NPASS Compound

Structure

CID111112 OpenBabel06191715462D 40 45 0 0 0 0 0 0 0 0999 V2000 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 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 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 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 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 13 2 0 0 0 0 2 5 2 0 0 0 0 2 13 1 0 0 0 0 3 6 2 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 18 1 0 0 0 0 7 14 2 0 0 0 0 7 17 1 0 0 0 0 8 16 2 0 0 0 0 8 19 1 0 0 0 0 9 16 1 0 0 0 0 9 25 2 0 0 0 0 10 21 1 0 0 0 0 10 24 2 0 0 0 0 11 22 1 0 0 0 0 11 23 2 0 0 0 0 12 20 2 0 0 0 0 12 26 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 31 1 0 0 0 0 16 32 1 0 0 0 0 17 18 2 0 0 0 0 17 27 1 0 0 0 0 18 33 1 0 0 0 0 19 28 2 0 0 0 0 19 34 1 0 0 0 0 20 27 1 0 0 0 0 20 35 1 0 0 0 0 21 28 1 0 0 0 0 21 36 2 0 0 0 0 22 29 1 0 0 0 0 22 37 2 0 0 0 0 23 39 1 0 0 0 0 24 40 1 0 0 0 0 25 28 1 0 0 0 0 25 40 1 0 0 0 0 26 29 2 0 0 0 0 26 39 1 0 0 0 0 27 30 2 0 0 0 0 29 30 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	538.09
Volume:	521.816
LogP:	6.077
LogD:	2.301
LogS:	-4.004
# Rotatable Bonds:	3
TPSA:	181.8
# H-Bond Aceptor:	10
# H-Bond Donor:	6
# Rings:	6
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.177
Synthetic Accessibility Score:	3.034
Fsp3:	0.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.259
MDCK Permeability:	8.156965122907422e-06
Pgp-inhibitor:	0.021
Pgp-substrate:	0.02
Human Intestinal Absorption (HIA):	0.565
20% Bioavailability (F20%):	1.0
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	98.79447937011719%
Volume Distribution (VD):	0.463
Pgp-substrate:	4.027957439422607%

ADMET: Metabolism

CYP1A2-inhibitor:	0.895
CYP1A2-substrate:	0.101
CYP2C19-inhibitor:	0.642
CYP2C19-substrate:	0.034
CYP2C9-inhibitor:	0.554
CYP2C9-substrate:	0.879
CYP2D6-inhibitor:	0.161
CYP2D6-substrate:	0.462
CYP3A4-inhibitor:	0.236
CYP3A4-substrate:	0.057

ADMET: Excretion

Clearance (CL):	2.862
Half-life (T1/2):	0.521

ADMET: Toxicity

hERG Blockers:	0.164
Human Hepatotoxicity (H-HT):	0.078
Drug-inuced Liver Injury (DILI):	0.984
AMES Toxicity:	0.191
Rat Oral Acute Toxicity:	0.031
Maximum Recommended Daily Dose:	0.83
Skin Sensitization:	0.922
Carcinogencity:	0.037
Eye Corrosion:	0.003
Eye Irritation:	0.908
Respiratory Toxicity:	0.035

Download Data

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

Natural Product: NPC111112

Natural Product ID:	NPC111112
*Common Name:**	Robustaflavone
IUPAC Name:	6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonyms:	Robustaflavone
Standard InCHIKey:	BORWSEZUWHQTOK-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)23-11-22(37)29-26(39-23)12-20(35)27(30(29)38)17-7-14(3-6-18(17)33)24-10-21(36)28-19(34)8-16(32)9-25(28)40-24/h1-12,31-35,38H
SMILES:	Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(c(c2O)c1cc(ccc1O)c1cc(=O)c2c(o1)cc(cc2O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL63677
PubChem CID:	5281694
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001586] Biflavonoids and polyflavonoids

