NPASS Compound

Structure

CID250323 OpenBabel06191716052D 21 23 0 0 1 0 0 0 0 0999 V2000 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 -2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.8660 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 0.0000 -2.0000 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 -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 1.7321 -2.0000 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 3.4641 -2.0000 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 2.5981 -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 0 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 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 19 1 0 0 0 0 4 19 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 18 20 1 1 0 0 0 20 5 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	284.21
Volume:	327.051
LogP:	5.934
LogD:	4.771
LogS:	-5.909
# Rotatable Bonds:	1
TPSA:	20.23
# H-Bond Aceptor:	1
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.709
Synthetic Accessibility Score:	3.789
Fsp3:	0.6
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.994
MDCK Permeability:	1.6616664652246982e-05
Pgp-inhibitor:	0.993
Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.009
20% Bioavailability (F20%):	0.891
30% Bioavailability (F30%):	0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.097
Plasma Protein Binding (PPB):	98.30628204345703%
Volume Distribution (VD):	4.413
Pgp-substrate:	2.664381742477417%

ADMET: Metabolism

CYP1A2-inhibitor:	0.589
CYP1A2-substrate:	0.764
CYP2C19-inhibitor:	0.582
CYP2C19-substrate:	0.882
CYP2C9-inhibitor:	0.365
CYP2C9-substrate:	0.872
CYP2D6-inhibitor:	0.796
CYP2D6-substrate:	0.807
CYP3A4-inhibitor:	0.753
CYP3A4-substrate:	0.613

ADMET: Excretion

Clearance (CL):	10.089
Half-life (T1/2):	0.072

ADMET: Toxicity

hERG Blockers:	0.524
Human Hepatotoxicity (H-HT):	0.215
Drug-inuced Liver Injury (DILI):	0.09
AMES Toxicity:	0.028
Rat Oral Acute Toxicity:	0.477
Maximum Recommended Daily Dose:	0.951
Skin Sensitization:	0.918
Carcinogencity:	0.474
Eye Corrosion:	0.014
Eye Irritation:	0.903
Respiratory Toxicity:	0.961

