NPASS Compound

Structure

CID129165 OpenBabel06191715482D 30 33 0 0 1 0 0 0 0 0999 V2000 -2.6329 5.3937 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9993 6.3858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5418 5.6986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8089 3.7142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5364 2.4740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2057 4.6047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3514 3.0269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7482 3.9175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8448 -1.4642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6902 -0.9764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2254 1.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2251 0.4868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6893 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8456 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8445 0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6910 1.9508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8451 -1.4637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5721 5.5969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3817 2.9253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1753 4.7064 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9759 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6895 -0.9755 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6905 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3815 1.9503 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5358 0.4872 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8454 0.4877 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5361 1.4626 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5557 -1.4752 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 8 9 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 22 1 0 0 0 0 11 24 2 0 0 0 0 12 13 1 0 0 0 0 12 25 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 20 4 1 1 0 0 0 20 25 1 0 0 0 0 21 7 1 6 0 0 0 22 28 1 6 0 0 0 23 30 1 6 0 0 0 24 26 1 0 0 0 0 24 27 1 0 0 0 0 25 29 1 6 0 0 0 26 29 1 6 0 0 0 27 28 1 6 0 0 0 28 5 1 6 0 0 0 29 6 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	412.37
Volume:	479.432
LogP:	7.492
LogD:	6.276
LogS:	-6.895
# Rotatable Bonds:	5
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.457
Synthetic Accessibility Score:	4.733
Fsp3:	0.862
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.593
MDCK Permeability:	6.44167885184288e-05
Pgp-inhibitor:	0.228
Pgp-substrate:	0.873
Human Intestinal Absorption (HIA):	0.022
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007
Plasma Protein Binding (PPB):	88.83643341064453%
Volume Distribution (VD):	1.31
Pgp-substrate:	0.9422650337219238%

ADMET: Metabolism

CYP1A2-inhibitor:	0.097
CYP1A2-substrate:	0.342
CYP2C19-inhibitor:	0.153
CYP2C19-substrate:	0.903
CYP2C9-inhibitor:	0.344
CYP2C9-substrate:	0.056
CYP2D6-inhibitor:	0.05
CYP2D6-substrate:	0.537
CYP3A4-inhibitor:	0.889
CYP3A4-substrate:	0.722

ADMET: Excretion

Clearance (CL):	4.308
Half-life (T1/2):	0.045

ADMET: Toxicity

hERG Blockers:	0.059
Human Hepatotoxicity (H-HT):	0.149
Drug-inuced Liver Injury (DILI):	0.023
AMES Toxicity:	0.002
Rat Oral Acute Toxicity:	0.315
Maximum Recommended Daily Dose:	0.979
Skin Sensitization:	0.459
Carcinogencity:	0.015
Eye Corrosion:	0.12
Eye Irritation:	0.13
Respiratory Toxicity:	0.691

Download Data

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

Natural Product: NPC129165

Natural Product ID:	NPC129165
*Common Name:**	Alpha-Spinasterol
IUPAC Name:	(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms:	Alpha-Spinasterol
Standard InCHIKey:	JZVFJDZBLUFKCA-FXIAWGAOSA-N
Standard InCHI:	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1
SMILES:	CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CC[C@@H](C2)O)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL487783
PubChem CID:	5281331
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0002031] Stigmastanes and derivatives

