NPASS Compound

Structure

CID123526 OpenBabel06191715482D 26 30 0 0 1 0 0 0 0 0999 V2000 -2.0136 -4.4017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5090 -0.8304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3198 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4226 -1.2371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4538 -0.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8045 -2.4127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4538 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9853 0.8803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8227 -0.8423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7000 -1.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3198 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5785 -0.0333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4160 0.0713 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5271 -2.2316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7181 -2.8194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7865 -1.0114 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6239 1.0494 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.4406 -2.6384 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8226 -3.8139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0796 -1.5114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2421 1.5494 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3633 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 11 2 0 0 0 0 6 17 1 0 0 0 0 7 12 2 0 0 0 0 7 18 1 0 0 0 0 8 24 1 0 0 0 0 9 23 1 0 0 0 0 10 25 1 0 0 0 0 10 26 1 0 0 0 0 13 8 1 6 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 9 1 6 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 25 1 0 0 0 0 17 22 1 0 0 0 0 18 26 1 0 0 0 0 19 11 1 1 0 0 0 19 23 1 0 0 0 0 20 12 1 1 0 0 0 20 24 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	356.13
Volume:	348.616
LogP:	3.231
LogD:	3.274
LogS:	-4.393
# Rotatable Bonds:	3
TPSA:	66.38
# H-Bond Aceptor:	6
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.911
Synthetic Accessibility Score:	3.728
Fsp3:	0.4
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.958
MDCK Permeability:	4.6045130147831514e-05
Pgp-inhibitor:	0.07
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.003
30% Bioavailability (F30%):	0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.263
Plasma Protein Binding (PPB):	95.01322174072266%
Volume Distribution (VD):	1.141
Pgp-substrate:	3.4842379093170166%

ADMET: Metabolism

CYP1A2-inhibitor:	0.595
CYP1A2-substrate:	0.759
CYP2C19-inhibitor:	0.862
CYP2C19-substrate:	0.306
CYP2C9-inhibitor:	0.732
CYP2C9-substrate:	0.808
CYP2D6-inhibitor:	0.888
CYP2D6-substrate:	0.853
CYP3A4-inhibitor:	0.925
CYP3A4-substrate:	0.325

ADMET: Excretion

Clearance (CL):	16.578
Half-life (T1/2):	0.233

ADMET: Toxicity

hERG Blockers:	0.25
Human Hepatotoxicity (H-HT):	0.15
Drug-inuced Liver Injury (DILI):	0.797
AMES Toxicity:	0.598
Rat Oral Acute Toxicity:	0.051
Maximum Recommended Daily Dose:	0.482
Skin Sensitization:	0.852
Carcinogencity:	0.867
Eye Corrosion:	0.003
Eye Irritation:	0.897
Respiratory Toxicity:	0.765

Download Data

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

Natural Product: NPC123526

Natural Product ID:	NPC123526
*Common Name:**	Piperitol
IUPAC Name:	4-[(3R,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol
Synonyms:	Piperitol
Standard InCHIKey:	VBIRCRCPHNUJAS-NSMLZSOPSA-N
Standard InCHI:	InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m1/s1
SMILES:	COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2011540
PubChem CID:	70695728
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds [CHEMONTID:0003686] Furanoid lignans

