NPASS Compound

Structure

CID11724 OpenBabel06191715342D 23 24 0 0 1 0 0 0 0 0999 V2000 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 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 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 8 2 0 0 0 0 2 5 2 0 0 0 0 2 8 1 0 0 0 0 3 6 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 16 1 0 0 0 0 9 17 1 0 0 0 0 10 7 1 1 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 18 2 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 6 0 0 0 13 14 1 0 0 0 0 13 20 1 1 0 0 0 14 15 1 0 0 0 0 14 21 1 6 0 0 0 15 22 1 0 0 0 0 15 23 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	326.1
Volume:	308.023
LogP:	-0.047
LogD:	-0.089
LogS:	-0.891
# Rotatable Bonds:	5
TPSA:	136.68
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	2
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.342
Synthetic Accessibility Score:	3.564
Fsp3:	0.4
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:	-6.041
MDCK Permeability:	3.839711644104682e-05
Pgp-inhibitor:	0.001
Pgp-substrate:	0.133
Human Intestinal Absorption (HIA):	0.731
20% Bioavailability (F20%):	0.07
30% Bioavailability (F30%):	0.994

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.385
Plasma Protein Binding (PPB):	73.8102798461914%
Volume Distribution (VD):	0.393
Pgp-substrate:	27.10039520263672%

ADMET: Metabolism

CYP1A2-inhibitor:	0.123
CYP1A2-substrate:	0.029
CYP2C19-inhibitor:	0.026
CYP2C19-substrate:	0.075
CYP2C9-inhibitor:	0.008
CYP2C9-substrate:	0.731
CYP2D6-inhibitor:	0.007
CYP2D6-substrate:	0.229
CYP3A4-inhibitor:	0.014
CYP3A4-substrate:	0.049

ADMET: Excretion

Clearance (CL):	2.785
Half-life (T1/2):	0.891

ADMET: Toxicity

hERG Blockers:	0.053
Human Hepatotoxicity (H-HT):	0.065
Drug-inuced Liver Injury (DILI):	0.033
AMES Toxicity:	0.176
Rat Oral Acute Toxicity:	0.593
Maximum Recommended Daily Dose:	0.005
Skin Sensitization:	0.917
Carcinogencity:	0.123
Eye Corrosion:	0.004
Eye Irritation:	0.088
Respiratory Toxicity:	0.034

Download Data

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

Natural Product: NPC11724

Natural Product ID:	NPC11724
*Common Name:**	Coumaroyl-Beta-D-Glucoside
IUPAC Name:	[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:
Standard InCHIKey:	DSNCQKUYZOSARM-QVLXMGEUSA-N
Standard InCHI:	InChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(22-10)23-11(18)6-3-8-1-4-9(17)5-2-8/h1-6,10,12-17,19-21H,7H2/b6-3+/t10-,12-,13+,14-,15+/m1/s1
SMILES:	c1cc(ccc1/C=C/C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL464612
PubChem CID:	14158117
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000476] Cinnamic acids and derivatives [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives [CHEMONTID:0003002] Hydroxycinnamic acid esters [CHEMONTID:0003003] Hydroxycinnamic acid glycosides

