NPASS Compound

Structure

CID282169 OpenBabel06191716092D 32 35 0 0 1 0 0 0 0 0999 V2000 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 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 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 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 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 0.8660 -2.5000 0.0000 O 0 0 0 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 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 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 -2.5981 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 1 8 2 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 10 1 0 0 0 0 6 14 2 0 0 0 0 7 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 22 1 0 0 0 0 10 30 1 0 0 0 0 11 15 2 0 0 0 0 11 23 1 0 0 0 0 12 15 1 0 0 0 0 12 24 2 0 0 0 0 13 31 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 1 0 0 0 17 19 1 0 0 0 0 17 26 1 6 0 0 0 18 21 1 0 0 0 0 18 27 1 6 0 0 0 19 20 1 1 0 0 0 19 32 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 21 30 1 1 0 0 0 21 32 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	446.08
Volume:	410.511
LogP:	1.42
LogD:	0.723
LogS:	-4.146
# Rotatable Bonds:	4
TPSA:	187.12
# H-Bond Aceptor:	11
# H-Bond Donor:	6
# Rings:	4
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.32
Synthetic Accessibility Score:	3.874
Fsp3:	0.238
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
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:	-6.437
MDCK Permeability:	1.545641862321645e-05
Pgp-inhibitor:	0.0
Pgp-substrate:	0.782
Human Intestinal Absorption (HIA):	0.448
20% Bioavailability (F20%):	0.025
30% Bioavailability (F30%):	0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.025
Plasma Protein Binding (PPB):	92.0763931274414%
Volume Distribution (VD):	0.601
Pgp-substrate:	7.118760108947754%

ADMET: Metabolism

CYP1A2-inhibitor:	0.127
CYP1A2-substrate:	0.037
CYP2C19-inhibitor:	0.061
CYP2C19-substrate:	0.047
CYP2C9-inhibitor:	0.017
CYP2C9-substrate:	0.564
CYP2D6-inhibitor:	0.026
CYP2D6-substrate:	0.151
CYP3A4-inhibitor:	0.039
CYP3A4-substrate:	0.006

ADMET: Excretion

Clearance (CL):	1.155
Half-life (T1/2):	0.839

ADMET: Toxicity

hERG Blockers:	0.086
Human Hepatotoxicity (H-HT):	0.145
Drug-inuced Liver Injury (DILI):	0.972
AMES Toxicity:	0.052
Rat Oral Acute Toxicity:	0.028
Maximum Recommended Daily Dose:	0.006
Skin Sensitization:	0.138
Carcinogencity:	0.323
Eye Corrosion:	0.003
Eye Irritation:	0.047
Respiratory Toxicity:	0.054

Download Data

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

Natural Product: NPC282169

Natural Product ID:	NPC282169
*Common Name:**	Apigenin-7-O-Beta-D-Glucuronide
IUPAC Name:	(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
Synonyms:
Standard InCHIKey:	JBFOLLJCGUCDQP-ZFORQUDYSA-N
Standard InCHI:	InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
SMILES:	OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL254213
PubChem CID:	5319484
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0002934] Flavonoid O-glucuronides [CHEMONTID:0003534] Flavonoid-7-O-glucuronides

