NPASS Compound

Structure

CID165549 OpenBabel06191715532D 29 33 0 0 1 0 0 0 0 0999 V2000 -1.8320 -0.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7355 0.4914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 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 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 1 23 1 0 0 0 0 2 23 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 23 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 27 1 0 0 0 0 12 15 2 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 13 22 2 0 0 0 0 14 16 1 0 0 0 0 15 29 1 0 0 0 0 16 27 1 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 11 1 1 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 20 14 1 1 0 0 0 20 21 1 0 0 0 0 21 24 2 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	394.14
Volume:	395.232
LogP:	4.573
LogD:	4.055
LogS:	-4.59
# Rotatable Bonds:	2
TPSA:	63.22
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	6

MedChem Properties

QED Drug-Likeness Score:	0.767
Synthetic Accessibility Score:	3.698
Fsp3:	0.348
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.906
MDCK Permeability:	3.221410952392034e-05
Pgp-inhibitor:	0.999
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.006
20% Bioavailability (F20%):	0.008
30% Bioavailability (F30%):	0.06

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.115
Plasma Protein Binding (PPB):	98.26736450195312%
Volume Distribution (VD):	0.74
Pgp-substrate:	5.39614725112915%

ADMET: Metabolism

CYP1A2-inhibitor:	0.297
CYP1A2-substrate:	0.858
CYP2C19-inhibitor:	0.897
CYP2C19-substrate:	0.851
CYP2C9-inhibitor:	0.882
CYP2C9-substrate:	0.902
CYP2D6-inhibitor:	0.937
CYP2D6-substrate:	0.849
CYP3A4-inhibitor:	0.949
CYP3A4-substrate:	0.646

ADMET: Excretion

Clearance (CL):	5.186
Half-life (T1/2):	0.093

ADMET: Toxicity

hERG Blockers:	0.11
Human Hepatotoxicity (H-HT):	0.842
Drug-inuced Liver Injury (DILI):	0.735
AMES Toxicity:	0.222
Rat Oral Acute Toxicity:	0.696
Maximum Recommended Daily Dose:	0.847
Skin Sensitization:	0.167
Carcinogencity:	0.767
Eye Corrosion:	0.003
Eye Irritation:	0.04
Respiratory Toxicity:	0.857

Download Data

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

Natural Product: NPC165549

Natural Product ID:	NPC165549
*Common Name:**	Deguelin
IUPAC Name:	n.a.
Synonyms:	Deguelin
Standard InCHIKey:	ORDAZKGHSNRHTD-UXHICEINSA-N
Standard InCHI:	InChI=1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1
SMILES:	COc1cc2c(cc1OC)OC[C@@H]1[C@H]2C(=O)c2c(O1)c1C=CC(Oc1cc2)(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL393417
PubChem CID:	107935
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0002506] Isoflavonoids [CHEMONTID:0001607] Rotenoids [CHEMONTID:0003528] Rotenones

*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
NPO32669	derris malaccensis plain	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11975515]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	stem	n.a.	PMID[17077549]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	stems	n.a.	n.a.	PMID[17158054]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18841906]
NPO8274	Geijera parviflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23848189]
NPO6485	Spiraea japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24684844]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[26434122]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[28075580]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8326318]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8350086]
NPO6147	Eupatorium riparium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6485	Spiraea japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5753	Glycosmis montana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6147	Eupatorium riparium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1007	Crotalaria paniculata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6485	Spiraea japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5753	Glycosmis montana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26058	Erycibe expansa	Species	Convolvulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6147	Eupatorium riparium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1007	Crotalaria paniculata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5753	Glycosmis montana	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16886	Amorpha fruticosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12750	Cordia americana	Species	Cordiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5368	Achillea cretica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15101	Tricholoma panaeolum	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6147	Eupatorium riparium	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3890	Scopolia japonica	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8274	Geijera parviflora	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6485	Spiraea japonica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2671	Pedicularis semitorta	Species	Orobanchaceae	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
AC50	4
IC50	20
MIC	1
Others	62
Potency	31

Activity Type	# Activity
Cell Line	43
CELL-LINE	1
Individual Protein	33
NON-MOLECULAR	14
Organism	7
Others	16
Protein Family	4

