NPASS Compound

Natural Product: NPC189663

Natural Product ID	NPC189663
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SDHTXBWLVGWJFT-XKCURVIJSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1164920
PubChem CID	5321010
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0003782] Kaurane diterpenoids

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 54 58 0 0 0 0 0 0 0 0999 V2000 4.6944 -1.0421 1.4000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6348 -0.6862 0.7290 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6586 0.3257 -0.3928 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1333 1.6069 0.1527 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6889 1.8753 -0.1823 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8628 0.7154 0.2049 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5565 0.7457 -0.3762 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4610 0.4655 -1.8451 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0725 -0.7798 -2.0727 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4759 -1.4177 -0.8824 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7487 -1.6702 -0.0620 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3156 -0.3180 0.3593 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7816 -0.3034 0.2647 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3091 -0.8876 1.5959 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3846 -1.2187 -0.7752 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4272 1.0400 0.1519 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6092 2.0818 -0.5196 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1615 2.0827 -0.0783 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5359 3.1095 -0.8141 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5420 -2.5068 1.0149 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5113 -0.5605 -0.2631 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2483 -1.1341 0.8690 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8775 -1.8628 1.8118 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5997 -0.3173 -1.2820 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0253 -1.5709 -1.7296 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0371 -2.6415 -1.2330 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6499 -0.6077 1.1633 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6785 -1.7661 2.2030 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6346 0.3836 -0.8710 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2453 1.6351 1.2744 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7585 2.4390 -0.2308 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6311 2.2051 -1.2158 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3831 2.7478 0.4680 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7277 0.7166 1.3125 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4657 0.6154 -2.3297 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1548 1.3011 -2.2920 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4694 -2.2091 -0.7337 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9985 -0.2139 1.4416 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7746 -1.8253 1.7587 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1352 -0.1845 2.4159 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3981 -1.1351 1.4801 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4828 -2.2646 -0.4330 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9163 -1.1976 -1.7465 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4487 -0.8683 -0.9270 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7299 1.4541 1.1593 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3909 0.9487 -0.4040 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7204 2.0603 -1.6240 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0147 3.0923 -0.2145 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1333 2.2669 0.9960 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1887 3.8199 -1.0542 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8914 -3.4164 0.8908 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3171 0.2849 -2.1306 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3176 -2.1116 -0.9691 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9731 -3.3016 -0.4970 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 6 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 13 15 1 0 13 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 11 20 1 0 10 21 1 0 21 22 1 1 22 23 2 0 21 24 1 0 24 25 1 0 10 26 1 6 22 2 1 0 24 3 1 0 21 6 1 0 18 7 1 0 12 7 1 0 1 27 1 0 1 28 1 0 3 29 1 6 4 30 1 0 4 31 1 0 5 32 1 0 5 33 1 0 6 34 1 1 8 35 1 0 8 36 1 0 11 37 1 6 12 38 1 1 14 39 1 0 14 40 1 0 14 41 1 0 15 42 1 0 15 43 1 0 15 44 1 0 16 45 1 0 16 46 1 0 17 47 1 0 17 48 1 0 18 49 1 1 19 50 1 0 20 51 1 0 24 52 1 6 25 53 1 0 26 54 1 0 M END

Standard InCHIKey	SDHTXBWLVGWJFT-XKCURVIJSA-N
Standard InCHI	InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20+/m0/s1
SMILES	C=C1[C@@H]2CC[C@H]3[C@]45CO[C@]([C@H]([C@@H]5C(C)(C)CC[C@@H]4O)O)([C@@]3(C1=O)[C@@H]2O)O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-1656(02)00067-6]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18078747]
NPO17800	Isodon rosthornii	Species	Lamiaceae	Eukaryota	aerial parts	n.a.	n.a.	PMID[23819871]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25590529]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8882438]
NPO24502	Rosa roxburghii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17800	Isodon rosthornii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17800	Isodon rosthornii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24502	Rosa roxburghii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24502	Rosa roxburghii	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17800	Isodon rosthornii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17800	Isodon rosthornii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26542	Rubia cordifolia	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28626	Isodon rubescens	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24502	Rosa roxburghii	Species	Rosaceae	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	Organism Name	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
Inhibition	12
IC50	72
TGI	2
EC50	1
Ratio IC50	3

