NPASS Compound

Structure

Physi-Chem Properties

Molecular Weight:	190.1
Volume:	206.03
LogP:	3.226
LogD:	2.716
LogS:	-2.696
# Rotatable Bonds:	3
TPSA:	26.3
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.684
Synthetic Accessibility Score:	2.557
Fsp3:	0.417
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.503
MDCK Permeability:	2.3788841645000502e-05
Pgp-inhibitor:	0.008
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.011
30% Bioavailability (F30%):	0.582

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.216
Plasma Protein Binding (PPB):	95.07659912109375%
Volume Distribution (VD):	1.857
Pgp-substrate:	4.529201030731201%

ADMET: Metabolism

CYP1A2-inhibitor:	0.768
CYP1A2-substrate:	0.907
CYP2C19-inhibitor:	0.885
CYP2C19-substrate:	0.602
CYP2C9-inhibitor:	0.711
CYP2C9-substrate:	0.924
CYP2D6-inhibitor:	0.036
CYP2D6-substrate:	0.237
CYP3A4-inhibitor:	0.198
CYP3A4-substrate:	0.214

ADMET: Excretion

Clearance (CL):	6.61
Half-life (T1/2):	0.304

ADMET: Toxicity

hERG Blockers:	0.022
Human Hepatotoxicity (H-HT):	0.036
Drug-inuced Liver Injury (DILI):	0.424
AMES Toxicity:	0.074
Rat Oral Acute Toxicity:	0.101
Maximum Recommended Daily Dose:	0.045
Skin Sensitization:	0.412
Carcinogencity:	0.49
Eye Corrosion:	0.207
Eye Irritation:	0.975
Respiratory Toxicity:	0.12

Download Data

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

Natural Product: NPC83628

Natural Product ID:	NPC83628
*Common Name:**	Rac-3-N-Butylphthalide
IUPAC Name:	3-butyl-3H-2-benzofuran-1-one
Synonyms:	N-Butylphthalide
Standard InCHIKey:	HJXMNVQARNZTEE-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3
SMILES:	CCCCC1OC(=O)c2c1cccc2
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL248594
PubChem CID:	61361
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000301] Benzofurans [CHEMONTID:0001578] Benzofuranones

*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
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2004.07.004]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	1996-Sep	PMID[10352947]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[11374978]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15679317]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	roots	purchased from Kiu Shun Trading Ltd., Vancouver, Canada	2000	PMID[16643021]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[17997069]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19778086]
NPO30645	Poria cocos	Species	Coriolaceae	Eukaryota	n.a.	sclerotium	n.a.	PMID[21250700]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21800857]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25538068]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25700090]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26521454]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27400088]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[9987830]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Seed Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Leaf Wax	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Roots	n.a.		Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Pt	n.a.	n.a.	Database[FooDB]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO31073	Ligusticum chuanxiong	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30645	Poria cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9662	Conioselinum vaginatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26721.1	Apium graveolens var. dulce	Varieties	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27024	Ligusticopsis brachyloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9662	Conioselinum vaginatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18951	Ligusticum sinense	Species	Apiaceae	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]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9662	Conioselinum vaginatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO31073	Ligusticum chuanxiong	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30645	Poria cocos	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22033	Cnidium officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2154	Ligusticum tenuissimum	Species	Apiaceae	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]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO18951	Ligusticum sinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25369	Levisticum officinale	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11474	Ligusticum jeholense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26721	Apium graveolens	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29007	Brassica juncea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11438	Angelica gigas	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8583	Angelica japonica	Species	Apiaceae	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
NPO25369	NPC83628	Other	Root	84.4	15.3	153.5	mg/100g	Database [DUKE]
NPO26721	NPC83628	Raw	Seed	92	4	180	mg/100g	Database [DUKE]

