NPASS Compound

Structure

CID167815 OpenBabel06191715542D 28 30 0 0 0 0 0 0 0 0999 V2000 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -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 -3.4641 1.0000 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 -6.0622 -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 -3.4641 0.0000 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 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 -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 -0.8660 -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 -6.9282 -2.0000 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 -6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -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 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 21 1 0 0 0 0 12 15 1 0 0 0 0 12 22 2 0 0 0 0 13 28 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 0 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	388.12
Volume:	378.037
LogP:	2.818
LogD:	2.647
LogS:	-4.146
# Rotatable Bonds:	6
TPSA:	96.59
# H-Bond Aceptor:	8
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.688
Synthetic Accessibility Score:	2.537
Fsp3:	0.25
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.596
MDCK Permeability:	2.4005277737160213e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.017
20% Bioavailability (F20%):	0.002
30% Bioavailability (F30%):	0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.023
Plasma Protein Binding (PPB):	76.51648712158203%
Volume Distribution (VD):	0.878
Pgp-substrate:	28.442054748535156%

ADMET: Metabolism

CYP1A2-inhibitor:	0.314
CYP1A2-substrate:	0.983
CYP2C19-inhibitor:	0.482
CYP2C19-substrate:	0.816
CYP2C9-inhibitor:	0.669
CYP2C9-substrate:	0.899
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.9
CYP3A4-inhibitor:	0.466
CYP3A4-substrate:	0.707

ADMET: Excretion

Clearance (CL):	4.522
Half-life (T1/2):	0.541

ADMET: Toxicity

hERG Blockers:	0.276
Human Hepatotoxicity (H-HT):	0.096
Drug-inuced Liver Injury (DILI):	0.926
AMES Toxicity:	0.309
Rat Oral Acute Toxicity:	0.362
Maximum Recommended Daily Dose:	0.031
Skin Sensitization:	0.316
Carcinogencity:	0.045
Eye Corrosion:	0.003
Eye Irritation:	0.326
Respiratory Toxicity:	0.114

Download Data

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

Natural Product: NPC167815

Natural Product ID:	NPC167815
*Common Name:**	4'-Demethylnobiletin
IUPAC Name:	2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
Synonyms:	4'-Demethylnobiletin
Standard InCHIKey:	NHMZUDOXUOAEOH-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C20H20O8/c1-23-14-8-10(6-7-11(14)21)13-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,21H,1-5H3
SMILES:	COc1cc(ccc1O)c1cc(=O)c2c(c(c(c(c2o1)OC)OC)OC)OC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL225703
PubChem CID:	21593928
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0002585] O-methylated flavonoids [CHEMONTID:0002593] 8-O-methylated flavonoids

*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
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)88710-5]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10096857]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	fruit	n.a.	PMID[10606547]
NPO25415	Pseudopterogorgia kallos	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15128261]
NPO24744	Chloranthus tianmushanensis	Species	Chloranthaceae	Eukaryota	leaves	n.a.	n.a.	PMID[18357995]
NPO24475	Aceriphyllum rossii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[19618898]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23186307]
NPO23805	Arnica nevadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23501116]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23507152]
NPO22194	Kaempferia pulchra	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25919052]
NPO22194	Kaempferia pulchra	Species	Zingiberaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[31836445]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO25045	Senecio squalidus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25258	Seriphidium cinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25623	Taxodium mucronatum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25359	Isodon kameba	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22736	Drosera peltata	Species	Droseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6714	Securidaca inappendiculata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO6714	Securidaca inappendiculata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25045	Senecio squalidus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25258	Seriphidium cinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22736	Drosera peltata	Species	Droseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25623	Taxodium mucronatum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25359	Isodon kameba	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25258	Seriphidium cinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25187	Cladonia evansii	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25291	Lactarius scrobiculatus	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22194	Kaempferia pulchra	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25234	Epaltes gariepina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24744	Chloranthus tianmushanensis	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23691	Pyrosoma giganteum	Species	Pyrosomatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18352	Anaxagorea clavata	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26128	Clonostachys rosea	Species	Bionectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7445	Pteris prolifera	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25671	Gardenia fosbergii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25443	Citrus reticulata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24929	Aria pallescens	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25699	Vitex madiensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24068	Prunus laurocerasus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6098	Salvia officinalis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28665	Sesbania punicea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26042	Agnorhiza bolanderi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25471	Chromolaena pulchella	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23805	Arnica nevadensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24675	Quercus aegilops	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25623	Taxodium mucronatum	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1794	Ilex affinis	Species	Aquifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22736	Drosera peltata	Species	Droseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25258	Seriphidium cinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24218	Fusarium gibbosum	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23963	Odixia angusta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25390	Pterocarpus grandiflorus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24599	Streptomyces althioticus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO24987	Simira eliezeriana	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25090	Araujia sericifera	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24291	Rhizobium phaseoli	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25045	Senecio squalidus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24640	Echinops amplexicaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24475	Aceriphyllum rossii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO24511	Dipterocarpus alatus	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20833	Beyeria brevifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25415	Pseudopterogorgia kallos	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24830	Prosopis glandulosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20823	Stenostomum lucidum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23453	Pheidole pallidula	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25529	Bursaria spinosa	Species	Pittosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25359	Isodon kameba	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24383	Ficus formosana	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25144	Artemisia monogyna	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24556	Bassia butyracea	Species	Abylidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6714	Securidaca inappendiculata	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23567	Coccus fagi	Species	Coccidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25326	Dendrosenecio kilimanjari	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7552	Alligator mississippiensis	Species	Alligatoridae	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
AC50	1
IC50	6
Others	34

