NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	270.09
Volume:	282.249
LogP:	2.707
LogD:	2.851
LogS:	-3.116
# Rotatable Bonds:	4
TPSA:	66.76
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	2
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.662
Synthetic Accessibility Score:	2.009
Fsp3:	0.062
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.726
MDCK Permeability:	1.4263349839893635e-05
Pgp-inhibitor:	0.009
Pgp-substrate:	0.094
Human Intestinal Absorption (HIA):	0.007
20% Bioavailability (F20%):	0.004
30% Bioavailability (F30%):	0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.147
Plasma Protein Binding (PPB):	98.4412612915039%
Volume Distribution (VD):	0.554
Pgp-substrate:	1.1248960494995117%

ADMET: Metabolism

CYP1A2-inhibitor:	0.964
CYP1A2-substrate:	0.697
CYP2C19-inhibitor:	0.838
CYP2C19-substrate:	0.066
CYP2C9-inhibitor:	0.719
CYP2C9-substrate:	0.958
CYP2D6-inhibitor:	0.625
CYP2D6-substrate:	0.908
CYP3A4-inhibitor:	0.89
CYP3A4-substrate:	0.287

ADMET: Excretion

Clearance (CL):	13.332
Half-life (T1/2):	0.925

ADMET: Toxicity

hERG Blockers:	0.093
Human Hepatotoxicity (H-HT):	0.156
Drug-inuced Liver Injury (DILI):	0.671
AMES Toxicity:	0.828
Rat Oral Acute Toxicity:	0.694
Maximum Recommended Daily Dose:	0.78
Skin Sensitization:	0.938
Carcinogencity:	0.717
Eye Corrosion:	0.021
Eye Irritation:	0.976
Respiratory Toxicity:	0.72

Download Data

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

Natural Product: NPC257756

Natural Product ID:	NPC257756
*Common Name:**	3-Deoxysappanchalcone
IUPAC Name:	(E)-1-(4-hydroxy-2-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:	2'-Methoxy Liquiritigenin; 2'-Methoxyisoliquiritigenin; 2'-O-Methylisoliquiritigenin; 3'-Deoxy-Sappanchalcone; 3-Deoxysappanchalcone
Standard InCHIKey:	PACBGANPVNHGNP-RUDMXATFSA-N
Standard InCHI:	InChI=1S/C16H14O4/c1-20-16-10-13(18)7-8-14(16)15(19)9-4-11-2-5-12(17)6-3-11/h2-10,17-18H,1H3/b9-4+
SMILES:	COc1cc(ccc1C(=O)/C=C/c1ccc(cc1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL253777
PubChem CID:	5319688
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0003467] Linear 1,3-diarylpropanoids [CHEMONTID:0003496] Cinnamylphenols

