NPASS Compound

Natural Product: NPC602221

Natural Product ID	NPC602221
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	WEEFNMFMNMASJY-UHFFFAOYSA-M
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL258893
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 45 48 0 0 0 0 0 0 0 0999 V2000 6.3959 0.3237 0.0241 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3282 -0.4586 -0.4366 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0055 -0.0477 -0.2707 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7025 1.1430 0.3527 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3672 1.5256 0.5029 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3858 0.6926 0.0186 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6962 -0.4811 -0.5953 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6968 -1.2661 -1.0535 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6489 -0.9743 -0.9523 N 0 0 0 0 0 4 0 0 0 0 0 0 -1.5780 -1.9518 -1.4058 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9586 0.1779 -0.3568 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2798 0.5616 -0.2044 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2924 -0.1994 -0.6988 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6224 0.2436 -0.5398 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9007 1.4189 0.0967 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8720 2.1800 0.5882 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5549 1.7627 0.4437 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5481 2.5667 0.9210 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2310 2.2220 0.7805 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0523 1.0366 0.1449 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2830 1.5785 0.0948 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8517 0.3217 -0.1619 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8181 -0.3182 -0.9316 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0105 -0.8627 -0.7459 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3425 -2.0716 -1.3779 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4753 -3.2756 -0.6541 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 Cl 0 0 0 0 0 15 0 0 0 0 0 0 6.5203 1.2573 -0.5903 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3388 -0.2605 -0.0592 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2707 0.6419 1.0963 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5271 1.7436 0.7066 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2086 2.4423 0.9851 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9327 -2.2143 -1.5571 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9407 -1.9006 -2.4323 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2002 -2.4561 -0.6224 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9136 -2.9126 -1.5680 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2028 -1.0557 -1.2303 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0633 3.1204 1.0983 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8067 3.4910 1.4180 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5334 2.8691 1.1606 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9855 -0.1985 0.8177 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7999 0.3779 -0.7370 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7718 -4.0196 -1.0783 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2556 -3.1654 0.4141 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5344 -3.6081 -0.7960 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 1 0 8 9 2 0 9 10 1 0 9 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 2 0 16 17 1 0 17 18 2 0 18 19 1 0 19 20 2 0 15 21 1 0 21 22 1 0 22 23 1 0 7 24 2 0 24 25 1 0 25 26 1 0 24 3 1 0 20 6 1 0 20 11 1 0 17 12 1 0 23 14 1 0 1 28 1 0 1 29 1 0 1 30 1 0 4 31 1 0 5 32 1 0 8 33 1 0 10 34 1 0 10 35 1 0 10 36 1 0 13 37 1 0 16 38 1 0 18 39 1 0 19 40 1 0 22 41 1 0 22 42 1 0 26 43 1 0 26 44 1 0 26 45 1 0 M CHG 2 9 1 27 -1 M END

Standard InCHIKey	WEEFNMFMNMASJY-UHFFFAOYSA-M
Standard InCHI	InChI=1S/C21H18NO4.ClH/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1
SMILES	COc1ccc2c(c[n+](C)c3c4cc5c(cc4ccc23)OCO5)c1OC.[Cl-]

Calculated Properties

Physi-Chem Properties

Molecular Weight:	348.12	Volume:	352.738 ? Van der Waals volume.
Dense:	0.987	LogP:	3.232 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.088 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.402 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	2.0	Rigid Bonds:	25.0
TPSA:	40.8 ? Topological Polar Surface Area.	H-Bond Acceptor:	5.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	5.0

MedChem Properties

QED Drug-Likeness Score:	0.409	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.687	Fsp³:	0.19
MCE-18:	54.08 ? 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:	0.921	Fluc inhibitor:	0.074 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.868 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.571 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.061	Promiscuous compounds:	0.518

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.942	MDCK Permeability:	-4.727
Pgp-inhibitor:	0.0	Pgp-substrate:	0.999
PAMPA:	0.325 ? 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):	0.018
20% Bioavailability (F20%):	0.375	30% Bioavailability (F30%):	0.227
50% Bioavailability (F50%):	0.989

