NPASS Compound

Structure

CID128061 OpenBabel06191715482D 22 21 0 0 0 0 0 0 0 0999 V2000 11.2583 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 22 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	310.29
Volume:	366.784
LogP:	6.921
LogD:	4.652
LogS:	-4.385
# Rotatable Bonds:	17
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.183
Synthetic Accessibility Score:	2.071
Fsp3:	0.85
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.838
MDCK Permeability:	2.6927604267257266e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.928
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.126
Plasma Protein Binding (PPB):	98.46959686279297%
Volume Distribution (VD):	2.898
Pgp-substrate:	1.1038422584533691%

ADMET: Metabolism

CYP1A2-inhibitor:	0.373
CYP1A2-substrate:	0.199
CYP2C19-inhibitor:	0.457
CYP2C19-substrate:	0.066
CYP2C9-inhibitor:	0.279
CYP2C9-substrate:	0.943
CYP2D6-inhibitor:	0.498
CYP2D6-substrate:	0.175
CYP3A4-inhibitor:	0.553
CYP3A4-substrate:	0.091

ADMET: Excretion

Clearance (CL):	4.046
Half-life (T1/2):	0.718

ADMET: Toxicity

hERG Blockers:	0.384
Human Hepatotoxicity (H-HT):	0.027
Drug-inuced Liver Injury (DILI):	0.044
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.044
Maximum Recommended Daily Dose:	0.022
Skin Sensitization:	0.963
Carcinogencity:	0.086
Eye Corrosion:	0.89
Eye Irritation:	0.964
Respiratory Toxicity:	0.894

Download Data

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

Natural Product: NPC128061

Natural Product ID:	NPC128061
*Common Name:**	Ethyl Oleate
IUPAC Name:	ethyl (Z)-octadec-9-enoate
Synonyms:	Ethyl Oleate
Standard InCHIKey:	LVGKNOAMLMIIKO-QXMHVHEDSA-N
Standard InCHI:	InChI=1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
SMILES:	CCCCCCCC/C=CCCCCCCCC(=O)OCC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2106289
PubChem CID:	5363269
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000324] Fatty acid esters

*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]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12542368]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14600382]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	Brazilian	n.a.	PMID[15387656]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	ripe fruit	n.a.	PMID[16205005]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	roots	n.a.	n.a.	PMID[16989524]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17996677]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	seeds	n.a.	n.a.	PMID[17998162]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[18177011]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19271742]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1955885]
NPO6947	Astilbe chinensis	Species	Saxifragaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19585998]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20590154]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	fruit	n.a.	PMID[20879744]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	bulb	n.a.	PMID[21314165]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[21314165]
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	n.a.	root	n.a.	PMID[22233034]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[22863942]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[24042007]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25612070]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[25894905]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26562741]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27128895]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27419473]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28139925]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28294615]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[28358502]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	Resinous Wood	n.a.	n.a.	PMID[29227647]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29517238]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31181920]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31184894]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31418264]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31625751]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[33253570]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	Along the Valencian coast, Spain	2020-Jun&Jul	PMID[35161358]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[3701342]
NPO3729	Cetraria islandica	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7561895]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8064299]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	stem	n.a.	Database[Article]
NPO20553	Zingiber officinale	Species	Zingiberaceae	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	n.a.	n.a.		Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	Herb	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Resin, Exudate, Sap	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21485	Polygala sibirica	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6947	Astilbe chinensis	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27018	Cynomorium songaricum	Species	Cynomoriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26967	Phallus impudicus	Species	Phallaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27018	Cynomorium songaricum	Species	Cynomoriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26967	Phallus impudicus	Species	Phallaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25424	Putterlickia verrucosa	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6947	Astilbe chinensis	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9927.2	Crinum asiaticum var. sinicum	Varieties	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21485	Polygala sibirica	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18932	Melia azedarach	Species	Meliaceae	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]
NPO27018	Cynomorium songaricum	Species	Cynomoriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21485	Polygala sibirica	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26650	Terminalia chebula	Species	Combretaceae	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]
NPO18932	Melia azedarach	Species	Meliaceae	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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27018	Cynomorium songaricum	Species	Cynomoriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4640	Portulaca oleracea	Species	Portulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27	Gentiana dahurica	Species	Gentianaceae	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]
NPO21485	Polygala sibirica	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21485	Polygala sibirica	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4633	Calypogeia integristipula	Species	Calypogeiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14558	Aquilaria sinensis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6701	Cinnamomum camphora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18932	Melia azedarach	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10492	Artemisia montana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19048	Pinellia ternata	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27	Gentiana dahurica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3729	Cetraria islandica	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2777	Cirsium brevistylum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27260	Polygala tenuifolia	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6947	Astilbe chinensis	Species	Saxifragaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6513	Vernonia condensata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5786	Desmodium oxyphyllum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26967	Phallus impudicus	Species	Phallaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5241	Myristica fragrans	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18950	Cephalotaxus fortunei	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25424	Putterlickia verrucosa	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26650	Terminalia chebula	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18932.1	Melia azedarach var. toosendan	Varieties	Meliaceae	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
NPO42044	NPC128061	n.a.	Seeds	11	n.a.	n.a.	mg/g of DW	PMID[35056798]
NPO42044	NPC128061	n.a.	Seeds	33	n.a.	n.a.	mg/g of DW	PMID[35056798]

