NPASS Compound

Structure

CID277510 OpenBabel06191716082D 26 28 0 0 0 0 0 0 0 0999 V2000 3.5491 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -3.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -3.4071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 0.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.9230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 -0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.1910 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 6 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 3 11 2 0 0 0 0 4 9 1 0 0 0 0 4 19 2 0 0 0 0 5 10 1 0 0 0 0 5 20 2 0 0 0 0 6 9 1 0 0 0 0 6 13 2 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 12 1 0 0 0 0 11 26 1 0 0 0 0 13 17 1 0 0 0 0 13 21 1 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	358.07
Volume:	340.809
LogP:	3.343
LogD:	1.268
LogS:	-3.855
# Rotatable Bonds:	3
TPSA:	148.43
# H-Bond Aceptor:	8
# H-Bond Donor:	5
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.354
Synthetic Accessibility Score:	3.457
Fsp3:	0.111
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	2
Golden Triangle Rule:	Accepted
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.586
MDCK Permeability:	5.952196715952596e-06
Pgp-inhibitor:	0.002
Pgp-substrate:	0.007
Human Intestinal Absorption (HIA):	0.262
20% Bioavailability (F20%):	0.952
30% Bioavailability (F30%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	97.0805892944336%
Volume Distribution (VD):	0.627
Pgp-substrate:	5.938847064971924%

ADMET: Metabolism

CYP1A2-inhibitor:	0.558
CYP1A2-substrate:	0.137
CYP2C19-inhibitor:	0.014
CYP2C19-substrate:	0.056
CYP2C9-inhibitor:	0.349
CYP2C9-substrate:	0.121
CYP2D6-inhibitor:	0.009
CYP2D6-substrate:	0.141
CYP3A4-inhibitor:	0.09
CYP3A4-substrate:	0.048

ADMET: Excretion

Clearance (CL):	5.235
Half-life (T1/2):	0.891

ADMET: Toxicity

hERG Blockers:	0.001
Human Hepatotoxicity (H-HT):	0.039
Drug-inuced Liver Injury (DILI):	0.948
AMES Toxicity:	0.272
Rat Oral Acute Toxicity:	0.006
Maximum Recommended Daily Dose:	0.919
Skin Sensitization:	0.822
Carcinogencity:	0.037
Eye Corrosion:	0.007
Eye Irritation:	0.919
Respiratory Toxicity:	0.219

Download Data

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

Natural Product: NPC277510

Natural Product ID:	NPC277510
*Common Name:**	Epicoccolide B
IUPAC Name:	2-(2-formyl-3,4,5-trihydroxy-6-methylphenyl)-6,7-dihydroxy-5-methyl-1-benzofuran-4-carbaldehyde
Synonyms:
Standard InCHIKey:	HTCVSLIHSFBUEL-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H14O8/c1-6-9(4-19)8-3-11(26-18(8)17(25)13(6)21)12-7(2)14(22)16(24)15(23)10(12)5-20/h3-5,21-25H,1-2H3
SMILES:	O=Cc1c(c2cc3c(o2)c(O)c(c(c3C=O)C)O)c(C)c(c(c1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL3104855
PubChem CID:	11210533
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0003405] 2-arylbenzofuran flavonoids