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.007	MRP1:	0.984
Plasma Protein Binding (PPB):	51.011%	Volume Distribution (VD):	-0.048
Fu:	48.895% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.0
OATP1B3 inhibitor:	0.0	BCRP inhibitor:	0.021
BSEP inhibitor:	0.658

ADMET: Metabolism

CYP1A2-inhibitor:	1.0	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.999	CYP2C19-substrate:	0.009
CYP2C9-inhibitor:	0.999	CYP2C9-substrate:	0.652
CYP2D6-inhibitor:	0.997	CYP2D6-substrate:	1.0
CYP3A4-inhibitor:	0.924	CYP3A4-substrate:	0.996
CYP2B6-substrate:	0.751	CYP2C8-inhibitor:	0.249
HLM stability:	0.205 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

4.18

Half-life (T1/2):

0.632

ADMET: Toxicity

hERG Blockers:	0.408	hERG Blockers (10um):	0.571
Human Hepatotoxicity (H-HT):	0.144	Drug-induced Liver Injury (DILI):	0.726
AMES Toxicity:	0.755	Rat Oral Acute Toxicity:	0.808
Maximum Recommended Daily Dose:	0.904	Skin Sensitization:	0.911
Carcinogencity:	0.864	Eye Corrosion:	0.004
Eye Irritation:	0.94	Respiratory Toxicity:	0.924
Drug-induced Neurotoxicity:	0.496	Ototoxicity:	0.152
Hematotoxicity:	0.128	Drug-induced Nephrotoxicity:	0.33
Genotoxicity:	0.993	RPMI-8226 Immunitoxicity:	0.174
A549 Cytotoxicity:	0.014	Hek293 Cytotoxicity:	0.83
BCF:	2.141 ? 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:	4.303 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.775 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.322 ? 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
NPO2935	Zanthoxylum parviflorum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2935	Zanthoxylum parviflorum	Species	Rutaceae	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
Thermal melting change	60
Potency	37
Inhibition	15
Ki	7
IC50	27
Protection	3
ID50	1
Concentration	1
K	1
Activity	18
GI50	60
T/C	3
EC50	4
Ratio IC50	1
MBC	2
Ratio EC50	1
MIC	3
MSD	3

Activity Type	# Activity
Individual protein	114
Cell line	80
Single protein	3
Unchecked	17
Organism	23
Nucleic-acid	1
Non-molecular	9