☑ 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
Potency	4

Activity Type	# Activity
Individual Protein	1
Others	3

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	Potency	n.a.	173.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	12301.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	968.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	21875.1	nM	PubChem BioAssay data set

☑ 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 NPC128061 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	158
0.1-0.2	2944
0.2-0.3	15916
0.3-0.4	12802
0.4-0.5	7238
0.5-0.6	2817
0.6-0.7	626
0.7-0.8	134
0.8-0.85	25
0.85-0.9	25
0.9-0.95	3
0.95-1	9

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC10316
1.0	High Similarity	NPC200845
1.0	High Similarity	NPC223677
1.0	High Similarity	NPC28779
0.9608	High Similarity	NPC39633
0.9608	High Similarity	NPC139545
0.9608	High Similarity	NPC71761
0.9608	High Similarity	NPC309606
0.9245	High Similarity	NPC228473
0.9216	High Similarity	NPC262968
0.9107	High Similarity	NPC143857
0.9107	High Similarity	NPC229252
0.902	High Similarity	NPC224227
0.8824	High Similarity	NPC207815
0.8793	High Similarity	NPC54925
0.8704	High Similarity	NPC154245
0.8704	High Similarity	NPC85813
0.8704	High Similarity	NPC281972
0.8704	High Similarity	NPC25417
0.8704	High Similarity	NPC424
0.8704	High Similarity	NPC261831
0.8704	High Similarity	NPC32467
0.8704	High Similarity	NPC6095
0.8704	High Similarity	NPC290563
0.8704	High Similarity	NPC87564
0.8704	High Similarity	NPC88966
0.8644	High Similarity	NPC328089
0.8644	High Similarity	NPC68343
0.8627	High Similarity	NPC216130
0.8621	High Similarity	NPC201939
0.8519	High Similarity	NPC294548
0.8519	High Similarity	NPC321062
0.8519	High Similarity	NPC139029
0.8519	High Similarity	NPC70387
0.8519	High Similarity	NPC36061
0.8519	High Similarity	NPC1813
0.8462	Intermediate Similarity	NPC163345
0.8448	Intermediate Similarity	NPC243532
0.8393	Intermediate Similarity	NPC18951
0.8393	Intermediate Similarity	NPC477201
0.8333	Intermediate Similarity	NPC310746
0.8333	Intermediate Similarity	NPC92114
0.8333	Intermediate Similarity	NPC161366
0.8333	Intermediate Similarity	NPC281245
0.8305	Intermediate Similarity	NPC320305
0.8305	Intermediate Similarity	NPC328776
0.8226	Intermediate Similarity	NPC330426
0.8226	Intermediate Similarity	NPC475443
0.8226	Intermediate Similarity	NPC127091
0.8226	Intermediate Similarity	NPC473829
0.8226	Intermediate Similarity	NPC271921
0.8226	Intermediate Similarity	NPC148192
0.8226	Intermediate Similarity	NPC22101
0.8226	Intermediate Similarity	NPC104537
0.8136	Intermediate Similarity	NPC45097
0.8095	Intermediate Similarity	NPC48218
0.8095	Intermediate Similarity	NPC473559
0.8095	Intermediate Similarity	NPC324981
0.8095	Intermediate Similarity	NPC141481
0.807	Intermediate Similarity	NPC187777
0.807	Intermediate Similarity	NPC179764
0.7969	Intermediate Similarity	NPC317583
0.7969	Intermediate Similarity	NPC473772
0.7966	Intermediate Similarity	NPC274927
0.7966	Intermediate Similarity	NPC106851
0.7963	Intermediate Similarity	NPC59051
0.7931	Intermediate Similarity	NPC225929
0.7903	Intermediate Similarity	NPC245947
0.7903	Intermediate Similarity	NPC255863
0.7903	Intermediate Similarity	NPC326268
0.7903	Intermediate Similarity	NPC136164
0.7903	Intermediate Similarity	NPC318420
0.7895	Intermediate Similarity	NPC52264
0.7895	Intermediate Similarity	NPC473863
0.7895	Intermediate Similarity	NPC274290
0.7895	Intermediate Similarity	NPC54766
0.7846	Intermediate Similarity	NPC476660
0.7846	Intermediate Similarity	NPC42526
0.7812	Intermediate Similarity	NPC218477
0.7778	Intermediate Similarity	NPC5413
0.7778	Intermediate Similarity	NPC149821
0.7778	Intermediate Similarity	NPC250919
0.7742	Intermediate Similarity	NPC470320
0.7736	Intermediate Similarity	NPC110234
0.7736	Intermediate Similarity	NPC44363
0.7736	Intermediate Similarity	NPC163751
0.7719	Intermediate Similarity	NPC137538
0.7705	Intermediate Similarity	NPC321838
0.7656	Intermediate Similarity	NPC26500
0.7656	Intermediate Similarity	NPC99619
0.7647	Intermediate Similarity	NPC236579
0.7647	Intermediate Similarity	NPC203531
0.7627	Intermediate Similarity	NPC211752
0.7627	Intermediate Similarity	NPC323498
0.7627	Intermediate Similarity	NPC323597
