NPASS Compound

Structure

CID71002 OpenBabel06191715412D 25 25 0 0 0 0 0 0 0 0999 V2000 -2.5981 11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 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 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 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 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 21 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	132.09
Volume:	156.494
LogP:	3.741
LogD:	3.311
LogS:	-3.865
# Rotatable Bonds:	0
TPSA:	0.0
# H-Bond Aceptor:	0
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	0

MedChem Properties

QED Drug-Likeness Score:	0.509
Synthetic Accessibility Score:	1.446
Fsp3:	0.4
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.4
MDCK Permeability:	1.8687454939936288e-05
Pgp-inhibitor:	0.017
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.002
20% Bioavailability (F20%):	0.765
30% Bioavailability (F30%):	0.878

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.922
Plasma Protein Binding (PPB):	94.37535858154297%
Volume Distribution (VD):	2.187
Pgp-substrate:	4.55444860458374%

ADMET: Metabolism

CYP1A2-inhibitor:	0.98
CYP1A2-substrate:	0.682
CYP2C19-inhibitor:	0.757
CYP2C19-substrate:	0.084
CYP2C9-inhibitor:	0.299
CYP2C9-substrate:	0.732
CYP2D6-inhibitor:	0.282
CYP2D6-substrate:	0.859
CYP3A4-inhibitor:	0.046
CYP3A4-substrate:	0.222

ADMET: Excretion

Clearance (CL):	7.794
Half-life (T1/2):	0.377

ADMET: Toxicity

hERG Blockers:	0.048
Human Hepatotoxicity (H-HT):	0.044
Drug-inuced Liver Injury (DILI):	0.042
AMES Toxicity:	0.09
Rat Oral Acute Toxicity:	0.098
Maximum Recommended Daily Dose:	0.118
Skin Sensitization:	0.833
Carcinogencity:	0.384
Eye Corrosion:	0.95
Eye Irritation:	0.994
Respiratory Toxicity:	0.121

Download Data

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

Natural Product: NPC71002

Natural Product ID:	NPC71002
*Common Name:**	5-(Heptadeca-8,11-Dienyl)Benzene-1,3-Diol
IUPAC Name:	5-[(8Z,11Z)-heptadeca-8,11-dienyl]benzene-1,3-diol
Synonyms:
Standard InCHIKey:	LQLSZSURMCEKFF-HZJYTTRNSA-N
Standard InCHI:	InChI=1S/C23H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-18-22(24)20-23(25)19-21/h6-7,9-10,18-20,24-25H,2-5,8,11-17H2,1H3/b7-6-,10-9-
SMILES:	CCCCC/C=CC/C=CCCCCCCCc1cc(cc(c1)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL253004
PubChem CID:	14235913
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000134] Phenols [CHEMONTID:0001286] Benzenediols [CHEMONTID:0000137] Resorcinols