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1673	Individual protein	CaM kinase I gamma	Homo sapiens	Thermal melting change	=	-1.1	degrees C	PMID[18077363]
NPT1705	Individual protein	Ribosomal protein S6 kinase alpha 3	Homo sapiens	Thermal melting change	=	-0.3	degrees C	PMID[18077363]
NPT1710	Individual protein	Serine/threonine-protein kinase 38	Homo sapiens	Thermal melting change	=	0.1	degrees C	PMID[18077363]
NPT1713	Individual protein	PDZ-binding kinase	Homo sapiens	Thermal melting change	=	-0.4	degrees C	PMID[18077363]
NPT1682	Individual protein	Dual specificity protein kinase CLK2	Homo sapiens	Thermal melting change	=	-0.2	degrees C	PMID[18077363]
NPT1709	Individual protein	Serine/threonine-protein kinase 17A	Homo sapiens	Thermal melting change	=	-0.8	degrees C	PMID[18077363]
NPT1672	Individual protein	CaM kinase I delta	Homo sapiens	Thermal melting change	=	-5.3	degrees C	PMID[18077363]
NPT1698	Individual protein	Serine/threonine-protein kinase PCTAIRE-1	Homo sapiens	Thermal melting change	=	-0.2	degrees C	PMID[18077363]
NPT1700	Individual protein	Serine/threonine-protein kinase PIM2	Homo sapiens	Thermal melting change	=	-3.1	degrees C	PMID[18077363]
NPT1701	Individual protein	Serine/threonine-protein kinase PIM3	Homo sapiens	Thermal melting change	=	-0.9	degrees C	PMID[18077363]
NPT1431	Individual protein	Mitogen-activated protein kinase kinase kinase 5	Homo sapiens	Thermal melting change	=	-0.2	degrees C	PMID[18077363]
NPT1657	Individual protein	Serine/threonine-protein kinase NEK6	Homo sapiens	Thermal melting change	=	-2.5	degrees C	PMID[18077363]
NPT1705	Individual protein	Ribosomal protein S6 kinase alpha 3	Homo sapiens	Thermal melting change	=	-1.3	degrees C	PMID[18077363]
NPT204	Individual protein	Acetylcholinesterase	Homo sapiens	Ki	=	320.0	nM	PMID[23062825]
NPT1671	Individual protein	AMP-activated protein kinase, alpha-2 subunit	Homo sapiens	Thermal melting change	=	-1.3	degrees C	PMID[18077363]
NPT1684	Individual protein	Casein kinase I gamma 1	Homo sapiens	Thermal melting change	=	0.0	degrees C	PMID[18077363]
NPT2656	Individual protein	Ras-related C3 botulinum toxin substrate 1	Homo sapiens	Inhibition	=	49.0	%	PMID[19716293]
NPT1696	Individual protein	Serine/threonine-protein kinase PAK7	Homo sapiens	Thermal melting change	=	-1.7	degrees C	PMID[18077363]
NPT1706	Individual protein	Serine/threonine-protein kinase 2	Homo sapiens	Thermal melting change	=	-2.4	degrees C	PMID[18077363]
NPT2656	Individual protein	Ras-related C3 botulinum toxin substrate 1	Homo sapiens	IC50	>	100000.0	nM	PMID[19716293]
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Protection	=	5.0	%	PMID[7288825]
NPT1707	Individual protein	Serine/threonine-protein kinase 10	Homo sapiens	Thermal melting change	=	-1.1	degrees C	PMID[18077363]
NPT1711	Individual protein	Serine/threonine-protein kinase MST1	Homo sapiens	Thermal melting change	=	-0.4	degrees C	PMID[18077363]
NPT2655	Individual protein	Cell division control protein 42 homolog	Homo sapiens	Inhibition	=	35.0	%	PMID[19716293]
NPT1630	Individual protein	CaM kinase II beta	Homo sapiens	Thermal melting change	=	0.1	degrees C	PMID[18077363]
NPT1703	Individual protein	cAMP-dependent protein kinase alpha-catalytic subunit	Homo sapiens	Thermal melting change	=	1.4	degrees C	PMID[18077363]
NPT1715	Individual protein	Serine/threonine-protein kinase VRK2	Homo sapiens	Thermal melting change	=	0.0	degrees C	PMID[18077363]
NPT1717	Individual protein	Serine/threonine-protein kinase 25	Homo sapiens	Thermal melting change	=	-0.3	degrees C	PMID[18077363]
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	2059.6	nM	PubChem BioAssay data set
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Inhibition	=	13.0	%	PMID[7288825]
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Inhibition	=	40.0	%	PMID[7288825]
