NPASS Compound

Natural Product: NPC565062

Natural Product ID	NPC565062
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Masoprocol
IUPAC Name	4-[(2~{R},3~{S})-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butyl]benzene-1,2-diol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 44 45 0 0 0 0 0 0 0 0999 V2000 -1.2298 -2.0665 0.0614 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6885 -0.6470 0.2068 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4042 0.2997 -0.7266 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8584 0.3466 -0.4616 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4226 1.2377 0.4245 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8021 1.2558 0.6522 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6288 0.3833 -0.0039 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0123 0.4289 0.2491 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0828 -0.5067 -0.8862 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9213 -1.3881 -1.5485 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7222 -0.5149 -1.1021 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7886 -0.6261 0.0299 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2248 -1.1300 -1.3330 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3906 0.7193 0.2444 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8810 0.7021 0.0629 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3871 0.9440 -1.1954 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7739 0.9327 -1.3870 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6321 0.6824 -0.3303 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0171 0.6663 -0.4986 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1319 0.4409 0.9254 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0006 0.1876 1.9947 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7652 0.4582 1.0845 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1349 -2.1789 0.6631 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4560 -2.7411 0.5181 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3303 -2.3719 -0.9873 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9185 -0.3337 1.2453 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2575 0.0673 -1.7844 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9810 1.3270 -0.5224 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8098 1.9347 0.9559 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2524 1.9562 1.3497 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4710 1.3005 0.4819 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6808 -1.1375 -2.1403 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2749 -1.2296 -1.8121 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3034 -1.3164 0.7621 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9318 -0.3925 -2.1083 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3159 -1.3172 -1.3041 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7398 -2.0858 -1.5992 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0181 1.4960 -0.4525 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2200 1.0057 1.3132 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7741 1.1462 -2.0637 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2104 1.1178 -2.3587 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4202 -0.2311 -0.7980 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0671 0.9076 2.7221 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3462 0.2707 2.0650 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 2 0 5 6 1 0 6 7 2 0 7 8 1 0 7 9 1 0 9 10 1 0 9 11 2 0 2 12 1 0 12 13 1 0 12 14 1 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 18 20 1 0 20 21 1 0 20 22 2 0 11 4 1 0 22 15 1 0 1 23 1 0 1 24 1 0 1 25 1 0 2 26 1 1 3 27 1 0 3 28 1 0 5 29 1 0 6 30 1 0 8 31 1 0 10 32 1 0 11 33 1 0 12 34 1 1 13 35 1 0 13 36 1 0 13 37 1 0 14 38 1 0 14 39 1 0 16 40 1 0 17 41 1 0 19 42 1 0 21 43 1 0 22 44 1 0 M END

Standard InCHIKey	HCZKYJDFEPMADG-TXEJJXNPSA-N
Standard InCHI	InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
SMILES	C[C@H](CC1=CC=C(O)C(O)=C1)[C@@H](C)CC1=CC=C(O)C(O)=C1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	302.15	Volume:	322.113 ? Van der Waals volume.
Dense:	0.938	LogP:	2.822 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.817 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.511 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	12.0
TPSA:	80.92 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	4.0	Rings:	2.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.637	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.027	Fsp³:	0.333
MCE-18:	28.0 ? 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:	Rejected	BMS Rule:	0
Chelating Alert:	1	PAINS Alert:	1
Colloidal aggregators:	0.745	Fluc inhibitor:	0.331 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.01 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.01 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.689	Promiscuous compounds:	0.552

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.952	MDCK Permeability:	-4.754
Pgp-inhibitor:	0.001	Pgp-substrate:	0.026
PAMPA:	0.02 ? 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):	0.001
20% Bioavailability (F20%):	0.983	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.224
Plasma Protein Binding (PPB):	80.575%	Volume Distribution (VD):	-0.228
Fu:	18.95% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.803
OATP1B3 inhibitor:	0.762	BCRP inhibitor:	0.494
BSEP inhibitor:	0.241

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.009
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.993
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.79
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.989
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.999 ? 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):

20.635

Half-life (T1/2):

