NPASS Compound

Structure

CID38065 OpenBabel06191715372D 21 23 0 0 0 0 0 0 0 0999 V2000 -2.5981 -0.5000 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 2.5981 -0.5000 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 -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 2.5981 -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 -3.4641 1.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 10 1 0 0 0 0 3 7 2 0 0 0 0 3 11 1 0 0 0 0 4 8 2 0 0 0 0 4 12 1 0 0 0 0 5 8 1 0 0 0 0 5 13 2 0 0 0 0 6 9 2 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 8 16 1 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 15 20 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	286.05
Volume:	273.977
LogP:	2.087
LogD:	2.377
LogS:	-3.515
# Rotatable Bonds:	1
TPSA:	111.13
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	3
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.511
Synthetic Accessibility Score:	2.467
Fsp3:	0.0
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.006
MDCK Permeability:	6.237863090063911e-06
Pgp-inhibitor:	0.006
Pgp-substrate:	0.252
Human Intestinal Absorption (HIA):	0.015
20% Bioavailability (F20%):	0.939
30% Bioavailability (F30%):	0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013
Plasma Protein Binding (PPB):	95.8545150756836%
Volume Distribution (VD):	0.517
Pgp-substrate:	3.834798812866211%

ADMET: Metabolism

CYP1A2-inhibitor:	0.967
CYP1A2-substrate:	0.135
CYP2C19-inhibitor:	0.157
CYP2C19-substrate:	0.043
CYP2C9-inhibitor:	0.609
CYP2C9-substrate:	0.828
CYP2D6-inhibitor:	0.737
CYP2D6-substrate:	0.431
CYP3A4-inhibitor:	0.464
CYP3A4-substrate:	0.074

ADMET: Excretion

Clearance (CL):	9.102
Half-life (T1/2):	0.91

ADMET: Toxicity

hERG Blockers:	0.059
Human Hepatotoxicity (H-HT):	0.156
Drug-inuced Liver Injury (DILI):	0.675
AMES Toxicity:	0.405
Rat Oral Acute Toxicity:	0.286
Maximum Recommended Daily Dose:	0.451
Skin Sensitization:	0.946
Carcinogencity:	0.148
Eye Corrosion:	0.04
Eye Irritation:	0.952
Respiratory Toxicity:	0.087

Download Data

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

Natural Product: NPC38065

Natural Product ID:	NPC38065
*Common Name:**	Orobol
IUPAC Name:	3-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
Synonyms:	Orobol
Standard InCHIKey:	IOYHCQBYQJQBSK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H
SMILES:	Oc1cc(O)c2c(c1)occ(c2=O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL241609
PubChem CID:	5281801
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0002901] Isoflav-2-enes [CHEMONTID:0000494] Isoflavones