*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
NPO16501.2	Capsicum annuum	Under-species	n.a.	n.a.	n.a.	n.a.	Granola: the 1999 growing season	DOI[10.1016/S0956-7135(03)00077-X]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	DOI[10.1016/S0963-9969(99)00095-2]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Leaves (mother plant)	Suwon, Korea	2011-Sep	DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Roots (runner plant)	Suwon, Korea	2011-Sep	DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Fruits	Suwon, Korea	2012-Nov	DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Leaves	Suwon, Korea		DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Runners	Suwon, Korea	2011-Sep	DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Leaves (runner plant)	Suwon, Korea	2011-Sep	DOI[10.7235/HORT.2013.12200]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Roots (mother plant)	Suwon, Korea	2011-Sep	DOI[10.7235/HORT.2013.12200]
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10757717]
NPO16501.2	Capsicum annuum	Under-species	n.a.	n.a.	seeds	n.a.	n.a.	PMID[12105963]
NPO2353	Bituminaria bituminosa	Species	Fabaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[12943781]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12951446]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[13160012]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	stems	Thailand	n.a.	PMID[14510595]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1453178]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[14738381]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	Argentine	n.a.	PMID[14738381]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[15568772]
NPO14695	Populus davidiana	Species	Salicaceae	Eukaryota	stem bark	n.a.	n.a.	PMID[16989539]
NPO1960	Lygodium japonicum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18619266]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2045817]
NPO21463.1	Aruncus dioicus	Under-species	n.a.	n.a.	aerial parts	n.a.	n.a.	PMID[21546250]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	n.a.	fruit	n.a.	PMID[21648406]
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21905650]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	seeds	n.a.	n.a.	PMID[23985009]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24697288]
NPO16501.2	Capsicum annuum	Under-species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[2831703]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[32998509]
NPO40071	Cissus rotundifolia	Species	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33176095]
NPO9420	Aspergillus arenarius	Species	Aspergillaceae	Eukaryota	sclerotia	n.a.	n.a.	PMID[9599285]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO16501.2	Capsicum annuum	Under-species	n.a.	n.a.	n.a.	n.a.		Database[FooDB]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1960	Lygodium japonicum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14695	Populus davidiana	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16501.2	Capsicum annuum	Under-species	n.a.	n.a.	n.a.	n.a.		Database[Phenol-Explorer]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO14869	Ormosia panamensis	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1960	Lygodium japonicum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14695	Populus davidiana	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1960	Lygodium japonicum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4446	Prunus davidiana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4935	Dinemasporium strigosum	Species	Chaetosphaeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14555	Porella swartziana	Species	Porellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16516	Centaurea seridis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15755	Thymbra spicata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14695	Populus davidiana	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11194	Bombus hortorum	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16758	Satureja cuneifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10339	Fragaria x ananassa	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5269	Coleus garckeanus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5552	Solanum sisymbriifolium	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13548	Chrozophora obliqua	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7484	Salacia chinensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9780	Merremia umbellata	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16175	Trichia floriformis	Species	Trichiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8499	Osmerus mordax	Species	Osmeridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13859	Senecio flavus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11881	Adenopeltis colliguaya	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15858	Phoebe formosana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13230	Pedicularis condensata	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14034	Salvia coulteri	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15015	Meconopsis napaulensis	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11599	Elaeagnus commutata	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5728	Gerbera piloselloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13710	Lyophyllum shimeji	Species	Lyophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14869	Ormosia panamensis	Species	Limoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12555	Aspergillus quadrilineatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9420	Aspergillus arenarius	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3391	Jungermannia obovata	Species	Jungermanniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2353	Bituminaria bituminosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23289	Heracleum sphondylium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14826	Streptomyces mobaraensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO16678	Flindersia brayleyana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15272	Mascarenhasia arborescens	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15510	Kummerowia striata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16428	Millettia conraui	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO590	Malus domestica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13375	Palafoxia rosea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12680	Perityle vaseyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5078	Turraeanthus mannii	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16038	Ribes rubrum	Species	Grossulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24732	Cereus weberi	Species	Sagartiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15961	Sida cordifolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15138	Rheum webbianum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15393	Eucalyptus flocktoniae	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO4267	Ceratocystis clavigera	Species	Ceratocystidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26017	Dalbergia stipulacea	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16847	Consolida ajacis	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12977	Solenopsis invicta	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14218	Spodoptera littoralis	Species	0ctuidae	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
NPO10339	NPC11724	n.a.	Fruits	4.36433	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]
NPO16038	NPC11724	n.a.	Fruits	0.06667	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]
NPO590	NPC11724	n.a.	Fruits	0.156	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]
NPO16501.2	NPC11724	n.a.	n.a.	0.12	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]
NPO16501.2	NPC11724	n.a.	n.a.	0.295	n.a.	n.a.	mg/100g of FW	Database [Phenol-Explorer]
NPO590	NPC11724	n.a.	n.a.	0.08933	n.a.	n.a.	mg/100mL	Database [Phenol-Explorer]

