NPASS Compound

Structure

NPC473429 OpenBabel07101718182D 46 51 0 0 0 0 0 0 0 0999 V2000 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2224 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2224 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3564 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3564 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -8.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -11.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4904 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -12.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -10.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -9.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -10.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6244 -13.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 12.6244 -14.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -13.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -13.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 23 2 0 0 0 0 6 24 2 0 0 0 0 7 25 2 0 0 0 0 8 26 2 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 20 2 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 16 22 1 0 0 0 0 17 27 1 0 0 0 0 17 29 2 0 0 0 0 18 28 1 0 0 0 0 18 30 2 0 0 0 0 19 20 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 23 25 1 0 0 0 0 23 29 1 0 0 0 0 24 26 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 27 31 2 0 0 0 0 27 37 1 0 0 0 0 28 32 2 0 0 0 0 28 38 1 0 0 0 0 29 45 1 0 0 0 0 30 46 1 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 35 37 2 0 0 0 0 36 38 2 0 0 0 0 39 45 1 0 0 0 0 40 45 2 0 0 0 0 41 45 2 0 0 0 0 42 46 1 0 0 0 0 43 46 2 0 0 0 0 44 46 2 0 0 0 0 M CHG 2 39 -1 42 -1 M END $$$$

Physi-Chem Properties

Molecular Weight:	650.11
Volume:	616.336
LogP:	5.746
LogD:	2.206
LogS:	-10.721
# Rotatable Bonds:	7
TPSA:	215.88
# H-Bond Aceptor:	12
# H-Bond Donor:	4
# Rings:	6
# Heavy Atoms:	14

MedChem Properties

QED Drug-Likeness Score:	0.1
Synthetic Accessibility Score:	3.316
Fsp3:	0.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	3
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.765
MDCK Permeability:	3.762484629987739e-05
Pgp-inhibitor:	0.467
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.014
20% Bioavailability (F20%):	0.2
30% Bioavailability (F30%):	0.976

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001
Plasma Protein Binding (PPB):	103.3808364868164%
Volume Distribution (VD):	0.547
Pgp-substrate:	0.8552773594856262%

ADMET: Metabolism

CYP1A2-inhibitor:	0.289
CYP1A2-substrate:	0.175
CYP2C19-inhibitor:	0.397
CYP2C19-substrate:	0.128
CYP2C9-inhibitor:	0.325
CYP2C9-substrate:	0.927
CYP2D6-inhibitor:	0.001
CYP2D6-substrate:	0.865
CYP3A4-inhibitor:	0.106
CYP3A4-substrate:	0.097

ADMET: Excretion

Clearance (CL):	1.127
Half-life (T1/2):	0.011

ADMET: Toxicity

hERG Blockers:	0.204
Human Hepatotoxicity (H-HT):	0.726
Drug-inuced Liver Injury (DILI):	0.966
AMES Toxicity:	0.87
Rat Oral Acute Toxicity:	0.016
Maximum Recommended Daily Dose:	0.968
Skin Sensitization:	0.919
Carcinogencity:	0.95
Eye Corrosion:	0.003
Eye Irritation:	0.912
Respiratory Toxicity:	0.908

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC473429

Natural Product ID:	NPC473429
*Common Name:**	Congo Red
IUPAC Name:	n.a.
Synonyms:	Congazone Sodium; Congo Red; NSC-75913
Standard InCHIKey:	IQFVPQOLBLOTPF-HKXUKFGYSA-L
Standard InCHI:	InChI=1S/C32H24N6O6S2.2Na/c33-31-25-7-3-1-5-23(25)29(45(39,40)41)17-27(31)37-35-21-13-9-19(10-14-21)20-11-15-22(16-12-20)36-38-28-18-30(46(42,43)44)24-6-2-4-8-26(24)32(28)34;;/h1-18H,33-34H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2/b37-35+,38-36+;;
SMILES:	Nc1c(/N=N/c2ccc(cc2)c2ccc(cc2)/N=N/c2cc(c3c(c2N)cccc3)S(=O)(=O)[O-])cc(c2c1cccc2)S(=O)(=O)[O-].[Na+].[Na+]
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL429694
PubChem CID:	n.a.
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000041] Biphenyls and derivatives [CHEMONTID:0003955] Benzidines