1.91

ADMET: Toxicity

hERG Blockers:	0.23	hERG Blockers (10um):	0.908
Human Hepatotoxicity (H-HT):	0.427	Drug-induced Liver Injury (DILI):	0.386
AMES Toxicity:	0.502	Rat Oral Acute Toxicity:	0.244
Maximum Recommended Daily Dose:	0.5	Skin Sensitization:	0.998
Carcinogencity:	0.206	Eye Corrosion:	0.812
Eye Irritation:	0.998	Respiratory Toxicity:	0.284
Drug-induced Neurotoxicity:	0.038	Ototoxicity:	0.726
Hematotoxicity:	0.034	Drug-induced Nephrotoxicity:	0.049
Genotoxicity:	0.669	RPMI-8226 Immunitoxicity:	0.009
A549 Cytotoxicity:	0.956	Hek293 Cytotoxicity:	0.413
BCF:	1.697 ? 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:	4.966 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.838 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.52 ? 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
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12960376]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562834]
NPO30469	Guaiacum sanctum	Species	Zygophyllaceae	Eukaryota	n.a.	heartwood	n.a.	PMID[21391655]
NPO1570	Guaiacum officinale	Species	Zygophyllaceae	Eukaryota	n.a.	heartwood	n.a.	PMID[21391655]
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2166136]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	fruit	n.a.	PMID[24155209]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24959987]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25302569]
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO62892	Larrea spp.	Genus	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24953	Guajacum officinale	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30469	Guaiacum sanctum	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1570	Guaiacum officinale	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24953	Guajacum officinale	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24953	Guajacum officinale	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1570	Guaiacum officinale	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25088	Larrea tridentata	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8187	Schisandra chinensis	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24953	Guajacum officinale	n.a.	n.a.	n.a.	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
Potency	109
MIC	20
AC50	132
Inhibition	1
Activity	6