*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
NPO2508	Selaginella delicatula	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10843573]
NPO33250	rhus succedanea	Species	Anacardiaceae	Eukaryota	sap	n.a.	n.a.	PMID[12444713]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20335035]
NPO29798	Podocarpus imbricatus	Species	Podocarpaceae	Eukaryota	twigs and leaves	n.a.	n.a.	PMID[24953598]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25559759]
NPO7175	Eucalyptus robusta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27142786]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29144743]
NPO40105	Dietes bicolor	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29381070]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31244143]
NPO9740	Dacrycarpus imbricatus	Species	Podocarpaceae	Eukaryota	Twigs	n.a.	n.a.	PMID[32786878]
NPO33250	rhus succedanea	Species	Anacardiaceae	Eukaryota	seed kernels	Fukuoka, Japan	n.a.	PMID[9322359]
NPO30600	Araucaria sp	Species	Araucariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30767	Juniperus sp	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7175	Eucalyptus robusta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29798	Podocarpus imbricatus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30918	Rhus sp	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4099	Araucaria sp.	Species	Araucariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20980	Juniperus sp.	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7175	Eucalyptus robusta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3580	Rana amurensis	Species	Ranidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28902	Rhus sp.	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3469	Pteris dactylina	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9740	Dacrycarpus imbricatus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3580	Rana amurensis	Species	Ranidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7175	Eucalyptus robusta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2508	Selaginella delicatula	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14158	Selaginella tamariscina	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3469	Pteris dactylina	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1744	Discaria serratifolia	Species	Rhamnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9180	Pyrostegia venusta	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12510	Aronia arbutifolia	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9740	Dacrycarpus imbricatus	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO998	Justicia hayatai	Species	Acanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3580	Rana amurensis	Species	Ranidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13070	Clibadium mexiae	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7175	Eucalyptus robusta	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13016	Viscaria viscosa	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28400	Selaginella pulvinata	Species	Selaginellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11636	Ideopsis similis	Species	Nymphalidae	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
EC50	2
IC50	23
Ki	1
Others	44

Activity Type	# Activity
Cell Line	36
Individual Protein	23
Organism	6
Others	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT65	Cell Line	HepG2	Homo sapiens	EC50	=	250.0	nM	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	EC90	=	2.2	uM	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	337000.0	nM	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	1.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	5.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	93.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	106.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	97.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	86.0	n.a.	PMID[489819]
NPT65	Cell Line	HepG2	Homo sapiens	Relative level	=	138.0	n.a.	PMID[489819]
NPT80	Cell Line	Raji	Homo sapiens	IC50	>	100000.0	nM	PMID[489821]
NPT1307	Cell Line	Calu-1	Homo sapiens	IC50	>	100000.0	nM	PMID[489821]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	100000.0	nM	PMID[489821]
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	>	100000.0	nM	PMID[489821]
NPT1306	Cell Line	WISH	Homo sapiens	IC50	>	100000.0	nM	PMID[489821]
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	100000.0	nM	PMID[489821]
NPT459	Individual Protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	=	65000.0	nM	PMID[489822]
NPT459	Individual Protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	Inhibition	=	91.4	%	PMID[489822]
NPT927	Cell Line	PBMC	Homo sapiens	IC50	=	77000.0	nM	PMID[489822]
NPT4285	Individual Protein	Photosystem I iron-sulfur center	Spinacia oleracea	Activity	=	100.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	9.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	35.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	89.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	50.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	100.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	29.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	43.0	%	PMID[489824]
NPT4284	Individual Protein	Photosystem Q(B) protein	Spinacia oleracea	Activity	=	57.0	%	PMID[489824]
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	=	6200.0	nM	PMID[489825]
NPT178	Individual Protein	Protein-tyrosine phosphatase 1B	Homo sapiens	Ki	=	6800.0	nM	PMID[489825]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	5.3	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	6.0	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	2.7	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	45.3	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	4.0	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	3.0	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	2.3	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Activity	=	92.3	%	PMID[489827]
NPT521	Cell Line	RBL-2H3	Rattus norvegicus	Inhibition	=	49.0	%	PMID[489827]
NPT2740	Cell Line	Neutrophils		IC50	=	1010.0	nM	PMID[489827]
NPT2740	Cell Line	Neutrophils		Inhibition	=	105.1	%	PMID[489827]
NPT2740	Cell Line	Neutrophils		IC50	=	450.0	nM	PMID[489827]
NPT2740	Cell Line	Neutrophils		Inhibition	=	103.2	%	PMID[489827]
NPT279	Individual Protein	Leukocyte elastase	Homo sapiens	IC50	=	1330.0	nM	PMID[489827]
NPT3140	Cell Line	MGC-803	Homo sapiens	IC50	=	15570.0	nM	PMID[489828]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	19150.0	nM	PMID[489828]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	21380.0	nM	PMID[489828]
NPT550	Cell Line	T-24	Homo sapiens	IC50	=	21090.0	nM	PMID[489828]
NPT568	Individual Protein	Matrix metalloproteinase-2	Homo sapiens	IC50	=	10220.0	nM	PMID[489828]
NPT280	Individual Protein	Matrix metalloproteinase 9	Homo sapiens	IC50	=	11850.0	nM	PMID[489828]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	Inhibition	=	0.0	%	PMID[489818]
NPT2	Others	Unspecified		Ratio	=	153.0	n.a.	PMID[489819]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	>	100000.0	nM	PMID[489822]
NPT2	Others	Unspecified		Selectivity Index	<	1.0	n.a.	PMID[489822]
NPT740	Individual Protein	Beta-secretase 1	Homo sapiens	IC50	>	10000.0	nM	PMID[489823]
NPT597	Organism	Spinacia oleracea	Spinacia oleracea	Inhibition	=	22.0	%	PMID[489824]
NPT597	Organism	Spinacia oleracea	Spinacia oleracea	IC50	=	88000.0	nM	PMID[489824]
NPT2	Others	Unspecified		Activity	=	76.0	%	PMID[489824]
NPT597	Organism	Spinacia oleracea	Spinacia oleracea	IC50	=	44000.0	nM	PMID[489824]
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	=	250.0	nM	PMID[489826]