*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
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1016/0031-9422(86)88033-5]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/0031-9422(86)88033-5]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	whole plant	n.a.	n.a.	DOI[10.1016/j.tetlet.2016.12.029]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)88710-5]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/np50070a031]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11430011]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[12033510]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[15056960]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15165144]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844878]
NPO25104	Grindelia scorzonerifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844947]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16041399]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16209522]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17279797]
NPO28581	Aspergillus fumisynnematus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17523650]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	root	n.a.	PMID[17851435]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	Northeastern Regional Plant Introduction Station at Geneva	1966, 1967, and 1968 crop seasons	PMID[18460139]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	stem	n.a.	PMID[19058971]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	Madagascar Rainforest	n.a.	PMID[19058971]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19739599]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20488581]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20583752]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	Roots	n.a.	n.a.	PMID[20939516]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	root	n.a.	PMID[20939516]
NPO23708	Aster koraiensis	Species	Asteraceae	Eukaryota	aerial parts	Euidang-myun, Gongju city, Chungchengnam-do, Republic of Korea	2007-Aug	PMID[22264115]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22779710]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	root	n.a.	PMID[22779710]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23186307]
NPO24718	Streptomyces parvulus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23423168]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23876370]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	roots	n.a.	n.a.	PMID[26259802]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26477735]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28165740]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	The ‘Dolina Mogilnicy’ Organic Farming Products Cooperative (Wolkowo, Poland)	2016-Oct	PMID[31416184]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31625742]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[469551]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[9433811]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	Pericarp	n.a.	n.a.	PMID[9748380]
NPO23108	Pinus flexilis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9834165]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaves	n.a.		Database[FooDB]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30744	Equisetum hiemale	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23853	Senegalia mellifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10084	Equisetum hyemale	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25266	Baccharoides lasiopus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29808	Platycodon grandiflorum	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24321	Vicia amoena	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30744	Equisetum hiemale	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10084	Equisetum hyemale	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24190	Uncaria sterrophylla	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25104	Grindelia scorzonerifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25266	Baccharoides lasiopus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23440	Aconitum napellus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10084	Equisetum hyemale	Species	Equisetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24968	Delphinus globiceps	Species	Delphinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23108	Pinus flexilis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24405	Farlowia mollis	Species	Dumontiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17874	Mus striatus	Species	Muridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24588	Phellinus igniarius	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24112	Pisaster giganteus	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28581	Aspergillus fumisynnematus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24657	Bothriocline ripensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19691	Mycena fagetorum	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24811	Cibotium barometz	Species	Cibotiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19819	Trichoderma viride	Species	Hypocreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13645	Armoracia rusticana	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25065	Gardenia imperialis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24491	Flindersia xanthoxyla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24522	Sepia officinalis	Species	Sepiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27513	Quercus myrsinifolia	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24771	Boenninghausenia albiflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24558	Calea lantanoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2411	Meliosma simplicifolia	Species	Sabiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23656	Typha latifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25190	Lonchocarpus atropurpureus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3718	Ambrosia tenuifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24753	Ballota limbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24020	Raputia praetermissa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO22685	Astragalus bisulcatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23749	Achillea nana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7066	Gomesa radicans	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23365	Drummondita hassellii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24687	Sabadilla officinalis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25225	Radianthus kuekenthali	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO249	Dysosma pleianthum	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24899	Chroogomphus helveticus	Species	Gomphidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13694	Rhodococcus erythropolis	Species	0cardiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO5263	Albatrellus cristatus	Species	Albatrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24935	Coronilla cretica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23853	Senegalia mellifera	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22911	Enterococcus faecalis	Species	Enterococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25206	Cucurbita moschata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24718	Streptomyces parvulus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25129	Tricholoma acerbum	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23286	Galium mollugo	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21796	Lepidium graminifolium	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23708	Aster koraiensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22025	Drosera indica	Species	Droseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17494	Prunella vulgaris	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20454	Bidens pilosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11196	Impatiens balsamina	Species	Balsaminaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15117	Chromolaena odorata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23538	Ephedra distachya	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23144	Brachyglottis bidwillii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27699	Toddalia floribunda	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9392	Elaeodendron alluaudianum	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1694	Rhizoprionodon acutus	Species	Carcharhinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20274	Cynanchum formosanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20056	Pinus monophylla	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25150	Haliclona cribricutis	Species	Chalinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24321	Vicia amoena	Species	Fabaceae	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	3
Others	2

Activity Type	# Activity
Cell Line	1
Individual Protein	2
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT270	Individual Protein	Nitric oxide synthase, inducible	Mus musculus	IC50	>	50000.0	nM	PMID[480219]
NPT461	Cell Line	PANC-1	Homo sapiens	PC50	=	58.1	uM	PMID[480221]
NPT2	Others	Unspecified		Inhibition	=	8.7	%	PMID[480219]
NPT35	Others	n.a.		IC50	>	50000.0	nM	PMID[480220]
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	>	30000.0	nM	PMID[480220]