*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
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)00169-2]
NPO4654	Critonia quadrangularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)81431-4]
NPO25903	Swinglea glutinosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575960]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11975485]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	fruit	n.a.	PMID[15128023]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17711348]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19919067]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	The fungus is isolated from the leaves of L. rhodostegia, collected in June 2007 at Nanning, Guangxi Province, China	2007-JUN	PMID[20550196]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21446699]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24328302]
NPO16601	Styrax perkinsiae	Species	Styracaceae	Eukaryota	n.a.	bark	n.a.	PMID[26762060]
NPO40445	Aspergillus flavipes HN4-13	Strain	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27933892]
NPO41081	Aspergillus sp. CPCC 400735	Strain	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29016131]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31763840]
NPO12697	Baccharis megapotamica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[3437280]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	PMID[9748368]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Petiole	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16289	Marrubium supinum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15760	Aconitum pseudohuiliense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Title]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO576	Oxyanthus speciosus	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17259	Thuja standishii	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10247	Orthosphenia mexicana	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15024	Senecio rivularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4654	Critonia quadrangularis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14572	Senecio latifolius	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21913	Verbesina rupestris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5468	Dacrydium fonki	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13396	Aplophyllum popovii	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25903	Swinglea glutinosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13719	Salacia prinoides	Species	Sertulariidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15147	Ficus simplicissima	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2372	Cryptotermes cynocephalus	Species	Termitoidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16522	Ceratozamia fuscoviridis	Species	Zamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16071	Erigeron crispus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16289	Marrubium supinum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16766	Haplophyllum dauricum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18557	Epicoccum nigrum	Species	Didymellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18873.8	Salmonella enterica subsp. enterica serovar typhimurium	Subspecies	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14413	Bombus muscorum	Species	Apidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12438	Fomes cajanderi	Species	Coriolaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14723	Streptomyces xantholiticus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14892	Flemingia congesta	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15531	Quercus dentata	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16601	Styrax perkinsiae	Species	Styracaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10431	Eupatorium gracile	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15401	Theobroma cacao	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4448	Relhania pumila	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7515	Codium decorticatum	Species	Codiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29175	Strychnos tabascana	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16362	Symploca hydnoides	Species	Microcoleaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12697	Baccharis megapotamica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16435	Cacalia bicolor	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9196	Aconitum sachalinense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24501	Asteriscus graveolens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7632	Rheum