571	High Similarity	NPC33144
0.8552	High Similarity	NPC81835
0.8552	High Similarity	NPC476463
0.8551	High Similarity	NPC204582
0.8543	High Similarity	NPC203020
0.8543	High Similarity	NPC53889
0.8543	High Similarity	NPC239966
0.8543	High Similarity	NPC24627
0.8542	High Similarity	NPC473867
0.8533	High Similarity	NPC1913
0.8533	High Similarity	NPC160512
0.8533	High Similarity	NPC84935
0.8533	High Similarity	NPC190020
0.8533	High Similarity	NPC289322
0.8533	High Similarity	NPC77679
0.8533	High Similarity	NPC68324
0.8533	High Similarity	NPC104275
0.8533	High Similarity	NPC38779
0.8533	High Similarity	NPC114179
0.8533	High Similarity	NPC4747
0.8533	High Similarity	NPC156818
0.8533	High Similarity	NPC49173
0.8531	High Similarity	NPC473090
0.8531	High Similarity	NPC471417
0.8529	High Similarity	NPC285776
0.8523	High Similarity	NPC199926
0.8521	High Similarity	NPC110419
0.8521	High Similarity	NPC472035
0.8521	High Similarity	NPC478201
0.8519	High Similarity	NPC79332
0.8514	High Similarity	NPC289968
0.8514	High Similarity	NPC161159
0.8511	High Similarity	NPC203351
0.8503	High Similarity	NPC56204
0.8496	Intermediate Similarity	NPC85565
0.8496	Intermediate Similarity	NPC145134
0.8493	Intermediate Similarity	NPC474903
0.8487	Intermediate Similarity	NPC266365
0.8477	Intermediate Similarity	NPC160780
0.8477	Intermediate Similarity	NPC289811
0.8472	Intermediate Similarity	NPC257025
0.8472	Intermediate Similarity	NPC478203
0.8472	Intermediate Similarity	NPC210966
0.8472	Intermediate Similarity	NPC86373
0.8472	Intermediate Similarity	NPC126882
0.8472	Intermediate Similarity	NPC277426
0.8472	Intermediate Similarity	NPC210425
0.8472	Intermediate Similarity	NPC280404
0.8467	Intermediate Similarity	NPC54928
0.8467	Intermediate Similarity	NPC219892
0.8467	Intermediate Similarity	NPC189823
0.8467	Intermediate Similarity	NPC239019
0.8467	Intermediate Similarity	NPC247629
0.8467	Intermediate Similarity	NPC134925
0.8462	Intermediate Similarity	NPC156654
0.8462	Intermediate Similarity	NPC258469
0.8462	Intermediate Similarity	NPC301178
0.8462	Intermediate Similarity	NPC43158
0.8462	Intermediate Similarity	NPC277315
0.8462	Intermediate Similarity	NPC299154

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 NPC156892 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	270
0.1-0.2	870
0.2-0.3	1857
0.3-0.4	2677
0.4-0.5	1828
0.5-0.6	1102
0.6-0.7	428
0.7-0.8	108
0.8-0.85	6
0.85-0.9	3
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9767	High Similarity	NPD230	Phase 1
0.8915	High Similarity	NPD9269	Phase 2
0.8605	High Similarity	NPD9268	Approved
0.8591	High Similarity	NPD4868	Clinical (unspecified phase)
0.8385	Intermediate Similarity	NPD9545	Approved
0.8333	Intermediate Similarity	NPD6190	Approved
0.8224	Intermediate Similarity	NPD3882	Suspended
0.8212	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8212	Intermediate Similarity	NPD2801	Approved
0.8146	Intermediate Similarity	NPD1934	Approved
0.8143	Intermediate Similarity	NPD943	Approved
0.8125	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8095	Intermediate Similarity	NPD1511	Approved
0.8043	Intermediate Similarity	NPD9494	Approved
0.8042	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.8041	Intermediate Similarity	NPD2533	Approved
0.8041	Intermediate Similarity	NPD2532	Approved
0.8041	Intermediate Similarity	NPD2534	Approved
0.8039	Intermediate Similarity	NPD3817	Phase 2
0.7987	Intermediate Similarity	NPD1512	Approved
0.7974	Intermediate Similarity	NPD1465	Phase 2
0.795	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD3818	Discontinued
0.7852	Intermediate Similarity	NPD6799	Approved
0.7848	Intermediate Similarity	NPD6232	Discontinued
0.7815	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD5353	Approved
0.777	Intermediate Similarity	NPD4628	Phase 3
0.775	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD6166	Phase 2