☑ 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	6
LD50	1
Others	53

Activity Type	# Activity
Cell Line	6
CELL-LINE	4
Individual Protein	15
NON-MOLECULAR	10
Organism	16
Others	5
Tissue	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	73.05	%	PMID[525289]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	68.05	%	PMID[525289]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	16.2	U/ml	PMID[525291]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	36.83	U/ml	PMID[525291]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	36.74	U/L	PMID[525291]
NPT681	Cell Line	PC-12	Rattus norvegicus	Activity	=	140.79	U/L	PMID[525291]
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	Inhibition	=	11.2	%	PMID[525294]
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	Inhibition	=	18.2	%	PMID[525294]
NPT2748	Individual Protein	Butyrylcholinesterase	Rattus norvegicus	Inhibition	=	2.67	%	PMID[525297]
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	Inhibition	=	11.2	%	PMID[525297]
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	Inhibition	=	18.2	%	PMID[525297]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	<	5.0	%	PMID[525297]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	<	5.0	%	PMID[525299]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	<	5.0	%	PMID[525299]
NPT2748	Individual Protein	Butyrylcholinesterase	Rattus norvegicus	Inhibition	<	5.0	%	PMID[525299]
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	Inhibition	=	11.2	%	PMID[525299]
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	Inhibition	=	18.2	%	PMID[525299]
NPT614	Tissue	Plasma	Rattus norvegicus	IE50	=	169.96	uM/L	PMID[525286]
NPT614	Tissue	Plasma	Rattus norvegicus	IE50	=	14.49	uM/L	PMID[525286]
NPT177	Tissue	Aorta	Rattus norvegicus	IC50	=	130060.0	nM	PMID[525287]
NPT32	Organism	Mus musculus	Mus musculus	LD50	=	750.89	mg.kg-1	PMID[525287]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	67.8	%	PMID[525288]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	25.73	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	33.61	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	40.83	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	40.04	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	31.47	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	26.9	%	PMID[525289]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	23.58	%	PMID[525289]
NPT20967	CELL-LINE	Platelet	n.a.	Inhibition	=	17.43	%	PMID[525289]
NPT20967	CELL-LINE	Platelet	n.a.	Inhibition	=	9.5	%	PMID[525289]
NPT20967	CELL-LINE	Platelet	n.a.	IC50	=	480000.0	nM	PMID[525289]
NPT20967	CELL-LINE	Platelet	n.a.	IC50	>	1000000.0	nM	PMID[525289]
NPT35	Others	n.a.		Solubility	=	540000.0	nM	PMID[525290]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	15.72	%	PMID[525290]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	14.1	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	28.06	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	22.95	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	42.45	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	71.01	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Activity	=	76.6	%	PMID[525291]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Inhibition	=	12.95	%	PMID[525292]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	740000.0	nM	PMID[525292]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	24.36	%	PMID[525292]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	63.55	%	PMID[525292]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	42.0	%	PMID[525293]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	1.2	%	PMID[525294]
NPT35	Others	n.a.		Activity	=	0.21	uMequiv/uM	PMID[525294]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	87.6	%	PMID[525295]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Survival	=	68.8	%	PMID[525295]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Hit score	=	0.2447	n.a.	PMID[525296]
NPT35	Others	n.a.		Activity	=	0.21	uMequiv/uM	PMID[525297]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	<	5.0	%	PMID[525297]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[525298]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[525298]
NPT35	Others	n.a.		Activity	=	0.2	equiv	PMID[525299]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	<	5.0	%	PMID[525299]
NPT2	Others	Unspecified		Inhibition	<	5.0	%	PMID[525299]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Activity	<	5.0	%	PMID[525299]
NPT614	Tissue	Plasma	Rattus norvegicus	Inhibition	=	9.5	%	PMID[525299]

