NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	240.08
Volume:	250.242
LogP:	2.889
LogD:	2.877
LogS:	-4.073
# Rotatable Bonds:	1
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	3
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.833
Synthetic Accessibility Score:	2.499
Fsp3:	0.133
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.603
MDCK Permeability:	2.008331830438692e-05
Pgp-inhibitor:	0.097
Pgp-substrate:	0.002
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.958

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.233
Plasma Protein Binding (PPB):	90.11127471923828%
Volume Distribution (VD):	0.427
Pgp-substrate:	4.716009616851807%

ADMET: Metabolism

CYP1A2-inhibitor:	0.924
CYP1A2-substrate:	0.439
CYP2C19-inhibitor:	0.949
CYP2C19-substrate:	0.163
CYP2C9-inhibitor:	0.82
CYP2C9-substrate:	0.924
CYP2D6-inhibitor:	0.815
CYP2D6-substrate:	0.862
CYP3A4-inhibitor:	0.341
CYP3A4-substrate:	0.203

ADMET: Excretion

Clearance (CL):	15.798
Half-life (T1/2):	0.605

ADMET: Toxicity

hERG Blockers:	0.03
Human Hepatotoxicity (H-HT):	0.386
Drug-inuced Liver Injury (DILI):	0.93
AMES Toxicity:	0.541
Rat Oral Acute Toxicity:	0.567
Maximum Recommended Daily Dose:	0.355
Skin Sensitization:	0.207
Carcinogencity:	0.696
Eye Corrosion:	0.113
Eye Irritation:	0.96
Respiratory Toxicity:	0.715

Download Data

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

Natural Product: NPC84585

Natural Product ID:	NPC84585
*Common Name:**	(2S)-7-Hydroxyflavanone
IUPAC Name:	(2S)-7-hydroxy-2-phenyl-2,3-dihydrochromen-4-one
Synonyms:	(2S)-7-Hydroxyflavanone
Standard InCHIKey:	SWAJPHCXKPCPQZ-AWEZNQCLSA-N
Standard InCHI:	InChI=1S/C15H12O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-8,14,16H,9H2/t14-/m0/s1
SMILES:	Oc1ccc2c(c1)O[C@@H](CC2=O)c1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL402744
PubChem CID:	688857
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0000337] Flavans [CHEMONTID:0001632] Flavanones