☑ 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 NPC129165 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	155
0.1-0.2	1357
0.2-0.3	7761
0.3-0.4	15608
0.4-0.5	6932
0.5-0.6	5610
0.6-0.7	3761
0.7-0.8	1093
0.8-0.85	247
0.85-0.9	99
0.9-0.95	54
0.95-1	20

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC134330
0.9857	High Similarity	NPC141071
0.9857	High Similarity	NPC471723
0.9857	High Similarity	NPC257347
0.9718	High Similarity	NPC189883
0.9718	High Similarity	NPC113733
0.9718	High Similarity	NPC470362
0.9577	High Similarity	NPC22105
0.9577	High Similarity	NPC288035
0.9577	High Similarity	NPC134847
0.9577	High Similarity	NPC28657
0.9577	High Similarity	NPC136188
0.9577	High Similarity	NPC230301
0.9577	High Similarity	NPC285893
0.9577	High Similarity	NPC304309
0.9577	High Similarity	NPC162742
0.9452	High Similarity	NPC76931
0.9452	High Similarity	NPC18603
0.9452	High Similarity	NPC307965
0.9444	High Similarity	NPC300324
0.9444	High Similarity	NPC321016
0.9444	High Similarity	NPC321381
0.9444	High Similarity	NPC107059
0.9444	High Similarity	NPC202642
0.9444	High Similarity	NPC237460
0.9444	High Similarity	NPC46160
0.9444	High Similarity	NPC240604
0.9324	High Similarity	NPC30986
0.9324	High Similarity	NPC1319
0.9324	High Similarity	NPC209430
0.9315	High Similarity	NPC318495
0.9315	High Similarity	NPC214570
0.9315	High Similarity	NPC34019
0.9315	High Similarity	NPC198968
0.9315	High Similarity	NPC155986
0.9306	High Similarity	NPC121744
0.9306	High Similarity	NPC322353
0.9306	High Similarity	NPC118508
0.9296	High Similarity	NPC182717
0.92	High Similarity	NPC236112
0.92	High Similarity	NPC241290
0.92	High Similarity	NPC209944
0.92	High Similarity	NPC234193
0.92	High Similarity	NPC164840
0.9189	High Similarity	NPC275910
0.9189	High Similarity	NPC285761
0.9189	High Similarity	NPC167037
0.9189	High Similarity	NPC65897
0.9189	High Similarity	NPC474216
0.9189	High Similarity	NPC477522
0.9189	High Similarity	NPC85346
0.9189	High Similarity	NPC473943
0.9189	High Similarity	NPC138621
0.9189	High Similarity	NPC87604
0.9189	High Similarity	NPC205455
0.9189	High Similarity	NPC186191
0.9189	High Similarity	NPC244385
0.9189	High Similarity	NPC302041
0.9189	High Similarity	NPC6978
0.9178	High Similarity	NPC244488
0.9178	High Similarity	NPC73875
0.9178	High Similarity	NPC247325
0.9167	High Similarity	NPC469593
0.9167	High Similarity	NPC469533
0.9167	High Similarity	NPC469534
0.9079	High Similarity	NPC47761
0.9079	High Similarity	NPC264245
0.9079	High Similarity	NPC474531
0.9067	High Similarity	NPC28862
0.9067	High Similarity	NPC109546
0.9067	High Similarity	NPC47982
0.9067	High Similarity	NPC328714
0.9067	High Similarity	NPC143182
0.9067	High Similarity	NPC84694
0.9067	High Similarity	NPC273410
0.9067	High Similarity	NPC81306
0.9067	High Similarity	NPC80530
0.9028	High Similarity	NPC201373
0.9028	High Similarity	NPC474140
0.9028	High Similarity	NPC471799
0.9014	High Similarity	NPC145498
0.9014	High Similarity	NPC475728
0.9	High Similarity	NPC160209
0.8974	High Similarity	NPC470077
0.8961	High Similarity	NPC470049
0.8961	High Similarity	NPC87489
0.8961	High Similarity	NPC296701
0.8961	High Similarity	NPC30166
0.8961	High Similarity	NPC50964
0.8961	High Similarity	NPC49964
0.8961	High Similarity	NPC218616
0.8947	High Similarity	NPC13554
0.8947	High Similarity	NPC322313
0.8947	High Similarity	NPC102253
0.8947	High Similarity	NPC236237
0.8947	High Similarity	NPC26117