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350137]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	rhizome	n.a.	n.a.	PMID[12617587]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[23153397]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23901173]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28068085]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9584408]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Rhizome	n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Rhizome Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Essential Oil	n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24124	Curcuma longa	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO24124	Curcuma longa	Species	Zingiberaceae	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	NP ID	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
EC50	1
ED50	2
IC50	18
Kd	3
Ki	8
Others	51
Potency	51

Activity Type	# Activity
Cell Line	2
Individual Protein	60
NON-MOLECULAR	1
Others	69
SINGLE PROTEIN	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT4219	Individual Protein	Choline acetylase	Homo sapiens	Ki	=	100.0	nM	PMID[480281]
NPT2682	Individual Protein	Alpha-chymotrypsin	Bos taurus	Concentration	=	40.0	uM	PMID[480282]
NPT654	Individual Protein	Beta-lactamase	Enterobacter cloacae	Concentration	=	3.9	uM	PMID[480282]
NPT502	Individual Protein	Beta-galactosidase	Homo sapiens	Concentration	=	100.0	uM	PMID[480282]
NPT2818	Individual Protein	Dihydrofolate reductase	Homo sapiens	Concentration	=	0.4	uM	PMID[480282]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	4000.0	nM	PMID[480283]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Inhibition	=	92.0	%	PMID[480283]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Inhibition	=	20.0	%	PMID[480283]
NPT654	Individual Protein	Beta-lactamase	Enterobacter cloacae	Inhibition	=	81.0	%	PMID[480283]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	3900.0	nM	PMID[480284]
NPT1569	Individual Protein	Chymotrypsin C	Homo sapiens	IC50	=	40000.0	nM	PMID[480284]
NPT6232	Individual Protein	Dihydrofolate reductase	Gallus gallus	IC50	=	400.0	nM	PMID[480284]
NPT502	Individual Protein	Beta-galactosidase	Homo sapiens	IC50	=	100000.0	nM	PMID[480284]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Decrease in IC50	=	11.0	n.a.	PMID[480284]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Increase in IC50	=	15.0	n.a.	PMID[480284]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	650.0	nM	PMID[480284]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	340000.0	nM	PMID[480284]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	340.0	nM	PMID[480285]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	IC50	=	2200.0	nM	PMID[480285]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	99.8	%	PMID[480288]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	99.5	%	PMID[480288]
NPT681	Cell Line	PC-12	Rattus norvegicus	ED50	=	37.5	ug ml-1	PMID[480298]
NPT681	Cell Line	PC-12	Rattus norvegicus	ED50	=	39.2	ug ml-1	PMID[480298]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	5.288	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	14.6	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	36.68	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	54.93	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	77.35	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	91.16	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	94.63	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	99.84	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	99.86	%	PMID[480300]
NPT6495	Individual Protein	Ectonucleotide pyrophosphatase/phosphodiesterase family member 7	Homo sapiens	Inhibition	=	2.0	%	PMID[480300]