*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
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344559]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10344578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10348041]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[10423860]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10604756]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10695669]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10724004]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10994816]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11099231]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11132958]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[11374966]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11374972]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11473415]
NPO18089	Chlorophora tinctoria	n.a.	n.a.	n.a.	leaves and twigs	n.a.	n.a.	PMID[12502337]
NPO2280	Streptomyces griseochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12964155]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[14738393]
NPO7355	Calophyllum polyanthum	Species	Calophyllaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15387670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Australian	n.a.	PMID[15497950]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[15787460]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15787460]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15813185]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15844966]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15863936]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15974602]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15974616]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16038550]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16180833]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16203143]
NPO11789	Swertia decussata	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16286309]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[1666120]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16724845]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16830891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[16872146]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16919944]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	stem	n.a.	PMID[17077549]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17125235]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	stems	n.a.	n.a.	PMID[17158054]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17315965]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17551212]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17583950]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17608531]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	root bark	n.a.	n.a.	PMID[17608532]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17844998]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17887721]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17917237]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17950599]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18044841]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Indonesian	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18081255]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18205372]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	Northwest Territories, Canada	1995	PMID[18327911]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18327911]
NPO733	Pseudoceratina arabica	Species	Pseudoceratinidae	Eukaryota	n.a.	Red Sea	n.a.	PMID[18598078]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18666798]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[18776684]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18855446]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19007176]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	fruits	n.a.	n.a.	PMID[19113968]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19129624]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191549]
NPO2280	Streptomyces griseochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19191560]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[19191562]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[19280148]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19285413]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19660948]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19856955]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19883065]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20092333]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20455578]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20545334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20836523]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028889]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21028891]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21090727]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21314175]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO12644	Lunularia cruciata	Species	Lunulariaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[21639131]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21728289]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21751787]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21775156]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21807523]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21848266]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[21848266]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21873059]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	latex	n.a.	PMID[21879726]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[22145663]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22574670]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22583058]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22591466]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22758660]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22775474]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23286284]
NPO2280	Streptomyces griseochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23377931]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23387796]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23662937]
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]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24108414]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24592993]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24754815]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24878306]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24964393]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25211234]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[25322455]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25455147]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25495422]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25537064]
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25620156]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25918793]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25934225]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26035239]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	root barks	purchased from the local herbal market, Chungbuk, Korea	2012-JUL	PMID[26227773]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26465675]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26798949]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26905826]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27569393]
NPO4734	Syzygium nervosum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27797185]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29185738]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30351923]
NPO12644	Lunularia cruciata	Species	Lunulariaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30848895]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31013087]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31298537]
NPO41718	Gluconobacter japonicus-Δga5dh-1-ga2dh-A [ga5dh-1 ga2dh-A]	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[31384676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31894983]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32298122]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[3655791]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8501018]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[8784423]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8931733]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8982334]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031666]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9031676]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066767]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9066768]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9186568]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9525107]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9531983]
NPO6447	Kopsia teoi	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9544563]
NPO30376	Streptomyces sp.	Species	Streptomycetaceae	Bacteria	n.a.	mycelium	n.a.	PMID[9711246]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	roots	n.a.	n.a.	PMID[9834151]
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20913	Lathyrus montanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29989	Lathyrus spp	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30387	Thermopsis spp	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26606	Macadamia ternifolia	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30778	Baptisia spp	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7355	Calophyllum polyanthum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18089	Chlorophora tinctoria	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24178	Citrus rugulosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7001	Berberis floribunda	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8701	Bonamia spectabilis	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28766	Thermopsis spp.	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7001	Berberis floribunda	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28394	Rohdea chinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24178	Citrus rugulosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18089	Chlorophora tinctoria	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO22420	Lignum dalbergiae odoriferae rosewood	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO20913	Lathyrus montanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26626	Piptanthus nanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18578	Baptisia spp.	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7319	Jamesoniella colorata	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9452	Pulsatilla campanella	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1131	Lathyrus spp.	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7355	Calophyllum polyanthum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26606	Macadamia ternifolia	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3292	Desmodium styracifolium	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]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30270	Cordyceps sinensis	Species	Cordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	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]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12053	Eria alba	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3292	Desmodium styracifolium	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO621	Eria floribunda	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3311	Diplacus longiflorus	Species	Phrymaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7355	Calophyllum polyanthum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8762	Brickellia cylindracea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11789	Swertia decussata	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7786	Lentinus tigrinus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2565	Aglaia australiensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5743	Salvia miltiorrhiza	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7319	Jamesoniella colorata	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11534	Astragalus spinosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11910	Peltogyne pubescens	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26187	Fritillaria stenanthera	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12280	Sidastrum burrerense	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7001	Berberis floribunda	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8398	Cymodocea nodosa	Species	Cymodoceaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17691	Santalum album	Species	Santalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12644	Lunularia cruciata	Species	Lunulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9464	Stevia paniculata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9640	Dinophysis fortii	Species	Dinophysiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12164	Monnieria trifolia	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO3658	Achillea pseudopectinata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10968	Striga lutea	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9226	Astragalus pycnanthus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12374	Psychotria st	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7108	Rubus lambertianus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6447	Kopsia teoi	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11223	Pleurotus japonicus	Species	Pleurotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28394	Rohdea chinensis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12864	Trogoderma granarium	Species	Dermestidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5289	Calocephalus citreus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9852	Polyporus pargamenus	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11306	Crotalaria medicaginea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12169	Ranunculus peltatus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2280	Streptomyces griseochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO18447	Papaver tatricum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26626	Piptanthus nanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15439	Iyengaria stellata	Species	Scytosiphonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2342	Cytisus scoparius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10546	Allagopappus viscosissimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10089	Polyalthia barnesii	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6572	Dunalia solanacea	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20913	Lathyrus montanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18117	Dalbergia odorifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7949	Pterodon emarginatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4734	Syzygium nervosum	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8701	Bonamia spectabilis	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23899	Rosulabryum capillare	Species	Bryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24178	Citrus rugulosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9009	Atuna racemosa	Species	Chrysobalanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8006	Berlinia tomentosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15185	Yucca recurvifolia	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4910	Lepidosperma ustulatum	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6052	Genista pichisermolliana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26606	Macadamia ternifolia	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO733	Pseudoceratina arabica	Species	Pseudoceratinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9452	Pulsatilla campanella	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7627	Fumaria micrantha	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12284	Hydrangea serrata	Species	Hydrangeaceae	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
IC50	12
Others	2