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	42000.0	nM	PMID[461097]
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	16000.0	nM	PMID[461097]
NPT466	Cell Line	U-937	Homo sapiens	IC50	=	5800.0	nM	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	50.2	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	38.0	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	58.0	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	57.9	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	6.3	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	8.6	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	10.7	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	10.9	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	78.3	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	96.5	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	97.7	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	97.3	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	98.2	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	98.7	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	98.8	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	98.9	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	10.5	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	-0.9	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	-1.8	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	17.0	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	35.2	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	44.2	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	51.0	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	40.4	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	95.3	%	PMID[461097]
NPT453	Cell Line	HT-1080	Homo sapiens	Inhibition	=	98.5	%	PMID[461097]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	12.5	%	PMID[461097]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	22.2	%	PMID[461097]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	2.1	10^5/ml	PMID[461097]
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	0.3	10^5/ml	PMID[461097]
NPT210	Individual Protein	Thyroid stimulating hormone receptor	Homo sapiens	Potency	=	19952.6	nM	PMID[461100]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	25118.9	nM	PMID[461100]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	Potency	=	5011.9	nM	PMID[461100]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	39810.7	nM	PMID[461100]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	1122018.5	nM	PMID[461100]
NPT53	Individual Protein	4'-phosphopantetheinyl transferase ffp	Bacillus subtilis	Potency	=	70794.6	nM	PMID[461100]
NPT150	Individual Protein	Anthrax lethal factor	Bacillus anthracis	Potency	=	19952.6	nM	PMID[461100]
NPT531	Individual Protein	Nuclear receptor ROR-gamma	Mus musculus	Potency	=	562.3	nM	PMID[461100]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	6309.6	nM	PMID[461100]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	63.1	nM	PMID[461100]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	15848.9	nM	PMID[461100]
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	AC50	=	63.1	nM	PMID[461100]
NPT213	Individual Protein	Cytochrome P450 2C19	Homo sapiens	AC50	=	5011.87	nM	PMID[461100]
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	AC50	=	15848.93	nM	PMID[461100]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	AC50	=	15848.93	nM	PMID[461100]
NPT477	Individual Protein	DNA dC->dU-editing enzyme APOBEC-3G	Homo sapiens	Potency	n.a.	33498.3	nM	PMID[461100]
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[461100]
NPT66	Individual Protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-8.14	%	PMID[461101]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	105.9	nM	PMID[461100]
NPT50	Individual Protein	Tyrosyl-DNA phosphodiesterase 1	Homo sapiens	Potency	n.a.	149.6	nM	PMID[461100]
NPT49	Individual Protein	DNA-(apurinic or apyrimidinic site) lyase	Homo sapiens	Potency	n.a.	3548.1	nM	PMID[461100]
NPT211	Individual Protein	Hypoxia-inducible factor 1 alpha	Homo sapiens	Inhibition	=	94.0	%	PMID[461105]
NPT211	Individual Protein	Hypoxia-inducible factor 1 alpha	Homo sapiens	Inhibition	=	64.0	%	PMID[461105]
NPT1864	Cell Line	L5178Y	Mus musculus	IC50	=	200.0	nM	PMID[461110]