*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
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jep.2005.01.054]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(99)00119-3]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[11374978]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	seed	n.a.	PMID[11540412]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	leaf	n.a.	PMID[15388977]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679317]
NPO9553	Phyllodium pulchellum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921433]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	roots	purchased from Kiu Shun Trading Ltd., Vancouver, Canada	2000	PMID[16643021]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	stem	n.a.	PMID[17202689]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17996677]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[17997069]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	seeds	n.a.	n.a.	PMID[17998162]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1955885]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	pericarp	n.a.	PMID[20628994]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	fruit	n.a.	PMID[20879744]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	roots	n.a.	n.a.	PMID[22381047]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24175626]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25538068]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27400088]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27419473]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31181920]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31418264]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Aril	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8698	Zanthoxylum schinifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9783	Mikania scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5131	Scorzonera hispanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5131	Scorzonera hispanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9783	Mikania scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8698	Zanthoxylum schinifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9783	Mikania scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12468	Asarum heterotropoides	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8698	Zanthoxylum schinifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10492	Artemisia montana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8698	Zanthoxylum schinifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4659	Asiasarum heterotropoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12468	Asarum heterotropoides	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29078	Asiasarum sieboldii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9783	Mikania scandens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4746	Centaurea arenaria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9361	Aplophyllum villosum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO10492	Artemisia montana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13042	Diospyros abyssinica	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9553	Phyllodium pulchellum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5131	Scorzonera hispanica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9290	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1326	Cratystylis conocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12367	Diospyros elliptifolia	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9989	Cotylelobium scabriusculum	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13555	Beaucarnea recurvata	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12468	Asarum heterotropoides	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7870	Zanthoxylum piperitum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29078	Asiasarum sieboldii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8698	Zanthoxylum schinifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12233	Diospyros peregrina	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12591	Archaster typicus	Species	Archasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6336	Asarum sieboldii	Species	Aristolochiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22899	Phaeotremella fagi	Species	Phaeotremellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24778	Sesamum orientale	Species	Pedaliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6386	Gutenbergia cordifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12819	Clitocybe subilludens	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4659	Asiasarum heterotropoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO11333	Trapa japonica	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8601	Petrosia volcano	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	4
IC50	1
Others	1

Activity Type	# Activity
Individual Protein	3
NON-MOLECULAR	1
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT106	Individual Protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	EC50	=	33900.0	nM	PMID[487764]
NPT2	Others	Unspecified		EC50	=	20900.0	nM	PMID[487764]
NPT866	Individual Protein	Peroxisome proliferator-activated receptor alpha	Homo sapiens	EC50	=	53200.0	nM	PMID[487764]
NPT99	Individual Protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	EC50	=	18900.0	nM	PMID[487764]
NPT27	Others	Unspecified		Activity	=	113.0	%	PMID[487765]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	32650.0	nM	PMID[487765]