Activity Type	# Activity
Cell Line	5
Individual Protein	3
NON-MOLECULAR	1
Organism	2
Others	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	73000.0	nM	PMID[501442]
NPT466	Cell Line	U-937	Homo sapiens	IC50	>	100000.0	nM	PMID[501442]
NPT1294	Cell Line	NRK	Rattus norvegicus	IC50	=	4.0	ug.mL-1	PMID[501445]
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	IC50	=	0.1	ug.mL-1	PMID[501445]
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	IC50	=	3.0	ug.mL-1	PMID[501445]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	18700.0	nM	PMID[501446]
NPT2715	Individual Protein	Receptor-type tyrosine-protein phosphatase S	Homo sapiens	Inhibition	=	-14.6	%	PMID[501449]
NPT2	Others	Unspecified		IC50	=	0.25	ug.mL-1	PMID[501443]
NPT2	Others	Unspecified		IC50	>	50.0	ug.mL-1	PMID[501444]
NPT20	Organism	Candida albicans	Candida albicans	IC50	>	50.0	ug.mL-1	PMID[501444]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	IC50	>	50.0	ug.mL-1	PMID[501444]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	43700.0	nM	PMID[501447]
NPT35	Others	n.a.		LogD7.4	n.a.	2.45	n.a.	PMID[501448]

☑ 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 NPC38065 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	520
0.1-0.2	2058
0.2-0.3	5059
0.3-0.4	11877
0.4-0.5	5332
0.5-0.6	3980
0.6-0.7	5218
0.7-0.8	4915
0.8-0.85	2182
0.85-0.9	1152
0.9-0.95	353
0.95-1	51

