NPASS Compound

Structure

CID14353 OpenBabel06191715342D 31 33 0 0 0 0 0 0 0 0999 V2000 -5.1962 -1.0000 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 1.7321 -3.0000 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 -3.4641 3.0000 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 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 0.5000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 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 -0.0000 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 3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 14 1 0 0 0 0 5 29 1 0 0 0 0 6 30 1 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 11 19 2 0 0 0 0 12 18 2 0 0 0 0 12 20 1 0 0 0 0 15 18 1 0 0 0 0 15 23 2 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 29 1 0 0 0 0 19 21 1 0 0 0 0 19 31 1 0 0 0 0 20 22 2 0 0 0 0 20 31 1 0 0 0 0 21 24 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 28 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	424.19
Volume:	444.3
LogP:	6.259
LogD:	3.782
LogS:	-3.805
# Rotatable Bonds:	6
TPSA:	89.13
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.398
Synthetic Accessibility Score:	3.225
Fsp3:	0.32
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.875
MDCK Permeability:	1.362523835268803e-05
Pgp-inhibitor:	0.864
Pgp-substrate:	0.024
Human Intestinal Absorption (HIA):	0.131
20% Bioavailability (F20%):	0.034
30% Bioavailability (F30%):	0.017

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.006
Plasma Protein Binding (PPB):	88.95830535888672%
Volume Distribution (VD):	0.799
Pgp-substrate:	15.148726463317871%

ADMET: Metabolism

CYP1A2-inhibitor:	0.351
CYP1A2-substrate:	0.94
CYP2C19-inhibitor:	0.835
CYP2C19-substrate:	0.498
CYP2C9-inhibitor:	0.893
CYP2C9-substrate:	0.932
CYP2D6-inhibitor:	0.52
CYP2D6-substrate:	0.65
CYP3A4-inhibitor:	0.236
CYP3A4-substrate:	0.165

ADMET: Excretion

Clearance (CL):	3.663
Half-life (T1/2):	0.205

ADMET: Toxicity

hERG Blockers:	0.025
Human Hepatotoxicity (H-HT):	0.85
Drug-inuced Liver Injury (DILI):	0.888
AMES Toxicity:	0.469
Rat Oral Acute Toxicity:	0.356
Maximum Recommended Daily Dose:	0.227
Skin Sensitization:	0.86
Carcinogencity:	0.227
Eye Corrosion:	0.003
Eye Irritation:	0.46
Respiratory Toxicity:	0.578

Download Data

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

Natural Product: NPC14353

Natural Product ID:	NPC14353
*Common Name:**	Beta-Mangostin
IUPAC Name:	1,6-dihydroxy-3,7-dimethoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
Synonyms:	Beta-Mangostin
Standard InCHIKey:	YRKKJHJIWCRNCW-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C25H28O6/c1-13(2)7-9-15-18(29-5)12-20-22(23(15)27)24(28)21-16(10-8-14(3)4)25(30-6)17(26)11-19(21)31-20/h7-8,11-12,26-27H,9-10H2,1-6H3
SMILES:	COc1c(O)cc2c(c1CC=C(C)C)c(=O)c1c(o2)cc(c(c1O)CC=C(C)C)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL261706
PubChem CID:	5495925
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000123] Benzopyrans [CHEMONTID:0003410] 1-benzopyrans [CHEMONTID:0002817] Dibenzopyrans [CHEMONTID:0000200] Xanthenes [CHEMONTID:0000204] Xanthones [CHEMONTID:0003519] 8-prenylated xanthones

