NPASS Compound

Structure

CID58629 OpenBabel06191715392D 23 24 0 0 1 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 1 1 6 0 0 0 3 5 1 0 0 0 0 3 22 1 0 0 0 0 4 2 1 6 0 0 0 4 10 1 0 0 0 0 4 21 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 6 0 0 0 6 9 1 0 0 0 0 6 16 1 6 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 6 0 0 0 8 11 1 0 0 0 0 8 18 1 1 0 0 0 9 12 1 0 0 0 0 9 19 1 1 0 0 0 10 23 1 1 0 0 0 11 20 1 6 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 12 23 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	342.12
Volume:	295.688
LogP:	-2.5
LogD:	-3.174
LogS:	-0.724
# Rotatable Bonds:	4
TPSA:	189.53
# H-Bond Aceptor:	11
# H-Bond Donor:	8
# Rings:	2
# Heavy Atoms:	11

MedChem Properties

QED Drug-Likeness Score:	0.243
Synthetic Accessibility Score:	4.282
Fsp3:	1.0
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Accepted
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-6.199
MDCK Permeability:	0.00017662860045675188
Pgp-inhibitor:	0.002
Pgp-substrate:	0.98
Human Intestinal Absorption (HIA):	0.975
20% Bioavailability (F20%):	0.91
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.264
Plasma Protein Binding (PPB):	18.165372848510742%
Volume Distribution (VD):	0.355
Pgp-substrate:	66.90816497802734%

ADMET: Metabolism

CYP1A2-inhibitor:	0.015
CYP1A2-substrate:	0.017
CYP2C19-inhibitor:	0.012
CYP2C19-substrate:	0.069
CYP2C9-inhibitor:	0.0
CYP2C9-substrate:	0.038
CYP2D6-inhibitor:	0.002
CYP2D6-substrate:	0.085
CYP3A4-inhibitor:	0.004
CYP3A4-substrate:	0.002

ADMET: Excretion

Clearance (CL):	0.967
Half-life (T1/2):	0.801

ADMET: Toxicity

hERG Blockers:	0.207
Human Hepatotoxicity (H-HT):	0.067
Drug-inuced Liver Injury (DILI):	0.153
AMES Toxicity:	0.207
Rat Oral Acute Toxicity:	0.037
Maximum Recommended Daily Dose:	0.0
Skin Sensitization:	0.468
Carcinogencity:	0.015
Eye Corrosion:	0.003
Eye Irritation:	0.091
Respiratory Toxicity:	0.032

Download Data

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

Natural Product: NPC58629

Natural Product ID:	NPC58629
*Common Name:**	Lactose, Anhydrous
IUPAC Name:	(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
Synonyms:	Lactose; Lactose, anhydrous
Standard InCHIKey:	GUBGYTABKSRVRQ-DCSYEGIMSA-N
Standard InCHI:	InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5+,6+,7-,8-,9-,10-,11-,12+/m1/s1
SMILES:	C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)O)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL417016
PubChem CID:	6134
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0004603] Organic oxygen compounds [CHEMONTID:0000323] Organooxygen compounds [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates [CHEMONTID:0002105] Glycosyl compounds [CHEMONTID:0002207] O-glycosyl compounds

*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
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	DOI[10.1021/jf970571j]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	stem	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[15577255]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24014097]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	n.a.	fruit	n.a.	PMID[240326]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24128451]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	roots	n.a.	n.a.	PMID[26259802]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30188125]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO27293	Sus scrofa	Species	Suidae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO41127	Melanogrammus aeglefinus	Species	n.a.	n.a.		n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO28026	Grifola frondosa	Species	Schizophyllaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO41188	Sander lucioperca	Species	n.a.	n.a.		n.a.	n.a.	Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[FooDB]
NPO41127	Melanogrammus aeglefinus	Species	n.a.	n.a.	n.a.	n.a.		Database[FooDB]
NPO41188	Sander lucioperca	Species	n.a.	n.a.	n.a.	n.a.		Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Pollen Or Spore	n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3107	Bupleurum falcatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3107	Bupleurum falcatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27293	Sus scrofa	Species	Suidae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3107	Bupleurum falcatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO3107	Bupleurum falcatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28026	Grifola frondosa	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7576	Brassica oleracea	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27293	Sus scrofa	Species	Suidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1484	Bupleurum scorzonerifolium	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29401	Bupleurum chinense	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3107	Bupleurum falcatum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO366	Pyrus communis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16230	Malus pumila	Species	Rosaceae	Eukaryota	Fruit	n.a.	n.a.	Database[USDA]

