NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	222.05
Volume:	212.468
LogP:	0.969
LogD:	1.127
LogS:	-2.258
# Rotatable Bonds:	2
TPSA:	68.9
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.78
Synthetic Accessibility Score:	2.341
Fsp3:	0.182
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.79
MDCK Permeability:	2.3369555492536165e-05
Pgp-inhibitor:	0.02
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.398

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.172
Plasma Protein Binding (PPB):	76.7326431274414%
Volume Distribution (VD):	0.894
Pgp-substrate:	19.935495376586914%

ADMET: Metabolism

CYP1A2-inhibitor:	0.958
CYP1A2-substrate:	0.966
CYP2C19-inhibitor:	0.082
CYP2C19-substrate:	0.336
CYP2C9-inhibitor:	0.068
CYP2C9-substrate:	0.759
CYP2D6-inhibitor:	0.429
CYP2D6-substrate:	0.666
CYP3A4-inhibitor:	0.197
CYP3A4-substrate:	0.299

ADMET: Excretion

Clearance (CL):	12.485
Half-life (T1/2):	0.866

ADMET: Toxicity

hERG Blockers:	0.046
Human Hepatotoxicity (H-HT):	0.692
Drug-inuced Liver Injury (DILI):	0.934
AMES Toxicity:	0.176
Rat Oral Acute Toxicity:	0.48
Maximum Recommended Daily Dose:	0.057
Skin Sensitization:	0.513
Carcinogencity:	0.688
Eye Corrosion:	0.019
Eye Irritation:	0.247
Respiratory Toxicity:	0.296

Download Data

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

Natural Product: NPC148835

Natural Product ID:	NPC148835
*Common Name:**	Fraxidin
IUPAC Name:	8-hydroxy-6,7-dimethoxychromen-2-one
Synonyms:
Standard InCHIKey:	QNFBKOHHLAWWTC-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)9(13)11(7)15-2/h3-5,13H,1-2H3
SMILES:	COc1c(OC)cc2c(c1O)oc(=O)cc2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL2334351
PubChem CID:	3083616
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000145] Coumarins and derivatives [CHEMONTID:0002908] Hydroxycoumarins

