NPASS Compound

Structure

CID20610 OpenBabel06191715342D 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 0 0 0 0 0 0 0 0 0 0 1.6895 -0.9755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6905 -0.0005 0.0000 C 0 0 1 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 1 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 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 0 0 0 0 23 30 2 0 0 0 0 24 11 1 1 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:	8.044
LogD:	7.108
LogS:	-6.51
# Rotatable Bonds:	6
TPSA:	17.07
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	4
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.401
Synthetic Accessibility Score:	4.41
Fsp3:	0.897
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:	-4.783
MDCK Permeability:	8.305155461130198e-06
Pgp-inhibitor:	0.957
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.978
30% Bioavailability (F30%):	0.931

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.36
Plasma Protein Binding (PPB):	92.98590087890625%
Volume Distribution (VD):	1.283
Pgp-substrate:	1.2587370872497559%

ADMET: Metabolism

CYP1A2-inhibitor:	0.092
CYP1A2-substrate:	0.546
CYP2C19-inhibitor:	0.196
CYP2C19-substrate:	0.924
CYP2C9-inhibitor:	0.247
CYP2C9-substrate:	0.301
CYP2D6-inhibitor:	0.111
CYP2D6-substrate:	0.345
CYP3A4-inhibitor:	0.642
CYP3A4-substrate:	0.797

ADMET: Excretion

Clearance (CL):	6.383
Half-life (T1/2):	0.172

ADMET: Toxicity

hERG Blockers:	0.875
Human Hepatotoxicity (H-HT):	0.25
Drug-inuced Liver Injury (DILI):	0.866
AMES Toxicity:	0.003
Rat Oral Acute Toxicity:	0.009
Maximum Recommended Daily Dose:	0.04
Skin Sensitization:	0.964
Carcinogencity:	0.131
Eye Corrosion:	0.958
Eye Irritation:	0.918
Respiratory Toxicity:	0.969