☑ 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	1
IC50	2
Others	2

Activity Type	# Activity
Cell Line	1
Others	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	>	100.0	ug.mL-1	PMID[569034]
NPT35	Others	n.a.		Activity	=	0.78	n.a.	PMID[569033]
NPT1	Others	Radical scavenging activity		IC50	>	100000.0	nM	PMID[569034]
NPT2	Others	Unspecified		FC	=	2.0	n.a.	PMID[569035]
NPT2	Others	Unspecified		EC50	=	7700.0	nM	PMID[569035]

☑ 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 NPC11724 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	265
0.1-0.2	1216
0.2-0.3	3542
0.3-0.4	8748
0.4-0.5	9864
0.5-0.6	7591
0.6-0.7	9385
0.7-0.8	1733
0.8-0.85	237
0.85-0.9	71
0.9-0.95	28
0.95-1	17

Similarity Score	Similarity Level	Natural Product ID
0.9913	High Similarity	NPC52097
0.9912	High Similarity	NPC476872
0.9661	High Similarity	NPC126991
0.9661	High Similarity	NPC83218
0.958	High Similarity	NPC252114
0.958	High Similarity	NPC471157
0.95	High Similarity	NPC471881
0.95	High Similarity	NPC45224
0.95	High Similarity	NPC288416
0.95	High Similarity	NPC471882
0.95	High Similarity	NPC173150
0.95	High Similarity	NPC156692
0.95	High Similarity	NPC106677
0.95	High Similarity	NPC35288
0.9421	High Similarity	NPC232880
0.9421	High Similarity	NPC225307
0.9344	High Similarity	NPC229784
0.9344	High Similarity	NPC477294
0.9344	High Similarity	NPC477293
0.9344	High Similarity	NPC253595
0.9339	High Similarity	NPC476873
0.9298	High Similarity	NPC313193
0.9256	High Similarity	NPC61181
0.9194	High Similarity	NPC281798
0.9194	High Similarity	NPC235294
0.9194	High Similarity	NPC246869
0.9194	High Similarity	NPC219677
0.9194	High Similarity	NPC46137
0.9194	High Similarity	NPC225384
0.9194	High Similarity	NPC478255
0.9194	High Similarity	NPC138777
0.9194	High Similarity	NPC254819
0.918	High Similarity	NPC103533
0.9138	High Similarity	NPC175771
0.912	High Similarity	NPC473924
0.912	High Similarity	NPC473285
0.9048	High Similarity	NPC254398
0.9048	High Similarity	NPC28637
0.8976	High Similarity	NPC886
0.8976	High Similarity	NPC471883
0.8976	High Similarity	NPC287597
0.8976	High Similarity	NPC34293
0.8966	High Similarity	NPC157338
0.8952	High Similarity	NPC146540
0.8906	High Similarity	NPC476870
0.8906	High Similarity	NPC263829
0.8898	High Similarity	NPC114116
0.888	High Similarity	NPC295970
0.8837	High Similarity	NPC157554
0.8837	High Similarity	NPC470572
0.8837	High Similarity	NPC472132
0.8837	High Similarity	NPC166180
0.8837	High Similarity	NPC186418
0.8837	High Similarity	NPC471345
0.8828	High Similarity	NPC169398
0.8814	High Similarity	NPC148055
0.8769	High Similarity	NPC476376
0.8769	High Similarity	NPC78363
0.8769	High Similarity	NPC260425
0.8702	High Similarity	NPC476383
0.8702	High Similarity	NPC100389
0.8702	High Similarity	NPC171134
0.8702	High Similarity	NPC68092
0.8702	High Similarity	NPC89105
0.8702	High Similarity	NPC328273
0.8702	High Similarity	NPC49597
0.8702	High Similarity	NPC321184
0.8702	High Similarity	NPC81515
0.8702	High Similarity	NPC220942
0.8702	High Similarity	NPC31745
0.8702	High Similarity	NPC226005
0.8702	High Similarity	NPC321638
0.8702	High Similarity	NPC197316
0.8702	High Similarity	NPC64141
0.8702	High Similarity	NPC205195
0.8702	High Similarity	NPC220936
0.8702	High Similarity	NPC472350
0.8692	High Similarity	NPC37468
0.8678	High Similarity	NPC282409
0.8678	High Similarity	NPC469702
0.8636	High Similarity	NPC202700
0.8626	High Similarity	NPC101686
0.8626	High Similarity	NPC469364
0.8626	High Similarity	NPC65262
0.8615	High Similarity	NPC185778
0.8609	High Similarity	NPC184633
0.8607	High Similarity	NPC269242
0.8607	High Similarity	NPC476445
0.8607	High Similarity	NPC469548
0.8607	High Similarity	NPC160854
0.8607	High Similarity	NPC469704
0.8607	High Similarity	NPC469703
0.8607	High Similarity	NPC476448
0.8607	High Similarity	NPC201402
0.8583	High Similarity	NPC469549
0.8571	High Similarity	NPC46644
0.8571	High Similarity	NPC186406
0.8571	High Similarity	NPC134405
0.8571	High Similarity	NPC476385
