NPASS Compound

Natural Product: NPC268763

Natural Product ID	NPC268763
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(+)-Pentazocine
IUPAC Name	n.a.
Synonyms	(+)-Pentazocine
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL60542
PubChem CID	12259685
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000279] Alkaloids and derivatives [CHEMONTID:0004131] 6,7-benzomorphans [CHEMONTID:0004823] 2,6-dimethyl-3-benzazocines

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 48 50 0 0 0 0 0 0 0 0999 V2000 5.0696 1.7417 -0.3018 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2477 0.4711 -0.1858 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2572 0.3259 -1.0315 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3431 -0.8304 -1.0882 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9919 -0.4754 -0.8783 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3617 0.3014 -1.8563 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0815 0.0920 -2.0462 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8092 -0.6964 -1.0049 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9572 -1.7114 -0.3138 C 0 0 1 0 0 0 0 0 0 0 0 0 0.2806 -0.9988 0.1943 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0480 0.0715 1.1951 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4212 0.6064 1.0304 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2812 0.2689 0.0151 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5356 0.8397 -0.0164 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9702 1.7413 0.9336 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1098 2.0855 1.9578 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8411 1.5140 1.9967 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2289 2.3244 0.9175 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6308 -2.3449 0.8557 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9755 -1.4399 -1.6402 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6461 -0.4644 0.8602 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1096 2.0007 -1.3900 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0737 1.6272 0.0945 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5585 2.5700 0.2175 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0439 1.1083 -1.7941 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4490 -1.2986 -2.1139 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6487 -1.5752 -0.3333 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5372 1.3916 -1.6012 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9230 0.1829 -2.8219 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5858 1.0862 -2.2466 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2316 -0.4608 -3.0213 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5937 -2.4919 -1.0148 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8898 -1.7617 0.7205 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0554 -0.2844 2.2432 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6552 0.9256 1.0880 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2167 0.5844 -0.8011 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4306 2.7927 2.7188 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1862 1.7963 2.8082 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3837 2.9796 0.1384 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0308 -3.2632 1.1090 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6194 -1.7307 1.7843 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6506 -2.6931 0.6966 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5483 -2.2146 -2.2821 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5241 -0.7228 -2.3071 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6223 -1.8915 -0.8955 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9339 -1.2372 1.1366 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6103 -0.9803 0.6582 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8278 0.1385 1.7988 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 2 0 13 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 15 18 1 0 9 19 1 0 8 20 1 6 2 21 1 0 10 5 1 0 17 12 1 0 13 8 1 0 1 22 1 0 1 23 1 0 1 24 1 0 3 25 1 0 4 26 1 0 4 27 1 0 6 28 1 0 6 29 1 0 7 30 1 0 7 31 1 0 9 32 1 6 10 33 1 1 11 34 1 0 11 35 1 0 14 36 1 0 16 37 1 0 17 38 1 0 18 39 1 0 19 40 1 0 19 41 1 0 19 42 1 0 20 43 1 0 20 44 1 0 20 45 1 0 21 46 1 0 21 47 1 0 21 48 1 0 M END

Standard InCHIKey	VOKSWYLNZZRQPF-CCKFTAQKSA-N
Standard InCHI	InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m1/s1
SMILES	CC(=CCN1CC[C@]2([C@@H]([C@@H]1Cc1c2cc(cc1)O)C)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	285.21	Volume:	320.752 ? Van der Waals volume.
Dense:	0.889	LogP:	3.639 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.354 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.9 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	16.0
TPSA:	23.47 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	1.0	Rings:	3.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.834	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.337	Fsp³:	0.579
MCE-18:	64.6 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.117	Fluc inhibitor:	0.005 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.04 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.103 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.003	Promiscuous compounds:	0.071