0.8933	High Similarity	NPC318136
0.8933	High Similarity	NPC477514
0.8933	High Similarity	NPC312328
0.8919	High Similarity	NPC96319
0.8904	High Similarity	NPC477138
0.8904	High Similarity	NPC91858
0.8904	High Similarity	NPC471797
0.8904	High Similarity	NPC243342
0.8904	High Similarity	NPC100334
0.8889	High Similarity	NPC110799
0.8889	High Similarity	NPC242001
0.8889	High Similarity	NPC111234
0.8861	High Similarity	NPC318390
0.8857	High Similarity	NPC197805
0.8846	High Similarity	NPC477818
0.8846	High Similarity	NPC317458
0.8831	High Similarity	NPC23852
0.8831	High Similarity	NPC7505
0.8831	High Similarity	NPC474752
0.8831	High Similarity	NPC209620
0.8831	High Similarity	NPC470383
0.8831	High Similarity	NPC474683
0.8831	High Similarity	NPC474759
0.8831	High Similarity	NPC474731
0.8831	High Similarity	NPC82986
0.88	High Similarity	NPC471798
0.8784	High Similarity	NPC103822
0.8784	High Similarity	NPC291503
0.8784	High Similarity	NPC471468
0.8767	High Similarity	NPC195489
0.875	High Similarity	NPC45296
0.875	High Similarity	NPC261266
0.8734	High Similarity	NPC238485
0.8734	High Similarity	NPC205845
0.8734	High Similarity	NPC209802
0.8734	High Similarity	NPC124172
0.8734	High Similarity	NPC231310
0.8734	High Similarity	NPC474047
0.8734	High Similarity	NPC33913
0.8734	High Similarity	NPC478102
0.8732	High Similarity	NPC208999
0.8718	High Similarity	NPC189972
0.8718	High Similarity	NPC201852
0.8718	High Similarity	NPC470614
0.8718	High Similarity	NPC1272
0.8718	High Similarity	NPC5985
0.8718	High Similarity	NPC20853
0.8718	High Similarity	NPC101462
0.8718	High Similarity	NPC248886
0.8718	High Similarity	NPC202389
0.8714	High Similarity	NPC286669
0.8714	High Similarity	NPC222366
0.8714	High Similarity	NPC476039
0.8667	High Similarity	NPC122418
0.8667	High Similarity	NPC106432
0.8667	High Similarity	NPC290598
0.8667	High Similarity	NPC265328
0.8667	High Similarity	NPC27765
0.8667	High Similarity	NPC120098
0.8667	High Similarity	NPC30590
0.8649	High Similarity	NPC145552
0.8649	High Similarity	NPC254509
0.8649	High Similarity	NPC192638
0.8649	High Similarity	NPC25511
0.8649	High Similarity	NPC49168
0.8649	High Similarity	NPC62657
0.8649	High Similarity	NPC196358
0.8649	High Similarity	NPC5046
0.863	High Similarity	NPC167706
0.8625	High Similarity	NPC470360
0.8625	High Similarity	NPC274448
0.8625	High Similarity	NPC157257
0.8608	High Similarity	NPC475789
0.8608	High Similarity	NPC134481
0.8608	High Similarity	NPC474634
0.8608	High Similarity	NPC470558
0.8608	High Similarity	NPC82623
0.8608	High Similarity	NPC113978
0.8608	High Similarity	NPC141941
0.8608	High Similarity	NPC470384
0.8608	High Similarity	NPC207013
0.8608	High Similarity	NPC110778
0.8608	High Similarity	NPC193870
0.859	High Similarity	NPC6707
0.8571	High Similarity	NPC472463
0.8553	High Similarity	NPC91594
0.8553	High Similarity	NPC34177
0.8553	High Similarity	NPC472805
0.8553	High Similarity	NPC101475
0.8553	High Similarity	NPC90979
0.8553	High Similarity	NPC157996
0.8553	High Similarity	NPC40394
0.8537	High Similarity	NPC133588
0.8533	High Similarity	NPC70982
0.8533	High Similarity	NPC66566
0.8533	High Similarity	NPC3403
0.8533	High Similarity	NPC34700
0.8533	High Similarity	NPC212879
0.8533	High Similarity	NPC240235
0.8533	High Similarity	NPC200243
0.8533	High Similarity	NPC104387
0.8533	High Similarity	NPC477923
0.8533	High Similarity	NPC185536
0.8533	High Similarity	NPC138374