☑ 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 NPC83628 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	228
0.1-0.2	1249
0.2-0.3	3013
0.3-0.4	8329
0.4-0.5	11759
0.5-0.6	11844
0.6-0.7	5421
0.7-0.8	743
0.8-0.85	52
0.85-0.9	39
0.9-0.95	17
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC265407
0.9524	High Similarity	NPC307651
0.95	High Similarity	NPC89886
0.9412	High Similarity	NPC37622
0.9412	High Similarity	NPC30594
0.9223	High Similarity	NPC119271
0.9208	High Similarity	NPC45613
0.9167	High Similarity	NPC149691
0.9135	High Similarity	NPC56493
0.9057	High Similarity	NPC474157
0.9057	High Similarity	NPC210089
0.9048	High Similarity	NPC10251
0.9048	High Similarity	NPC17417
0.9029	High Similarity	NPC31786
0.9	High Similarity	NPC92754
0.9	High Similarity	NPC276775
0.9	High Similarity	NPC249912
0.8972	High Similarity	NPC270699
0.8972	High Similarity	NPC82899
0.8962	High Similarity	NPC251854
0.8962	High Similarity	NPC174099
0.8962	High Similarity	NPC214067
0.8962	High Similarity	NPC93084
0.8962	High Similarity	NPC196246
0.8942	High Similarity	NPC209632
0.8911	High Similarity	NPC225060
0.8911	High Similarity	NPC78701
0.8911	High Similarity	NPC35448
0.8889	High Similarity	NPC272524
0.8879	High Similarity	NPC1082
0.8879	High Similarity	NPC305912
0.8879	High Similarity	NPC260818
0.8868	High Similarity	NPC469636
0.8846	High Similarity	NPC114594
0.8824	High Similarity	NPC146351
0.8807	High Similarity	NPC477411
0.8807	High Similarity	NPC308744
0.88	High Similarity	NPC130398
0.8796	High Similarity	NPC321852
0.875	High Similarity	NPC301943
0.875	High Similarity	NPC60679
0.875	High Similarity	NPC474365
0.8738	High Similarity	NPC70624
0.8738	High Similarity	NPC42211
0.8727	High Similarity	NPC474685
0.8716	High Similarity	NPC128368
0.8704	High Similarity	NPC167504
0.8692	High Similarity	NPC269023
0.8692	High Similarity	NPC99846
0.8692	High Similarity	NPC474364
0.8692	High Similarity	NPC85493
0.8649	High Similarity	NPC226093
0.8641	High Similarity	NPC118343
0.8641	High Similarity	NPC325497
0.8636	High Similarity	NPC237366
0.8636	High Similarity	NPC153053
0.8624	High Similarity	NPC79496
0.8559	High Similarity	NPC210092
0.8545	High Similarity	NPC474176
0.8482	Intermediate Similarity	NPC100353
0.8476	Intermediate Similarity	NPC188895
0.8468	Intermediate Similarity	NPC196075
0.8462	Intermediate Similarity	NPC203925
0.8393	Intermediate Similarity	NPC306740
0.839	Intermediate Similarity	NPC246166
0.8381	Intermediate Similarity	NPC473325
0.8378	Intermediate Similarity	NPC161611
0.8365	Intermediate Similarity	NPC229242
0.8364	Intermediate Similarity	NPC476003
0.8362	Intermediate Similarity	NPC50872
0.8304	Intermediate Similarity	NPC474363
0.83	Intermediate Similarity	NPC173443
0.8288	Intermediate Similarity	NPC474314
0.8288	Intermediate Similarity	NPC212415
0.8288	Intermediate Similarity	NPC158282
0.8276	Intermediate Similarity	NPC473243
0.8241	Intermediate Similarity	NPC269457
0.8224	Intermediate Similarity	NPC234305
0.822	Intermediate Similarity	NPC223351
0.8214	Intermediate Similarity	NPC13784
0.82	Intermediate Similarity	NPC304760
0.8198	Intermediate Similarity	NPC243355
0.8167	Intermediate Similarity	NPC476599
0.8158	Intermediate Similarity	NPC135730
0.81	Intermediate Similarity	NPC89377
0.8095	Intermediate Similarity	NPC270654
0.8091	Intermediate Similarity	NPC470391
0.807	Intermediate Similarity	NPC228936
0.807	Intermediate Similarity	NPC470764
0.807	Intermediate Similarity	NPC474095
0.8056	Intermediate Similarity	NPC255676
0.8051	Intermediate Similarity	NPC144547
0.8037	Intermediate Similarity	NPC282895
0.8017	Intermediate Similarity	NPC121272
0.8	Intermediate Similarity	NPC228739
0.8	Intermediate Similarity	NPC318107
0.7984	Intermediate Similarity	NPC470278
0.7966	Intermediate Similarity	NPC988
0.7966	Intermediate Similarity	NPC289432
0.7963	Intermediate Similarity	NPC304873
0.7963	Intermediate Similarity	NPC284477
0.7963	Intermediate Similarity	NPC25458
0.7951	Intermediate Similarity	NPC51292