Activity Type	# Activity
Individual protein	3
Cell line	74
Single protein	5
Organism	2
Unchecked	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT25490	Single protein	NACHT, LRR and PYD domains-containing protein 3	Mus musculus	Inhibition	=	73.85	%	PMID[35428012]
NPT25490	Single protein	NACHT, LRR and PYD domains-containing protein 3	Mus musculus	IC50	=	810.0	nM	PMID[34506712]
NPT25490	Single protein	NACHT, LRR and PYD domains-containing protein 3	Mus musculus	Inhibition	=	83.26	%	PMID[34506712]
NPT25490	Single protein	NACHT, LRR and PYD domains-containing protein 3	Mus musculus	Inhibition	=	69.52	%	PMID[34506712]
NPT25490	Single protein	NACHT, LRR and PYD domains-containing protein 3	Mus musculus	IC50	=	810.0	nM	PMID[35428012]
NPT4115	Individual protein	Exportin-1	Homo sapiens	Inhibition	n.a.	n.a.	%	PMID[33890470]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	5200.0	nM	PMID[23819871]
NPT660	Cell line	SW480	Homo sapiens	IC50	>	10000.0	nM	PMID[23819871]
NPT83	Cell line	MCF7	Homo sapiens	IC50	>	10000.0	nM	PMID[23819871]
NPT81	Cell line	A549	Homo sapiens	IC50	>	10000.0	nM	PMID[23819871]
NPT659	Cell line	SMMC-7721	Homo sapiens	IC50	>	10000.0	nM	PMID[23819871]
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	2500.0	nM	PMID[23819871]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	17890.0	nM	PMID[28165738]
NPT181	Cell line	Bel-7402	Homo sapiens	IC50	=	5410.0	nM	PMID[28165738]
NPT3140	Cell line	MGC-803	Homo sapiens	IC50	=	9060.0	nM	PMID[28165738]
NPT1178	Cell line	KB 3-1	Homo sapiens	IC50	=	13240.0	nM	PMID[28165738]
NPT111	Cell line	K562	Homo sapiens	IC50	=	4330.0	nM	PMID[28165738]
NPT397	Cell line	NCI-H460	Homo sapiens	IC50	=	20510.0	nM	PMID[28165738]
NPT83	Cell line	MCF7	Homo sapiens	TGI	=	58.93	%	PMID[28165738]
NPT181	Cell line	Bel-7402	Homo sapiens	IC50	=	7850.0	nM	PMID[30921757]
NPT515	Cell line	SGC-7901	Homo sapiens	IC50	=	7130.0	nM	PMID[30921757]
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	9460.0	nM	PMID[30921757]
NPT306	Cell line	PC-3	Homo sapiens	IC50	=	10070.0	nM	PMID[30921757]
NPT81	Cell line	A549	Homo sapiens	IC50	=	18150.0	nM	PMID[30921757]
NPT111	Cell line	K562	Homo sapiens	IC50	=	4640.0	nM	PMID[30921757]
NPT65	Cell line	HepG2	Homo sapiens	IC50	=	8120.0	nM	PMID[31200238]
NPT389	Cell line	RPMI-8226	Homo sapiens	IC50	=	9250.0	nM	PMID[31200238]
NPT81	Cell line	A549	Homo sapiens	IC50	=	30400.0	nM	PMID[31200238]
NPT4611	Cell line	PLC-PRF-5	Homo sapiens	IC50	=	7410.0	nM	PMID[31200238]
NPT111	Cell line	K562	Homo sapiens	IC50	=	4790.0	nM	PMID[31202992]
NPT181	Cell line	Bel-7402	Homo sapiens	IC50	=	8310.0	nM	PMID[31202992]
NPT515	Cell line	SGC-7901	Homo sapiens	IC50	=	7870.0	nM	PMID[31202992]
NPT81	Cell line	A549	Homo sapiens	IC50	=	17800.0	nM	PMID[31202992]
NPT927	Cell line	PBMC	Homo sapiens	IC50	>	50000.0	nM	PMID[31202992]