*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
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1071/CH03175]
NPO7811	Scleronephthya pallida	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075773]
NPO9520	Cratoxylum sumatranum	Species	Hypericaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11908969]
NPO9520	Cratoxylum sumatranum	Species	Hypericaceae	Eukaryota	n.a.	twig	n.a.	PMID[11908969]
NPO9520	Cratoxylum sumatranum	Species	Hypericaceae	Eukaryota	n.a.	stem	n.a.	PMID[11908969]
NPO18783	Garcinia fusca	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12608849]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15182859]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	root	n.a.	PMID[16310231]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	root	n.a.	PMID[16651783]
NPO10376	Arcyria denudata	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16933891]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18464091]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18558747]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	stem bark	Pangradin village, Jasinga, West Java, Indonesia	2005-AUG	PMID[19839614]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	twigs	n.a.	n.a.	PMID[20058933]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20817450]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	stem	n.a.	PMID[21428375]
NPO16745	Scorzonera judaica	Species	Asteraceae	Eukaryota	roots	Daba desert reserve (50 km South of Amman), Jordan	2009-APR	PMID[21650157]
NPO16745	Scorzonera judaica	Species	Asteraceae	Eukaryota	n.a.	tuberous root	n.a.	PMID[21650157]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[24555285]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24717154]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	flowers	Pakook, Muang District, Chiang Rai Province, Thailand	2013-Feb	PMID[25651042]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	young fruits	Khokkhon, Tha Bo District, Nong Khai Province, Thailand	2011-Aug	PMID[25651042]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31860303]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	fruit hulls	Madras, Tamil Nadu, India	1993-MAR	PMID[9213587]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO19227	Hippoglossus hippoglossus	Species	Pleuronectidae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO19227	Hippoglossus hippoglossus	Species	Pleuronectidae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO10849	Eucalyptus camaldulensis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22337	Garcinia dulcis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10391	Dolomiaea souliei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10849	Eucalyptus camaldulensis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22337	Garcinia dulcis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10391	Dolomiaea souliei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6106	Hymeniacidon perlevis	Species	Halichondriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8354	Aster bellidiastrum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7811	Scleronephthya pallida	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12600	Trametes cinnabarina	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18005	Artemisia leucodes	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11770	Amphicome emodi	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO19359	Parmotrema delicatulum	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17438	Polygala virgata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3449	Lonicera hypoleuca	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16745	Scorzonera judaica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10221	Streptomyces alboniger	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13263	Verbena brasiliensis	Species	Verbenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19560	Populus italica	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25216	Senecio vellereus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18783	Garcinia fusca	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10056	Nicotiana sylvestris	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18657	Galanthus gracilis	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8560	Aplidium tabascum	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18995	Gaultheria itoana	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7534	Leptogorgia sarmentosa	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9741	Actinopyga agassizi	Species	Holothuriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9717	Wibelia divaricata	Species	Davalliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24931	Myelochroa aurulenta	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3707	Chromatium okenii	Species	Chromatiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO22337	Garcinia dulcis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25472	Garcinia cowa	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6249	Garcinia mangostana	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10849	Eucalyptus camaldulensis	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27924	Serpocaulon triseriale	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8927	Poria selecta	Species	Coccinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9520	Cratoxylum sumatranum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19501	Pseudosuberites hyalinus	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24928	Cratoxylum cochinchinense	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10391	Dolomiaea souliei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4064	Halimodendron halodendron	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14950	Ardisia polycephala	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10376	Arcyria denudata	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19227	Hippoglossus hippoglossus	Species	Pleuronectidae	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
ED50	1
IC50	9
Ki	2
MIC	13
Others	9