NPT1371	Individual protein	Cyclin-dependent kinase 2	Homo sapiens	Thermal melting change	=	0.2	degrees C	PMID[18077363]
NPT1675	Individual protein	CaM kinase II delta	Homo sapiens	Thermal melting change	=	-0.8	degrees C	PMID[18077363]
NPT1685	Individual protein	Casein kinase I gamma 2	Homo sapiens	Thermal melting change	=	-0.2	degrees C	PMID[18077363]
NPT1265	Individual protein	Serine/threonine-protein kinase PIM1	Homo sapiens	Thermal melting change	=	-4.4	degrees C	PMID[18077363]
NPT151	Individual protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	ID50	=	4e-06	M	PMID[7288825]
NPT10	Individual protein	Geminin	Homo sapiens	Potency	=	2818.4	nM	PubChem BioAssay data set
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Inhibition	=	23.0	%	PMID[7288825]
NPT1708	Individual protein	Serine/threonine-protein kinase 16	Homo sapiens	Thermal melting change	=	-0.4	degrees C	PMID[18077363]
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Concentration	=	3e-05	M	PMID[7288825]
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Protection	=	55.0	%	PMID[7288825]
NPT2968	Individual protein	Bcl2-antagonist of cell death (BAD)	Homo sapiens	IC50	=	100000.0	nM	PMID[18925736]
NPT1571	Individual protein	Cyclin-dependent kinase 6	Homo sapiens	Thermal melting change	=	-1.0	degrees C	PMID[18077363]
NPT1038	Individual protein	Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	22387.2	nM	PubChem BioAssay data set
NPT1694	Individual protein	Serine/threonine-protein kinase OSR1	Homo sapiens	Thermal melting change	=	-2.6	degrees C	PMID[18077363]
NPT2655	Individual protein	Cell division control protein 42 homolog	Homo sapiens	IC50	>	100000.0	nM	PMID[19716293]
NPT2656	Individual protein	Ras-related C3 botulinum toxin substrate 1	Homo sapiens	Inhibition	=	95.0	%	PMID[19716293]
NPT1674	Individual protein	CaM kinase II alpha	Homo sapiens	Thermal melting change	=	0.6	degrees C	PMID[18077363]
NPT1678	Individual protein	CaM-kinase kinase beta	Homo sapiens	Thermal melting change	=	-1.6	degrees C	PMID[18077363]
NPT204	Individual protein	Acetylcholinesterase	Homo sapiens	IC50	=	1540.0	nM	PMID[23062825]
NPT1691	Individual protein	Dual specificity mitogen-activated protein kinase kinase 6	Homo sapiens	Thermal melting change	=	-6.6	degrees C	PMID[18077363]
NPT1699	Individual protein	3-phosphoinositide dependent protein kinase-1	Homo sapiens	Thermal melting change	=	-0.7	degrees C	PMID[18077363]
NPT204	Individual protein	Acetylcholinesterase	Homo sapiens	Ki	=	1120.0	nM	PMID[23062825]
NPT2656	Individual protein	Ras-related C3 botulinum toxin substrate 1	Homo sapiens	IC50	=	7000.0	nM	PMID[19716293]
NPT2967	Individual protein	Alanine aminotransferase	Rattus norvegicus	Protection	=	70.0	%	PMID[7288825]
NPT1677	Individual protein	CaM kinase IV	Homo sapiens	Thermal melting change	=	-0.6	degrees C	PMID[18077363]
NPT1679	Individual protein	Cyclin-dependent kinase-like 1	Homo sapiens	Thermal melting change	=	-3.5	degrees C	PMID[18077363]
NPT1658	Individual protein	Serine/threonine-protein kinase NEK2	Homo sapiens	Thermal melting change	=	-1.2	degrees C	PMID[18077363]
NPT282	Individual protein	MAP kinase ERK2	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT1676	Individual protein	CaM kinase II gamma	Homo sapiens	Thermal melting change	=	-0.2	degrees C	PMID[18077363]
NPT1688	Individual protein	Myotonin-protein kinase	Homo sapiens	Thermal melting change	=	1.7	degrees C	PMID[18077363]
NPT1693	Individual protein	Serine/threonine-protein kinase MST4	Homo sapiens	Thermal melting change	=	-4.2	degrees C	PMID[18077363]
NPT1683	Individual protein	Dual specificity protein kinase CLK3	Homo sapiens	Thermal melting change	=	-1.0	degrees C	PMID[18077363]
NPT1689	Individual protein	Tyrosine-protein kinase JAK1	Homo sapiens	Thermal melting change	=	0.3	degrees C	PMID[18077363]
NPT1416	Individual protein	Neuropeptide S receptor	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT1616	Individual protein	MAP kinase p38 beta	Homo sapiens	Thermal melting change	=	0.6	degrees C	PMID[18077363]