Download Data

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

Natural Product: NPC250323

Natural Product ID:	NPC250323
*Common Name:**	6,7-Dehydroferruginol
IUPAC Name:	(4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-ol
Synonyms:
Standard InCHIKey:	NCHINJPZLGMLCY-AZUAARDMSA-N
Standard InCHI:	InChI=1S/C20H28O/c1-13(2)15-11-14-7-8-18-19(3,4)9-6-10-20(18,5)16(14)12-17(15)21/h7-8,11-13,18,21H,6,9-10H2,1-5H3/t18-,20+/m0/s1
SMILES:	CC(c1cc2C=C[C@@H]3[C@](c2cc1O)(C)CCCC3(C)C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3093126
PubChem CID:	10978982
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12880325]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1567426]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17217287]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19481938]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21428416]
NPO17318	Streptomyces cyaneus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21462031]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22870812]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23435948]
NPO18892	Salvinia molesta	Species	Salviniaceae	Eukaryota	whole plants	east Texas, USA	2009-2011	PMID[24210499]
NPO18892	Salvinia molesta	Species	Salviniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24210499]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24913660]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25737008]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28294615]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31291099]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24390	Juniperus rigida	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2267	Liatris tenuifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24390	Juniperus rigida	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24390	Juniperus rigida	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2267	Liatris tenuifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO5456	Juniperus drupacea	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13361	Clerodendrum tomentosum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25974	Streptomyces lateritius	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6731	Ononis spinosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24740	Uvaria klaineana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO415	Deguelia hatschbachii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18892	Salvinia molesta	Species	Salviniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12205	Eucalyptus apodophylla	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8215	Crepis zacintha	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7773	Crinum moorei	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24988	Viburnum sieboldi	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11576	Glycosmis macrophylla	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14653	Haliotis diversicolor	Species	Haliotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22691	Mentha cardiaca	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17158	Trichocereus bridgesii	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10922	Pentaclethra macrophylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15612	Glaucium oxylobum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1815	Breonia chinensis	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1257	Distephanus angulifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28257	Dioscorea communis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17318	Streptomyces cyaneus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10605	Tristania conferta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23960	Artemisia siversiana	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9704	Sonneratia caseolaris	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25868	Decachaeta ovatifolia	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25701	Amentotaxus yunnanensis	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25779	Vicia sativa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24390	Juniperus rigida	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23384	Rhodiola semenovii	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26223	Cladonia bellidiflora	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26087	Euphorbia retusa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12476	Delphinium cyphoplectrum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7646	Edgeworthia chrysantha	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5043	Eria japonica	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO865	Dendrobium loddigesii	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12796	Periploca sepium	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25813	Salvia przewalskii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2267	Liatris tenuifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23417	Rhabdia lycioides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO9319	Pterocaulon virgatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10497	Hydrolithon reinboldii	Species	Corallinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4009	Allochromatium minutissimum	Species	Chromatiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27437	Camptothecium lutescens	Species	Brachytheciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10638	Plectranthus myrianthus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21720	Talaromyces variabilis	Species	Trichocomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17251	Aniba firmula	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5124	Aconitum ibukiense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8934	Gypsophila perfoliata	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3873	Crotalaria candicans	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7822.1	Eucalyptus globulus subsp. bicostata	Subspecies	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22016	0tholaena dealbata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25212	Ritterella rubra	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6346	Phallusia fumigata	Species	Ascidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14339	Fevillea trilobata	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9532	Vernonia cistifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10155	Stauntonia obovatifoliola	Species	Lardizabalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11843	Stephania zippeliana	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11100	Artemisia capillaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26054	Palmaria palmata	Species	Palmariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3705	Anacardium humile	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12565	Hypericum polyanthemum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12091	Martensia denticulata	Species	Delesseriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13135	Campylotropis hirtella	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25141	Mycetinis alliaceus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12311	Graphis handelii	Species	Graphidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26316	Pleurophycus gardneri	Species	Alariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11190	Veronica polita	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO526	Salvia sessei	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6289	Ceropegia dichotoma	Species	Apocynaceae	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
GI50	6

Activity Type	# Activity
Cell Line	4
NON-MOLECULAR	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT171	Cell Line	MRC5	Homo sapiens	GI50	=	59250.0	nM	PMID[527970]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	=	66520.0	nM	PMID[527970]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	=	58120.0	nM	PMID[527970]
NPT81	Cell Line	A549	Homo sapiens	GI50	=	53790.0	nM	PMID[527970]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	37500.0	nM	PMID[527970]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI50	=	46710.0	nM	PMID[527970]

☑ 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 NPC250323 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	378
0.1-0.2	1870
0.2-0.3	3942
0.3-0.4	10728
0.4-0.5	8703
0.5-0.6	10275
0.6-0.7	5274
0.7-0.8	1205
0.8-0.85	196
0.85-0.9	79
0.9-0.95	37
0.95-1	10

