NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	222.09
Volume:	229.53
LogP:	2.681
LogD:	2.736
LogS:	-2.513
# Rotatable Bonds:	6
TPSA:	52.6
# H-Bond Aceptor:	4
# H-Bond Donor:	0
# Rings:	1
# Heavy Atoms:	4

MedChem Properties

QED Drug-Likeness Score:	0.731
Synthetic Accessibility Score:	1.52
Fsp3:	0.333
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.385
MDCK Permeability:	3.678012944874354e-05
Pgp-inhibitor:	0.03
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.98
30% Bioavailability (F30%):	0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.115
Plasma Protein Binding (PPB):	69.2635726928711%
Volume Distribution (VD):	1.316
Pgp-substrate:	9.509099960327148%

ADMET: Metabolism

CYP1A2-inhibitor:	0.98
CYP1A2-substrate:	0.53
CYP2C19-inhibitor:	0.911
CYP2C19-substrate:	0.095
CYP2C9-inhibitor:	0.764
CYP2C9-substrate:	0.21
CYP2D6-inhibitor:	0.286
CYP2D6-substrate:	0.181
CYP3A4-inhibitor:	0.111
CYP3A4-substrate:	0.159

ADMET: Excretion

Clearance (CL):	12.247
Half-life (T1/2):	0.357

ADMET: Toxicity

hERG Blockers:	0.136
Human Hepatotoxicity (H-HT):	0.005
Drug-inuced Liver Injury (DILI):	0.404
AMES Toxicity:	0.013
Rat Oral Acute Toxicity:	0.003
Maximum Recommended Daily Dose:	0.004
Skin Sensitization:	0.267
Carcinogencity:	0.035
Eye Corrosion:	0.046
Eye Irritation:	0.992
Respiratory Toxicity:	0.025

Download Data

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

Natural Product: NPC119271

Natural Product ID:	NPC119271
*Common Name:**	Diethyl Phthalate
IUPAC Name:	diethyl benzene-1,2-dicarboxylate
Synonyms:	Diethyl Phthalate
Standard InCHIKey:	FLKPEMZONWLCSK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3
SMILES:	CCOC(=O)c1ccccc1C(=O)OCC
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL388558
PubChem CID:	6781
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000176] Benzoic acids and derivatives [CHEMONTID:0001350] Benzoic 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]
NPO15822	Stypopodium zonale	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10395524]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	fruit	n.a.	PMID[10606547]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10606602]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473446]
NPO15822	Stypopodium zonale	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12444716]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14600382]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	leaves	Soorkesh Valley, Gollestan, Iran	n.a.	PMID[15104493]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	Leaves and branches	Soorkesh Valley, Gollestan, Iran	n.a.	PMID[15104493]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	fruit	n.a.	PMID[16417304]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499326]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	branch	n.a.	PMID[17202693]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17689080]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17996677]
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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20590154]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21428416]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22870812]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23435948]
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota	n.a.	fruit	n.a.	PMID[23872723]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25737008]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[25894905]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[28358502]
NPO522	Oenanthe javanica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31125231]
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]
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32996318]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[8064299]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8064299]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	Pericarp	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]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	Root Bark	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	Fruit Juice	n.a.	n.a.	Database[FooDB]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7611	Sclerotium poriae cocos	Species	Typhulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21343	Eupatorium fortunei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO420	Eucheuma muricatum	Species	Solieriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO522	Oenanthe javanica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25094	Artemisia princeps	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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO420	Eucheuma muricatum	Species	Solieriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7611	Sclerotium poriae cocos	Species	Typhulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6640	Oleum ocimi gratissimi	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO522	Oenanthe javanica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21137	Combretum indicum	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7510	Ixora chinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11230	Herba glechomae longitubae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21343	Eupatorium fortunei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20553	Zingiber officinale	Species	Zingiberaceae	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]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO522	Oenanthe javanica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21343	Eupatorium fortunei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5270	Citrus natsudaidai	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21137	Combretum indicum	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5270	Citrus natsudaidai	Species	Rutaceae	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]
NPO28251	Typha orientalis	Species	Typhaceae	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]
NPO20553	Zingiber officinale	Species	Zingiberaceae	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]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28256	Platycladus orientalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO420	Eucheuma muricatum	Species	Solieriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25094	Artemisia princeps	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9822	Typha angustifolia	Species	Typhaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21343	Eupatorium fortunei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7317	Citrus aurantium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10492	Artemisia montana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22234	Ficus carica	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21771	Citrus trifoliata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO522	Oenanthe javanica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26327	Chaenomeles sinensis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15822	Stypopodium zonale	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21137	Combretum indicum	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7510	Ixora chinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19787	Citrus sinensis	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15095	Hippophae rhamnoides	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5270	Citrus natsudaidai	Species	Rutaceae	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	10
Others	11
Potency	25