Activity Type	# Activity
Cell Line	7
Individual Protein	6
Organism	13
Others	7
PROTEIN FAMILY	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	7600.0	nM	PMID[495458]
NPT80	Cell Line	Raji	Homo sapiens	Activity	=	70.0	%	PMID[495459]
NPT80	Cell Line	Raji	Homo sapiens	Activity	>	80.0	%	PMID[495459]
NPT139	Cell Line	HT-29	Homo sapiens	ED50	=	1.7	uM	PMID[495460]
NPT163	Individual Protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	IC50	=	7500.0	nM	PMID[495460]
NPT344	Individual Protein	Sialidase	Clostridium perfringens	IC50	=	60700.0	nM	PMID[495461]
NPT344	Individual Protein	Sialidase	Clostridium perfringens	Ki	=	24900.0	nM	PMID[495461]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	12780.0	nM	PMID[495465]
NPT2	Others	Unspecified		Inhibition	=	0.0	%	PMID[495459]
NPT2	Others	Unspecified		Inhibition	=	20.5	%	PMID[495459]
NPT2	Others	Unspecified		Inhibition	=	62.6	%	PMID[495459]
NPT2	Others	Unspecified		Inhibition	=	90.4	%	PMID[495459]
NPT2	Others	Unspecified		IC50	=	270.0	molar ratio	PMID[495459]
NPT721	Individual Protein	Nuclear factor NF-kappa-B p65 subunit	Homo sapiens	IC50	=	12100.0	nM	PMID[495460]
NPT865	Individual Protein	Fatty acid synthase	Homo sapiens	IC50	=	24830.0	nM	PMID[495462]
NPT2	Others	Unspecified		Inhibition	=	73.1	%	PMID[495463]
NPT2	Others	Unspecified		IC50	=	8700.0	nM	PMID[495463]
NPT314	Organism	Bacillus cereus	Bacillus cereus	MIC	=	16.0	ug.mL-1	PMID[495463]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	4.0	ug.mL-1	PMID[495463]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	>	128.0	ug.mL-1	PMID[495463]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	128.0	ug.mL-1	PMID[495463]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	MIC	=	128.0	ug.mL-1	PMID[495463]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	128.0	ug.mL-1	PMID[495463]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Ki	=	12000.0	nM	PMID[495464]
NPT20648	PROTEIN FAMILY	Alpha glucosidase	Homo sapiens	IC50	=	22600.0	nM	PMID[495466]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4.68	ug.mL-1	PMID[495467]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	2.34	ug.mL-1	PMID[495467]
NPT175	Organism	Enterococcus faecalis	Enterococcus faecalis	MIC	=	300.0	ug.mL-1	PMID[495467]
NPT1242	Organism	Salmonella typhi	Salmonella enterica subsp. enterica serovar Typhi	MIC	>	300.0	ug.mL-1	PMID[495467]
NPT1243	Organism	Shigella sonnei	Shigella sonnei	MIC	>	300.0	ug.mL-1	PMID[495467]
NPT18	Organism	Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	=	9.37	ug.mL-1	PMID[495467]

☑ 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 NPC14353 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	451
0.1-0.2	1840
0.2-0.3	4409
0.3-0.4	10917
0.4-0.5	7117
0.5-0.6	3573
0.6-0.7	4876
0.7-0.8	5143
0.8-0.85	2419
0.85-0.9	1193
0.9-0.95	660
0.95-1	99