*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
NPO28941	Pogonopus speciosus	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10514334]
NPO28697	Talaromyces convolutus	Species	Trichocomaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10869198]
NPO1033	Plectranthus nummularius	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11558608]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[12467621]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	leaves	n.a.	n.a.	PMID[12828478]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	Roots	n.a.	n.a.	PMID[14575431]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	root	n.a.	PMID[15520511]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	seeds	n.a.	n.a.	PMID[15620254]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	root	n.a.	PMID[16212233]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	seeds	n.a.	n.a.	PMID[1624939]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	Whole plant	n.a.	n.a.	PMID[16643038]
NPO11507	Entada africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16989528]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17027268]
NPO10872	Aglaia ponapensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17055270]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17703773]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	root	n.a.	PMID[1800638]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	roots	n.a.	n.a.	PMID[19299148]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO11530	Heterosigma akashiwo	Species	Chattonellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19659728]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[19715321]
NPO28941	Pogonopus speciosus	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1982768]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19919052]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[19931461]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20038159]
NPO29000	Nephila clavata	Species	Nephilidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21188966]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	root bark	n.a.	n.a.	PMID[23282106]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23403897]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24467387]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	roots	n.a.	n.a.	PMID[25066952]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	aerial part	n.a.	n.a.	PMID[25442304]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25905468]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	Root Bark	n.a.	n.a.	PMID[26982999]
NPO5401	Monanchora unguiculata	Species	Crambeidae	Eukaryota	n.a.	n.a.	n.a.	PMID[28368118]
NPO9644	Euphorbia resinifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29667820]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31397570]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	fruits	n.a.	n.a.	PMID[9090870]
NPO15212	Fraxinus chinensis	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10872	Aglaia ponapensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9661	Fraxinus szaboana	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3564	Fraxinus stylosa	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29245	Nepeta leucophylla	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15167	Eichhornia crassipes	Species	Pontederiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9644	Euphorbia resinifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31211	Eurycoma sp	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16564	Euonymus phellomanus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10872	Aglaia ponapensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15212.1	Fraxinus chinensis subsp. rhynchophylla	Subspecies	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO893	Helichrysum sutherlandii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1033	Plectranthus nummularius	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3564	Fraxinus stylosa	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9644	Euphorbia resinifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15212	Fraxinus chinensis	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29245	Nepeta leucophylla	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20997	Eurycoma sp.	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7043	Fuligo candida	Species	Physaraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15167	Eichhornia crassipes	Species	Pontederiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28835	Gentianella nitida	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9661	Fraxinus szaboana	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9661	Fraxinus szaboana	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3564	Fraxinus stylosa	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15212	Fraxinus chinensis	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15212	Fraxinus chinensis	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16755	Saposhnikovia divaricata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15212.1	Fraxinus chinensis subsp. rhynchophylla	Subspecies	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3564	Fraxinus stylosa	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9661	Fraxinus szaboana	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11530	Heterosigma akashiwo	Species	Chattonellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10872	Aglaia ponapensis	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15167	Eichhornia crassipes	Species	Pontederiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12994	Choriaster granulatus	Species	Oreasteridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20383	Stenocereus thurberi	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29221	Sarcandra glabra	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28941	Pogonopus speciosus	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28875	Mycobacterium aurum	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2084	Acinetobacter calcoaceticus	Species	Moraxellaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9375	Medium grandiflorum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO9965	Eurycoma longifolia	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6626	Pteris spinulosa	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29245	Nepeta leucophylla	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21758	Thiocystis gelatinosa	Species	Chromatiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO11507	Entada africana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12890	Ophryosporus charua	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29268	Phyllanthus simplex	Species	Leiothrichidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10425	Dichotomophthora lutea	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9644	Euphorbia resinifera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20318	Acinetobacter baumannii	Species	Moraxellaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8401	Pteris setuloso-costulata	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28835	Gentianella nitida	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO893	Helichrysum sutherlandii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8820	Lophocereus marginatus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8640	Nemuaron humboldtii	Species	Atherospermataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5401	Monanchora unguiculata	Species	Crambeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29367	Ormosia excelsa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17823	Lycium chinense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9358	Pseuduvaria indochinensis	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11072	Geigeria schinzii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11153	Entada polystachya	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13494	Prosopis kuntzei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13798	Cheilanthes marantae	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9786	Monomeria barbata	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28915	Tephrosia barbigera	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8220	Russula sardonia	Species	Russulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29232	Polysiphonia fastigiata	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15449	Echium rubrum	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16251	Aconitum gigas	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23429	Lycium barbarum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14049	Fumaria indica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12577	Pinus glauca	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17704	Ceanothus sanguineus	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15212	Fraxinus chinensis	Species	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23778	Reseda luteola	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7043	Fuligo candida	Species	Physaraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13692	Leontice kiangnanensis	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29000	Nephila clavata	Species	Nephilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3976	Artemisia mesatlantica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6014	Goniothalamus undulatus	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14865	Vitex limonifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11140	Coprinopsis cinerea	Species	Psathyrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15212.1	Fraxinus chinensis subsp. rhynchophylla	Subspecies	Oleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14280	Helichrysum angustifolium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22888	Lophiostoma vaginatispora	Species	Lophiostomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9024	Aralidium pinnatifidum	Species	Torricelliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17585	Senecio dolichodoryius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11684	Iberis sempervirens	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10510	Aconitum naviculare	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3576	Bersama swinnyi	Species	Melianthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13604	Dermocybe cardinalis	Species	Cortinariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14602	Vitex negundo	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4360	Hendersonula toruloidea	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO1033	Plectranthus nummularius	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16564	Euonymus phellomanus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13383	Schumanniophyton magnificum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12026	Papaver radicatum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29165	Toona febrifuga	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6370	Roemeria carica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3924	Penicillium alutaceum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28697	Talaromyces convolutus	Species	Trichocomaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1418	Boletinus paluster	Species	Gyrodontaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28890	Geranium sanguineum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2505	Pachycereus pringlei	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12988	Blainvillea latifolia	Species	Asteraceae	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
Ki	6