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 NPC129165 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	162
0.1-0.2	1577
0.2-0.3	4487
0.3-0.4	2071
0.4-0.5	421
0.5-0.6	165
0.6-0.7	154
0.7-0.8	84
0.8-0.85	16
0.85-0.9	10
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9577	High Similarity	NPD7339	Approved
0.9577	High Similarity	NPD6942	Approved
0.8947	High Similarity	NPD7525	Registered
0.8919	High Similarity	NPD3701	Clinical (unspecified phase)
0.8649	High Similarity	NPD4784	Approved
0.8649	High Similarity	NPD4785	Approved
0.863	High Similarity	NPD7150	Approved
0.863	High Similarity	NPD7151	Approved
0.863	High Similarity	NPD7152	Approved
0.863	High Similarity	NPD4243	Approved
0.85	High Similarity	NPD4786	Approved
0.8493	Intermediate Similarity	NPD7143	Approved
0.8493	Intermediate Similarity	NPD7144	Approved
0.84	Intermediate Similarity	NPD6924	Approved
0.84	Intermediate Similarity	NPD6926	Approved
0.8356	Intermediate Similarity	NPD6922	Approved
0.8356	Intermediate Similarity	NPD6923	Approved
0.8333	Intermediate Similarity	NPD7645	Phase 2
0.825	Intermediate Similarity	NPD3667	Approved
0.8235	Intermediate Similarity	NPD6079	Approved
0.8214	Intermediate Similarity	NPD5328	Approved
0.8182	Intermediate Similarity	NPD6933	Approved
0.8072	Intermediate Similarity	NPD3618	Phase 1
0.8052	Intermediate Similarity	NPD5275	Approved
0.8052	Intermediate Similarity	NPD4190	Phase 3
0.8	Intermediate Similarity	NPD4748	Discontinued
0.7976	Intermediate Similarity	NPD4751	Clinical (unspecified phase)
0.7875	Intermediate Similarity	NPD6929	Approved
0.7875	Intermediate Similarity	NPD4195	Approved
0.7848	Intermediate Similarity	NPD6932	Approved
0.7831	Intermediate Similarity	NPD3666	Approved
0.7831	Intermediate Similarity	NPD3133	Approved
0.7831	Intermediate Similarity	NPD3665	Phase 1
0.7778	Intermediate Similarity	NPD6931	Approved
0.7778	Intermediate Similarity	NPD6930	Phase 2
0.7778	Intermediate Similarity	NPD7509	Discontinued
0.775	Intermediate Similarity	NPD7145	Approved
0.7727	Intermediate Similarity	NPD4202	Approved
0.7667	Intermediate Similarity	NPD5222	Approved
0.7667	Intermediate Similarity	NPD5221	Approved
0.7667	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7625	Intermediate Similarity	NPD5776	Phase 2
0.7625	Intermediate Similarity	NPD6925	Approved
0.7595	Intermediate Similarity	NPD8264	Approved
0.7582	Intermediate Similarity	NPD5173	Approved
0.7561	Intermediate Similarity	NPD7514	Phase 3
0.7531	Intermediate Similarity	NPD7322	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD7520	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD6399	Phase 3
0.75	Intermediate Similarity	NPD6695	Phase 3
0.7473	Intermediate Similarity	NPD4697	Phase 3
0.747	Intermediate Similarity	NPD6902	Approved
0.7442	Intermediate Similarity	NPD5279	Phase 3
0.7439	Intermediate Similarity	NPD6683	Phase 2
0.7419	Intermediate Similarity	NPD5286	Approved
0.7419	Intermediate Similarity	NPD4696	Approved
0.7419	Intermediate Similarity	NPD5285	Approved
0.7412	Intermediate Similarity	NPD7338	Clinical (unspecified phase)
0.7412	Intermediate Similarity	NPD3668	Phase 3
0.7391	Intermediate Similarity	NPD4755	Approved
0.7386	Intermediate Similarity	NPD4753	Phase 2
