NPASS Compound

Structure

CID197896 OpenBabel06191715582D 31 34 0 0 1 0 0 0 0 0999 V2000 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 3 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 5.1962 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 3 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 9 2 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 5 13 1 0 0 0 0 6 11 1 0 0 0 0 6 14 2 0 0 0 0 7 15 1 0 0 0 0 7 22 1 0 0 0 0 8 12 2 0 0 0 0 8 29 1 0 0 0 0 9 12 1 0 0 0 0 10 23 1 0 0 0 0 11 30 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 18 1 0 0 0 0 15 31 1 0 0 0 0 16 17 1 0 0 0 0 17 25 2 0 0 0 0 18 19 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 28 1 0 0 0 0 21 30 1 0 0 0 0 21 31 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	432.11
Volume:	404.357
LogP:	0.064
LogD:	1.515
LogS:	-3.896
# Rotatable Bonds:	4
TPSA:	170.05
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	4
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.331
Synthetic Accessibility Score:	3.833
Fsp3:	0.286
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.148
MDCK Permeability:	2.9157499739085324e-05
Pgp-inhibitor:	0.002
Pgp-substrate:	0.655
Human Intestinal Absorption (HIA):	0.659
20% Bioavailability (F20%):	0.053
30% Bioavailability (F30%):	0.993

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.092
Plasma Protein Binding (PPB):	90.25015258789062%
Volume Distribution (VD):	0.804
Pgp-substrate:	7.934184551239014%

ADMET: Metabolism

CYP1A2-inhibitor:	0.065
CYP1A2-substrate:	0.041
CYP2C19-inhibitor:	0.022
CYP2C19-substrate:	0.057
CYP2C9-inhibitor:	0.017
CYP2C9-substrate:	0.473
CYP2D6-inhibitor:	0.178
CYP2D6-substrate:	0.249
CYP3A4-inhibitor:	0.051
CYP3A4-substrate:	0.026

ADMET: Excretion

Clearance (CL):	2.755
Half-life (T1/2):	0.418

ADMET: Toxicity

hERG Blockers:	0.034
Human Hepatotoxicity (H-HT):	0.055
Drug-inuced Liver Injury (DILI):	0.784
AMES Toxicity:	0.516
Rat Oral Acute Toxicity:	0.082
Maximum Recommended Daily Dose:	0.015
Skin Sensitization:	0.109
Carcinogencity:	0.771
Eye Corrosion:	0.003
Eye Irritation:	0.02
Respiratory Toxicity:	0.029

Download Data

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

Natural Product: NPC197896

Natural Product ID:	NPC197896
*Common Name:**	5-Hydroxy-3-(4-Hydroxyphenyl)-7-[3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One
IUPAC Name:	5-hydroxy-3-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Synonyms:
Standard InCHIKey:	ZCOLJUOHXJRHDI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2
SMILES:	c1cc(ccc1c1coc2cc(cc(c2c1=O)O)OC1C(C(C(C(CO)O1)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL1364260
PubChem CID:	5284639
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0000507] Isoflavonoid O-glycosides

*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
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	Wrocław, Poland	2004–2005	DOI[10.1016/J.FOODCHEM.2006.08.014]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003–2005	DOI[10.1016/j.jfca.2006.05.007]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jf950732o]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10775096]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[1622242]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16659156]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16668466]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20963508]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	Tekirdag, Turkey		PMID[24499198]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25053043]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25070365]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25369450]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25679337]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Hypocotyl	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO11820	Amomum villosum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29328	Genista tinctoria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28939	Piptanthus nepalensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1479	Amomum longiligulare	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1631	Amomum xanthioides	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23137	Ulex nanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25469	Lupinus luteus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO25469	Lupinus luteus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1479	Amomum longiligulare	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11820	Amomum villosum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23137	Ulex nanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29328	Genista tinctoria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1631	Amomum xanthioides	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28939	Piptanthus nepalensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28939	Piptanthus nepalensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30303	Pueraria lobata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO25469	Lupinus luteus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1631	Amomum xanthioides	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1479	Amomum longiligulare	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1631	Amomum xanthioides	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11820	Amomum villosum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23137	Ulex nanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20846	Sophora japonica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11820	Amomum villosum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8707.1	Pueraria montana var. lobata	Varieties	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25469	Lupinus luteus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29328	Genista tinctoria	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28939	Piptanthus nepalensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1631	Amomum xanthioides	Species	Zingiberaceae	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	59
Potency	31