Activity Type	# Activity
Cell Line	2
Individual Protein	1
NON-MOLECULAR	1
Organism	33
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT116	Cell Line	HL-60	Homo sapiens	IC50	=	47410.0	nM	PMID[561301]
NPT116	Cell Line	HL-60	Homo sapiens	AC50	=	87100.0	nM	PMID[561301]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	443.7	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	495.7	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	163.9	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	224.2	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	168.9	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	118.5	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	489.9	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	563.5	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	195.3	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	243.5	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	219.1	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	182.4	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	511.2	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	551.9	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	232.6	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	376.3	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	285.4	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	233.2	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	551.2	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	574.1	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	267.7	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	394.0	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	299.6	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	283.7	Miller_unit	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	28.7	%	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	80.9	%	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	72.4	%	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	ID50	=	0.04	mM	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	ID50	=	0.16	mM	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	58.2	%	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	Activity	=	76.4	%	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	ID50	=	0.3	mM	PMID[561303]
NPT566	Organism	Salmonella typhimurium	Salmonella enterica subsp. enterica serovar Typhimurium	ID50	=	0.34	mM	PMID[561303]
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	=	18620.87	nM	PMID[561304]
NPT2	Others	Unspecified		IC50	=	3700.0	nM	PMID[561305]
NPT2	Others	Unspecified		IC50	=	5500.0	nM	PMID[561305]
NPT2	Others	Unspecified		IC50	=	3700.0	nM	PMID[561306]
NPT2	Others	Unspecified		IC50	=	5500.0	nM	PMID[561306]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI	=	30.7	%	PMID[561307]

☑ 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 NPC167815 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	443
0.1-0.2	1941
0.2-0.3	5049
0.3-0.4	11261
0.4-0.5	6084
0.5-0.6	3859
0.6-0.7	5174
0.7-0.8	4793
0.8-0.85	1954
0.85-0.9	1181
0.9-0.95	684
0.95-1	274