0.7951	Intermediate Similarity	NPC169913
0.7944	Intermediate Similarity	NPC217621
0.7944	Intermediate Similarity	NPC472318
0.7944	Intermediate Similarity	NPC98911
0.7941	Intermediate Similarity	NPC220893
0.7934	Intermediate Similarity	NPC295664
0.7931	Intermediate Similarity	NPC190298
0.7928	Intermediate Similarity	NPC211439
0.792	Intermediate Similarity	NPC7012
0.7917	Intermediate Similarity	NPC472703
0.7903	Intermediate Similarity	NPC147561
0.79	Intermediate Similarity	NPC58616
0.79	Intermediate Similarity	NPC294134
0.7881	Intermediate Similarity	NPC204784
0.7869	Intermediate Similarity	NPC275576
0.7863	Intermediate Similarity	NPC228318
0.7851	Intermediate Similarity	NPC472704
0.7833	Intermediate Similarity	NPC26285
0.7818	Intermediate Similarity	NPC85977
0.7815	Intermediate Similarity	NPC238861
0.7815	Intermediate Similarity	NPC77000
0.7815	Intermediate Similarity	NPC232958
0.781	Intermediate Similarity	NPC261181
0.7805	Intermediate Similarity	NPC472706
0.7805	Intermediate Similarity	NPC473220
0.7805	Intermediate Similarity	NPC470753
0.7788	Intermediate Similarity	NPC119631
0.7769	Intermediate Similarity	NPC475692
0.7769	Intermediate Similarity	NPC46634
0.7769	Intermediate Similarity	NPC474283
0.7768	Intermediate Similarity	NPC249811
0.7768	Intermediate Similarity	NPC277788
0.776	Intermediate Similarity	NPC42234
0.776	Intermediate Similarity	NPC82712
0.776	Intermediate Similarity	NPC272946
0.776	Intermediate Similarity	NPC475508
0.7759	Intermediate Similarity	NPC81808
0.7757	Intermediate Similarity	NPC253423
0.7748	Intermediate Similarity	NPC105899
0.7742	Intermediate Similarity	NPC472707
0.7727	Intermediate Similarity	NPC160382
0.7724	Intermediate Similarity	NPC470765
0.7714	Intermediate Similarity	NPC77273
0.7712	Intermediate Similarity	NPC217423
0.7712	Intermediate Similarity	NPC469574
0.7712	Intermediate Similarity	NPC45104
0.7705	Intermediate Similarity	NPC475691
0.7705	Intermediate Similarity	NPC471466
0.77	Intermediate Similarity	NPC288903
0.7699	Intermediate Similarity	NPC318327
0.7698	Intermediate Similarity	NPC72915
0.7692	Intermediate Similarity	NPC62765
0.7679	Intermediate Similarity	NPC475203
0.7679	Intermediate Similarity	NPC474376
0.7679	Intermediate Similarity	NPC472316
0.7679	Intermediate Similarity	NPC472315
0.7672	Intermediate Similarity	NPC241851
0.7658	Intermediate Similarity	NPC249067
0.7656	Intermediate Similarity	NPC203486
0.7656	Intermediate Similarity	NPC329913
0.7656	Intermediate Similarity	NPC474608
0.7652	Intermediate Similarity	NPC66208
0.7647	Intermediate Similarity	NPC94637
0.7647	Intermediate Similarity	NPC94298
0.7647	Intermediate Similarity	NPC27633
0.7642	Intermediate Similarity	NPC23453
0.7638	Intermediate Similarity	NPC238370
0.7638	Intermediate Similarity	NPC472394
0.7638	Intermediate Similarity	NPC477360
0.7632	Intermediate Similarity	NPC273837
0.7623	Intermediate Similarity	NPC217756
0.7619	Intermediate Similarity	NPC473247
0.7619	Intermediate Similarity	NPC170546
0.7619	Intermediate Similarity	NPC66246
0.7615	Intermediate Similarity	NPC475373
0.7607	Intermediate Similarity	NPC474408
0.7607	Intermediate Similarity	NPC186933
0.7607	Intermediate Similarity	NPC476357
0.7597	Intermediate Similarity	NPC311339
0.7597	Intermediate Similarity	NPC473399
0.7597	Intermediate Similarity	NPC195647
0.7597	Intermediate Similarity	NPC472577
0.7597	Intermediate Similarity	NPC66761
0.7597	Intermediate Similarity	NPC17877
0.7597	Intermediate Similarity	NPC473216
0.7597	Intermediate Similarity	NPC291638
0.7593	Intermediate Similarity	NPC325499
0.7583	Intermediate Similarity	NPC328459
0.7583	Intermediate Similarity	NPC137710
0.7583	Intermediate Similarity	NPC472708
0.7583	Intermediate Similarity	NPC90522
0.7581	Intermediate Similarity	NPC49938
0.7578	Intermediate Similarity	NPC477364
0.7578	Intermediate Similarity	NPC472656
0.7568	Intermediate Similarity	NPC82426
0.7568	Intermediate Similarity	NPC91820
0.7565	Intermediate Similarity	NPC291799