Activity Type	# Activity
Cell Line	60
Individual Protein	18
NON-MOLECULAR	4
Organism	2
Others	4
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT483	Individual Protein	Prelamin-A/C	Homo sapiens	Potency	=	31622.8	nM	PMID[482692]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	5623.4	nM	PMID[482692]
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	50118.7	nM	PMID[482692]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	79432.8	nM	PMID[482692]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	5623.4	nM	PMID[482692]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	39810.7	nM	PMID[482692]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[482692]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	n.a.	11220.2	nM	PMID[482692]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	14581.0	nM	PMID[482692]
NPT63	Individual Protein	Bromodomain adjacent to zinc finger domain protein 2B	Homo sapiens	Potency	n.a.	631.0	nM	PMID[482692]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	9200.0	nM	PMID[482692]
NPT71	Cell Line	HEK293	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[482692]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	23934.1	nM	PMID[482692]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	54450.27	nM	PMID[482693]
NPT370	Cell Line	NCI-H23	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	22233.1	nM	PMID[482693]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT90	Cell Line	DU-145	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	31117.16	nM	PMID[482693]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT375	Cell Line	Malme-3M	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT376	Cell Line	A498	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	43052.66	nM	PMID[482693]
NPT377	Cell Line	OVCAR-3	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	30269.13	nM	PMID[482693]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	33036.95	nM	PMID[482693]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	45708.82	nM	PMID[482693]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT388	Cell Line	NCI-H322M	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	51760.68	nM	PMID[482693]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT390	Cell Line	LOX IMVI	Homo sapiens	GI50	n.a.	79799.47	nM	PMID[482693]
NPT457	Cell Line	BT-549	Homo sapiens	GI50	n.a.	58479.01	nM	PMID[482693]
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	60255.96	nM	PMID[482693]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	35727.28	nM	PMID[482693]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	38815.04	nM	PMID[482693]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	41686.94	nM	PMID[482693]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	63826.35	nM	PMID[482693]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	46881.34	nM	PMID[482693]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT398	Cell Line	UACC-62	Homo sapiens	GI50	n.a.	81283.05	nM	PMID[482693]
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	n.a.	60394.86	nM	PMID[482693]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	92682.98	nM	PMID[482693]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	75509.22	nM	PMID[482693]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	61094.2	nM	PMID[482693]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	38815.04	nM	PMID[482693]
NPT139	Cell Line	HT-29	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT405	Cell Line	NCI-H226	Homo sapiens	GI50	n.a.	100000.0	nM	PMID[482693]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	10000.0	nM	PMID[482693]
NPT406	Cell Line	RXF 393	Homo sapiens	GI50	n.a.	39994.47	nM	PMID[482693]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[482692]
NPT157	Individual Protein	Breast cancer type 1 susceptibility protein	Homo sapiens	Potency	n.a.	8912.5	nM	PMID[482692]
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	281.8	nM	PMID[482692]
NPT105	Individual Protein	Muscleblind-like protein 1	Homo sapiens	Potency	n.a.	398.1	nM	PMID[482692]
NPT536	Uncleic Acid	microRNA 21	Homo sapiens	Potency	=	2612.2	nM	PMID[482692]
NPT93	Individual Protein	Survival motor neuron protein	Homo sapiens	Potency	=	25118.9	nM	PMID[482692]
NPT2	Others	Unspecified		Potency	n.a.	10322.5	nM	PMID[482692]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	9.3	nM	PMID[482692]
NPT2	Others	Unspecified		Potency	n.a.	4466.8	nM	PMID[482692]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	8275.3	nM	PMID[482692]
NPT2	Others	Unspecified		Potency	n.a.	1158.2	nM	PMID[482692]
NPT861	Individual Protein	Isocitrate dehydrogenase [NADP] cytoplasmic	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[482692]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	14950.2	nM	PMID[482694]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	2.4	nM	PMID[482694]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	11875.4	nM	PMID[482694]
NPT2	Others	Unspecified		Potency	n.a.	8912.5	nM	PMID[482692]