*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
NPO6987	Tolypothrix byssoidea	Species	Tolypothrichaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11429991]
NPO8374	Allium siculum	Species	Amaryllidaceae	Eukaryota	bulb	n.a.	n.a.	PMID[12141853]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	Oakham, MA, US	n.a.	PMID[16562853]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[16755060]
NPO23838	Kitasatospora kifunensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[17191679]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17250743]
NPO7728	Vitex agnus-castus	Species	Lamiaceae	Eukaryota	n.a.	fruit	n.a.	PMID[17262892]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17616609]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[17666848]
NPO32975	ocimum sanctum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17850106]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17929896]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[18239311]
NPO4380	Erigeron annuus	Species	Asteraceae	Eukaryota	flowers	n.a.	n.a.	PMID[18298080]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19113967]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19159274]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19256529]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19785430]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19962306]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20078074]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	isolated from sediment collected using a hand held deep water sampling device at >33 m depth in Vanuatu	2003	PMID[20303767]
NPO7728	Vitex agnus-castus	Species	Lamiaceae	Eukaryota	n.a.	fruit	n.a.	PMID[21163339]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21667925]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21954885]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22106303]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	stem bark of Melia azedarach	n.a.	n.a.	PMID[22409377]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23557488]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23563483]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[24066589]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	whole plants	Nanning District, Guangxi Province, China	2012-Sep	PMID[25647077]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	aerial parts	Seoul, Korea	n.a.	PMID[26331882]
NPO40019	Anigozanthos pulcherrimus	Species	Haemodoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28682615]
NPO27467	Anigozanthos rufus	Species	Haemodoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28682615]
NPO41592	Bacillus licheniformis DW2△lrp::BrnQ [BrnQ Lrp]	Strain	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[30417137]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3430163]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7622436]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5788	Millingtonia hortensis	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO228	Physostigma venenosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4380	Erigeron annuus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4380	Erigeron annuus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5788	Millingtonia hortensis	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO228	Physostigma venenosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO228	Physostigma venenosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5788	Millingtonia hortensis	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8231	Jaspis digonoxea	Species	Ancorinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10412	Aglaia erythrosperma	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24439	Tristagma uniflorum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11189	Anabaena sphaerica	Species	0stocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO7656	Pachyrhizus tuberosus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9385	Glycosmis ovoidea	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7728	Vitex agnus-castus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12059	Triticum estivum	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4380	Erigeron annuus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6710	Sinapis nigra	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2090	Baccharis thesioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14084	Roccella fucoides	Species	Roccellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5445	Euonymus nanus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8719	Fusarium vasinfectum	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2509	Strombus gigas	Species	Strombidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6987	Tolypothrix byssoidea	Species	Tolypothrichaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10826	Rabdosia weisiensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3342	Kniphofia pumila	Species	Xanthorrhoeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO368	Dendroaspis angusticeps	Species	Elapidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8374	Allium siculum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16039	Scutellaria barbata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23838	Kitasatospora kifunensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11437	Alluaudia ascendens	Species	Didiereaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13295	Teucrium nuchense	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10889	Heterochordaria abietina	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO228	Physostigma venenosum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14730	Bonnetia dinizii	Species	Bonnetiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10538	Aspergillus fumigatus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6284	Frasera caroliniensis	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11546	Ledebouria floribunda	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11112	Inulanthera nuda	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15620	Kingiella taenialis	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO7295	Arabis hirsuta	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4986	Eschscholzia californica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12534	Gastrophysa cyanea	Species	Chrysomelidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5788	Millingtonia hortensis	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5406	Veronica chamaedrys	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27467	Anigozanthos rufus	Species	Haemodoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14757	Acacia acuminata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10196	Echinocereus blanckii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11798	Anthemis pseudocotula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9497	Myrtopsis novae-caledoniae	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4489	Achillea serbica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4319	Rubia lanceolata	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13653	Sorbus domestica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4031.1	Cynara cardunculus var. scolymus	Varieties	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4214	Centaurea collina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12739	Pseudoscleropodium purum	Species	Brachytheciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1689	Epimedium pubescens	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18458	Raukaua simplex	Species	Araliaceae	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
NPO4031.1	NPC282169	Raw	n.a.	7.400000215	n.a.	n.a.	mg/100g	Database [PHENOL EXPLORER]
NPO4031.1	NPC282169	n.a.	n.a.	7.4	n.a.	n.a.	mg/100g of FW	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
IC50	3
MIC	3