Activity Type	# Activity
Cell Line	1
Individual Protein	12
Organism	3
Others	30

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	43641.2	nM	PubChem BioAssay data set
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	39810.7	nM	PMID[476296]
NPT347	Cell Line	Lymphoblastoid cells	Homo sapiens	Potency	=	501.2	nM	PMID[476296]
NPT249	Individual Protein	Glucocorticoid receptor	Homo sapiens	Potency	n.a.	8.9	nM	PMID[476297]
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	79432.8	nM	PMID[476298]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	14125.4	nM	PMID[476297]
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[476298]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	24.3	nM	PMID[476299]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	651.3	nM	PMID[476298]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	398.1	nM	PMID[476298]
NPT2	Others	Unspecified		Potency	n.a.	49398.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	44026.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	76958.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	62709.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	34665.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	27778.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	62188.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	6007	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	35264.3	nM	PubChem BioAssay data set
NPT27	Others	Unspecified		Papp	=	15.05	10^-6 cm/s	PMID[476292]
NPT27	Others	Unspecified		Papp	=	46.86	10^-6 cm/s	PMID[476292]
NPT27	Others	Unspecified		LogP app	=	-4.33	n.a.	PMID[476292]
NPT35	Others	n.a.		LogP	=	2.47	n.a.	PMID[476292]
NPT27	Others	Unspecified		LogP app	=	-4.82	n.a.	PMID[476292]
NPT27	Others	Unspecified		R%	=	37.0	%	PMID[476292]
NPT1234	Organism	Chlorella fusca	Chlorella fusca	IZ	=	13.0	mm	PMID[476293]
NPT1234	Organism	Chlorella fusca	Chlorella fusca	IZ	=	13.0	mm	PMID[476294]
NPT1230	Organism	Bacillus megaterium	Bacillus megaterium	IZ	=	10.0	mm	PMID[476294]
NPT35	Others	n.a.		LogP	=	2.54	n.a.	PMID[476295]
NPT755	Individual Protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	28183.8	nM	PMID[476298]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	1835.6	nM	PMID[476298]
NPT610	Others	Molecular identity unknown		Potency	n.a.	74978.0	nM	PMID[476297]
NPT2	Others	Unspecified		IC50	n.a.	20000.0	nM	PMID[476300]
NPT2	Others	Unspecified		IC50	n.a.	10000.0	nM	PMID[476300]
NPT35	Others	n.a.		LogP	=	2.48	n.a.	PMID[476301]