☑ 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 NPC197896 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	426
0.1-0.2	1734
0.2-0.3	3740
0.3-0.4	9326
0.4-0.5	9159
0.5-0.6	4352
0.6-0.7	5607
0.7-0.8	4991
0.8-0.85	2306
0.85-0.9	770
0.9-0.95	259
0.95-1	27

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC313163
1.0	High Similarity	NPC258035
1.0	High Similarity	NPC156457
1.0	High Similarity	NPC161749
0.9933	High Similarity	NPC73511
0.9803	High Similarity	NPC303913
0.98	High Similarity	NPC170475
0.98	High Similarity	NPC45165
0.9799	High Similarity	NPC83283
0.9799	High Similarity	NPC29763
0.9799	High Similarity	NPC143851
0.9799	High Similarity	NPC39360
0.9799	High Similarity	NPC210003
0.9737	High Similarity	NPC472320
0.9737	High Similarity	NPC271479
0.9733	High Similarity	NPC39351
0.9733	High Similarity	NPC26195
0.9733	High Similarity	NPC99233
0.9733	High Similarity	NPC169248
0.9733	High Similarity	NPC72649
0.9733	High Similarity	NPC27408
0.9733	High Similarity	NPC97052
0.9733	High Similarity	NPC95090
0.9732	High Similarity	NPC88484
0.9732	High Similarity	NPC121001
0.9732	High Similarity	NPC259767
0.9732	High Similarity	NPC259182
0.9673	High Similarity	NPC47923
0.9671	High Similarity	NPC43761
0.9671	High Similarity	NPC308265
0.9669	High Similarity	NPC203500
0.9669	High Similarity	NPC307938
0.9669	High Similarity	NPC261866
0.9669	High Similarity	NPC323593
0.9669	High Similarity	NPC206378
0.9667	High Similarity	NPC106625
0.961	High Similarity	NPC44947
0.961	High Similarity	NPC131745
0.9608	High Similarity	NPC200708
0.9605	High Similarity	NPC54802
0.9605	High Similarity	NPC135391
0.9605	High Similarity	NPC65003
0.9605	High Similarity	NPC23817
0.9605	High Similarity	NPC197304
0.9605	High Similarity	NPC78263
0.9605	High Similarity	NPC44931
0.9605	High Similarity	NPC129827
0.9605	High Similarity	NPC108831
0.9605	High Similarity	NPC133671
0.9605	High Similarity	NPC60966
0.9605	High Similarity	NPC182634
0.9605	High Similarity	NPC77672
0.9605	High Similarity	NPC122809
0.9605	High Similarity	NPC43638
0.9605	High Similarity	NPC473512
0.9548	High Similarity	NPC183672
0.9548	High Similarity	NPC179198
0.9548	High Similarity	NPC124155
0.9548	High Similarity	NPC257566
0.9548	High Similarity	NPC168822
0.9548	High Similarity	NPC66087
0.9548	High Similarity	NPC278419
0.9545	High Similarity	NPC477629
0.9545	High Similarity	NPC270675
0.9545	High Similarity	NPC210961
0.9545	High Similarity	NPC195685
0.9545	High Similarity	NPC472994
0.9545	High Similarity	NPC477628
0.9542	High Similarity	NPC22062
0.9542	High Similarity	NPC138811
0.9542	High Similarity	NPC41121
0.9542	High Similarity	NPC472459
0.9542	High Similarity	NPC320283
0.9542	High Similarity	NPC111929
0.9542	High Similarity	NPC473634
0.9539	High Similarity	NPC149368
0.9539	High Similarity	NPC265480
0.9539	High Similarity	NPC127406
0.949	High Similarity	NPC229729
0.9484	High Similarity	NPC259834
0.9484	High Similarity	NPC472876
0.9484	High Similarity	NPC77660
0.9484	High Similarity	NPC189142
0.9481	High Similarity	NPC142860
0.9481	High Similarity	NPC187379
0.9481	High Similarity	NPC136761
0.9481	High Similarity	NPC97285
0.9481	High Similarity	NPC304741
0.9481	High Similarity	NPC246469
0.9481	High Similarity	NPC473623
0.9481	High Similarity	NPC471079
0.9481	High Similarity	NPC271270
0.9481	High Similarity	NPC470405
0.9481	High Similarity	NPC153342
0.9477	High Similarity	NPC6985
0.9474	High Similarity	NPC470604