tanguticum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14046	Stevia mercedensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10802	Rhinoceros sondaicus	Species	Rhinocerotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26436	Citrus glauca	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13872	Amanita cokeri	Species	Amanitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15760	Aconitum pseudohuiliense	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11915	Lecanora planaica	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9823	Centrosema pascuorum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16856	Solanum elaeagnifolium	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9107	Metalasia bolusii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11233	Pseudocyphellaria impressa	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15969	Alcyonium molle	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13563	Alstonia deplanchei	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
IC50	26
Ki	2
Others	12

Activity Type	# Activity
Cell Line	8
Individual Protein	23
NON-MOLECULAR	1
Organism	2
Others	5
Protein Family	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT80	Cell Line	Raji	Homo sapiens	GI	=	55.0	%	PMID[458757]
NPT5648	Individual Protein	Histone deacetylase 11	Homo sapiens	IC50	=	12900.0	nM	PMID[458757]
NPT5649	Individual Protein	Histone deacetylase 10	Homo sapiens	IC50	=	8100.0	nM	PMID[458757]
NPT1478	Individual Protein	Vascular endothelial growth factor receptor 2	Homo sapiens	IC50	=	390.0	nM	PMID[458757]
NPT36	Individual Protein	Tyrosine-protein kinase SRC	Homo sapiens	IC50	=	490.0	nM	PMID[458757]
NPT1656	Individual Protein	Protein kinase N1	Homo sapiens	IC50	=	9000.0	nM	PMID[458757]
NPT1265	Individual Protein	Serine/threonine-protein kinase PIM1	Homo sapiens	IC50	=	4440.0	nM	PMID[458757]
NPT1657	Individual Protein	Serine/threonine-protein kinase NEK6	Homo sapiens	IC50	=	1850.0	nM	PMID[458757]
NPT1658	Individual Protein	Serine/threonine-protein kinase NEK2	Homo sapiens	IC50	=	3780.0	nM	PMID[458757]
NPT1337	Individual Protein	Hepatocyte growth factor receptor	Homo sapiens	IC50	=	1120.0	nM	PMID[458757]
NPT491	Individual Protein	Dual specificity mitogen-activated protein kinase kinase 1	Homo sapiens	IC50	>	30000.0	nM	PMID[458757]
NPT1438	Individual Protein	Insulin-like growth factor I receptor	Homo sapiens	IC50	=	150.0	nM	PMID[458757]
NPT1436	Individual Protein	Focal adhesion kinase 1	Homo sapiens	IC50	=	800.0	nM	PMID[458757]
NPT1659	Individual Protein	Tyrosine-protein kinase receptor UFO	Homo sapiens	IC50	=	220.0	nM	PMID[458757]
NPT1433	Individual Protein	Serine/threonine-protein kinase Aurora-B	Homo sapiens	IC50	=	7290.0	nM	PMID[458757]
NPT1660	Individual Protein	NUAK family SNF1-like kinase 1	Homo sapiens	IC50	=	3770.0	nM	PMID[458757]
NPT1661	Individual Protein	ALK tyrosine kinase receptor	Homo sapiens	IC50	=	250.0	nM	PMID[458757]
NPT83	Cell Line	MCF7	Homo sapiens	GI	<	34.0	%	PMID[458758]
NPT65	Cell Line	HepG2	Homo sapiens	GI	<	34.0	%	PMID[458758]
NPT15	Cell Line	Jurkat	Homo sapiens	GI	<	34.0	%	PMID[458758]
NPT81	Cell Line	A549	Homo sapiens	GI	<	34.0	%	PMID[458758]
NPT111	Cell Line	K562	Homo sapiens	GI	<	34.0	%	PMID[458758]
NPT492	Cell Line	Caco-2	Homo sapiens	CC50	>	800000.0	nM	PMID[458758]
NPT2157	Cell Line	SUP-T1	Homo sapiens	CC50	>	100000.0	nM	PMID[458759]
NPT2	Others	Unspecified		Ratio IC50	=	3.0	n.a.	PMID[458757]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	GI	=	30.0	%	PMID[458757]
NPT692	Individual Protein	Histone deacetylase 6	Homo sapiens	IC50	=	6500.0	nM	PMID[458757]
NPT687	Individual Protein	Histone deacetylase 8	Homo sapiens	IC50	=	2100.0	nM	PMID[458757]
NPT686	Individual Protein	Histone deacetylase 3	Homo sapiens	IC50	=	6900.0	nM	PMID[458757]
NPT685	Individual Protein	Histone deacetylase 2	Homo sapiens	IC50	=	9100.0	nM	PMID[458757]
NPT684	Individual Protein	Histone deacetylase 1	Homo sapiens	IC50	=	8800.0	nM	PMID[458757]
NPT664	Protein Family	Histone deacetylase	Homo sapiens	IC50	=	14200.0	nM	PMID[458757]
NPT831	Individual Protein	Serine/threonine-protein kinase PLK1	Homo sapiens	IC50	=	6310.0	nM	PMID[458757]
NPT728	Individual Protein	Serine/threonine-protein kinase AKT	Homo sapiens	IC50	=	4070.0	nM	PMID[458757]
NPT2	Others	Unspecified		IC50	=	33000.0	nM	PMID[458758]
NPT2	Others	Unspecified		Ratio CC50/IC50	>	24.0	n.a.	PMID[458758]
NPT2	Others	Unspecified		Ki	=	7200.0	nM	PMID[458758]
NPT2	Others	Unspecified		Ki	=	2500.0	nM	PMID[458758]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	IC50	=	20200.0	nM	PMID[458759]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Inhibition	=	94.65	%	PMID[458759]