NPT281	Individual protein	MAP kinase ERK1	Homo sapiens	Thermal melting change	=	-0.5	degrees C	PMID[18077363]
NPT1692	Individual protein	Mitogen-activated protein kinase 6	Homo sapiens	Thermal melting change	=	-0.3	degrees C	PMID[18077363]
NPT1695	Individual protein	Serine/threonine-protein kinase PAK 4	Homo sapiens	Thermal melting change	=	-3.8	degrees C	PMID[18077363]
NPT1697	Individual protein	Serine/threonine-protein kinase PAK6	Homo sapiens	Thermal melting change	=	-3.3	degrees C	PMID[18077363]
NPT1712	Individual protein	TRAF2- and NCK-interacting kinase	Homo sapiens	Thermal melting change	=	-1.3	degrees C	PMID[18077363]
NPT1690	Individual protein	Dual specificity mitogen-activated protein kinase kinase 2	Homo sapiens	Thermal melting change	=	-0.9	degrees C	PMID[18077363]
NPT1680	Individual protein	Serine/threonine-protein kinase Chk2	Homo sapiens	Thermal melting change	=	-3.9	degrees C	PMID[18077363]
NPT1686	Individual protein	Casein kinase I isoform gamma-3	Homo sapiens	Thermal melting change	=	0.2	degrees C	PMID[18077363]
NPT1687	Individual protein	Death-associated protein kinase 3	Homo sapiens	Thermal melting change	=	0.1	degrees C	PMID[18077363]
NPT1693	Individual protein	Serine/threonine-protein kinase MST4	Homo sapiens	Thermal melting change	=	-1.0	degrees C	PMID[18077363]
NPT1702	Individual protein	Serine/threonine-protein kinase PLK4	Homo sapiens	Thermal melting change	=	-3.1	degrees C	PMID[18077363]
NPT1704	Individual protein	Serine/threonine-protein kinase RIO2	Homo sapiens	Thermal melting change	=	-0.4	degrees C	PMID[18077363]
NPT22961	Single protein	Inactive serine/threonine-protein kinase VRK3	Homo sapiens	Thermal melting change	=	-0.6	degrees C	PMID[18077363]
NPT58	Individual protein	Bloom syndrome protein	Homo sapiens	Potency	=	3162.3	nM	PubChem BioAssay data set
NPT483	Individual protein	Prelamin-A/C	Homo sapiens	Potency	=	2818.4	nM	PubChem BioAssay data set
NPT796	Individual protein	Peripheral myelin protein 22	Homo sapiens	Potency	=	21331.3	nM	PubChem BioAssay data set
NPT483	Individual protein	Prelamin-A/C	Homo sapiens	Potency	=	3162.3	nM	PubChem BioAssay data set
NPT29648	Single protein	Dual specificity protein kinase CLK1	Homo sapiens	Thermal melting change	=	-4.4	degrees C	PMID[18077363]
NPT9	Individual protein	DNA polymerase eta	Homo sapiens	Potency	n.a.	44668.4	nM	PubChem BioAssay data set
NPT94	Individual protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	18887.6	nM	PubChem BioAssay data set
NPT791	Individual protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT28500	Nucleic-acid	Salmon testes DNA	Oncorhynchus gorbuscha	K	=	466000.0	1/M	PMID[15999988]
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	83.5	%	PMID[23062825]
NPT612	Individual protein	Canalicular multispecific organic anion transporter 1	Homo sapiens	Activity	=	43.0	%	PMID[18457386]
NPT54	Individual protein	Nonstructural protein 1	Influenza A virus	Potency	=	56234.1	nM	PubChem BioAssay data set
NPT67	Individual protein	Cholinesterase	Equus caballus	IC50	=	6330.0	nM	PMID[23062825]
NPT980	Individual protein	Apoptosis regulator Bcl-2	Homo sapiens	Ki	=	171000.0	nM	PMID[17227711]
NPT831	Individual protein	Serine/threonine-protein kinase PLK1	Homo sapiens	Thermal melting change	=	0.0	degrees C	PMID[18077363]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	88.4	%	PMID[23062825]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	IC50	=	3780.0	nM	PMID[23062825]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	65.0	%	PMID[23062825]
NPT59	Individual protein	DNA polymerase beta	Homo sapiens	Potency	=	28183.8	nM	PubChem BioAssay data set
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	920.0	nM	PMID[23062825]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	0.8	%	PMID[23062825]
