NPASS Compound

Natural Product: NPC180862

Natural Product ID	NPC180862
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	BGNXCDMCOKJUMV-UHFFFAOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	16043
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0002811] Phenylpropanes

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 26 26 0 0 0 0 0 0 0 0999 V2000 -1.3438 -1.7968 0.1280 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1889 -0.3560 -0.2924 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2134 0.4664 0.4522 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4844 -0.2897 -1.7769 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1920 0.0671 -0.0230 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0262 0.5063 -1.0303 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3311 0.8935 -0.7060 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7943 0.8434 0.5979 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9467 0.3978 1.6176 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6524 0.0178 1.2700 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1989 -0.4247 2.2634 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1724 1.3357 -1.7175 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4422 -2.1316 0.6940 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2617 -1.9397 0.7656 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4915 -2.4344 -0.7572 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3579 0.0811 1.4857 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1845 0.3273 -0.0681 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9739 1.5326 0.4076 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4933 -0.7279 -1.9524 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7710 -0.9646 -2.2957 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4113 0.7508 -2.1518 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6515 0.5403 -2.0438 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8082 1.1531 0.7937 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3003 0.3554 2.6391 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1025 0.0039 3.1802 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0443 1.7926 -1.4798 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 2 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 9 10 2 0 10 11 1 0 7 12 1 0 10 5 1 0 1 13 1 0 1 14 1 0 1 15 1 0 3 16 1 0 3 17 1 0 3 18 1 0 4 19 1 0 4 20 1 0 4 21 1 0 6 22 1 0 8 23 1 0 9 24 1 0 11 25 1 0 12 26 1 0 M END

Standard InCHIKey	BGNXCDMCOKJUMV-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3
SMILES	CC(C)(C)c1cc(ccc1O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	166.1	Volume:	182.631 ? Van der Waals volume.
Dense:	0.909	LogP:	2.459 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.435 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.2 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	6.0
TPSA:	40.46 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	2.0	Rings:	1.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.581	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.068	Fsp³:	0.4
MCE-18:	9.0 ? 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:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.157	Fluc inhibitor:	0.047 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.002 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.995	Promiscuous compounds:	0.133

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.86	MDCK Permeability:	-4.81
Pgp-inhibitor:	0.317	Pgp-substrate:	0.155
PAMPA:	0.316 ? 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):	0.225
20% Bioavailability (F20%):	0.908	30% Bioavailability (F30%):	0.947
50% Bioavailability (F50%):	0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.009	MRP1:	0.558
Plasma Protein Binding (PPB):	66.847%	Volume Distribution (VD):	0.255
Fu:	32.561% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.986
OATP1B3 inhibitor:	0.983	BCRP inhibitor:	0.04
BSEP inhibitor:	0.661

ADMET: Metabolism

CYP1A2-inhibitor:	0.05	CYP1A2-substrate:	0.135
CYP2C19-inhibitor:	0.038	CYP2C19-substrate:	0.037
CYP2C9-inhibitor:	0.492	CYP2C9-substrate:	0.148
CYP2D6-inhibitor:	0.818	CYP2D6-substrate:	0.006
CYP3A4-inhibitor:	0.274	CYP3A4-substrate:	0.445
CYP2B6-substrate:	0.022	CYP2C8-inhibitor:	0.5
HLM stability:	0.807 ? 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):

13.052

Half-life (T1/2):

1.266

ADMET: Toxicity

hERG Blockers:	0.1	hERG Blockers (10um):	0.743
Human Hepatotoxicity (H-HT):	0.286	Drug-induced Liver Injury (DILI):	0.098
AMES Toxicity:	0.249	Rat Oral Acute Toxicity:	0.413
Maximum Recommended Daily Dose:	0.503	Skin Sensitization:	0.776
Carcinogencity:	0.406	Eye Corrosion:	0.968
Eye Irritation:	0.998	Respiratory Toxicity:	0.729
Drug-induced Neurotoxicity:	0.418	Ototoxicity:	0.328
Hematotoxicity:	0.113	Drug-induced Nephrotoxicity:	0.134
Genotoxicity:	0.125	RPMI-8226 Immunitoxicity:	0.049
A549 Cytotoxicity:	0.535	Hek293 Cytotoxicity:	0.465
BCF:	1.773 ? 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:	4.524 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.276 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.955 ? 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]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s40502-015-0143-x]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1093/pcp/pcg054]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443709050069]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443711030101]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10843584]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[12713396]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15497934]
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]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[20022509]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21866899]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23325115]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[23541646]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	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]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28140583]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28617598]
NPO40301	Prangos haussknechtii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28885836]
NPO40367	Streptosporangium sp.	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	PMID[30178674]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	PMID[30407007]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30649869]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	Whole Fruits	n.a.	n.a.	PMID[32159343]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39683057]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7381508]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO40367	Streptosporangium sp.	Species	Streptosporangiaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO40301	Prangos haussknechtii	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29384	Glycyrrhiza glabra	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[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28734	Physalis peruviana	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25976	Dendronephthya gigantea	Species	Nephtheidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
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
FC	48
EC50	13
IC50	10
CD	5
Ratio	6
Activity	26
Inhibition	2