☑ 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 NPC119271 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	243
0.1-0.2	1337
0.2-0.3	3652
0.3-0.4	9135
0.4-0.5	11252
0.5-0.6	11645
0.6-0.7	4762
0.7-0.8	574
0.8-0.85	44
0.85-0.9	18
0.9-0.95	18
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
0.9899	High Similarity	NPC56493
0.98	High Similarity	NPC17417
0.98	High Similarity	NPC10251
0.9796	High Similarity	NPC31786
0.9703	High Similarity	NPC174099
0.9703	High Similarity	NPC214067
0.9703	High Similarity	NPC251854
0.9703	High Similarity	NPC93084
0.9703	High Similarity	NPC196246
0.9608	High Similarity	NPC260818
0.9608	High Similarity	NPC1082
0.9608	High Similarity	NPC305912
0.9515	High Similarity	NPC321852
0.9515	High Similarity	NPC82899
0.9515	High Similarity	NPC270699
0.9412	High Similarity	NPC85493
0.9333	High Similarity	NPC153053
0.93	High Similarity	NPC89886
0.9223	High Similarity	NPC83628
0.9223	High Similarity	NPC265407
0.92	High Similarity	NPC45613
0.9184	High Similarity	NPC276775
0.9184	High Similarity	NPC92754
0.9184	High Similarity	NPC249912
0.9151	High Similarity	NPC307651
0.9091	High Similarity	NPC78701
0.9091	High Similarity	NPC35448
0.9091	High Similarity	NPC225060
0.9029	High Similarity	NPC30594
0.9029	High Similarity	NPC37622
0.9	High Similarity	NPC146351
0.898	High Similarity	NPC130398
0.8932	High Similarity	NPC209632
0.8922	High Similarity	NPC474365
0.8922	High Similarity	NPC301943
0.8922	High Similarity	NPC60679
0.8911	High Similarity	NPC70624
0.8911	High Similarity	NPC42211
0.8868	High Similarity	NPC210089
0.8868	High Similarity	NPC474157
0.8835	High Similarity	NPC114594
0.8812	High Similarity	NPC203925
0.8812	High Similarity	NPC118343
0.8807	High Similarity	NPC149691
0.8725	High Similarity	NPC282895
0.8716	High Similarity	NPC210092
0.8704	High Similarity	NPC272524
0.8692	High Similarity	NPC167504
0.8679	High Similarity	NPC99846
0.8679	High Similarity	NPC469636
0.8679	High Similarity	NPC269023
0.8641	High Similarity	NPC188895
0.8627	High Similarity	NPC325497
0.8624	High Similarity	NPC237366
0.8624	High Similarity	NPC308744
0.8611	High Similarity	NPC79496
0.8571	High Similarity	NPC269457
0.8545	High Similarity	NPC474685
0.8529	High Similarity	NPC229242
0.8505	High Similarity	NPC474364
0.8469	Intermediate Similarity	NPC173443
0.8378	Intermediate Similarity	NPC306740
0.8364	Intermediate Similarity	NPC128368
0.8364	Intermediate Similarity	NPC161611
0.8304	Intermediate Similarity	NPC100353
0.8288	Intermediate Similarity	NPC196075
0.8288	Intermediate Similarity	NPC477411
0.8288	Intermediate Similarity	NPC474363
0.8286	Intermediate Similarity	NPC284477
0.8265	Intermediate Similarity	NPC89377
0.8241	Intermediate Similarity	NPC470391
0.822	Intermediate Similarity	NPC246166
0.8198	Intermediate Similarity	NPC474176
0.8182	Intermediate Similarity	NPC476003
0.8182	Intermediate Similarity	NPC243355
0.8163	Intermediate Similarity	NPC318107
0.8142	Intermediate Similarity	NPC226093
0.8137	Intermediate Similarity	NPC261181
0.8108	Intermediate Similarity	NPC158282
0.8108	Intermediate Similarity	NPC212415
0.8108	Intermediate Similarity	NPC474314
0.8103	Intermediate Similarity	NPC473243
0.81	Intermediate Similarity	NPC220893
0.8077	Intermediate Similarity	NPC270654
0.8067	Intermediate Similarity	NPC295664
0.8061	Intermediate Similarity	NPC58616
0.8061	Intermediate Similarity	NPC294134
0.8051	Intermediate Similarity	NPC223351
0.8037	Intermediate Similarity	NPC255676
0.8036	Intermediate Similarity	NPC13784
0.8034	Intermediate Similarity	NPC50872
0.8019	Intermediate Similarity	NPC473325
0.8017	Intermediate Similarity	NPC204784
0.8	Intermediate Similarity	NPC304760
0.7982	Intermediate Similarity	NPC135730
0.7944	Intermediate Similarity	NPC304873
0.7941	Intermediate Similarity	NPC119631
0.7934	Intermediate Similarity	NPC169913
0.7925	Intermediate Similarity	NPC217621
0.7905	Intermediate Similarity	NPC253423
0.7899	Intermediate Similarity	NPC46634
0.7895	Intermediate Similarity	NPC228936