Activity Type	# Activity
Individual Protein	6

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT233	Individual Protein	Carbonic anhydrase II	Homo sapiens	Ki	>	100000.0	nM	PMID[494339]
NPT3101	Individual Protein	Carbonic anhydrase XIII	Homo sapiens	Ki	=	95700.0	nM	PMID[494339]
NPT947	Individual Protein	Carbonic anhydrase I	Homo sapiens	Ki	=	9890.0	nM	PMID[494339]
NPT949	Individual Protein	Carbonic anhydrase XII	Homo sapiens	Ki	=	7840.0	nM	PMID[494339]
NPT955	Individual Protein	Carbonic anhydrase VII	Homo sapiens	Ki	=	5560.0	nM	PMID[494339]
NPT948	Individual Protein	Carbonic anhydrase IX	Homo sapiens	Ki	=	850.0	nM	PMID[494339]

☑ 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 NPC148835 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	430
0.1-0.2	2050
0.2-0.3	5653
0.3-0.4	10766
0.4-0.5	6093
0.5-0.6	4098
0.6-0.7	5324
0.7-0.8	5128
0.8-0.85	1883
0.85-0.9	948
0.9-0.95	309
0.95-1	15

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC20511
1.0	High Similarity	NPC76336
1.0	High Similarity	NPC95162
1.0	High Similarity	NPC52086
1.0	High Similarity	NPC139548
0.9924	High Similarity	NPC13067
0.9923	High Similarity	NPC126682
0.9923	High Similarity	NPC82271
0.9769	High Similarity	NPC92830
0.9692	High Similarity	NPC26673
0.9615	High Similarity	NPC137949
0.9542	High Similarity	NPC277021
0.9538	High Similarity	NPC73738
0.9485	High Similarity	NPC256555
0.9485	High Similarity	NPC110067
0.9485	High Similarity	NPC236419
0.9485	High Similarity	NPC91492
0.9485	High Similarity	NPC7439
0.9485	High Similarity	NPC34245
0.9478	High Similarity	NPC164148
0.9478	High Similarity	NPC43500
0.9462	High Similarity	NPC244799
0.9462	High Similarity	NPC240722
0.9385	High Similarity	NPC27239
0.9385	High Similarity	NPC123127
0.9353	High Similarity	NPC231149
0.9343	High Similarity	NPC230157
0.9338	High Similarity	NPC300611
0.9318	High Similarity	NPC137669
0.9286	High Similarity	NPC139839
0.9259	High Similarity	NPC38874
0.9248	High Similarity	NPC233018
0.9248	High Similarity	NPC36437
0.9248	High Similarity	NPC241341
0.922	High Similarity	NPC176903
0.922	High Similarity	NPC30688
0.9203	High Similarity	NPC138212
0.9179	High Similarity	NPC309953
0.9179	High Similarity	NPC111635
0.9155	High Similarity	NPC205727
0.9155	High Similarity	NPC120426
0.9155	High Similarity	NPC21184
0.9155	High Similarity	NPC294522
0.9149	High Similarity	NPC48366
0.9137	High Similarity	NPC185127
0.9137	High Similarity	NPC471763
0.9118	High Similarity	NPC474886
0.9104	High Similarity	NPC474810
0.9091	High Similarity	NPC213197
0.9085	High Similarity	NPC313334
0.9085	High Similarity	NPC206264
0.9085	High Similarity	NPC212670
0.9078	High Similarity	NPC178129
0.9078	High Similarity	NPC476347
0.9077	High Similarity	NPC300326
0.9077	High Similarity	NPC58279
0.9065	High Similarity	NPC6568
0.9044	High Similarity	NPC167517
0.903	High Similarity	NPC319969
0.903	High Similarity	NPC245120
0.9028	High Similarity	NPC120774
0.9028	High Similarity	NPC163598
0.9028	High Similarity	NPC264875
0.9023	High Similarity	NPC19242
0.9015	High Similarity	NPC109275
0.9014	High Similarity	NPC187398
0.9014	High Similarity	NPC476348
0.9007	High Similarity	NPC205361
0.8993	High Similarity	NPC469564
0.8978	High Similarity	NPC20796
0.8971	High Similarity	NPC240915
0.8971	High Similarity	NPC472521
0.8971	High Similarity	NPC234865
0.8955	High Similarity	NPC142530
0.8955	High Similarity	NPC147317
0.8947	High Similarity	NPC45824
0.8947	High Similarity	NPC48315
0.8944	High Similarity	NPC41844
0.8944	High Similarity	NPC15577
0.8936	High Similarity	NPC476450
0.8913	High Similarity	NPC270256
0.8905	High Similarity	NPC309031
0.8905	High Similarity	NPC286843
0.8897	High Similarity	NPC7163
0.8881	High Similarity	NPC214860
0.8881	High Similarity	NPC96294
