NPASS Compound

Natural Product: NPC482753

Natural Product ID	NPC482753
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PGZUMBJQJWIWGJ-ONAKXNSWSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	78000
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000264] Organic acids and derivatives [CHEMONTID:0000265] Carboxylic acids and derivatives [CHEMONTID:0000013] Amino acids, peptides, and analogues [CHEMONTID:0000347] Amino acids and derivatives [CHEMONTID:0001880] Gamma amino acids and derivatives

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 58 57 0 0 0 0 0 0 0 0999 V2000 -3.8569 0.4177 0.4287 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5333 -0.9809 0.8381 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3324 -1.5533 0.1009 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1629 -2.9778 0.6541 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3941 -3.8157 0.4068 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1719 -0.8928 0.4143 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4292 -0.4564 -0.6818 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9010 -1.1075 -0.7298 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9221 -0.6011 -0.0507 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5664 0.6503 0.7263 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9617 1.5444 -0.3170 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4002 1.0449 -0.6720 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8295 1.5837 -1.9608 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3949 2.7249 -2.0920 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7212 3.6979 -1.0485 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7305 3.0485 -3.4322 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9841 2.9370 0.0663 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2465 -1.1078 -0.0058 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5691 -2.1323 -0.6536 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 -0.4927 0.7532 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5674 -1.0051 0.7962 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3636 -0.1258 1.7184 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3815 1.5127 -0.3017 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0949 0.0643 0.5503 P 0 0 0 0 0 0 0 0 0 0 0 0 -0.2740 0.3295 2.0253 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5177 -0.3304 0.2961 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1733 -1.0850 0.0612 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6687 0.6073 -0.6557 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9626 0.5634 0.5539 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3741 1.1988 1.0366 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3947 -1.6293 0.6002 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3751 -1.0094 1.9313 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5640 -1.6724 -0.9579 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3420 -3.4525 0.0862 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9334 -2.9479 1.7399 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1804 -3.7002 1.1634 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7723 -3.5635 -0.6194 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0667 -4.8774 0.4084 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9959 -0.7645 -1.5926 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0466 -1.9836 -1.3082 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4104 1.0725 1.2668 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7585 0.3186 1.4399 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 1.4621 -1.2186 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1418 1.4195 0.0973 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9443 3.2746 -0.0483 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9965 4.5441 -1.0368 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6910 4.1960 -1.3678 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4081 2.4891 -4.2071 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5333 3.1541 0.9630 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8985 3.3966 -0.1155 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9694 -0.7876 -0.2399 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6243 -2.0721 0.9952 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9122 0.8937 1.6747 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2437 -0.4760 2.7504 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4265 -0.0536 1.4012 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0692 1.5028 -1.1860 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6525 -0.8289 -0.5345 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3158 -1.1651 -0.9107 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 3 6 1 0 6 7 1 0 7 8 1 0 8 9 2 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 2 3 14 15 1 0 14 16 1 0 11 17 1 0 9 18 1 0 18 19 2 0 18 20 1 0 20 21 1 0 21 22 1 0 23 24 1 0 24 25 2 0 24 26 1 0 24 27 1 0 12 7 1 0 1 28 1 0 1 29 1 0 1 30 1 0 2 31 1 0 2 32 1 0 3 33 1 0 4 34 1 0 4 35 1 0 5 36 1 0 5 37 1 0 5 38 1 0 7 39 1 6 8 40 1 0 10 41 1 0 10 42 1 0 11 43 1 6 12 44 1 1 15 45 1 0 15 46 1 0 15 47 1 0 16 48 1 0 17 49 1 0 17 50 1 0 21 51 1 0 21 52 1 0 22 53 1 0 22 54 1 0 22 55 1 0 23 56 1 0 26 57 1 0 27 58 1 0 M END