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC228785
1.0	High Similarity	NPC56085
0.9934	High Similarity	NPC278052
0.9934	High Similarity	NPC61010
0.9934	High Similarity	NPC100123
0.9934	High Similarity	NPC40491
0.9868	High Similarity	NPC241904
0.9868	High Similarity	NPC300727
0.9868	High Similarity	NPC320359
0.9868	High Similarity	NPC217677
0.9868	High Similarity	NPC165977
0.9805	High Similarity	NPC236132
0.9805	High Similarity	NPC248638
0.9805	High Similarity	NPC152659
0.9805	High Similarity	NPC236521
0.9805	High Similarity	NPC220313
0.9805	High Similarity	NPC7483
0.9803	High Similarity	NPC476242
0.9801	High Similarity	NPC274730
0.9801	High Similarity	NPC142339
0.9742	High Similarity	NPC326520
0.9742	High Similarity	NPC275780
0.9742	High Similarity	NPC472450
0.9742	High Similarity	NPC239752
0.974	High Similarity	NPC25152
0.9739	High Similarity	NPC475886
0.9739	High Similarity	NPC474287
0.9737	High Similarity	NPC262286
0.9737	High Similarity	NPC36852
0.9737	High Similarity	NPC78225
0.9737	High Similarity	NPC236796
0.9679	High Similarity	NPC170245
0.9679	High Similarity	NPC39091
0.9677	High Similarity	NPC23298
0.9677	High Similarity	NPC189473
0.9677	High Similarity	NPC270837
0.9675	High Similarity	NPC475883
0.9675	High Similarity	NPC32694
0.9675	High Similarity	NPC474187
0.9675	High Similarity	NPC474186
0.9675	High Similarity	NPC474351
0.9671	High Similarity	NPC68093
0.9671	High Similarity	NPC138243
0.9671	High Similarity	NPC191146
0.9669	High Similarity	NPC89474
0.9618	High Similarity	NPC6588
0.9618	High Similarity	NPC117854
0.9618	High Similarity	NPC477154
0.9613	High Similarity	NPC229632
0.9613	High Similarity	NPC294965
0.961	High Similarity	NPC235018
0.961	High Similarity	NPC36217
0.961	High Similarity	NPC119224
0.961	High Similarity	NPC200746
0.961	High Similarity	NPC45146
0.9608	High Similarity	NPC136674
0.9608	High Similarity	NPC469584
0.9608	High Similarity	NPC223787
0.9605	High Similarity	NPC113906
0.9554	High Similarity	NPC472449
0.9554	High Similarity	NPC37870
0.9551	High Similarity	NPC146134
0.9551	High Similarity	NPC474350
0.9551	High Similarity	NPC197168
0.9551	High Similarity	NPC475985
0.9551	High Similarity	NPC41301
0.9548	High Similarity	NPC266314
0.9548	High Similarity	NPC66288
0.9545	High Similarity	NPC250214
0.9545	High Similarity	NPC329091
0.9545	High Similarity	NPC235448
0.9545	High Similarity	NPC95936
0.9536	High Similarity	NPC202157
0.949	High Similarity	NPC473286
0.949	High Similarity	NPC25361
0.9487	High Similarity	NPC52204
0.9487	High Similarity	NPC83922
0.9487	High Similarity	NPC470694
0.9487	High Similarity	NPC472448
0.9487	High Similarity	NPC201800
0.9487	High Similarity	NPC329760
0.9484	High Similarity	NPC204290
0.9484	High Similarity	NPC471973
0.9484	High Similarity	NPC139036
0.9484	High Similarity	NPC246478
0.9484	High Similarity	NPC476980
0.9484	High Similarity	NPC80375
0.9481	High Similarity	NPC472914
0.9481	High Similarity	NPC162869
0.9481	High Similarity	NPC156057
0.9481	High Similarity	NPC245758
0.9481	High Similarity	NPC474208
0.9481	High Similarity	NPC472911
0.9481	High Similarity	NPC475267
0.9481	High Similarity	NPC474836
0.9481	High Similarity	NPC222814
0.9481	High Similarity	NPC472910
0.9481	High Similarity	NPC96167
0.9481	High Similarity	NPC472913
0.9481	High Similarity	NPC48208