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.609	MDCK Permeability:	-4.69
Pgp-inhibitor:	0.186	Pgp-substrate:	0.985
PAMPA:	0.055 ? 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):	0.0
20% Bioavailability (F20%):	0.999	30% Bioavailability (F30%):	0.994
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	1.0	MRP1:	0.992
Plasma Protein Binding (PPB):	69.034%	Volume Distribution (VD):	0.516
Fu:	31.672% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.493
OATP1B3 inhibitor:	0.201	BCRP inhibitor:	0.431
BSEP inhibitor:	0.359

ADMET: Metabolism

CYP1A2-inhibitor:	0.997	CYP1A2-substrate:	0.008
CYP2C19-inhibitor:	0.529	CYP2C19-substrate:	0.001
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.386
CYP2D6-inhibitor:	0.835	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.999	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.193
HLM stability:	0.084 ? 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):

23.074

Half-life (T1/2):

2.476

ADMET: Toxicity

hERG Blockers:	0.308	hERG Blockers (10um):	0.635
Human Hepatotoxicity (H-HT):	0.607	Drug-induced Liver Injury (DILI):	0.091
AMES Toxicity:	0.349	Rat Oral Acute Toxicity:	0.483
Maximum Recommended Daily Dose:	0.571	Skin Sensitization:	0.92
Carcinogencity:	0.463	Eye Corrosion:	0.228
Eye Irritation:	0.849	Respiratory Toxicity:	0.858
Drug-induced Neurotoxicity:	0.702	Ototoxicity:	0.48
Hematotoxicity:	0.241	Drug-induced Nephrotoxicity:	0.242
Genotoxicity:	0.28	RPMI-8226 Immunitoxicity:	0.054
A549 Cytotoxicity:	0.123	Hek293 Cytotoxicity:	0.358
BCF:	1.867 ? 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:	4.307 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.541 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.042 ? 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
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1042/BA20020118]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1556/abot.45.2003.3-4.15]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15019787]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22029392]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23517479]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37685099]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Latex Exudate	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9498	Papaver somniferum	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9498	Papaver somniferum	Species	Papaveraceae	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
Ki	132
Selectivity	1
Ratio	11
IC50	19
Kd	2
Bmax	3
ED50	45
Inhibition	9
EC50	3
Activity	15
Ratio Ki	7
HepSE_bilirubinemia	1
HepSE_cholecystitis	1
HepSE_cholelithiasis	1
HepSE_cirrhosis	1
HepSE_hepatic failure	1
HepSE_hepatic necrosis	1
HepSE_hepatomegaly	1
HepSE_jaundice	2
HepSE_liver fatty	1
HepSE_liver function tests abnormal	1
HepSE_Combined Scores	1
Hepatotoxicity (acute)	1
HepSE_liver disease	1
Hepatotoxicity (moderate)	2
Hepatotoxicity (granulomatous hepatitis)	1
Hepatotoxicity (benign tumour)	1
ED2sec	1
Blockade	1
Protection	1
AD50	8
Max jumping rate	1
Analgesic activity	1
TIME	20
HepSE_elevated liver function tests	1
HepSE_hepatitis	1

Activity Type	# Activity
Individual protein	123
Cell line	12
Others	38
Organism	94
Protein family	7
Protein complex	1
Single protein	1
Non-molecular	9
Phenotype	15