NPT761	Individual protein	Protein kinase C epsilon	Homo sapiens	IC50	=	24.0	nM	PMID[18077363]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Ki	=	480.0	nM	PMID[23062825]
NPT591	Individual protein	Glycogen synthase kinase-3 beta	Homo sapiens	Thermal melting change	=	-1.5	degrees C	PMID[18077363]
NPT459	Individual protein	Human immunodeficiency virus type 1 reverse transcriptase	Human immunodeficiency virus 1	IC50	<	200.0	ug.mL-1	PMID[1710653]
NPT51	Individual protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT93	Individual protein	Survival motor neuron protein	Homo sapiens	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	75.94	%	PMID[23062825]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	48.5	%	PMID[23062825]
NPT51	Individual protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	15848.9	nM	PubChem BioAssay data set
NPT8	Individual protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	5623.4	nM	PubChem BioAssay data set
NPT439	Individual protein	Butyrylcholinesterase	Homo sapiens	IC50	=	10340.0	nM	PMID[23062825]
NPT22960	Single protein	Serine/threonine-protein kinase VRK1	Homo sapiens	Thermal melting change	=	-0.1	degrees C	PMID[18077363]
NPT3720	Individual protein	Apoptosis regulator Bcl-W	Homo sapiens	Ki	=	106000.0	nM	PMID[17227711]
NPT5	Individual protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	19952.6	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
NPT732	Cell line	HOP-18	Homo sapiens	GI50	n.a.	1803.02	nM	PubChem BioAssay data set
NPT168	Cell line	P388	Mus musculus	T/C	=	12.0	%	PMID[10395504]
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	1981.53	nM	PubChem BioAssay data set
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	1866.38	nM	PubChem BioAssay data set
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	2094.11	nM	PubChem BioAssay data set
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	285.76	nM	PubChem BioAssay data set
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	1883.65	nM	PubChem BioAssay data set
NPT112	Cell line	MOLT-4	Homo sapiens	GI50	n.a.	363.08	nM	PubChem BioAssay data set
NPT2891	Cell line	H4	Homo sapiens	Activity	=	100.4	%	PMID[18024584]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	106.48	%	PMID[18024584]
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	1479.11	nM	PubChem BioAssay data set
NPT148	Cell line	HCT-15	Homo sapiens	GI50	n.a.	3890.45	nM	PubChem BioAssay data set
NPT2891	Cell line	H4	Homo sapiens	Activity	=	22.01	%	PMID[18024584]
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	1682.67	nM	PubChem BioAssay data set
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	2065.38	nM	PubChem BioAssay data set
NPT390	Cell line	LOX IMVI	Homo sapiens	GI50	n.a.	1782.38	nM	PubChem BioAssay data set
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	1927.52	nM	PubChem BioAssay data set
NPT2891	Cell line	H4	Homo sapiens	Activity	=	101.43	%	PMID[18024584]
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	1836.54	nM	PubChem BioAssay data set
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	1.24	ug.mL-1	PMID[10395504]
NPT389	Cell line	RPMI-8226	Homo sapiens	GI50	n.a.	2398.83	nM	PubChem BioAssay data set
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	2103.78	nM	PubChem BioAssay data set
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	2142.89	nM	PubChem BioAssay data set
NPT394	Cell line	EKVX	Homo sapiens	GI50	n.a.	1914.26	nM	PubChem BioAssay data set
NPT579	Cell line	DLD-1	Homo sapiens	GI50	n.a.	1698.24	nM	PubChem BioAssay data set
NPT179	Cell line	A2780	Homo sapiens	IC50	=	4630.0	nM	PMID[15999988]
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	1914.26	nM	PubChem BioAssay data set
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	1663.41	nM	PubChem BioAssay data set
NPT2891	Cell line	H4	Homo sapiens	Activity	=	33.84	%	PMID[18024584]