0.7895	Intermediate Similarity	NPC474095
0.7895	Intermediate Similarity	NPC81808
0.7857	Intermediate Similarity	NPC288903
0.7851	Intermediate Similarity	NPC121272
0.7851	Intermediate Similarity	NPC275576
0.7851	Intermediate Similarity	NPC476599
0.7845	Intermediate Similarity	NPC469574
0.7845	Intermediate Similarity	NPC228318
0.7843	Intermediate Similarity	NPC62765
0.7833	Intermediate Similarity	NPC228739
0.781	Intermediate Similarity	NPC61944
0.7798	Intermediate Similarity	NPC85977
0.7787	Intermediate Similarity	NPC51292
0.7778	Intermediate Similarity	NPC25458
0.775	Intermediate Similarity	NPC472703
0.7748	Intermediate Similarity	NPC211439
0.7739	Intermediate Similarity	NPC470764
0.7739	Intermediate Similarity	NPC474408
0.7731	Intermediate Similarity	NPC144547
0.7727	Intermediate Similarity	NPC105899
0.7724	Intermediate Similarity	NPC115797
0.7724	Intermediate Similarity	NPC51448
0.7706	Intermediate Similarity	NPC234305
0.7699	Intermediate Similarity	NPC291799
0.7692	Intermediate Similarity	NPC240664
0.7692	Intermediate Similarity	NPC217423
0.7692	Intermediate Similarity	NPC45104
0.7686	Intermediate Similarity	NPC471466
0.7686	Intermediate Similarity	NPC472704
0.7685	Intermediate Similarity	NPC112552
0.7679	Intermediate Similarity	NPC318327
0.767	Intermediate Similarity	NPC240108
0.767	Intermediate Similarity	NPC213156
0.7647	Intermediate Similarity	NPC988
0.7647	Intermediate Similarity	NPC289432
0.7632	Intermediate Similarity	NPC66208
0.7627	Intermediate Similarity	NPC94298
0.7627	Intermediate Similarity	NPC27633
0.7627	Intermediate Similarity	NPC94637
0.7619	Intermediate Similarity	NPC472394
0.76	Intermediate Similarity	NPC42234
0.76	Intermediate Similarity	NPC272946
0.76	Intermediate Similarity	NPC147561
0.7593	Intermediate Similarity	NPC228435
0.7593	Intermediate Similarity	NPC98911
0.7593	Intermediate Similarity	NPC472318
0.7589	Intermediate Similarity	NPC249811
0.7578	Intermediate Similarity	NPC311339
0.7576	Intermediate Similarity	NPC323103
0.7573	Intermediate Similarity	NPC9822
0.7563	Intermediate Similarity	NPC90522
0.7563	Intermediate Similarity	NPC328459
0.7561	Intermediate Similarity	NPC470765
0.7551	Intermediate Similarity	NPC121800
0.7545	Intermediate Similarity	NPC160382
0.7541	Intermediate Similarity	NPC51079
0.754	Intermediate Similarity	NPC470278
0.7524	Intermediate Similarity	NPC77273
0.7522	Intermediate Similarity	NPC281604
0.7521	Intermediate Similarity	NPC188907
0.7521	Intermediate Similarity	NPC220540
0.75	Intermediate Similarity	NPC473220
0.75	Intermediate Similarity	NPC230951
0.75	Intermediate Similarity	NPC1065
0.75	Intermediate Similarity	NPC72977
0.75	Intermediate Similarity	NPC329913
0.75	Intermediate Similarity	NPC475236
0.75	Intermediate Similarity	NPC185501
0.75	Intermediate Similarity	NPC39600
0.75	Intermediate Similarity	NPC475203
0.75	Intermediate Similarity	NPC470753
0.75	Intermediate Similarity	NPC472316
0.75	Intermediate Similarity	NPC238861
0.75	Intermediate Similarity	NPC472315
0.75	Intermediate Similarity	NPC270507
0.75	Intermediate Similarity	NPC77000
0.75	Intermediate Similarity	NPC474376
0.75	Intermediate Similarity	NPC472706
0.748	Intermediate Similarity	NPC125053
0.748	Intermediate Similarity	NPC238370
0.748	Intermediate Similarity	NPC477360
0.748	Intermediate Similarity	NPC7012
0.7479	Intermediate Similarity	NPC293424
0.7479	Intermediate Similarity	NPC254233
0.7478	Intermediate Similarity	NPC23332
0.7478	Intermediate Similarity	NPC54626
0.7477	Intermediate Similarity	NPC269644
0.7477	Intermediate Similarity	NPC329282
0.746	Intermediate Similarity	NPC473247
0.746	Intermediate Similarity	NPC475508
0.746	Intermediate Similarity	NPC27712
0.7459	Intermediate Similarity	NPC474283
0.7459	Intermediate Similarity	NPC475692
0.7459	Intermediate Similarity	NPC217756
0.7458	Intermediate Similarity	NPC470860
0.7458	Intermediate Similarity	NPC131192
0.7458	Intermediate Similarity	NPC128825
0.7458	Intermediate Similarity	NPC190298