*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
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1007/s11418-005-0009-z]
NPO11277	Baeckea frutescens	Species	Myrtaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(98)00534-2]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1016/S0031-9422(98)00552-4]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10691704]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12932142]
NPO11277	Baeckea frutescens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12932146]
NPO16174	Scleropyrum wallichianum	Species	Cervantesiaceae	Eukaryota	n.a.	twig	n.a.	PMID[16204994]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378371]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643065]
NPO1927	Isodon eriocalyx	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[17020288]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[17950610]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18257536]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	Brazilian	n.a.	PMID[18440233]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19177635]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19433363]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	Sunan County, Gansu Province, China	2006-JUN	PMID[20684529]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	leaves	Lai-I, Pingtung County, Taiwan	2005-May	PMID[20704331]
NPO1927	Isodon eriocalyx	Species	Lamiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[20949916]
NPO1927	Isodon eriocalyx	Species	Lamiaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[20949916]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[22032651]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22032651]
NPO1927	Isodon eriocalyx	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22624550]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	whole plant	Guide County, Qinghai Province, China	2008-AUG	PMID[22775441]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[26938776]
NPO11277	Baeckea frutescens	Species	Myrtaceae	Eukaryota	aerial parts	Nanning, Guangxi Province, China	2014-OCT	PMID[28753309]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30219526]
NPO12301	Chenopodium quinoa	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.		PMID[31861466]
NPO33288	Brazilian Red Propolis	Strain	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[32525315]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32705864]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO12301	Chenopodium quinoa	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16174	Scleropyrum wallichianum	Species	Cervantesiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13929	Hypocrella bambusae	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16174	Scleropyrum wallichianum	Species	Cervantesiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11277	Baeckea frutescens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13241	Coprosma foetidissima	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3630	Crotalaria crispata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6241	Girgensohnia oppositiflora	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5086	Alternaria macrospora	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2439	Diplopterygium glaucum	Species	Gleicheniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12296	Sphaerechinus granularis	Species	Toxopneustidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13474	Euphrasia genargentea	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11833	Dyssodia anthemidifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9485	Haplopappus deserticola	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11000	Eupatorium laevigatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16174	Scleropyrum wallichianum	Species	Cervantesiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO593	Wikstroemia viridiflora	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1927	Isodon eriocalyx	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20068	Fusarium striatum	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13929	Hypocrella bambusae	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14996	Lobelia syphilitica	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6615	Aplidium solidum	Species	Polyclinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1202	Psathyrotes ramosissima	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9091	Orthosiphon spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13631	Microglossa pyrifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9998	Abies excelsa	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14366	Youngia japonica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10936	Andira retusa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7036	Davidsonia pruriens	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10038.1	Abies pinsapo var. marocana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12818	Lespedeza maximowiczi	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14485	Eriocephalus kingesii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15098	Cyttaria johowii	Species	Cyttariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16090	Panicum crus-galli	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13755	Gonotheca helianthoides	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO14639	Balanophora polyandra	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9144	Atriplex parvifolia	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5040	Polygonatum polyanthemum	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1412	Artemisia juncea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8632	Aralia hispida	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3838	Chrysosporum ovalisporum	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9867	Ixeris debilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11277	Baeckea frutescens	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7878	Lysastrosoma anthosticta	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15911	Streptomyces graminofaciens	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO29428	Dalbergia cochinchinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15730	Citrus medica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19776	Hesperocyparis arizonica	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26228	Phymatopteris hastata	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12301	Chenopodium quinoa	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9594	Lysimachia fordiana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2670	Maytenus chuchuhuasha	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21472	Pterolobium hexapetalum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14086	Parthenium confertum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1946	Veronica stricta	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10132	Schizophyllum lobatum	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2770	Pyropolyporus fomentarius	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11473	Viburnum lantana	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13040	Veretillum cynomorium	Species	Veretillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2075	Zanthoxylum ocumarense	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3521	Geranium collinum	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14344	Trifolium diffusum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9737	Ampelocera edentula	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11607	Marrubium parviflorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14885	Lilium rubrum	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1293	Streptomyces matensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14223	Harpullia cupanioides	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12064	Lychnophora pinaster	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6229	Chenopodiastrum murale	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15311	Cryptocarya chinensis	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9927	Crinum asiaticum	Species	Amaryllidaceae	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
Others	1

Activity Type	# Activity
Cell Line	7
Individual Protein	1
NON-MOLECULAR	3
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT461	Cell Line	PANC-1	Homo sapiens	CD100	>	100.0	uM	PMID[470964]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	100000.0	nM	PMID[470966]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100000.0	nM	PMID[470966]
NPT453	Cell Line	HT-1080	Homo sapiens	IC50	>	100000.0	nM	PMID[470966]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	>	50000.0	nM	PMID[470967]
NPT397	Cell Line	NCI-H460	Homo sapiens	IC50	>	50000.0	nM	PMID[470967]
NPT395	Cell Line	SF-268	Homo sapiens	IC50	>	50000.0	nM	PMID[470967]
NPT1187	Individual Protein	Proteasome Macropain subunit MB1	Homo sapiens	IC50	=	5210.0	nM	PMID[470968]
NPT2	Others	Unspecified		IC50	>	500.0	ug.mL-1	PMID[470965]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	51900.0	nM	PMID[470966]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	99900.0	nM	PMID[470966]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	100000.0	nM	PMID[470966]