0.8571	High Similarity	NPC476377
0.8571	High Similarity	NPC47471
0.856	High Similarity	NPC123704
0.855	High Similarity	NPC103409
0.8548	High Similarity	NPC212176
0.8537	High Similarity	NPC266045
0.8537	High Similarity	NPC55608
0.8537	High Similarity	NPC469686
0.8525	High Similarity	NPC469708
0.8525	High Similarity	NPC60589
0.8507	High Similarity	NPC157816
0.8507	High Similarity	NPC140502
0.8507	High Similarity	NPC145319
0.8507	High Similarity	NPC265648
0.8507	High Similarity	NPC222433
0.8496	Intermediate Similarity	NPC473799
0.8496	Intermediate Similarity	NPC475530
0.8468	Intermediate Similarity	NPC471067
0.8455	Intermediate Similarity	NPC469412
0.8455	Intermediate Similarity	NPC198734
0.8444	Intermediate Similarity	NPC264632
0.8444	Intermediate Similarity	NPC247032
0.8444	Intermediate Similarity	NPC269141
0.8444	Intermediate Similarity	NPC76406
0.8444	Intermediate Similarity	NPC478250
0.8444	Intermediate Similarity	NPC476381
0.8444	Intermediate Similarity	NPC204644
0.8444	Intermediate Similarity	NPC293154
0.8444	Intermediate Similarity	NPC476375
0.8444	Intermediate Similarity	NPC175214
0.8444	Intermediate Similarity	NPC96795
0.8444	Intermediate Similarity	NPC298257
0.8444	Intermediate Similarity	NPC478239
0.8444	Intermediate Similarity	NPC40305
0.8444	Intermediate Similarity	NPC476397
0.8444	Intermediate Similarity	NPC112
0.8444	Intermediate Similarity	NPC476378
0.8444	Intermediate Similarity	NPC205864
0.8444	Intermediate Similarity	NPC476380
0.8444	Intermediate Similarity	NPC105005
0.8444	Intermediate Similarity	NPC119537
0.8444	Intermediate Similarity	NPC476384
0.8433	Intermediate Similarity	NPC7518
0.8433	Intermediate Similarity	NPC154262
0.8433	Intermediate Similarity	NPC159387
0.8433	Intermediate Similarity	NPC137501
0.8403	Intermediate Similarity	NPC474641
0.84	Intermediate Similarity	NPC470907
0.84	Intermediate Similarity	NPC474275
0.84	Intermediate Similarity	NPC232454
0.84	Intermediate Similarity	NPC178449
0.84	Intermediate Similarity	NPC224208
0.839	Intermediate Similarity	NPC470825
0.8382	Intermediate Similarity	NPC77922
0.8382	Intermediate Similarity	NPC473281
0.8382	Intermediate Similarity	NPC202391
0.8382	Intermediate Similarity	NPC476867
0.8382	Intermediate Similarity	NPC296659
0.8382	Intermediate Similarity	NPC297342
0.8382	Intermediate Similarity	NPC141455
0.8382	Intermediate Similarity	NPC251062
0.8382	Intermediate Similarity	NPC110063
0.8382	Intermediate Similarity	NPC300894
0.8382	Intermediate Similarity	NPC184464
0.8382	Intermediate Similarity	NPC232228
0.8382	Intermediate Similarity	NPC196063
0.8382	Intermediate Similarity	NPC296954
0.8382	Intermediate Similarity	NPC292443
0.8382	Intermediate Similarity	NPC64195
0.8382	Intermediate Similarity	NPC63304
0.837	Intermediate Similarity	NPC296643
0.8346	Intermediate Similarity	NPC233559
0.8346	Intermediate Similarity	NPC124149
0.8333	Intermediate Similarity	NPC287429
0.8333	Intermediate Similarity	NPC55040
0.8321	Intermediate Similarity	NPC34587
0.8321	Intermediate Similarity	NPC262182
0.8321	Intermediate Similarity	NPC476382
0.8321	Intermediate Similarity	NPC476866
0.8321	Intermediate Similarity	NPC475528
0.8321	Intermediate Similarity	NPC100998
0.8321	Intermediate Similarity	NPC216819
0.8321	Intermediate Similarity	NPC34927
0.8321	Intermediate Similarity	NPC252292
0.8321	Intermediate Similarity	NPC476864
0.8321	Intermediate Similarity	NPC83743
0.8321	Intermediate Similarity	NPC287615
0.8321	Intermediate Similarity	NPC476869
0.8321	Intermediate Similarity	NPC476868
0.832	Intermediate Similarity	NPC476142
0.8309	Intermediate Similarity	NPC263397
0.8309	Intermediate Similarity	NPC88754
0.8309	Intermediate Similarity	NPC302286
0.8309	Intermediate Similarity	NPC186296
0.8309	Intermediate Similarity	NPC116104
0.8309	Intermediate Similarity	NPC475213
0.8309	Intermediate Similarity	NPC152796
0.8309	Intermediate Similarity	NPC237872
0.8306	Intermediate Similarity	NPC229600
0.8305	Intermediate Similarity	NPC43584
0.8296	Intermediate Similarity	NPC476442