0.9474	High Similarity	NPC470605
0.9474	High Similarity	NPC470603
0.9467	High Similarity	NPC191154
0.9423	High Similarity	NPC191306
0.9423	High Similarity	NPC88023
0.9423	High Similarity	NPC270335
0.9423	High Similarity	NPC309025
0.9423	High Similarity	NPC29830
0.9423	High Similarity	NPC80068
0.9423	High Similarity	NPC243930
0.9423	High Similarity	NPC19709
0.9419	High Similarity	NPC473438
0.9419	High Similarity	NPC470125
0.9419	High Similarity	NPC265885
0.9419	High Similarity	NPC224530
0.9419	High Similarity	NPC135846
0.9419	High Similarity	NPC215710
0.9419	High Similarity	NPC159579
0.9419	High Similarity	NPC64305
0.9419	High Similarity	NPC249281
0.9419	High Similarity	NPC181465
0.9419	High Similarity	NPC170052
0.9419	High Similarity	NPC246943
0.9419	High Similarity	NPC173582
0.9419	High Similarity	NPC276377
0.9419	High Similarity	NPC139320
0.9419	High Similarity	NPC297987
0.9419	High Similarity	NPC282169
0.9419	High Similarity	NPC476215
0.9419	High Similarity	NPC216496
0.9419	High Similarity	NPC116458
0.9419	High Similarity	NPC101636
0.9419	High Similarity	NPC253788
0.9419	High Similarity	NPC85707
0.9419	High Similarity	NPC259957
0.9419	High Similarity	NPC48093
0.9419	High Similarity	NPC163242
0.9419	High Similarity	NPC129217
0.9412	High Similarity	NPC295613
0.9412	High Similarity	NPC473657
0.9408	High Similarity	NPC268950
0.9408	High Similarity	NPC108706
0.9408	High Similarity	NPC211158
0.9408	High Similarity	NPC78021
0.9408	High Similarity	NPC87304
0.9404	High Similarity	NPC471289
0.9404	High Similarity	NPC289774
0.9404	High Similarity	NPC190217
0.9404	High Similarity	NPC134819
0.9404	High Similarity	NPC470771
0.9404	High Similarity	NPC477897
0.9404	High Similarity	NPC209846
0.9404	High Similarity	NPC328740
0.9371	High Similarity	NPC105511
0.9371	High Similarity	NPC76047
0.9371	High Similarity	NPC51326
0.9371	High Similarity	NPC231194
0.9367	High Similarity	NPC45400
0.9363	High Similarity	NPC19240
0.9363	High Similarity	NPC85751
0.9363	High Similarity	NPC311830
0.9363	High Similarity	NPC139060
0.9363	High Similarity	NPC165720
0.9363	High Similarity	NPC205824
0.9363	High Similarity	NPC277205
0.9363	High Similarity	NPC22832
0.9363	High Similarity	NPC129264
0.9359	High Similarity	NPC475382
0.9359	High Similarity	NPC27942
0.9359	High Similarity	NPC150164
0.9359	High Similarity	NPC240306
0.9359	High Similarity	NPC190450
0.9359	High Similarity	NPC127782
0.9359	High Similarity	NPC298171
0.9359	High Similarity	NPC473043
0.9359	High Similarity	NPC300537
0.9351	High Similarity	NPC470606
0.9351	High Similarity	NPC288084
0.9342	High Similarity	NPC10807
0.9342	High Similarity	NPC244583
0.9342	High Similarity	NPC161881
0.9342	High Similarity	NPC56232
0.9342	High Similarity	NPC150123
0.9338	High Similarity	NPC177308
0.9338	High Similarity	NPC106025
0.9338	High Similarity	NPC477240
0.9338	High Similarity	NPC124478
0.9338	High Similarity	NPC213723
0.9338	High Similarity	NPC214454
0.9333	High Similarity	NPC199335
0.9313	High Similarity	NPC48773
0.9313	High Similarity	NPC307518
0.9313	High Similarity	NPC235575
0.9313	High Similarity	NPC205076
0.9308	High Similarity	NPC222455
0.9308	High Similarity	NPC5319
0.9308	High Similarity	NPC229687
0.9304	High Similarity	NPC118284
0.9304	High Similarity	NPC253662
0.9304	High Similarity	NPC145038
0.9304	High Similarity	NPC70441
0.9304	High Similarity	NPC274618
0.9304	High Similarity	NPC56077
0.9304	High Similarity	NPC260504