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC242893
0.9786	High Similarity	NPC125449
0.9786	High Similarity	NPC188074
0.9716	High Similarity	NPC194653
0.9716	High Similarity	NPC203747
0.9716	High Similarity	NPC80710
0.9716	High Similarity	NPC139364
0.9716	High Similarity	NPC218490
0.9716	High Similarity	NPC254702
0.9648	High Similarity	NPC195763
0.9648	High Similarity	NPC38545
0.9648	High Similarity	NPC171916
0.9648	High Similarity	NPC264550
0.9648	High Similarity	NPC200060
0.9648	High Similarity	NPC264289
0.9648	High Similarity	NPC139293
0.9648	High Similarity	NPC333691
0.9648	High Similarity	NPC69430
0.9648	High Similarity	NPC40290
0.9648	High Similarity	NPC142876
0.964	High Similarity	NPC287722
0.958	High Similarity	NPC85131
0.958	High Similarity	NPC10467
0.9577	High Similarity	NPC238279
0.9577	High Similarity	NPC203077
0.9577	High Similarity	NPC166036
0.9574	High Similarity	NPC12377
0.9568	High Similarity	NPC301178
0.9568	High Similarity	NPC284556
0.9562	High Similarity	NPC212767
0.9514	High Similarity	NPC256406
0.951	High Similarity	NPC105512
0.951	High Similarity	NPC183959
0.951	High Similarity	NPC1612
0.9507	High Similarity	NPC95864
0.9504	High Similarity	NPC70136
0.95	High Similarity	NPC471417
0.9489	High Similarity	NPC193792
0.9448	High Similarity	NPC245382
0.9448	High Similarity	NPC100263
0.9448	High Similarity	NPC100971
0.9448	High Similarity	NPC131266
0.9448	High Similarity	NPC291802
0.9448	High Similarity	NPC121522
0.9448	High Similarity	NPC209487
0.9448	High Similarity	NPC216769
0.9448	High Similarity	NPC324233
0.9448	High Similarity	NPC269451
0.9448	High Similarity	NPC323626
0.9448	High Similarity	NPC35763
0.9448	High Similarity	NPC181209
0.9441	High Similarity	NPC119059
0.9441	High Similarity	NPC294852
0.9441	High Similarity	NPC321011
0.9441	High Similarity	NPC3036
0.9441	High Similarity	NPC188679
0.9433	High Similarity	NPC279121
0.9416	High Similarity	NPC324929
0.9416	High Similarity	NPC234560
0.9416	High Similarity	NPC39426
0.9384	High Similarity	NPC124714
0.9379	High Similarity	NPC45291
0.9379	High Similarity	NPC19980
0.9371	High Similarity	NPC168803
0.9371	High Similarity	NPC51443
0.9371	High Similarity	NPC74881
0.9371	High Similarity	NPC108406
0.9362	High Similarity	NPC254659
0.9362	High Similarity	NPC175013
0.9348	High Similarity	NPC87545
0.9348	High Similarity	NPC235428
0.932	High Similarity	NPC39184
0.931	High Similarity	NPC29231
0.931	High Similarity	NPC156953
0.9306	High Similarity	NPC287395
0.9306	High Similarity	NPC43669
0.9306	High Similarity	NPC183655
0.9306	High Similarity	NPC196277
0.9306	High Similarity	NPC118726
0.9306	High Similarity	NPC12367
0.9306	High Similarity	NPC272721
0.9301	High Similarity	NPC20791
0.9301	High Similarity	NPC179271
0.9296	High Similarity	NPC142165
0.9281	High Similarity	NPC116632
0.9281	High Similarity	NPC181124
0.9281	High Similarity	NPC209560
0.9281	High Similarity	NPC294409
0.9281	High Similarity	NPC162680
0.9281	High Similarity	NPC7013
0.9281	High Similarity	NPC303644
0.9257	High Similarity	NPC282307
0.9257	High Similarity	NPC170026
0.9252	High Similarity	NPC93552
0.9252	High Similarity	NPC27532
0.9252	High Similarity	NPC141212
0.9252	High Similarity	NPC325028
0.9252	High Similarity	NPC469550
0.9252	High Similarity	NPC250557
0.9252	High Similarity	NPC246328