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	2990.0	nM	PMID[26026362]
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	1757.92	nM	PubChem BioAssay data set
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	1840.77	nM	PubChem BioAssay data set
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	1686.55	nM	PubChem BioAssay data set
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	1967.89	nM	PubChem BioAssay data set
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	1803.02	nM	PubChem BioAssay data set
NPT577	Cell line	RXF 631	Homo sapiens	GI50	n.a.	1857.8	nM	PubChem BioAssay data set
NPT405	Cell line	NCI-H226	Homo sapiens	GI50	n.a.	1757.92	nM	PubChem BioAssay data set
NPT572	Cell line	DMS-273	Homo sapiens	GI50	n.a.	2037.04	nM	PubChem BioAssay data set
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	1279.38	nM	PubChem BioAssay data set
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	1901.08	nM	PubChem BioAssay data set
NPT1970	Cell line	THP-1	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[19110420]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	110.26	%	PMID[18024584]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	195.46	%	PMID[18024584]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	229.91	%	PMID[18024584]
NPT146	Cell line	SK-OV-3	Homo sapiens	GI50	n.a.	1510.08	nM	PubChem BioAssay data set
NPT393	Cell line	HCT-116	Homo sapiens	IC50	=	2130.0	nM	PMID[26026362]
NPT578	Cell line	SNB-78	Homo sapiens	GI50	n.a.	1999.86	nM	PubChem BioAssay data set
NPT168	Cell line	P388	Mus musculus	T/C	=	111.0	%	PMID[10395504]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	108.72	%	PMID[18024584]
NPT574	Cell line	XF498	Homo sapiens	GI50	n.a.	1790.61	nM	PubChem BioAssay data set
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	1489.36	nM	PubChem BioAssay data set
NPT731	Cell line	LXFL 529	Homo sapiens	GI50	n.a.	1725.84	nM	PubChem BioAssay data set
NPT576	Cell line	DMS-114	Homo sapiens	GI50	n.a.	2177.71	nM	PubChem BioAssay data set
NPT388	Cell line	NCI-H322M	Homo sapiens	GI50	n.a.	2477.42	nM	PubChem BioAssay data set
NPT376	Cell line	A498	Homo sapiens	GI50	n.a.	9162.2	nM	PubChem BioAssay data set
NPT2891	Cell line	H4	Homo sapiens	Activity	=	30.83	%	PMID[18024584]
NPT2891	Cell line	H4	Homo sapiens	Activity	=	213.88	%	PMID[18024584]
NPT71	Cell line	HEK293	Homo sapiens	Potency	n.a.	14576.9	nM	PubChem BioAssay data set
NPT573	Cell line	M19-MEL	Homo sapiens	GI50	n.a.	1599.56	nM	PubChem BioAssay data set
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	2037.04	nM	PubChem BioAssay data set
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	1883.65	nM	PubChem BioAssay data set
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	1782.38	nM	PubChem BioAssay data set
NPT377	Cell line	OVCAR-3	Homo sapiens	GI50	n.a.	1524.05	nM	PubChem BioAssay data set
NPT111	Cell line	K562	Homo sapiens	GI50	n.a.	3801.89	nM	PubChem BioAssay data set
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	1811.34	nM	PubChem BioAssay data set
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	1832.31	nM	PubChem BioAssay data set
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	751.62	nM	PubChem BioAssay data set
NPT373	Cell line	SK-MEL-5	Homo sapiens	GI50	n.a.	1823.9	nM	PubChem BioAssay data set
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	1733.8	nM	PubChem BioAssay data set
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	1857.8	nM	PubChem BioAssay data set
NPT458	Cell line	IGROV-1	Homo sapiens	GI50	n.a.	1845.02	nM	PubChem BioAssay data set
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	1901.08	nM	PubChem BioAssay data set
NPT575	Cell line	KM-20L2	Homo sapiens	GI50	n.a.	1741.81	nM	PubChem BioAssay data set
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	1729.82	nM	PubChem BioAssay data set
NPT398	Cell line	UACC-62	Homo sapiens	GI50	n.a.	1836.54	nM	PubChem BioAssay data set