Activity Type	# Activity
Individual Protein	1
Organism	3
Others	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT35	Others	n.a.		IC50	=	107100.0	nM	PMID[525713]
NPT68	Individual Protein	Aldose reductase	Rattus norvegicus	IC50	=	1280.0	nM	PMID[525713]
NPT2	Others	Unspecified		IC50	=	81.7	ug.mL-1	PMID[525714]
NPT20	Organism	Candida albicans	Candida albicans	MIC	>	256.0	ug.mL-1	PMID[525716]
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	MIC	=	64.0	ug.mL-1	PMID[525716]
NPT85	Organism	Filobasidiella neoformans	Cryptococcus neoformans	MIC	=	128.0	ug.mL-1	PMID[525716]

☑ 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 NPC282169 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	400
0.1-0.2	1718
0.2-0.3	4084
0.3-0.4	9062
0.4-0.5	9072
0.5-0.6	4706
0.6-0.7	5755
0.7-0.8	4951
0.8-0.85	1946
0.85-0.9	586
0.9-0.95	349
0.95-1	68

Similarity Score	Similarity Level	Natural Product ID
0.9935	High Similarity	NPC27942
0.9869	High Similarity	NPC216496
0.9869	High Similarity	NPC48093
0.9869	High Similarity	NPC129217
0.9869	High Similarity	NPC85707
0.9869	High Similarity	NPC224530
0.9869	High Similarity	NPC159579
0.9869	High Similarity	NPC259957
0.9803	High Similarity	NPC135391
0.9803	High Similarity	NPC77672
0.9803	High Similarity	NPC133671
0.9803	High Similarity	NPC54802
0.9803	High Similarity	NPC78263
0.9803	High Similarity	NPC197304
0.9742	High Similarity	NPC121703
0.9739	High Similarity	NPC320283
0.9739	High Similarity	NPC41121
0.9739	High Similarity	NPC104677
0.9739	High Similarity	NPC472459
0.9739	High Similarity	NPC111929
0.9737	High Similarity	NPC323593
0.9737	High Similarity	NPC203500
0.9737	High Similarity	NPC307938
0.9679	High Similarity	NPC205824
0.9679	High Similarity	NPC19240
0.9679	High Similarity	NPC129264
0.9679	High Similarity	NPC72016
0.9679	High Similarity	NPC85751
0.9675	High Similarity	NPC471079
0.9675	High Similarity	NPC304741
0.9675	High Similarity	NPC470405
0.9673	High Similarity	NPC182634
0.9673	High Similarity	NPC108831
0.9618	High Similarity	NPC64425
0.9615	High Similarity	NPC80068
0.9613	High Similarity	NPC173582
0.9613	High Similarity	NPC476215
0.9613	High Similarity	NPC473438
0.9613	High Similarity	NPC297987
0.9613	High Similarity	NPC249281
0.9613	High Similarity	NPC163242
0.9613	High Similarity	NPC265885
0.9613	High Similarity	NPC246943
0.9613	High Similarity	NPC215710
0.9613	High Similarity	NPC253788
0.9613	High Similarity	NPC139320
0.9613	High Similarity	NPC470125
0.9613	High Similarity	NPC116458
0.9613	High Similarity	NPC135846
0.9613	High Similarity	NPC64305
0.9613	High Similarity	NPC170052
0.9613	High Similarity	NPC181465
0.9613	High Similarity	NPC276377
0.9605	High Similarity	NPC83283
0.9605	High Similarity	NPC210003
0.9605	High Similarity	NPC143851
0.9605	High Similarity	NPC39360
0.9605	High Similarity	NPC29763
0.956	High Similarity	NPC20505
0.956	High Similarity	NPC155763
0.956	High Similarity	NPC235260
0.9554	High Similarity	NPC139060
0.9551	High Similarity	NPC150164
0.9551	High Similarity	NPC240306
0.9548	High Similarity	NPC153342
0.9548	High Similarity	NPC187379
0.9548	High Similarity	NPC136761
0.9545	High Similarity	NPC288084
0.9545	High Similarity	NPC6985
0.9542	High Similarity	NPC95090
0.9542	High Similarity	NPC27408
0.95	High Similarity	NPC175107
0.95	High Similarity	NPC190003
0.9497	High Similarity	NPC138927
0.949	High Similarity	NPC179198
0.949	High Similarity	NPC66087
0.949	High Similarity	NPC278419
0.9487	High Similarity	NPC210961
0.9487	High Similarity	NPC101636
0.9487	High Similarity	NPC195685
0.9487	High Similarity	NPC477629
0.9487	High Similarity	NPC270675
0.9487	High Similarity	NPC477628
0.9487	High Similarity	NPC472994
0.9481	High Similarity	NPC127406
0.9441	High Similarity	NPC4390