Similarity Score	Similarity Level	Natural Product ID
0.9808	High Similarity	NPC13482
0.9714	High Similarity	NPC176279
0.9714	High Similarity	NPC260323
0.9626	High Similarity	NPC195922
0.9619	High Similarity	NPC141782
0.9541	High Similarity	NPC477136
0.9519	High Similarity	NPC151477
0.945	High Similarity	NPC471668
0.9423	High Similarity	NPC21594
0.9358	High Similarity	NPC35797
0.9358	High Similarity	NPC192948
0.9352	High Similarity	NPC715
0.934	High Similarity	NPC58865
0.9327	High Similarity	NPC117115
0.9273	High Similarity	NPC477137
0.9273	High Similarity	NPC219112
0.9273	High Similarity	NPC308311
0.9273	High Similarity	NPC38893
0.9266	High Similarity	NPC268160
0.9259	High Similarity	NPC46940
0.9204	High Similarity	NPC32322
0.9204	High Similarity	NPC259703
0.9196	High Similarity	NPC93071
0.9189	High Similarity	NPC304510
0.9189	High Similarity	NPC172219
0.9182	High Similarity	NPC147179
0.9167	High Similarity	NPC95716
0.9167	High Similarity	NPC266937
0.9167	High Similarity	NPC470770
0.9167	High Similarity	NPC322753
0.9107	High Similarity	NPC471671
0.9107	High Similarity	NPC154030
0.9099	High Similarity	NPC469663
0.9099	High Similarity	NPC92
0.9099	High Similarity	NPC308828
0.9083	High Similarity	NPC177962
0.9083	High Similarity	NPC62867
0.9065	High Similarity	NPC11554
0.9027	High Similarity	NPC126002
0.9027	High Similarity	NPC469644
0.9018	High Similarity	NPC16030
0.9009	High Similarity	NPC469719
0.8991	High Similarity	NPC151537
0.8991	High Similarity	NPC77772
0.8981	High Similarity	NPC314187
0.8957	High Similarity	NPC154696
0.8942	High Similarity	NPC211885
0.8942	High Similarity	NPC225506
0.8938	High Similarity	NPC469609
0.8909	High Similarity	NPC228425
0.8899	High Similarity	NPC296683
0.8899	High Similarity	NPC132720
0.8879	High Similarity	NPC271274
0.887	High Similarity	NPC241001
0.8868	High Similarity	NPC238696
0.8857	High Similarity	NPC252105
0.8846	High Similarity	NPC122005
0.8846	High Similarity	NPC252821
0.8846	High Similarity	NPC33675
0.8846	High Similarity	NPC299762
0.8829	High Similarity	NPC322239
0.8796	High Similarity	NPC320439
0.8793	High Similarity	NPC249340
0.8793	High Similarity	NPC162935
0.8783	High Similarity	NPC135467
0.8783	High Similarity	NPC260832
0.8761	High Similarity	NPC312105
0.8761	High Similarity	NPC141001
0.875	High Similarity	NPC77492
0.875	High Similarity	NPC6597
0.875	High Similarity	NPC79241
0.875	High Similarity	NPC471534
0.8739	High Similarity	NPC471179
0.8718	High Similarity	NPC121168
0.8718	High Similarity	NPC11250
0.8718	High Similarity	NPC176208
0.8718	High Similarity	NPC152946
0.8696	High Similarity	NPC151197
0.8684	High Similarity	NPC299180
0.8661	High Similarity	NPC317869
0.8655	High Similarity	NPC76119
0.8655	High Similarity	NPC4286
0.8654	High Similarity	NPC312132
0.8654	High Similarity	NPC259512
0.8644	High Similarity	NPC471187
0.8632	High Similarity	NPC253627
0.8611	High Similarity	NPC138942
0.8611	High Similarity	NPC47284
0.8609	High Similarity	NPC48342
0.8609	High Similarity	NPC164649
0.8609	High Similarity	NPC206
0.8598	High Similarity	NPC168829
0.8596	High Similarity	NPC137496
0.8596	High Similarity	NPC474387
0.8596	High Similarity	NPC154511
0.8596	High Similarity	NPC257540
0.8596	High Similarity	NPC247858
0.8596	High Similarity	NPC474358
0.8585	High Similarity	NPC72729
0.8584	High Similarity	NPC107240
0.8571	High Similarity	NPC225464
0.8571	High Similarity	NPC181334
0.8559	High Similarity	NPC471794
0.8559	High Similarity	NPC478058
0.8559	High Similarity	NPC297057
0.8558	High Similarity	NPC144682
0.8558	High Similarity	NPC8392
0.8558	High Similarity	NPC222146
0.8547	High Similarity	NPC328504