☑ 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 NPC123526 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	393
0.1-0.2	1333
0.2-0.3	3581
0.3-0.4	9609
0.4-0.5	9548
0.5-0.6	5848
0.6-0.7	8734
0.7-0.8	2715
0.8-0.85	628
0.85-0.9	205
0.9-0.95	93
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC88640
1.0	High Similarity	NPC193666
0.9771	High Similarity	NPC135777
0.9771	High Similarity	NPC142547
0.9704	High Similarity	NPC255566
0.9704	High Similarity	NPC265154
0.9704	High Similarity	NPC298317
0.9621	High Similarity	NPC18576
0.9559	High Similarity	NPC185071
0.9559	High Similarity	NPC12728
0.9545	High Similarity	NPC47181
0.9542	High Similarity	NPC471505
0.9481	High Similarity	NPC177868
0.9478	High Similarity	NPC101807
0.9474	High Similarity	NPC101624
0.9474	High Similarity	NPC184938
0.9466	High Similarity	NPC7171
0.9466	High Similarity	NPC227160
0.9466	High Similarity	NPC158079
0.9466	High Similarity	NPC82111
0.9466	High Similarity	NPC228346
0.9466	High Similarity	NPC27843
0.9466	High Similarity	NPC115207
0.9466	High Similarity	NPC40432
0.9466	High Similarity	NPC161557
0.9416	High Similarity	NPC477898
0.9394	High Similarity	NPC106739
0.9394	High Similarity	NPC207400
0.9394	High Similarity	NPC181049
0.9394	High Similarity	NPC259742
0.9394	High Similarity	NPC147616
0.9394	High Similarity	NPC219671
0.9394	High Similarity	NPC104077
0.9389	High Similarity	NPC271208
0.9389	High Similarity	NPC233224
0.9348	High Similarity	NPC84181
0.9333	High Similarity	NPC469981
0.9323	High Similarity	NPC169973
0.9281	High Similarity	NPC22150
0.9281	High Similarity	NPC279298
0.9281	High Similarity	NPC38041
0.9281	High Similarity	NPC469586
0.927	High Similarity	NPC471908
0.927	High Similarity	NPC472711
0.9248	High Similarity	NPC33611
0.9248	High Similarity	NPC129687
0.9248	High Similarity	NPC158526
0.9248	High Similarity	NPC171928
0.9248	High Similarity	NPC100223
0.9248	High Similarity	NPC16830
0.9248	High Similarity	NPC4940
0.9242	High Similarity	NPC241522
0.9242	High Similarity	NPC275950
0.9242	High Similarity	NPC257582
0.9242	High Similarity	NPC64201
0.9242	High Similarity	NPC77040
0.9242	High Similarity	NPC242807
0.9242	High Similarity	NPC174495
0.9242	High Similarity	NPC145305
0.9242	High Similarity	NPC153739
0.9242	High Similarity	NPC42300
0.9242	High Similarity	NPC92164
0.9242	High Similarity	NPC187998
0.9237	High Similarity	NPC158471
0.9237	High Similarity	NPC184733
0.9237	High Similarity	NPC129570
0.9237	High Similarity	NPC226862
0.9237	High Similarity	NPC57119
0.9237	High Similarity	NPC45774
0.9237	High Similarity	NPC11258
0.9237	High Similarity	NPC165128
0.9237	High Similarity	NPC128208
0.9237	High Similarity	NPC282703
0.9237	High Similarity	NPC21867
0.9214	High Similarity	NPC112861
0.9209	High Similarity	NPC179521
0.9197	High Similarity	NPC46591
0.9191	High Similarity	NPC474039
0.9185	High Similarity	NPC126409
0.9185	High Similarity	NPC99572
0.9185	High Similarity	NPC174191
0.9185	High Similarity	NPC474139
0.9185	High Similarity	NPC189474
0.9173	High Similarity	NPC277804
0.9173	High Similarity	NPC476345
0.9167	High Similarity	NPC475875
0.9143	High Similarity	NPC477702
0.9143	High Similarity	NPC18979
0.9137	High Similarity	NPC185307
0.9137	High Similarity	NPC470950
0.9124	High Similarity	NPC156376
0.9111	High Similarity	NPC31530
0.9111	High Similarity	NPC67247
0.9104	High Similarity	NPC7744
0.9098	High Similarity	NPC134764
0.9098	High Similarity	NPC171550