☑ 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 NPC111112 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	569
0.1-0.2	2160
0.2-0.3	4953
0.3-0.4	11866
0.4-0.5	5773
0.5-0.6	4527
0.6-0.7	5612
0.7-0.8	4240
0.8-0.85	2153
0.85-0.9	716
0.9-0.95	95
0.95-1	33

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC222713
1.0	High Similarity	NPC138299
1.0	High Similarity	NPC67322
0.9863	High Similarity	NPC194593
0.9863	High Similarity	NPC290830
0.9863	High Similarity	NPC72425
0.9863	High Similarity	NPC71061
0.9863	High Similarity	NPC303485
0.9796	High Similarity	NPC159707
0.9796	High Similarity	NPC265624
0.9796	High Similarity	NPC215203
0.9796	High Similarity	NPC52611
0.9796	High Similarity	NPC121649
0.9796	High Similarity	NPC248739
0.9796	High Similarity	NPC205026
0.9796	High Similarity	NPC100049
0.9796	High Similarity	NPC150908
0.9796	High Similarity	NPC14606
0.9796	High Similarity	NPC158027
0.9796	High Similarity	NPC186227
0.9724	High Similarity	NPC288840
0.9724	High Similarity	NPC291746
0.9662	High Similarity	NPC254351
0.9662	High Similarity	NPC182555
0.9662	High Similarity	NPC66441
0.953	High Similarity	NPC300668
0.953	High Similarity	NPC134171
0.947	High Similarity	NPC177650
0.947	High Similarity	NPC55443
0.947	High Similarity	NPC18699
0.9467	High Similarity	NPC32867
0.9408	High Similarity	NPC186325
0.9408	High Similarity	NPC312993
0.9396	High Similarity	NPC174086
0.9375	High Similarity	NPC14871
0.9346	High Similarity	NPC273467
0.9346	High Similarity	NPC189552
0.9342	High Similarity	NPC51760
0.9342	High Similarity	NPC295090
0.9338	High Similarity	NPC54830
0.9338	High Similarity	NPC56049
0.9338	High Similarity	NPC69531
0.929	High Similarity	NPC259757
0.9281	High Similarity	NPC121647
0.9276	High Similarity	NPC475184
0.9257	High Similarity	NPC122894
0.9205	High Similarity	NPC121568
0.9205	High Similarity	NPC324447
0.9195	High Similarity	NPC3642
0.9189	High Similarity	NPC166757
0.9189	High Similarity	NPC14001
0.9184	High Similarity	NPC278175
0.9184	High Similarity	NPC257236
0.9178	High Similarity	NPC78803
0.9178	High Similarity	NPC214236
0.9178	High Similarity	NPC59739
0.9178	High Similarity	NPC293852
0.9178	High Similarity	NPC217083
0.9178	High Similarity	NPC299080
0.9178	High Similarity	NPC62840
0.9167	High Similarity	NPC469664
0.915	High Similarity	NPC1796
0.915	High Similarity	NPC257166
0.9145	High Similarity	NPC258474
0.9145	High Similarity	NPC201227
0.9139	High Similarity	NPC78324
0.9139	High Similarity	NPC115601
0.9139	High Similarity	NPC39154
0.9139	High Similarity	NPC208011
0.9128	High Similarity	NPC244407
0.9122	High Similarity	NPC220418
0.9116	High Similarity	NPC11700
0.9116	High Similarity	NPC24821
0.9116	High Similarity	NPC9117
0.9116	High Similarity	NPC219915
0.9116	High Similarity	NPC293053
0.9116	High Similarity	NPC212932
0.9116	High Similarity	NPC190637
0.911	High Similarity	NPC26238
0.9103	High Similarity	NPC38591
0.9103	High Similarity	NPC301217
0.9103	High Similarity	NPC303633
0.9103	High Similarity	NPC96565
0.9103	High Similarity	NPC216978
0.9103	High Similarity	NPC220062
0.9103	High Similarity	NPC55018
0.9097	High Similarity	NPC301256
0.9097	High Similarity	NPC312273
0.9091	High Similarity	NPC105584
0.9091	High Similarity	NPC15815
0.9091	High Similarity	NPC51247
0.9091	High Similarity	NPC123544
0.9085	High Similarity	NPC198489
0.9085	High Similarity	NPC309648
0.9085	High Similarity	NPC61112