0.8545	High Similarity	NPC64586
0.8534	High Similarity	NPC42657
0.8532	High Similarity	NPC53740
0.8532	High Similarity	NPC155072
0.8519	High Similarity	NPC288411
0.8519	High Similarity	NPC272029
0.8512	High Similarity	NPC72667
0.8509	High Similarity	NPC84999
0.8509	High Similarity	NPC246760
0.8505	High Similarity	NPC51015
0.85	High Similarity	NPC137750
0.85	High Similarity	NPC124030
0.8496	Intermediate Similarity	NPC117846
0.8496	Intermediate Similarity	NPC321589
0.8496	Intermediate Similarity	NPC263753
0.8491	Intermediate Similarity	NPC92730
0.8487	Intermediate Similarity	NPC198014
0.8482	Intermediate Similarity	NPC469912
0.8462	Intermediate Similarity	NPC325544
0.8462	Intermediate Similarity	NPC99734
0.8462	Intermediate Similarity	NPC478121
0.8462	Intermediate Similarity	NPC27323
0.8462	Intermediate Similarity	NPC318581
0.8462	Intermediate Similarity	NPC245187
0.8462	Intermediate Similarity	NPC318552
0.8462	Intermediate Similarity	NPC477037
0.8462	Intermediate Similarity	NPC316301
0.8462	Intermediate Similarity	NPC289769
0.8462	Intermediate Similarity	NPC152415
0.8462	Intermediate Similarity	NPC190501
0.8455	Intermediate Similarity	NPC472980
0.844	Intermediate Similarity	NPC99557
0.844	Intermediate Similarity	NPC219286
0.844	Intermediate Similarity	NPC243601
0.843	Intermediate Similarity	NPC100414
0.843	Intermediate Similarity	NPC43000
0.843	Intermediate Similarity	NPC254492
0.843	Intermediate Similarity	NPC325294
0.843	Intermediate Similarity	NPC321822
0.843	Intermediate Similarity	NPC71610
0.8426	Intermediate Similarity	NPC269212
0.8421	Intermediate Similarity	NPC249270
0.8417	Intermediate Similarity	NPC199273
0.8407	Intermediate Similarity	NPC302371
0.8396	Intermediate Similarity	NPC32674
0.8396	Intermediate Similarity	NPC156313
0.8393	Intermediate Similarity	NPC224870
0.839	Intermediate Similarity	NPC129176
0.8376	Intermediate Similarity	NPC176893
0.8374	Intermediate Similarity	NPC171460
0.8374	Intermediate Similarity	NPC276238
0.8365	Intermediate Similarity	NPC55903
0.8364	Intermediate Similarity	NPC54765
0.8364	Intermediate Similarity	NPC310456
0.8361	Intermediate Similarity	NPC84672
0.8361	Intermediate Similarity	NPC108164
0.8361	Intermediate Similarity	NPC69424
0.8361	Intermediate Similarity	NPC176130
0.8361	Intermediate Similarity	NPC78364
0.8361	Intermediate Similarity	NPC471077
0.8349	Intermediate Similarity	NPC475225
0.8347	Intermediate Similarity	NPC87985
0.8319	Intermediate Similarity	NPC476632
0.8319	Intermediate Similarity	NPC165770
0.8319	Intermediate Similarity	NPC470723
0.8319	Intermediate Similarity	NPC225679
0.8319	Intermediate Similarity	NPC142198
0.8319	Intermediate Similarity	NPC224527
0.8319	Intermediate Similarity	NPC474115
0.8319	Intermediate Similarity	NPC4493
0.8319	Intermediate Similarity	NPC77569
0.8305	Intermediate Similarity	NPC68339
0.8305	Intermediate Similarity	NPC103916
0.8304	Intermediate Similarity	NPC186385
0.8304	Intermediate Similarity	NPC299568
0.8302	Intermediate Similarity	NPC216520
0.8302	Intermediate Similarity	NPC292730
0.8302	Intermediate Similarity	NPC132271
0.8302	Intermediate Similarity	NPC473388
0.8302	Intermediate Similarity	NPC82664
0.8293	Intermediate Similarity	NPC96024
0.8288	Intermediate Similarity	NPC472979
0.8288	Intermediate Similarity	NPC27252
0.8286	Intermediate Similarity	NPC76938
0.8276	Intermediate Similarity	NPC261973
0.8269	Intermediate Similarity	NPC231150
0.8269	Intermediate Similarity	NPC155908
0.8269	Intermediate Similarity	NPC304541
0.8269	Intermediate Similarity	NPC306074
0.8269	Intermediate Similarity	NPC204210
0.8257	Intermediate Similarity	NPC235762