Activity Type	# Activity
Individual protein	56
Cell line	13
Others	23
Unchecked	13
Non-molecular	4
Protein-protein interaction	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	5.21	n.a.	PMID[24053646]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	3.24	n.a.	PMID[24053646]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.06	n.a.	PMID[24053646]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	EC50	=	91530.0	nM	PMID[24053646]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.5	n.a.	PMID[24053646]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.04	n.a.	PMID[24053646]
NPT2808	Individual protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	1.12	n.a.	PMID[24512214]
NPT2808	Individual protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	1.62	n.a.	PMID[24512214]
NPT2808	Individual protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	2.22	n.a.	PMID[24512214]
NPT2808	Individual protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	3.81	n.a.	PMID[24512214]
NPT2808	Individual protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	6.21	n.a.	PMID[24512214]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.77	n.a.	PMID[25907366]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.01	n.a.	PMID[26519930]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.3	n.a.	PMID[26519930]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.0	n.a.	PMID[26519930]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.1	n.a.	PMID[26519930]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.51	n.a.	PMID[26841168]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	4.34	n.a.	PMID[26841168]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.18	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.25	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.24	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.14	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	5.2	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	8.46	n.a.	PMID[27316545]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	4.6	n.a.	PMID[28140583]
NPT1651	Individual protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	CD	=	1.0	uM	DOI[10.1039/C6MD00456C]
NPT1651	Individual protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	CD	=	6.0	uM	DOI[10.1039/C6MD00456C]
NPT1651	Individual protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	Ratio	=	6.0	n.a.	DOI[10.1039/C6MD00456C]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	1.41	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	2.14	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	5.27	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	1.18	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	1.25	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Activity	=	1.24	uM	PMID[30196061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	4.87	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	3.38	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.27	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.46	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.02	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.04	n.a.	PMID[31283229]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.68	n.a.	PMID[31859162]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.7	n.a.	PMID[31859162]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	5.1	n.a.	PMID[31859162]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	4.73	n.a.	PMID[31859162]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	CD	=	1.68	uM	PMID[27736061]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	29.0	n.a.	PMID[35167289]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.17	n.a.	PMID[37689216]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.98	n.a.	PMID[37689216]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.78	n.a.	PMID[37689216]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.24	n.a.	PMID[37689216]
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	1.7	n.a.	PMID[35032608]
NPT741	Individual protein	Tyrosinase	Homo sapiens	IC50	=	54200.0	nM	PMID[25726329]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	EC50	=	12600.0	nM	PMID[20966043]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	EC50	=	2000.0	nM	PMID[20966043]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT393	Cell line	HCT-116	Homo sapiens	IC50	>	100000.0	nM	PMID[23820128]