0.9252	High Similarity	NPC256346
0.9247	High Similarity	NPC154345
0.9247	High Similarity	NPC262623
0.9247	High Similarity	NPC31363
0.9247	High Similarity	NPC204515
0.9247	High Similarity	NPC260895
0.9241	High Similarity	NPC87125
0.9241	High Similarity	NPC223579
0.9241	High Similarity	NPC183950
0.9241	High Similarity	NPC287101
0.9241	High Similarity	NPC52005
0.9241	High Similarity	NPC137062
0.9241	High Similarity	NPC270465
0.9236	High Similarity	NPC130230
0.9236	High Similarity	NPC239312
0.9236	High Similarity	NPC275772
0.9236	High Similarity	NPC77378
0.9225	High Similarity	NPC119663
0.922	High Similarity	NPC110419
0.9214	High Similarity	NPC55162
0.9214	High Similarity	NPC279668
0.9214	High Similarity	NPC12175
0.9214	High Similarity	NPC90665
0.9214	High Similarity	NPC309154
0.9214	High Similarity	NPC278323
0.9189	High Similarity	NPC234255
0.9189	High Similarity	NPC130589
0.9189	High Similarity	NPC134287
0.9184	High Similarity	NPC240476
0.9184	High Similarity	NPC257648
0.9184	High Similarity	NPC39732
0.9184	High Similarity	NPC55205
0.9184	High Similarity	NPC477231
0.9184	High Similarity	NPC474993
0.9184	High Similarity	NPC9743
0.9184	High Similarity	NPC246162
0.9184	High Similarity	NPC260491
0.9184	High Similarity	NPC472912
0.9184	High Similarity	NPC35544
0.9184	High Similarity	NPC36835
0.9184	High Similarity	NPC61506
0.9184	High Similarity	NPC60972
0.9184	High Similarity	NPC104728
0.9184	High Similarity	NPC236637
0.9184	High Similarity	NPC302950
0.9184	High Similarity	NPC219582
0.9184	High Similarity	NPC260979
0.9178	High Similarity	NPC472279
0.9178	High Similarity	NPC149127
0.9178	High Similarity	NPC239363
0.9178	High Similarity	NPC45873
0.9178	High Similarity	NPC184136
0.9178	High Similarity	NPC62042
0.9178	High Similarity	NPC3825
0.9178	High Similarity	NPC286342
0.9178	High Similarity	NPC188871
0.9178	High Similarity	NPC88804
0.9172	High Similarity	NPC194856
0.9172	High Similarity	NPC276930
0.9172	High Similarity	NPC120464
0.9167	High Similarity	NPC143903
0.9167	High Similarity	NPC226987
0.9167	High Similarity	NPC169749
0.9161	High Similarity	NPC95751
0.9161	High Similarity	NPC105213
0.9161	High Similarity	NPC207732
0.9155	High Similarity	NPC185607
0.9155	High Similarity	NPC312256
0.9149	High Similarity	NPC50823
0.9149	High Similarity	NPC295384
0.9149	High Similarity	NPC469523
0.9133	High Similarity	NPC184755
0.9133	High Similarity	NPC74178
0.9128	High Similarity	NPC474638
0.9128	High Similarity	NPC472455
0.9122	High Similarity	NPC271779
0.9122	High Similarity	NPC88645
0.9122	High Similarity	NPC206238
0.9122	High Similarity	NPC292214
0.9122	High Similarity	NPC192083
0.9122	High Similarity	NPC18727
0.9122	High Similarity	NPC213896
0.9122	High Similarity	NPC167091
0.9116	High Similarity	NPC252933
0.9116	High Similarity	NPC200740
0.9116	High Similarity	NPC251110
0.9116	High Similarity	NPC54394
0.9116	High Similarity	NPC125062
0.911	High Similarity	NPC92722
0.911	High Similarity	NPC177298
0.911	High Similarity	NPC17286
0.911	High Similarity	NPC195351
0.911	High Similarity	NPC102003
0.911	High Similarity	NPC259713
0.911	High Similarity	NPC48479
0.911	High Similarity	NPC216318
0.911	High Similarity	NPC296197
0.9103	High Similarity	NPC12200
0.9103	High Similarity	NPC86847
0.9103	High Similarity	NPC207729