Download Data

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

Natural Product: NPC20610

Natural Product ID:	NPC20610
*Common Name:**	Beta-Sitostenone
IUPAC Name:	(8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-1,2,4,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:	Beta-Sitostenone; Beta-Sitosterone
Standard InCHIKey:	KYOFIJXMVNQYFC-XJZKHKOHSA-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/h10,19-21,24-27H,7-9,11-18H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1
SMILES:	CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCC(=O)C2)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL221543
PubChem CID:	9801811
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
NPO26992	Sophora leachiana	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1016/0031-9422(90)85209-X]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Caribbean	n.a.	PMID[10021943]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Taiwan	n.a.	PMID[11277748]
NPO7869	Peritassa campestris	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[11738408]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	twig	n.a.	PMID[14709876]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14709876]
NPO30573	Antrodia camphorata	Species	Fomitopsidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14738384]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	Leaves; Twigs	n.a.	n.a.	PMID[15043402]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15826166]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921424]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309320]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	stem	n.a.	n.a.	PMID[16643054]
NPO30573	Antrodia camphorata	Species	Fomitopsidaceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[16643055]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[17125218]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17315960]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[17315960]
NPO30573	Antrodia camphorata	Species	Fomitopsidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17559265]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17924666]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18590313]
NPO26203	Dysidea villosa	Species	Dysideidae	Eukaryota	n.a.	Hainan, China	n.a.	PMID[19091557]
NPO17126	Callicarpa pilosissima	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19193025]
NPO33077	garcinina multiflora	Species	n.a.	n.a.	fruits	n.a.	n.a.	PMID[19203247]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	leaves	Lai-I, Pingtung County, Taiwan	2005-May	PMID[20704331]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20979386]
NPO17478	Radermachera boniana	Species	Bignoniaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21469696]
NPO17478	Radermachera boniana	Species	Bignoniaceae	Eukaryota	n.a.	twig	n.a.	PMID[21469696]
NPO17478	Radermachera boniana	Species	Bignoniaceae	Eukaryota	leaves and twigs	Cuc Phuong National Park (20o 17.901 N, 105o 39.310 E), Ninh Binh, Vietnam	2007-APR	PMID[21469696]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23688329]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23806071]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23897464]
NPO30573	Antrodia camphorata	Species	Fomitopsidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24387703]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	China	n.a.	PMID[25115700]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26666037]
NPO25406	Celastrus monospermus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28006915]
NPO28138	Burkea africana	Species	Fabaceae	Eukaryota	Bark	n.a.	n.a.	PMID[29394063]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[7798954]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7798955]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8626242]
NPO7557	Aristolochia mollissima	Species	Aristolochiaceae	Eukaryota	n.a.	amniotic fluid	n.a.	Database[Article]
NPO26992	Sophora leachiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25122	Conium maculatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21045	Salvia staminea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30573	Antrodia camphorata	Species	Fomitopsidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19672	Hosta sieboldiana	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7557	Aristolochia mollissima	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24478	Morinda coreia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13501	Gynura segetum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8845	Cacumen tamaricis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO7334	Embelia barbeyana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13501	Gynura segetum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8845	Cacumen tamaricis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO7557	Aristolochia mollissima	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24478	Morinda coreia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21045	Salvia staminea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19672	Hosta sieboldiana	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13313	Talipariti tiliaceum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7334	Embelia barbeyana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26992	Sophora leachiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25122	Conium maculatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19672	Hosta sieboldiana	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13501	Gynura segetum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7557	Aristolochia mollissima	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25122	Conium maculatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26160	Thielavia terricola	Species	Chaetomiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22264	Inula salsoloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3007	Heliotropium bovei	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28138	Burkea africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8086	Lepechinia caulescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24547	Xanthoria parietina	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7867	Cytisus caramanicus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26203	Dysidea villosa	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26849	Parmelia zollingeri	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7334	Embelia barbeyana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13501	Gynura segetum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28438	Dipterocarpus hasseltii	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22890	Eutrochium purpureum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16067.1	Pseudotsuga sinensis var. wilsoniana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25802	Agave deserti	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27723	Artemisia rothrockii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25833	Asclepias subulata	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28046	Lotus hispidus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25122	Conium maculatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27767	Artemisia turcomanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17478	Radermachera boniana	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1325	Bonnemaisonia asparagoides	Species	Bonnemaisoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8513	Pseudomonas fluorescens	Species	Pseudomonadaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28002	Lupinus kingii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26789	Tephrosia bidwilli	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25406	Celastrus monospermus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9785	Dictyota binghamiae	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24498	Casearia membranacea	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28294	Astragalus tomentosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28188	Rindera echinata	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20701	Leonotis leonurus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25201	Aglaia pyramidata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27898	Ormosia stipitata	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1267	Acronychia laurifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25259	Schrebera swietenoides	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24478	Morinda coreia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25714	Solanum spirale	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO195	Maprounea guianensis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24918	Jacobaea cannabifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3963	Hortonia floribunda	Species	Monimiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22423	Microtropis fokienensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17126	Callicarpa pilosissima	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27547	Laminaria digitata	Species	Laminariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3005	Passiflora morifolia	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13313	Talipariti tiliaceum	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7869	Peritassa campestris	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26298	Zanthoxylum simulans	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21045	Salvia staminea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26992	Sophora leachiana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28130	Neonotonia wightii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28636	Vernonia lilacina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10775	Verbascum fruticulosum	Species	Scrophulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19672	Hosta sieboldiana	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25358	Senecio gilliesi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26690	Lactarius subpiperatus	Species	Lactariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9324	0techis scutatus	Species	Elapidae	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	7
MIC	4

Activity Type	# Activity
Cell Line	3
Individual Protein	1
NON-MOLECULAR	2
Organism	4
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	50000.0	nM	PMID[466571]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	>	50000.0	nM	PMID[466571]
NPT395	Cell Line	SF-268	Homo sapiens	IC50	>	50000.0	nM	PMID[466571]
NPT1547	Individual Protein	Cathepsin D	Homo sapiens	IC50	=	9400.0	nM	PMID[466574]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	400000.0	nM	PMID[466567]
NPT2	Others	Unspecified		IC50	>	100000.0	nM	PMID[466568]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	30000.0	nM	PMID[466569]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	>	300000.0	nM	PMID[466570]
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	=	39500.0	nM	PMID[466572]
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	=	39500.0	nM	PMID[466573]