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 NPC197896 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	393
0.1-0.2	909
0.2-0.3	1770
0.3-0.4	2704
0.4-0.5	1921
0.5-0.6	985
0.6-0.7	289
0.7-0.8	129
0.8-0.85	35
0.85-0.9	13
0.9-0.95	1
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD4381	Clinical (unspecified phase)
0.9338	High Similarity	NPD4380	Phase 2
0.9308	High Similarity	NPD7804	Clinical (unspecified phase)
0.9245	High Similarity	NPD3818	Discontinued
0.9187	High Similarity	NPD7054	Approved
0.913	High Similarity	NPD7074	Phase 3
0.913	High Similarity	NPD7472	Approved
0.9074	High Similarity	NPD6797	Phase 2
0.9018	High Similarity	NPD7251	Discontinued
0.8963	High Similarity	NPD4338	Clinical (unspecified phase)
0.8963	High Similarity	NPD7808	Phase 3
0.8861	High Similarity	NPD7075	Discontinued
0.8859	High Similarity	NPD1549	Phase 2
0.8792	High Similarity	NPD1550	Clinical (unspecified phase)
0.8792	High Similarity	NPD1552	Clinical (unspecified phase)
0.8788	High Similarity	NPD6559	Discontinued
0.8726	High Similarity	NPD6801	Discontinued
0.8726	High Similarity	NPD1934	Approved
0.8671	High Similarity	NPD7096	Clinical (unspecified phase)
0.8671	High Similarity	NPD2393	Clinical (unspecified phase)
0.8658	High Similarity	NPD1510	Phase 2
0.865	High Similarity	NPD6168	Clinical (unspecified phase)
0.865	High Similarity	NPD6167	Clinical (unspecified phase)
0.865	High Similarity	NPD6166	Phase 2
0.8645	High Similarity	NPD5403	Approved
0.8636	High Similarity	NPD4378	Clinical (unspecified phase)
0.86	High Similarity	NPD2796	Approved
0.8562	High Similarity	NPD4868	Clinical (unspecified phase)
0.8544	High Similarity	NPD7411	Suspended
0.8516	High Similarity	NPD5401	Approved
0.8516	High Similarity	NPD7410	Clinical (unspecified phase)
0.85	High Similarity	NPD5402	Approved
0.85	High Similarity	NPD8443	Clinical (unspecified phase)
0.8452	Intermediate Similarity	NPD1511	Approved
0.8452	Intermediate Similarity	NPD6799	Approved
0.8438	Intermediate Similarity	NPD2801	Approved
0.8385	Intermediate Similarity	NPD3817	Phase 2
0.8344	Intermediate Similarity	NPD1512	Approved
0.8323	Intermediate Similarity	NPD7819	Suspended
0.8267	Intermediate Similarity	NPD1240	Approved
0.8258	Intermediate Similarity	NPD3750	Approved
0.825	Intermediate Similarity	NPD6599	Discontinued
0.8221	Intermediate Similarity	NPD3882	Suspended
0.8204	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.8158	Intermediate Similarity	NPD1607	Approved
0.8142	Intermediate Similarity	NPD7584	Approved
0.8141	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.814	Intermediate Similarity	NPD8312	Approved
0.814	Intermediate Similarity	NPD8313	Approved
0.8133	Intermediate Similarity	NPD6959	Discontinued
0.8125	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.8072	Intermediate Similarity	NPD5494	Approved
0.8061	Intermediate Similarity	NPD3749	Approved
0.8025	Intermediate Similarity	NPD4628	Phase 3
0.8012	Intermediate Similarity	NPD1653	Approved
0.8	Intermediate Similarity	NPD7768	Phase 2
0.8	Intermediate Similarity	NPD3751	Discontinued
0.8	Intermediate Similarity	NPD1551	Phase 2
0.7988	Intermediate Similarity	NPD8455	Phase 2
0.7953	Intermediate Similarity	NPD5844	Phase 1
0.7935	Intermediate Similarity	NPD3748	Approved
0.7879	Intermediate Similarity	NPD1465	Phase 2