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 NPC38065 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	490
0.1-0.2	1009
0.2-0.3	1839
0.3-0.4	2611
0.4-0.5	1712
0.5-0.6	1002
0.6-0.7	331
0.7-0.8	95
0.8-0.85	39
0.85-0.9	16
0.9-0.95	5
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9433	High Similarity	NPD1511	Approved
0.9416	High Similarity	NPD1510	Phase 2
0.9301	High Similarity	NPD1512	Approved
0.9184	High Similarity	NPD1934	Approved
0.9122	High Similarity	NPD2393	Clinical (unspecified phase)
0.8993	High Similarity	NPD2801	Approved
0.8986	High Similarity	NPD943	Approved
0.8986	High Similarity	NPD1240	Approved
0.8944	High Similarity	NPD1549	Phase 2
0.8874	High Similarity	NPD3882	Suspended
0.8873	High Similarity	NPD1550	Clinical (unspecified phase)
0.8873	High Similarity	NPD1552	Clinical (unspecified phase)
0.8857	High Similarity	NPD1607	Approved
0.8792	High Similarity	NPD4380	Phase 2
0.8726	High Similarity	NPD3818	Discontinued
0.8599	High Similarity	NPD6168	Clinical (unspecified phase)
0.8599	High Similarity	NPD6166	Phase 2
0.8599	High Similarity	NPD6167	Clinical (unspecified phase)
0.8581	High Similarity	NPD4378	Clinical (unspecified phase)
0.8562	High Similarity	NPD3817	Phase 2
0.8542	High Similarity	NPD2796	Approved
0.8506	High Similarity	NPD4868	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8438	Intermediate Similarity	NPD7054	Approved
0.8425	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8385	Intermediate Similarity	NPD7472	Approved
0.8385	Intermediate Similarity	NPD7074	Phase 3
0.8333	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD6797	Phase 2
0.8333	Intermediate Similarity	NPD7075	Discontinued
0.8282	Intermediate Similarity	NPD7251	Discontinued
0.8267	Intermediate Similarity	NPD6799	Approved
0.8264	Intermediate Similarity	NPD230	Phase 1
0.8258	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8258	Intermediate Similarity	NPD7819	Suspended
0.8239	Intermediate Similarity	NPD6232	Discontinued
0.8232	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8219	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.8199	Intermediate Similarity	NPD7473	Discontinued
0.8194	Intermediate Similarity	NPD6801	Discontinued
0.8188	Intermediate Similarity	NPD3750	Approved
0.8163	Intermediate Similarity	NPD1551	Phase 2
0.8141	Intermediate Similarity	NPD1465	Phase 2
0.8129	Intermediate Similarity	NPD7411	Suspended
0.8121	Intermediate Similarity	NPD7808	Phase 3
0.8113	Intermediate Similarity	NPD5494	Approved
0.8089	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8069	Intermediate Similarity	NPD1613	Approved
0.8069	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8067	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8065	Intermediate Similarity	NPD6599	Discontinued
0.805	Intermediate Similarity	NPD919	Approved
0.8042	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8041	Intermediate Similarity	NPD2935	Discontinued
0.8	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD5403	Approved
0.7987	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7975	Intermediate Similarity	NPD5402	Approved
0.7974	Intermediate Similarity	NPD5401	Approved
0.7973	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7972	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7972	Intermediate Similarity	NPD9494	Approved
0.795	Intermediate Similarity	NPD1247	Approved
0.7879	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD3749	Approved
0.7862	Intermediate Similarity	NPD3027	Phase 3
0.7852	Intermediate Similarity	NPD3748	Approved
0.7843	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD6959	Discontinued
0.7812	Intermediate Similarity	NPD7768	Phase 2
0.7805	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7771	Intermediate Similarity	NPD5844	Phase 1
0.7763	Intermediate Similarity	NPD1243	Approved
0.7763	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD920	Approved
0.7746	Intermediate Similarity	NPD9269	Phase 2
0.7744	Intermediate Similarity	NPD3926	Phase 2
0.7742	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7742	Intermediate Similarity	NPD2533	Approved
0.7742	Intermediate Similarity	NPD2532	Approved
0.7742	Intermediate Similarity	NPD2534	Approved
0.7738	Intermediate Similarity	NPD6559	Discontinued
0.7718	Intermediate Similarity	NPD6651	Approved
0.7708	Intermediate Similarity	NPD1203	Approved
0.7692	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7687	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7676	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7655	Intermediate Similarity	NPD2798	Approved
0.7651	Intermediate Similarity	NPD447	Suspended
0.7647	Intermediate Similarity	NPD2800	Approved
0.7643	Intermediate Similarity	NPD1548	Phase 1
0.7632	Intermediate Similarity	NPD2344	Approved
0.7597	Intermediate Similarity	NPD4628	Phase 3
0.7586	Intermediate Similarity	NPD1470	Approved
0.7568	Intermediate Similarity	NPD2313	Discontinued
0.7564	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7552	Intermediate Similarity	NPD1610	Phase 2