0.775	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7746	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7744	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7716	Intermediate Similarity	NPD5844	Phase 1
0.7716	Intermediate Similarity	NPD7054	Approved
0.7708	Intermediate Similarity	NPD447	Suspended
0.7707	Intermediate Similarity	NPD7075	Discontinued
0.7702	Intermediate Similarity	NPD7473	Discontinued
0.7687	Intermediate Similarity	NPD7266	Discontinued
0.7676	Intermediate Similarity	NPD3027	Phase 3
0.7671	Intermediate Similarity	NPD1510	Phase 2
0.7669	Intermediate Similarity	NPD7472	Approved
0.7669	Intermediate Similarity	NPD7074	Phase 3
0.7662	Intermediate Similarity	NPD4380	Phase 2
0.7658	Intermediate Similarity	NPD6234	Discontinued
0.7651	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7639	Intermediate Similarity	NPD1240	Approved
0.7628	Intermediate Similarity	NPD7819	Suspended
0.7628	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD3764	Approved
0.7622	Intermediate Similarity	NPD6797	Phase 2
0.7619	Intermediate Similarity	NPD2935	Discontinued
0.7616	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7597	Intermediate Similarity	NPD3455	Phase 2
0.7578	Intermediate Similarity	NPD5242	Approved
0.7576	Intermediate Similarity	NPD7251	Discontinued
0.7566	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7556	Intermediate Similarity	NPD9493	Approved
0.7548	Intermediate Similarity	NPD6599	Discontinued
0.7538	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7534	Intermediate Similarity	NPD1607	Approved
0.7533	Intermediate Similarity	NPD8166	Discontinued
0.7533	Intermediate Similarity	NPD3750	Approved
0.7517	Intermediate Similarity	NPD1549	Phase 2
0.75	Intermediate Similarity	NPD1551	Phase 2
0.75	Intermediate Similarity	NPD7411	Suspended
0.75	Intermediate Similarity	NPD6385	Approved
0.75	Intermediate Similarity	NPD6386	Approved
0.7484	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.747	Intermediate Similarity	NPD7685	Pre-registration
0.7468	Intermediate Similarity	NPD5402	Approved
0.7467	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD37	Approved
0.7452	Intermediate Similarity	NPD6801	Discontinued
0.745	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.745	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7425	Intermediate Similarity	NPD7808	Phase 3
0.7421	Intermediate Similarity	NPD4965	Approved
0.7421	Intermediate Similarity	NPD4966	Approved
0.7421	Intermediate Similarity	NPD4967	Phase 2
0.7419	Intermediate Similarity	NPD1653	Approved
0.7417	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7391	Intermediate Similarity	NPD5494	Approved
0.7383	Intermediate Similarity	NPD2796	Approved
0.7376	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7228	Approved
0.7329	Intermediate Similarity	NPD919	Approved
0.7315	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7312	Intermediate Similarity	NPD7768	Phase 2
0.7301	Intermediate Similarity	NPD5710	Approved
0.7301	Intermediate Similarity	NPD5711	Approved
0.7294	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7292	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7279	Intermediate Similarity	NPD825	Approved
0.7279	Intermediate Similarity	NPD826	Approved
0.7279	Intermediate Similarity	NPD1613	Approved
0.7244	Intermediate Similarity	NPD920	Approved
0.7244	Intermediate Similarity	NPD5403	Approved
0.7241	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7239	Intermediate Similarity	NPD7199	Phase 2
0.7237	Intermediate Similarity	NPD2800	Approved
0.7234	Intermediate Similarity	NPD422	Phase 1
0.7226	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7212	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD3748	Approved
0.7183	Intermediate Similarity	NPD1608	Approved
0.7183	Intermediate Similarity	NPD9717	Approved
0.716	Intermediate Similarity	NPD6559	Discontinued
0.716	Intermediate Similarity	NPD3749	Approved