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 NPC250323 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	369
0.1-0.2	997
0.2-0.3	1129
0.3-0.4	2940
0.4-0.5	2016
0.5-0.6	1218
0.6-0.7	365
0.7-0.8	95
0.8-0.85	17
0.85-0.9	4
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8796	High Similarity	NPD2342	Discontinued
0.8739	High Similarity	NPD7635	Approved
0.8654	High Similarity	NPD288	Approved
0.8621	High Similarity	NPD2932	Approved
0.8609	High Similarity	NPD3091	Approved
0.8558	High Similarity	NPD844	Approved
0.8558	High Similarity	NPD1809	Phase 2
0.8491	Intermediate Similarity	NPD3020	Approved
0.8462	Intermediate Similarity	NPD3019	Approved
0.8462	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.8462	Intermediate Similarity	NPD4059	Approved
0.8365	Intermediate Similarity	NPD845	Approved
0.8319	Intermediate Similarity	NPD3092	Approved
0.8304	Intermediate Similarity	NPD4750	Phase 3
0.8241	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.8208	Intermediate Similarity	NPD2860	Approved
0.8208	Intermediate Similarity	NPD2859	Approved
0.8151	Intermediate Similarity	NPD3095	Discontinued
0.8151	Intermediate Similarity	NPD1751	Approved
0.8142	Intermediate Similarity	NPD3021	Approved
0.8142	Intermediate Similarity	NPD3022	Approved
0.8113	Intermediate Similarity	NPD2934	Approved
0.8113	Intermediate Similarity	NPD2933	Approved
0.8067	Intermediate Similarity	NPD4093	Discontinued
0.8049	Intermediate Similarity	NPD3094	Phase 2
0.8033	Intermediate Similarity	NPD3600	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD2286	Discontinued
0.792	Intermediate Similarity	NPD3635	Approved
0.792	Intermediate Similarity	NPD5736	Approved
0.792	Intermediate Similarity	NPD3636	Approved
0.792	Intermediate Similarity	NPD3637	Approved
0.7907	Intermediate Similarity	NPD4097	Suspended
0.7857	Intermediate Similarity	NPD2605	Approved
0.7857	Intermediate Similarity	NPD2606	Approved
0.7851	Intermediate Similarity	NPD4589	Approved
0.7851	Intermediate Similarity	NPD4626	Approved
0.784	Intermediate Similarity	NPD2194	Approved
0.784	Intermediate Similarity	NPD2195	Approved
0.7826	Intermediate Similarity	NPD1792	Phase 2
0.7815	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7795	Intermediate Similarity	NPD5155	Approved
0.7795	Intermediate Similarity	NPD5156	Approved
0.7787	Intermediate Similarity	NPD3023	Approved
0.7787	Intermediate Similarity	NPD3026	Approved
0.7769	Intermediate Similarity	NPD3025	Approved
0.7769	Intermediate Similarity	NPD3024	Approved
0.7717	Intermediate Similarity	NPD3595	Approved
0.7717	Intermediate Similarity	NPD3594	Approved
0.7698	Intermediate Similarity	NPD4624	Approved
0.7692	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7686	Intermediate Similarity	NPD5304	Approved
0.7686	Intermediate Similarity	NPD5303	Approved
0.7679	Intermediate Similarity	NPD940	Approved
0.7679	Intermediate Similarity	NPD846	Approved
0.7674	Intermediate Similarity	NPD6663	Approved
0.7656	Intermediate Similarity	NPD4625	Phase 3
0.7647	Intermediate Similarity	NPD497	Approved
0.7611	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7596	Intermediate Similarity	NPD111	Approved
0.7565	Intermediate Similarity	NPD1445	Approved
0.7565	Intermediate Similarity	NPD1444	Approved
0.7563	Intermediate Similarity	NPD495	Approved
0.7563	Intermediate Similarity	NPD496	Approved