0.9098	High Similarity	NPC181079
0.9098	High Similarity	NPC173308
0.9091	High Similarity	NPC470084
0.9084	High Similarity	NPC274356
0.9078	High Similarity	NPC212890
0.9071	High Similarity	NPC283995
0.9071	High Similarity	NPC470235
0.9071	High Similarity	NPC129417
0.9065	High Similarity	NPC246947
0.9065	High Similarity	NPC302506
0.9065	High Similarity	NPC476356
0.9065	High Similarity	NPC253878
0.9058	High Similarity	NPC56091
0.9051	High Similarity	NPC185908
0.9044	High Similarity	NPC165155
0.9044	High Similarity	NPC25333
0.9044	High Similarity	NPC24490
0.9044	High Similarity	NPC49235
0.9044	High Similarity	NPC34103
0.9044	High Similarity	NPC141765
0.9044	High Similarity	NPC148893
0.9037	High Similarity	NPC266848
0.9037	High Similarity	NPC136750
0.9037	High Similarity	NPC158331
0.9021	High Similarity	NPC55158
0.9021	High Similarity	NPC51328
0.9021	High Similarity	NPC286235
0.9015	High Similarity	NPC165045
0.9015	High Similarity	NPC158737
0.9015	High Similarity	NPC118533
0.9007	High Similarity	NPC180953
0.9	High Similarity	NPC46092
0.9	High Similarity	NPC474808
0.8993	High Similarity	NPC471414
0.8978	High Similarity	NPC52277
0.8978	High Similarity	NPC199459
0.8978	High Similarity	NPC177035
0.8978	High Similarity	NPC471988
0.8971	High Similarity	NPC470881
0.8971	High Similarity	NPC287745
0.8963	High Similarity	NPC65183
0.8963	High Similarity	NPC204215
0.8963	High Similarity	NPC175067
0.8963	High Similarity	NPC261812
0.8963	High Similarity	NPC72046
0.8958	High Similarity	NPC98624
0.8958	High Similarity	NPC475224
0.8951	High Similarity	NPC130449
0.8951	High Similarity	NPC226153
0.8951	High Similarity	NPC301961
0.8951	High Similarity	NPC248132
0.8951	High Similarity	NPC166584
0.8951	High Similarity	NPC304048
0.8944	High Similarity	NPC3982
0.8944	High Similarity	NPC154971
0.8944	High Similarity	NPC252286
0.8939	High Similarity	NPC40352
0.8939	High Similarity	NPC206882
0.8939	High Similarity	NPC213711
0.8936	High Similarity	NPC477701
0.8936	High Similarity	NPC166884
0.8936	High Similarity	NPC473046
0.8936	High Similarity	NPC472713
0.8936	High Similarity	NPC187774
0.8936	High Similarity	NPC141569
0.8936	High Similarity	NPC472712
0.8936	High Similarity	NPC118385
0.8931	High Similarity	NPC146355
0.8931	High Similarity	NPC121783
0.8931	High Similarity	NPC34902
0.8931	High Similarity	NPC131747
0.8931	High Similarity	NPC18449
0.8931	High Similarity	NPC257682
0.8929	High Similarity	NPC41782
0.8921	High Similarity	NPC284464
0.8913	High Similarity	NPC283949
0.8913	High Similarity	NPC281780
0.8905	High Similarity	NPC150534
0.8897	High Similarity	NPC196937
0.8897	High Similarity	NPC6836
0.8889	High Similarity	NPC65942
0.8889	High Similarity	NPC248307
0.8889	High Similarity	NPC192255
0.8881	High Similarity	NPC15956
0.8881	High Similarity	NPC224674
0.8881	High Similarity	NPC193473
0.8881	High Similarity	NPC31325
0.8881	High Similarity	NPC39657
0.8881	High Similarity	NPC275284
0.8881	High Similarity	NPC114505
0.8881	High Similarity	NPC213074
0.8872	High Similarity	NPC5428
0.8865	High Similarity	NPC113680
0.8865	High Similarity	NPC278961
0.8864	High Similarity	NPC148627
0.8857	High Similarity	NPC312199
0.8855	High Similarity	NPC249788
0.8855	High Similarity	NPC317769
0.8855	High Similarity	NPC31344
0.8849	High Similarity	NPC113550
0.8849	High Similarity	NPC9068
0.8849	High Similarity	NPC30951
0.8849	High Similarity	NPC6369
0.8841	High Similarity	NPC54743