0.7152	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD1247	Approved
0.7134	Intermediate Similarity	NPD6959	Discontinued
0.7124	Intermediate Similarity	NPD1243	Approved
0.7115	Intermediate Similarity	NPD5401	Approved
0.7115	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7114	Intermediate Similarity	NPD555	Phase 2
0.7101	Intermediate Similarity	NPD5953	Discontinued
0.709	Intermediate Similarity	NPD2182	Approved
0.7083	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD7286	Phase 2
0.7069	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD6651	Approved
0.7059	Intermediate Similarity	NPD228	Approved
0.7051	Intermediate Similarity	NPD4357	Discontinued
0.7051	Intermediate Similarity	NPD7390	Discontinued
0.7048	Intermediate Similarity	NPD3926	Phase 2
0.7039	Intermediate Similarity	NPD9570	Approved
0.7039	Intermediate Similarity	NPD6100	Approved
0.7039	Intermediate Similarity	NPD6099	Approved
0.7034	Intermediate Similarity	NPD1203	Approved
0.7027	Intermediate Similarity	NPD411	Approved
0.7007	Intermediate Similarity	NPD6832	Phase 2
0.7006	Intermediate Similarity	NPD3146	Approved
0.7006	Intermediate Similarity	NPD3688	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.6987	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6986	Remote Similarity	NPD257	Approved
0.6986	Remote Similarity	NPD258	Approved
0.698	Remote Similarity	NPD6233	Phase 2
0.698	Remote Similarity	NPD259	Phase 1
0.6974	Remote Similarity	NPD2799	Discontinued
0.6972	Remote Similarity	NPD17	Approved
0.6972	Remote Similarity	NPD1778	Approved
0.6963	Remote Similarity	NPD9266	Approved
0.6963	Remote Similarity	NPD74	Approved
0.6954	Remote Similarity	NPD8150	Discontinued
0.6951	Remote Similarity	NPD6971	Discontinued
0.6937	Remote Similarity	NPD3226	Approved
0.6937	Remote Similarity	NPD824	Approved
0.6936	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD5408	Approved
0.6928	Remote Similarity	NPD5404	Approved
0.6928	Remote Similarity	NPD5405	Approved
0.6928	Remote Similarity	NPD5406	Approved
0.6923	Remote Similarity	NPD3496	Discontinued
0.6912	Remote Similarity	NPD3022	Approved
0.6912	Remote Similarity	NPD3021	Approved
0.6903	Remote Similarity	NPD1652	Phase 2
0.6903	Remote Similarity	NPD2654	Approved
0.6901	Remote Similarity	NPD4196	Clinical (unspecified phase)
0.6899	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6893	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD9263	Approved
0.6889	Remote Similarity	NPD1358	Approved
0.6889	Remote Similarity	NPD9267	Approved
0.6889	Remote Similarity	NPD9264	Approved
0.6887	Remote Similarity	NPD1933	Approved
0.6886	Remote Similarity	NPD7229	Phase 3
0.6879	Remote Similarity	NPD5536	Phase 2
0.6875	Remote Similarity	NPD3705	Approved
0.6871	Remote Similarity	NPD1006	Clinical (unspecified phase)
0.6871	Remote Similarity	NPD1019	Discontinued
0.6863	Remote Similarity	NPD4308	Phase 3
0.6861	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.686	Remote Similarity	NPD7039	Approved
0.686	Remote Similarity	NPD7240	Approved
0.686	Remote Similarity	NPD7038	Approved
0.6859	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD4110	Phase 3
0.6852	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6653	Approved
0.6835	Remote Similarity	NPD1241	Discontinued
0.6832	Remote Similarity	NPD7458	Discontinued
0.6828	Remote Similarity	NPD1481	Phase 2
0.6828	Remote Similarity	NPD3972	Approved
0.6824	Remote Similarity	NPD9569	Approved
0.6824	Remote Similarity	NPD3751	Discontinued
0.6815	Remote Similarity	NPD2354	Approved
0.6815	Remote Similarity	NPD3134	Approved
0.6803	Remote Similarity	NPD2797	Approved
0.6803	Remote Similarity	NPD1164	Approved
0.68	Remote Similarity	NPD1296	Phase 2
0.68	Remote Similarity	NPD3268	Approved
0.68	Remote Similarity	NPD6798	Discontinued
0.68	Remote Similarity	NPD2313	Discontinued
0.6791	Remote Similarity	NPD164	Approved
0.6781	Remote Similarity	NPD2983	Phase 2

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