0.9437	High Similarity	NPC175429
0.9437	High Similarity	NPC470712
0.9437	High Similarity	NPC209550
0.9437	High Similarity	NPC96605
0.9437	High Similarity	NPC218161
0.9437	High Similarity	NPC277532
0.9437	High Similarity	NPC138990
0.9437	High Similarity	NPC164704
0.9437	High Similarity	NPC116864
0.9437	High Similarity	NPC280642
0.9437	High Similarity	NPC244776
0.943	High Similarity	NPC289667
0.943	High Similarity	NPC76831
0.943	High Similarity	NPC292929
0.9427	High Similarity	NPC298171
0.9427	High Similarity	NPC131745
0.9419	High Similarity	NPC122809
0.9419	High Similarity	NPC60966
0.9419	High Similarity	NPC156457
0.9419	High Similarity	NPC43638
0.9419	High Similarity	NPC65003
0.9419	High Similarity	NPC473512
0.9419	High Similarity	NPC161749
0.9419	High Similarity	NPC197896
0.9419	High Similarity	NPC258035
0.9419	High Similarity	NPC313163
0.9419	High Similarity	NPC129827
0.9419	High Similarity	NPC44931
0.9416	High Similarity	NPC169248
0.9416	High Similarity	NPC97052
0.9416	High Similarity	NPC26195
0.9416	High Similarity	NPC39351
0.9416	High Similarity	NPC72649
0.9412	High Similarity	NPC88484
0.9412	High Similarity	NPC121001
0.9412	High Similarity	NPC259767
0.9412	High Similarity	NPC259182
0.9383	High Similarity	NPC135277
0.9383	High Similarity	NPC253685
0.9383	High Similarity	NPC49344
0.9383	High Similarity	NPC101191
0.9383	High Similarity	NPC210094
0.9383	High Similarity	NPC237435
0.9383	High Similarity	NPC43211
0.9383	High Similarity	NPC264735
0.9383	High Similarity	NPC115760
0.9379	High Similarity	NPC221288
0.9379	High Similarity	NPC470716
0.9379	High Similarity	NPC470714
0.9379	High Similarity	NPC470715
0.9379	High Similarity	NPC217822
0.9379	High Similarity	NPC101399
0.9379	High Similarity	NPC153755
0.9379	High Similarity	NPC11847
0.9379	High Similarity	NPC474522
0.9371	High Similarity	NPC308404
0.9371	High Similarity	NPC142142
0.9371	High Similarity	NPC56077
0.9371	High Similarity	NPC477613
0.9371	High Similarity	NPC253662
0.9371	High Similarity	NPC203145
0.9371	High Similarity	NPC221342
0.9371	High Similarity	NPC179950
0.9371	High Similarity	NPC276222
0.9371	High Similarity	NPC189564
0.9371	High Similarity	NPC186816
0.9371	High Similarity	NPC88789
0.9371	High Similarity	NPC145038
0.9371	High Similarity	NPC118284
0.9371	High Similarity	NPC256188
0.9371	High Similarity	NPC476470
0.9371	High Similarity	NPC274618
0.9371	High Similarity	NPC281131
0.9371	High Similarity	NPC11432
0.9371	High Similarity	NPC32641
0.9371	High Similarity	NPC12013
0.9367	High Similarity	NPC183672
0.9359	High Similarity	NPC73511
0.9359	High Similarity	NPC473634
0.9359	High Similarity	NPC43761
0.9359	High Similarity	NPC138811
0.9359	High Similarity	NPC22062
0.9355	High Similarity	NPC261866
0.9355	High Similarity	NPC206378
0.9355	High Similarity	NPC170475
0.9351	High Similarity	NPC106625
0.9325	High Similarity	NPC61904
0.9325	High Similarity	NPC472385
0.9325	High Similarity	NPC198324
0.9325	High Similarity	NPC144097
0.9317	High Similarity	NPC188815
0.9317	High Similarity	NPC469344
0.9313	High Similarity	NPC173637
0.9313	High Similarity	NPC127546
0.9313	High Similarity	NPC52550
0.9313	High Similarity	NPC317489
0.9313	High Similarity	NPC84362
0.9313	High Similarity	NPC223424
0.9308	High Similarity	NPC135358
0.9308	High Similarity	NPC277205
0.9308	High Similarity	NPC19388
0.9308	High Similarity	NPC55786
0.9308	High Similarity	NPC240431
0.9308	High Similarity	NPC287889
0.9304	High Similarity	NPC259834
0.9304	High Similarity	NPC472876
0.9299	High Similarity	NPC473623
0.929	High Similarity	NPC473241
0.929	High Similarity	NPC99233
0.9281	High Similarity	NPC191154
0.9268	High Similarity	NPC113836
0.9268	High Similarity	NPC35167
0.9268	High Similarity	NPC253521
0.9268	High Similarity	NPC37668