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 NPC11724 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	753
0.2-0.3	1609
0.3-0.4	3019
0.4-0.5	1925
0.5-0.6	1222
0.6-0.7	389
0.7-0.8	14
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8702	High Similarity	NPD7266	Discontinued
0.824	Intermediate Similarity	NPD1091	Approved
0.8085	Intermediate Similarity	NPD1653	Approved
0.7787	Intermediate Similarity	NPD969	Suspended
0.775	Intermediate Similarity	NPD1358	Approved
0.766	Intermediate Similarity	NPD6190	Approved
0.7638	Intermediate Similarity	NPD9545	Approved
0.7417	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD4978	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD1652	Phase 2
0.7377	Intermediate Similarity	NPD3134	Approved
0.7273	Intermediate Similarity	NPD422	Phase 1
0.7266	Intermediate Similarity	NPD230	Phase 1
0.7222	Intermediate Similarity	NPD4628	Phase 3
0.7219	Intermediate Similarity	NPD8455	Phase 2
0.7176	Intermediate Similarity	NPD1357	Approved
0.7143	Intermediate Similarity	NPD4340	Discontinued
0.7101	Intermediate Similarity	NPD3027	Phase 3
0.7081	Intermediate Similarity	NPD7685	Pre-registration
0.7071	Intermediate Similarity	NPD1613	Approved
0.7071	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7042	Intermediate Similarity	NPD7097	Phase 1
0.704	Intermediate Similarity	NPD290	Approved
0.704	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7037	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD7843	Approved
0.7021	Intermediate Similarity	NPD5124	Phase 1
0.7021	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.702	Intermediate Similarity	NPD4380	Phase 2
0.7	Intermediate Similarity	NPD6233	Phase 2
0.6992	Remote Similarity	NPD5126	Approved
0.6992	Remote Similarity	NPD5125	Phase 3
0.6984	Remote Similarity	NPD2684	Approved
0.6983	Remote Similarity	NPD689	Discontinued
0.6975	Remote Similarity	NPD6559	Discontinued
0.6959	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6947	Remote Similarity	NPD9493	Approved
0.6937	Remote Similarity	NPD3818	Discontinued
0.6933	Remote Similarity	NPD4338	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD3764	Approved
0.6903	Remote Similarity	NPD4868	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD7054	Approved
0.6892	Remote Similarity	NPD5058	Phase 3
0.6889	Remote Similarity	NPD3705	Approved
0.6871	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.687	Remote Similarity	NPD7157	Approved
0.6859	Remote Similarity	NPD7075	Discontinued
0.6852	Remote Similarity	NPD7472	Approved
0.6852	Remote Similarity	NPD7074	Phase 3
0.6842	Remote Similarity	NPD1548	Phase 1
0.6833	Remote Similarity	NPD2933	Approved
0.6833	Remote Similarity	NPD2934	Approved
0.6832	Remote Similarity	NPD7228	Approved
0.6831	Remote Similarity	NPD4060	Phase 1
0.6831	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6829	Remote Similarity	NPD1242	Phase 1
0.6825	Remote Similarity	NPD968	Approved
0.6821	Remote Similarity	NPD5403	Approved
0.6818	Remote Similarity	NPD37	Approved
0.6815	Remote Similarity	NPD6234	Discontinued
0.6815	Remote Similarity	NPD3496	Discontinued