0.7381	Intermediate Similarity	NPD4221	Approved
0.7381	Intermediate Similarity	NPD4223	Phase 3
0.7349	Intermediate Similarity	NPD7332	Phase 2
0.734	Intermediate Similarity	NPD5223	Approved
0.7326	Intermediate Similarity	NPD6893	Approved
0.7326	Intermediate Similarity	NPD5329	Approved
0.7312	Intermediate Similarity	NPD5290	Discontinued
0.7263	Intermediate Similarity	NPD5226	Approved
0.7263	Intermediate Similarity	NPD4633	Approved
0.7263	Intermediate Similarity	NPD5224	Approved
0.7263	Intermediate Similarity	NPD5225	Approved
0.7263	Intermediate Similarity	NPD5211	Phase 2
0.7234	Intermediate Similarity	NPD4700	Approved
0.7222	Intermediate Similarity	NPD7515	Phase 2
0.7209	Intermediate Similarity	NPD4197	Approved
0.7188	Intermediate Similarity	NPD5174	Approved
0.7188	Intermediate Similarity	NPD5175	Approved
0.7179	Intermediate Similarity	NPD4267	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD4629	Approved
0.7174	Intermediate Similarity	NPD5210	Approved
0.7159	Intermediate Similarity	NPD7750	Discontinued
0.7159	Intermediate Similarity	NPD7524	Approved
0.7128	Intermediate Similarity	NPD7638	Approved
0.7113	Intermediate Similarity	NPD5141	Approved
0.7093	Intermediate Similarity	NPD4788	Approved
0.7089	Intermediate Similarity	NPD4787	Phase 1
0.7071	Intermediate Similarity	NPD6881	Approved
0.7071	Intermediate Similarity	NPD6899	Approved
0.7059	Intermediate Similarity	NPD6898	Phase 1
0.7053	Intermediate Similarity	NPD7640	Approved
0.7053	Intermediate Similarity	NPD7639	Approved
0.7045	Intermediate Similarity	NPD5205	Approved
0.7045	Intermediate Similarity	NPD4138	Approved
0.7045	Intermediate Similarity	NPD5330	Approved
0.7045	Intermediate Similarity	NPD6409	Approved
0.7045	Intermediate Similarity	NPD4689	Approved
0.7045	Intermediate Similarity	NPD4688	Approved
0.7045	Intermediate Similarity	NPD7146	Approved
0.7045	Intermediate Similarity	NPD6684	Approved
0.7045	Intermediate Similarity	NPD4690	Approved
0.7045	Intermediate Similarity	NPD4693	Phase 3
0.7045	Intermediate Similarity	NPD7521	Approved
0.7045	Intermediate Similarity	NPD7334	Approved
0.7045	Intermediate Similarity	NPD5690	Phase 2
0.7041	Intermediate Similarity	NPD6675	Approved
0.7041	Intermediate Similarity	NPD6402	Approved
0.7041	Intermediate Similarity	NPD7128	Approved
0.7041	Intermediate Similarity	NPD5739	Approved
0.7021	Intermediate Similarity	NPD6083	Phase 2
0.7021	Intermediate Similarity	NPD6084	Phase 2
0.701	Intermediate Similarity	NPD4754	Approved
0.7	Intermediate Similarity	NPD6051	Approved
0.7	Intermediate Similarity	NPD4809	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD4808	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5697	Approved
0.6931	Remote Similarity	NPD7290	Approved
0.6931	Remote Similarity	NPD7102	Approved
0.6931	Remote Similarity	NPD6883	Approved
0.6905	Remote Similarity	NPD3617	Approved
0.69	Remote Similarity	NPD4729	Approved
0.69	Remote Similarity	NPD6011	Approved
0.69	Remote Similarity	NPD4730	Approved
0.69	Remote Similarity	NPD5168	Approved
0.69	Remote Similarity	NPD7320	Approved
0.6889	Remote Similarity	NPD5737	Approved
0.6889	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD6672	Approved