☑ 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
NPO366	NPC58629	Raw	n.a.	10	n.a.	n.a.	mg/100g	Database [USDA]
NPO7576	NPC58629	Raw	n.a.	210	n.a.	n.a.	mg/100g	Database [USDA]
NPO28026	NPC58629	Raw	n.a.	330	n.a.	n.a.	mg/100g	Database [USDA]
NPO16230	NPC58629	n.a.	n.a.	710	n.a.	n.a.	mg/100g	Database [USDA]
NPO41188	NPC58629	Raw	n.a.	500	n.a.	n.a.	mg/100g	Database [DTU]
NPO41127	NPC58629	n.a.	n.a.	1000	n.a.	n.a.	mg/100g	Database [DTU]
NPO27293	NPC58629	n.a.	n.a.	2690	n.a.	n.a.	mg/100g	Database [DTU]

☑ 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
IC50	14
Kd	11
MIC	1
Others	20
Potency	1

Activity Type	# Activity
Cell Line	4
Individual Protein	24
Organism	1
Others	13
PHENOTYPE	1
SINGLE PROTEIN	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3488	Individual Protein	Galectin-3	Mus musculus	Kd	=	222000.0	nM	PMID[522712]
NPT3488	Individual Protein	Galectin-3	Mus musculus	Affinity	=	20.0	n.a.	PMID[522712]
NPT1728	Individual Protein	Galectin-1	Homo sapiens	Activity	=	0.8	mM	PMID[522714]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Activity	=	0.8	mM	PMID[522714]
NPT1728	Individual Protein	Galectin-1	Homo sapiens	Inhibition	=	54.0	%	PMID[522715]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Inhibition	=	44.0	%	PMID[522715]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	10.0	%	PMID[522715]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	24.0	%	PMID[522715]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	44.0	%	PMID[522715]
NPT660	Cell Line	SW480	Homo sapiens	Activity	=	43.0	%	PMID[522715]
NPT1728	Individual Protein	Galectin-1	Homo sapiens	IC50	=	800000.0	nM	PMID[522717]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	IC50	=	800000.0	nM	PMID[522717]
NPT1728	Individual Protein	Galectin-1	Homo sapiens	Activity	=	1.0	n.a.	PMID[522717]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Activity	=	1.0	n.a.	PMID[522717]
NPT1728	Individual Protein	Galectin-1	Homo sapiens	Kd	=	420000.0	nM	PMID[522718]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Kd	=	110000.0	nM	PMID[522718]
NPT3489	Individual Protein	Galectin-8	Homo sapiens	Kd	=	62000.0	nM	PMID[522718]
NPT3490	Individual Protein	Galectin-9	Homo sapiens	Kd	=	23000.0	nM	PMID[522718]
NPT3491	Individual Protein	Galectin-7	Homo sapiens	Kd	=	110000.0	nM	PMID[522718]
NPT3492	Individual Protein	Galectin-3	Gallus gallus	Inhibition	=	67.0	%	PMID[522725]
NPT3492	Individual Protein	Galectin-3	Gallus gallus	Inhibition	=	75.0	%	PMID[522725]
NPT3492	Individual Protein	Galectin-3	Gallus gallus	IC50	=	4500000.0	nM	PMID[522725]
NPT3492	Individual Protein	Galectin-3	Gallus gallus	IC50	=	1100000.0	nM	PMID[522725]
NPT3493	Individual Protein	Beta-galactoside-binding lectin	Gallus gallus	IC50	=	4000000.0	nM	PMID[522725]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Kd	=	230000.0	nM	PMID[522726]
NPT1729	Individual Protein	Galectin-3	Homo sapiens	Kd	=	92600.0	nM	PMID[522727]
NPT3488	Individual Protein	Galectin-3	Mus musculus	IC50	=	1000000.0	nM	PMID[522728]
NPT3489	Individual Protein	Galectin-8	Homo sapiens	Kd	=	37920.0	nM	PMID[522729]
NPT22067	SINGLE PROTEIN	Fucosyltransferase 10	Homo sapiens	Relative activity	=	120.0	n.a.	PMID[522708]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	=	1250000.0	nM	PMID[522709]
NPT2	Others	Unspecified		IC50	=	45000.0	nM	PMID[522710]
NPT2	Others	Unspecified		Kd	=	81000.0	nM	PMID[522711]
NPT2	Others	Unspecified		Kd	=	220000.0	nM	PMID[522713]
NPT22457	SINGLE PROTEIN	Alpha 1,4 galactosyltransferase	Neisseria meningitidis	Kcat/Km	=	240.0	/mM/min	PMID[522719]
NPT22457	SINGLE PROTEIN	Alpha 1,4 galactosyltransferase	Neisseria meningitidis	Kcat	=	160.0	/s	PMID[522719]
NPT22457	SINGLE PROTEIN	Alpha 1,4 galactosyltransferase	Neisseria meningitidis	Km	=	40000000.0	nM	PMID[522719]
NPT20596	PHENOTYPE	Hepatotoxicity	n.a.	DILI positive/negative	=	0.0	n.a.	PMID[522724]
NPT2	Others	Unspecified		Inhibition	=	39.0	%	PMID[522725]
NPT2	Others	Unspecified		Inhibition	=	86.0	%	PMID[522725]
NPT2	Others	Unspecified		IC50	=	1600000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	5000000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	1800000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	6000000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	500000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	1100000.0	nM	PMID[522725]
NPT2	Others	Unspecified		IC50	=	600000.0	nM	PMID[522725]
NPT2	Others	Unspecified		Potency	n.a.	4327.7	nM	PubChem BioAssay data set