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 NPC282169 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	363
0.1-0.2	924
0.2-0.3	1851
0.3-0.4	2674
0.4-0.5	1920
0.5-0.6	944
0.6-0.7	301
0.7-0.8	122
0.8-0.85	31
0.85-0.9	16
0.9-0.95	4
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9419	High Similarity	NPD4381	Clinical (unspecified phase)
0.9383	High Similarity	NPD4338	Clinical (unspecified phase)
0.9255	High Similarity	NPD7804	Clinical (unspecified phase)
0.9141	High Similarity	NPD6797	Phase 2
0.9085	High Similarity	NPD7251	Discontinued
0.903	High Similarity	NPD7808	Phase 3
0.8961	High Similarity	NPD5403	Approved
0.8931	High Similarity	NPD7075	Discontinued
0.8917	High Similarity	NPD6801	Discontinued
0.8902	High Similarity	NPD7054	Approved
0.8848	High Similarity	NPD7472	Approved
0.8841	High Similarity	NPD3818	Discontinued
0.8831	High Similarity	NPD5401	Approved
0.8805	High Similarity	NPD5402	Approved
0.879	High Similarity	NPD4380	Phase 2
0.8766	High Similarity	NPD6799	Approved
0.8742	High Similarity	NPD7096	Clinical (unspecified phase)
0.8735	High Similarity	NPD7074	Phase 3
0.8688	High Similarity	NPD3817	Phase 2
0.8497	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.8497	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8494	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8494	Intermediate Similarity	NPD6166	Phase 2
0.8494	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8471	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8442	Intermediate Similarity	NPD1549	Phase 2
0.8438	Intermediate Similarity	NPD6599	Discontinued
0.8412	Intermediate Similarity	NPD6559	Discontinued
0.8405	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8385	Intermediate Similarity	NPD7411	Suspended
0.8333	Intermediate Similarity	NPD1934	Approved
0.8302	Intermediate Similarity	NPD1512	Approved
0.8295	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8293	Intermediate Similarity	NPD3882	Suspended
0.8282	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8282	Intermediate Similarity	NPD2801	Approved
0.8246	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD1511	Approved
0.8129	Intermediate Similarity	NPD1510	Phase 2
0.8125	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8101	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8077	Intermediate Similarity	NPD2796	Approved
0.807	Intermediate Similarity	NPD3751	Discontinued
0.8061	Intermediate Similarity	NPD7819	Suspended
0.8047	Intermediate Similarity	NPD3787	Discontinued
0.8	Intermediate Similarity	NPD8312	Approved
0.8	Intermediate Similarity	NPD8313	Approved
0.7987	Intermediate Similarity	NPD3750	Approved
0.7953	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7917	Intermediate Similarity	NPD3749	Approved
0.7912	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7871	Intermediate Similarity	NPD1240	Approved
0.7866	Intermediate Similarity	NPD1653	Approved
0.7857	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7849	Intermediate Similarity	NPD7435	Discontinued
0.7848	Intermediate Similarity	NPD1551	Phase 2
0.7844	Intermediate Similarity	NPD8455	Phase 2
0.7778	Intermediate Similarity	NPD6959	Discontinued
0.7771	Intermediate Similarity	NPD1607	Approved
0.7764	Intermediate Similarity	NPD4628	Phase 3
0.7751	Intermediate Similarity	NPD7768	Phase 2