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC146165
1.0	High Similarity	NPC163780
1.0	High Similarity	NPC183597
1.0	High Similarity	NPC138360
1.0	High Similarity	NPC128863
1.0	High Similarity	NPC2476
1.0	High Similarity	NPC227325
1.0	High Similarity	NPC201136
1.0	High Similarity	NPC4455
1.0	High Similarity	NPC50715
1.0	High Similarity	NPC280339
1.0	High Similarity	NPC92659
1.0	High Similarity	NPC196439
0.9932	High Similarity	NPC255350
0.9932	High Similarity	NPC176775
0.9932	High Similarity	NPC274327
0.9932	High Similarity	NPC250822
0.9932	High Similarity	NPC276409
0.9932	High Similarity	NPC231018
0.9932	High Similarity	NPC183878
0.9932	High Similarity	NPC69394
0.9932	High Similarity	NPC75279
0.9932	High Similarity	NPC160951
0.9932	High Similarity	NPC145379
0.9932	High Similarity	NPC47781
0.9932	High Similarity	NPC22519
0.9866	High Similarity	NPC75215
0.9866	High Similarity	NPC93376
0.9866	High Similarity	NPC224137
0.9866	High Similarity	NPC227192
0.9866	High Similarity	NPC189179
0.9865	High Similarity	NPC213622
0.9865	High Similarity	NPC256612
0.9865	High Similarity	NPC208197
0.9865	High Similarity	NPC20830
0.9864	High Similarity	NPC25270
0.9864	High Similarity	NPC198826
0.9864	High Similarity	NPC100887
0.9864	High Similarity	NPC212678
0.9864	High Similarity	NPC57030
0.9864	High Similarity	NPC120163
0.9864	High Similarity	NPC131624
0.9864	High Similarity	NPC156222
0.9864	High Similarity	NPC142540
0.9864	High Similarity	NPC241498
0.9864	High Similarity	NPC162313
0.9864	High Similarity	NPC83508
0.9864	High Similarity	NPC71334
0.9864	High Similarity	NPC188203
0.9864	High Similarity	NPC222830
0.9864	High Similarity	NPC301323
0.9864	High Similarity	NPC239128
0.9864	High Similarity	NPC275836
0.9864	High Similarity	NPC187498
0.9864	High Similarity	NPC293183
0.9864	High Similarity	NPC256283
0.9864	High Similarity	NPC275722
0.98	High Similarity	NPC22472
0.98	High Similarity	NPC176300
0.98	High Similarity	NPC19687
0.98	High Similarity	NPC105242
0.98	High Similarity	NPC4481
0.98	High Similarity	NPC204854
0.98	High Similarity	NPC288669
0.98	High Similarity	NPC7846
0.98	High Similarity	NPC18607
0.98	High Similarity	NPC25495
0.98	High Similarity	NPC9609
0.98	High Similarity	NPC115798
0.98	High Similarity	NPC18772
0.98	High Similarity	NPC143828
0.98	High Similarity	NPC191459
0.98	High Similarity	NPC261004
0.98	High Similarity	NPC300943
0.98	High Similarity	NPC253634
0.98	High Similarity	NPC152166
0.98	High Similarity	NPC130894
0.9799	High Similarity	NPC247017
0.9799	High Similarity	NPC474520
0.9799	High Similarity	NPC98661
0.9799	High Similarity	NPC49824
0.9796	High Similarity	NPC226973
0.9796	High Similarity	NPC208043
0.9733	High Similarity	NPC235215
0.9733	High Similarity	NPC472438
0.9733	High Similarity	NPC305663
0.9733	High Similarity	NPC7973
0.9733	High Similarity	NPC163524
0.9733	High Similarity	NPC78302
0.9733	High Similarity	NPC287979
0.9733	High Similarity	NPC110070
0.9733	High Similarity	NPC203891
0.9733	High Similarity	NPC29841
0.9733	High Similarity	NPC176665
0.9733	High Similarity	NPC470402
0.9733	High Similarity	NPC101830
0.9732	High Similarity	NPC201451
0.9732	High Similarity	NPC26227
0.9732	High Similarity	NPC44079
0.973	High Similarity	NPC39732