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 NPC123526 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	305
0.1-0.2	793
0.2-0.3	1806
0.3-0.4	2817
0.4-0.5	1790
0.5-0.6	1073
0.6-0.7	501
0.7-0.8	62
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8603	High Similarity	NPD3027	Phase 3
0.8421	Intermediate Similarity	NPD3705	Approved
0.8366	Intermediate Similarity	NPD6234	Discontinued
0.8117	Intermediate Similarity	NPD4965	Approved
0.8117	Intermediate Similarity	NPD4967	Phase 2
0.8117	Intermediate Similarity	NPD4966	Approved
0.806	Intermediate Similarity	NPD1357	Approved
0.8028	Intermediate Similarity	NPD1613	Approved
0.8028	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8015	Intermediate Similarity	NPD5283	Phase 1
0.8	Intermediate Similarity	NPD7228	Approved
0.7987	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7945	Intermediate Similarity	NPD7266	Discontinued
0.7922	Intermediate Similarity	NPD37	Approved
0.7872	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7863	Intermediate Similarity	NPD228	Approved
0.7838	Intermediate Similarity	NPD6674	Discontinued
0.7801	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7801	Intermediate Similarity	NPD2861	Phase 2
0.7778	Intermediate Similarity	NPD3620	Phase 2
0.7778	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD2977	Approved
0.7756	Intermediate Similarity	NPD2978	Approved
0.771	Intermediate Similarity	NPD3021	Approved
0.771	Intermediate Similarity	NPD3022	Approved
0.7688	Intermediate Similarity	NPD7199	Phase 2
0.7643	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7626	Intermediate Similarity	NPD1091	Approved
0.7593	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD5058	Phase 3
0.7561	Intermediate Similarity	NPD3818	Discontinued
0.7548	Intermediate Similarity	NPD1653	Approved
0.7534	Intermediate Similarity	NPD4060	Phase 1
0.7515	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD4908	Phase 1
0.7485	Intermediate Similarity	NPD7240	Approved
0.7467	Intermediate Similarity	NPD1375	Discontinued
0.7456	Intermediate Similarity	NPD7090	Clinical (unspecified phase)
0.7415	Intermediate Similarity	NPD1558	Phase 1
0.7397	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD2983	Phase 2
0.7394	Intermediate Similarity	NPD2982	Phase 2
0.7381	Intermediate Similarity	NPD7685	Pre-registration
0.7376	Intermediate Similarity	NPD1610	Phase 2
0.7368	Intermediate Similarity	NPD4236	Phase 3
0.7368	Intermediate Similarity	NPD4237	Approved
0.7365	Intermediate Similarity	NPD7074	Phase 3
0.7358	Intermediate Similarity	NPD1934	Approved
0.7357	Intermediate Similarity	NPD5126	Approved
0.7357	Intermediate Similarity	NPD5125	Phase 3
0.7324	Intermediate Similarity	NPD2981	Phase 2
0.732	Intermediate Similarity	NPD4110	Phase 3
0.732	Intermediate Similarity	NPD4109	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD3018	Phase 2
0.7305	Intermediate Similarity	NPD7054	Approved
0.7278	Intermediate Similarity	NPD7680	Approved
0.7273	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5084	Clinical (unspecified phase)
0.7262	Intermediate Similarity	NPD7472	Approved
0.7261	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD3060	Approved
0.7248	Intermediate Similarity	NPD5735	Approved
0.7248	Intermediate Similarity	NPD6355	Discontinued
0.7246	Intermediate Similarity	NPD7157	Approved
0.7239	Intermediate Similarity	NPD2684	Approved
0.7237	Intermediate Similarity	NPD2029	Clinical (unspecified phase)
0.7233	Intermediate Similarity	NPD7028	Phase 2
0.7222	Intermediate Similarity	NPD3882	Suspended
0.7219	Intermediate Similarity	NPD5588	Approved
0.7219	Intermediate Similarity	NPD4108	Discontinued
0.7208	Intermediate Similarity	NPD6331	Phase 2
0.7205	Intermediate Similarity	NPD5563	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD7975	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD2161	Phase 2
0.7161	Intermediate Similarity	NPD5307	Clinical (unspecified phase)
0.7153	Intermediate Similarity	NPD7843	Approved
0.7152	Intermediate Similarity	NPD4536	Approved
0.7152	Intermediate Similarity	NPD4538	Approved
0.7152	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7151	Intermediate Similarity	NPD7237	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD5536	Phase 2
0.7126	Intermediate Similarity	NPD7243	Clinical (unspecified phase)
0.7124	Intermediate Similarity	NPD5763	Approved
0.7124	Intermediate Similarity	NPD5762	Approved
0.7118	Intermediate Similarity	NPD6797	Phase 2
0.7117	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7115	Intermediate Similarity	NPD6783	Clinical (unspecified phase)
0.7099	Intermediate Similarity	NPD2801	Approved
0.7097	Intermediate Similarity	NPD4628	Phase 3
0.7095	Intermediate Similarity	NPD7095	Approved
0.7092	Intermediate Similarity	NPD1548	Phase 1
0.7086	Intermediate Similarity	NPD6653	Approved
0.7076	Intermediate Similarity	NPD7251	Discontinued