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	6.1	nM	PMID[9572883]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Selectivity	=	220.0	n.a.	PMID[9572880]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	3.1	nM	PMID[23641311]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ratio	=	500.0	n.a.	PMID[7636860]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	4.4	nM	PMID[7932569]
NPT1069	Individual protein	Mu opioid receptor	Rattus norvegicus	Ki	=	6.9	nM	PMID[2831363]
NPT1075	Individual protein	Kappa opioid receptor	Cavia porcellus	Ki	=	75.0	nM	PMID[2831363]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	IC50	=	3.0	nM	PMID[7783131]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	IC50	=	2100.0	nM	PMID[7783132]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ratio	=	0.001	n.a.	PMID[7783132]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ratio	=	497.0	n.a.	PMID[8496936]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ki	=	1540.0	nM	PMID[7636861]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	152.0	nM	PMID[9651150]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	2.1	nM	PMID[8027978]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	562.0	nM	DOI[10.1016/S0960-894X(00)80068-2]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	2.7	nM	PMID[12747784]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Kd	=	11.6	nM	PMID[12036376]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Bmax	=	1120.0	fM mg-1	PMID[12036376]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Bmax	=	601.0	fM mg-1	PMID[12036376]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Bmax	=	41.3	fM mg-1	PMID[12036376]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Kd	=	34.5	nM	PMID[12036376]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	3.77	nM	PMID[8098066]
NPT1857	Individual protein	Dopamine D1 receptor	Rattus norvegicus	Ki	>	5000.0	nM	PMID[8027978]
NPT1858	Individual protein	Dopamine D2 receptor	Rattus norvegicus	Ki	>	5000.0	nM	PMID[8027978]
NPT1301	Individual protein	Muscarinic acetylcholine receptor M2	Rattus norvegicus	Ki	=	525.0	nM	PMID[8027978]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ratio	=	500.0	n.a.	PMID[7636861]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	3.58	nM	PMID[11784148]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	1540.0	nM	PMID[10579824]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ratio	=	0.0014	n.a.	PMID[7783131]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	1.7	nM	PMID[8164264]
NPT1069	Individual protein	Mu opioid receptor	Rattus norvegicus	Ki	=	1700.0	nM	PMID[1322987]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	3.05	nM	PMID[15084129]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	2.8	nM	PMID[16366605]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Inhibition	=	35.0	%	PMID[16366605]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.1	nM	PMID[17328523]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.24	nM	PMID[17713896]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.58	nM	PMID[17420073]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	2.2	nM	PMID[17967001]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	5.6	nM	PMID[24996139]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	4.2	nM	DOI[10.1039/C2MD20070H]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ki	=	15.0	nM	PMID[19673530]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	2.41	nM	PMID[19053780]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.31	nM	PMID[19842660]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ki	=	6.0	nM	PMID[20055417]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	5.7	nM	PMID[24913984]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.0	nM	PMID[24161678]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.5	nM	PMID[21444132]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	2.62	nM	PMID[24697311]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.09	nM	PMID[24821398]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.16	nM	PMID[22075234]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	42.0	nM	PMID[22578786]