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 NPC83628 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	216
0.1-0.2	903
0.2-0.3	1201
0.3-0.4	2691
0.4-0.5	2467
0.5-0.6	1205
0.6-0.7	404
0.7-0.8	56
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9804	High Similarity	NPD2181	Clinical (unspecified phase)
0.9048	High Similarity	NPD2182	Approved
0.9029	High Similarity	NPD164	Approved
0.8641	High Similarity	NPD1238	Approved
0.8288	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.8	Intermediate Similarity	NPD9259	Approved
0.8	Intermediate Similarity	NPD9257	Approved
0.7946	Intermediate Similarity	NPD2067	Discontinued
0.7913	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7903	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7815	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.781	Intermediate Similarity	NPD1202	Approved
0.7692	Intermediate Similarity	NPD9258	Approved
0.7692	Intermediate Similarity	NPD9256	Approved
0.7686	Intermediate Similarity	NPD518	Clinical (unspecified phase)
0.7658	Intermediate Similarity	NPD1237	Approved
0.7647	Intermediate Similarity	NPD9545	Approved
0.7619	Intermediate Similarity	NPD7008	Discontinued
0.7559	Intermediate Similarity	NPD3764	Approved
0.7544	Intermediate Similarity	NPD6831	Clinical (unspecified phase)
0.7541	Intermediate Similarity	NPD6287	Discontinued
0.7523	Intermediate Similarity	NPD9495	Approved
0.75	Intermediate Similarity	NPD1989	Approved
0.7479	Intermediate Similarity	NPD9493	Approved
0.7458	Intermediate Similarity	NPD5951	Approved
0.7411	Intermediate Similarity	NPD1931	Clinical (unspecified phase)
0.7411	Intermediate Similarity	NPD1930	Approved
0.7411	Intermediate Similarity	NPD6647	Phase 2
0.7411	Intermediate Similarity	NPD1929	Approved
0.7407	Intermediate Similarity	NPD9260	Approved
0.7404	Intermediate Similarity	NPD1087	Approved
0.7381	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7373	Intermediate Similarity	NPD1241	Discontinued
0.736	Intermediate Similarity	NPD1876	Approved
0.736	Intermediate Similarity	NPD2198	Approved
0.736	Intermediate Similarity	NPD2199	Approved
0.7358	Intermediate Similarity	NPD3672	Approved
0.7358	Intermediate Similarity	NPD3673	Approved
0.7345	Intermediate Similarity	NPD5909	Discontinued
0.73	Intermediate Similarity	NPD9490	Approved
0.7297	Intermediate Similarity	NPD2066	Phase 3
0.7273	Intermediate Similarity	NPD2567	Approved
0.7273	Intermediate Similarity	NPD2569	Approved
0.7258	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7248	Intermediate Similarity	NPD1693	Approved
0.7239	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD1282	Approved
0.7196	Intermediate Similarity	NPD1090	Approved
0.7196	Intermediate Similarity	NPD1089	Approved
0.7196	Intermediate Similarity	NPD1086	Approved
0.7184	Intermediate Similarity	NPD9491	Approved
0.7177	Intermediate Similarity	NPD7457	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD1932	Approved
0.7167	Intermediate Similarity	NPD2629	Approved
0.7132	Intermediate Similarity	NPD6832	Phase 2
0.712	Intermediate Similarity	NPD1281	Approved
0.7109	Intermediate Similarity	NPD1019	Discontinued
0.7105	Intermediate Similarity	NPD9261	Approved