*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
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11754604]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12016928]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12165300]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	Roots	n.a.	n.a.	PMID[16643057]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	stems	Ningming County, Guangxi autonomous region, China	2006-Jan	PMID[17883259]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[17950610]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18004813]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[18440233]
NPO32846	heamatoxylon campechianum	Species	n.a.	n.a.	stems	XiShuangBanNa, Yunnan Province, China	2005-Sep	PMID[18610999]
NPO2188	Dendrobium candidum	Species	Orchidaceae	Eukaryota	n.a.	stem	n.a.	PMID[19182417]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	Roots	Simao city, Yunnan Province, China	2007-MAY	PMID[19374435]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	heartwood	n.a.	PMID[19420770]
NPO20812	Soymida febrifuga	Species	Meliaceae	Eukaryota	n.a.	Myanmar	n.a.	PMID[19689125]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19757853]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21250701]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21370894]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese	n.a.	PMID[21458279]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	Vietnamese soft coral	n.a.	PMID[21507644]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21661731]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21800859]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	heartwood	n.a.	PMID[21800859]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	heartwood	n.a.	n.a.	PMID[23127886]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23234407]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	heartwood	n.a.	n.a.	PMID[23743282]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	seeds	Nanning, Guangxi Province, China	2013-APR	PMID[26398312]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[26938776]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[32525315]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[8482946]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9222055]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9525107]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Leaf Diffusate	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8300	Apis mellifera ligustica	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29935	Caesalpinia sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2188	Dendrobium candidum	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14715	Trollius chinensis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11059	Callicarpa japonica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15119	Aphis graminum	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19706	Polyzonium rosalbum	Species	Polyzoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13344	Helichrysum cephaloideum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18839	Lilium umbellatum	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1973	Conyza japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9726	Panzeria canescens	Species	Tachinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16132	Bryum argenteum	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18599	Pangium edule	Species	Achariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16776	Euphorbia amygdaloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17490	Trichophyton mentagrophytes	Species	Arthrodermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8922	Kaempferia rotunda	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12714	Dracaena cochinchinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11083	Avrainvillea longicaulis	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2188	Dendrobium candidum	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19631	Aphis pini	Species	Aphididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22636	Sterculia foetida	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15970	Chrysanthemum uliginosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19832	Gambierdiscus toxicus	Species	Goniodomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9888	Lobophytum laevigatum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13727	Hemionitis japonica	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26532	Gmelina asiatica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18041	Cladrastis platycarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19240	Ligularia cymbulifera	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4330	Crotalus atrox	Species	Viperidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6790	Camchaya loloana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18422	Stizolobium deeringianum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO14214	Sedum obtuso-lineare	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23549	Erysimum siliculosum	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8080	Sarcophyton elegans	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21660	Magnolia montana	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12860	Clione antarctica	Species	Clionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18925	Artemisia rehan	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18163	Aulosira fertilissima	Species	Fortieaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2554	Biancaea sappan	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17350	Jatropha macrorhiza	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19168	Solidago flexicaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15437	Aspergillus desertorum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17222	Hesperis matronalis	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19086	Nematolepis phebalioides	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14249	Diplodia natalensis	Species	Botryosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19306	Cortinarius orellanus	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19370	Coprosma areolata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27951	Vigna mungo	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4499	Aglaia formosana	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15786	Umbilicaria esculenta	Species	Umbilicariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19766	Viguiera linearis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2354	Rhizobium leguminosarum	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16978	Entada phaseoloides	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15481	Hypericum balearicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17749	Jackiella javanica	Species	Jackiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17894	Rhus vulgaris	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7786	Lentinus tigrinus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28450	Phyllanthus emblica	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO131	Euphrasia stricta	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18345	Phora velutina	Species	Phoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16316	Cylindrospermum muscicola	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18672	Senecio adenophyllus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18260	Eremanthus seidelii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20812	Soymida febrifuga	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19010	Elephantopus hirtiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19571	Oreopteris quelpaertensis	Species	Thelypteridaceae	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	22
Ki	1
MIC	2
Others	13