NPT1067	Individual protein	Sigma opioid receptor	Rattus norvegicus	Ki	=	12.1	nM	PMID[22831799]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	6.0	nM	PMID[23013229]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	4.1	nM	PMID[23415062]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	4.6	nM	PMID[23680866]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	3.4	nM	PMID[24735647]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	5.4	nM	DOI[10.1039/C5MD00414D]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	36.0	nM	PMID[24617836]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	1.62	nM	PMID[25468036]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	4.52	nM	PMID[26717207]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	6.03	nM	PMID[26430967]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	IC50	=	8.24	nM	PMID[26717207]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	IC50	=	7.59	nM	PMID[26717207]
NPT1070	Individual protein	Sigma-1 receptor	Cavia porcellus	Ki	=	5.0	nM	PMID[27090556]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Inhibition	=	4.4	%	PMID[27366902]
NPT296	Individual protein	Sigma opioid receptor	Homo sapiens	Ki	=	12.0	nM	PMID[33237785]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	Ki	=	7.6	nM	PMID[36179400]
NPT271	Individual protein	Delta opioid receptor	Homo sapiens	Ki	=	62.0	nM	PMID[36179400]
NPT145	Individual protein	Mu opioid receptor	Homo sapiens	Ki	=	3.2	nM	PMID[36179400]
NPT272	Individual protein	Kappa opioid receptor	Homo sapiens	EC50	=	40.0	nM	PMID[36179400]
NPT95	Individual protein	Muscarinic acetylcholine receptor M1	Rattus norvegicus	Ki	=	225.0	nM	PMID[8027978]
NPT3591	Individual protein	Vesicular acetylcholine transporter	Rattus norvegicus	Ki	>	10000.0	nM	PMID[22831799]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	IC50	=	12.5	nM	PMID[6600791]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	IC50	=	87.0	nM	PMID[6600791]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	IC50	=	46.0	nM	PMID[6249930]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	Ki	=	2370.0	nM	PMID[9572883]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	IC50	=	53.0	nM	PMID[2999399]
NPT1496	Protein complex	Glutamate NMDA receptor	Rattus norvegicus	Ki	=	4190.0	nM	PMID[8027978]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	Ki	=	651.0	nM	PMID[8027978]
NPT3590	Protein family	Opioid receptor	Rattus norvegicus	ED50	=	36.4	umol.kg-1	PMID[6796691]
NPT5625	Individual protein	3-beta-hydroxysteroid-delta(8),delta(7)-isomerase	Cavia porcellus	Ki	>	10000.0	nM	PMID[16366605]
NPT5625	Individual protein	3-beta-hydroxysteroid-delta(8),delta(7)-isomerase	Cavia porcellus	Ki	>	10.0	nM	PMID[19053780]
NPT26524	Single protein	Zinc finger protein 664	Cavia porcellus	Ki	=	5.4	nM	PMID[28218838]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2295	Cell line	5637	Homo sapiens	Activity	=	96.0	%	PMID[17967001]
NPT4608	Cell line	RT-4	Homo sapiens	Activity	=	98.0	%	PMID[17967001]
NPT2331	Cell line	A-427	Homo sapiens	Activity	=	76.0	%	PMID[17967001]
NPT83	Cell line	MCF7	Homo sapiens	Activity	=	94.0	%	PMID[17967001]
NPT306	Cell line	PC-3	Homo sapiens	Ki	=	86.9	nM	PMID[19053780]
NPT306	Cell line	PC-3	Homo sapiens	Activity	<	10.0	%	PMID[19053780]
NPT83	Cell line	MCF7	Homo sapiens	EC50	>	100000.0	nM	PMID[23415062]
NPT83	Cell line	MCF7	Homo sapiens	IC50	>	20000.0	nM	PMID[27156565]
NPT3123	Cell line	DAN-G	Homo sapiens	IC50	>	20000.0	nM	PMID[27156565]
NPT2295	Cell line	5637	Homo sapiens	IC50	=	3500.0	nM	PMID[27156565]
NPT2331	Cell line	A-427	Homo sapiens	IC50	>	20000.0	nM	PMID[27156565]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	1340.0	nM	PMID[9572880]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	1542.0	nM	PMID[10636233]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	1540.0	nM	PMID[8496936]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	1440.0	nM	PMID[9572883]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	562.0	nM	PMID[8027978]
NPT1068	Others	Sigma 2 receptor	n.a.	IC50	=	2100.0	nM	PMID[7783131]
NPT1068	Others	Sigma 2 receptor	n.a.	Ki	=	860.0	nM	PMID[8164264]
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]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	95.0	%	PMID[17967001]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (acute)	=	0.0	%	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	>	20000.0	nM	PMID[27156565]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (moderate)	=	0.0	%	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (granulomatous hepatitis)	=	0.0	n.a.	PMID[15646539]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Hepatotoxicity (benign tumour)	=	0.0	n.a.	PMID[15646539]
NPT2	Others	Unspecified	n.a.	Ki	=	3.58	nM	PMID[11495592]
NPT2	Others	Unspecified	n.a.	Ki	=	4320.0	nM	PMID[9572883]
NPT2	Others	Unspecified	n.a.	Ki	=	3.1	nM	PMID[1322987]