0.973	High Similarity	NPC60972
0.9728	High Similarity	NPC306821
0.9728	High Similarity	NPC184136
0.9669	High Similarity	NPC193842
0.9667	High Similarity	NPC55619
0.9667	High Similarity	NPC245546
0.9667	High Similarity	NPC178854
0.9667	High Similarity	NPC200388
0.9667	High Similarity	NPC472916
0.9667	High Similarity	NPC268161
0.9667	High Similarity	NPC43243
0.9667	High Similarity	NPC100916
0.9667	High Similarity	NPC266960
0.9667	High Similarity	NPC292107
0.9664	High Similarity	NPC86485
0.9662	High Similarity	NPC308451
0.966	High Similarity	NPC137062
0.966	High Similarity	NPC223579
0.966	High Similarity	NPC259713
0.966	High Similarity	NPC183950
0.966	High Similarity	NPC287101
0.966	High Similarity	NPC296197
0.966	High Similarity	NPC52005
0.966	High Similarity	NPC216318
0.966	High Similarity	NPC328119
0.966	High Similarity	NPC177298
0.966	High Similarity	NPC17286
0.966	High Similarity	NPC48479
0.9605	High Similarity	NPC476980
0.9603	High Similarity	NPC96167
0.9603	High Similarity	NPC474208
0.9603	High Similarity	NPC472913
0.9603	High Similarity	NPC48208
0.9603	High Similarity	NPC475267
0.9603	High Similarity	NPC474836
0.9603	High Similarity	NPC472911
0.9603	High Similarity	NPC472910
0.9603	High Similarity	NPC222814
0.9603	High Similarity	NPC162869
0.9603	High Similarity	NPC245758
0.9603	High Similarity	NPC156057
0.9603	High Similarity	NPC78225
0.9603	High Similarity	NPC472914
0.96	High Similarity	NPC214138
0.96	High Similarity	NPC189960
0.96	High Similarity	NPC32557
0.96	High Similarity	NPC2928
0.9597	High Similarity	NPC199100
0.9597	High Similarity	NPC120537
0.9597	High Similarity	NPC180234
0.9597	High Similarity	NPC27208
0.9597	High Similarity	NPC301123
0.9597	High Similarity	NPC134677
0.9595	High Similarity	NPC45873
0.9592	High Similarity	NPC120464
0.9592	High Similarity	NPC195202
0.9545	High Similarity	NPC272064
0.9542	High Similarity	NPC266314
0.9542	High Similarity	NPC258331
0.9536	High Similarity	NPC255106
0.9536	High Similarity	NPC235165
0.9536	High Similarity	NPC191146
0.9536	High Similarity	NPC265511
0.9536	High Similarity	NPC68093
0.9533	High Similarity	NPC236223
0.9533	High Similarity	NPC246204
0.9533	High Similarity	NPC167091
0.9533	High Similarity	NPC124714
0.9533	High Similarity	NPC206238
0.9533	High Similarity	NPC472915
0.9533	High Similarity	NPC280937
0.9533	High Similarity	NPC292214
0.9533	High Similarity	NPC88645
0.9533	High Similarity	NPC58382
0.9533	High Similarity	NPC250557
0.9533	High Similarity	NPC162351
0.9533	High Similarity	NPC270620
0.9533	High Similarity	NPC78326
0.9533	High Similarity	NPC179126
0.9533	High Similarity	NPC271779
0.953	High Similarity	NPC225731
0.953	High Similarity	NPC252933
0.953	High Similarity	NPC125062
0.953	High Similarity	NPC133953
0.953	High Similarity	NPC50403
0.953	High Similarity	NPC200740
0.953	High Similarity	NPC54394
0.953	High Similarity	NPC117579
0.953	High Similarity	NPC28274
0.9527	High Similarity	NPC92722
0.9527	High Similarity	NPC102003
0.9524	High Similarity	NPC30647
0.9524	High Similarity	NPC62536
0.9524	High Similarity	NPC61871
0.9524	High Similarity	NPC55557
0.9524	High Similarity	NPC12200
0.9524	High Similarity	NPC108406
0.9524	High Similarity	NPC275772
0.9524	High Similarity	NPC239312
0.9524	High Similarity	NPC85233