0.775	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7738	Intermediate Similarity	NPD1465	Phase 2
0.7733	Intermediate Similarity	NPD6232	Discontinued
0.7725	Intermediate Similarity	NPD7584	Approved
0.7719	Intermediate Similarity	NPD5494	Approved
0.7714	Intermediate Similarity	NPD5844	Phase 1
0.7702	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7701	Intermediate Similarity	NPD7473	Discontinued
0.7688	Intermediate Similarity	NPD6776	Approved
0.7688	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7688	Intermediate Similarity	NPD6779	Approved
0.7688	Intermediate Similarity	NPD6781	Approved
0.7688	Intermediate Similarity	NPD6782	Approved
0.7688	Intermediate Similarity	NPD6778	Approved
0.7688	Intermediate Similarity	NPD6777	Approved
0.7688	Intermediate Similarity	NPD6780	Approved
0.7684	Intermediate Similarity	NPD7685	Pre-registration
0.7673	Intermediate Similarity	NPD3748	Approved
0.7644	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7628	Intermediate Similarity	NPD6798	Discontinued
0.7607	Intermediate Similarity	NPD6190	Approved
0.7604	Intermediate Similarity	NPD7874	Approved
0.7604	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7595	Intermediate Similarity	NPD1933	Approved
0.759	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.759	Intermediate Similarity	NPD920	Approved
0.758	Intermediate Similarity	NPD6233	Phase 2
0.7576	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7572	Intermediate Similarity	NPD7199	Phase 2
0.7562	Intermediate Similarity	NPD7033	Discontinued
0.7558	Intermediate Similarity	NPD919	Approved
0.7557	Intermediate Similarity	NPD7228	Approved
0.7552	Intermediate Similarity	NPD8151	Discontinued
0.7532	Intermediate Similarity	NPD1203	Approved
0.7528	Intermediate Similarity	NPD5953	Discontinued
0.7516	Intermediate Similarity	NPD2313	Discontinued
0.7514	Intermediate Similarity	NPD7286	Phase 2
0.7514	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7585	Approved
0.75	Intermediate Similarity	NPD1091	Approved
0.75	Intermediate Similarity	NPD6832	Phase 2
0.7485	Intermediate Similarity	NPD1652	Phase 2
0.7474	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7474	Intermediate Similarity	NPD7697	Approved
0.7474	Intermediate Similarity	NPD7698	Approved
0.7474	Intermediate Similarity	NPD7783	Phase 2
0.7474	Intermediate Similarity	NPD7696	Phase 3
0.7471	Intermediate Similarity	NPD37	Approved
0.747	Intermediate Similarity	NPD2534	Approved
0.747	Intermediate Similarity	NPD2532	Approved
0.747	Intermediate Similarity	NPD2533	Approved
0.7457	Intermediate Similarity	NPD6234	Discontinued
0.7455	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7448	Intermediate Similarity	NPD7583	Approved
0.7442	Intermediate Similarity	NPD4966	Approved
0.7442	Intermediate Similarity	NPD4967	Phase 2
0.7442	Intermediate Similarity	NPD4965	Approved
0.7435	Intermediate Similarity	NPD8319	Approved
0.7435	Intermediate Similarity	NPD8320	Phase 1
0.7435	Intermediate Similarity	NPD7871	Phase 2
0.7435	Intermediate Similarity	NPD7870	Phase 2
0.7419	Intermediate Similarity	NPD6534	Approved
0.7419	Intermediate Similarity	NPD6535	Approved
0.7409	Intermediate Similarity	NPD7701	Phase 2
0.7407	Intermediate Similarity	NPD2935	Discontinued
0.7396	Intermediate Similarity	NPD7458	Discontinued