0.681	Remote Similarity	NPD6797	Phase 2
0.6809	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD6798	Discontinued
0.6795	Remote Similarity	NPD4967	Phase 2
0.6795	Remote Similarity	NPD4965	Approved
0.6795	Remote Similarity	NPD4966	Approved
0.6788	Remote Similarity	NPD8313	Approved
0.6788	Remote Similarity	NPD8312	Approved
0.6786	Remote Similarity	NPD1529	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD111	Approved
0.6777	Remote Similarity	NPD2860	Approved
0.6777	Remote Similarity	NPD2859	Approved
0.6774	Remote Similarity	NPD940	Approved
0.6774	Remote Similarity	NPD846	Approved
0.6768	Remote Similarity	NPD7251	Discontinued
0.6765	Remote Similarity	NPD1610	Phase 2
0.6765	Remote Similarity	NPD1535	Discovery
0.6761	Remote Similarity	NPD4062	Phase 3
0.6746	Remote Similarity	NPD9697	Approved
0.6739	Remote Similarity	NPD3225	Approved
0.6736	Remote Similarity	NPD6653	Approved
0.6735	Remote Similarity	NPD2424	Discontinued
0.6735	Remote Similarity	NPD1549	Phase 2
0.6733	Remote Similarity	NPD6799	Approved
0.6727	Remote Similarity	NPD7808	Phase 3
0.6715	Remote Similarity	NPD9269	Phase 2
0.6715	Remote Similarity	NPD1481	Phase 2
0.6714	Remote Similarity	NPD1530	Clinical (unspecified phase)
0.6714	Remote Similarity	NPD2861	Phase 2
0.6712	Remote Similarity	NPD1551	Phase 2
0.671	Remote Similarity	NPD6801	Discontinued
0.6692	Remote Similarity	NPD228	Approved
0.6691	Remote Similarity	NPD1203	Approved
0.669	Remote Similarity	NPD4538	Approved
0.669	Remote Similarity	NPD4536	Approved
0.669	Remote Similarity	NPD4537	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD6674	Discontinued
0.6689	Remote Similarity	NPD5401	Approved
0.6689	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6689	Remote Similarity	NPD3536	Discontinued
0.6667	Remote Similarity	NPD6355	Discontinued
0.6667	Remote Similarity	NPD4908	Phase 1
0.6667	Remote Similarity	NPD9380	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD7096	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD1282	Approved
0.6644	Remote Similarity	NPD7033	Discontinued
0.6644	Remote Similarity	NPD8166	Discontinued
0.6644	Remote Similarity	NPD5960	Phase 3
0.6644	Remote Similarity	NPD5588	Approved
0.6643	Remote Similarity	NPD6007	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD5647	Approved
0.6642	Remote Similarity	NPD5536	Phase 2
0.6641	Remote Similarity	NPD5535	Approved
0.6624	Remote Similarity	NPD5402	Approved
0.6618	Remote Similarity	NPD1778	Approved
0.6618	Remote Similarity	NPD4626	Approved
0.6613	Remote Similarity	NPD3020	Approved
0.6608	Remote Similarity	NPD7879	Clinical (unspecified phase)
0.6607	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6601	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6599	Remote Similarity	NPD2935	Discontinued
0.6596	Remote Similarity	NPD9494	Approved
0.6594	Remote Similarity	NPD9717	Approved
0.6593	Remote Similarity	NPD1894	Discontinued
0.6591	Remote Similarity	NPD1241	Discontinued
0.6589	Remote Similarity	NPD9266	Approved
0.6589	Remote Similarity	NPD74	Approved
0.6579	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6573	Remote Similarity	NPD1048	Approved