0.9477	High Similarity	NPC117992
0.9477	High Similarity	NPC230149
0.9477	High Similarity	NPC45849
0.9477	High Similarity	NPC200761
0.9477	High Similarity	NPC57674
0.9477	High Similarity	NPC470327
0.9477	High Similarity	NPC168247
0.9477	High Similarity	NPC152951
0.9477	High Similarity	NPC477503
0.9474	High Similarity	NPC101996
0.9474	High Similarity	NPC471982
0.9474	High Similarity	NPC120537
0.9474	High Similarity	NPC199100
0.9474	High Similarity	NPC180234
0.947	High Similarity	NPC151473
0.9427	High Similarity	NPC186686
0.9427	High Similarity	NPC207690
0.9423	High Similarity	NPC472275
0.9423	High Similarity	NPC167678
0.9423	High Similarity	NPC258331
0.9423	High Similarity	NPC29876
0.9419	High Similarity	NPC210459
0.9419	High Similarity	NPC185258
0.9419	High Similarity	NPC85121
0.9419	High Similarity	NPC172770
0.9419	High Similarity	NPC474290
0.9416	High Similarity	NPC209614
0.9416	High Similarity	NPC235165
0.9416	High Similarity	NPC35038
0.9416	High Similarity	NPC195796
0.9416	High Similarity	NPC472916
0.9416	High Similarity	NPC472626
0.9416	High Similarity	NPC255106
0.9416	High Similarity	NPC291878
0.9416	High Similarity	NPC470328
0.9416	High Similarity	NPC278778
0.9412	High Similarity	NPC88645
0.9412	High Similarity	NPC69394
0.9412	High Similarity	NPC183878
0.9412	High Similarity	NPC271779
0.9412	High Similarity	NPC145379
0.9412	High Similarity	NPC292214
0.9412	High Similarity	NPC227337
0.9412	High Similarity	NPC255350
0.9412	High Similarity	NPC273462
0.9412	High Similarity	NPC206238
0.9412	High Similarity	NPC231018
0.9412	High Similarity	NPC47781
0.9412	High Similarity	NPC22519
0.9412	High Similarity	NPC250822
0.9412	High Similarity	NPC49402
0.9412	High Similarity	NPC176775
0.9412	High Similarity	NPC70433
0.9412	High Similarity	NPC276409
0.9412	High Similarity	NPC75279
0.9412	High Similarity	NPC33051
0.9412	High Similarity	NPC274327
0.9412	High Similarity	NPC160951
0.9412	High Similarity	NPC167091
0.9408	High Similarity	NPC171010
0.9408	High Similarity	NPC117579
0.9367	High Similarity	NPC293319
0.9367	High Similarity	NPC475888
0.9363	High Similarity	NPC211107
0.9363	High Similarity	NPC474150
0.9363	High Similarity	NPC81679
0.9363	High Similarity	NPC474162
0.9359	High Similarity	NPC321399
0.9359	High Similarity	NPC84571
0.9359	High Similarity	NPC299436
0.9355	High Similarity	NPC210084
0.9355	High Similarity	NPC79053
0.9355	High Similarity	NPC181960
0.9355	High Similarity	NPC299520
0.9355	High Similarity	NPC474055
0.9355	High Similarity	NPC291508
0.9355	High Similarity	NPC476981
0.9355	High Similarity	NPC99597
0.9355	High Similarity	NPC180011
0.9355	High Similarity	NPC129684
0.9355	High Similarity	NPC27337
0.9355	High Similarity	NPC161960
0.9355	High Similarity	NPC304008
0.9355	High Similarity	NPC472598
0.9355	High Similarity	NPC187745
0.9355	High Similarity	NPC219867
0.9355	High Similarity	NPC472963
0.9351	High Similarity	NPC20830
0.9351	High Similarity	NPC183597
0.9351	High Similarity	NPC130589
0.9351	High Similarity	NPC37392
0.9351	High Similarity	NPC227325
0.9351	High Similarity	NPC256612
0.9351	High Similarity	NPC134287
0.9351	High Similarity	NPC50715
0.9351	High Similarity	NPC128863
0.9351	High Similarity	NPC208197
0.9351	High Similarity	NPC2476
0.9351	High Similarity	NPC201136
0.9351	High Similarity	NPC472909