NPT6494	Individual Protein	Ectonucleotide pyrophosphatase/phosphodiesterase family member 6	Homo sapiens	Inhibition	=	-3.0	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Ki	=	1890.0	nM	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	Inhibition	=	82.0	%	PMID[480300]
NPT4418	Individual Protein	Autotaxin	Homo sapiens	IC50	=	1310.0	nM	PMID[480300]
NPT6245	Individual Protein	PH domain leucine-rich repeat-containing protein phosphatase 2	Homo sapiens	IC50	=	33000.0	nM	PMID[480305]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	97.0	%	PMID[480307]
NPT5463	Individual Protein	Cystine/glutamate transporter	Homo sapiens	Activity	=	82.0	%	PMID[480308]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	97.0	%	PMID[480309]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	96.5	%	PMID[480309]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	33498.3	nM	PMID[480312]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	10593.1	nM	PMID[480312]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Imax	=	95.4	%	PMID[480313]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	89.0	%	PMID[480320]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	10682.2	nM	PMID[19084294]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	26603.2	nM	PMID[17074796]
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	n.a.	15339.7	nM	PMID[20923180]
NPT35	Others	n.a.		LogP	=	0.16	n.a.	PMID[480280]
NPT35	Others	n.a.		Kd	=	1500.0	nM	PMID[480280]
NPT35	Others	n.a.		Kd	=	1100.0	nM	PMID[480280]
NPT2	Others	Unspecified		Bmax	=	2.6	n.a.	PMID[480280]
NPT2	Others	Unspecified		Bmax	=	0.6	n.a.	PMID[480280]
NPT2	Others	Unspecified		DLS Concentration	=	750.0	uM	PMID[480284]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Ki	>	1000.0	nM	PMID[480286]
NPT2	Others	Unspecified		IC50	=	1650.0	nM	PMID[480288]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	78.8	%	PMID[480290]
NPT2	Others	Unspecified		Ki	>	10000.0	nM	PMID[480291]
NPT2	Others	Unspecified		Ki	>	10000.0	nM	PMID[480292]
NPT2	Others	Unspecified		Kd	=	13000.0	nM	PMID[480293]
NPT2	Others	Unspecified		Inhibition	=	1.4	%	PMID[480294]
NPT2	Others	Unspecified		IC50	=	10000.0	nM	PMID[480294]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	78.8	%	PMID[480296]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Ki	>	1000.0	nM	PMID[480299]
NPT2	Others	Unspecified		Drug uptake	=	31.0	%	PMID[480302]
NPT22902	SINGLE PROTEIN	Eukaryotic peptide chain release factor GTP-binding subunit	Saccharomyces cerevisiae	Inhibition	=	100.0	%	PMID[480303]
NPT2	Others	Unspecified		Inhibition	=	100.0	%	PMID[480303]
NPT2	Others	Unspecified		Inhibition	=	92.0	%	PMID[480303]
NPT2	Others	Unspecified		Inhibition	=	20.0	%	PMID[480303]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	5500.0	nM	PMID[480306]
NPT2	Others	Unspecified		Activity	=	31.0	%	PMID[480308]
NPT2	Others	Unspecified		Activity	=	0.0	%	PMID[480308]
NPT2	Others	Unspecified		Ki	=	2000.0	nM	PMID[480310]
NPT2	Others	Unspecified		Inhibition	=	60.3	%	PMID[480311]
NPT2	Others	Unspecified		Inhibition	=	93.1	%	PMID[480311]
NPT2	Others	Unspecified		Ratio	>	22.0	n.a.	PMID[480314]
NPT27	Others	Unspecified		LC50	>	10000.0	nM	PMID[480314]
NPT2	Others	Unspecified		EC50	=	450.0	nM	PMID[480314]
NPT2	Others	Unspecified		Potency	n.a.	3533.8	nM	PMID[480312]
NPT2	Others	Unspecified		Potency	n.a.	14125.4	nM	PMID[480312]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	76.6	%	PMID[480315]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	93.2	%	PMID[480315]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	IC50	=	1300.0	nM	PMID[480316]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	Inhibition	=	86.5	%	PMID[480317]
NPT78	Individual Protein	Beta amyloid A4 protein	Homo sapiens	IC50	=	1300.0	nM	PMID[480318]
NPT2	Others	Unspecified		Potency	n.a.	24532.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	23710.1	nM	PMID[15387645]