0.6573	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6571	Remote Similarity	NPD3094	Phase 2
0.6569	Remote Similarity	NPD3847	Discontinued
0.6557	Remote Similarity	NPD1432	Clinical (unspecified phase)
0.6554	Remote Similarity	NPD5763	Approved
0.6554	Remote Similarity	NPD5762	Approved
0.6552	Remote Similarity	NPD1933	Approved
0.6547	Remote Similarity	NPD3685	Discontinued
0.6544	Remote Similarity	NPD5691	Approved
0.6544	Remote Similarity	NPD9268	Approved
0.6538	Remote Similarity	NPD3021	Approved
0.6538	Remote Similarity	NPD7411	Suspended
0.6538	Remote Similarity	NPD3022	Approved
0.6536	Remote Similarity	NPD7314	Clinical (unspecified phase)
0.6533	Remote Similarity	NPD3750	Approved
0.6532	Remote Similarity	NPD9495	Approved
0.6531	Remote Similarity	NPD1510	Phase 2
0.6528	Remote Similarity	NPD520	Approved
0.6522	Remote Similarity	NPD7199	Phase 2
0.6516	Remote Similarity	NPD3455	Phase 2
0.6516	Remote Similarity	NPD7458	Discontinued
0.6512	Remote Similarity	NPD9263	Approved
0.6512	Remote Similarity	NPD9267	Approved
0.6512	Remote Similarity	NPD9264	Approved
0.651	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6508	Remote Similarity	NPD291	Approved
0.6506	Remote Similarity	NPD7993	Clinical (unspecified phase)
0.6503	Remote Similarity	NPD3179	Approved
0.6503	Remote Similarity	NPD7095	Approved
0.6503	Remote Similarity	NPD3180	Approved
0.65	Remote Similarity	NPD8651	Approved
0.6497	Remote Similarity	NPD1934	Approved
0.6496	Remote Similarity	NPD5846	Approved
0.6496	Remote Similarity	NPD9384	Approved
0.6496	Remote Similarity	NPD5238	Clinical (unspecified phase)
0.6496	Remote Similarity	NPD6516	Phase 2
0.6496	Remote Similarity	NPD9381	Approved
0.6493	Remote Similarity	NPD4198	Discontinued
0.6486	Remote Similarity	NPD9570	Approved
0.6484	Remote Similarity	NPD5048	Discontinued
0.6483	Remote Similarity	NPD1240	Approved
0.6479	Remote Similarity	NPD5736	Approved
0.6474	Remote Similarity	NPD6599	Discontinued
0.6467	Remote Similarity	NPD5698	Clinical (unspecified phase)
0.6467	Remote Similarity	NPD7240	Approved
0.6457	Remote Similarity	NPD6647	Phase 2
0.6456	Remote Similarity	NPD2393	Clinical (unspecified phase)
0.6454	Remote Similarity	NPD6362	Approved
0.6454	Remote Similarity	NPD2797	Approved
0.6454	Remote Similarity	NPD1049	Clinical (unspecified phase)
0.6452	Remote Similarity	NPD3686	Approved
0.6452	Remote Similarity	NPD3687	Approved
0.6446	Remote Similarity	NPD9365	Approved
0.6443	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD6006	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD6002	Phase 3
0.6443	Remote Similarity	NPD6005	Phase 3
0.6443	Remote Similarity	NPD6003	Clinical (unspecified phase)
0.6443	Remote Similarity	NPD6004	Phase 3
0.6438	Remote Similarity	NPD447	Suspended
0.6434	Remote Similarity	NPD1008	Clinical (unspecified phase)
0.6434	Remote Similarity	NPD6832	Phase 2
0.6429	Remote Similarity	NPD2982	Phase 2
0.6429	Remote Similarity	NPD2983	Phase 2
0.6424	Remote Similarity	NPD3400	Discontinued
0.6424	Remote Similarity	NPD3751	Discontinued

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