0.9085	High Similarity	NPC192587
0.9067	High Similarity	NPC5173
0.906	High Similarity	NPC201731
0.906	High Similarity	NPC24673
0.906	High Similarity	NPC475348
0.906	High Similarity	NPC97716
0.906	High Similarity	NPC237635
0.906	High Similarity	NPC261271
0.906	High Similarity	NPC104406
0.906	High Similarity	NPC79469
0.9054	High Similarity	NPC319752
0.9054	High Similarity	NPC470135
0.9054	High Similarity	NPC273538
0.9054	High Similarity	NPC39045
0.9054	High Similarity	NPC216538
0.9054	High Similarity	NPC326500
0.9054	High Similarity	NPC282957
0.9054	High Similarity	NPC194949
0.9054	High Similarity	NPC470136
0.9048	High Similarity	NPC200694
0.9048	High Similarity	NPC473042
0.9041	High Similarity	NPC159275
0.9041	High Similarity	NPC172986
0.9041	High Similarity	NPC241100
0.9041	High Similarity	NPC270883
0.9041	High Similarity	NPC261227
0.9038	High Similarity	NPC473011
0.9038	High Similarity	NPC473012
0.9034	High Similarity	NPC201395
0.9032	High Similarity	NPC292863
0.9032	High Similarity	NPC184326
0.9032	High Similarity	NPC42965
0.9032	High Similarity	NPC226462
0.9032	High Similarity	NPC98023
0.9032	High Similarity	NPC195136
0.9026	High Similarity	NPC324358
0.9026	High Similarity	NPC183
0.9026	High Similarity	NPC318527
0.9026	High Similarity	NPC322459
0.9026	High Similarity	NPC323627
0.9026	High Similarity	NPC287789
0.9026	High Similarity	NPC112954
0.9026	High Similarity	NPC271741
0.902	High Similarity	NPC79375
0.902	High Similarity	NPC37253
0.9007	High Similarity	NPC29777
0.9007	High Similarity	NPC471115
0.9007	High Similarity	NPC151973
0.9	High Similarity	NPC321623
0.9	High Similarity	NPC6511
0.9	High Similarity	NPC266572
0.9	High Similarity	NPC152233
0.9	High Similarity	NPC161191
0.9	High Similarity	NPC296869
0.9	High Similarity	NPC189087
0.8993	High Similarity	NPC470133
0.8993	High Similarity	NPC470132
0.8993	High Similarity	NPC109183
0.8993	High Similarity	NPC476088
0.8993	High Similarity	NPC474161
0.8993	High Similarity	NPC470131
0.8993	High Similarity	NPC470134
0.8993	High Similarity	NPC306488
0.8993	High Similarity	NPC178343
0.8993	High Similarity	NPC5820
0.8993	High Similarity	NPC124729
0.8993	High Similarity	NPC228779
0.8993	High Similarity	NPC473078
0.8987	High Similarity	NPC171985
0.8987	High Similarity	NPC320741
0.8986	High Similarity	NPC38219
0.8981	High Similarity	NPC63438
0.8981	High Similarity	NPC473009
0.898	High Similarity	NPC147688
0.898	High Similarity	NPC156590
0.898	High Similarity	NPC118840
0.898	High Similarity	NPC205006
0.898	High Similarity	NPC64908
0.898	High Similarity	NPC282300
0.898	High Similarity	NPC110969
0.8974	High Similarity	NPC18380
0.8974	High Similarity	NPC137232
0.8973	High Similarity	NPC78913
0.8973	High Similarity	NPC18260
0.8973	High Similarity	NPC217186
0.8973	High Similarity	NPC53181
0.8968	High Similarity	NPC90497
0.8968	High Similarity	NPC195167
0.8961	High Similarity	NPC137100
0.8954	High Similarity	NPC329844
0.8954	High Similarity	NPC326592
0.8954	High Similarity	NPC109594
0.8954	High Similarity	NPC112701
0.8947	High Similarity	NPC204561
0.8947	High Similarity	NPC316960
0.8947	High Similarity	NPC317715
0.8947	High Similarity	NPC209846
0.8947	High Similarity	NPC309512
0.8947	High Similarity	NPC148945
0.8947	High Similarity	NPC289774
0.8947	High Similarity	NPC178484
0.8947	High Similarity	NPC78835
0.8947	High Similarity	NPC477897
0.8947	High Similarity	NPC328740
0.894	High Similarity	NPC221868