☑ 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 NPC84585 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	395
0.1-0.2	1775
0.2-0.3	4585
0.3-0.4	11326
0.4-0.5	6291
0.5-0.6	3903
0.6-0.7	5829
0.7-0.8	5072
0.8-0.85	2061
0.85-0.9	924
0.9-0.95	459
0.95-1	77

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC476480
0.9924	High Similarity	NPC472460
0.9924	High Similarity	NPC147686
0.9924	High Similarity	NPC329225
0.9848	High Similarity	NPC296490
0.9848	High Similarity	NPC243083
0.9848	High Similarity	NPC12296
0.9848	High Similarity	NPC32441
0.9848	High Similarity	NPC287246
0.9848	High Similarity	NPC13768
0.9848	High Similarity	NPC79943
0.9848	High Similarity	NPC295261
0.9848	High Similarity	NPC107586
0.9701	High Similarity	NPC150648
0.9701	High Similarity	NPC274784
0.9701	High Similarity	NPC329203
0.9701	High Similarity	NPC222342
0.9701	High Similarity	NPC225153
0.9701	High Similarity	NPC265871
0.9701	High Similarity	NPC20709
0.9701	High Similarity	NPC261234
0.9701	High Similarity	NPC310135
0.9699	High Similarity	NPC275055
0.9699	High Similarity	NPC290291
0.9697	High Similarity	NPC9985
0.9697	High Similarity	NPC239495
0.963	High Similarity	NPC6407
0.963	High Similarity	NPC110228
0.963	High Similarity	NPC188243
0.9627	High Similarity	NPC188947
0.9627	High Similarity	NPC118813
0.9627	High Similarity	NPC280284
0.9627	High Similarity	NPC99333
0.9562	High Similarity	NPC143896
0.9562	High Similarity	NPC221432
0.9562	High Similarity	NPC39329
0.9562	High Similarity	NPC310130
0.9562	High Similarity	NPC169591
0.9562	High Similarity	NPC175504
0.9562	High Similarity	NPC91560
0.9562	High Similarity	NPC68104
0.9562	High Similarity	NPC257097
0.9562	High Similarity	NPC149026
0.9562	High Similarity	NPC75049
0.9562	High Similarity	NPC150408
0.9562	High Similarity	NPC164980
0.9559	High Similarity	NPC4743
0.9559	High Similarity	NPC324386
0.9559	High Similarity	NPC312391
0.9559	High Similarity	NPC3188
0.9559	High Similarity	NPC213322
0.9556	High Similarity	NPC316480
0.9556	High Similarity	NPC140890
0.9545	High Similarity	NPC57601
0.9493	High Similarity	NPC473015
0.9493	High Similarity	NPC473013
0.9493	High Similarity	NPC209040
0.9493	High Similarity	NPC236766
0.9493	High Similarity	NPC197252
0.9489	High Similarity	NPC1089
0.9489	High Similarity	NPC125855
0.9489	High Similarity	NPC182852
0.9489	High Similarity	NPC167624
0.9489	High Similarity	NPC324134
0.9489	High Similarity	NPC306829
0.9489	High Similarity	NPC76372
0.9489	High Similarity	NPC32739
0.9489	High Similarity	NPC161506
0.9489	High Similarity	NPC37496
0.9489	High Similarity	NPC166934
0.9489	High Similarity	NPC220998
0.9489	High Similarity	NPC78
0.9489	High Similarity	NPC296917
0.9489	High Similarity	NPC107572
0.9489	High Similarity	NPC324436
0.9489	High Similarity	NPC166482
0.9489	High Similarity	NPC194432
0.9489	High Similarity	NPC223500
0.9489	High Similarity	NPC10937
0.9489	High Similarity	NPC265040
0.9489	High Similarity	NPC227579
0.9489	High Similarity	NPC76338
0.9489	High Similarity	NPC177354
0.9489	High Similarity	NPC228504
0.9489	High Similarity	NPC328164
0.9489	High Similarity	NPC148757
0.9489	High Similarity	NPC66515
0.9489	High Similarity	NPC40833
0.9489	High Similarity	NPC202981
0.9489	High Similarity	NPC64915
0.9485	High Similarity	NPC129853
0.9485	High Similarity	NPC182421
0.9485	High Similarity	NPC76445
0.9485	High Similarity	NPC284550
0.9481	High Similarity	NPC124269