NPT393	Cell line	HCT-116	Homo sapiens	IC50	=	6840.0	nM	PMID[30981113]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	17560.0	nM	PMID[30981113]
NPT181	Cell line	Bel-7402	Homo sapiens	IC50	=	9590.0	nM	PMID[30981113]
NPT393	Cell line	HCT-116	Homo sapiens	TGI	=	58.61	%	PMID[30981113]
NPT82	Cell line	MDA-MB-231	Homo sapiens	EC50	=	29400.0	nM	PMID[30981113]
NPT2112	Cell line	TE-1	Homo sapiens	IC50	=	12730.0	nM	PMID[32883640]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	21970.0	nM	PMID[31494472]
NPT81	Cell line	A549	Homo sapiens	IC50	=	13450.0	nM	PMID[31494472]
NPT3140	Cell line	MGC-803	Homo sapiens	IC50	=	14130.0	nM	PMID[31494472]
NPT1900	Cell line	DU-4475	Homo sapiens	IC50	=	16950.0	nM	PMID[32610904]
NPT2426	Cell line	HCC1806	Homo sapiens	IC50	=	21740.0	nM	PMID[32610904]
NPT784	Cell line	MDA-MB-468	Homo sapiens	IC50	=	17280.0	nM	PMID[32610904]
NPT82	Cell line	MDA-MB-231	Homo sapiens	IC50	=	17920.0	nM	PMID[32610904]
NPT1884	Cell line	HCC1937	Homo sapiens	IC50	=	8270.0	nM	PMID[32610904]
NPT396	Cell line	T47D	Homo sapiens	IC50	=	7560.0	nM	PMID[32610904]
NPT2488	Cell line	MDA-MB-453	Homo sapiens	IC50	=	6670.0	nM	PMID[32610904]
NPT134	Cell line	SK-BR-3	Homo sapiens	IC50	=	8490.0	nM	PMID[32610904]
NPT378	Cell line	NCI/ADR-RES	Homo sapiens	IC50	=	26180.0	nM	PMID[32610904]
NPT82	Cell line	MDA-MB-231	Homo sapiens	IC50	=	11620.0	nM	PMID[35121201]
NPT82	Cell line	MDA-MB-231	Homo sapiens	IC50	=	11680.0	nM	PMID[36037626]
NPT659	Cell line	SMMC-7721	Homo sapiens	IC50	=	12570.0	nM	PMID[35121201]
NPT1357	Cell line	H22	Mus musculus	IC50	=	4880.0	nM	PMID[35121201]
NPT515	Cell line	SGC-7901	Homo sapiens	Inhibition	=	20.0	%	PMID[34669417]
NPT515	Cell line	SGC-7901	Homo sapiens	Inhibition	=	75.0	%	PMID[34669417]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	11110.0	nM	PMID[35121201]
NPT111	Cell line	K562	Homo sapiens	IC50	=	4250.0	nM	PMID[36037626]
NPT660	Cell line	SW480	Homo sapiens	IC50	=	11630.0	nM	PMID[35121201]
NPT393	Cell line	HCT-116	Homo sapiens	IC50	=	6840.0	nM	PMID[38107170]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	6600.0	nM	PMID[35033884]
NPT515	Cell line	SGC-7901	Homo sapiens	Inhibition	=	90.0	%	PMID[34669417]
NPT515	Cell line	SGC-7901	Homo sapiens	Inhibition	=	35.0	%	PMID[34669417]
NPT3140	Cell line	MGC-803	Homo sapiens	IC50	=	15110.0	nM	PMID[35121201]
NPT660	Cell line	SW480	Homo sapiens	IC50	=	10590.0	nM	PMID[36037626]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	17280.0	nM	PMID[35121201]
NPT111	Cell line	K562	Homo sapiens	IC50	=	4320.0	nM	PMID[35121201]
NPT659	Cell line	SMMC-7721	Homo sapiens	IC50	=	14410.0	nM	PMID[36037626]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	DOI[10.6019/CHEMBL4651402]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	DOI[10.6019/CHEMBL4651402]
NPT28438	Unchecked	Unchecked	n.a.	Ratio IC50	=	2.73	n.a.	PMID[35121201]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	14050.0	nM	PMID[35121201]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	n.a.	n.a.	%	PMID[33890470]