0.8855	High Similarity	NPC183446
0.8841	High Similarity	NPC476171
0.8841	High Similarity	NPC105493
0.8832	High Similarity	NPC73071
0.8832	High Similarity	NPC252095
0.8824	High Similarity	NPC472522
0.8797	High Similarity	NPC216836
0.8786	High Similarity	NPC279851
0.8786	High Similarity	NPC472520
0.8779	High Similarity	NPC238810
0.8769	High Similarity	NPC310373
0.8759	High Similarity	NPC474600
0.8759	High Similarity	NPC106215
0.8759	High Similarity	NPC114740
0.875	High Similarity	NPC123954
0.875	High Similarity	NPC5423
0.875	High Similarity	NPC474635
0.8731	High Similarity	NPC474616
0.8705	High Similarity	NPC276328
0.8696	High Similarity	NPC472337
0.8692	High Similarity	NPC302107
0.8692	High Similarity	NPC307253
0.8686	High Similarity	NPC168059
0.8686	High Similarity	NPC229442
0.8681	High Similarity	NPC275125
0.8681	High Similarity	NPC170239
0.8681	High Similarity	NPC97937
0.8676	High Similarity	NPC82503
0.8667	High Similarity	NPC10225
0.8667	High Similarity	NPC58164
0.8657	High Similarity	NPC194841
0.8657	High Similarity	NPC474670
0.8647	High Similarity	NPC27352
0.8647	High Similarity	NPC271985
0.8633	High Similarity	NPC26954
0.8633	High Similarity	NPC472334
0.8633	High Similarity	NPC472336
0.8633	High Similarity	NPC38099
0.8626	High Similarity	NPC187868
0.8626	High Similarity	NPC285289
0.8626	High Similarity	NPC52247
0.8623	High Similarity	NPC147030
0.8623	High Similarity	NPC326600
0.8623	High Similarity	NPC50896
0.8623	High Similarity	NPC204353
0.8621	High Similarity	NPC478237
0.8615	High Similarity	NPC247553
0.8615	High Similarity	NPC2058
0.8613	High Similarity	NPC202762
0.8613	High Similarity	NPC161203
0.8613	High Similarity	NPC86655
0.8613	High Similarity	NPC194277
0.8611	High Similarity	NPC40222
0.8611	High Similarity	NPC268515
0.8611	High Similarity	NPC287275
0.8603	High Similarity	NPC299221
0.8603	High Similarity	NPC311680
0.8603	High Similarity	NPC51840
0.8603	High Similarity	NPC220935
0.8603	High Similarity	NPC91291
0.8603	High Similarity	NPC234488
0.8593	High Similarity	NPC474651
0.8593	High Similarity	NPC19694
0.8593	High Similarity	NPC474623
0.8592	High Similarity	NPC472332
0.8592	High Similarity	NPC472335
0.8582	High Similarity	NPC127604
0.8582	High Similarity	NPC476006
0.8582	High Similarity	NPC267291
0.8581	High Similarity	NPC150442
0.8571	High Similarity	NPC281014
0.8571	High Similarity	NPC474282
0.8571	High Similarity	NPC184861
0.8571	High Similarity	NPC126206
0.8571	High Similarity	NPC326797
0.8571	High Similarity	NPC225106
0.8571	High Similarity	NPC212124
0.8571	High Similarity	NPC102904
0.8571	High Similarity	NPC107551
0.8571	High Similarity	NPC294456
0.8571	High Similarity	NPC176051
0.8571	High Similarity	NPC276490
0.8571	High Similarity	NPC103976
0.8562	High Similarity	NPC113790
0.8562	High Similarity	NPC107636
0.8561	High Similarity	NPC33986
0.8561	High Similarity	NPC194626
0.8552	High Similarity	NPC52740
0.8551	High Similarity	NPC36661
0.8551	High Similarity	NPC94236
0.8551	High Similarity	NPC37196
0.8551	High Similarity	NPC163557
0.8551	High Similarity	NPC36490
0.8542	High Similarity	NPC125617
0.854	High Similarity	NPC29734
0.8538	High Similarity	NPC298796
0.8523	High Similarity	NPC8712
0.8521	High Similarity	NPC83375
0.8521	High Similarity	NPC224876
0.8519	High Similarity	NPC121740
0.8519	High Similarity	NPC224774
0.8519	High Similarity	NPC258567
0.8519	High Similarity	NPC474821
0.8519	High Similarity	NPC210355
0.8514	High Similarity	NPC169404
0.8514	High Similarity	NPC53587
0.8514	High Similarity	NPC176186
0.8511	High Similarity	NPC25966
0.8511	High Similarity	NPC151946
0.8511	High Similarity	NPC127218
0.8511	High Similarity	NPC245207
0.8511	High Similarity	NPC319647
0.8507	High Similarity	NPC244495
0.8507	High Similarity	NPC93219