*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
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1246/bcsj.30.618]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	bark	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	xylem	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	root	n.a.	PMID[14727919]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	leaf	n.a.	PMID[14727919]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16309313]
NPO25294	Merulius incarnatus	Species	Meruliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643059]
NPO7825	Sinularia lochmodes	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[16724859]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17124632]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	fruit	n.a.	PMID[17124632]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17125236]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	roots	n.a.	n.a.	PMID[17125236]
NPO5292	Stylogyne turbacensis	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17629327]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17716892]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO29381	Trichilia rubescens	Species	Meliaceae	Eukaryota	leaves	Kibale National Park, Uganda	2000-2001	PMID[19299148]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	South China Sea	n.a.	PMID[25211032]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27466882]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31117521]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[31873014]
NPO456	Swertia dilatata	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[4472648]
NPO456	Swertia dilatata	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Flower	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1665	Paris tetraphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23840	Taxus x media	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7829	Embelia robusta	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14959.1	Codonopsis pilosula subsp. tangshen	Subspecies	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28805	Thymus piperella	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5271.1	Ampelopsis glandulosa var. brevipedunculata	Varieties	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29344	Parabenzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO6867	Asparagus curillus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1665	Paris tetraphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23840	Taxus x media	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7829	Embelia robusta	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1665	Paris tetraphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6867	Asparagus curillus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23840	Taxus x media	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14959.1	Codonopsis pilosula subsp. tangshen	Subspecies	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4244	Doodia picta	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14959.1	Codonopsis pilosula subsp. tangshen	Subspecies	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29314	Mangifera indica	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15741	Embelia ribes	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7306	Onchidella binneyi	Species	Onchidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7094	Salvia candicans	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29142	Kaunia saltensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29450	Streptomyces parvisporogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO3744	Polycephalomyces nipponicus	Species	Ophiocordycipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4052	Lophura armata	Species	Phasianidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28805	Thymus piperella	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3340	Fridericia chica	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9157	Rubrivivax gelatinosus	Species	n.a.	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO799	Psoralea bituminosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28937	Heterotheca grandiflora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29344	Parabenzoin trilobum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO1245	Eunicella cavolinii	Species	Gorgoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29242	Salvia dorrii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5519	Aplidium uouo	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28845	Eragrostis viscosa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29068	Papilio phorcas	Species	Papilionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO456	Swertia dilatata	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29127	Cystophora scalaris	Species	Sargassaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29488	Sophora angustifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1595	Grindelia paludosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29225	Oncoba echinata	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29381	Trichilia rubescens	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28949	Croton cumingii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5271.1	Ampelopsis glandulosa var. brevipedunculata	Varieties	Vitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29363	Aconitum nevadense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4552	Gnephosis arachnoidea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5292	Stylogyne turbacensis	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28898	Grewia mollis	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26192	Cordylanthus kingii	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28824	Forsteronia refracta	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6867	Asparagus curillus	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29400	Conocephalum japonicum	Species	Conocephalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23840	Taxus x media	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8193	Streptomyces morookaense	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO29446	Stevia polycephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7669	Micromphale perforans	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29530	Kaempferia marginata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29004	Ruta pinnata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5741	Nymphaea elegans	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28918	Ophiolepis superba	Species	Ophiolepididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29510	Aulacocephalus temmincki	Species	Serranidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29047	Disynaphia halimifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15010	Packera aurea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28864	Nauclea officinalis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO869	Elaeagnus multiflora	Species	Elaeagnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29276	Juglans nigra	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7825	Sinularia lochmodes	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27269	Annona impressivenia	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29154	Heliotropium floridum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28971	Bersama yangambiensis	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29415	Hovenia acerba	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6110	Iryanthera elliptica	Species	Myristicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29292	Teucrium depressum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25294	Merulius incarnatus	Species	Meruliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4055	Aspergillus unguis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27743	Aaptos aaptos	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29189	Castanopsis sclerophylla	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1665	Paris tetraphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13818	Narcissus concolor	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7829	Embelia robusta	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29203	Gymnocarpium robertianum	Species	Cystopteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25981	Crinipellis scabella	Species	Marasmiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6797	Hyoscyamus reticulatus	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28784	Alseodaphne corneri	Species	Lauraceae	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	11

Activity Type	# Activity
Cell Line	8
Organism	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	8700.0	nM	PMID[549584]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	=	8700.0	nM	PMID[549584]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	148000.0	nM	PMID[549584]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1420.0	nM	PMID[549585]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	1570.0	nM	PMID[549585]
NPT181	Cell Line	Bel-7402	Homo sapiens	IC50	=	1910.0	nM	PMID[549585]
NPT547	Cell Line	BGC-823	Homo sapiens	IC50	=	1790.0	nM	PMID[549585]
NPT180	Cell Line	HCT-8	Homo sapiens	IC50	=	1540.0	nM	PMID[549585]
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	30000.0	nM	PMID[549584]
NPT633	Organism	Leishmania donovani	Leishmania donovani	IC50	=	600.0	nM	PMID[549584]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	IC50	=	6.5	ug.mL-1	PMID[549586]