0.7391	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7378	Intermediate Similarity	NPD1243	Approved
0.7378	Intermediate Similarity	NPD2800	Approved
0.7377	Intermediate Similarity	NPD8434	Phase 2
0.7375	Intermediate Similarity	NPD6355	Discontinued
0.7375	Intermediate Similarity	NPD5124	Phase 1
0.7375	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7371	Intermediate Similarity	NPD1247	Approved
0.7365	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7362	Intermediate Similarity	NPD7266	Discontinued
0.7355	Intermediate Similarity	NPD3225	Approved
0.7346	Intermediate Similarity	NPD2799	Discontinued
0.7312	Intermediate Similarity	NPD1613	Approved
0.7312	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7305	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7302	Intermediate Similarity	NPD7700	Phase 2
0.7302	Intermediate Similarity	NPD7699	Phase 2
0.7296	Intermediate Similarity	NPD3268	Approved
0.7296	Intermediate Similarity	NPD7801	Approved
0.7294	Intermediate Similarity	NPD3226	Approved
0.7288	Intermediate Similarity	NPD3926	Phase 2
0.7283	Intermediate Similarity	NPD8150	Discontinued
0.7273	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD422	Phase 1
0.7267	Intermediate Similarity	NPD4340	Discontinued
0.7267	Intermediate Similarity	NPD230	Phase 1
0.7253	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD4062	Phase 3
0.724	Intermediate Similarity	NPD6823	Phase 2
0.7237	Intermediate Similarity	NPD1548	Phase 1
0.7234	Intermediate Similarity	NPD4360	Phase 2
0.7234	Intermediate Similarity	NPD4363	Phase 3
0.7228	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD9717	Approved
0.7222	Intermediate Similarity	NPD6651	Approved
0.7205	Intermediate Similarity	NPD943	Approved
0.7198	Intermediate Similarity	NPD7240	Approved
0.7197	Intermediate Similarity	NPD2797	Approved
0.7186	Intermediate Similarity	NPD2354	Approved
0.7186	Intermediate Similarity	NPD3887	Approved
0.7178	Intermediate Similarity	NPD7097	Phase 1
0.717	Intermediate Similarity	NPD4908	Phase 1
0.716	Intermediate Similarity	NPD447	Suspended
0.7152	Intermediate Similarity	NPD2346	Discontinued
0.7152	Intermediate Similarity	NPD2344	Approved
0.7152	Intermediate Similarity	NPD2798	Approved
0.7093	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7086	Intermediate Similarity	NPD4288	Approved
0.7081	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7069	Intermediate Similarity	NPD6844	Discontinued
0.7063	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7055	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD1610	Phase 2
0.7039	Intermediate Similarity	NPD5711	Approved
0.7039	Intermediate Similarity	NPD5710	Approved
0.703	Intermediate Similarity	NPD4308	Phase 3
0.703	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7024	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD4287	Approved
0.7018	Intermediate Similarity	NPD5049	Phase 3
0.7013	Intermediate Similarity	NPD9545	Approved
0.7	Intermediate Similarity	NPD6212	Phase 3
0.7	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6213	Phase 3
0.6994	Remote Similarity	NPD4060	Phase 1
0.6988	Remote Similarity	NPD6099	Approved
0.6988	Remote Similarity	NPD6100	Approved
0.6982	Remote Similarity	NPD2309	Approved
0.6981	Remote Similarity	NPD3266	Approved
0.6981	Remote Similarity	NPD3267	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data