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 NPC148835 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	410
0.1-0.2	1022
0.2-0.3	2163
0.3-0.4	2565
0.4-0.5	1621
0.5-0.6	891
0.6-0.7	331
0.7-0.8	103
0.8-0.85	27
0.85-0.9	15
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9085	High Similarity	NPD1653	Approved
0.8626	High Similarity	NPD422	Phase 1
0.8456	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.8382	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.8345	Intermediate Similarity	NPD1613	Approved
0.8345	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.8278	Intermediate Similarity	NPD2801	Approved
0.8129	Intermediate Similarity	NPD3027	Phase 3
0.8041	Intermediate Similarity	NPD1511	Approved
0.8028	Intermediate Similarity	NPD447	Suspended
0.8028	Intermediate Similarity	NPD230	Phase 1
0.8014	Intermediate Similarity	NPD1652	Phase 2
0.7974	Intermediate Similarity	NPD1934	Approved
0.7935	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7933	Intermediate Similarity	NPD1512	Approved
0.7922	Intermediate Similarity	NPD1465	Phase 2
0.7871	Intermediate Similarity	NPD3817	Phase 2
0.7826	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.7821	Intermediate Similarity	NPD3882	Suspended
0.7815	Intermediate Similarity	NPD1940	Clinical (unspecified phase)
0.7786	Intermediate Similarity	NPD228	Approved
0.7778	Intermediate Similarity	NPD5844	Phase 1
0.7778	Intermediate Similarity	NPD1548	Phase 1
0.7737	Intermediate Similarity	NPD3496	Discontinued
0.7703	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7697	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7697	Intermediate Similarity	NPD7549	Discontinued
0.7692	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7676	Intermediate Similarity	NPD1008	Clinical (unspecified phase)
0.7655	Intermediate Similarity	NPD5124	Phase 1
0.7655	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7607	Intermediate Similarity	NPD3818	Discontinued
0.7606	Intermediate Similarity	NPD3018	Phase 2
0.76	Intermediate Similarity	NPD3750	Approved
0.7569	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7568	Intermediate Similarity	NPD1551	Phase 2
0.7561	Intermediate Similarity	NPD7054	Approved
0.7554	Intermediate Similarity	NPD1610	Phase 2
0.7532	Intermediate Similarity	NPD5402	Approved
0.7518	Intermediate Similarity	NPD3225	Approved
0.7517	Intermediate Similarity	NPD7266	Discontinued
0.7515	Intermediate Similarity	NPD7472	Approved
0.75	Intermediate Similarity	NPD919	Approved
0.7485	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD6166	Phase 2
0.7483	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7466	Intermediate Similarity	NPD4060	Phase 1
0.7462	Intermediate Similarity	NPD9697	Approved
0.7451	Intermediate Similarity	NPD6799	Approved
0.745	Intermediate Similarity	NPD2935	Discontinued
0.7448	Intermediate Similarity	NPD1296	Phase 2
0.7447	Intermediate Similarity	NPD2983	Phase 2
0.7447	Intermediate Similarity	NPD2982	Phase 2
0.7434	Intermediate Similarity	NPD6190	Approved
0.7431	Intermediate Similarity	NPD4908	Phase 1
0.7429	Intermediate Similarity	NPD1091	Approved
0.741	Intermediate Similarity	NPD7074	Phase 3
0.7391	Intermediate Similarity	NPD6234	Discontinued
0.7376	Intermediate Similarity	NPD9717	Approved
0.7376	Intermediate Similarity	NPD9269	Phase 2