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 NPC111112 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	514
0.1-0.2	1004
0.2-0.3	1692
0.3-0.4	2756
0.4-0.5	1836
0.5-0.6	935
0.6-0.7	262
0.7-0.8	103
0.8-0.85	34
0.85-0.9	13
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9184	High Similarity	NPD7410	Clinical (unspecified phase)
0.9054	High Similarity	NPD4378	Clinical (unspecified phase)
0.8974	High Similarity	NPD6959	Discontinued
0.8924	High Similarity	NPD7852	Clinical (unspecified phase)
0.8896	High Similarity	NPD8443	Clinical (unspecified phase)
0.8758	High Similarity	NPD4380	Phase 2
0.8718	High Similarity	NPD7768	Phase 2
0.8701	High Similarity	NPD7411	Suspended
0.8581	High Similarity	NPD1550	Clinical (unspecified phase)
0.8581	High Similarity	NPD1552	Clinical (unspecified phase)
0.8571	High Similarity	NPD1510	Phase 2
0.8544	High Similarity	NPD3749	Approved
0.8523	High Similarity	NPD1549	Phase 2
0.8487	Intermediate Similarity	NPD7390	Discontinued
0.8487	Intermediate Similarity	NPD1511	Approved
0.8471	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8428	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8411	Intermediate Similarity	NPD3750	Approved
0.8389	Intermediate Similarity	NPD2796	Approved
0.8377	Intermediate Similarity	NPD1512	Approved
0.8354	Intermediate Similarity	NPD7819	Suspended
0.8344	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8344	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8344	Intermediate Similarity	NPD6166	Phase 2
0.8313	Intermediate Similarity	NPD7075	Discontinued
0.8303	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8299	Intermediate Similarity	NPD1240	Approved
0.8239	Intermediate Similarity	NPD2801	Approved
0.8224	Intermediate Similarity	NPD2800	Approved
0.8221	Intermediate Similarity	NPD6232	Discontinued
0.8188	Intermediate Similarity	NPD1607	Approved
0.8182	Intermediate Similarity	NPD7473	Discontinued
0.8176	Intermediate Similarity	NPD1934	Approved
0.8176	Intermediate Similarity	NPD6801	Discontinued
0.8125	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8105	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.8079	Intermediate Similarity	NPD3748	Approved
0.8025	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7987	Intermediate Similarity	NPD1243	Approved
0.7976	Intermediate Similarity	NPD7054	Approved
0.7975	Intermediate Similarity	NPD5403	Approved
0.7974	Intermediate Similarity	NPD2344	Approved
0.7963	Intermediate Similarity	NPD3817	Phase 2
0.7929	Intermediate Similarity	NPD7472	Approved
0.7929	Intermediate Similarity	NPD7074	Phase 3
0.7922	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7919	Intermediate Similarity	NPD2313	Discontinued
0.7917	Intermediate Similarity	NPD3818	Discontinued
0.7898	Intermediate Similarity	NPD6799	Approved
0.7882	Intermediate Similarity	NPD6797	Phase 2
0.7882	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7879	Intermediate Similarity	NPD5494	Approved
0.7875	Intermediate Similarity	NPD3226	Approved
0.787	Intermediate Similarity	NPD5844	Phase 1
0.7862	Intermediate Similarity	NPD920	Approved
0.7853	Intermediate Similarity	NPD5402	Approved
0.7848	Intermediate Similarity	NPD5401	Approved
0.7848	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7843	Intermediate Similarity	NPD2799	Discontinued