☑ 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 NPC277510 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	441
0.1-0.2	2037
0.2-0.3	4824
0.3-0.4	11244
0.4-0.5	6607
0.5-0.6	3976
0.6-0.7	5143
0.7-0.8	5417
0.8-0.85	1853
0.85-0.9	1097
0.9-0.95	57
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9273	High Similarity	NPC95715
0.9273	High Similarity	NPC241820
0.9176	High Similarity	NPC104682
0.9162	High Similarity	NPC131866
0.9152	High Similarity	NPC38914
0.9091	High Similarity	NPC133065
0.9086	High Similarity	NPC60848
0.908	High Similarity	NPC228501
0.907	High Similarity	NPC228209
0.9048	High Similarity	NPC28042
0.9042	High Similarity	NPC247973
0.9042	High Similarity	NPC186392
0.9036	High Similarity	NPC45449
0.9036	High Similarity	NPC291110
0.9036	High Similarity	NPC39306
0.903	High Similarity	NPC238995
0.903	High Similarity	NPC272722
0.9006	High Similarity	NPC23553
0.9006	High Similarity	NPC77179
0.9	High Similarity	NPC289244
0.8988	High Similarity	NPC247136
0.8976	High Similarity	NPC1755
0.8976	High Similarity	NPC263092
0.8976	High Similarity	NPC39305
0.8976	High Similarity	NPC59295
0.8976	High Similarity	NPC1706
0.897	High Similarity	NPC188486
0.8963	High Similarity	NPC250076
0.8963	High Similarity	NPC196879
0.896	High Similarity	NPC8927
0.896	High Similarity	NPC471842
0.8957	High Similarity	NPC472461
0.8947	High Similarity	NPC24258
0.8941	High Similarity	NPC30550
0.8941	High Similarity	NPC233956
0.8935	High Similarity	NPC281835
0.8922	High Similarity	NPC36320
0.8922	High Similarity	NPC37183
0.892	High Similarity	NPC295436
0.8916	High Similarity	NPC312056
0.8916	High Similarity	NPC84515
0.8916	High Similarity	NPC193998
0.8914	High Similarity	NPC240808
0.8895	High Similarity	NPC221820
0.8889	High Similarity	NPC253872
0.8889	High Similarity	NPC245975
0.8882	High Similarity	NPC157522
0.8882	High Similarity	NPC307286
0.8869	High Similarity	NPC277480
0.8851	High Similarity	NPC246153
0.8851	High Similarity	NPC240508
0.8848	High Similarity	NPC16935
0.8844	High Similarity	NPC476273
0.8844	High Similarity	NPC183843
0.8841	High Similarity	NPC45131
0.8837	High Similarity	NPC471841
0.8837	High Similarity	NPC49667
0.8837	High Similarity	NPC8127
0.883	High Similarity	NPC310794
0.881	High Similarity	NPC326520
0.8802	High Similarity	NPC219861
0.8786	High Similarity	NPC246877
0.878	High Similarity	NPC234485
0.878	High Similarity	NPC148938
0.8779	High Similarity	NPC287243
0.8773	High Similarity	NPC263676
0.8772	High Similarity	NPC28589
0.8772	High Similarity	NPC230619
0.8772	High Similarity	NPC54098
0.8772	High Similarity	NPC248593
0.8765	High Similarity	NPC202470
0.8757	High Similarity	NPC53640
0.8757	High Similarity	NPC170245
0.875	High Similarity	NPC15819
0.875	High Similarity	NPC205265
0.875	High Similarity	NPC472281
0.875	High Similarity	NPC41301
0.875	High Similarity	NPC65846
0.875	High Similarity	NPC472581
0.875	High Similarity	NPC18100
0.8743	High Similarity	NPC264293
0.8735	High Similarity	NPC55738
0.8727	High Similarity	NPC160015
0.8727	High Similarity	NPC180924
0.8727	High Similarity	NPC247677
0.8721	High Similarity	NPC117450
0.8721	High Similarity	NPC216842
0.8721	High Similarity	NPC82217
0.8721	High Similarity	NPC476640
0.8721	High Similarity	NPC37606
0.8721	High Similarity	NPC65885
0.872	High Similarity	NPC235333
0.872	High Similarity	NPC127172
0.8713	High Similarity	NPC102277
0.8713	High Similarity	NPC279209
0.8712	High Similarity	NPC58668