0.787	Intermediate Similarity	NPD3787	Discontinued
0.7848	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.784	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7814	Intermediate Similarity	NPD6780	Approved
0.7814	Intermediate Similarity	NPD6776	Approved
0.7814	Intermediate Similarity	NPD6777	Approved
0.7814	Intermediate Similarity	NPD6781	Approved
0.7814	Intermediate Similarity	NPD6779	Approved
0.7814	Intermediate Similarity	NPD6778	Approved
0.7814	Intermediate Similarity	NPD6782	Approved
0.7785	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD6232	Discontinued
0.7747	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7733	Intermediate Similarity	NPD7473	Discontinued
0.773	Intermediate Similarity	NPD920	Approved
0.7716	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7714	Intermediate Similarity	NPD7685	Pre-registration
0.7713	Intermediate Similarity	NPD7585	Approved
0.7706	Intermediate Similarity	NPD7199	Phase 2
0.7702	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7688	Intermediate Similarity	NPD7435	Discontinued
0.7677	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7677	Intermediate Similarity	NPD1613	Approved
0.7672	Intermediate Similarity	NPD8151	Discontinued
0.7662	Intermediate Similarity	NPD2313	Discontinued
0.766	Intermediate Similarity	NPD7583	Approved
0.7658	Intermediate Similarity	NPD2935	Discontinued
0.7657	Intermediate Similarity	NPD5953	Discontinued
0.7651	Intermediate Similarity	NPD1091	Approved
0.7651	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD7458	Discontinued
0.7632	Intermediate Similarity	NPD2798	Approved
0.7628	Intermediate Similarity	NPD1933	Approved
0.7625	Intermediate Similarity	NPD2800	Approved
0.7625	Intermediate Similarity	NPD1243	Approved
0.7595	Intermediate Similarity	NPD7033	Discontinued
0.7594	Intermediate Similarity	NPD7696	Phase 3
0.7594	Intermediate Similarity	NPD7697	Approved
0.7594	Intermediate Similarity	NPD7698	Approved
0.7586	Intermediate Similarity	NPD7228	Approved
0.7571	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7566	Intermediate Similarity	NPD1203	Approved
0.7564	Intermediate Similarity	NPD943	Approved
0.7553	Intermediate Similarity	NPD7871	Phase 2
0.7553	Intermediate Similarity	NPD7870	Phase 2
0.7543	Intermediate Similarity	NPD7286	Phase 2
0.7541	Intermediate Similarity	NPD6535	Approved
0.7541	Intermediate Similarity	NPD4360	Phase 2
0.7541	Intermediate Similarity	NPD4363	Phase 3
0.7541	Intermediate Similarity	NPD6534	Approved
0.754	Intermediate Similarity	NPD6823	Phase 2
0.7532	Intermediate Similarity	NPD4908	Phase 1
0.7532	Intermediate Similarity	NPD6832	Phase 2
0.7526	Intermediate Similarity	NPD7701	Phase 2
0.7514	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2534	Approved
0.75	Intermediate Similarity	NPD2344	Approved
0.75	Intermediate Similarity	NPD2532	Approved
0.75	Intermediate Similarity	NPD7266	Discontinued
0.75	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD7783	Phase 2
0.75	Intermediate Similarity	NPD37	Approved
0.75	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2533	Approved
0.7485	Intermediate Similarity	NPD919	Approved
0.7485	Intermediate Similarity	NPD6234	Discontinued
0.7484	Intermediate Similarity	NPD2799	Discontinued
0.7471	Intermediate Similarity	NPD4965	Approved