Activity Type	# Activity
Individual protein	204
Cell line	3
Single protein	30
Unchecked	16
Organism	3
Protein-protein interaction	2
No target	1
Non-molecular	7
Subcellular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT109	Individual protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	100.0	nM	PubChem BioAssay data set
NPT149	Individual protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	1000.0	nM	PubChem BioAssay data set
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	3662.6	nM	PubChem BioAssay data set
NPT208	Individual protein	Cytochrome P450 1A2	Homo sapiens	AC50	=	25118.86	nM	PubChem BioAssay data set
NPT1139	Individual protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency	n.a.	1258.9	nM	PubChem BioAssay data set
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	=	5400.0	nM	PMID[37468498]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	AC50	=	15038.7	nM	PMID[37468498]
NPT225	Individual protein	Beta-1 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT110	Individual protein	Cytochrome P450 2D6	Homo sapiens	AC50	=	39810.72	nM	PubChem BioAssay data set
NPT282	Individual protein	MAP kinase ERK2	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	=	6900.0	nM	PMID[37468498]
NPT232	Individual protein	Cannabinoid CB1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT149	Individual protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	2511.9	nM	PubChem BioAssay data set
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	=	21000.0	nM	PMID[37468498]
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT232	Individual protein	Cannabinoid CB1 receptor	Homo sapiens	AC50	=	23922.7	nM	PMID[37468498]
NPT212	Individual protein	Cytochrome P450 2C9	Homo sapiens	AC50	=	12589.25	nM	PubChem BioAssay data set
NPT249	Individual protein	Glucocorticoid receptor	Homo sapiens	AC50	=	8700.0	nM	PMID[37468498]
NPT109	Individual protein	Cytochrome P450 3A4	Homo sapiens	AC50	n.a.	n.a.	n.a.	PubChem BioAssay data set
NPT291	Individual protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT213	Individual protein	Cytochrome P450 2C19	Homo sapiens	AC50	=	15848.93	nM	PubChem BioAssay data set
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	=	4700.0	nM	PMID[37468498]
NPT2769	Individual protein	Thromboxane A2 receptor	Homo sapiens	AC50	=	29000.1	nM	PMID[37468498]
NPT244	Individual protein	Dopamine D3 receptor	Homo sapiens	AC50	=	1800.0	nM	PMID[37468498]
NPT1410	Individual protein	GABA receptor alpha-1 subunit	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT224	Individual protein	Alpha-2c adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT292	Individual protein	Serotonin 2c (5-HT2c) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT151	Individual protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	3162.3	nM	PubChem BioAssay data set
NPT218	Individual protein	Adenosine A3 receptor	Homo sapiens	AC50	=	4100.0	nM	PMID[37468498]
NPT225	Individual protein	Beta-1 adrenergic receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT150	Individual protein	Anthrax lethal factor	Bacillus anthracis	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT264	Individual protein	Muscarinic acetylcholine receptor M3	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT213	Individual protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT263	Individual protein	Muscarinic acetylcholine receptor M2	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT110	Individual protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT149	Individual protein	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Homo sapiens	Potency	=	125.9	nM	PubChem BioAssay data set
NPT217	Individual protein	Adenosine A2a receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT295	Individual protein	Serotonin transporter	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT198	Individual protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT224	Individual protein	Alpha-2c adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1119	Individual protein	Arachidonate 12-lipoxygenase	Homo sapiens	Potency	=	2818.4	nM	PubChem BioAssay data set
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	1835.5	nM	PubChem BioAssay data set
NPT1623	Individual protein	DNA polymerase III	Bacillus subtilis (strain 168)	Potency	n.a.	11917.3	nM	PubChem BioAssay data set
NPT212	Individual protein	Cytochrome P450 2C9	Homo sapiens	Potency	=	1584.9	nM	PubChem BioAssay data set
NPT252	Individual protein	Histamine H2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	=	29000.1	nM	PMID[37468498]
NPT228	Individual protein	Norepinephrine transporter	Homo sapiens	AC50	=	20000.0	nM	PMID[37468498]
NPT213	Individual protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	6309.6	nM	PubChem BioAssay data set
NPT259	Individual protein	Melanocortin receptor 4	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT104	Individual protein	Cerebroside-sulfatase	Homo sapiens	Potency	n.a.	21331.3	nM	PubChem BioAssay data set
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	=	5400.0	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1139	Individual protein	Arachidonate 15-lipoxygenase, type II	Homo sapiens	Potency	n.a.	3162.3	nM	PubChem BioAssay data set
NPT222	Individual protein	Alpha-2a adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT10	Individual protein	Geminin	Homo sapiens	Potency	=	7079.5	nM	PubChem BioAssay data set
NPT135	Individual protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT110	Individual protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	=	23000.1	nM	PMID[37468498]
NPT199	Individual protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	1683.4	nM	PubChem BioAssay data set
NPT2769	Individual protein	Thromboxane A2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT211	Individual protein	Hypoxia-inducible factor 1 alpha	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT145	Individual protein	Mu opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT108	Individual protein	Estrogen receptor alpha	Homo sapiens	AC50	=	749.0	nM	PMID[37468498]
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT261	Individual protein	Monoamine oxidase A	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT271	Individual protein	Delta opioid receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT2719	Individual protein	Voltage-gated L-type calcium channel alpha-1C subunit	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT1647	Individual protein	Vasopressin V2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT303	Individual protein	Vasopressin V1a receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	=	12999.9	nM	PMID[37468498]
NPT239	Individual protein	Cholecystokinin A receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT267	Individual protein	Neuropeptide Y receptor type 1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	=	8605.4	nM	PMID[37468498]
NPT290	Individual protein	Serotonin 2a (5-HT2a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT291	Individual protein	Serotonin 2b (5-HT2b) receptor	Homo sapiens	AC50	=	10999.9	nM	PMID[37468498]
NPT226	Individual protein	Beta-2 adrenergic receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT1163	Individual protein	Glutamate (NMDA) receptor subunit zeta 1	Rattus norvegicus	AC50	>	10000.0	nM	PMID[37468498]
NPT1788	Individual protein	Alpha-1a adrenergic receptor	Homo sapiens	AC50	=	8400.0	nM	PMID[37468498]
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	=	5200.0	nM	PMID[37468498]
NPT262	Individual protein	Muscarinic acetylcholine receptor M1	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT230	Individual protein	Bradykinin B2 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT299	Individual protein	Androgen Receptor	Rattus norvegicus	AC50	=	7799.9	nM	PMID[37468498]
NPT216	Individual protein	Adenosine A1 receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT228	Individual protein	Norepinephrine transporter	Homo sapiens	AC50	=	20600.1	nM	PMID[37468498]
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	=	4200.0	nM	PMID[37468498]
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	=	3100.0	nM	PMID[37468498]
NPT246	Individual protein	Dopamine transporter	Homo sapiens	AC50	=	3400.0	nM	PMID[37468498]
NPT251	Individual protein	Histamine H1 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT212	Individual protein	Cytochrome P450 2C9	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT1464	Individual protein	Phosphodiesterase 4D	Homo sapiens	AC50	=	2800.0	nM	PMID[37468498]