0.7836	Intermediate Similarity	NPD7251	Discontinued
0.7836	Intermediate Similarity	NPD6559	Discontinued
0.7834	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7829	Intermediate Similarity	NPD6651	Approved
0.7826	Intermediate Similarity	NPD6599	Discontinued
0.7805	Intermediate Similarity	NPD3882	Suspended
0.7792	Intermediate Similarity	NPD2935	Discontinued
0.7792	Intermediate Similarity	NPD5406	Approved
0.7792	Intermediate Similarity	NPD5405	Approved
0.7792	Intermediate Similarity	NPD5408	Approved
0.7792	Intermediate Similarity	NPD1551	Phase 2
0.7792	Intermediate Similarity	NPD5404	Approved
0.7791	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD7808	Phase 3
0.7785	Intermediate Similarity	NPD4908	Phase 1
0.7771	Intermediate Similarity	NPD2309	Approved
0.7736	Intermediate Similarity	NPD2533	Approved
0.7736	Intermediate Similarity	NPD2532	Approved
0.7736	Intermediate Similarity	NPD2534	Approved
0.7727	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7688	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7683	Intermediate Similarity	NPD1465	Phase 2
0.7683	Intermediate Similarity	NPD8455	Phase 2
0.7682	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD5953	Discontinued
0.7644	Intermediate Similarity	NPD8313	Approved
0.7644	Intermediate Similarity	NPD8312	Approved
0.7595	Intermediate Similarity	NPD7003	Approved
0.7584	Intermediate Similarity	NPD1203	Approved
0.7566	Intermediate Similarity	NPD3268	Approved
0.7564	Intermediate Similarity	NPD6099	Approved
0.7564	Intermediate Similarity	NPD6100	Approved
0.7558	Intermediate Similarity	NPD7286	Phase 2
0.7556	Intermediate Similarity	NPD4360	Phase 2
0.7556	Intermediate Similarity	NPD4363	Phase 3
0.7533	Intermediate Similarity	NPD2798	Approved
0.7529	Intermediate Similarity	NPD3926	Phase 2
0.7528	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7528	Intermediate Similarity	NPD4287	Approved
0.7517	Intermediate Similarity	NPD3225	Approved
0.7516	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD2346	Discontinued
0.7484	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7473	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7468	Intermediate Similarity	NPD943	Approved
0.7467	Intermediate Similarity	NPD2797	Approved
0.7444	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7439	Intermediate Similarity	NPD7458	Discontinued
0.7439	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7432	Intermediate Similarity	NPD1610	Phase 2
0.7425	Intermediate Similarity	NPD4288	Approved
0.7412	Intermediate Similarity	NPD1247	Approved
0.7397	Intermediate Similarity	NPD1548	Phase 1
0.7396	Intermediate Similarity	NPD919	Approved
0.7386	Intermediate Similarity	NPD4625	Phase 3
0.7375	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7375	Intermediate Similarity	NPD4628	Phase 3
0.7368	Intermediate Similarity	NPD7229	Phase 3
0.7368	Intermediate Similarity	NPD3787	Discontinued
0.7338	Intermediate Similarity	NPD3764	Approved
0.7322	Intermediate Similarity	NPD4361	Phase 2
0.7322	Intermediate Similarity	NPD4362	Clinical (unspecified phase)
0.732	Intermediate Similarity	NPD6832	Phase 2
0.7317	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7315	Intermediate Similarity	NPD422	Phase 1
0.7315	Intermediate Similarity	NPD1201	Approved
0.7308	Intermediate Similarity	NPD5124	Phase 1