Activity Type	# Activity
Cell Line	15
Individual Protein	8
NON-MOLECULAR	10
Organism	2
Others	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT461	Cell Line	PANC-1	Homo sapiens	CD100	>	100.0	uM	PMID[499818]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	62100.0	nM	PMID[499819]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	67900.0	nM	PMID[499819]
NPT453	Cell Line	HT-1080	Homo sapiens	IC50	=	51200.0	nM	PMID[499819]
NPT36	Individual Protein	Tyrosine-protein kinase SRC	Homo sapiens	Inhibition	=	1.0	%	PMID[499820]
NPT1478	Individual Protein	Vascular endothelial growth factor receptor 2	Homo sapiens	Inhibition	=	12.3	%	PMID[499820]
NPT1479	Individual Protein	Stem cell growth factor receptor	Homo sapiens	Inhibition	=	1.7	%	PMID[499820]
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	Inhibition	=	0.0	%	PMID[499820]
NPT1480	Individual Protein	Fibroblast growth factor receptor 1	Homo sapiens	Inhibition	=	28.0	%	PMID[499820]
NPT1481	Individual Protein	Fibroblast growth factor receptor 2	Homo sapiens	Inhibition	=	0.0	%	PMID[499820]
NPT520	Cell Line	3T3-L1	Mus musculus	IC50	=	41800.0	nM	PMID[499822]
NPT453	Cell Line	HT-1080	Homo sapiens	IC50	=	26700.0	nM	PMID[499823]
NPT461	Cell Line	PANC-1	Homo sapiens	PC50	>	100.0	uM	PMID[499823]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	66500.0	nM	PMID[499823]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	33300.0	nM	PMID[499823]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	51410.0	nM	PMID[499825]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	IC50	=	44440.0	nM	PMID[499825]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	32600.0	nM	PMID[499825]
NPT1031	Cell Line	Ca9-22	Homo sapiens	IC50	=	57560.0	nM	PMID[499825]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	7370.0	nM	PMID[499825]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	8100.0	nM	PMID[499826]
NPT493	Individual Protein	Neuraminidase	Influenza A virus	IC50	=	24300.0	nM	PMID[499827]
NPT3579	Individual Protein	Calpain 1	Homo sapiens	IC50	=	16920.0	nM	PMID[499828]
NPT451	Organism	Helicobacter pylori	Helicobacter pylori	MIC	=	118500.0	nM	PMID[499817]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	12300.0	nM	PMID[499819]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	56300.0	nM	PMID[499819]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	69100.0	nM	PMID[499819]
NPT2	Others	Unspecified		IC50	=	24300.0	nM	PMID[499821]
NPT2	Others	Unspecified		Ki	=	20100.0	nM	PMID[499821]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	14100.0	nM	PMID[499823]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	49900.0	nM	PMID[499823]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	MIC	=	17200.0	nM	PMID[499824]
NPT27	Others	Unspecified		CC50	>	133300.0	nM	PMID[499824]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	69500.0	nM	PMID[499824]
NPT2	Others	Unspecified		Ratio CC50/EC50	=	1.9	n.a.	PMID[499824]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	41800.0	nM	PMID[499824]
NPT2	Others	Unspecified		Ratio CC50/EC50	>	3.2	n.a.	PMID[499824]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	EC50	=	24000.0	nM	PMID[499824]
NPT2	Others	Unspecified		Ratio CC50/EC50	=	5.6	n.a.	PMID[499824]
NPT1339	Organism	Arabidopsis thaliana	Arabidopsis thaliana	MAC	=	2.8	uM	PMID[499825]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	17890.0	nM	PMID[499825]

☑ 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 NPC257756 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	336
0.1-0.2	1675
0.2-0.3	4572
0.3-0.4	11265
0.4-0.5	6395
0.5-0.6	3924
0.6-0.7	5937
0.7-0.8	5369
0.8-0.85	1949
0.85-0.9	870
0.9-0.95	314
0.95-1	91