0.7103	Intermediate Similarity	NPD800	Approved
0.7097	Intermediate Similarity	NPD7163	Clinical (unspecified phase)
0.7091	Intermediate Similarity	NPD688	Clinical (unspecified phase)
0.7087	Intermediate Similarity	NPD5667	Approved
0.7075	Intermediate Similarity	NPD650	Approved
0.7069	Intermediate Similarity	NPD3134	Approved
0.7064	Intermediate Similarity	NPD1088	Approved
0.7063	Intermediate Similarity	NPD3972	Approved
0.7063	Intermediate Similarity	NPD9717	Approved
0.7059	Intermediate Similarity	NPD969	Suspended
0.7042	Intermediate Similarity	NPD6591	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD9567	Approved
0.7031	Intermediate Similarity	NPD552	Approved
0.7031	Intermediate Similarity	NPD553	Approved
0.703	Intermediate Similarity	NPD225	Approved
0.703	Intermediate Similarity	NPD227	Approved
0.7016	Intermediate Similarity	NPD5691	Approved
0.7009	Intermediate Similarity	NPD1358	Approved
0.7	Intermediate Similarity	NPD5122	Clinical (unspecified phase)
0.7	Intermediate Similarity	NPD6858	Approved
0.7	Intermediate Similarity	NPD7094	Approved
0.7	Intermediate Similarity	NPD1563	Approved
0.6992	Remote Similarity	NPD2347	Approved
0.6985	Remote Similarity	NPD2346	Discontinued
0.6985	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6978	Remote Similarity	NPD7236	Approved
0.6977	Remote Similarity	NPD6085	Phase 2
0.6977	Remote Similarity	NPD5740	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6972	Remote Similarity	NPD1239	Approved
0.6972	Remote Similarity	NPD7609	Phase 3
0.697	Remote Similarity	NPD7713	Phase 3
0.696	Remote Similarity	NPD17	Approved
0.6953	Remote Similarity	NPD1283	Approved
0.695	Remote Similarity	NPD6273	Approved
0.6949	Remote Similarity	NPD2329	Discontinued
0.6947	Remote Similarity	NPD6039	Approved
0.694	Remote Similarity	NPD1654	Clinical (unspecified phase)
0.694	Remote Similarity	NPD3528	Clinical (unspecified phase)
0.6929	Remote Similarity	NPD6637	Approved
0.6917	Remote Similarity	NPD3373	Approved
0.6909	Remote Similarity	NPD7631	Approved
0.6909	Remote Similarity	NPD1508	Approved
0.6903	Remote Similarity	NPD5926	Approved
0.6897	Remote Similarity	NPD3047	Approved
0.6897	Remote Similarity	NPD3048	Approved
0.6897	Remote Similarity	NPD3046	Approved
0.6894	Remote Similarity	NPD2313	Discontinued
0.6891	Remote Similarity	NPD5236	Approved
0.6891	Remote Similarity	NPD5237	Approved
0.6891	Remote Similarity	NPD5235	Approved
0.6891	Remote Similarity	NPD4234	Approved
0.6891	Remote Similarity	NPD5240	Approved
0.6891	Remote Similarity	NPD5239	Approved
0.6891	Remote Similarity	NPD4233	Approved
0.6885	Remote Similarity	NPD1246	Approved
0.6875	Remote Similarity	NPD182	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD9265	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD9267	Approved
0.6864	Remote Similarity	NPD9263	Approved
0.6864	Remote Similarity	NPD9264	Approved
0.6861	Remote Similarity	NPD1471	Phase 3
0.686	Remote Similarity	NPD5277	Phase 2
0.6855	Remote Similarity	NPD6065	Approved
0.6846	Remote Similarity	NPD2798	Approved
0.6838	Remote Similarity	NPD3748	Approved
0.6838	Remote Similarity	NPD2799	Discontinued
0.6835	Remote Similarity	NPD4628	Phase 3
0.6833	Remote Similarity	NPD2201	Approved