☑ 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 NPC58629 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	1158
0.1-0.2	9214
0.2-0.3	17328
0.3-0.4	10075
0.4-0.5	3799
0.5-0.6	828
0.6-0.7	183
0.7-0.8	47
0.8-0.85	33
0.85-0.9	19
0.9-0.95	2
0.95-1	11

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC67660
1.0	High Similarity	NPC246558
1.0	High Similarity	NPC165198
1.0	High Similarity	NPC89145
1.0	High Similarity	NPC145112
1.0	High Similarity	NPC157514
1.0	High Similarity	NPC107914
1.0	High Similarity	NPC242073
1.0	High Similarity	NPC269166
0.98	High Similarity	NPC303727
0.9592	High Similarity	NPC326533
0.9245	High Similarity	NPC472025
0.9216	High Similarity	NPC130683
0.9216	High Similarity	NPC323361
0.92	High Similarity	NPC23134
0.92	High Similarity	NPC124963
0.92	High Similarity	NPC233726
0.9074	High Similarity	NPC34877
0.9074	High Similarity	NPC317023
0.9074	High Similarity	NPC290179
0.88	High Similarity	NPC299781
0.88	High Similarity	NPC42503
0.88	High Similarity	NPC157193
0.88	High Similarity	NPC282143
0.875	High Similarity	NPC477755
0.875	High Similarity	NPC477750
0.875	High Similarity	NPC477762
0.875	High Similarity	NPC477763
0.875	High Similarity	NPC477757
0.875	High Similarity	NPC477753
0.8627	High Similarity	NPC323574
0.86	High Similarity	NPC14144
0.8571	High Similarity	NPC69445
0.8571	High Similarity	NPC176017
0.8571	High Similarity	NPC255377
0.8571	High Similarity	NPC73906
0.8571	High Similarity	NPC199857
0.8571	High Similarity	NPC289758
0.8571	High Similarity	NPC21209
0.8571	High Similarity	NPC92246
0.8571	High Similarity	NPC285364
0.8571	High Similarity	NPC165846
0.8545	High Similarity	NPC219040
0.84	Intermediate Similarity	NPC321087
0.84	Intermediate Similarity	NPC277475
0.8364	Intermediate Similarity	NPC148424
0.8305	Intermediate Similarity	NPC6848
0.8167	Intermediate Similarity	NPC471760
0.8167	Intermediate Similarity	NPC147292
0.8167	Intermediate Similarity	NPC471761
0.8167	Intermediate Similarity	NPC76881
0.8167	Intermediate Similarity	NPC12040
0.8167	Intermediate Similarity	NPC190418
0.8163	Intermediate Similarity	NPC320240
0.8163	Intermediate Similarity	NPC70756
0.8103	Intermediate Similarity	NPC472026
0.8077	Intermediate Similarity	NPC82512
0.807	Intermediate Similarity	NPC320032
0.807	Intermediate Similarity	NPC322855
0.8033	Intermediate Similarity	NPC477751
0.8033	Intermediate Similarity	NPC477752
0.8033	Intermediate Similarity	NPC477764
0.8033	Intermediate Similarity	NPC477756
0.7959	Intermediate Similarity	NPC86191