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC87231
1.0	High Similarity	NPC129132
1.0	High Similarity	NPC205468
1.0	High Similarity	NPC212631
0.9921	High Similarity	NPC312318
0.9921	High Similarity	NPC472365
0.9921	High Similarity	NPC263670
0.9921	High Similarity	NPC188646
0.9921	High Similarity	NPC242294
0.9921	High Similarity	NPC175098
0.9921	High Similarity	NPC262359
0.9921	High Similarity	NPC192304
0.9921	High Similarity	NPC337373
0.9921	High Similarity	NPC56031
0.9921	High Similarity	NPC308037
0.9921	High Similarity	NPC139813
0.9921	High Similarity	NPC64359
0.9844	High Similarity	NPC286336
0.9766	High Similarity	NPC20560
0.9766	High Similarity	NPC82225
0.9766	High Similarity	NPC159623
0.9766	High Similarity	NPC18877
0.9766	High Similarity	NPC28753
0.9766	High Similarity	NPC204960
0.9766	High Similarity	NPC144051
0.9766	High Similarity	NPC294593
0.9764	High Similarity	NPC313618
0.9762	High Similarity	NPC247779
0.9692	High Similarity	NPC186838
0.9692	High Similarity	NPC473391
0.9692	High Similarity	NPC477244
0.9692	High Similarity	NPC249606
0.9692	High Similarity	NPC1486
0.9692	High Similarity	NPC12165
0.9692	High Similarity	NPC66349
0.9692	High Similarity	NPC41461
0.9692	High Similarity	NPC25287
0.9692	High Similarity	NPC274109
0.9692	High Similarity	NPC168105
0.9692	High Similarity	NPC472364
0.9692	High Similarity	NPC477242
0.9692	High Similarity	NPC150399
0.9692	High Similarity	NPC476333
0.9692	High Similarity	NPC98115
0.9692	High Similarity	NPC477243
0.9692	High Similarity	NPC472367
0.9618	High Similarity	NPC250266
0.9618	High Similarity	NPC209560
0.9618	High Similarity	NPC153979
0.9618	High Similarity	NPC181124
0.9618	High Similarity	NPC162680
0.9618	High Similarity	NPC294409
0.9618	High Similarity	NPC303644
0.9618	High Similarity	NPC7013
0.9618	High Similarity	NPC116632
0.9618	High Similarity	NPC188879
0.9618	High Similarity	NPC317119
0.9618	High Similarity	NPC472419
0.9618	High Similarity	NPC266597
0.9615	High Similarity	NPC13575
0.9615	High Similarity	NPC131039
0.9615	High Similarity	NPC156092
0.9609	High Similarity	NPC128348
0.9609	High Similarity	NPC475008
0.9609	High Similarity	NPC66384
0.9609	High Similarity	NPC309717
0.9609	High Similarity	NPC186097
0.9609	High Similarity	NPC475009
0.9609	High Similarity	NPC112192
0.9609	High Similarity	NPC164236
0.9609	High Similarity	NPC189106
0.9603	High Similarity	NPC80694
0.9603	High Similarity	NPC186098
0.9545	High Similarity	NPC279668
0.9545	High Similarity	NPC188947
0.9545	High Similarity	NPC309154
0.9545	High Similarity	NPC99333
0.9545	High Similarity	NPC55162
0.9545	High Similarity	NPC278323
0.9545	High Similarity	NPC280284
0.9545	High Similarity	NPC472368
0.9545	High Similarity	NPC12175
0.9545	High Similarity	NPC21350
0.9545	High Similarity	NPC124269
0.9545	High Similarity	NPC90665
0.9542	High Similarity	NPC240593
0.9542	High Similarity	NPC47815
0.9542	High Similarity	NPC213603
0.9542	High Similarity	NPC231772
0.9542	High Similarity	NPC234133
0.9542	High Similarity	NPC473887
0.9542	High Similarity	NPC127447
0.9542	High Similarity	NPC194281
0.9542	High Similarity	NPC29353
0.9542	High Similarity	NPC124784
0.9538	High Similarity	NPC103842
0.9528	High Similarity	NPC211120
0.9524	High Similarity	NPC128428
0.9524	High Similarity	NPC305518
0.9474	High Similarity	NPC295384