☑ 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 NPC20610 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	180
0.1-0.2	2140
0.2-0.3	14427
0.3-0.4	11497
0.4-0.5	6899
0.5-0.6	4915
0.6-0.7	2125
0.7-0.8	417
0.8-0.85	59
0.85-0.9	17
0.9-0.95	12
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
0.9844	High Similarity	NPC182815
0.9692	High Similarity	NPC282593
0.9692	High Similarity	NPC159577
0.9692	High Similarity	NPC35734
0.9545	High Similarity	NPC115023
0.9545	High Similarity	NPC470078
0.9403	High Similarity	NPC251705
0.9403	High Similarity	NPC303613
0.9403	High Similarity	NPC474228
0.9394	High Similarity	NPC307176
0.9394	High Similarity	NPC477856
0.9394	High Similarity	NPC214770
0.9375	High Similarity	NPC323005
0.9254	High Similarity	NPC234707
0.9242	High Similarity	NPC139397
0.913	High Similarity	NPC293803
0.9118	High Similarity	NPC470045
0.9118	High Similarity	NPC470044
0.9104	High Similarity	NPC2634
0.9104	High Similarity	NPC251929
0.9104	High Similarity	NPC40574
0.9104	High Similarity	NPC260040
0.9104	High Similarity	NPC265782
0.9062	High Similarity	NPC469662
0.9	High Similarity	NPC69408
0.8986	High Similarity	NPC255021
0.8986	High Similarity	NPC309852
0.8971	High Similarity	NPC305501
0.8971	High Similarity	NPC54123
0.8906	High Similarity	NPC197238
0.8906	High Similarity	NPC202118
0.8806	High Similarity	NPC82477
0.8806	High Similarity	NPC142754
0.8806	High Similarity	NPC296697
0.8806	High Similarity	NPC39157
0.8788	High Similarity	NPC43300
0.8788	High Similarity	NPC96812
0.8788	High Similarity	NPC168824
0.8788	High Similarity	NPC39462
0.8788	High Similarity	NPC189917
0.8788	High Similarity	NPC107704
0.875	High Similarity	NPC82635
0.875	High Similarity	NPC470052
0.8676	High Similarity	NPC286814
0.8657	High Similarity	NPC176107
0.8657	High Similarity	NPC220210
0.8657	High Similarity	NPC20181
0.8611	High Similarity	NPC91665
0.8592	High Similarity	NPC255650
0.8592	High Similarity	NPC473171
0.8514	High Similarity	NPC474509
0.8507	High Similarity	NPC92327
0.8462	Intermediate Similarity	NPC213152
0.8462	Intermediate Similarity	NPC60565
0.8451	Intermediate Similarity	NPC474796
0.8451	Intermediate Similarity	NPC474797
0.8451	Intermediate Similarity	NPC329866
0.8429	Intermediate Similarity	NPC190035
0.8429	Intermediate Similarity	NPC223187
0.8413	Intermediate Similarity	NPC55004
0.8413	Intermediate Similarity	NPC230823
0.8413	Intermediate Similarity	NPC49575
0.8413	Intermediate Similarity	NPC267626
0.8406	Intermediate Similarity	NPC477857
0.84	Intermediate Similarity	NPC147066
0.8378	Intermediate Similarity	NPC170793
0.8378	Intermediate Similarity	NPC215843
0.8378	Intermediate Similarity	NPC90965
0.8356	Intermediate Similarity	NPC470557
0.8333	Intermediate Similarity	NPC165695
0.831	Intermediate Similarity	NPC474488
0.8308	Intermediate Similarity	NPC127582
0.8289	Intermediate Similarity	NPC472239
0.8289	Intermediate Similarity	NPC320514
0.8261	Intermediate Similarity	NPC188292
0.8261	Intermediate Similarity	NPC260474
0.8261	Intermediate Similarity	NPC310992
0.8243	Intermediate Similarity	NPC469996
0.8209	Intermediate Similarity	NPC475124
0.8209	Intermediate Similarity	NPC212210
0.8209	Intermediate Similarity	NPC285371
0.8182	Intermediate Similarity	NPC21667
0.8182	Intermediate Similarity	NPC470046
0.8182	Intermediate Similarity	NPC470047
0.8169	Intermediate Similarity	NPC225467
0.8169	Intermediate Similarity	NPC181204
0.8169	Intermediate Similarity	NPC5701
0.8158	Intermediate Similarity	NPC38350
0.8158	Intermediate Similarity	NPC4166
0.8158	Intermediate Similarity	NPC201912
0.8154	Intermediate Similarity	NPC276764
0.8154	Intermediate Similarity	NPC472304
0.8143	Intermediate Similarity	NPC256846
0.8133	Intermediate Similarity	NPC477371
0.8077	Intermediate Similarity	NPC82902
0.8077	Intermediate Similarity	NPC221758
0.8077	Intermediate Similarity	NPC59453
0.8077	Intermediate Similarity	NPC85774
0.8077	Intermediate Similarity	NPC214043
0.806	Intermediate Similarity	NPC472306
0.8052	Intermediate Similarity	NPC142253