0.7959	Intermediate Similarity	NPC298699
0.7959	Intermediate Similarity	NPC291502
0.7959	Intermediate Similarity	NPC317182
0.7959	Intermediate Similarity	NPC134252
0.7959	Intermediate Similarity	NPC213159
0.7931	Intermediate Similarity	NPC143326
0.7903	Intermediate Similarity	NPC477754
0.7903	Intermediate Similarity	NPC477759
0.7903	Intermediate Similarity	NPC477760
0.7903	Intermediate Similarity	NPC477761
0.7903	Intermediate Similarity	NPC477758
0.7833	Intermediate Similarity	NPC268243
0.7818	Intermediate Similarity	NPC317626
0.7818	Intermediate Similarity	NPC314821
0.7818	Intermediate Similarity	NPC317501
0.7797	Intermediate Similarity	NPC155457
0.7778	Intermediate Similarity	NPC250619
0.7778	Intermediate Similarity	NPC97736
0.7778	Intermediate Similarity	NPC67099
0.7778	Intermediate Similarity	NPC50228
0.7692	Intermediate Similarity	NPC252918
0.7692	Intermediate Similarity	NPC230789
0.7656	Intermediate Similarity	NPC211428
0.7656	Intermediate Similarity	NPC241265
0.7656	Intermediate Similarity	NPC285003
0.7551	Intermediate Similarity	NPC266553
0.7541	Intermediate Similarity	NPC277570
0.7541	Intermediate Similarity	NPC325773
0.7538	Intermediate Similarity	NPC52268
0.7538	Intermediate Similarity	NPC53760
0.7538	Intermediate Similarity	NPC474078
0.7451	Intermediate Similarity	NPC29721
0.7419	Intermediate Similarity	NPC13143
0.7419	Intermediate Similarity	NPC31496
0.7419	Intermediate Similarity	NPC294813
0.7344	Intermediate Similarity	NPC32148
0.7344	Intermediate Similarity	NPC206601
0.7313	Intermediate Similarity	NPC225748
0.7313	Intermediate Similarity	NPC9763
0.7313	Intermediate Similarity	NPC39266
0.7313	Intermediate Similarity	NPC169085
0.7313	Intermediate Similarity	NPC163812
0.7313	Intermediate Similarity	NPC206823
0.7273	Intermediate Similarity	NPC471879
0.7255	Intermediate Similarity	NPC320189
0.7059	Intermediate Similarity	NPC132938
0.7059	Intermediate Similarity	NPC55652
0.7	Intermediate Similarity	NPC477350
0.7	Intermediate Similarity	NPC279575
0.6957	Remote Similarity	NPC166250
0.6912	Remote Similarity	NPC185419
0.6912	Remote Similarity	NPC184550
0.6901	Remote Similarity	NPC476783
0.6901	Remote Similarity	NPC216883
0.6901	Remote Similarity	NPC476782
0.6901	Remote Similarity	NPC476781
0.6842	Remote Similarity	NPC329095
0.6812	Remote Similarity	NPC308096
0.6812	Remote Similarity	NPC470660
0.6812	Remote Similarity	NPC470659
0.6812	Remote Similarity	NPC291228
0.6806	Remote Similarity	NPC477329
0.6806	Remote Similarity	NPC109887
0.6806	Remote Similarity	NPC477323