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	2488.86	nM	PubChem BioAssay data set
NPT368	Cell line	SN12C	Homo sapiens	GI50	n.a.	1803.02	nM	PubChem BioAssay data set
NPT404	Cell line	CCRF-CEM	Homo sapiens	GI50	n.a.	187.93	nM	PubChem BioAssay data set
NPT517	Cell line	Panel NCI-60 (60 carcinoma cell lines)	Homo sapiens	GI50	=	188.0	nM	PMID[15743190]
NPT28438	Unchecked	Unchecked	n.a.	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	12589.25	nM	PMID[19734910]
NPT28438	Unchecked	Unchecked	n.a.	Ratio IC50	>	14.0	n.a.	PMID[19716293]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	=	40.0	%	PMID[19716293]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	10.0	nM	PMID[18077363]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	=	67.0	%	PMID[23062825]
NPT28438	Unchecked	Unchecked	n.a.	Potency	n.a.	2238.7	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	15848.93	nM	PMID[19734910]
NPT28438	Unchecked	Unchecked	n.a.	Potency	=	10000.0	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	Ratio EC50	=	3.87	n.a.	PMID[17417631]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	n.a.	n.a.	%	PMID[17417631]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	660.0	nM	PMID[18077363]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	4200.0	nM	PMID[23062825]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	13030.0	nM	PMID[23062825]
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	900.0	nM	PMID[18077363]
NPT28438	Unchecked	Unchecked	n.a.	Ki	=	96000.0	nM	PMID[17227711]
NPT28438	Unchecked	Unchecked	n.a.	Potency	=	6309.6	nM	PubChem BioAssay data set
NPT28438	Unchecked	Unchecked	n.a.	IC50	=	30.0	nM	PMID[36996714]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	1852.6	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	11220.2	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	1531.0	nM	PMID[17417631]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	14125.4	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	14.3	ug.mL-1	PMID[28628823]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Potency	=	17782.8	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.	EC50	=	396.0	nM	PMID[17417631]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	Activity	n.a.	n.a.	n.a.	PMID[22182580]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MBC	>	260.0	uM	PMID[22182580]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MBC	>	260.0	uM	PMID[22182580]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	EC50	=	15200.0	nM	PMID[22182580]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	16300.0	nM	PMID[22182580]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	Activity	n.a.	n.a.	n.a.	PMID[22182580]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	EC50	=	8600.0	nM	PMID[22182580]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	16300.0	nM	PMID[22182580]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	MSD	=	10.0	day	PMID[10395504]
NPT32	Organism	Mus musculus	Mus musculus	MSD	=	1.1	day	PMID[10395504]

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 NPC602221 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	37129
0.1-0.2	12148
0.2-0.3	554
0.3-0.4	17
0.4-0.5	2
0.5-0.6	0
0.6-0.7	4
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	Natural Product ID
0.9796	High Similarity	NPC100079
0.9796	High Similarity	NPC23614
0.8462	Intermediate Similarity	NPC46451
0.7091	Intermediate Similarity	NPC149471
0.6909	Remote Similarity	NPC271215
0.6897	Remote Similarity	NPC611429
0.6557	Remote Similarity	NPC604320
0.65	Remote Similarity	NPC604713

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC602221 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6918
0.1-0.2	2215
0.2-0.3	14
0.3-0.4	2
0.4-0.5	0
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8462	Intermediate Similarity	NPD3763	Phase 2

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