NPT439	Individual Protein	Butyrylcholinesterase	Homo sapiens	Inhibition	=	14.25	%	PMID[461112]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	IC50	=	126700.0	nM	PMID[461112]
NPT204	Individual Protein	Acetylcholinesterase	Homo sapiens	Inhibition	=	33.52	%	PMID[461112]
NPT2410	Cell Line	NCI-H1299	Homo sapiens	GI	=	9.9	%	PMID[461113]
NPT2410	Cell Line	NCI-H1299	Homo sapiens	GI	=	28.5	%	PMID[461113]
NPT2410	Cell Line	NCI-H1299	Homo sapiens	GI	=	65.3	%	PMID[461113]
NPT2410	Cell Line	NCI-H1299	Homo sapiens	IC50	=	5670.0	nM	PMID[461113]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	8170.0	nM	PMID[461113]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	6050.0	nM	PMID[461113]
NPT1893	Cell Line	MEF	Mus musculus	Activity	=	70.0	%	PMID[461115]
NPT2	Others	Unspecified		IC50	=	220.0	nM	PMID[461098]
NPT2	Others	Unspecified		IC50	=	1750.0	nM	PMID[461098]
NPT451	Organism	Helicobacter pylori	Helicobacter pylori	MIC	=	0.6	ug.mL-1	PMID[461099]
NPT791	Individual Protein	Cruzipain	Trypanosoma cruzi	Potency	=	39810.7	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	=	794.3	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	33173.4	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	18654.8	nM	PMID[461100]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	26350.6	nM	PMID[461100]
NPT67	Individual Protein	Cholinesterase	Equus caballus	Inhibition	=	2.21	%	PMID[461101]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	110.0	nM	PMID[461102]
NPT1093	Organism	Callosobruchus maculatus	Callosobruchus maculatus	LC50	<	10.0	ppm	PMID[461103]
NPT1093	Organism	Callosobruchus maculatus	Callosobruchus maculatus	Ratio	=	2.6	n.a.	PMID[461103]
NPT1093	Organism	Callosobruchus maculatus	Callosobruchus maculatus	Ratio	=	1.4	n.a.	PMID[461103]
NPT1093	Organism	Callosobruchus maculatus	Callosobruchus maculatus	Ratio	=	0.9	n.a.	PMID[461103]
NPT73	Individual Protein	Solute carrier organic anion transporter family member 1B1	Homo sapiens	Inhibition	=	99.89	%	PMID[461104]
NPT72	Individual Protein	Solute carrier organic anion transporter family member 1B3	Homo sapiens	Inhibition	=	75.69	%	PMID[461104]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	21117.7	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	28183.8	nM	PMID[461100]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Potency	n.a.	3.0	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	891.3	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	23485.0	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	8332.8	nM	PMID[461100]
NPT2	Others	Unspecified		Potency	n.a.	4176.3	nM	PMID[461100]
NPT2	Others	Unspecified		FC	=	5.6	n.a.	PMID[461106]
NPT2	Others	Unspecified		FC	=	3.9	n.a.	PMID[461106]
NPT2	Others	Unspecified		FC	=	3.5	n.a.	PMID[461106]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	1200.0	nM	PMID[461106]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	12600.0	nM	PMID[461106]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	>	80000.0	nM	PMID[461106]
NPT27	Others	Unspecified		IC50	>	80000.0	nM	PMID[461106]
NPT2264	Protein Family	Heat shock protein HSP90	Homo sapiens	Inhibition	=	94.0	%	PMID[461107]
NPT2264	Protein Family	Heat shock protein HSP90	Homo sapiens	Inhibition	=	64.0	%	PMID[461107]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	10590.0	nM	PMID[461108]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Ratio	=	0.8	n.a.	PMID[461109]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Survival	=	0.0	%	PMID[461109]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Survival	=	100.0	%	PMID[461109]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Survival	=	40.0	%	PMID[461109]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	Survival	=	50.0	%	PMID[461109]
NPT22036	CELL-LINE	HL	Homo sapiens	Activity	=	21.6	%	PMID[461111]
NPT918	Individual Protein	Heat shock protein HSP 90-alpha	Homo sapiens	IC50	=	1630.0	nM	PMID[461113]
NPT2264	Protein Family	Heat shock protein HSP90	Homo sapiens	Inhibition	=	64.0	%	PMID[461114]
NPT2264	Protein Family	Heat shock protein HSP90	Homo sapiens	Inhibition	=	94.0	%	PMID[461114]
NPT2	Others	Unspecified		IC50	=	10.6	nM	PMID[461115]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	20000.0	nM	PMID[461116]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	>	19952.62	nM	PMID[461116]