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 NPC167815 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	412
0.1-0.2	995
0.2-0.3	1855
0.3-0.4	2653
0.4-0.5	1746
0.5-0.6	972
0.6-0.7	353
0.7-0.8	110
0.8-0.85	32
0.85-0.9	13
0.9-0.95	7
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9932	High Similarity	NPD2801	Approved
0.9338	High Similarity	NPD1934	Approved
0.932	High Similarity	NPD1511	Approved
0.9195	High Similarity	NPD1512	Approved
0.9156	High Similarity	NPD3882	Suspended
0.915	High Similarity	NPD2393	Clinical (unspecified phase)
0.9091	High Similarity	NPD3817	Phase 2
0.9	High Similarity	NPD3818	Discontinued
0.8994	High Similarity	NPD6168	Clinical (unspecified phase)
0.8994	High Similarity	NPD6167	Clinical (unspecified phase)
0.8994	High Similarity	NPD6166	Phase 2
0.8957	High Similarity	NPD4338	Clinical (unspecified phase)
0.8944	High Similarity	NPD7054	Approved
0.8889	High Similarity	NPD7472	Approved
0.8773	High Similarity	NPD7074	Phase 3
0.875	High Similarity	NPD4378	Clinical (unspecified phase)
0.872	High Similarity	NPD6797	Phase 2
0.8671	High Similarity	NPD4868	Clinical (unspecified phase)
0.8667	High Similarity	NPD7251	Discontinued
0.8625	High Similarity	NPD5494	Approved
0.8614	High Similarity	NPD7808	Phase 3
0.859	High Similarity	NPD4380	Phase 2
0.8519	High Similarity	NPD6232	Discontinued
0.85	High Similarity	NPD4381	Clinical (unspecified phase)
0.8491	Intermediate Similarity	NPD5402	Approved
0.8476	Intermediate Similarity	NPD7473	Discontinued
0.8411	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8411	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.84	Intermediate Similarity	NPD1510	Phase 2
0.8387	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8385	Intermediate Similarity	NPD7075	Discontinued
0.8355	Intermediate Similarity	NPD1549	Phase 2
0.8344	Intermediate Similarity	NPD2796	Approved
0.8323	Intermediate Similarity	NPD6799	Approved
0.8313	Intermediate Similarity	NPD1465	Phase 2
0.8255	Intermediate Similarity	NPD943	Approved
0.8255	Intermediate Similarity	NPD1240	Approved
0.825	Intermediate Similarity	NPD6801	Discontinued
0.8232	Intermediate Similarity	NPD1247	Approved
0.8199	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8199	Intermediate Similarity	NPD7819	Suspended
0.8166	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8155	Intermediate Similarity	NPD5844	Phase 1
0.8155	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8148	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8146	Intermediate Similarity	NPD1607	Approved
0.8133	Intermediate Similarity	NPD3926	Phase 2
0.8117	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8075	Intermediate Similarity	NPD7411	Suspended
0.805	Intermediate Similarity	NPD5403	Approved
0.8012	Intermediate Similarity	NPD6599	Discontinued
0.8012	Intermediate Similarity	NPD6959	Discontinued
0.7987	Intermediate Similarity	NPD2935	Discontinued
0.7987	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7961	Intermediate Similarity	NPD230	Phase 1
0.7961	Intermediate Similarity	NPD447	Suspended
0.7937	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7925	Intermediate Similarity	NPD5401	Approved
0.7919	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7907	Intermediate Similarity	NPD6559	Discontinued
0.7898	Intermediate Similarity	NPD3750	Approved
0.7895	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD1613	Approved
0.7892	Intermediate Similarity	NPD919	Approved
0.7888	Intermediate Similarity	NPD1653	Approved
0.7834	Intermediate Similarity	NPD2800	Approved
0.7815	Intermediate Similarity	NPD3027	Phase 3
0.7806	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7797	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7763	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD1551	Phase 2
0.7736	Intermediate Similarity	NPD6190	Approved
0.7725	Intermediate Similarity	NPD3749	Approved
0.7702	Intermediate Similarity	NPD2533	Approved
0.7702	Intermediate Similarity	NPD2534	Approved
0.7702	Intermediate Similarity	NPD2532	Approved
0.7692	Intermediate Similarity	NPD7199	Phase 2
0.7682	Intermediate Similarity	NPD9494	Approved
0.7679	Intermediate Similarity	NPD6234	Discontinued
0.7673	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7665	Intermediate Similarity	NPD7768	Phase 2
0.7651	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.764	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7622	Intermediate Similarity	NPD3226	Approved
0.7613	Intermediate Similarity	NPD1933	Approved
0.761	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7609	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7607	Intermediate Similarity	NPD920	Approved
0.7602	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7595	Intermediate Similarity	NPD2344	Approved
0.758	Intermediate Similarity	NPD3748	Approved
0.7572	Intermediate Similarity	NPD3751	Discontinued