0.7563	Intermediate Similarity	NPD2234	Approved
0.7563	Intermediate Similarity	NPD2229	Approved
0.7563	Intermediate Similarity	NPD498	Approved
0.7563	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.7563	Intermediate Similarity	NPD2228	Approved
0.7559	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD2226	Clinical (unspecified phase)
0.754	Intermediate Similarity	NPD6696	Suspended
0.7481	Intermediate Similarity	NPD4060	Phase 1
0.7481	Intermediate Similarity	NPD3620	Phase 2
0.7481	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.748	Intermediate Similarity	NPD5691	Approved
0.7462	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.746	Intermediate Similarity	NPD4749	Approved
0.746	Intermediate Similarity	NPD5327	Phase 3
0.744	Intermediate Similarity	NPD5351	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD5350	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD1201	Approved
0.7434	Intermediate Similarity	NPD1242	Phase 1
0.7417	Intermediate Similarity	NPD4869	Clinical (unspecified phase)
0.7402	Intermediate Similarity	NPD1283	Approved
0.7388	Intermediate Similarity	NPD7742	Approved
0.7388	Intermediate Similarity	NPD7743	Approved
0.7377	Intermediate Similarity	NPD7340	Approved
0.7348	Intermediate Similarity	NPD4140	Approved
0.7344	Intermediate Similarity	NPD4339	Clinical (unspecified phase)
0.7339	Intermediate Similarity	NPD1651	Approved
0.7295	Intermediate Similarity	NPD6671	Approved
0.7293	Intermediate Similarity	NPD5735	Approved
0.7279	Intermediate Similarity	NPD4725	Approved
0.7279	Intermediate Similarity	NPD4726	Approved
0.7279	Intermediate Similarity	NPD4721	Approved
0.7273	Intermediate Similarity	NPD1398	Phase 1
0.7259	Intermediate Similarity	NPD3299	Clinical (unspecified phase)
0.7258	Intermediate Similarity	NPD7330	Discontinued
0.7246	Intermediate Similarity	NPD7003	Approved
0.7239	Intermediate Similarity	NPD6353	Approved
0.7231	Intermediate Similarity	NPD2861	Phase 2
0.7213	Intermediate Similarity	NPD1791	Approved
0.7213	Intermediate Similarity	NPD1793	Approved
0.7209	Intermediate Similarity	NPD1470	Approved
0.7206	Intermediate Similarity	NPD5406	Approved
0.7206	Intermediate Similarity	NPD5408	Approved
0.7206	Intermediate Similarity	NPD5405	Approved
0.7206	Intermediate Similarity	NPD5404	Approved
0.72	Intermediate Similarity	NPD4235	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD4196	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7185	Intermediate Similarity	NPD7718	Clinical (unspecified phase)
0.7174	Intermediate Similarity	NPD3638	Discontinued
0.7165	Intermediate Similarity	NPD1281	Approved
0.7155	Intermediate Similarity	NPD9500	Approved
0.7132	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7131	Intermediate Similarity	NPD5283	Phase 1
0.713	Intermediate Similarity	NPD3028	Approved
0.7122	Intermediate Similarity	NPD8166	Discontinued
0.7109	Intermediate Similarity	NPD2230	Approved
0.7109	Intermediate Similarity	NPD2233	Approved
0.7109	Intermediate Similarity	NPD2232	Approved
0.7097	Intermediate Similarity	NPD7636	Approved
0.7097	Intermediate Similarity	NPD405	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD3143	Discontinued
0.7087	Intermediate Similarity	NPD2688	Clinical (unspecified phase)
0.708	Intermediate Similarity	NPD6100	Approved
0.708	Intermediate Similarity	NPD6099	Approved