0.8052	Intermediate Similarity	NPC260956
0.8052	Intermediate Similarity	NPC472867
0.8052	Intermediate Similarity	NPC193347
0.8052	Intermediate Similarity	NPC311092
0.8052	Intermediate Similarity	NPC3511
0.803	Intermediate Similarity	NPC25853
0.8026	Intermediate Similarity	NPC472478
0.8	Intermediate Similarity	NPC266295
0.8	Intermediate Similarity	NPC30215
0.8	Intermediate Similarity	NPC94991
0.8	Intermediate Similarity	NPC87141
0.8	Intermediate Similarity	NPC56905
0.8	Intermediate Similarity	NPC27610
0.7975	Intermediate Similarity	NPC29447
0.7975	Intermediate Similarity	NPC471224
0.7975	Intermediate Similarity	NPC469948
0.7975	Intermediate Similarity	NPC474218
0.7975	Intermediate Similarity	NPC470223
0.7973	Intermediate Similarity	NPC469793
0.7973	Intermediate Similarity	NPC469796
0.7973	Intermediate Similarity	NPC474463
0.7971	Intermediate Similarity	NPC176171
0.7949	Intermediate Similarity	NPC83569
0.7949	Intermediate Similarity	NPC69279
0.7949	Intermediate Similarity	NPC41539
0.7945	Intermediate Similarity	NPC159497
0.7922	Intermediate Similarity	NPC477372
0.7879	Intermediate Similarity	NPC259261
0.7875	Intermediate Similarity	NPC51014
0.7875	Intermediate Similarity	NPC31564
0.7875	Intermediate Similarity	NPC145879
0.7875	Intermediate Similarity	NPC470050
0.7875	Intermediate Similarity	NPC470051
0.7875	Intermediate Similarity	NPC474733
0.7875	Intermediate Similarity	NPC474732
0.7875	Intermediate Similarity	NPC474778
0.7875	Intermediate Similarity	NPC469994
0.7857	Intermediate Similarity	NPC475523
0.7857	Intermediate Similarity	NPC193770
0.7848	Intermediate Similarity	NPC144258
0.7848	Intermediate Similarity	NPC178025
0.7848	Intermediate Similarity	NPC16287
0.7848	Intermediate Similarity	NPC181743
0.7848	Intermediate Similarity	NPC473246
0.7848	Intermediate Similarity	NPC87552
0.7848	Intermediate Similarity	NPC237712
0.7826	Intermediate Similarity	NPC251118
0.7821	Intermediate Similarity	NPC240302
0.7821	Intermediate Similarity	NPC328351
0.7821	Intermediate Similarity	NPC327969
0.7821	Intermediate Similarity	NPC321289
0.7821	Intermediate Similarity	NPC151519
0.7821	Intermediate Similarity	NPC100297
0.7821	Intermediate Similarity	NPC133391
0.7812	Intermediate Similarity	NPC200258
0.7812	Intermediate Similarity	NPC184819
0.7778	Intermediate Similarity	NPC93778
0.7778	Intermediate Similarity	NPC475740
0.7778	Intermediate Similarity	NPC58063
0.7778	Intermediate Similarity	NPC136948
0.7778	Intermediate Similarity	NPC96496
0.7778	Intermediate Similarity	NPC90652
0.7778	Intermediate Similarity	NPC317590
0.7763	Intermediate Similarity	NPC115515
0.7763	Intermediate Similarity	NPC228911
0.7761	Intermediate Similarity	NPC270042
0.775	Intermediate Similarity	NPC60350
0.775	Intermediate Similarity	NPC8571
0.775	Intermediate Similarity	NPC472940
0.775	Intermediate Similarity	NPC472931
0.775	Intermediate Similarity	NPC474083
0.775	Intermediate Similarity	NPC470048
0.775	Intermediate Similarity	NPC11711
0.7746	Intermediate Similarity	NPC155198
0.7722	Intermediate Similarity	NPC470015
0.7722	Intermediate Similarity	NPC168188
0.7722	Intermediate Similarity	NPC477373
0.7703	Intermediate Similarity	NPC211641
0.7703	Intermediate Similarity	NPC219232
0.7703	Intermediate Similarity	NPC128346
0.7692	Intermediate Similarity	NPC151464
0.7692	Intermediate Similarity	NPC143597
0.7683	Intermediate Similarity	NPC470417
0.7683	Intermediate Similarity	NPC28227
0.7683	Intermediate Similarity	NPC328313
0.7681	Intermediate Similarity	NPC473902
0.7681	Intermediate Similarity	NPC6697
0.7662	Intermediate Similarity	NPC472490
0.7662	Intermediate Similarity	NPC158846
0.7662	Intermediate Similarity	NPC190211
0.7654	Intermediate Similarity	NPC118648
0.7654	Intermediate Similarity	NPC195640
0.7654	Intermediate Similarity	NPC155011
0.7654	Intermediate Similarity	NPC473168
0.7654	Intermediate Similarity	NPC222613
0.7654	Intermediate Similarity	NPC264127
0.7654	Intermediate Similarity	NPC475022
0.7647	Intermediate Similarity	NPC475795
0.7632	Intermediate Similarity	NPC472300