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 NPC119271 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	217
0.1-0.2	928
0.2-0.3	1325
0.3-0.4	2834
0.4-0.5	2287
0.5-0.6	1165
0.6-0.7	336
0.7-0.8	51
0.8-0.85	3
0.85-0.9	1
0.9-0.95	1
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.98	High Similarity	NPD2182	Approved
0.9796	High Similarity	NPD164	Approved
0.9048	High Similarity	NPD2181	Clinical (unspecified phase)
0.8812	High Similarity	NPD1238	Approved
0.8163	Intermediate Similarity	NPD9257	Approved
0.8163	Intermediate Similarity	NPD9259	Approved
0.8137	Intermediate Similarity	NPD1202	Approved
0.8108	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.7966	Intermediate Similarity	NPD518	Clinical (unspecified phase)
0.7843	Intermediate Similarity	NPD9258	Approved
0.7843	Intermediate Similarity	NPD9256	Approved
0.7768	Intermediate Similarity	NPD2067	Discontinued
0.7739	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7627	Intermediate Similarity	NPD9545	Approved
0.76	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7547	Intermediate Similarity	NPD9260	Approved
0.7521	Intermediate Similarity	NPD6287	Discontinued
0.75	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7477	Intermediate Similarity	NPD1989	Approved
0.7458	Intermediate Similarity	NPD9493	Approved
0.7449	Intermediate Similarity	NPD9490	Approved
0.7436	Intermediate Similarity	NPD5951	Approved
0.7379	Intermediate Similarity	NPD1087	Approved
0.736	Intermediate Similarity	NPD1019	Discontinued
0.735	Intermediate Similarity	NPD1241	Discontinued
0.7339	Intermediate Similarity	NPD9495	Approved
0.7333	Intermediate Similarity	NPD3673	Approved
0.7333	Intermediate Similarity	NPD3672	Approved
0.7327	Intermediate Similarity	NPD9491	Approved
0.7323	Intermediate Similarity	NPD7008	Discontinued
0.7321	Intermediate Similarity	NPD1237	Approved
0.7266	Intermediate Similarity	NPD3764	Approved
0.7244	Intermediate Similarity	NPD6832	Phase 2
0.7232	Intermediate Similarity	NPD6647	Phase 2
0.7232	Intermediate Similarity	NPD1931	Clinical (unspecified phase)
0.7232	Intermediate Similarity	NPD1930	Approved
0.7232	Intermediate Similarity	NPD1929	Approved
0.7212	Intermediate Similarity	NPD650	Approved
0.72	Intermediate Similarity	NPD2199	Approved
0.72	Intermediate Similarity	NPD1876	Approved
0.72	Intermediate Similarity	NPD2198	Approved
0.7177	Intermediate Similarity	NPD9717	Approved
0.7172	Intermediate Similarity	NPD225	Approved
0.7172	Intermediate Similarity	NPD227	Approved
0.717	Intermediate Similarity	NPD1090	Approved
0.717	Intermediate Similarity	NPD1089	Approved
0.717	Intermediate Similarity	NPD1086	Approved
0.7168	Intermediate Similarity	NPD5909	Discontinued
0.7143	Intermediate Similarity	NPD9567	Approved
0.7143	Intermediate Similarity	NPD552	Approved
0.7143	Intermediate Similarity	NPD553	Approved
0.7143	Intermediate Similarity	NPD1932	Approved
0.713	Intermediate Similarity	NPD1358	Approved
0.7117	Intermediate Similarity	NPD2066	Phase 3
0.7107	Intermediate Similarity	NPD2347	Approved
0.709	Intermediate Similarity	NPD2346	Discontinued
0.709	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD9261	Approved