Standard InCHIKey	PGZUMBJQJWIWGJ-ONAKXNSWSA-N
Standard InCHI	InChI=1S/C16H28N2O4.H3O4P/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19;1-5(2,3)4/h9,12-15H,5-8,17H2,1-4H3,(H,18,19);(H3,1,2,3,4)/t13-,14+,15+;/m0./s1
SMILES	CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1N=C(C)O)N)C(=O)OCC.OP(=O)(O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	312.2	Volume:	325.981 ? Van der Waals volume.
Dense:	0.958	LogP:	1.372 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.33 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.092 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	8.0
TPSA:	94.14 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	3.0	Rings:	1.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.426	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.251	Fsp³:	0.75
MCE-18:	22.857 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.91	Fluc inhibitor:	0.003 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.141 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.026	Promiscuous compounds:	0.094

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.43	MDCK Permeability:	-4.851
Pgp-inhibitor:	0.068	Pgp-substrate:	0.734
PAMPA:	0.517 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.013
20% Bioavailability (F20%):	0.253	30% Bioavailability (F30%):	0.523
50% Bioavailability (F50%):	0.404

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.013	MRP1:	0.968
Plasma Protein Binding (PPB):	25.895%	Volume Distribution (VD):	0.14
Fu:	72.452% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.649
OATP1B3 inhibitor:	0.904	BCRP inhibitor:	0.015
BSEP inhibitor:	0.932

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.005
CYP2C19-inhibitor:	0.035	CYP2C19-substrate:	0.004
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.004
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.019
CYP3A4-inhibitor:	0.04	CYP3A4-substrate:	0.805
CYP2B6-substrate:	0.002	CYP2C8-inhibitor:	0.06
HLM stability:	0.491 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

4.565

Half-life (T1/2):

1.247

ADMET: Toxicity

hERG Blockers:	0.004	hERG Blockers (10um):	0.044
Human Hepatotoxicity (H-HT):	0.999	Drug-induced Liver Injury (DILI):	0.977
AMES Toxicity:	0.59	Rat Oral Acute Toxicity:	0.052
Maximum Recommended Daily Dose:	0.003	Skin Sensitization:	1.0
Carcinogencity:	0.818	Eye Corrosion:	0.0
Eye Irritation:	0.085	Respiratory Toxicity:	0.197
Drug-induced Neurotoxicity:	0.052	Ototoxicity:	0.959
Hematotoxicity:	0.198	Drug-induced Nephrotoxicity:	0.827
Genotoxicity:	0.951	RPMI-8226 Immunitoxicity:	0.019
A549 Cytotoxicity:	0.002	Hek293 Cytotoxicity:	0.005
BCF:	0.399 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.028 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.34 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.66 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11164-015-2099-x]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443711030101]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	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	10
IC50	25
Ki	2
Activity	3
Ratio	2
EC50	10
Ratio CC50/IC50	1
TC50	1
CC50	5
Ratio CC50/EC50	1