0.9478	High Similarity	NPC240593
0.9474	High Similarity	NPC172262
0.9424	High Similarity	NPC148011
0.9424	High Similarity	NPC1940
0.942	High Similarity	NPC81697
0.942	High Similarity	NPC107177
0.942	High Similarity	NPC223812
0.942	High Similarity	NPC316816
0.942	High Similarity	NPC125894
0.942	High Similarity	NPC278249
0.942	High Similarity	NPC214166
0.942	High Similarity	NPC77794
0.942	High Similarity	NPC185276
0.942	High Similarity	NPC85162
0.942	High Similarity	NPC478086
0.9416	High Similarity	NPC96408
0.9416	High Similarity	NPC279650
0.9416	High Similarity	NPC248372
0.9416	High Similarity	NPC166689
0.9416	High Similarity	NPC110038
0.9416	High Similarity	NPC258630
0.9416	High Similarity	NPC17170
0.9416	High Similarity	NPC156190
0.9407	High Similarity	NPC250266
0.9407	High Similarity	NPC188879
0.9407	High Similarity	NPC266597
0.9407	High Similarity	NPC228661
0.9403	High Similarity	NPC234560
0.9403	High Similarity	NPC39426
0.9398	High Similarity	NPC78540
0.9398	High Similarity	NPC50898
0.9398	High Similarity	NPC213216
0.9398	High Similarity	NPC274121
0.9394	High Similarity	NPC313618
0.9357	High Similarity	NPC23728
0.9357	High Similarity	NPC110303
0.9353	High Similarity	NPC49130
0.9353	High Similarity	NPC4152
0.9353	High Similarity	NPC279417
0.9353	High Similarity	NPC326506
0.9353	High Similarity	NPC470135
0.9353	High Similarity	NPC473014
0.9353	High Similarity	NPC131579
0.9353	High Similarity	NPC303185
0.9353	High Similarity	NPC235217
0.9353	High Similarity	NPC39045
0.9353	High Similarity	NPC208176
0.9353	High Similarity	NPC470136
0.9353	High Similarity	NPC142731
0.9353	High Similarity	NPC62290
0.9353	High Similarity	NPC306607
0.9353	High Similarity	NPC131568
0.9353	High Similarity	NPC184649
0.9348	High Similarity	NPC147145
0.9348	High Similarity	NPC73028
0.9343	High Similarity	NPC69769
0.9333	High Similarity	NPC473887
0.9333	High Similarity	NPC194281
0.9333	High Similarity	NPC127447
0.9333	High Similarity	NPC235428
0.9333	High Similarity	NPC231772
0.9333	High Similarity	NPC234133
0.9333	High Similarity	NPC124784
0.9333	High Similarity	NPC47815
0.9333	High Similarity	NPC29353
0.9333	High Similarity	NPC87545
0.9291	High Similarity	NPC132592
0.9291	High Similarity	NPC160821
0.9286	High Similarity	NPC472629
0.9286	High Similarity	NPC176229
0.9286	High Similarity	NPC470132
0.9286	High Similarity	NPC473078
0.9286	High Similarity	NPC142405
0.9286	High Similarity	NPC267375
0.9286	High Similarity	NPC214774
0.9286	High Similarity	NPC20488
0.9286	High Similarity	NPC470131
0.9286	High Similarity	NPC195621
0.9286	High Similarity	NPC312973
0.9286	High Similarity	NPC285630
0.9286	High Similarity	NPC470133
0.9286	High Similarity	NPC109183
0.9286	High Similarity	NPC54577
0.9286	High Similarity	NPC470134
0.9286	High Similarity	NPC111786
0.9286	High Similarity	NPC83357
0.9286	High Similarity	NPC470647
0.9286	High Similarity	NPC246948
0.9286	High Similarity	NPC229190
0.9286	High Similarity	NPC67805
0.9286	High Similarity	NPC475052
0.9286	High Similarity	NPC299011
0.9286	High Similarity	NPC88964
0.9286	High Similarity	NPC127059
0.9286	High Similarity	NPC301276
0.9281	High Similarity	NPC166138
0.9281	High Similarity	NPC113770
0.9281	High Similarity	NPC18585
0.9281	High Similarity	NPC106985
0.9275	High Similarity	NPC110969
0.927	High Similarity	NPC18260
0.927	High Similarity	NPC78913
0.9265	High Similarity	NPC299379
0.9265	High Similarity	NPC209560
0.9265	High Similarity	NPC116632