0.7552	Intermediate Similarity	NPD1201	Approved
0.7548	Intermediate Similarity	NPD6190	Approved
0.7485	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7484	Intermediate Similarity	NPD1653	Approved
0.7471	Intermediate Similarity	NPD5953	Discontinued
0.7465	Intermediate Similarity	NPD9268	Approved
0.7452	Intermediate Similarity	NPD7390	Discontinued
0.7451	Intermediate Similarity	NPD6100	Approved
0.7451	Intermediate Similarity	NPD6099	Approved
0.7438	Intermediate Similarity	NPD3226	Approved
0.7436	Intermediate Similarity	NPD2309	Approved
0.7429	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7417	Intermediate Similarity	NPD1933	Approved
0.741	Intermediate Similarity	NPD7199	Phase 2
0.7396	Intermediate Similarity	NPD3751	Discontinued
0.7394	Intermediate Similarity	NPD9545	Approved
0.7394	Intermediate Similarity	NPD6234	Discontinued
0.7386	Intermediate Similarity	NPD2799	Discontinued
0.7379	Intermediate Similarity	NPD9717	Approved
0.7376	Intermediate Similarity	NPD9493	Approved
0.7353	Intermediate Similarity	NPD7286	Phase 2
0.7348	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7321	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD6832	Phase 2
0.7315	Intermediate Similarity	NPD4908	Phase 1
0.731	Intermediate Similarity	NPD422	Phase 1
0.7308	Intermediate Similarity	NPD2654	Approved
0.7303	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7301	Intermediate Similarity	NPD37	Approved
0.7296	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.729	Intermediate Similarity	NPD2346	Discontinued
0.7273	Intermediate Similarity	NPD7033	Discontinued
0.7273	Intermediate Similarity	NPD4308	Phase 3
0.7261	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.726	Intermediate Similarity	NPD1608	Approved
0.726	Intermediate Similarity	NPD3972	Approved
0.7257	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7247	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.723	Intermediate Similarity	NPD1164	Approved
0.7226	Intermediate Similarity	NPD5405	Approved
0.7226	Intermediate Similarity	NPD5404	Approved
0.7226	Intermediate Similarity	NPD5406	Approved
0.7226	Intermediate Similarity	NPD5408	Approved
0.7225	Intermediate Similarity	NPD7685	Pre-registration
0.7222	Intermediate Similarity	NPD7458	Discontinued
0.7219	Intermediate Similarity	NPD411	Approved
0.7219	Intermediate Similarity	NPD3268	Approved
0.7219	Intermediate Similarity	NPD5242	Approved
0.7219	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7219	Intermediate Similarity	NPD3764	Approved
0.7212	Intermediate Similarity	NPD4288	Approved
0.7203	Intermediate Similarity	NPD5536	Phase 2
0.7188	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7182	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7169	Intermediate Similarity	NPD4965	Approved
0.7169	Intermediate Similarity	NPD4967	Phase 2
0.7169	Intermediate Similarity	NPD4966	Approved
0.7162	Intermediate Similarity	NPD3225	Approved
0.716	Intermediate Similarity	NPD5710	Approved
0.716	Intermediate Similarity	NPD3787	Discontinued
0.716	Intermediate Similarity	NPD5711	Approved
0.7143	Intermediate Similarity	NPD228	Approved
0.7133	Intermediate Similarity	NPD3018	Phase 2
0.7133	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7125	Intermediate Similarity	NPD4357	Discontinued
0.7114	Intermediate Similarity	NPD2797	Approved
0.7105	Intermediate Similarity	NPD1296	Phase 2
0.7093	Intermediate Similarity	NPD7228	Approved
0.7072	Intermediate Similarity	NPD4363	Phase 3
0.7072	Intermediate Similarity	NPD4360	Phase 2
0.7055	Intermediate Similarity	NPD17	Approved
0.7047	Intermediate Similarity	NPD1876	Approved
0.7045	Intermediate Similarity	NPD8312	Approved
0.7045	Intermediate Similarity	NPD8313	Approved
0.7044	Intermediate Similarity	NPD8166	Discontinued
0.7042	Intermediate Similarity	NPD1241	Discontinued
0.7033	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7033	Intermediate Similarity	NPD4361	Phase 2
0.703	Intermediate Similarity	NPD6386	Approved
0.703	Intermediate Similarity	NPD6385	Approved
0.7013	Intermediate Similarity	NPD4307	Phase 2
0.7012	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD1729	Discontinued
0.7006	Intermediate Similarity	NPD5353	Approved
0.7	Intermediate Similarity	NPD3267	Approved
0.7	Intermediate Similarity	NPD3266	Approved
0.6993	Remote Similarity	NPD6798	Discontinued
0.6988	Remote Similarity	NPD6844	Discontinued
0.698	Remote Similarity	NPD2982	Phase 2
0.698	Remote Similarity	NPD2983	Phase 2
0.6973	Remote Similarity	NPD6778	Approved
0.6973	Remote Similarity	NPD6779	Approved
0.6973	Remote Similarity	NPD6776	Approved
0.6973	Remote Similarity	NPD6780	Approved
0.6973	Remote Similarity	NPD6782	Approved
0.6973	Remote Similarity	NPD6781	Approved
0.6973	Remote Similarity	NPD6777	Approved
0.6962	Remote Similarity	NPD7266	Discontinued
0.6962	Remote Similarity	NPD1471	Phase 3
0.6954	Remote Similarity	NPD1019	Discontinued
0.6947	Remote Similarity	NPD8151	Discontinued
0.6944	Remote Similarity	NPD4287	Approved
0.6937	Remote Similarity	NPD7003	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