0.7612	Intermediate Similarity	NPC474705
0.7612	Intermediate Similarity	NPC470237
0.7593	Intermediate Similarity	NPC207292
0.7593	Intermediate Similarity	NPC91495
0.7593	Intermediate Similarity	NPC180534
0.7586	Intermediate Similarity	NPC474672
0.7576	Intermediate Similarity	NPC475310
0.7547	Intermediate Similarity	NPC239754
0.7541	Intermediate Similarity	NPC299730
0.7541	Intermediate Similarity	NPC235242
0.7541	Intermediate Similarity	NPC122521
0.7541	Intermediate Similarity	NPC251042
0.7541	Intermediate Similarity	NPC174447
0.75	Intermediate Similarity	NPC469373
0.75	Intermediate Similarity	NPC474321
0.7463	Intermediate Similarity	NPC84038
0.746	Intermediate Similarity	NPC226592
0.746	Intermediate Similarity	NPC34883
0.7458	Intermediate Similarity	NPC327388
0.7455	Intermediate Similarity	NPC98284
0.7424	Intermediate Similarity	NPC199557
0.7419	Intermediate Similarity	NPC174560
0.7419	Intermediate Similarity	NPC40082
0.7419	Intermediate Similarity	NPC125312
0.7414	Intermediate Similarity	NPC87394
0.7391	Intermediate Similarity	NPC228978
0.7377	Intermediate Similarity	NPC474267
0.7368	Intermediate Similarity	NPC18357
0.7368	Intermediate Similarity	NPC216407
0.7368	Intermediate Similarity	NPC170167
0.7358	Intermediate Similarity	NPC47363
0.7358	Intermediate Similarity	NPC287231
0.7353	Intermediate Similarity	NPC167145
0.7344	Intermediate Similarity	NPC476657
0.7344	Intermediate Similarity	NPC476654
0.7344	Intermediate Similarity	NPC476655
0.7258	Intermediate Similarity	NPC81896
0.7258	Intermediate Similarity	NPC328311
0.7258	Intermediate Similarity	NPC327112
0.7258	Intermediate Similarity	NPC321919
0.7255	Intermediate Similarity	NPC250028
0.7255	Intermediate Similarity	NPC165533
0.7255	Intermediate Similarity	NPC12156
0.7255	Intermediate Similarity	NPC40597
0.7255	Intermediate Similarity	NPC161097
0.7255	Intermediate Similarity	NPC149299
0.7255	Intermediate Similarity	NPC28598
0.7255	Intermediate Similarity	NPC256163
0.7246	Intermediate Similarity	NPC330016
0.7231	Intermediate Similarity	NPC304665
0.7231	Intermediate Similarity	NPC126899
0.7231	Intermediate Similarity	NPC476659
0.7231	Intermediate Similarity	NPC476656
0.7231	Intermediate Similarity	NPC284447
0.7231	Intermediate Similarity	NPC154728
0.7222	Intermediate Similarity	NPC172042
0.7222	Intermediate Similarity	NPC117572
0.7213	Intermediate Similarity	NPC267817
0.7213	Intermediate Similarity	NPC34416
0.7206	Intermediate Similarity	NPC320119
0.7206	Intermediate Similarity	NPC186531
0.7193	Intermediate Similarity	NPC284212
0.7193	Intermediate Similarity	NPC470410
0.7193	Intermediate Similarity	NPC28205
0.7193	Intermediate Similarity	NPC470412
0.7193	Intermediate Similarity	NPC244452
0.7164	Intermediate Similarity	NPC296522
0.7164	Intermediate Similarity	NPC143396
0.7164	Intermediate Similarity	NPC144511
0.7164	Intermediate Similarity	NPC470436
0.7143	Intermediate Similarity	NPC66460
0.7143	Intermediate Similarity	NPC113293
0.7143	Intermediate Similarity	NPC324762
0.7143	Intermediate Similarity	NPC271282
0.7143	Intermediate Similarity	NPC469414
0.7143	Intermediate Similarity	NPC325929
0.7143	Intermediate Similarity	NPC329826
0.7143	Intermediate Similarity	NPC477829
0.7115	Intermediate Similarity	NPC53541
0.7101	Intermediate Similarity	NPC135703
0.7097	Intermediate Similarity	NPC478095
0.7083	Intermediate Similarity	NPC218817
0.7083	Intermediate Similarity	NPC11796
0.7059	Intermediate Similarity	NPC80234
0.7059	Intermediate Similarity	NPC472955
0.7059	Intermediate Similarity	NPC223249
0.7049	Intermediate Similarity	NPC323436
0.7042	Intermediate Similarity	NPC474527
0.7042	Intermediate Similarity	NPC239127
0.7042	Intermediate Similarity	NPC12740
0.7042	Intermediate Similarity	NPC471726
0.7042	Intermediate Similarity	NPC110461
0.7042	Intermediate Similarity	NPC474447
0.7031	Intermediate Similarity	NPC29697
0.7018	Intermediate Similarity	NPC289388
0.7015	Intermediate Similarity	NPC209327
0.7015	Intermediate Similarity	NPC134385
0.7015	Intermediate Similarity	NPC273508
0.7	Intermediate Similarity	NPC477984
0.7	Intermediate Similarity	NPC92558
0.7	Intermediate Similarity	NPC140287
0.7	Intermediate Similarity	NPC474551
0.7	Intermediate Similarity	NPC227396
0.7	Intermediate Similarity	NPC166797
0.6986	Remote Similarity	NPC158565