0.7564	Intermediate Similarity	NPD6651	Approved
0.7562	Intermediate Similarity	NPD4628	Phase 3
0.7544	Intermediate Similarity	NPD3787	Discontinued
0.7543	Intermediate Similarity	NPD5953	Discontinued
0.7532	Intermediate Similarity	NPD6100	Approved
0.7532	Intermediate Similarity	NPD6099	Approved
0.7532	Intermediate Similarity	NPD2313	Discontinued
0.7528	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1243	Approved
0.75	Intermediate Similarity	NPD7685	Pre-registration
0.7485	Intermediate Similarity	NPD37	Approved
0.7485	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD2799	Discontinued
0.7458	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7456	Intermediate Similarity	NPD4967	Phase 2
0.7456	Intermediate Similarity	NPD4966	Approved
0.7456	Intermediate Similarity	NPD4965	Approved
0.7434	Intermediate Similarity	NPD1203	Approved
0.7429	Intermediate Similarity	NPD7286	Phase 2
0.7423	Intermediate Similarity	NPD7390	Discontinued
0.7407	Intermediate Similarity	NPD2309	Approved
0.7403	Intermediate Similarity	NPD6832	Phase 2
0.7381	Intermediate Similarity	NPD6844	Discontinued
0.7375	Intermediate Similarity	NPD2346	Discontinued
0.7371	Intermediate Similarity	NPD7228	Approved
0.7365	Intermediate Similarity	NPD1548	Phase 1
0.7362	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD9269	Phase 2
0.7338	Intermediate Similarity	NPD3018	Phase 2
0.7308	Intermediate Similarity	NPD3268	Approved
0.7299	Intermediate Similarity	NPD5242	Approved
0.7293	Intermediate Similarity	NPD8434	Phase 2
0.729	Intermediate Similarity	NPD4908	Phase 1
0.7285	Intermediate Similarity	NPD422	Phase 1
0.7278	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD2798	Approved
0.7273	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7261	Intermediate Similarity	NPD6233	Phase 2
0.7258	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD7033	Discontinued
0.7239	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7237	Intermediate Similarity	NPD9717	Approved
0.7234	Intermediate Similarity	NPD6776	Approved
0.7234	Intermediate Similarity	NPD6782	Approved
0.7234	Intermediate Similarity	NPD6780	Approved
0.7234	Intermediate Similarity	NPD6777	Approved
0.7234	Intermediate Similarity	NPD6781	Approved
0.7234	Intermediate Similarity	NPD6778	Approved
0.7234	Intermediate Similarity	NPD6779	Approved
0.7222	Intermediate Similarity	NPD8312	Approved
0.7222	Intermediate Similarity	NPD8313	Approved
0.7219	Intermediate Similarity	NPD6386	Approved
0.7219	Intermediate Similarity	NPD6385	Approved
0.7212	Intermediate Similarity	NPD4357	Discontinued
0.7208	Intermediate Similarity	NPD2797	Approved
0.7197	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD5353	Approved
0.719	Intermediate Similarity	NPD2983	Phase 2
0.719	Intermediate Similarity	NPD2982	Phase 2
0.7181	Intermediate Similarity	NPD5536	Phase 2
0.7178	Intermediate Similarity	NPD2654	Approved
0.7171	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD1610	Phase 2
0.7159	Intermediate Similarity	NPD2403	Approved
0.7151	Intermediate Similarity	NPD4363	Phase 3
0.7151	Intermediate Similarity	NPD4360	Phase 2
0.7143	Intermediate Similarity	NPD5711	Approved
0.7143	Intermediate Similarity	NPD4308	Phase 3
0.7143	Intermediate Similarity	NPD3225	Approved
0.7143	Intermediate Similarity	NPD5710	Approved
0.7124	Intermediate Similarity	NPD2981	Phase 2
0.7124	Intermediate Similarity	NPD1608	Approved
0.712	Intermediate Similarity	NPD7435	Discontinued
0.7115	Intermediate Similarity	NPD2861	Phase 2
0.7104	Intermediate Similarity	NPD8150	Discontinued
0.7098	Intermediate Similarity	NPD7584	Approved
0.7089	Intermediate Similarity	NPD411	Approved
0.7089	Intermediate Similarity	NPD6798	Discontinued
0.7086	Intermediate Similarity	NPD9268	Approved
0.7073	Intermediate Similarity	NPD1652	Phase 2
0.7072	Intermediate Similarity	NPD7549	Discontinued
0.7066	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD7266	Discontinued
0.705	Intermediate Similarity	NPD2899	Discontinued
0.7045	Intermediate Similarity	NPD7229	Phase 3
0.7041	Intermediate Similarity	NPD7783	Phase 2
0.7041	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD7696	Phase 3
0.7031	Intermediate Similarity	NPD7698	Approved
0.7031	Intermediate Similarity	NPD7697	Approved
0.7026	Intermediate Similarity	NPD8151	Discontinued
0.7025	Intermediate Similarity	NPD4625	Phase 3
0.7024	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD4361	Phase 2
0.7021	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7013	Intermediate Similarity	NPD1481	Phase 2
0.7007	Intermediate Similarity	NPD228	Approved
0.6995	Remote Similarity	NPD7870	Phase 2
0.6995	Remote Similarity	NPD7871	Phase 2
0.6994	Remote Similarity	NPD4288	Approved
0.6987	Remote Similarity	NPD1470	Approved
0.6987	Remote Similarity	NPD3266	Approved
0.6987	Remote Similarity	NPD3267	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