☑ 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 NPC71002 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	258
0.1-0.2	1557
0.2-0.3	4628
0.3-0.4	14135
0.4-0.5	5391
0.5-0.6	9061
0.6-0.7	5862
0.7-0.8	1498
0.8-0.85	164
0.85-0.9	70
0.9-0.95	42
0.95-1	31

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC168303
1.0	High Similarity	NPC242342
1.0	High Similarity	NPC313030
1.0	High Similarity	NPC146798
1.0	High Similarity	NPC249828
1.0	High Similarity	NPC94351
1.0	High Similarity	NPC222522
1.0	High Similarity	NPC53051
1.0	High Similarity	NPC302219
1.0	High Similarity	NPC24404
1.0	High Similarity	NPC85479
1.0	High Similarity	NPC106396
0.9895	High Similarity	NPC284011
0.9895	High Similarity	NPC24407
0.9895	High Similarity	NPC137415
0.9895	High Similarity	NPC11280
0.9895	High Similarity	NPC72947
0.9895	High Similarity	NPC166313
0.9895	High Similarity	NPC294186
0.9895	High Similarity	NPC192032
0.9895	High Similarity	NPC147310
0.9789	High Similarity	NPC10588
0.9789	High Similarity	NPC166761
0.9596	High Similarity	NPC61033
0.9596	High Similarity	NPC232523
0.9596	High Similarity	NPC305603
0.9596	High Similarity	NPC158253
0.9596	High Similarity	NPC204901
0.9592	High Similarity	NPC134829
0.9495	High Similarity	NPC39664
0.9495	High Similarity	NPC39097
0.9495	High Similarity	NPC109691
0.9495	High Similarity	NPC470700
0.9495	High Similarity	NPC302681
0.9495	High Similarity	NPC99836
0.9495	High Similarity	NPC118286
0.9495	High Similarity	NPC12640
0.9495	High Similarity	NPC201662
0.949	High Similarity	NPC241891
0.94	High Similarity	NPC54844
0.9394	High Similarity	NPC37802
0.9394	High Similarity	NPC246056
0.9293	High Similarity	NPC218879
0.9293	High Similarity	NPC244513
0.9293	High Similarity	NPC227458
0.9286	High Similarity	NPC143659
0.9286	High Similarity	NPC100340
0.9216	High Similarity	NPC33728
0.9216	High Similarity	NPC19808
0.9158	High Similarity	NPC94139
0.9158	High Similarity	NPC162314
0.9158	High Similarity	NPC210497
0.9158	High Similarity	NPC147284
0.9158	High Similarity	NPC295295
0.9158	High Similarity	NPC306884
0.9158	High Similarity	NPC3358
0.9135	High Similarity	NPC166995
0.9118	High Similarity	NPC174981
0.91	High Similarity	NPC30506
0.91	High Similarity	NPC102216
0.9038	High Similarity	NPC224527
0.9038	High Similarity	NPC4493
0.9038	High Similarity	NPC225679
0.9038	High Similarity	NPC165770
0.9038	High Similarity	NPC476632
0.9029	High Similarity	NPC186385
0.9029	High Similarity	NPC299568
0.898	High Similarity	NPC291789
0.8952	High Similarity	NPC43525
0.8947	High Similarity	NPC192
0.8889	High Similarity	NPC80027
0.8868	High Similarity	NPC117846
0.8868	High Similarity	NPC263753
0.8868	High Similarity	NPC62546
0.8868	High Similarity	NPC162113
0.8868	High Similarity	NPC23804
0.8824	High Similarity	NPC474839
0.8812	High Similarity	NPC315022
0.88	High Similarity	NPC275053
0.88	High Similarity	NPC161571
0.88	High Similarity	NPC48730
0.88	High Similarity	NPC248573
0.88	High Similarity	NPC248396
0.88	High Similarity	NPC129373
0.8796	High Similarity	NPC123559
0.8785	High Similarity	NPC107240
0.8776	High Similarity	NPC32714
0.8762	High Similarity	NPC168657
0.875	High Similarity	NPC63698
0.875	High Similarity	NPC61885
0.8737	High Similarity	NPC27974
0.8725	High Similarity	NPC119860
0.8725	High Similarity	NPC315936
0.8716	High Similarity	NPC127894
0.8716	High Similarity	NPC219070
0.8716	High Similarity	NPC15860
0.8716	High Similarity	NPC470759
0.8704	High Similarity	NPC53906
0.8704	High Similarity	NPC246760
0.8704	High Similarity	NPC84999
0.87	High Similarity	NPC260775
0.8692	High Similarity	NPC319803
0.8692	High Similarity	NPC261343
0.8673	High Similarity	NPC76938
0.8641	High Similarity	NPC292452