☑ 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 NPC165549 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	505
0.1-0.2	1730
0.2-0.3	4196
0.3-0.4	10071
0.4-0.5	8116
0.5-0.6	3517
0.6-0.7	5337
0.7-0.8	5793
0.8-0.85	2557
0.85-0.9	784
0.9-0.95	85
0.95-1	6

Similarity Score	Similarity Level	Natural Product ID
0.9675	High Similarity	NPC298093
0.9618	High Similarity	NPC120593
0.9539	High Similarity	NPC40033
0.9539	High Similarity	NPC166201
0.9494	High Similarity	NPC173292
0.9481	High Similarity	NPC180340
0.9477	High Similarity	NPC128961
0.9477	High Similarity	NPC472408
0.9437	High Similarity	NPC103307
0.9434	High Similarity	NPC8965
0.9419	High Similarity	NPC19097
0.9371	High Similarity	NPC128293
0.9342	High Similarity	NPC238366
0.9281	High Similarity	NPC5840
0.9281	High Similarity	NPC189270
0.9276	High Similarity	NPC10304
0.9276	High Similarity	NPC476342
0.9276	High Similarity	NPC63256
0.9255	High Similarity	NPC152477
0.9255	High Similarity	NPC177480
0.9245	High Similarity	NPC273959
0.9211	High Similarity	NPC470511
0.9211	High Similarity	NPC205522
0.9198	High Similarity	NPC190351
0.9198	High Similarity	NPC74559
0.9187	High Similarity	NPC234052
0.9182	High Similarity	NPC474150
0.9182	High Similarity	NPC83922
0.9182	High Similarity	NPC229632
0.9182	High Similarity	NPC478199
0.9182	High Similarity	NPC472448
0.9182	High Similarity	NPC474162
0.9172	High Similarity	NPC473272
0.9172	High Similarity	NPC476981
0.9172	High Similarity	NPC284820
0.9172	High Similarity	NPC181960
0.9145	High Similarity	NPC40818
0.9145	High Similarity	NPC110639
0.9145	High Similarity	NPC216314
0.9145	High Similarity	NPC195919
0.9145	High Similarity	NPC215932
0.9145	High Similarity	NPC231013
0.9145	High Similarity	NPC14958
0.9145	High Similarity	NPC106461
0.9145	High Similarity	NPC120924
0.9141	High Similarity	NPC121333
0.9136	High Similarity	NPC242395
0.913	High Similarity	NPC472449
0.9119	High Similarity	NPC29876
0.9119	High Similarity	NPC134783
0.9119	High Similarity	NPC34376
0.9119	High Similarity	NPC40037
0.9119	High Similarity	NPC167678
0.9103	High Similarity	NPC186507
0.9085	High Similarity	NPC85233
0.908	High Similarity	NPC472276
0.9079	High Similarity	NPC471590
0.9079	High Similarity	NPC136278
0.9074	High Similarity	NPC477154
0.9074	High Similarity	NPC117854
0.9074	High Similarity	NPC6588
0.9068	High Similarity	NPC224280
0.9068	High Similarity	NPC475369
0.9068	High Similarity	NPC239752
0.9068	High Similarity	NPC275780
0.9068	High Similarity	NPC472450
0.9068	High Similarity	NPC62261
0.9062	High Similarity	NPC474033
0.9062	High Similarity	NPC474034
0.9062	High Similarity	NPC18284
0.9062	High Similarity	NPC273021
0.9062	High Similarity	NPC261470
0.9062	High Similarity	NPC52204
0.9057	High Similarity	NPC118256
0.9057	High Similarity	NPC204290
0.9057	High Similarity	NPC476980
0.9057	High Similarity	NPC471976
0.9057	High Similarity	NPC475784
0.9057	High Similarity	NPC119209
0.9057	High Similarity	NPC192686
0.9051	High Similarity	NPC78071
0.9045	High Similarity	NPC472909
0.9045	High Similarity	NPC255807
0.9045	High Similarity	NPC31018
0.9045	High Similarity	NPC37392
0.9036	High Similarity	NPC67302
0.9024	High Similarity	NPC475825
0.9024	High Similarity	NPC223375
0.902	High Similarity	NPC283002
0.902	High Similarity	NPC302408
0.9018	High Similarity	NPC326877
0.9018	High Similarity	NPC288813
0.9013	High Similarity	NPC23955
0.9013	High Similarity	NPC113089
0.9013	High Similarity	NPC182842
0.9013	High Similarity	NPC293201
0.9012	High Similarity	NPC39091
0.9012	High Similarity	NPC272502
0.9006	High Similarity	NPC306321
0.9006	High Similarity	NPC186686