0.6889	Remote Similarity	NPD6903	Approved
0.6889	Remote Similarity	NPD4723	Approved
0.6889	Remote Similarity	NPD4722	Approved
0.6882	Remote Similarity	NPD7748	Approved
0.6869	Remote Similarity	NPD4767	Approved
0.6869	Remote Similarity	NPD4768	Approved
0.6863	Remote Similarity	NPD6649	Approved
0.6863	Remote Similarity	NPD6847	Approved
0.6863	Remote Similarity	NPD8130	Phase 1
0.6863	Remote Similarity	NPD6617	Approved
0.6863	Remote Similarity	NPD6650	Approved
0.6863	Remote Similarity	NPD6869	Approved
0.6854	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD5280	Approved
0.6854	Remote Similarity	NPD4694	Approved
0.6848	Remote Similarity	NPD8035	Phase 2
0.6848	Remote Similarity	NPD8034	Phase 2
0.6848	Remote Similarity	NPD7087	Discontinued
0.6832	Remote Similarity	NPD6014	Approved
0.6832	Remote Similarity	NPD6012	Approved
0.6832	Remote Similarity	NPD6373	Approved
0.6832	Remote Similarity	NPD6372	Approved
0.6832	Remote Similarity	NPD6013	Approved
0.6829	Remote Similarity	NPD6113	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5701	Approved
0.6796	Remote Similarity	NPD6882	Approved
0.6796	Remote Similarity	NPD8297	Approved
0.6765	Remote Similarity	NPD5169	Approved
0.6765	Remote Similarity	NPD5247	Approved
0.6765	Remote Similarity	NPD5249	Phase 3
0.6765	Remote Similarity	NPD5251	Approved
0.6765	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6765	Remote Similarity	NPD5135	Approved
0.6765	Remote Similarity	NPD5250	Approved
0.6765	Remote Similarity	NPD5248	Approved
0.6765	Remote Similarity	NPD4634	Approved
0.675	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.675	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.6733	Remote Similarity	NPD5128	Approved
0.6699	Remote Similarity	NPD5217	Approved
0.6699	Remote Similarity	NPD5215	Approved
0.6699	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6699	Remote Similarity	NPD5216	Approved
0.6699	Remote Similarity	NPD5127	Approved
0.6667	Remote Similarity	NPD4139	Approved
0.6667	Remote Similarity	NPD4623	Approved
0.6667	Remote Similarity	NPD6117	Approved
0.6667	Remote Similarity	NPD5284	Approved
0.6667	Remote Similarity	NPD4692	Approved
0.6667	Remote Similarity	NPD7902	Approved
0.6667	Remote Similarity	NPD4747	Approved
0.6667	Remote Similarity	NPD6098	Approved
0.6667	Remote Similarity	NPD5281	Approved
0.6667	Remote Similarity	NPD7637	Suspended
0.6667	Remote Similarity	NPD4519	Discontinued
0.6632	Remote Similarity	NPD5695	Phase 3
0.6625	Remote Similarity	NPD3621	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD6868	Approved
0.6598	Remote Similarity	NPD5696	Approved
0.6588	Remote Similarity	NPD6116	Phase 1
0.6575	Remote Similarity	NPD342	Phase 1
0.6571	Remote Similarity	NPD4632	Approved
0.6559	Remote Similarity	NPD7136	Phase 2
0.6552	Remote Similarity	NPD4695	Discontinued
0.6543	Remote Similarity	NPD4137	Phase 3
0.6542	Remote Similarity	NPD7115	Discovery
0.6512	Remote Similarity	NPD6114	Approved
0.6512	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6512	Remote Similarity	NPD6118	Approved
0.6512	Remote Similarity	NPD6697	Approved
0.6512	Remote Similarity	NPD6115	Approved
0.6509	Remote Similarity	NPD5167	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