0.7075	Intermediate Similarity	NPD800	Approved
0.7073	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7064	Intermediate Similarity	NPD688	Clinical (unspecified phase)
0.7048	Intermediate Similarity	NPD1282	Approved
0.7043	Intermediate Similarity	NPD3134	Approved
0.7037	Intermediate Similarity	NPD1088	Approved
0.7	Intermediate Similarity	NPD2313	Discontinued
0.6984	Remote Similarity	NPD182	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD5277	Phase 2
0.6972	Remote Similarity	NPD5122	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD1563	Approved
0.697	Remote Similarity	NPD230	Phase 1
0.697	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6961	Remote Similarity	NPD226	Approved
0.696	Remote Similarity	NPD1281	Approved
0.696	Remote Similarity	NPD1547	Clinical (unspecified phase)
0.6944	Remote Similarity	NPD1239	Approved
0.6944	Remote Similarity	NPD7609	Phase 3
0.6923	Remote Similarity	NPD2329	Discontinued
0.6909	Remote Similarity	NPD1693	Approved
0.6905	Remote Similarity	NPD6637	Approved
0.6905	Remote Similarity	NPD3972	Approved
0.6894	Remote Similarity	NPD2979	Phase 3
0.6894	Remote Similarity	NPD3373	Approved
0.6891	Remote Similarity	NPD9508	Approved
0.6891	Remote Similarity	NPD969	Suspended
0.6885	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6881	Remote Similarity	NPD7631	Approved
0.6875	Remote Similarity	NPD1203	Approved
0.6875	Remote Similarity	NPD5926	Approved
0.6866	Remote Similarity	NPD2569	Approved
0.6866	Remote Similarity	NPD2567	Approved
0.6864	Remote Similarity	NPD1317	Discontinued
0.686	Remote Similarity	NPD2629	Approved
0.6855	Remote Similarity	NPD5691	Approved
0.6842	Remote Similarity	NPD447	Suspended
0.6838	Remote Similarity	NPD9264	Approved
0.6838	Remote Similarity	NPD9263	Approved
0.6838	Remote Similarity	NPD9267	Approved
0.6838	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6838	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6835	Remote Similarity	NPD7236	Approved
0.6815	Remote Similarity	NPD2799	Discontinued
0.6815	Remote Similarity	NPD3748	Approved
0.6807	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6803	Remote Similarity	NPD4198	Discontinued
0.68	Remote Similarity	NPD17	Approved
0.6797	Remote Similarity	NPD5667	Approved
0.6797	Remote Similarity	NPD1283	Approved
0.6786	Remote Similarity	NPD1565	Approved
0.6786	Remote Similarity	NPD1566	Phase 3
0.6786	Remote Similarity	NPD1564	Approved
0.678	Remote Similarity	NPD9266	Approved
0.678	Remote Similarity	NPD74	Approved
0.6774	Remote Similarity	NPD1894	Discontinued
0.6767	Remote Similarity	NPD4307	Phase 2
0.6746	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6744	Remote Similarity	NPD3266	Approved
0.6744	Remote Similarity	NPD3267	Approved
0.6727	Remote Similarity	NPD1508	Approved
0.6723	Remote Similarity	NPD5237	Approved
0.6723	Remote Similarity	NPD5239	Approved
0.6723	Remote Similarity	NPD1756	Approved
0.6723	Remote Similarity	NPD5235	Approved
0.6723	Remote Similarity	NPD4233	Approved
0.6723	Remote Similarity	NPD5236	Approved
0.6723	Remote Similarity	NPD1752	Approved
0.6723	Remote Similarity	NPD4234	Approved
0.6723	Remote Similarity	NPD5240	Approved