NPT243	Individual protein	Dopamine D2 receptor	Homo sapiens	AC50	=	10000.0	nM	PMID[37468498]
NPT261	Individual protein	Monoamine oxidase A	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT31	Individual protein	Cyclooxygenase-2	Homo sapiens	AC50	=	3100.0	nM	PMID[37468498]
NPT223	Individual protein	Alpha-2b adrenergic receptor	Homo sapiens	AC50	=	8100.1	nM	PMID[37468498]
NPT2879	Individual protein	Equilibrative nucleoside transporter 1	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT58	Individual protein	Bloom syndrome protein	Homo sapiens	Potency	=	22387.2	nM	PubChem BioAssay data set
NPT9	Individual protein	DNA polymerase eta	Homo sapiens	Potency	n.a.	3162.3	nM	PubChem BioAssay data set
NPT483	Individual protein	Prelamin-A/C	Homo sapiens	Potency	=	7943.3	nM	PubChem BioAssay data set
NPT796	Individual protein	Peripheral myelin protein 22	Homo sapiens	Potency	=	84921.4	nM	PubChem BioAssay data set
NPT501	Individual protein	Alpha-galactosidase A	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT803	Individual protein	Flap endonuclease 1	Homo sapiens	Potency	n.a.	751.9	nM	PubChem BioAssay data set
NPT50	Individual protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	33498.3	nM	PubChem BioAssay data set
NPT50	Individual protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	18837.5	nM	PubChem BioAssay data set
NPT55	Individual protein	Putative fructose-1,6-bisphosphate aldolase	Giardia intestinalis	Potency	=	12559.4	nM	PubChem BioAssay data set
NPT5301	Individual protein	Motilin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT987	Individual protein	Histamine H3 receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT537	Individual protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	91999.7	nM	PubChem BioAssay data set
NPT94	Individual protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	158.5	nM	PubChem BioAssay data set
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	26679.5	nM	PubChem BioAssay data set
NPT99	Individual protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT542	Individual protein	Progesterone receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT95	Individual protein	Muscarinic acetylcholine receptor M1	Rattus norvegicus	Potency	=	28.2	nM	PubChem BioAssay data set
NPT94	Individual protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	n.a.	2238.7	nM	PubChem BioAssay data set
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	9466.2	nM	PubChem BioAssay data set
NPT940	Individual protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	18492.7	nM	PubChem BioAssay data set
NPT96	Individual protein	Thrombopoietin	Homo sapiens	Potency	=	5011.9	nM	PubChem BioAssay data set
NPT4358	Individual protein	Type-1 angiotensin II receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT29430	Single protein	Neuronal acetylcholine receptor protein alpha-4 subunit	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT54	Individual protein	Nonstructural protein 1	Influenza A virus	Potency	=	5011.9	nM	PubChem BioAssay data set
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	12589.3	nM	PubChem BioAssay data set
NPT48	Individual protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT800	Individual protein	M-phase phosphoprotein 8	Homo sapiens	Potency	n.a.	25118.9	nM	PubChem BioAssay data set
NPT99	Individual protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	AC50	=	400.0	nM	PMID[37468498]
NPT800	Individual protein	M-phase phosphoprotein 8	Homo sapiens	Potency	n.a.	23778.1	nM	PubChem BioAssay data set
NPT98	Individual protein	HERG	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT29430	Single protein	Neuronal acetylcholine receptor protein alpha-4 subunit	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT698	Individual protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	15003.0	nM	PubChem BioAssay data set
NPT98	Individual protein	HERG	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT444	Individual protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	89125.1	nM	PubChem BioAssay data set
NPT542	Individual protein	Progesterone receptor	Homo sapiens	AC50	=	945.0	nM	PMID[37468498]
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	=	23000.1	nM	PMID[37468498]
NPT755	Individual protein	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	Homo sapiens	Potency	n.a.	30131.3	nM	PubChem BioAssay data set
NPT920	Individual protein	Alpha-synuclein	Homo sapiens	Potency	n.a.	29092.9	nM	PubChem BioAssay data set
NPT792	Individual protein	Arachidonate 15-lipoxygenase	Homo sapiens	Potency	=	1258.9	nM	PubChem BioAssay data set
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	=	12000.0	nM	PMID[37468498]
NPT8	Individual protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	1778.3	nM	PubChem BioAssay data set
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT792	Individual protein	Arachidonate 15-lipoxygenase	Homo sapiens	Potency	=	631.0	nM	PubChem BioAssay data set
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	=	14000.1	nM	PMID[37468498]
NPT30119	Single protein	Nuclear factor erythroid 2-related factor 2	Rattus norvegicus	Activity	n.a.	n.a.	n.a.	PMID[29126723]
NPT59	Individual protein	DNA polymerase beta	Homo sapiens	Potency	=	794.3	nM	PubChem BioAssay data set
NPT5104	Individual protein	Phosphodiesterase 3A	Homo sapiens	AC50	=	18999.8	nM	PMID[37468498]
NPT92	Individual protein	Serotonin 1a (5-HT1a) receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT28814	Single protein	Ghrelin receptor	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	=	17999.9	nM	PMID[37468498]
NPT583	Individual protein	Inositol monophosphatase 1	Rattus norvegicus	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT5975	Individual protein	Cyclooxygenase-1	Rattus norvegicus	AC50	=	12000.0	nM	PMID[37468498]
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	22387.2	nM	PubChem BioAssay data set
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	8.0	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	64.0	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	16.0	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	0.03	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	2.0	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	4.0	ug.mL-1	PMID[31801655]
NPT539	Individual protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT47	Individual protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT5	Individual protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	3981.1	nM	PubChem BioAssay data set
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	AC50	=	15499.9	nM	PMID[37468498]
NPT30151	Single protein	Melanocortin receptor 3	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT5	Individual protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	794.3	nM	PubChem BioAssay data set
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	128.0	ug.mL-1	PMID[31801655]
NPT443	Individual protein	Histone acetyltransferase GCN5	Homo sapiens	Potency	n.a.	28183.8	nM	PubChem BioAssay data set
NPT47	Individual protein	ATP-dependent DNA helicase Q1	Homo sapiens	Potency	=	2511.9	nM	PubChem BioAssay data set
NPT539	Individual protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT49	Individual protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	17782.8	nM	PubChem BioAssay data set
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	0.06	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	Inhibition	n.a.	n.a.	%	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	1024.0	ug.mL-1	PMID[31801655]
NPT24842	Single protein	Acriflavine resistance protein B	Escherichia coli (strain K12)	MIC	=	32.0	ug.mL-1	PMID[31801655]
NPT543	Individual protein	Pregnane X receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT30151	Single protein	Melanocortin receptor 3	Homo sapiens	AC50	>	10000.0	nM	PMID[37468498]
NPT64	Individual protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	20587.8	nM	PubChem BioAssay data set
NPT45	Individual protein	Ubiquitin carboxyl-terminal hydrolase 2	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT425	Individual protein	Serotonin 3a (5-HT3a) receptor	Homo sapiens	AC50	>	30000.0	nM	PMID[37468498]
NPT62	Individual protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	4775.5	nM	PubChem BioAssay data set
NPT442	Individual protein	Ferritin light chain	Equus caballus	Potency	=	12589.3	nM	PubChem BioAssay data set