0.9474	High Similarity	NPC477956
0.9474	High Similarity	NPC470211
0.9474	High Similarity	NPC472366
0.947	High Similarity	NPC290291
0.947	High Similarity	NPC275055
0.9466	High Similarity	NPC234560
0.9466	High Similarity	NPC39426
0.9462	High Similarity	NPC27643
0.9453	High Similarity	NPC185497
0.9403	High Similarity	NPC281207
0.9403	High Similarity	NPC269652
0.9403	High Similarity	NPC259166
0.9403	High Similarity	NPC48624
0.9403	High Similarity	NPC101366
0.9403	High Similarity	NPC11056
0.9403	High Similarity	NPC219917
0.9403	High Similarity	NPC204985
0.9403	High Similarity	NPC172250
0.9403	High Similarity	NPC144118
0.9403	High Similarity	NPC80962
0.9403	High Similarity	NPC326109
0.9403	High Similarity	NPC215311
0.9403	High Similarity	NPC213659
0.9398	High Similarity	NPC251681
0.9398	High Similarity	NPC471620
0.9398	High Similarity	NPC243528
0.9394	High Similarity	NPC13408
0.9394	High Similarity	NPC235428
0.9394	High Similarity	NPC87545
0.9389	High Similarity	NPC172262
0.9375	High Similarity	NPC60558
0.9375	High Similarity	NPC212379
0.9375	High Similarity	NPC69235
0.9333	High Similarity	NPC3188
0.9333	High Similarity	NPC26051
0.9333	High Similarity	NPC49108
0.9333	High Similarity	NPC470087
0.9333	High Similarity	NPC136840
0.9333	High Similarity	NPC110969
0.9333	High Similarity	NPC268204
0.9333	High Similarity	NPC470089
0.9333	High Similarity	NPC321980
0.9333	High Similarity	NPC301178
0.9333	High Similarity	NPC52789
0.9333	High Similarity	NPC284556
0.9333	High Similarity	NPC469404
0.9333	High Similarity	NPC55832
0.9328	High Similarity	NPC261234
0.9328	High Similarity	NPC283429
0.9328	High Similarity	NPC265871
0.9328	High Similarity	NPC241838
0.9328	High Similarity	NPC150648
0.9328	High Similarity	NPC78913
0.9328	High Similarity	NPC222342
0.9328	High Similarity	NPC225153
0.9328	High Similarity	NPC152042
0.9328	High Similarity	NPC143799
0.9328	High Similarity	NPC310135
0.9328	High Similarity	NPC274784
0.9328	High Similarity	NPC109232
0.9328	High Similarity	NPC329203
0.9328	High Similarity	NPC20709
0.9328	High Similarity	NPC18260
0.9323	High Similarity	NPC212767
0.9323	High Similarity	NPC228661
0.9318	High Similarity	NPC9985
0.9318	High Similarity	NPC239495
0.9313	High Similarity	NPC78540
0.9313	High Similarity	NPC57601
0.9313	High Similarity	NPC50898
0.9313	High Similarity	NPC213216
0.9313	High Similarity	NPC274121
0.9308	High Similarity	NPC475589
0.9308	High Similarity	NPC31872
0.9308	High Similarity	NPC473584
0.9302	High Similarity	NPC42292
0.9302	High Similarity	NPC307732
0.9265	High Similarity	NPC226636
0.9265	High Similarity	NPC119663
0.9265	High Similarity	NPC11561
0.9265	High Similarity	NPC471417
0.9265	High Similarity	NPC202981
0.9259	High Similarity	NPC253822
0.9259	High Similarity	NPC184536
0.9259	High Similarity	NPC129853
0.9259	High Similarity	NPC188243
0.9259	High Similarity	NPC103342
0.9259	High Similarity	NPC103904
0.9259	High Similarity	NPC69769
0.9259	High Similarity	NPC110228
0.9259	High Similarity	NPC241100
0.9259	High Similarity	NPC284550
0.9259	High Similarity	NPC230285
0.9259	High Similarity	NPC159275
0.9259	High Similarity	NPC76445
0.9259	High Similarity	NPC59951
0.9259	High Similarity	NPC6407
0.9259	High Similarity	NPC270883
0.9259	High Similarity	NPC265178
0.9259	High Similarity	NPC172986