0.672	Remote Similarity	NPD5585	Approved
0.6716	Remote Similarity	NPD1933	Approved
0.6715	Remote Similarity	NPD1471	Phase 3
0.6692	Remote Similarity	NPD7713	Phase 3
0.6692	Remote Similarity	NPD2798	Approved
0.6692	Remote Similarity	NPD6085	Phase 2
0.6692	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6691	Remote Similarity	NPD4628	Phase 3
0.6667	Remote Similarity	NPD5305	Approved
0.6667	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD3971	Phase 1
0.6667	Remote Similarity	NPD1104	Approved
0.6667	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6039	Approved
0.6667	Remote Similarity	NPD3226	Approved
0.6667	Remote Similarity	NPD2201	Approved
0.6667	Remote Similarity	NPD9697	Approved
0.6667	Remote Similarity	NPD5306	Approved
0.6667	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7798	Approved
0.6642	Remote Similarity	NPD2935	Discontinued
0.6641	Remote Similarity	NPD1608	Approved
0.6641	Remote Similarity	NPD1481	Phase 2
0.6638	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6635	Remote Similarity	NPD942	Approved
0.6619	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6618	Remote Similarity	NPD2670	Approved
0.6617	Remote Similarity	NPD411	Approved
0.6615	Remote Similarity	NPD2797	Approved
0.6615	Remote Similarity	NPD1470	Approved
0.6614	Remote Similarity	NPD4136	Approved
0.6614	Remote Similarity	NPD4135	Approved
0.6614	Remote Similarity	NPD4106	Approved
0.6614	Remote Similarity	NPD3496	Discontinued
0.6613	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6606	Remote Similarity	NPD5346	Phase 2
0.6606	Remote Similarity	NPD5347	Phase 2
0.6606	Remote Similarity	NPD689	Discontinued
0.6597	Remote Similarity	NPD7239	Suspended
0.6593	Remote Similarity	NPD4618	Approved
0.6593	Remote Similarity	NPD4622	Approved
0.6587	Remote Similarity	NPD1651	Approved
0.6585	Remote Similarity	NPD4766	Approved
0.6585	Remote Similarity	NPD9281	Approved
0.6583	Remote Similarity	NPD3646	Clinical (unspecified phase)
0.6581	Remote Similarity	NPD3047	Approved
0.6581	Remote Similarity	NPD3048	Approved
0.6581	Remote Similarity	NPD3046	Approved
0.6574	Remote Similarity	NPD4793	Discontinued
0.6573	Remote Similarity	NPD6273	Approved
0.6571	Remote Similarity	NPD7003	Approved
0.6571	Remote Similarity	NPD3750	Approved
0.6569	Remote Similarity	NPD1110	Approved
0.6569	Remote Similarity	NPD3170	Approved
0.6569	Remote Similarity	NPD4308	Phase 3
0.6569	Remote Similarity	NPD1109	Approved
0.6567	Remote Similarity	NPD7961	Discontinued
0.6562	Remote Similarity	NPD4806	Approved
0.6562	Remote Similarity	NPD4807	Approved
0.6562	Remote Similarity	NPD1535	Discovery
0.6557	Remote Similarity	NPD6858	Approved
0.6557	Remote Similarity	NPD2607	Approved
0.6557	Remote Similarity	NPD7094	Approved
0.6549	Remote Similarity	NPD1843	Approved
0.6544	Remote Similarity	NPD1654	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD9716	Approved
0.6535	Remote Similarity	NPD1362	Clinical (unspecified phase)
0.6535	Remote Similarity	NPD4626	Approved
0.6525	Remote Similarity	NPD3887	Approved
0.6522	Remote Similarity	NPD2438	Suspended

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