0.6806	Remote Similarity	NPC477320
0.6806	Remote Similarity	NPC475425
0.6806	Remote Similarity	NPC477325
0.6806	Remote Similarity	NPC113745
0.6806	Remote Similarity	NPC146380
0.6806	Remote Similarity	NPC477326
0.6806	Remote Similarity	NPC477328
0.6806	Remote Similarity	NPC98750
0.6806	Remote Similarity	NPC150557
0.6806	Remote Similarity	NPC477330
0.6806	Remote Similarity	NPC281563
0.6806	Remote Similarity	NPC316807
0.6727	Remote Similarity	NPC88638
0.6724	Remote Similarity	NPC320043
0.6724	Remote Similarity	NPC103672
0.6714	Remote Similarity	NPC308489
0.6714	Remote Similarity	NPC138273
0.6712	Remote Similarity	NPC170595
0.6712	Remote Similarity	NPC146992
0.6712	Remote Similarity	NPC318258
0.6712	Remote Similarity	NPC158302
0.6712	Remote Similarity	NPC85759
0.6712	Remote Similarity	NPC477346
0.6712	Remote Similarity	NPC294748
0.6712	Remote Similarity	NPC22742
0.6712	Remote Similarity	NPC477344
0.6712	Remote Similarity	NPC70574
0.6667	Remote Similarity	NPC326557
0.6667	Remote Similarity	NPC329128
0.6667	Remote Similarity	NPC107091
0.6667	Remote Similarity	NPC322158
0.6667	Remote Similarity	NPC207656
0.6622	Remote Similarity	NPC471420
0.6622	Remote Similarity	NPC127295
0.6622	Remote Similarity	NPC163362
0.6622	Remote Similarity	NPC267592
0.6575	Remote Similarity	NPC272841
0.6567	Remote Similarity	NPC179823
0.6533	Remote Similarity	NPC472203
0.6533	Remote Similarity	NPC477319
0.6533	Remote Similarity	NPC184915
0.6533	Remote Similarity	NPC173328
0.6533	Remote Similarity	NPC472204
0.6533	Remote Similarity	NPC477318
0.6533	Remote Similarity	NPC477331
0.6533	Remote Similarity	NPC476087
0.6533	Remote Similarity	NPC271772
0.6533	Remote Similarity	NPC475327
0.6533	Remote Similarity	NPC89843
0.6533	Remote Similarity	NPC126685
0.6533	Remote Similarity	NPC477317
0.6533	Remote Similarity	NPC472200
0.6533	Remote Similarity	NPC186992
0.6533	Remote Similarity	NPC183888
0.6533	Remote Similarity	NPC472202
0.6533	Remote Similarity	NPC475667
0.6533	Remote Similarity	NPC115013
0.6533	Remote Similarity	NPC27289
0.6533	Remote Similarity	NPC123204
0.6533	Remote Similarity	NPC307400
0.6533	Remote Similarity	NPC169345
0.6533	Remote Similarity	NPC290012
0.6533	Remote Similarity	NPC238056
0.6533	Remote Similarity	NPC297768
0.6533	Remote Similarity	NPC269318
0.6533	Remote Similarity	NPC472205
0.6533	Remote Similarity	NPC224953
0.6533	Remote Similarity	NPC143421
0.6533	Remote Similarity	NPC472201
0.6533	Remote Similarity	NPC36927
0.6533	Remote Similarity	NPC475270
0.6533	Remote Similarity	NPC259294