NPT28438	Unchecked	Unchecked	n.a.	Ratio IC50	=	1.74	n.a.	PMID[36037626]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	19530.0	nM	PMID[30921757]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	17470.0	nM	PMID[31200238]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	18680.0	nM	PMID[31202992]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	6970.0	nM	PMID[30981113]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	25010.0	nM	PMID[36037626]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	42250.0	nM	PMID[35428012]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	38200.0	nM	PMID[34506712]
NPT21742	Cell line	L02	Homo sapiens	IC50	=	34320.0	nM	PMID[35121201]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC189663 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	19876
0.1-0.2	26204
0.2-0.3	3595
0.3-0.4	99
0.4-0.5	39
0.5-0.6	21
0.6-0.7	16
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC55973
1.0	High Similarity	NPC89860
1.0	High Similarity	NPC153234
0.8302	Intermediate Similarity	NPC488144
0.8302	Intermediate Similarity	NPC483202
0.7719	Intermediate Similarity	NPC488142
0.7719	Intermediate Similarity	NPC213320
0.6897	Remote Similarity	NPC488145
0.6842	Remote Similarity	NPC475803
0.6724	Remote Similarity	NPC130511
0.6724	Remote Similarity	NPC307660
0.6667	Remote Similarity	NPC488143
0.6552	Remote Similarity	NPC471461
0.6441	Remote Similarity	NPC471476
0.6441	Remote Similarity	NPC473324
0.6393	Remote Similarity	NPC471244
0.6393	Remote Similarity	NPC471093
0.6379	Remote Similarity	NPC30477
0.6333	Remote Similarity	NPC63244
0.6333	Remote Similarity	NPC122339
0.6094	Remote Similarity	NPC488148
0.6094	Remote Similarity	NPC471245
0.6032	Remote Similarity	NPC102741
0.5833	Remote Similarity	NPC473352
0.5738	Remote Similarity	NPC309388
0.5625	Remote Similarity	NPC473397
0.5606	Remote Similarity	NPC474927
0.5574	Remote Similarity	NPC252679
0.5574	Remote Similarity	NPC118721
0.5556	Remote Similarity	NPC483201
0.5556	Remote Similarity	NPC477352
0.5323	Remote Similarity	NPC473348
0.5303	Remote Similarity	NPC145625
0.5231	Remote Similarity	NPC488156
0.5231	Remote Similarity	NPC321423
0.5231	Remote Similarity	NPC488155
0.5224	Remote Similarity	NPC473410
0.5224	Remote Similarity	NPC471094
0.5224	Remote Similarity	NPC469984
0.5152	Remote Similarity	NPC483203
0.5147	Remote Similarity	NPC88945
0.5079	Remote Similarity	NPC52899
0.5079	Remote Similarity	NPC327247
0.5075	Remote Similarity	NPC132668

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC189663 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6768
0.1-0.2	2269
0.2-0.3	113
0.3-0.4	0
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
		NPD

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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