0.7376	Intermediate Similarity	NPD2981	Phase 2
0.7365	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD6797	Phase 2
0.7362	Intermediate Similarity	NPD6232	Discontinued
0.7361	Intermediate Similarity	NPD9494	Approved
0.7348	Intermediate Similarity	NPD1358	Approved
0.7347	Intermediate Similarity	NPD1558	Phase 1
0.7343	Intermediate Similarity	NPD1203	Approved
0.7338	Intermediate Similarity	NPD4357	Discontinued
0.7329	Intermediate Similarity	NPD7075	Discontinued
0.7329	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7324	Intermediate Similarity	NPD4749	Approved
0.7321	Intermediate Similarity	NPD7251	Discontinued
0.7319	Intermediate Similarity	NPD5536	Phase 2
0.7301	Intermediate Similarity	NPD7199	Phase 2
0.7301	Intermediate Similarity	NPD1247	Approved
0.7299	Intermediate Similarity	NPD6671	Approved
0.729	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7286	Intermediate Similarity	NPD1778	Approved
0.7278	Intermediate Similarity	NPD7808	Phase 3
0.7267	Intermediate Similarity	NPD1510	Phase 2
0.7267	Intermediate Similarity	NPD3748	Approved
0.7255	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.725	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD2861	Phase 2
0.7239	Intermediate Similarity	NPD5494	Approved
0.7237	Intermediate Similarity	NPD1549	Phase 2
0.723	Intermediate Similarity	NPD1240	Approved
0.7229	Intermediate Similarity	NPD7473	Discontinued
0.7226	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD2797	Approved
0.7222	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7218	Intermediate Similarity	NPD290	Approved
0.7212	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7211	Intermediate Similarity	NPD411	Approved
0.7197	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7197	Intermediate Similarity	NPD5403	Approved
0.7188	Intermediate Similarity	NPD6801	Discontinued
0.7188	Intermediate Similarity	NPD37	Approved
0.7183	Intermediate Similarity	NPD1535	Discovery
0.7183	Intermediate Similarity	NPD1611	Approved
0.7181	Intermediate Similarity	NPD1933	Approved
0.7181	Intermediate Similarity	NPD4340	Discontinued
0.7179	Intermediate Similarity	NPD5401	Approved
0.7171	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.7171	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD4380	Phase 2
0.717	Intermediate Similarity	NPD6599	Discontinued
0.7163	Intermediate Similarity	NPD4626	Approved
0.7162	Intermediate Similarity	NPD6233	Phase 2
0.716	Intermediate Similarity	NPD4966	Approved
0.716	Intermediate Similarity	NPD4965	Approved
0.716	Intermediate Similarity	NPD4967	Phase 2
0.7152	Intermediate Similarity	NPD3687	Approved
0.7152	Intermediate Similarity	NPD3686	Approved
0.7143	Intermediate Similarity	NPD4625	Phase 3
0.7143	Intermediate Similarity	NPD968	Approved
0.7143	Intermediate Similarity	NPD7819	Suspended
0.7143	Intermediate Similarity	NPD4628	Phase 3
0.7134	Intermediate Similarity	NPD7314	Clinical (unspecified phase)
0.7133	Intermediate Similarity	NPD1481	Phase 2
0.7133	Intermediate Similarity	NPD1607	Approved
0.7114	Intermediate Similarity	NPD943	Approved
0.7097	Intermediate Similarity	NPD2219	Phase 1
0.7095	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7095	Intermediate Similarity	NPD3268	Approved
0.7092	Intermediate Similarity	NPD9268	Approved
0.7089	Intermediate Similarity	NPD920	Approved