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 NPC58629 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	1171
0.1-0.2	5393
0.2-0.3	1836
0.3-0.4	463
0.4-0.5	150
0.5-0.6	77
0.6-0.7	33
0.7-0.8	7
0.8-0.85	9
0.85-0.9	4
0.9-0.95	2
0.95-1	5

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD891	Phase 3
1.0	High Similarity	NPD893	Approved
1.0	High Similarity	NPD888	Phase 3
1.0	High Similarity	NPD890	Clinical (unspecified phase)
1.0	High Similarity	NPD892	Phase 3
0.9592	High Similarity	NPD905	Approved
0.9592	High Similarity	NPD904	Phase 3
0.9216	High Similarity	NPD887	Approved
0.9216	High Similarity	NPD895	Approved
0.9216	High Similarity	NPD889	Approved
0.9216	High Similarity	NPD894	Approved
0.902	High Similarity	NPD2269	Approved
0.875	High Similarity	NPD6123	Approved
0.8571	High Similarity	NPD8998	Phase 2
0.8571	High Similarity	NPD9000	Phase 3
0.8571	High Similarity	NPD8997	Approved
0.8571	High Similarity	NPD8999	Phase 3
0.8571	High Similarity	NPD8993	Phase 1
0.8235	Intermediate Similarity	NPD8966	Approved
0.8235	Intermediate Similarity	NPD8965	Approved
0.8214	Intermediate Similarity	NPD369	Approved
0.8	Intermediate Similarity	NPD7346	Approved
0.7959	Intermediate Similarity	NPD8788	Approved
0.7833	Intermediate Similarity	NPD847	Phase 1
0.7818	Intermediate Similarity	NPD9036	Phase 3
0.7818	Intermediate Similarity	NPD9035	Clinical (unspecified phase)
0.7719	Intermediate Similarity	NPD2267	Suspended
0.7451	Intermediate Similarity	NPD9006	Approved
0.7344	Intermediate Similarity	NPD896	Approved
0.7344	Intermediate Similarity	NPD898	Approved
0.7344	Intermediate Similarity	NPD897	Approved
0.7313	Intermediate Similarity	NPD3181	Approved
0.6875	Remote Similarity	NPD1457	Discontinued
0.6852	Remote Similarity	NPD8994	Approved
0.6724	Remote Similarity	NPD9050	Approved
0.6724	Remote Similarity	NPD9049	Discontinued
0.6712	Remote Similarity	NPD7329	Approved
0.6667	Remote Similarity	NPD884	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD885	Approved
0.6667	Remote Similarity	NPD9219	Approved
0.6667	Remote Similarity	NPD9218	Clinical (unspecified phase)
0.6604	Remote Similarity	NPD8957	Approved
0.6604	Remote Similarity	NPD8958	Phase 2
0.6531	Remote Similarity	NPD9052	Approved
0.6531	Remote Similarity	NPD9051	Approved
0.6531	Remote Similarity	NPD9053	Approved
0.6462	Remote Similarity	NPD8961	Approved
0.6286	Remote Similarity	NPD7532	Clinical (unspecified phase)
0.6271	Remote Similarity	NPD1399	Approved
0.6271	Remote Similarity	NPD1400	Approved
0.625	Remote Similarity	NPD1810	Approved
0.625	Remote Similarity	NPD1811	Approved
0.6226	Remote Similarity	NPD8996	Phase 3
0.6226	Remote Similarity	NPD8995	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD9030	Approved
0.6176	Remote Similarity	NPD9032	Approved
0.6176	Remote Similarity	NPD9031	Approved
0.6176	Remote Similarity	NPD9033	Approved
0.6143	Remote Similarity	NPD9445	Approved
0.6125	Remote Similarity	NPD3200	Clinical (unspecified phase)
0.6111	Remote Similarity	NPD389	Phase 3
0.6049	Remote Similarity	NPD3201	Approved
0.6049	Remote Similarity	NPD3207	Approved
0.6049	Remote Similarity	NPD3202	Approved
0.6049	Remote Similarity	NPD3208	Approved
0.6049	Remote Similarity	NPD3209	Approved
0.6049	Remote Similarity	NPD3203	Approved
0.6034	Remote Similarity	NPD9139	Approved
0.5938	Remote Similarity	NPD8959	Approved
0.5918	Remote Similarity	NPD8814	Phase 3
0.5904	Remote Similarity	NPD5796	Clinical (unspecified phase)
0.5904	Remote Similarity	NPD5797	Approved
0.5904	Remote Similarity	NPD5795	Approved
0.5904	Remote Similarity	NPD5794	Approved
0.5904	Remote Similarity	NPD5798	Approved
0.589	Remote Similarity	NPD67	Phase 2
0.589	Remote Similarity	NPD9034	Approved
0.5867	Remote Similarity	NPD372	Clinical (unspecified phase)
0.5854	Remote Similarity	NPD2698	Approved
0.5818	Remote Similarity	NPD8967	Approved
0.5698	Remote Similarity	NPD8171	Discontinued
0.5698	Remote Similarity	NPD1446	Phase 3
0.5698	Remote Similarity	NPD1447	Phase 3
0.5679	Remote Similarity	NPD361	Discontinued
0.5667	Remote Similarity	NPD9061	Clinical (unspecified phase)
0.5652	Remote Similarity	NPD371	Approved
0.5636	Remote Similarity	NPD7536	Approved
0.5616	Remote Similarity	NPD2686	Approved
0.5616	Remote Similarity	NPD2254	Approved
0.5616	Remote Similarity	NPD2687	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