NPT2	Others	Unspecified	n.a.	Ki	=	4040.0	nM	PMID[1322987]
NPT2	Others	Unspecified	n.a.	Ratio	=	1303.0	n.a.	PMID[1322987]
NPT2	Others	Unspecified	n.a.	Ki	=	1540.0	nM	PMID[17328523]
NPT2	Others	Unspecified	n.a.	Ratio	=	0.0	%	PMID[17328523]
NPT2	Others	Unspecified	n.a.	Ki	=	327.0	nM	PMID[19673530]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	22.0	n.a.	PMID[19673530]
NPT2	Others	Unspecified	n.a.	Ki	=	1860.0	nM	PMID[19842660]
NPT2	Others	Unspecified	n.a.	Ratio Ki	<	0.002	n.a.	PMID[19053780]
NPT2	Others	Unspecified	n.a.	Ratio Ki	<	2.0	n.a.	PMID[19053780]
NPT2	Others	Unspecified	n.a.	Activity	<	25.0	%	PMID[19081725]
NPT2	Others	Unspecified	n.a.	Ki	=	1360.0	nM	PMID[20055417]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	226.0	n.a.	PMID[20055417]
NPT2	Others	Unspecified	n.a.	Activity	=	14.15	nmol	PMID[20684615]
NPT2	Others	Unspecified	n.a.	Activity	=	3.46	nmol	PMID[20684615]
NPT2	Others	Unspecified	n.a.	Ki	=	58.0	nM	PMID[21481987]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_bilirubinemia	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_cholecystitis	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_cholelithiasis	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_cirrhosis	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_hepatic failure	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_hepatic necrosis	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_hepatomegaly	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_jaundice	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_liver fatty	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_liver function tests abnormal	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_Combined Scores	=	0.0	n.a.	PMID[22194678]
NPT2	Others	Unspecified	n.a.	Ki	=	1542.0	nM	PMID[23641311]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	500.0	n.a.	PMID[23641311]
NPT2	Others	Unspecified	n.a.	Ki	=	1871.0	nM	PMID[23680866]
NPT2	Others	Unspecified	n.a.	Ki	=	4.2	nM	DOI[10.1039/C0MD00017E]
NPT2	Others	Unspecified	n.a.	Ki	=	1130.0	nM	PMID[23734634]
NPT2	Others	Unspecified	n.a.	Ki	=	728.4	nM	PMID[25468036]
NPT2	Others	Unspecified	n.a.	Ratio Ki	=	450.0	n.a.	PMID[25468036]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_liver disease	=	0.0	n.a.	PMID[22194678]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	2.3	mg.kg-1	PMID[3965715]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	2.0	mg.kg-1	PMID[2831363]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	13.0	mg.kg-1	PMID[6114178]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	2.4	mg.kg-1	PMID[6249930]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	14.6	mg.kg-1	PMID[6103962]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	13.0	umol.kg-1	PMID[6114178]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	3.8	mg.kg-1	PMID[7359514]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	95.0	mg.kg-1	PMID[7359514]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	2.2	mg.kg-1	PMID[7359514]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	51.0	mg.kg-1	PMID[7359514]
NPT32	Organism	Mus musculus	Mus musculus	ED50	>	80.0	mg.kg-1	PMID[3656354]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.87	mg.kg-1	PMID[3656354]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	3.79	mg.kg-1	PMID[3656354]
NPT32	Organism	Mus musculus	Mus musculus	Max jumping rate	=	17.0	%	PMID[3656354]
NPT32	Organism	Mus musculus	Mus musculus	Analgesic activity	=	20.0	%	PMID[2999399]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	1.6	mg.kg-1	PMID[2999399]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	12.9	umol.kg-1	PMID[7192744]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	3.7	mg.kg-1	PMID[845878]
NPT32	Organism	Mus musculus	Mus musculus	ED50	>	25.0	mg.kg-1	PMID[6103962]
NPT32	Organism	Mus musculus	Mus musculus	ED50	>	20.0	mg.kg-1	PMID[6103962]
NPT32	Organism	Mus musculus	Mus musculus	TIME	=	0.001965	hr	DOI[10.1007/s00044-012-0028-8]
NPT32	Organism	Mus musculus	Mus musculus	TIME	=	0.001906	hr	DOI[10.1007/s00044-012-0028-8]
NPT32	Organism	Mus musculus	Mus musculus	TIME	=	0.001951	hr	DOI[10.1007/s00044-012-0028-8]
NPT32	Organism	Mus musculus	Mus musculus	TIME	=	0.003917	hr	PMID[23357631]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	13.8	mg.kg-1	PMID[691001]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	12.0	mg.kg-1	PMID[845878]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	10.1	mg.kg-1	PMID[845878]