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PMID[1294697]
NPT2	Others	Unspecified		Potency	n.a.	24311.8	nM	PMID[16408017]
NPT2	Others	Unspecified		Potency	n.a.	5442.7	nM	PMID[23102654]
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PMID[25028062]
NPT2	Others	Unspecified		Potency	n.a.	10590.9	nM	PMID[26115570]
NPT2	Others	Unspecified		Potency	n.a.	26603.2	nM	Open TG-GATES in vivo data: Biochemistry
NPT2	Others	Unspecified		Potency	n.a.	9869.5	nM	PMID[25016370]
NPT2	Others	Unspecified		Potency	n.a.	30606.7	nM	PMID[17095213]
NPT2	Others	Unspecified		Potency	n.a.	27278.3	nM	PMID[15104491]
NPT2	Others	Unspecified		Potency	n.a.	13333.2	nM	PMID[9051914]
NPT2	Others	Unspecified		Potency	n.a.	9678.7	nM	PMID[19928832]
NPT2	Others	Unspecified		Potency	n.a.	4323.3	nM	PMID[24164206]
NPT74	Individual Protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	2186.4	nM	DOI[10.1016/S0960-894X(97)00029-2]
NPT2	Others	Unspecified		Potency	n.a.	54920.8	nM	PMID[20155971]
NPT2	Others	Unspecified		Potency	n.a.	61068.4	nM	PMID[17850214]
NPT2	Others	Unspecified		Potency	n.a.	24311.8	nM	PMID[15497961]
NPT2	Others	Unspecified		Potency	n.a.	4323.3	nM	PMID[12027740]
NPT2	Others	Unspecified		Potency	n.a.	17211.4	nM	DrugMatrix in vitro pharmacology data
NPT2	Others	Unspecified		Potency	n.a.	34652.7	nM	PMID[20439614]
NPT2	Others	Unspecified		Potency	n.a.	21864.4	nM	PMID[19786608]
NPT2	Others	Unspecified		Potency	n.a.	26603.2	nM	PMID[8035429]
NPT2	Others	Unspecified		Potency	n.a.	17367.5	nM	PMID[10743948]
NPT2	Others	Unspecified		Potency	n.a.	61622.2	nM	DrugMatrix in vitro pharmacology data
NPT2	Others	Unspecified		Potency	n.a.	29849.3	nM	PMID[19467602]
NPT2	Others	Unspecified		Potency	n.a.	6852	nM	PMID[10579870]
NPT2	Others	Unspecified		Potency	n.a.	34341.3	nM	PMID[18977148]
NPT2	Others	Unspecified		Potency	n.a.	9678.7	nM	PMID[23360521]
NPT2	Others	Unspecified		Potency	n.a.	61622.2	nM	PMID[16933889]
NPT2	Others	Unspecified		Potency	n.a.	34341.3	nM	PMID[18183025]
NPT2	Others	Unspecified		Potency	n.a.	54427.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	16785.5	nM	PMID[23398362]
NPT2	Others	Unspecified		Potency	n.a.	27278.3	nM	PMID[14987059]
NPT2	Others	Unspecified		Potency	n.a.	10590.9	nM	PMID[21458279]
NPT2	Others	Unspecified		Potency	n.a.	17211.4	nM	PMID[26000707]
NPT2	Others	Unspecified		Potency	n.a.	21313.8	nM	PMID[23642481]
NPT2	Others	Unspecified		Potency	n.a.	17211.4	nM	PMID[19572611]
NPT2	Others	Unspecified		Potency	n.a.	18833.6	nM	PMID[22444684]
NPT2	Others	Unspecified		Potency	n.a.	21131.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		Potency	n.a.	29849.3	nM	PMID[24479418]
NPT2	Others	Unspecified		Potency	n.a.	10590.9	nM	DrugMatrix in vitro pharmacology data
NPT2	Others	Unspecified		Potency	n.a.	27278.3	nM	Open TG-GATES in vivo data: Organ Weight
NPT2	Others	Unspecified		Potency	n.a.	30606.7	nM	PMID[8201310]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC473429 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1393
0.1-0.2	13847
0.2-0.3	16837
0.3-0.4	9353
0.4-0.5	1213
0.5-0.6	44
0.6-0.7	8
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.75	Intermediate Similarity	NPC328590
0.6391	Remote Similarity	NPC108800
0.6268	Remote Similarity	NPC79618
0.6268	Remote Similarity	NPC434
0.6241	Remote Similarity	NPC191444
0.6165	Remote Similarity	NPC176858
0.6102	Remote Similarity	NPC288430
0.6045	Remote Similarity	NPC173991
0.6015	Remote Similarity	NPC43655
0.6	Remote Similarity	NPC322283
0.6	Remote Similarity	NPC323726
0.5926	Remote Similarity	NPC315403
0.5926	Remote Similarity	NPC107135
0.5735	Remote Similarity	NPC111233
0.5735	Remote Similarity	NPC30445
0.5705	Remote Similarity	NPC475915
0.5618	Remote Similarity	NPC474791
0.5617	Remote Similarity	NPC9856

Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC473429 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	601
0.1-0.2	1323
0.2-0.3	1197
0.3-0.4	4305
0.4-0.5	1566
0.5-0.6	143
0.6-0.7	15
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7102	Intermediate Similarity	NPD7845	Approved
0.7093	Intermediate Similarity	NPD7848	Approved
0.7006	Intermediate Similarity	NPD7846	Approved
0.6968	Remote Similarity	NPD5518	Clinical (unspecified phase)
0.6906	Remote Similarity	NPD7847	Approved
0.6813	Remote Similarity	NPD7849	Approved
0.6667	Remote Similarity	NPD6820	Approved
0.6667	Remote Similarity	NPD6822	Approved
0.6585	Remote Similarity	NPD8353	Approved
0.6585	Remote Similarity	NPD8355	Approved
0.6538	Remote Similarity	NPD6821	Approved
0.6527	Remote Similarity	NPD6574	Clinical (unspecified phase)
0.6506	Remote Similarity	NPD8354	Approved
0.6467	Remote Similarity	NPD5606	Discontinued
0.6377	Remote Similarity	NPD4321	Approved
0.6216	Remote Similarity	NPD1596	Approved
0.6159	Remote Similarity	NPD2338	Clinical (unspecified phase)
0.6129	Remote Similarity	NPD572	Clinical (unspecified phase)
0.6102	Remote Similarity	NPD5412	Discontinued
0.6096	Remote Similarity	NPD2039	Approved
0.6096	Remote Similarity	NPD2038	Approved
0.6087	Remote Similarity	NPD716	Approved
0.6037	Remote Similarity	NPD1590	Approved
0.597	Remote Similarity	NPD8314	Clinical (unspecified phase)
0.5926	Remote Similarity	NPD9108	Approved
0.5922	Remote Similarity	NPD5531	Discontinued
0.5896	Remote Similarity	NPD7822	Phase 1
0.5872	Remote Similarity	NPD1854	Approved
0.5851	Remote Similarity	NPD2310	Clinical (unspecified phase)
0.5843	Remote Similarity	NPD2750	Approved
0.5833	Remote Similarity	NPD964	Approved
0.5833	Remote Similarity	NPD7765	Discovery
0.5827	Remote Similarity	NPD9188	Approved
0.5823	Remote Similarity	NPD3240	Phase 2
0.5822	Remote Similarity	NPD1824	Discontinued
0.581	Remote Similarity	NPD4645	Clinical (unspecified phase)
0.58	Remote Similarity	NPD1311	Approved
0.5789	Remote Similarity	NPD1312	Approved
0.5789	Remote Similarity	NPD4644	Clinical (unspecified phase)
0.5778	Remote Similarity	NPD5921	Clinical (unspecified phase)
0.5762	Remote Similarity	NPD4674	Clinical (unspecified phase)
0.5761	Remote Similarity	NPD5840	Discontinued
0.5756	Remote Similarity	NPD1890	Clinical (unspecified phase)
0.575	Remote Similarity	NPD2815	Clinical (unspecified phase)
0.5749	Remote Similarity	NPD1938	Clinical (unspecified phase)
0.5745	Remote Similarity	NPD9352	Approved
0.5741	Remote Similarity	NPD9485	Approved
0.5714	Remote Similarity	NPD7969	Clinical (unspecified phase)
0.5695	Remote Similarity	NPD2913	Approved
0.5695	Remote Similarity	NPD2914	Approved
0.5674	Remote Similarity	NPD3093	Approved
0.5669	Remote Similarity	NPD2131	Approved
0.5664	Remote Similarity	NPD4737	Phase 2
0.5664	Remote Similarity	NPD9353	Approved
0.5657	Remote Similarity	NPD917	Clinical (unspecified phase)
0.565	Remote Similarity	NPD3784	Discontinued
0.5647	Remote Similarity	NPD5819	Phase 2
0.5625	Remote Similarity	NPD4042	Phase 2
0.5625	Remote Similarity	NPD4045	Phase 2
0.5622	Remote Similarity	NPD3348	Phase 2
0.5616	Remote Similarity	NPD2795	Clinical (unspecified phase)
0.5614	Remote Similarity	NPD7017	Clinical (unspecified phase)
0.5608	Remote Similarity	NPD278	Approved
0.5604	Remote Similarity	NPD4320	Clinical (unspecified phase)
0.56	Remote Similarity	NPD1636	Approved

Bioactivity similarity: Similar Natural Products in NPASS

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