Activity Type	# Activity
Individual protein	9
Cell line	6
Organism	33
Unchecked	1
Single protein	2
Others	7
Non-molecular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3084	Individual protein	Neuraminidase	Influenza A virus	Inhibition	=	100.0	%	PMID[24613627]
NPT3084	Individual protein	Neuraminidase	Influenza A virus	IC50	=	800.0	nM	PMID[24613627]
NPT1240	Individual protein	Solute carrier family 15 member 1	Rattus norvegicus	IC50	=	18300000.0	nM	PMID[22490229]
NPT1237	Individual protein	Oligopeptide transporter small intestine isoform	Homo sapiens	IC50	=	27400000.0	nM	PMID[22490229]
NPT1249	Individual protein	Canalicular multispecific organic anion transporter 2	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT1028	Individual protein	Multidrug resistance-associated protein 4	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT1602	Individual protein	Neuraminidase	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	Ki	=	860.0	nM	PMID[31128993]
NPT713	Individual protein	Bile salt export pump	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	IC50	>	133000.0	nM	PMID[23956101]
NPT20556	Single protein	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.5153	%	DOI[10.6019/CHEMBL4495564]
NPT19375	Single protein	Solute carrier family 15 member 1	Mus musculus	IC50	=	10700000.0	nM	PMID[22490229]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT616	Cell line	MDCK	Canis lupus familiaris	TC50	=	1260.0	uM	PMID[22341943]
NPT616	Cell line	MDCK	Canis lupus familiaris	CC50	>	100000.0	nM	PMID[31425909]
NPT616	Cell line	MDCK	Canis lupus familiaris	CC50	>	100000.0	nM	PMID[31635892]
NPT616	Cell line	MDCK	Canis lupus familiaris	CC50	>	163260.0	nM	PMID[31559005]
NPT616	Cell line	MDCK	Canis lupus familiaris	CC50	>	200000.0	nM	PMID[26866456]
NPT616	Cell line	MDCK	Canis lupus familiaris	CC50	>	100000.0	nM	PMID[34795865]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-4.97	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT20555	Organism	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	0.01	%	DOI[10.6019/CHEMBL4495565]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	n.a.	n.a.	%	PMID[34905383]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Inhibition	=	78.0	%	PMID[24957203]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	45600.0	nM	PMID[24957203]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	>	214.5	uM	PMID[31559005]
NPT1453	Organism	Influenza A virus (A/PR/8/34(H1N1))	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	Activity	=	50.0	%	PMID[20047917]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	>	500000.0	nM	PMID[22341943]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	=	23450.0	nM	PMID[31425909]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	>	100000.0	nM	PMID[31425909]
NPT339	Organism	Influenza A virus H3N2	Influenza A virus H3N2	IC50	>	100000.0	nM	PMID[31635892]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	>	100000.0	nM	PMID[31635892]
NPT4249	Organism	Influenza B virus	Influenza B virus	IC50	>	100000.0	nM	PMID[34795865]
NPT27	Others	Unspecified	n.a.	Ratio	=	2.1	n.a.	PMID[18676886]
NPT27	Others	Unspecified	n.a.	Ratio	=	3.5	n.a.	PMID[18676886]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1100.0	nM	PMID[22341943]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	15500.0	nM	PMID[22341943]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	45600.0	nM	PMID[26841168]
NPT2	Others	Unspecified	n.a.	Activity	=	54.0	%	PMID[28433779]
NPT2	Others	Unspecified	n.a.	EC50	=	67000.0	nM	PMID[28433779]
NPT2	Others	Unspecified	n.a.	Ki	=	2000.0	nM	PMID[31128993]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1820.0	nM	PMID[31425909]
NPT2	Others	Unspecified	n.a.	Ratio CC50/IC50	>	54.94	n.a.	PMID[31425909]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	>	100000.0	nM	PMID[31425909]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1820.0	nM	PMID[31635892]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	340.0	nM	PMID[31559005]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	390.0	nM	PMID[31559005]
NPT742	Organism	Influenza A virus	Influenza A virus	Inhibition	=	86.5	%	PMID[26866456]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	12500.0	nM	PMID[26866456]
NPT742	Organism	Influenza A virus	Influenza A virus	Inhibition	>	80.0	%	PMID[34795865]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	2010.0	nM	PMID[34905383]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	11600.0	nM	PMID[34905383]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	n.a.	n.a.	n.a.	PMID[34905383]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	=	1820.0	nM	PMID[34795865]
NPT742	Organism	Influenza A virus	Influenza A virus	IC50	>	100000.0	nM	PMID[34795865]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	2250.0	nM	PMID[34905383]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	4620.0	nM	PMID[34905383]
NPT742	Organism	Influenza A virus	Influenza A virus	EC50	=	18500.0	nM	PMID[34905383]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	>	418.6	n.a.	PMID[31559005]

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 NPC482753 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	23865
0.1-0.2	25458
0.2-0.3	533
0.3-0.4	1
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	1

Similarity Score	Similarity Level	Natural Product ID
0.9773	High Similarity	NPC469895

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC482753 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5381
0.1-0.2	3697
0.2-0.3	70
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	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD2258	Approved
0.9773	High Similarity	NPD2259	Phase 4

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