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 NPC84585 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	403
0.1-0.2	976
0.2-0.3	1559
0.3-0.4	2637
0.4-0.5	1777
0.5-0.6	1197
0.6-0.7	398
0.7-0.8	143
0.8-0.85	39
0.85-0.9	15
0.9-0.95	3
0.95-1	3

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9924	High Similarity	NPD1549	Phase 2
0.9848	High Similarity	NPD1552	Clinical (unspecified phase)
0.9848	High Similarity	NPD1550	Clinical (unspecified phase)
0.9403	High Similarity	NPD1510	Phase 2
0.9394	High Similarity	NPD1240	Approved
0.9254	High Similarity	NPD1607	Approved
0.9191	High Similarity	NPD2796	Approved
0.8944	High Similarity	NPD4378	Clinical (unspecified phase)
0.8904	High Similarity	NPD1934	Approved
0.8897	High Similarity	NPD4380	Phase 2
0.8844	High Similarity	NPD2393	Clinical (unspecified phase)
0.8836	High Similarity	NPD7411	Suspended
0.8811	High Similarity	NPD7410	Clinical (unspecified phase)
0.8792	High Similarity	NPD4381	Clinical (unspecified phase)
0.8792	High Similarity	NPD7075	Discontinued
0.8784	High Similarity	NPD8443	Clinical (unspecified phase)
0.8741	High Similarity	NPD1511	Approved
0.8716	High Similarity	NPD7096	Clinical (unspecified phase)
0.8702	High Similarity	NPD1547	Clinical (unspecified phase)
0.8643	High Similarity	NPD1551	Phase 2
0.8621	High Similarity	NPD1512	Approved
0.8611	High Similarity	NPD6799	Approved
0.8591	High Similarity	NPD7819	Suspended
0.8531	High Similarity	NPD3750	Approved
0.8523	High Similarity	NPD6801	Discontinued
0.8421	Intermediate Similarity	NPD3749	Approved
0.8389	Intermediate Similarity	NPD6599	Discontinued
0.8355	Intermediate Similarity	NPD3882	Suspended
0.8344	Intermediate Similarity	NPD2801	Approved
0.8333	Intermediate Similarity	NPD6166	Phase 2
0.8333	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8333	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8311	Intermediate Similarity	NPD5403	Approved
0.8309	Intermediate Similarity	NPD1203	Approved
0.8299	Intermediate Similarity	NPD5401	Approved
0.8288	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.8284	Intermediate Similarity	NPD1610	Phase 2
0.8273	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.8264	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.8258	Intermediate Similarity	NPD6959	Discontinued
0.8258	Intermediate Similarity	NPD1548	Phase 1
0.8235	Intermediate Similarity	NPD7768	Phase 2
0.8235	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8228	Intermediate Similarity	NPD3818	Discontinued
0.8207	Intermediate Similarity	NPD1243	Approved
0.8194	Intermediate Similarity	NPD2344	Approved
0.8182	Intermediate Similarity	NPD3748	Approved
0.8176	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD7074	Phase 3
0.8082	Intermediate Similarity	NPD2800	Approved
0.8077	Intermediate Similarity	NPD5494	Approved
0.8067	Intermediate Similarity	NPD920	Approved
0.8063	Intermediate Similarity	NPD7054	Approved
0.8052	Intermediate Similarity	NPD3817	Phase 2
0.8028	Intermediate Similarity	NPD943	Approved
0.8027	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.8012	Intermediate Similarity	NPD7472	Approved
0.7973	Intermediate Similarity	NPD2309	Approved
0.7963	Intermediate Similarity	NPD6797	Phase 2
0.7956	Intermediate Similarity	NPD9717	Approved
0.7935	Intermediate Similarity	NPD5402	Approved