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 NPC128061 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	137
0.1-0.2	3332
0.2-0.3	3841
0.3-0.4	1305
0.4-0.5	392
0.5-0.6	101
0.6-0.7	23
0.7-0.8	10
0.8-0.85	2
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9216	High Similarity	NPD29	Approved
0.9216	High Similarity	NPD28	Approved
0.8704	High Similarity	NPD3195	Phase 2
0.8704	High Similarity	NPD4266	Approved
0.8704	High Similarity	NPD3196	Approved
0.8704	High Similarity	NPD3194	Approved
0.8627	High Similarity	NPD5343	Approved
0.8519	High Similarity	NPD3172	Approved
0.8235	Intermediate Similarity	NPD3174	Discontinued
0.8039	Intermediate Similarity	NPD6096	Approved
0.8039	Intermediate Similarity	NPD6097	Approved
0.8033	Intermediate Similarity	NPD3197	Phase 1
0.7778	Intermediate Similarity	NPD3173	Approved
0.7593	Intermediate Similarity	NPD622	Approved
0.7391	Intermediate Similarity	NPD8039	Approved
0.7358	Intermediate Similarity	NPD2699	Approved
0.7258	Intermediate Similarity	NPD4246	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD39	Approved
0.7222	Intermediate Similarity	NPD4222	Approved
0.7193	Intermediate Similarity	NPD6927	Phase 3
0.697	Remote Similarity	NPD6108	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD6109	Phase 1
0.6863	Remote Similarity	NPD3206	Approved
0.6852	Remote Similarity	NPD5326	Phase 3
0.6711	Remote Similarity	NPD6435	Approved
0.6667	Remote Similarity	NPD6125	Clinical (unspecified phase)
0.6623	Remote Similarity	NPD7154	Phase 3
0.6622	Remote Similarity	NPD3732	Approved
0.6618	Remote Similarity	NPD4247	Clinical (unspecified phase)
0.6579	Remote Similarity	NPD5369	Approved
0.6481	Remote Similarity	NPD2270	Approved
0.6447	Remote Similarity	NPD5790	Clinical (unspecified phase)
0.6447	Remote Similarity	NPD5368	Approved
0.641	Remote Similarity	NPD5362	Discontinued
0.64	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.6324	Remote Similarity	NPD2685	Clinical (unspecified phase)
0.629	Remote Similarity	NPD3730	Approved
0.629	Remote Similarity	NPD3728	Approved
0.6282	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6282	Remote Similarity	NPD4269	Approved
0.6282	Remote Similarity	NPD4270	Approved
0.6267	Remote Similarity	NPD4756	Discovery
0.6234	Remote Similarity	NPD4252	Approved
0.6232	Remote Similarity	NPD7331	Phase 2
0.6184	Remote Similarity	NPD4268	Approved
0.6184	Remote Similarity	NPD4271	Approved
0.6176	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.6173	Remote Similarity	NPD5786	Approved
0.6173	Remote Similarity	NPD7521	Approved
0.6173	Remote Similarity	NPD5330	Approved
0.6173	Remote Similarity	NPD6684	Approved
0.6173	Remote Similarity	NPD7334	Approved