0.7308	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.7301	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7299	Intermediate Similarity	NPD7177	Discontinued
0.7299	Intermediate Similarity	NPD3751	Discontinued
0.7278	Intermediate Similarity	NPD4308	Phase 3
0.7278	Intermediate Similarity	NPD7033	Discontinued
0.7267	Intermediate Similarity	NPD9717	Approved
0.7237	Intermediate Similarity	NPD1470	Approved
0.7237	Intermediate Similarity	NPD3267	Approved
0.7237	Intermediate Similarity	NPD1164	Approved
0.7237	Intermediate Similarity	NPD3266	Approved
0.7225	Intermediate Similarity	NPD8151	Discontinued
0.7219	Intermediate Similarity	NPD2296	Approved
0.7208	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.7188	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7168	Intermediate Similarity	NPD5710	Approved
0.7168	Intermediate Similarity	NPD5711	Approved
0.7166	Intermediate Similarity	NPD6777	Approved
0.7166	Intermediate Similarity	NPD6780	Approved
0.7166	Intermediate Similarity	NPD6782	Approved
0.7166	Intermediate Similarity	NPD6776	Approved
0.7166	Intermediate Similarity	NPD6779	Approved
0.7166	Intermediate Similarity	NPD6778	Approved
0.7166	Intermediate Similarity	NPD6781	Approved
0.7152	Intermediate Similarity	NPD1608	Approved
0.7143	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD7584	Approved
0.7115	Intermediate Similarity	NPD1296	Phase 2
0.711	Intermediate Similarity	NPD7199	Phase 2
0.7105	Intermediate Similarity	NPD7870	Phase 2
0.7105	Intermediate Similarity	NPD7871	Phase 2
0.7099	Intermediate Similarity	NPD2654	Approved
0.7091	Intermediate Similarity	NPD7447	Phase 1
0.7074	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7062	Intermediate Similarity	NPD7783	Phase 2
0.7053	Intermediate Similarity	NPD7696	Phase 3
0.7053	Intermediate Similarity	NPD7697	Approved
0.7053	Intermediate Similarity	NPD7435	Discontinued
0.7053	Intermediate Similarity	NPD7698	Approved
0.7039	Intermediate Similarity	NPD3972	Approved
0.703	Intermediate Similarity	NPD7213	Phase 3
0.703	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.703	Intermediate Similarity	NPD7212	Phase 2
0.7029	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD4307	Phase 2
0.7025	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7025	Intermediate Similarity	NPD1613	Approved
0.7022	Intermediate Similarity	NPD1729	Discontinued
0.7006	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD6798	Discontinued
0.6993	Remote Similarity	NPD4749	Approved
0.6989	Remote Similarity	NPD7784	Clinical (unspecified phase)
0.6982	Remote Similarity	NPD6585	Discontinued
0.6981	Remote Similarity	NPD447	Suspended
0.6981	Remote Similarity	NPD1899	Clinical (unspecified phase)
0.6975	Remote Similarity	NPD1471	Phase 3
0.6954	Remote Similarity	NPD17	Approved
0.6946	Remote Similarity	NPD6273	Approved
0.6941	Remote Similarity	NPD5890	Approved
0.6941	Remote Similarity	NPD5889	Approved
0.694	Remote Similarity	NPD8150	Discontinued
0.6928	Remote Similarity	NPD1481	Phase 2
0.6923	Remote Similarity	NPD2861	Phase 2
0.6911	Remote Similarity	NPD6823	Phase 2
0.6909	Remote Similarity	NPD3295	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD7701	Phase 2
0.6901	Remote Similarity	NPD7577	Discontinued
0.6901	Remote Similarity	NPD6844	Discontinued
0.6901	Remote Similarity	NPD37	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