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	n.a.	n.a.	n.a.	PMID[29126723]
NPT519	Cell line	SH-SY5Y	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT71	Cell line	HEK293	Homo sapiens	Potency	n.a.	14068.4	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	14125.4	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	14068.4	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	29092.9	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	18356.4	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	1578.5	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	16511.3	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	791.1	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	8199.5	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	7079.5	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	6309.6	nM	PubChem BioAssay data set
NPT28907	Protein-protein interaction	Runt-related transcription factor 1/Core-binding factor subunit beta	Homo sapiens	Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	35338.3	nM	PubChem BioAssay data set
NPT28833	No target	No relevant target	n.a.	Activity	n.a.	n.a.	n.a.	PMID[29126723]
NPT28438	Unchecked	Unchecked	n.a.	Potency	=	35481.3	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	13115.4	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	3981.1	nM	PubChem BioAssay data set
NPT23195	Subcellular	Cell membrane	Bacteria	Activity	n.a.	n.a.	n.a.	PMID[31801655]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	5011.9	nM	PubChem BioAssay data set
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	12995.3	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	10000.0	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT29533	Protein-protein interaction	Menin/Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set

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 NPC565062 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	26301
0.1-0.2	20264
0.2-0.3	2973
0.3-0.4	261
0.4-0.5	46
0.5-0.6	5
0.6-0.7	2
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
1.0	High Similarity	NPC228343
0.6486	Remote Similarity	NPC56214
0.6071	Remote Similarity	NPC109955
0.5667	Remote Similarity	NPC146422
0.5667	Remote Similarity	NPC12278
0.5152	Remote Similarity	NPC110764
0.5152	Remote Similarity	NPC268032
0.5135	Remote Similarity	NPC605114

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC565062 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5401
0.1-0.2	3516
0.2-0.3	194
0.3-0.4	25
0.4-0.5	10
0.5-0.6	2
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	NPD3021	Approved
1.0	High Similarity	NPD3022	Phase 4
0.5667	Remote Similarity	NPD9379	Phase 4
0.5484	Remote Similarity	NPD9377	Approved

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