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	0.882	%	PMID[28238613]
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	1.1	%	PMID[28238613]
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	97.1	%	PMID[28238613]
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	70.42	%	PMID[32402936]
NPT71	Cell line	HEK293	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[35167289]
NPT1970	Cell line	THP-1	Homo sapiens	Activity	=	58.58	%	PMID[35253427]
NPT1970	Cell line	THP-1	Homo sapiens	Activity	=	50.88	%	PMID[35253427]
NPT1970	Cell line	THP-1	Homo sapiens	IC50	>	100000.0	nM	PMID[35253427]
NPT1970	Cell line	THP-1	Homo sapiens	Activity	=	98.29	%	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	FC	=	2.98	n.a.	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	Activity	n.a.	n.a.	n.a.	PMID[34292749]
NPT28438	Unchecked	Unchecked	n.a.	Activity	=	83.96	%	PMID[34292749]
NPT28438	Unchecked	Unchecked	n.a.	Activity	=	13.91	%	PMID[34292749]
NPT28438	Unchecked	Unchecked	n.a.	FC	=	12.04	n.a.	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	FC	=	15.94	n.a.	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	FC	=	2.94	n.a.	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	Activity	=	1.4	%	PMID[34292749]
NPT28438	Unchecked	Unchecked	n.a.	FC	=	3.13	n.a.	PMID[35253427]
NPT28438	Unchecked	Unchecked	n.a.	Activity	=	0.84	%	PMID[34292749]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Inhibition	=	82.2	%	PMID[17166720]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	>	90.0	%	PMID[9917288]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	>	200000.0	nM	PMID[23711920]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	65000.0	nM	PMID[23711920]
NPT1	Others	Radical scavenging activity	n.a.	IC50	=	14.46	ug.mL-1	DOI[10.1007/s00044-011-9915-7]
NPT1	Others	Radical scavenging activity	n.a.	EC50	=	36000.0	nM	PMID[23711920]
NPT21742	Cell line	L02	Homo sapiens	Activity	<=	7.0	%	PMID[30196061]
NPT35	Others	n.a.	n.a.	Inhibition	=	90.0	%	PMID[10579873]
NPT22155	Protein-protein interaction	Keap1/Nrf2	Homo sapiens	FC	=	5.08	n.a.	PMID[23820128]
NPT35	Others	n.a.	n.a.	EC50	=	57500.0	nM	PMID[26519930]
NPT27	Others	Unspecified	n.a.	IC50	=	147000.0	nM	PMID[26970663]
NPT2	Others	Unspecified	n.a.	CD	=	1.0	uM	PMID[26970663]
NPT2	Others	Unspecified	n.a.	Ratio	=	147.0	n.a.	PMID[26970663]
NPT2	Others	Unspecified	n.a.	Ratio	=	6.0	n.a.	PMID[26970663]
NPT2	Others	Unspecified	n.a.	Ratio	=	10.0	n.a.	PMID[26970663]
NPT2	Others	Unspecified	n.a.	CD	=	6.0	uM	PMID[26970663]
NPT27	Others	Unspecified	n.a.	IC50	=	60000.0	nM	PMID[26970663]
NPT2	Others	Unspecified	n.a.	IC50	=	147000.0	nM	DOI[10.1039/C6MD00456C]
NPT2	Others	Unspecified	n.a.	Ratio	=	147.0	n.a.	DOI[10.1039/C6MD00456C]
NPT2	Others	Unspecified	n.a.	IC50	=	60000.0	nM	DOI[10.1039/C6MD00456C]
NPT2	Others	Unspecified	n.a.	Ratio	=	10.0	n.a.	DOI[10.1039/C6MD00456C]
NPT35	Others	n.a.	n.a.	IC50	=	150400.0	nM	PMID[28885836]
NPT2	Others	Unspecified	n.a.	IC50	=	10000.0	nM	PMID[28885836]
NPT35	Others	n.a.	n.a.	EC50	=	10000.0	nM	PMID[30178674]
NPT35	Others	n.a.	n.a.	EC50	=	482000.0	nM	PMID[30178674]
NPT35	Others	n.a.	n.a.	EC50	=	1923000.0	nM	PMID[30178674]
NPT2	Others	Unspecified	n.a.	EC50	=	9900.0	nM	PMID[31753804]
NPT2	Others	Unspecified	n.a.	EC50	=	12000.0	nM	PMID[31753804]
NPT2	Others	Unspecified	n.a.	EC50	>	400000.0	nM	PMID[31753804]

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 NPC180862 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	31966
0.1-0.2	15975
0.2-0.3	1733
0.3-0.4	154
0.4-0.5	19
0.5-0.6	7
0.6-0.7	1
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	Natural Product ID
0.6087	Remote Similarity	NPC29373
0.5833	Remote Similarity	NPC269212
0.5652	Remote Similarity	NPC602206
0.5556	Remote Similarity	NPC240163
0.5385	Remote Similarity	NPC55903
0.5385	Remote Similarity	NPC88420
0.5185	Remote Similarity	NPC163154
0.5161	Remote Similarity	NPC473524

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC180862 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7109
0.1-0.2	1856
0.2-0.3	164
0.3-0.4	20
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	Drug ID	Developmental Stage
1.0	High Similarity	NPD289	Clinical (unspecified phase)

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