0.6173	Remote Similarity	NPD6409	Approved
0.6173	Remote Similarity	NPD7146	Approved
0.6173	Remote Similarity	NPD6422	Discontinued
0.6145	Remote Similarity	NPD6101	Approved
0.6145	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.614	Remote Similarity	NPD3199	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD9448	Phase 2
0.6111	Remote Similarity	NPD633	Phase 3
0.6049	Remote Similarity	NPD5363	Approved
0.6029	Remote Similarity	NPD2664	Clinical (unspecified phase)
0.6026	Remote Similarity	NPD4822	Approved
0.6026	Remote Similarity	NPD4821	Approved
0.6026	Remote Similarity	NPD4819	Approved
0.6026	Remote Similarity	NPD4820	Approved
0.6024	Remote Similarity	NPD5737	Approved
0.6024	Remote Similarity	NPD6903	Approved
0.6024	Remote Similarity	NPD6672	Approved
0.6024	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6	Remote Similarity	NPD7983	Approved
0.6	Remote Similarity	NPD3704	Approved
0.6	Remote Similarity	NPD6411	Approved
0.593	Remote Similarity	NPD5779	Approved
0.593	Remote Similarity	NPD5778	Approved
0.5904	Remote Similarity	NPD4251	Approved
0.5904	Remote Similarity	NPD4250	Approved
0.5882	Remote Similarity	NPD3672	Approved
0.5882	Remote Similarity	NPD5785	Approved
0.5882	Remote Similarity	NPD46	Approved
0.5882	Remote Similarity	NPD6698	Approved
0.5882	Remote Similarity	NPD3673	Approved
0.5875	Remote Similarity	NPD5209	Approved
0.5854	Remote Similarity	NPD1694	Approved
0.5854	Remote Similarity	NPD1733	Clinical (unspecified phase)
0.5818	Remote Similarity	NPD5783	Phase 3
0.5818	Remote Similarity	NPD9655	Approved
0.5802	Remote Similarity	NPD5332	Approved
0.5802	Remote Similarity	NPD5331	Approved
0.5789	Remote Similarity	NPD387	Clinical (unspecified phase)
0.5783	Remote Similarity	NPD4249	Approved
0.5783	Remote Similarity	NPD6098	Approved
0.5781	Remote Similarity	NPD3729	Clinical (unspecified phase)
0.5765	Remote Similarity	NPD5370	Suspended
0.575	Remote Similarity	NPD4790	Discontinued
0.5747	Remote Similarity	NPD6399	Phase 3
0.573	Remote Similarity	NPD7839	Suspended
0.573	Remote Similarity	NPD5349	Clinical (unspecified phase)
0.5714	Remote Similarity	NPD3573	Approved
0.5692	Remote Similarity	NPD4627	Clinical (unspecified phase)
0.5682	Remote Similarity	NPD7900	Approved
0.5682	Remote Similarity	NPD7748	Approved
0.5682	Remote Similarity	NPD7901	Clinical (unspecified phase)
0.5663	Remote Similarity	NPD6082	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD3205	Discontinued
0.5652	Remote Similarity	NPD6949	Clinical (unspecified phase)
0.5634	Remote Similarity	NPD7341	Phase 2
0.5632	Remote Similarity	NPD4810	Clinical (unspecified phase)

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