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 NPC20610 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	176
0.1-0.2	2224
0.2-0.3	4647
0.3-0.4	1448
0.4-0.5	316
0.5-0.6	121
0.6-0.7	144
0.7-0.8	60
0.8-0.85	6
0.85-0.9	4
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9394	High Similarity	NPD4747	Approved
0.9385	High Similarity	NPD3621	Clinical (unspecified phase)
0.9242	High Similarity	NPD4137	Phase 3
0.9104	High Similarity	NPD4691	Approved
0.8986	High Similarity	NPD5733	Approved
0.8714	High Similarity	NPD4058	Approved
0.8714	High Similarity	NPD4687	Approved
0.8696	High Similarity	NPD5276	Approved
0.8077	Intermediate Similarity	NPD4786	Approved
0.8052	Intermediate Similarity	NPD4223	Phase 3
0.8052	Intermediate Similarity	NPD4221	Approved
0.7975	Intermediate Similarity	NPD5329	Approved
0.7875	Intermediate Similarity	NPD6098	Approved
0.7848	Intermediate Similarity	NPD4197	Approved
0.7821	Intermediate Similarity	NPD3667	Approved
0.7683	Intermediate Similarity	NPD6672	Approved
0.7683	Intermediate Similarity	NPD5737	Approved
0.7654	Intermediate Similarity	NPD4688	Approved
0.7654	Intermediate Similarity	NPD5205	Approved
0.7654	Intermediate Similarity	NPD4138	Approved
0.7654	Intermediate Similarity	NPD4693	Phase 3
0.7654	Intermediate Similarity	NPD7521	Approved
0.7654	Intermediate Similarity	NPD7334	Approved
0.7654	Intermediate Similarity	NPD4689	Approved
0.7654	Intermediate Similarity	NPD7146	Approved
0.7654	Intermediate Similarity	NPD6409	Approved
0.7654	Intermediate Similarity	NPD4690	Approved
0.7654	Intermediate Similarity	NPD6684	Approved
0.7654	Intermediate Similarity	NPD5330	Approved
0.7625	Intermediate Similarity	NPD3666	Approved
0.7625	Intermediate Similarity	NPD3133	Approved
0.7625	Intermediate Similarity	NPD3665	Phase 1
0.7625	Intermediate Similarity	NPD3668	Phase 3
0.759	Intermediate Similarity	NPD6904	Approved
0.759	Intermediate Similarity	NPD6080	Approved
0.759	Intermediate Similarity	NPD5328	Approved
0.759	Intermediate Similarity	NPD6673	Approved
0.7532	Intermediate Similarity	NPD3617	Approved
0.75	Intermediate Similarity	NPD3527	Clinical (unspecified phase)
0.747	Intermediate Similarity	NPD5208	Approved
0.747	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.747	Intermediate Similarity	NPD6903	Approved
0.7463	Intermediate Similarity	NPD287	Approved
0.7439	Intermediate Similarity	NPD4694	Approved
0.7439	Intermediate Similarity	NPD5690	Phase 2
0.7439	Intermediate Similarity	NPD5280	Approved
0.7439	Intermediate Similarity	NPD3618	Phase 1
0.7432	Intermediate Similarity	NPD4243	Approved
0.7412	Intermediate Similarity	NPD6079	Approved
0.7381	Intermediate Similarity	NPD4753	Phase 2
0.7326	Intermediate Similarity	NPD6399	Phase 3
0.725	Intermediate Similarity	NPD8028	Phase 2
0.725	Intermediate Similarity	NPD4139	Approved
0.725	Intermediate Similarity	NPD4692	Approved
0.7237	Intermediate Similarity	NPD4784	Approved
0.7237	Intermediate Similarity	NPD4785	Approved
0.7229	Intermediate Similarity	NPD3574	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD5279	Phase 3
0.7215	Intermediate Similarity	NPD4195	Approved