0.8712	High Similarity	NPC116604
0.8712	High Similarity	NPC115324
0.8712	High Similarity	NPC106372
0.8706	High Similarity	NPC50394
0.8706	High Similarity	NPC470704
0.8706	High Similarity	NPC150131
0.8698	High Similarity	NPC475888
0.8698	High Similarity	NPC472277
0.8693	High Similarity	NPC71260
0.869	High Similarity	NPC81679
0.869	High Similarity	NPC211107
0.869	High Similarity	NPC294965
0.8686	High Similarity	NPC475996
0.8683	High Similarity	NPC470326
0.8683	High Similarity	NPC228785
0.8683	High Similarity	NPC36217
0.8683	High Similarity	NPC220582
0.8683	High Similarity	NPC56085
0.8683	High Similarity	NPC14353
0.8683	High Similarity	NPC472962
0.8683	High Similarity	NPC472961
0.8683	High Similarity	NPC304839
0.8675	High Similarity	NPC260902
0.8675	High Similarity	NPC296957
0.8675	High Similarity	NPC212967
0.8675	High Similarity	NPC96342
0.8675	High Similarity	NPC164110
0.8675	High Similarity	NPC246647
0.8671	High Similarity	NPC290304
0.8671	High Similarity	NPC227906
0.8671	High Similarity	NPC139350
0.8671	High Similarity	NPC53917
0.8671	High Similarity	NPC236327
0.8667	High Similarity	NPC213936
0.8667	High Similarity	NPC268008
0.8667	High Similarity	NPC297531
0.8663	High Similarity	NPC174700
0.8663	High Similarity	NPC292794
0.8659	High Similarity	NPC207624
0.8659	High Similarity	NPC67654
0.8659	High Similarity	NPC125300
0.8659	High Similarity	NPC304954
0.8655	High Similarity	NPC242395
0.8647	High Similarity	NPC191012
0.8647	High Similarity	NPC43065
0.8647	High Similarity	NPC477517
0.8647	High Similarity	NPC472895
0.8647	High Similarity	NPC235610
0.8639	High Similarity	NPC474240
0.8639	High Similarity	NPC476822
0.8639	High Similarity	NPC7483
0.8639	High Similarity	NPC470459
0.8639	High Similarity	NPC124038
0.8639	High Similarity	NPC101769
0.8639	High Similarity	NPC475985
0.8639	High Similarity	NPC270837
0.8639	High Similarity	NPC472582
0.8631	High Similarity	NPC471499
0.8631	High Similarity	NPC45124
0.8631	High Similarity	NPC30655
0.8631	High Similarity	NPC61010
0.8631	High Similarity	NPC74854
0.8631	High Similarity	NPC40491
0.8631	High Similarity	NPC278052
0.8631	High Similarity	NPC258331
0.8631	High Similarity	NPC304387
0.8631	High Similarity	NPC187354
0.8623	High Similarity	NPC195832
0.8623	High Similarity	NPC100123
0.8623	High Similarity	NPC476350
0.8623	High Similarity	NPC476349
0.8621	High Similarity	NPC107244
0.8614	High Similarity	NPC474638
0.8614	High Similarity	NPC5379
0.8614	High Similarity	NPC250922
0.8614	High Similarity	NPC14561
0.8614	High Similarity	NPC475799
0.8614	High Similarity	NPC13779
0.8614	High Similarity	NPC77807
0.8613	High Similarity	NPC62640
0.8613	High Similarity	NPC473834
0.8613	High Similarity	NPC261471
0.8606	High Similarity	NPC183874
0.8606	High Similarity	NPC189130
0.8605	High Similarity	NPC218533
0.8605	High Similarity	NPC1827
0.8605	High Similarity	NPC190351
0.8605	High Similarity	NPC78830
0.8605	High Similarity	NPC476641
0.8605	High Similarity	NPC10576
0.8598	High Similarity	NPC23668
0.8598	High Similarity	NPC156244
0.8598	High Similarity	NPC133953
0.8598	High Similarity	NPC170169
0.8598	High Similarity	NPC28274
0.8598	High Similarity	NPC50403
0.8598	High Similarity	NPC193976
0.8596	High Similarity	NPC86477
0.8589	High Similarity	NPC178202
0.8588	High Similarity	NPC473286
0.8588	High Similarity	NPC476170
0.8588	High Similarity	NPC62261
0.8588	High Similarity	NPC300053
0.8588	High Similarity	NPC470457