0.7917	Intermediate Similarity	NPD6651	Approved
0.7914	Intermediate Similarity	NPD6559	Discontinued
0.7914	Intermediate Similarity	NPD7251	Discontinued
0.7905	Intermediate Similarity	NPD4628	Phase 3
0.7887	Intermediate Similarity	NPD2313	Discontinued
0.7883	Intermediate Similarity	NPD422	Phase 1
0.7877	Intermediate Similarity	NPD2935	Discontinued
0.7877	Intermediate Similarity	NPD6100	Approved
0.7877	Intermediate Similarity	NPD6099	Approved
0.7872	Intermediate Similarity	NPD6832	Phase 2
0.7872	Intermediate Similarity	NPD4908	Phase 1
0.7866	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7866	Intermediate Similarity	NPD7808	Phase 3
0.7853	Intermediate Similarity	NPD5953	Discontinued
0.7852	Intermediate Similarity	NPD9545	Approved
0.784	Intermediate Similarity	NPD7286	Phase 2
0.7808	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7808	Intermediate Similarity	NPD7033	Discontinued
0.7808	Intermediate Similarity	NPD2799	Discontinued
0.7778	Intermediate Similarity	NPD1613	Approved
0.7778	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7762	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7758	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7756	Intermediate Similarity	NPD1465	Phase 2
0.7744	Intermediate Similarity	NPD1241	Discontinued
0.7744	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.773	Intermediate Similarity	NPD5844	Phase 1
0.773	Intermediate Similarity	NPD2798	Approved
0.7704	Intermediate Similarity	NPD9493	Approved
0.7697	Intermediate Similarity	NPD2533	Approved
0.7697	Intermediate Similarity	NPD2534	Approved
0.7697	Intermediate Similarity	NPD2532	Approved
0.7673	Intermediate Similarity	NPD919	Approved
0.766	Intermediate Similarity	NPD2797	Approved
0.764	Intermediate Similarity	NPD6232	Discontinued
0.7639	Intermediate Similarity	NPD3268	Approved
0.7622	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD3226	Approved
0.7607	Intermediate Similarity	NPD7473	Discontinued
0.7603	Intermediate Similarity	NPD1933	Approved
0.7589	Intermediate Similarity	NPD3225	Approved
0.7584	Intermediate Similarity	NPD2346	Discontinued
0.7582	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7578	Intermediate Similarity	NPD1247	Approved
0.7576	Intermediate Similarity	NPD1729	Discontinued
0.7571	Intermediate Similarity	NPD3972	Approved
0.7571	Intermediate Similarity	NPD1608	Approved
0.7568	Intermediate Similarity	NPD4308	Phase 3
0.7552	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.755	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7517	Intermediate Similarity	NPD1296	Phase 2
0.7516	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD4363	Phase 3
0.7514	Intermediate Similarity	NPD4360	Phase 2
0.75	Intermediate Similarity	NPD1201	Approved
0.7485	Intermediate Similarity	NPD3926	Phase 2
0.7484	Intermediate Similarity	NPD4288	Approved
0.7483	Intermediate Similarity	NPD2654	Approved
0.7483	Intermediate Similarity	NPD5124	Phase 1
0.7483	Intermediate Similarity	NPD230	Phase 1
0.7483	Intermediate Similarity	NPD1019	Discontinued
0.7483	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7483	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7455	Intermediate Similarity	NPD3751	Discontinued
0.7431	Intermediate Similarity	NPD2861	Phase 2
0.7429	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7413	Intermediate Similarity	NPD3266	Approved