NPT32	Organism	Mus musculus	Mus musculus	ED50	=	37.6	mg.kg-1	PMID[817021]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	88.91	%	PMID[26117820]
NPT32	Organism	Mus musculus	Mus musculus	Inhibition	=	90.2	%	PMID[26117820]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	14.6	mg.kg-1	PMID[3965715]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED2sec	=	2.6	mg kg-1	PMID[2831363]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Blockade	=	84.0	%	PMID[9171875]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	36.4	umol.kg-1	PMID[6114178]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	2.6	mg.kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Protection	=	40.0	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	6.3	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	76.0	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	9.0	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	140.0	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	3.9	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	68.0	mg kg-1	PMID[7359514]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Ratio	=	0.36	n.a.	PMID[7192744]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	AD50	=	10.4	mg kg-1	PMID[7120287]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	9.16	s	PMID[19481931]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	9.33	s	PMID[19481931]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	9.3	s	PMID[19481931]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	8.0	s	PMID[19481931]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.0008056	hr	PMID[20702008]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001778	hr	PMID[21724303]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001556	hr	PMID[20702008]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001993	hr	PMID[21724303]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.002069	hr	PMID[21724303]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_elevated liver function tests	=	0.0	n.a.	PMID[22194678]
NPT20596	Phenotype	Hepatotoxicity	n.a.	HepSE_hepatitis	=	0.0	n.a.	PMID[22194678]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001736	hr	PMID[22795833]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001931	hr	PMID[22795833]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	2.22	%	PMID[23385092]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	2.18	%	PMID[23385092]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	2.17	%	PMID[23385092]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	1.9	%	PMID[23385092]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	2.3	mg.kg-1	PMID[850250]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	0.0	%	PMID[817021]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	12.2	mg.kg-1	PMID[845878]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	ED50	=	60.0	mg.kg-1	PMID[817021]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	30.0	%	PMID[817021]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	64.0	%	PMID[817021]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.001	hr	PMID[26186150]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.002056	hr	PMID[26186150]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.002139	hr	PMID[26186150]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	TIME	=	0.002194	hr	PMID[26186150]

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference
Homo sapiens	Zone of skin	log Kp	=	-5.76	n.a.	PMID[17827020]
Homo sapiens	n.a.	Fu	=	0.39	n.a.	PMID[18426954]

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 NPC268763 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	26180
0.1-0.2	22603
0.2-0.3	1056
0.3-0.4	12
0.4-0.5	0
0.5-0.6	1
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
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	NPC66177
1.0	High Similarity	NPC310909
1.0	High Similarity	NPC8305
0.6949	Remote Similarity	NPC259665
0.6949	Remote Similarity	NPC126859
0.6949	Remote Similarity	NPC89769
0.5781	Remote Similarity	NPC124802

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC268763 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5128
0.1-0.2	3834
0.2-0.3	165
0.3-0.4	11
0.4-0.5	6
0.5-0.6	1
0.6-0.7	2
0.7-0.8	0
0.8-0.85	1
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	NPD3637	Approved
0.9796	High Similarity	NPD3636	Approved
0.8421	Intermediate Similarity	NPD3635	Approved
0.6949	Remote Similarity	NPD5156	Phase 4
0.6833	Remote Similarity	NPD5155	Approved
0.5781	Remote Similarity	NPD3595	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