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 NPC277510 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	407
0.1-0.2	1041
0.2-0.3	2041
0.3-0.4	2706
0.4-0.5	1625
0.5-0.6	880
0.6-0.7	304
0.7-0.8	115
0.8-0.85	20
0.85-0.9	11
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8743	High Similarity	NPD1247	Approved
0.8727	High Similarity	NPD3882	Suspended
0.8434	Intermediate Similarity	NPD1934	Approved
0.8421	Intermediate Similarity	NPD3926	Phase 2
0.8402	Intermediate Similarity	NPD919	Approved
0.8383	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.8372	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.8372	Intermediate Similarity	NPD6166	Phase 2
0.8372	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.8363	Intermediate Similarity	NPD6232	Discontinued
0.8324	Intermediate Similarity	NPD7473	Discontinued
0.8276	Intermediate Similarity	NPD3818	Discontinued
0.8274	Intermediate Similarity	NPD2801	Approved
0.8192	Intermediate Similarity	NPD6559	Discontinued
0.8182	Intermediate Similarity	NPD1512	Approved
0.8166	Intermediate Similarity	NPD1465	Phase 2
0.814	Intermediate Similarity	NPD5494	Approved
0.8118	Intermediate Similarity	NPD3817	Phase 2
0.8092	Intermediate Similarity	NPD6959	Discontinued
0.807	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8061	Intermediate Similarity	NPD1511	Approved
0.8024	Intermediate Similarity	NPD920	Approved
0.8023	Intermediate Similarity	NPD7075	Discontinued
0.8012	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7953	Intermediate Similarity	NPD7819	Suspended
0.7921	Intermediate Similarity	NPD5844	Phase 1
0.7919	Intermediate Similarity	NPD3749	Approved
0.7907	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7895	Intermediate Similarity	NPD6801	Discontinued
0.7882	Intermediate Similarity	NPD4380	Phase 2
0.7877	Intermediate Similarity	NPD7074	Phase 3
0.7849	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7845	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7836	Intermediate Similarity	NPD7411	Suspended
0.7833	Intermediate Similarity	NPD6797	Phase 2
0.7833	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7821	Intermediate Similarity	NPD7054	Approved
0.7818	Intermediate Similarity	NPD2800	Approved
0.7805	Intermediate Similarity	NPD2344	Approved
0.7798	Intermediate Similarity	NPD2533	Approved
0.7798	Intermediate Similarity	NPD2534	Approved
0.7798	Intermediate Similarity	NPD2532	Approved
0.7798	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.779	Intermediate Similarity	NPD7251	Discontinued
0.7778	Intermediate Similarity	NPD7472	Approved
0.7772	Intermediate Similarity	NPD8434	Phase 2
0.7753	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7747	Intermediate Similarity	NPD7808	Phase 3
0.7738	Intermediate Similarity	NPD6799	Approved
0.7719	Intermediate Similarity	NPD3226	Approved
0.7692	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7679	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7674	Intermediate Similarity	NPD6599	Discontinued
0.7651	Intermediate Similarity	NPD1549	Phase 2
0.7624	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD2309	Approved
0.7614	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7605	Intermediate Similarity	NPD1243	Approved
0.7604	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.7598	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7594	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.759	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.759	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.759	Intermediate Similarity	NPD1471	Phase 3
0.7576	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7576	Intermediate Similarity	NPD1510	Phase 2
0.7571	Intermediate Similarity	NPD6234	Discontinued
0.7546	Intermediate Similarity	NPD943	Approved
0.7546	Intermediate Similarity	NPD1240	Approved
0.7545	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD5402	Approved
0.7486	Intermediate Similarity	NPD7199	Phase 2
0.7485	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7485	Intermediate Similarity	NPD7422	Clinical (unspecified phase)
0.7473	Intermediate Similarity	NPD3751	Discontinued
0.747	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7458	Intermediate Similarity	NPD7768	Phase 2
0.7455	Intermediate Similarity	NPD1607	Approved
0.7433	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7425	Intermediate Similarity	NPD2796	Approved
0.7421	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7399	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7396	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7394	Intermediate Similarity	NPD230	Phase 1
0.7386	Intermediate Similarity	NPD37	Approved
0.7374	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.736	Intermediate Similarity	NPD4967	Phase 2
0.736	Intermediate Similarity	NPD4966	Approved
0.736	Intermediate Similarity	NPD4965	Approved
0.7353	Intermediate Similarity	NPD3750	Approved
0.7326	Intermediate Similarity	NPD7390	Discontinued
0.7321	Intermediate Similarity	NPD1551	Phase 2
0.7299	Intermediate Similarity	NPD5403	Approved