0.8624	High Similarity	NPC114064
0.8614	High Similarity	NPC12931
0.8614	High Similarity	NPC70677
0.8614	High Similarity	NPC130756
0.8611	High Similarity	NPC22610
0.8611	High Similarity	NPC276737
0.86	High Similarity	NPC152097
0.86	High Similarity	NPC474073
0.8598	High Similarity	NPC473521
0.8585	High Similarity	NPC224870
0.8571	High Similarity	NPC55903
0.8558	High Similarity	NPC248904
0.8558	High Similarity	NPC469913
0.8557	High Similarity	NPC55561
0.8545	High Similarity	NPC474933
0.8545	High Similarity	NPC470760
0.8545	High Similarity	NPC69261
0.8545	High Similarity	NPC33270
0.8532	High Similarity	NPC808
0.8529	High Similarity	NPC477685
0.8529	High Similarity	NPC252105
0.8505	High Similarity	NPC268032
0.8491	Intermediate Similarity	NPC202647
0.8468	Intermediate Similarity	NPC48781
0.8468	Intermediate Similarity	NPC9592
0.8468	Intermediate Similarity	NPC144343
0.8468	Intermediate Similarity	NPC206
0.8468	Intermediate Similarity	NPC190514
0.8462	Intermediate Similarity	NPC471350
0.8455	Intermediate Similarity	NPC150624
0.8455	Intermediate Similarity	NPC141090
0.8455	Intermediate Similarity	NPC115808
0.8454	Intermediate Similarity	NPC280347
0.8454	Intermediate Similarity	NPC318325
0.8454	Intermediate Similarity	NPC123273
0.8454	Intermediate Similarity	NPC177420
0.8454	Intermediate Similarity	NPC242240
0.8447	Intermediate Similarity	NPC196479
0.8447	Intermediate Similarity	NPC108497
0.8431	Intermediate Similarity	NPC294741
0.8431	Intermediate Similarity	NPC72729
0.8421	Intermediate Similarity	NPC150837
0.8416	Intermediate Similarity	NPC475078
0.8416	Intermediate Similarity	NPC79241
0.8416	Intermediate Similarity	NPC6597
0.8411	Intermediate Similarity	NPC475018
0.8411	Intermediate Similarity	NPC242178
0.8407	Intermediate Similarity	NPC24125
0.84	Intermediate Similarity	NPC26244
0.84	Intermediate Similarity	NPC222146
0.84	Intermediate Similarity	NPC274678
0.8393	Intermediate Similarity	NPC217174
0.8393	Intermediate Similarity	NPC184302
0.8381	Intermediate Similarity	NPC164576
0.8381	Intermediate Similarity	NPC155072
0.8378	Intermediate Similarity	NPC277588
0.8364	Intermediate Similarity	NPC167934
0.8351	Intermediate Similarity	NPC113460
0.8351	Intermediate Similarity	NPC25493
0.8351	Intermediate Similarity	NPC19680
0.835	Intermediate Similarity	NPC80800
0.8333	Intermediate Similarity	NPC299762
0.8333	Intermediate Similarity	NPC33675
0.8333	Intermediate Similarity	NPC237667
0.8319	Intermediate Similarity	NPC223451
0.8317	Intermediate Similarity	NPC312132
0.8317	Intermediate Similarity	NPC473388
0.8317	Intermediate Similarity	NPC259512
0.8302	Intermediate Similarity	NPC176527
0.8302	Intermediate Similarity	NPC66834
0.83	Intermediate Similarity	NPC245187
0.83	Intermediate Similarity	NPC151715
0.83	Intermediate Similarity	NPC316301
0.83	Intermediate Similarity	NPC27323
0.83	Intermediate Similarity	NPC152415
0.8286	Intermediate Similarity	NPC47284
0.8283	Intermediate Similarity	NPC231150
0.8283	Intermediate Similarity	NPC304541
0.8273	Intermediate Similarity	NPC228287
0.8273	Intermediate Similarity	NPC180508
0.8269	Intermediate Similarity	NPC168393
0.8269	Intermediate Similarity	NPC235762
0.8269	Intermediate Similarity	NPC471228
0.8265	Intermediate Similarity	NPC258219
0.8252	Intermediate Similarity	NPC130103
0.8252	Intermediate Similarity	NPC174911
0.8247	Intermediate Similarity	NPC407
0.8247	Intermediate Similarity	NPC23167
0.8247	Intermediate Similarity	NPC307235
0.8246	Intermediate Similarity	NPC218753
0.8241	Intermediate Similarity	NPC2682
0.8241	Intermediate Similarity	NPC94045
0.823	Intermediate Similarity	NPC191866
0.8224	Intermediate Similarity	NPC58427
0.8224	Intermediate Similarity	NPC34864