0.6829	Remote Similarity	NPD4198	Discontinued
0.6827	Remote Similarity	NPD942	Approved
0.6827	Remote Similarity	NPD226	Approved
0.6825	Remote Similarity	NPD5305	Approved
0.6825	Remote Similarity	NPD5306	Approved
0.6814	Remote Similarity	NPD1564	Approved
0.6814	Remote Similarity	NPD1565	Approved
0.6814	Remote Similarity	NPD1566	Phase 3
0.6807	Remote Similarity	NPD74	Approved
0.6807	Remote Similarity	NPD9266	Approved
0.6803	Remote Similarity	NPD2650	Approved
0.6803	Remote Similarity	NPD2652	Approved
0.68	Remote Similarity	NPD1894	Discontinued
0.6797	Remote Similarity	NPD1608	Approved
0.6797	Remote Similarity	NPD1877	Discontinued
0.6794	Remote Similarity	NPD3661	Approved
0.6794	Remote Similarity	NPD3664	Approved
0.6794	Remote Similarity	NPD3662	Phase 3
0.6794	Remote Similarity	NPD3663	Approved
0.6794	Remote Similarity	NPD5204	Approved
0.6791	Remote Similarity	NPD2979	Phase 3
0.6791	Remote Similarity	NPD4307	Phase 2
0.6777	Remote Similarity	NPD9508	Approved
0.6774	Remote Similarity	NPD694	Clinical (unspecified phase)
0.6774	Remote Similarity	NPD405	Clinical (unspecified phase)
0.6772	Remote Similarity	NPD4106	Approved
0.6772	Remote Similarity	NPD4135	Approved
0.6772	Remote Similarity	NPD4136	Approved
0.6769	Remote Similarity	NPD2797	Approved
0.6769	Remote Similarity	NPD3267	Approved
0.6769	Remote Similarity	NPD3266	Approved
0.6769	Remote Similarity	NPD1203	Approved
0.675	Remote Similarity	NPD1756	Approved
0.675	Remote Similarity	NPD1752	Approved
0.675	Remote Similarity	NPD1317	Discontinued
0.6748	Remote Similarity	NPD4766	Approved
0.6746	Remote Similarity	NPD1651	Approved
0.6746	Remote Similarity	NPD1245	Approved
0.6741	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6741	Remote Similarity	NPD230	Phase 1
0.6736	Remote Similarity	NPD7239	Suspended
0.6726	Remote Similarity	NPD1843	Approved
0.6719	Remote Similarity	NPD4807	Approved
0.6719	Remote Similarity	NPD4806	Approved
0.6714	Remote Similarity	NPD7003	Approved
0.6696	Remote Similarity	NPD7798	Approved
0.6695	Remote Similarity	NPD9697	Approved
0.6693	Remote Similarity	NPD4626	Approved
0.6667	Remote Similarity	NPD7966	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6010	Discontinued
0.6667	Remote Similarity	NPD2438	Suspended
0.6667	Remote Similarity	NPD3887	Approved
0.6667	Remote Similarity	NPD4878	Approved
0.6667	Remote Similarity	NPD3495	Discontinued
0.6667	Remote Similarity	NPD5738	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6643	Remote Similarity	NPD2534	Approved
0.6643	Remote Similarity	NPD2532	Approved
0.6643	Remote Similarity	NPD2533	Approved
0.6641	Remote Similarity	NPD2628	Approved
0.6641	Remote Similarity	NPD2160	Approved
0.6641	Remote Similarity	NPD2627	Approved
0.6641	Remote Similarity	NPD2159	Approved
0.6641	Remote Similarity	NPD2626	Approved
0.6641	Remote Similarity	NPD2625	Approved
0.664	Remote Similarity	NPD4576	Approved
0.664	Remote Similarity	NPD4574	Approved
0.6639	Remote Similarity	NPD6685	Approved
0.6638	Remote Similarity	NPD2552	Approved
0.6638	Remote Similarity	NPD2553	Approved
0.6638	Remote Similarity	NPD2555	Approved
0.6638	Remote Similarity	NPD2549	Approved
0.6638	Remote Similarity	NPD2550	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