0.7209	Intermediate Similarity	NPD5693	Phase 1
0.7209	Intermediate Similarity	NPD6050	Approved
0.7159	Intermediate Similarity	NPD6356	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6942	Approved
0.7143	Intermediate Similarity	NPD7339	Approved
0.7126	Intermediate Similarity	NPD4202	Approved
0.7125	Intermediate Similarity	NPD4695	Discontinued
0.7093	Intermediate Similarity	NPD5207	Approved
0.7093	Intermediate Similarity	NPD5692	Phase 3
0.7073	Intermediate Similarity	NPD4788	Approved
0.7045	Intermediate Similarity	NPD6001	Approved
0.7024	Intermediate Similarity	NPD4519	Discontinued
0.7024	Intermediate Similarity	NPD4623	Approved
0.7011	Intermediate Similarity	NPD5694	Approved
0.7011	Intermediate Similarity	NPD5281	Approved
0.7011	Intermediate Similarity	NPD5284	Approved
0.7	Intermediate Similarity	NPD6083	Phase 2
0.7	Intermediate Similarity	NPD6084	Phase 2
0.6966	Remote Similarity	NPD5210	Approved
0.6966	Remote Similarity	NPD4629	Approved
0.6923	Remote Similarity	NPD5275	Approved
0.6923	Remote Similarity	NPD4190	Phase 3
0.6897	Remote Similarity	NPD4096	Approved
0.6889	Remote Similarity	NPD4697	Phase 3
0.6889	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.6889	Remote Similarity	NPD5222	Approved
0.6889	Remote Similarity	NPD5221	Approved
0.6842	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD6939	Phase 2
0.6813	Remote Similarity	NPD5173	Approved
0.6813	Remote Similarity	NPD4755	Approved
0.6778	Remote Similarity	NPD5695	Phase 3
0.6744	Remote Similarity	NPD3573	Approved
0.6742	Remote Similarity	NPD5133	Approved
0.6739	Remote Similarity	NPD5696	Approved
0.6711	Remote Similarity	NPD6923	Approved
0.6711	Remote Similarity	NPD6922	Approved
0.6706	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4700	Approved
0.6667	Remote Similarity	NPD5286	Approved
0.6667	Remote Similarity	NPD4696	Approved
0.6667	Remote Similarity	NPD5285	Approved
0.6667	Remote Similarity	NPD5769	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD4518	Approved
0.6632	Remote Similarity	NPD6052	Approved
0.6629	Remote Similarity	NPD7515	Phase 2
0.6625	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD7143	Approved
0.6623	Remote Similarity	NPD7144	Approved
0.6596	Remote Similarity	NPD5223	Approved
0.6593	Remote Similarity	NPD5654	Approved
0.6591	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD5360	Phase 3
0.6579	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.6538	Remote Similarity	NPD7150	Approved
0.6538	Remote Similarity	NPD7152	Approved
0.6538	Remote Similarity	NPD7151	Approved
0.6526	Remote Similarity	NPD5091	Approved
0.6526	Remote Similarity	NPD5224	Approved
0.6526	Remote Similarity	NPD5211	Phase 2
0.6526	Remote Similarity	NPD5225	Approved
0.6526	Remote Similarity	NPD4633	Approved
0.6526	Remote Similarity	NPD5226	Approved
0.6506	Remote Similarity	NPD7525	Registered
0.6495	Remote Similarity	NPD5739	Approved
0.6495	Remote Similarity	NPD6675	Approved
0.6495	Remote Similarity	NPD6402	Approved
0.6495	Remote Similarity	NPD7128	Approved
0.6484	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.6484	Remote Similarity	NPD7748	Approved
0.6484	Remote Similarity	NPD7900	Approved