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 NPC71002 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	255
0.1-0.2	1000
0.2-0.3	1497
0.3-0.4	2986
0.4-0.5	1856
0.5-0.6	1100
0.6-0.7	392
0.7-0.8	51
0.8-0.85	9
0.85-0.9	3
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9091	High Similarity	NPD846	Approved
0.9091	High Similarity	NPD940	Approved
0.9029	High Similarity	NPD4750	Phase 3
0.88	High Similarity	NPD1242	Phase 1
0.8586	High Similarity	NPD844	Approved
0.84	Intermediate Similarity	NPD2859	Approved
0.84	Intermediate Similarity	NPD2860	Approved
0.8333	Intermediate Similarity	NPD3020	Approved
0.8317	Intermediate Similarity	NPD288	Approved
0.83	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.83	Intermediate Similarity	NPD2933	Approved
0.83	Intermediate Similarity	NPD2934	Approved
0.8252	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.802	Intermediate Similarity	NPD845	Approved
0.8	Intermediate Similarity	NPD9089	Approved
0.7982	Intermediate Similarity	NPD3021	Approved
0.7982	Intermediate Similarity	NPD3022	Approved
0.7938	Intermediate Similarity	NPD111	Approved
0.7895	Intermediate Similarity	NPD9093	Approved
0.7881	Intermediate Similarity	NPD4749	Approved
0.787	Intermediate Similarity	NPD1444	Approved
0.787	Intermediate Similarity	NPD1445	Approved
0.7768	Intermediate Similarity	NPD7635	Approved
0.7719	Intermediate Similarity	NPD6671	Approved
0.7692	Intermediate Similarity	NPD1809	Phase 2
0.7686	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD1792	Phase 2
0.7642	Intermediate Similarity	NPD4625	Phase 3
0.7642	Intermediate Similarity	NPD3027	Phase 3
0.7581	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7525	Intermediate Similarity	NPD9094	Approved
0.7477	Intermediate Similarity	NPD2342	Discontinued
0.7431	Intermediate Similarity	NPD9500	Approved
0.7419	Intermediate Similarity	NPD4908	Phase 1
0.7417	Intermediate Similarity	NPD1610	Phase 2
0.7398	Intermediate Similarity	NPD858	Approved
0.7398	Intermediate Similarity	NPD602	Approved
0.7398	Intermediate Similarity	NPD859	Approved
0.7398	Intermediate Similarity	NPD599	Approved
0.7391	Intermediate Similarity	NPD2229	Approved
0.7391	Intermediate Similarity	NPD2228	Approved
0.7391	Intermediate Similarity	NPD2234	Approved
0.7383	Intermediate Similarity	NPD9273	Approved
0.7373	Intermediate Similarity	NPD1548	Phase 1
0.7373	Intermediate Similarity	NPD3091	Approved
0.7368	Intermediate Similarity	NPD228	Approved
0.7328	Intermediate Similarity	NPD1791	Approved
0.7328	Intermediate Similarity	NPD1793	Approved
0.7302	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.728	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5351	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD5350	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD3092	Approved
0.7273	Intermediate Similarity	NPD422	Phase 1
0.725	Intermediate Similarity	NPD4059	Approved
0.725	Intermediate Similarity	NPD3019	Approved
0.725	Intermediate Similarity	NPD2932	Approved
0.7248	Intermediate Similarity	NPD3028	Approved
0.7217	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7209	Intermediate Similarity	NPD2568	Approved