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 NPC14353 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	395
0.1-0.2	996
0.2-0.3	1815
0.3-0.4	2715
0.4-0.5	1746
0.5-0.6	915
0.6-0.7	394
0.7-0.8	129
0.8-0.85	27
0.85-0.9	16
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9412	High Similarity	NPD2801	Approved
0.9286	High Similarity	NPD2393	Clinical (unspecified phase)
0.9221	High Similarity	NPD1934	Approved
0.8875	High Similarity	NPD5494	Approved
0.8824	High Similarity	NPD1511	Approved
0.8805	High Similarity	NPD3882	Suspended
0.8773	High Similarity	NPD6167	Clinical (unspecified phase)
0.8773	High Similarity	NPD6168	Clinical (unspecified phase)
0.8773	High Similarity	NPD6166	Phase 2
0.8765	High Similarity	NPD6232	Discontinued
0.872	High Similarity	NPD7473	Discontinued
0.871	High Similarity	NPD1512	Approved
0.8645	High Similarity	NPD4378	Clinical (unspecified phase)
0.8614	High Similarity	NPD5844	Phase 1
0.8571	High Similarity	NPD4868	Clinical (unspecified phase)
0.8563	High Similarity	NPD7074	Phase 3
0.8562	High Similarity	NPD1465	Phase 2
0.8562	High Similarity	NPD7819	Suspended
0.8554	High Similarity	NPD3818	Discontinued
0.8521	High Similarity	NPD4338	Clinical (unspecified phase)
0.8509	High Similarity	NPD3817	Phase 2
0.8503	High Similarity	NPD7054	Approved
0.8491	Intermediate Similarity	NPD4380	Phase 2
0.8476	Intermediate Similarity	NPD6959	Discontinued
0.8452	Intermediate Similarity	NPD7472	Approved
0.8405	Intermediate Similarity	NPD7075	Discontinued
0.8333	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8312	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8312	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8294	Intermediate Similarity	NPD6797	Phase 2
0.8282	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8258	Intermediate Similarity	NPD1549	Phase 2
0.8246	Intermediate Similarity	NPD7251	Discontinued
0.8198	Intermediate Similarity	NPD7808	Phase 3
0.8182	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD2534	Approved
0.8176	Intermediate Similarity	NPD2533	Approved
0.8176	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD2532	Approved
0.8144	Intermediate Similarity	NPD1247	Approved
0.8141	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8098	Intermediate Similarity	NPD7411	Suspended
0.8089	Intermediate Similarity	NPD2800	Approved
0.8081	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.807	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8065	Intermediate Similarity	NPD1510	Phase 2
0.8049	Intermediate Similarity	NPD6801	Discontinued
0.8039	Intermediate Similarity	NPD1240	Approved
0.8039	Intermediate Similarity	NPD943	Approved
0.8023	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.8013	Intermediate Similarity	NPD2935	Discontinued
0.8013	Intermediate Similarity	NPD2796	Approved
0.8	Intermediate Similarity	NPD6799	Approved
0.7964	Intermediate Similarity	NPD3749	Approved
0.7952	Intermediate Similarity	NPD5402	Approved
0.7949	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7947	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7941	Intermediate Similarity	NPD3926	Phase 2
0.7935	Intermediate Similarity	NPD1607	Approved
0.7931	Intermediate Similarity	NPD6559	Discontinued
0.7927	Intermediate Similarity	NPD6599	Discontinued
0.7925	Intermediate Similarity	NPD3750	Approved
0.7923	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7917	Intermediate Similarity	NPD6234	Discontinued
0.7895	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7866	Intermediate Similarity	NPD3226	Approved
0.7848	Intermediate Similarity	NPD2346	Discontinued
0.7834	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7833	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7811	Intermediate Similarity	NPD919	Approved
0.7806	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7806	Intermediate Similarity	NPD1613	Approved
0.7798	Intermediate Similarity	NPD7768	Phase 2
0.7785	Intermediate Similarity	NPD6100	Approved
0.7785	Intermediate Similarity	NPD6099	Approved
0.7778	Intermediate Similarity	NPD7390	Discontinued
0.7756	Intermediate Similarity	NPD230	Phase 1
0.7725	Intermediate Similarity	NPD37	Approved
0.7719	Intermediate Similarity	NPD7199	Phase 2
0.7701	Intermediate Similarity	NPD3751	Discontinued
0.7701	Intermediate Similarity	NPD7228	Approved
0.7692	Intermediate Similarity	NPD4966	Approved
0.7692	Intermediate Similarity	NPD4965	Approved
0.7692	Intermediate Similarity	NPD4967	Phase 2
0.7674	Intermediate Similarity	NPD5711	Approved
0.7674	Intermediate Similarity	NPD5710	Approved
0.7674	Intermediate Similarity	NPD3787	Discontinued
0.7654	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7643	Intermediate Similarity	NPD447	Suspended
0.764	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.763	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD3027	Phase 3