0.7083	Intermediate Similarity	NPD7228	Approved
0.7078	Intermediate Similarity	NPD1243	Approved
0.7067	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD4678	Approved
0.7063	Intermediate Similarity	NPD3705	Approved
0.7063	Intermediate Similarity	NPD4675	Approved
0.7059	Intermediate Similarity	NPD3540	Phase 1
0.7055	Intermediate Similarity	NPD7768	Phase 2
0.7039	Intermediate Similarity	NPD4308	Phase 3
0.703	Intermediate Similarity	NPD5677	Discontinued
0.7029	Intermediate Similarity	NPD5283	Phase 1
0.7027	Intermediate Similarity	NPD7095	Approved
0.7021	Intermediate Similarity	NPD9545	Approved
0.7019	Intermediate Similarity	NPD7411	Suspended
0.7018	Intermediate Similarity	NPD6559	Discontinued
0.7015	Intermediate Similarity	NPD3134	Approved
0.7014	Intermediate Similarity	NPD1608	Approved
0.6994	Remote Similarity	NPD5353	Approved
0.6993	Remote Similarity	NPD2796	Approved
0.6993	Remote Similarity	NPD3539	Phase 1
0.6988	Remote Similarity	NPD8127	Discontinued
0.698	Remote Similarity	NPD6798	Discontinued
0.6972	Remote Similarity	NPD1357	Approved
0.6972	Remote Similarity	NPD5691	Approved
0.6968	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD2534	Approved
0.6962	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD2532	Approved
0.6962	Remote Similarity	NPD642	Clinical (unspecified phase)
0.6962	Remote Similarity	NPD2533	Approved
0.6957	Remote Similarity	NPD5535	Approved
0.6954	Remote Similarity	NPD6355	Discontinued
0.6954	Remote Similarity	NPD8055	Clinical (unspecified phase)
0.6948	Remote Similarity	NPD5763	Approved
0.6948	Remote Similarity	NPD5762	Approved
0.6943	Remote Similarity	NPD643	Clinical (unspecified phase)
0.6939	Remote Similarity	NPD1019	Discontinued
0.6932	Remote Similarity	NPD8397	Clinical (unspecified phase)
0.6928	Remote Similarity	NPD651	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4109	Clinical (unspecified phase)
0.6923	Remote Similarity	NPD4110	Phase 3
0.6919	Remote Similarity	NPD7685	Pre-registration
0.6914	Remote Similarity	NPD5090	Approved
0.6914	Remote Similarity	NPD5089	Approved
0.6912	Remote Similarity	NPD2684	Approved
0.6909	Remote Similarity	NPD3749	Approved
0.6908	Remote Similarity	NPD6653	Approved
0.6903	Remote Similarity	NPD2424	Discontinued
0.6899	Remote Similarity	NPD5297	Approved
0.6894	Remote Similarity	NPD3111	Phase 1
0.6894	Remote Similarity	NPD1242	Phase 1
0.6883	Remote Similarity	NPD6100	Approved
0.6883	Remote Similarity	NPD6099	Approved
0.6882	Remote Similarity	NPD3751	Discontinued
0.6879	Remote Similarity	NPD9493	Approved
0.6871	Remote Similarity	NPD3266	Approved
0.6871	Remote Similarity	NPD3267	Approved
0.6867	Remote Similarity	NPD1048	Approved
0.6859	Remote Similarity	NPD6674	Discontinued
0.6846	Remote Similarity	NPD6832	Phase 2
0.6842	Remote Similarity	NPD291	Approved
0.6842	Remote Similarity	NPD846	Approved
0.6842	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD940	Approved
0.6839	Remote Similarity	NPD1375	Discontinued
0.6835	Remote Similarity	NPD7843	Approved
0.6824	Remote Similarity	NPD6917	Clinical (unspecified phase)
0.6818	Remote Similarity	NPD7033	Discontinued
0.681	Remote Similarity	NPD7615	Clinical (unspecified phase)
0.6809	Remote Similarity	NPD7157	Approved
0.6807	Remote Similarity	NPD6971	Discontinued

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data