0.7207	Intermediate Similarity	NPD9610	Approved
0.7207	Intermediate Similarity	NPD9608	Approved
0.72	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD9380	Clinical (unspecified phase)
0.7179	Intermediate Similarity	NPD9618	Approved
0.7179	Intermediate Similarity	NPD9614	Approved
0.7177	Intermediate Similarity	NPD4339	Clinical (unspecified phase)
0.7177	Intermediate Similarity	NPD3094	Phase 2
0.7176	Intermediate Similarity	NPD6099	Approved
0.7176	Intermediate Similarity	NPD6100	Approved
0.7167	Intermediate Similarity	NPD4093	Discontinued
0.7158	Intermediate Similarity	NPD9087	Approved
0.7155	Intermediate Similarity	NPD9379	Approved
0.7155	Intermediate Similarity	NPD9377	Approved
0.713	Intermediate Similarity	NPD9280	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD5238	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD2684	Approved
0.7097	Intermediate Similarity	NPD6696	Suspended
0.7094	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD943	Approved
0.7054	Intermediate Similarity	NPD1613	Approved
0.7054	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7041	Intermediate Similarity	NPD9088	Approved
0.7034	Intermediate Similarity	NPD1476	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.7016	Intermediate Similarity	NPD2983	Phase 2
0.7016	Intermediate Similarity	NPD2982	Phase 2
0.7009	Intermediate Similarity	NPD7843	Approved
0.7	Intermediate Similarity	NPD9615	Approved
0.7	Intermediate Similarity	NPD9616	Approved
0.7	Intermediate Similarity	NPD9613	Approved
0.7	Intermediate Similarity	NPD856	Approved
0.7	Intermediate Similarity	NPD16	Approved
0.6992	Remote Similarity	NPD1201	Approved
0.6975	Remote Similarity	NPD7157	Approved
0.6967	Remote Similarity	NPD4626	Approved
0.6967	Remote Similarity	NPD2286	Discontinued
0.6967	Remote Similarity	NPD9384	Approved
0.6967	Remote Similarity	NPD3095	Discontinued
0.6967	Remote Similarity	NPD9381	Approved
0.6967	Remote Similarity	NPD1751	Approved
0.6963	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD5283	Phase 1
0.6942	Remote Similarity	NPD316	Approved
0.6939	Remote Similarity	NPD9294	Approved
0.6935	Remote Similarity	NPD2233	Approved
0.6935	Remote Similarity	NPD2981	Phase 2
0.6935	Remote Similarity	NPD2232	Approved
0.6935	Remote Similarity	NPD2230	Approved
0.6935	Remote Similarity	NPD9269	Phase 2
0.693	Remote Similarity	NPD968	Approved
0.6929	Remote Similarity	NPD2861	Phase 2
0.6929	Remote Similarity	NPD5736	Approved
0.6929	Remote Similarity	NPD3018	Phase 2
0.6923	Remote Similarity	NPD2238	Phase 2
0.6917	Remote Similarity	NPD7325	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD1133	Approved
0.6905	Remote Similarity	NPD1131	Approved
0.6905	Remote Similarity	NPD1129	Approved
0.6905	Remote Similarity	NPD1135	Approved
0.6905	Remote Similarity	NPD1134	Approved
0.6899	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6885	Remote Similarity	NPD9268	Approved
0.688	Remote Similarity	NPD9622	Approved
0.688	Remote Similarity	NPD4659	Approved
0.688	Remote Similarity	NPD1755	Approved
0.687	Remote Similarity	NPD290	Approved
0.687	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.686	Remote Similarity	NPD317	Approved