0.7413	Intermediate Similarity	NPD1164	Approved
0.7413	Intermediate Similarity	NPD3267	Approved
0.7413	Intermediate Similarity	NPD1470	Approved
0.7397	Intermediate Similarity	NPD411	Approved
0.7397	Intermediate Similarity	NPD6798	Discontinued
0.7397	Intermediate Similarity	NPD3764	Approved
0.7389	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7384	Intermediate Similarity	NPD4287	Approved
0.7381	Intermediate Similarity	NPD6104	Discontinued
0.7375	Intermediate Similarity	NPD2296	Approved
0.7372	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7365	Intermediate Similarity	NPD447	Suspended
0.7357	Intermediate Similarity	NPD17	Approved
0.7355	Intermediate Similarity	NPD4662	Approved
0.7355	Intermediate Similarity	NPD4661	Approved
0.7338	Intermediate Similarity	NPD1894	Discontinued
0.7333	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD4625	Phase 3
0.7324	Intermediate Similarity	NPD1481	Phase 2
0.7297	Intermediate Similarity	NPD3140	Approved
0.7297	Intermediate Similarity	NPD3142	Approved
0.7297	Intermediate Similarity	NPD4307	Phase 2
0.729	Intermediate Similarity	NPD7390	Discontinued
0.7273	Intermediate Similarity	NPD4749	Approved
0.7273	Intermediate Similarity	NPD4361	Phase 2
0.7273	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD1652	Phase 2
0.7254	Intermediate Similarity	NPD1535	Discovery
0.725	Intermediate Similarity	NPD7577	Discontinued
0.725	Intermediate Similarity	NPD6844	Discontinued
0.7239	Intermediate Similarity	NPD74	Approved
0.7239	Intermediate Similarity	NPD9266	Approved
0.7237	Intermediate Similarity	NPD1471	Phase 3
0.7237	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD1876	Approved
0.7212	Intermediate Similarity	NPD5711	Approved
0.7212	Intermediate Similarity	NPD5710	Approved
0.7212	Intermediate Similarity	NPD3787	Discontinued
0.7207	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD8313	Approved
0.7193	Intermediate Similarity	NPD8312	Approved
0.7192	Intermediate Similarity	NPD9494	Approved
0.7188	Intermediate Similarity	NPD5890	Approved
0.7188	Intermediate Similarity	NPD5889	Approved
0.7179	Intermediate Similarity	NPD7212	Phase 2
0.7179	Intermediate Similarity	NPD7213	Phase 3
0.717	Intermediate Similarity	NPD7458	Discontinued
0.7164	Intermediate Similarity	NPD9267	Approved
0.7164	Intermediate Similarity	NPD9265	Clinical (unspecified phase)
0.7164	Intermediate Similarity	NPD9264	Approved
0.7164	Intermediate Similarity	NPD9263	Approved
0.7162	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7161	Intermediate Similarity	NPD2354	Approved
0.7161	Intermediate Similarity	NPD3887	Approved
0.7158	Intermediate Similarity	NPD7584	Approved
0.7143	Intermediate Similarity	NPD5940	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6280	Approved
0.7143	Intermediate Similarity	NPD6279	Approved
0.7133	Intermediate Similarity	NPD6355	Discontinued
0.7115	Intermediate Similarity	NPD7440	Discontinued
0.7114	Intermediate Similarity	NPD6233	Phase 2
0.7107	Intermediate Similarity	NPD1653	Approved
0.7097	Intermediate Similarity	NPD7003	Approved
0.7095	Intermediate Similarity	NPD3027	Phase 3
0.709	Intermediate Similarity	NPD968	Approved
0.7089	Intermediate Similarity	NPD6273	Approved
0.7071	Intermediate Similarity	NPD405	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