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 NPC257756 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	315
0.1-0.2	986
0.2-0.3	1483
0.3-0.4	2635
0.4-0.5	1904
0.5-0.6	1217
0.6-0.7	415
0.7-0.8	141
0.8-0.85	40
0.85-0.9	9
0.9-0.95	3
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9764	High Similarity	NPD1240	Approved
0.9612	High Similarity	NPD1607	Approved
0.9466	High Similarity	NPD1510	Phase 2
0.9254	High Similarity	NPD1549	Phase 2
0.9179	High Similarity	NPD1550	Clinical (unspecified phase)
0.9179	High Similarity	NPD1552	Clinical (unspecified phase)
0.8993	High Similarity	NPD4378	Clinical (unspecified phase)
0.8857	High Similarity	NPD7410	Clinical (unspecified phase)
0.8824	High Similarity	NPD2796	Approved
0.8786	High Similarity	NPD6799	Approved
0.8696	High Similarity	NPD970	Clinical (unspecified phase)
0.8681	High Similarity	NPD4380	Phase 2
0.8652	High Similarity	NPD1511	Approved
0.8621	High Similarity	NPD7411	Suspended
0.8571	High Similarity	NPD1878	Clinical (unspecified phase)
0.8562	High Similarity	NPD1934	Approved
0.8551	High Similarity	NPD1551	Phase 2
0.8531	High Similarity	NPD1512	Approved
0.8514	High Similarity	NPD3882	Suspended
0.8503	High Similarity	NPD2393	Clinical (unspecified phase)
0.8503	High Similarity	NPD2801	Approved
0.8467	Intermediate Similarity	NPD6651	Approved
0.8456	Intermediate Similarity	NPD7075	Discontinued
0.8446	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8444	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.844	Intermediate Similarity	NPD3750	Approved
0.8425	Intermediate Similarity	NPD6599	Discontinued
0.8417	Intermediate Similarity	NPD2935	Discontinued
0.8378	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8378	Intermediate Similarity	NPD7819	Suspended
0.8346	Intermediate Similarity	NPD1203	Approved
0.8333	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8321	Intermediate Similarity	NPD943	Approved
0.8311	Intermediate Similarity	NPD6801	Discontinued
0.8239	Intermediate Similarity	NPD2800	Approved
0.8239	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8227	Intermediate Similarity	NPD2344	Approved
0.8212	Intermediate Similarity	NPD3749	Approved
0.8146	Intermediate Similarity	NPD7768	Phase 2
0.814	Intermediate Similarity	NPD9493	Approved
0.8129	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.812	Intermediate Similarity	NPD9717	Approved
0.8112	Intermediate Similarity	NPD1243	Approved
0.8112	Intermediate Similarity	NPD2654	Approved
0.8095	Intermediate Similarity	NPD5403	Approved
0.8085	Intermediate Similarity	NPD3748	Approved
0.8085	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.8082	Intermediate Similarity	NPD5401	Approved
0.8079	Intermediate Similarity	NPD3817	Phase 2
0.8029	Intermediate Similarity	NPD6832	Phase 2
0.8015	Intermediate Similarity	NPD9545	Approved
0.8015	Intermediate Similarity	NPD2798	Approved
0.8013	Intermediate Similarity	NPD6166	Phase 2
0.8013	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8013	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD6232	Discontinued
0.8	Intermediate Similarity	NPD2309	Approved
0.7985	Intermediate Similarity	NPD3972	Approved
0.7973	Intermediate Similarity	NPD920	Approved
0.7962	Intermediate Similarity	NPD7473	Discontinued
0.7959	Intermediate Similarity	NPD2532	Approved
0.7959	Intermediate Similarity	NPD2533	Approved
0.7959	Intermediate Similarity	NPD2534	Approved
0.7958	Intermediate Similarity	NPD2799	Discontinued
0.7945	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7935	Intermediate Similarity	NPD6959	Discontinued
0.7911	Intermediate Similarity	NPD3818	Discontinued
0.791	Intermediate Similarity	NPD422	Phase 1
0.791	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7879	Intermediate Similarity	NPD1548	Phase 1
0.7875	Intermediate Similarity	NPD5953	Discontinued
0.7862	Intermediate Similarity	NPD7286	Phase 2
0.7862	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7862	Intermediate Similarity	NPD7054	Approved
0.7838	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7812	Intermediate Similarity	NPD7472	Approved
0.7812	Intermediate Similarity	NPD7074	Phase 3
0.7808	Intermediate Similarity	NPD4628	Phase 3
0.7792	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7786	Intermediate Similarity	NPD2313	Discontinued
0.7764	Intermediate Similarity	NPD6797	Phase 2
0.7756	Intermediate Similarity	NPD5494	Approved
0.7746	Intermediate Similarity	NPD230	Phase 1
0.7733	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7727	Intermediate Similarity	NPD5402	Approved
0.7716	Intermediate Similarity	NPD7251	Discontinued
0.7708	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD7808	Phase 3
0.766	Intermediate Similarity	NPD3268	Approved
0.7655	Intermediate Similarity	NPD6099	Approved
0.7655	Intermediate Similarity	NPD6100	Approved
0.7651	Intermediate Similarity	NPD7390	Discontinued
0.7647	Intermediate Similarity	NPD1610	Phase 2