0.686	Remote Similarity	NPD318	Approved
0.685	Remote Similarity	NPD6584	Phase 3
0.6846	Remote Similarity	NPD6407	Approved
0.6846	Remote Similarity	NPD6405	Approved
0.6842	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6833	Remote Similarity	NPD255	Approved
0.6833	Remote Similarity	NPD256	Approved
0.6829	Remote Similarity	NPD4589	Approved
0.6825	Remote Similarity	NPD5310	Approved
0.6825	Remote Similarity	NPD5311	Approved
0.681	Remote Similarity	NPD74	Approved
0.681	Remote Similarity	NPD9266	Approved
0.6803	Remote Similarity	NPD5304	Approved
0.6803	Remote Similarity	NPD7330	Discontinued
0.6803	Remote Similarity	NPD5303	Approved
0.6803	Remote Similarity	NPD1759	Phase 1
0.68	Remote Similarity	NPD2561	Approved
0.68	Remote Similarity	NPD2562	Approved
0.68	Remote Similarity	NPD1608	Approved
0.6794	Remote Similarity	NPD1240	Approved
0.6777	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6777	Remote Similarity	NPD9493	Approved
0.6774	Remote Similarity	NPD3496	Discontinued
0.6772	Remote Similarity	NPD4103	Phase 2
0.6772	Remote Similarity	NPD3055	Approved
0.6772	Remote Similarity	NPD4104	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD1470	Approved
0.6772	Remote Similarity	NPD3053	Approved
0.6752	Remote Similarity	NPD5451	Approved
0.675	Remote Similarity	NPD475	Phase 2
0.675	Remote Similarity	NPD497	Approved
0.6742	Remote Similarity	NPD230	Phase 1
0.6726	Remote Similarity	NPD4817	Approved
0.6726	Remote Similarity	NPD4818	Approved
0.6724	Remote Similarity	NPD9267	Approved
0.6724	Remote Similarity	NPD9264	Approved
0.6724	Remote Similarity	NPD9263	Approved
0.6723	Remote Similarity	NPD821	Approved
0.6721	Remote Similarity	NPD1758	Phase 1
0.6719	Remote Similarity	NPD9621	Approved
0.6719	Remote Similarity	NPD9620	Approved
0.6719	Remote Similarity	NPD2195	Approved
0.6719	Remote Similarity	NPD2194	Approved
0.6719	Remote Similarity	NPD9619	Approved
0.6718	Remote Similarity	NPD6663	Approved
0.6716	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6694	Remote Similarity	NPD2668	Approved
0.6694	Remote Similarity	NPD709	Approved
0.6694	Remote Similarity	NPD2667	Approved
0.6694	Remote Similarity	NPD1778	Approved
0.6692	Remote Similarity	NPD1607	Approved
0.6691	Remote Similarity	NPD7390	Discontinued
0.6667	Remote Similarity	NPD3637	Approved
0.6667	Remote Similarity	NPD496	Approved
0.6667	Remote Similarity	NPD3635	Approved
0.6667	Remote Similarity	NPD2231	Phase 2
0.6667	Remote Similarity	NPD5700	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6346	Approved
0.6667	Remote Similarity	NPD7741	Discontinued
0.6667	Remote Similarity	NPD2235	Phase 2
0.6667	Remote Similarity	NPD3636	Approved
0.6667	Remote Similarity	NPD498	Approved
0.6667	Remote Similarity	NPD495	Approved
0.6667	Remote Similarity	NPD1555	Discontinued
0.6667	Remote Similarity	NPD9545	Approved
0.6643	Remote Similarity	NPD7447	Phase 1
0.6642	Remote Similarity	NPD6111	Discontinued
0.6641	Remote Similarity	NPD2797	Approved
0.6641	Remote Similarity	NPD598	Approved
0.6641	Remote Similarity	NPD597	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