0.6463	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6458	Remote Similarity	NPD4754	Approved
0.6458	Remote Similarity	NPD5174	Approved
0.6458	Remote Similarity	NPD5175	Approved
0.6452	Remote Similarity	NPD5959	Approved
0.6429	Remote Similarity	NPD6614	Approved
0.641	Remote Similarity	NPD4789	Approved
0.6404	Remote Similarity	NPD6051	Approved
0.64	Remote Similarity	NPD3171	Clinical (unspecified phase)
0.6392	Remote Similarity	NPD5141	Approved
0.6375	Remote Similarity	NPD6926	Approved
0.6375	Remote Similarity	NPD6924	Approved
0.6364	Remote Similarity	NPD6881	Approved
0.6364	Remote Similarity	NPD7320	Approved
0.6364	Remote Similarity	NPD6899	Approved
0.6353	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6329	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.6329	Remote Similarity	NPD6081	Approved
0.6329	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.6327	Remote Similarity	NPD4767	Approved
0.6327	Remote Similarity	NPD6008	Approved
0.6327	Remote Similarity	NPD4768	Approved
0.6316	Remote Similarity	NPD4224	Phase 2
0.6316	Remote Similarity	NPD6404	Discontinued
0.6316	Remote Similarity	NPD7331	Phase 2
0.6308	Remote Similarity	NPD343	Approved
0.6308	Remote Similarity	NPD345	Approved
0.6308	Remote Similarity	NPD344	Approved
0.63	Remote Similarity	NPD6373	Approved
0.63	Remote Similarity	NPD6372	Approved
0.6277	Remote Similarity	NPD7902	Approved
0.6264	Remote Similarity	NPD8035	Phase 2
0.6264	Remote Similarity	NPD8034	Phase 2
0.6263	Remote Similarity	NPD5701	Approved
0.6263	Remote Similarity	NPD5697	Approved
0.6263	Remote Similarity	NPD6412	Phase 2
0.6238	Remote Similarity	NPD6883	Approved
0.6238	Remote Similarity	NPD7102	Approved
0.6238	Remote Similarity	NPD7290	Approved
0.622	Remote Similarity	NPD6933	Approved
0.6203	Remote Similarity	NPD4244	Approved
0.6203	Remote Similarity	NPD4245	Approved
0.62	Remote Similarity	NPD5168	Approved
0.62	Remote Similarity	NPD6011	Approved
0.62	Remote Similarity	NPD4730	Approved
0.62	Remote Similarity	NPD4729	Approved
0.62	Remote Similarity	NPD5128	Approved
0.6176	Remote Similarity	NPD6401	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD8130	Phase 1
0.6176	Remote Similarity	NPD6650	Approved
0.6176	Remote Similarity	NPD6649	Approved
0.6176	Remote Similarity	NPD6869	Approved
0.6176	Remote Similarity	NPD6847	Approved
0.6176	Remote Similarity	NPD6617	Approved
0.617	Remote Similarity	NPD7614	Phase 1
0.617	Remote Similarity	NPD7732	Phase 3
0.6145	Remote Similarity	NPD6932	Approved
0.6145	Remote Similarity	NPD5776	Phase 2
0.6145	Remote Similarity	NPD6925	Approved
0.6139	Remote Similarity	NPD6012	Approved
0.6139	Remote Similarity	NPD6014	Approved
0.6139	Remote Similarity	NPD6013	Approved
0.6125	Remote Similarity	NPD4758	Discontinued
0.6125	Remote Similarity	NPD5777	Approved
0.6117	Remote Similarity	NPD6882	Approved
0.6117	Remote Similarity	NPD8297	Approved
0.6105	Remote Similarity	NPD3495	Discontinued
0.6078	Remote Similarity	NPD5250	Approved
0.6078	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6078	Remote Similarity	NPD5249	Phase 3

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