0.7067	Intermediate Similarity	NPD2238	Phase 2
0.7055	Intermediate Similarity	NPD3094	Phase 2
0.7051	Intermediate Similarity	NPD6190	Approved
0.7047	Intermediate Similarity	NPD5110	Phase 2
0.7047	Intermediate Similarity	NPD5109	Approved
0.7047	Intermediate Similarity	NPD5111	Phase 2
0.7035	Intermediate Similarity	NPD7808	Phase 3
0.7035	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7034	Intermediate Similarity	NPD4749	Approved
0.7032	Intermediate Similarity	NPD5177	Phase 3
0.7025	Intermediate Similarity	NPD4123	Phase 3
0.7024	Intermediate Similarity	NPD6166	Phase 2
0.7024	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7023	Intermediate Similarity	NPD3020	Approved
0.702	Intermediate Similarity	NPD3657	Discovery
0.7007	Intermediate Similarity	NPD6584	Phase 3
0.7	Intermediate Similarity	NPD4210	Discontinued
0.7	Intermediate Similarity	NPD1726	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD2674	Phase 3
0.7	Intermediate Similarity	NPD6671	Approved
0.7	Intermediate Similarity	NPD6233	Phase 2
0.6994	Remote Similarity	NPD8455	Phase 2
0.6993	Remote Similarity	NPD5960	Phase 3
0.6986	Remote Similarity	NPD8651	Approved
0.6981	Remote Similarity	NPD5261	Clinical (unspecified phase)
0.698	Remote Similarity	NPD4625	Phase 3
0.6977	Remote Similarity	NPD6559	Discontinued
0.697	Remote Similarity	NPD4381	Clinical (unspecified phase)
0.697	Remote Similarity	NPD5604	Discontinued
0.6966	Remote Similarity	NPD1608	Approved
0.6963	Remote Similarity	NPD968	Approved
0.6957	Remote Similarity	NPD6055	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD4140	Approved
0.6951	Remote Similarity	NPD6374	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD2560	Approved
0.6951	Remote Similarity	NPD2563	Approved
0.6943	Remote Similarity	NPD2677	Approved
0.6933	Remote Similarity	NPD3145	Approved
0.6933	Remote Similarity	NPD6410	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD3144	Approved
0.6933	Remote Similarity	NPD7945	Clinical (unspecified phase)
0.6933	Remote Similarity	NPD6798	Discontinued
0.6928	Remote Similarity	NPD7097	Phase 1
0.6923	Remote Similarity	NPD4162	Approved
0.6923	Remote Similarity	NPD2489	Approved
0.6923	Remote Similarity	NPD27	Approved
0.6918	Remote Similarity	NPD5327	Phase 3
0.6918	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6918	Remote Similarity	NPD3685	Discontinued
0.6914	Remote Similarity	NPD4678	Approved
0.6914	Remote Similarity	NPD4675	Approved
0.6913	Remote Similarity	NPD5752	Clinical (unspecified phase)
0.6912	Remote Similarity	NPD290	Approved
0.691	Remote Similarity	NPD7296	Approved
0.6903	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD6004	Phase 3
0.6903	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6903	Remote Similarity	NPD6005	Phase 3
0.6903	Remote Similarity	NPD6002	Phase 3
0.6899	Remote Similarity	NPD7124	Phase 2
0.6897	Remote Similarity	NPD7313	Approved
0.6897	Remote Similarity	NPD7312	Approved
0.6897	Remote Similarity	NPD7311	Approved
0.6897	Remote Similarity	NPD7310	Approved
0.6897	Remote Similarity	NPD3092	Approved
0.6894	Remote Similarity	NPD3686	Approved
0.6894	Remote Similarity	NPD3687	Approved
0.6893	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6892	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.689	Remote Similarity	NPD5772	Approved
0.689	Remote Similarity	NPD5773	Approved
0.6886	Remote Similarity	NPD5494	Approved
0.6883	Remote Similarity	NPD6028	Clinical (unspecified phase)
0.6883	Remote Similarity	NPD6029	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD7526	Approved
0.6875	Remote Similarity	NPD7527	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD6516	Phase 2
0.6875	Remote Similarity	NPD5846	Approved
0.6875	Remote Similarity	NPD52	Approved
0.6871	Remote Similarity	NPD6696	Suspended
0.6864	Remote Similarity	NPD2970	Approved
0.6864	Remote Similarity	NPD2969	Approved
0.6863	Remote Similarity	NPD6353	Approved
0.6857	Remote Similarity	NPD7309	Approved
0.6855	Remote Similarity	NPD4357	Discontinued
0.6855	Remote Similarity	NPD1511	Approved
0.6852	Remote Similarity	NPD4005	Discontinued
0.6849	Remote Similarity	NPD2233	Approved
0.6849	Remote Similarity	NPD2231	Phase 2
0.6849	Remote Similarity	NPD2232	Approved
0.6849	Remote Similarity	NPD2230	Approved
0.6849	Remote Similarity	NPD2235	Phase 2
0.6848	Remote Similarity	NPD3817	Phase 2
0.6846	Remote Similarity	NPD9494	Approved
0.6845	Remote Similarity	NPD8127	Discontinued
0.6842	Remote Similarity	NPD5837	Clinical (unspecified phase)
0.6839	Remote Similarity	NPD2438	Suspended
0.6835	Remote Similarity	NPD5241	Discontinued
0.6829	Remote Similarity	NPD3382	Approved
0.6829	Remote Similarity	NPD3383	Approved
0.6829	Remote Similarity	NPD3384	Approved
0.6821	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD6896	Approved
0.6818	Remote Similarity	NPD6895	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