0.7471	Intermediate Similarity	NPD4967	Phase 2
0.7471	Intermediate Similarity	NPD4966	Approved
0.7468	Intermediate Similarity	NPD6651	Approved
0.7448	Intermediate Similarity	NPD7874	Approved
0.7448	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7444	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7425	Intermediate Similarity	NPD3226	Approved
0.7419	Intermediate Similarity	NPD7699	Phase 2
0.7419	Intermediate Similarity	NPD7700	Phase 2
0.7419	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7417	Intermediate Similarity	NPD1610	Phase 2
0.7414	Intermediate Similarity	NPD3926	Phase 2
0.7409	Intermediate Similarity	NPD7801	Approved
0.7407	Intermediate Similarity	NPD1652	Phase 2
0.7405	Intermediate Similarity	NPD5124	Phase 1
0.7405	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7399	Intermediate Similarity	NPD1247	Approved
0.7383	Intermediate Similarity	NPD1548	Phase 1
0.7371	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD6099	Approved
0.7329	Intermediate Similarity	NPD6100	Approved
0.7325	Intermediate Similarity	NPD6798	Discontinued
0.7325	Intermediate Similarity	NPD3268	Approved
0.7321	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7317	Intermediate Similarity	NPD2309	Approved
0.7317	Intermediate Similarity	NPD6190	Approved
0.731	Intermediate Similarity	NPD4288	Approved
0.7308	Intermediate Similarity	NPD8434	Phase 2
0.7297	Intermediate Similarity	NPD6213	Phase 3
0.7297	Intermediate Similarity	NPD6212	Phase 3
0.7297	Intermediate Similarity	NPD6214	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD230	Phase 1
0.7294	Intermediate Similarity	NPD6844	Discontinued
0.7284	Intermediate Similarity	NPD2346	Discontinued
0.7277	Intermediate Similarity	NPD8320	Phase 1
0.7277	Intermediate Similarity	NPD8319	Approved
0.7273	Intermediate Similarity	NPD3225	Approved
0.7267	Intermediate Similarity	NPD4308	Phase 3
0.7261	Intermediate Similarity	NPD3027	Phase 3
0.7256	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7255	Intermediate Similarity	NPD9717	Approved
0.7235	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7229	Intermediate Similarity	NPD7390	Discontinued
0.7226	Intermediate Similarity	NPD2797	Approved
0.7222	Intermediate Similarity	NPD7240	Approved
0.7213	Intermediate Similarity	NPD8150	Discontinued
0.719	Intermediate Similarity	NPD422	Phase 1
0.7188	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD447	Suspended
0.7188	Intermediate Similarity	NPD6355	Discontinued
0.7186	Intermediate Similarity	NPD4661	Approved
0.7186	Intermediate Similarity	NPD4662	Approved
0.717	Intermediate Similarity	NPD6233	Phase 2
0.716	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD4287	Approved
0.7134	Intermediate Similarity	NPD2424	Discontinued
0.7128	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.7128	Intermediate Similarity	NPD4361	Phase 2
0.7099	Intermediate Similarity	NPD7097	Phase 1
0.7079	Intermediate Similarity	NPD8155	Clinical (unspecified phase)
0.7072	Intermediate Similarity	NPD3823	Discontinued
0.7062	Intermediate Similarity	NPD5710	Approved
0.7062	Intermediate Similarity	NPD5711	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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

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

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data