0.7283	Intermediate Similarity	NPD7228	Approved
0.7283	Intermediate Similarity	NPD5401	Approved
0.7268	Intermediate Similarity	NPD2403	Approved
0.7258	Intermediate Similarity	NPD5953	Discontinued
0.7253	Intermediate Similarity	NPD5711	Approved
0.7253	Intermediate Similarity	NPD5710	Approved
0.7239	Intermediate Similarity	NPD9494	Approved
0.7219	Intermediate Similarity	NPD2935	Discontinued
0.7214	Intermediate Similarity	NPD8151	Discontinued
0.7189	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7186	Intermediate Similarity	NPD447	Suspended
0.7176	Intermediate Similarity	NPD2346	Discontinued
0.7163	Intermediate Similarity	NPD7907	Approved
0.7158	Intermediate Similarity	NPD7229	Phase 3
0.7158	Intermediate Similarity	NPD3787	Discontinued
0.7157	Intermediate Similarity	NPD6778	Approved
0.7157	Intermediate Similarity	NPD6781	Approved
0.7157	Intermediate Similarity	NPD6779	Approved
0.7157	Intermediate Similarity	NPD6782	Approved
0.7157	Intermediate Similarity	NPD6780	Approved
0.7157	Intermediate Similarity	NPD6777	Approved
0.7157	Intermediate Similarity	NPD6776	Approved
0.7151	Intermediate Similarity	NPD7286	Phase 2
0.7143	Intermediate Similarity	NPD8312	Approved
0.7143	Intermediate Similarity	NPD6651	Approved
0.7143	Intermediate Similarity	NPD8313	Approved
0.7134	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD1613	Approved
0.7126	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7111	Intermediate Similarity	NPD2296	Approved
0.7097	Intermediate Similarity	NPD2163	Approved
0.7091	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7067	Intermediate Similarity	NPD4111	Phase 1
0.7067	Intermediate Similarity	NPD4665	Approved
0.7059	Intermediate Similarity	NPD3748	Approved
0.7059	Intermediate Similarity	NPD2799	Discontinued
0.7052	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7052	Intermediate Similarity	NPD4628	Phase 3
0.705	Intermediate Similarity	NPD7435	Discontinued
0.7048	Intermediate Similarity	NPD3027	Phase 3
0.7047	Intermediate Similarity	NPD4287	Approved
0.7031	Intermediate Similarity	NPD8150	Discontinued
0.7029	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7015	Intermediate Similarity	NPD7870	Phase 2
0.7015	Intermediate Similarity	NPD7871	Phase 2
0.7011	Intermediate Similarity	NPD6190	Approved
0.7005	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.6973	Remote Similarity	NPD6808	Phase 2
0.6965	Remote Similarity	NPD7696	Phase 3
0.6965	Remote Similarity	NPD7697	Approved
0.6965	Remote Similarity	NPD7698	Approved
0.6961	Remote Similarity	NPD5761	Phase 2
0.6961	Remote Similarity	NPD5760	Phase 2
0.6923	Remote Similarity	NPD4060	Phase 1
0.6919	Remote Similarity	NPD6100	Approved
0.6919	Remote Similarity	NPD6099	Approved
0.6912	Remote Similarity	NPD7701	Phase 2
0.6906	Remote Similarity	NPD6280	Approved
0.6906	Remote Similarity	NPD6279	Approved
0.6905	Remote Similarity	NPD6859	Clinical (unspecified phase)
0.6905	Remote Similarity	NPD2313	Discontinued
0.6904	Remote Similarity	NPD6534	Approved
0.6904	Remote Similarity	NPD6535	Approved
0.6898	Remote Similarity	NPD4575	Clinical (unspecified phase)
0.6859	Remote Similarity	NPD7240	Approved
0.6859	Remote Similarity	NPD7685	Pre-registration
0.6859	Remote Similarity	NPD3658	Clinical (unspecified phase)
0.6854	Remote Similarity	NPD5619	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD5242	Approved
0.6845	Remote Similarity	NPD7874	Approved
0.6845	Remote Similarity	NPD7875	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD1729	Discontinued
0.6833	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD2491	Approved
0.6832	Remote Similarity	NPD3057	Approved
0.6812	Remote Similarity	NPD7783	Phase 2
0.6812	Remote Similarity	NPD7801	Approved
0.6812	Remote Similarity	NPD7782	Clinical (unspecified phase)
0.6807	Remote Similarity	NPD1470	Approved
0.6805	Remote Similarity	NPD4907	Clinical (unspecified phase)
0.6805	Remote Similarity	NPD3764	Approved
0.68	Remote Similarity	NPD7700	Phase 2
0.68	Remote Similarity	NPD7699	Phase 2
0.6788	Remote Similarity	NPD4379	Clinical (unspecified phase)
0.6784	Remote Similarity	NPD1933	Approved
0.6782	Remote Similarity	NPD2494	Approved
0.6782	Remote Similarity	NPD2493	Approved
0.6778	Remote Similarity	NPD1653	Approved
0.6761	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD7090	Clinical (unspecified phase)
0.6749	Remote Similarity	NPD3533	Approved
0.6749	Remote Similarity	NPD3448	Approved
0.6749	Remote Similarity	NPD2972	Approved
0.6746	Remote Similarity	NPD4625	Phase 3
0.673	Remote Similarity	NPD8404	Phase 2
0.6727	Remote Similarity	NPD9269	Phase 2
0.6724	Remote Similarity	NPD5404	Approved
0.6724	Remote Similarity	NPD5405	Approved
0.6724	Remote Similarity	NPD5406	Approved
0.6724	Remote Similarity	NPD5408	Approved
0.6707	Remote Similarity	NPD1203	Approved
0.6704	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.67	Remote Similarity	NPD3450	Approved
0.67	Remote Similarity	NPD4361	Phase 2
0.67	Remote Similarity	NPD4362	Clinical (unspecified phase)
0.67	Remote Similarity	NPD3452	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