0.761	Intermediate Similarity	NPD3748	Approved
0.761	Intermediate Similarity	NPD2799	Discontinued
0.7595	Intermediate Similarity	NPD6651	Approved
0.7542	Intermediate Similarity	NPD8313	Approved
0.7542	Intermediate Similarity	NPD8312	Approved
0.754	Intermediate Similarity	NPD6782	Approved
0.754	Intermediate Similarity	NPD6777	Approved
0.754	Intermediate Similarity	NPD6780	Approved
0.754	Intermediate Similarity	NPD6776	Approved
0.754	Intermediate Similarity	NPD6779	Approved
0.754	Intermediate Similarity	NPD6781	Approved
0.754	Intermediate Similarity	NPD6778	Approved
0.7531	Intermediate Similarity	NPD1243	Approved
0.753	Intermediate Similarity	NPD920	Approved
0.753	Intermediate Similarity	NPD5403	Approved
0.7516	Intermediate Similarity	NPD2344	Approved
0.75	Intermediate Similarity	NPD4625	Phase 3
0.7486	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD4628	Phase 3
0.7485	Intermediate Similarity	NPD1653	Approved
0.7472	Intermediate Similarity	NPD5953	Discontinued
0.7458	Intermediate Similarity	NPD7286	Phase 2
0.7455	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7453	Intermediate Similarity	NPD1551	Phase 2
0.7452	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD2313	Discontinued
0.7421	Intermediate Similarity	NPD1933	Approved
0.7421	Intermediate Similarity	NPD7435	Discontinued
0.7418	Intermediate Similarity	NPD8150	Discontinued
0.741	Intermediate Similarity	NPD5401	Approved
0.741	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7409	Intermediate Similarity	NPD8151	Discontinued
0.7372	Intermediate Similarity	NPD9494	Approved
0.7371	Intermediate Similarity	NPD7229	Phase 3
0.7338	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD2309	Approved
0.7333	Intermediate Similarity	NPD6190	Approved
0.7333	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7783	Phase 2
0.733	Intermediate Similarity	NPD7697	Approved
0.733	Intermediate Similarity	NPD7696	Phase 3
0.733	Intermediate Similarity	NPD7698	Approved
0.7325	Intermediate Similarity	NPD4908	Phase 1
0.7322	Intermediate Similarity	NPD8434	Phase 2
0.7292	Intermediate Similarity	NPD7871	Phase 2
0.7292	Intermediate Similarity	NPD7870	Phase 2
0.7289	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7277	Intermediate Similarity	NPD6823	Phase 2
0.7273	Intermediate Similarity	NPD6535	Approved
0.7273	Intermediate Similarity	NPD6534	Approved
0.7273	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD4360	Phase 2
0.7273	Intermediate Similarity	NPD4363	Phase 3
0.7268	Intermediate Similarity	NPD7701	Phase 2
0.725	Intermediate Similarity	NPD4060	Phase 1
0.7244	Intermediate Similarity	NPD1470	Approved
0.7238	Intermediate Similarity	NPD7685	Pre-registration
0.7238	Intermediate Similarity	NPD7240	Approved
0.7235	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7232	Intermediate Similarity	NPD5242	Approved
0.7208	Intermediate Similarity	NPD1201	Approved
0.7208	Intermediate Similarity	NPD1610	Phase 2
0.7194	Intermediate Similarity	NPD7874	Approved
0.7194	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7191	Intermediate Similarity	NPD2403	Approved
0.7161	Intermediate Similarity	NPD9269	Phase 2
0.7158	Intermediate Similarity	NPD7699	Phase 2
0.7158	Intermediate Similarity	NPD7700	Phase 2
0.7157	Intermediate Similarity	NPD7801	Approved
0.7152	Intermediate Similarity	NPD2861	Phase 2
0.7151	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7134	Intermediate Similarity	NPD5408	Approved
0.7134	Intermediate Similarity	NPD1203	Approved
0.7134	Intermediate Similarity	NPD5406	Approved
0.7134	Intermediate Similarity	NPD5404	Approved
0.7134	Intermediate Similarity	NPD5405	Approved
0.7126	Intermediate Similarity	NPD5353	Approved
0.7125	Intermediate Similarity	NPD3268	Approved
0.712	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD4749	Approved
0.711	Intermediate Similarity	NPD6844	Discontinued
0.7108	Intermediate Similarity	NPD6674	Discontinued
0.7108	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD1471	Phase 3
0.7089	Intermediate Similarity	NPD2798	Approved
0.7059	Intermediate Similarity	NPD4287	Approved
0.7059	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD4361	Phase 2
0.7053	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD1608	Approved
0.7048	Intermediate Similarity	NPD2424	Discontinued
0.7047	Intermediate Similarity	NPD2494	Approved
0.7047	Intermediate Similarity	NPD2493	Approved
0.7041	Intermediate Similarity	NPD7584	Approved
0.7037	Intermediate Similarity	NPD6213	Phase 3
0.7037	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD6212	Phase 3
0.7035	Intermediate Similarity	NPD7458	Discontinued
0.7029	Intermediate Similarity	NPD4288	Approved
0.7025	Intermediate Similarity	NPD2797	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