0.7643	Intermediate Similarity	NPD4908	Phase 1
0.7634	Intermediate Similarity	NPD1241	Discontinued
0.7632	Intermediate Similarity	NPD3226	Approved
0.7622	Intermediate Similarity	NPD1933	Approved
0.7622	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.761	Intermediate Similarity	NPD3926	Phase 2
0.7609	Intermediate Similarity	NPD3225	Approved
0.7609	Intermediate Similarity	NPD1876	Approved
0.7607	Intermediate Similarity	NPD6559	Discontinued
0.7586	Intermediate Similarity	NPD4308	Phase 3
0.7586	Intermediate Similarity	NPD7033	Discontinued
0.758	Intermediate Similarity	NPD919	Approved
0.7561	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7554	Intermediate Similarity	NPD1164	Approved
0.7554	Intermediate Similarity	NPD1470	Approved
0.7554	Intermediate Similarity	NPD2797	Approved
0.7535	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7535	Intermediate Similarity	NPD3764	Approved
0.7535	Intermediate Similarity	NPD411	Approved
0.7519	Intermediate Similarity	NPD74	Approved
0.7519	Intermediate Similarity	NPD9266	Approved
0.7518	Intermediate Similarity	NPD1201	Approved
0.75	Intermediate Similarity	NPD1019	Discontinued
0.75	Intermediate Similarity	NPD447	Suspended
0.7484	Intermediate Similarity	NPD1247	Approved
0.7483	Intermediate Similarity	NPD2346	Discontinued
0.7464	Intermediate Similarity	NPD1608	Approved
0.745	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7447	Intermediate Similarity	NPD9494	Approved
0.7442	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD9263	Approved
0.7442	Intermediate Similarity	NPD9267	Approved
0.7442	Intermediate Similarity	NPD9264	Approved
0.7436	Intermediate Similarity	NPD1465	Phase 2
0.7429	Intermediate Similarity	NPD3266	Approved
0.7429	Intermediate Similarity	NPD3267	Approved
0.7423	Intermediate Similarity	NPD5844	Phase 1
0.7413	Intermediate Similarity	NPD1296	Phase 2
0.741	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7403	Intermediate Similarity	NPD7458	Discontinued
0.7389	Intermediate Similarity	NPD4288	Approved
0.7389	Intermediate Similarity	NPD2296	Approved
0.7378	Intermediate Similarity	NPD1729	Discontinued
0.7343	Intermediate Similarity	NPD3027	Phase 3
0.7338	Intermediate Similarity	NPD1481	Phase 2
0.7333	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7333	Intermediate Similarity	NPD7003	Approved
0.7329	Intermediate Similarity	NPD5711	Approved
0.7329	Intermediate Similarity	NPD5710	Approved
0.731	Intermediate Similarity	NPD4307	Phase 2
0.7303	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7297	Intermediate Similarity	NPD5406	Approved
0.7297	Intermediate Similarity	NPD5408	Approved
0.7297	Intermediate Similarity	NPD5404	Approved
0.7297	Intermediate Similarity	NPD5405	Approved
0.7289	Intermediate Similarity	NPD6104	Discontinued
0.7285	Intermediate Similarity	NPD2354	Approved
0.7273	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD1535	Discovery
0.7248	Intermediate Similarity	NPD1471	Phase 3
0.7246	Intermediate Similarity	NPD17	Approved
0.7241	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD1894	Discontinued
0.7225	Intermediate Similarity	NPD4363	Phase 3
0.7225	Intermediate Similarity	NPD4360	Phase 2
0.7214	Intermediate Similarity	NPD9269	Phase 2
0.7203	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7194	Intermediate Similarity	NPD3847	Discontinued
0.7193	Intermediate Similarity	NPD4287	Approved
0.7192	Intermediate Similarity	NPD1613	Approved
0.7192	Intermediate Similarity	NPD3142	Approved
0.7192	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7192	Intermediate Similarity	NPD3140	Approved
0.7188	Intermediate Similarity	NPD846	Approved
0.7188	Intermediate Similarity	NPD940	Approved
0.7185	Intermediate Similarity	NPD9281	Approved
0.7184	Intermediate Similarity	NPD4361	Phase 2
0.7184	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD9268	Approved
0.7172	Intermediate Similarity	NPD6798	Discontinued
0.7153	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD5536	Phase 2
0.7152	Intermediate Similarity	NPD3751	Discontinued
0.7143	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4661	Approved
0.7143	Intermediate Similarity	NPD5124	Phase 1
0.7143	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD4662	Approved
0.7134	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2355	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD2353	Approved
0.7132	Intermediate Similarity	NPD9261	Approved
0.7113	Intermediate Similarity	NPD1283	Approved
0.711	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7103	Intermediate Similarity	NPD4625	Phase 3
0.7083	Intermediate Similarity	NPD3018	Phase 2
0.7081	Intermediate Similarity	NPD6971	Discontinued
0.7078	Intermediate Similarity	NPD4357	Discontinued
0.7059	Intermediate Similarity	NPD3887	Approved
0.705	Intermediate Similarity	NPD1651	Approved
0.7044	Intermediate Similarity	NPD6279	Approved
0.7044	Intermediate Similarity	NPD6280	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