0.7073	Intermediate Similarity	NPD5951	Approved
0.7071	Intermediate Similarity	NPD7910	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD1669	Approved
0.705	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD4908	Phase 1
0.7031	Intermediate Similarity	NPD1611	Approved
0.7031	Intermediate Similarity	NPD1610	Phase 2
0.7016	Intermediate Similarity	NPD709	Approved
0.7015	Intermediate Similarity	NPD8032	Phase 2
0.7008	Intermediate Similarity	NPD5238	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD8651	Approved
0.6978	Remote Similarity	NPD4257	Approved
0.6978	Remote Similarity	NPD4256	Phase 2
0.6977	Remote Similarity	NPD3070	Discontinued
0.6972	Remote Similarity	NPD2420	Approved
0.6972	Remote Similarity	NPD7040	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD7041	Phase 2
0.6972	Remote Similarity	NPD2421	Approved
0.6972	Remote Similarity	NPD7390	Discontinued
0.6967	Remote Similarity	NPD228	Approved
0.6963	Remote Similarity	NPD3110	Approved
0.6963	Remote Similarity	NPD3109	Approved
0.6953	Remote Similarity	NPD1981	Approved
0.6953	Remote Similarity	NPD1983	Approved
0.6953	Remote Similarity	NPD1980	Approved
0.6949	Remote Similarity	NPD9608	Approved
0.6949	Remote Similarity	NPD9610	Approved
0.694	Remote Similarity	NPD2028	Clinical (unspecified phase)
0.694	Remote Similarity	NPD6812	Clinical (unspecified phase)
0.6935	Remote Similarity	NPD1476	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD2209	Approved
0.6929	Remote Similarity	NPD2211	Approved
0.6923	Remote Similarity	NPD4160	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6894	Remote Similarity	NPD6584	Phase 3
0.688	Remote Similarity	NPD7157	Approved
0.6879	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD2667	Approved
0.6875	Remote Similarity	NPD2668	Approved
0.6866	Remote Similarity	NPD7095	Approved
0.6861	Remote Similarity	NPD4579	Clinical (unspecified phase)
0.6861	Remote Similarity	NPD2157	Approved
0.6857	Remote Similarity	NPD7037	Approved
0.6842	Remote Similarity	NPD4208	Discontinued
0.6838	Remote Similarity	NPD6346	Approved
0.6838	Remote Similarity	NPD2979	Phase 3
0.6818	Remote Similarity	NPD1164	Approved
0.6806	Remote Similarity	NPD3645	Discontinued
0.6803	Remote Similarity	NPD5451	Approved
0.6794	Remote Similarity	NPD4659	Approved
0.6794	Remote Similarity	NPD1755	Approved
0.6788	Remote Similarity	NPD3657	Discovery
0.6786	Remote Similarity	NPD2029	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD3300	Phase 2
0.6774	Remote Similarity	NPD9379	Approved
0.6774	Remote Similarity	NPD9377	Approved
0.6763	Remote Similarity	NPD4108	Discontinued
0.6746	Remote Similarity	NPD6387	Discontinued
0.6744	Remote Similarity	NPD1778	Approved
0.6721	Remote Similarity	NPD2684	Approved
0.6719	Remote Similarity	NPD1548	Phase 1
0.6719	Remote Similarity	NPD7741	Discontinued
0.6716	Remote Similarity	NPD4212	Discontinued
0.6715	Remote Similarity	NPD2238	Phase 2
0.6714	Remote Similarity	NPD2935	Discontinued
0.6714	Remote Similarity	NPD1632	Clinical (unspecified phase)
0.6713	Remote Similarity	NPD8131	Suspended
0.6696	Remote Similarity	NPD6048	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD6049	Phase 2
0.6695	Remote Similarity	NPD1616	Discontinued
0.6692	Remote Similarity	NPD4104	Clinical (unspecified phase)

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data