0.9006	High Similarity	NPC303460
0.9006	High Similarity	NPC189473
0.9006	High Similarity	NPC152659
0.9006	High Similarity	NPC236521
0.9006	High Similarity	NPC23298
0.9006	High Similarity	NPC248638
0.9	High Similarity	NPC259456
0.9	High Similarity	NPC266314
0.9	High Similarity	NPC474187
0.9	High Similarity	NPC3629
0.9	High Similarity	NPC472632
0.9	High Similarity	NPC474186
0.9	High Similarity	NPC474038
0.9	High Similarity	NPC471210
0.8994	High Similarity	NPC187792
0.8994	High Similarity	NPC95936
0.8994	High Similarity	NPC204879
0.8994	High Similarity	NPC473990
0.8994	High Similarity	NPC250214
0.8988	High Similarity	NPC473883
0.8987	High Similarity	NPC303255
0.8987	High Similarity	NPC248299
0.8981	High Similarity	NPC472915
0.8981	High Similarity	NPC280937
0.8976	High Similarity	NPC156635
0.897	High Similarity	NPC310794
0.8968	High Similarity	NPC69752
0.8957	High Similarity	NPC243877
0.8957	High Similarity	NPC14662
0.8954	High Similarity	NPC165512
0.8951	High Similarity	NPC50960
0.8951	High Similarity	NPC293319
0.8951	High Similarity	NPC25361
0.8947	High Similarity	NPC70853
0.8947	High Similarity	NPC9966
0.8947	High Similarity	NPC476054
0.8944	High Similarity	NPC220912
0.8944	High Similarity	NPC25152
0.8944	High Similarity	NPC329760
0.8944	High Similarity	NPC194427
0.8944	High Similarity	NPC81679
0.8938	High Similarity	NPC474287
0.8938	High Similarity	NPC477164
0.8938	High Similarity	NPC475886
0.8938	High Similarity	NPC174953
0.8931	High Similarity	NPC472910
0.8931	High Similarity	NPC210084
0.8931	High Similarity	NPC469584
0.8931	High Similarity	NPC291508
0.8931	High Similarity	NPC36852
0.8931	High Similarity	NPC48208
0.8931	High Similarity	NPC472913
0.8931	High Similarity	NPC27337
0.8931	High Similarity	NPC162869
0.8931	High Similarity	NPC99597
0.8931	High Similarity	NPC129684
0.8931	High Similarity	NPC474836
0.8931	High Similarity	NPC471209
0.8931	High Similarity	NPC52889
0.8931	High Similarity	NPC472914
0.8931	High Similarity	NPC472911
0.8931	High Similarity	NPC474208
0.8931	High Similarity	NPC299520
0.8931	High Similarity	NPC165977
0.8931	High Similarity	NPC258644
0.8931	High Similarity	NPC474681
0.8931	High Similarity	NPC96167
0.8931	High Similarity	NPC262286
0.8931	High Similarity	NPC245758
0.8931	High Similarity	NPC156057
0.8931	High Similarity	NPC223787
0.8931	High Similarity	NPC78225
0.8931	High Similarity	NPC217677
0.8931	High Similarity	NPC475267
0.8931	High Similarity	NPC222814
0.8931	High Similarity	NPC218313
0.8924	High Similarity	NPC226025
0.8924	High Similarity	NPC477530
0.891	High Similarity	NPC259058
0.891	High Similarity	NPC201547
0.8909	High Similarity	NPC475155
0.8903	High Similarity	NPC476058
0.8896	High Similarity	NPC43319
0.8896	High Similarity	NPC170245
0.8896	High Similarity	NPC235610
0.8896	High Similarity	NPC37870
0.8889	High Similarity	NPC197168
0.8889	High Similarity	NPC65846
0.8889	High Similarity	NPC124038
0.8889	High Similarity	NPC146134
0.8889	High Similarity	NPC472625
0.8889	High Similarity	NPC41301
0.8889	High Similarity	NPC59522
0.8882	High Similarity	NPC26326
0.8882	High Similarity	NPC214919
0.8882	High Similarity	NPC124467
0.8882	High Similarity	NPC57715
0.8882	High Similarity	NPC472275
0.8882	High Similarity	NPC471212
0.8882	High Similarity	NPC61010

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 NPC165549 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	432
0.1-0.2	986
0.2-0.3	1781
0.3-0.4	2630
0.4-0.5	1789
0.5-0.6	927
0.6-0.7	420
0.7-0.8	149
0.8-0.85	29
0.85-0.9	6
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.9675	High Similarity	NPD5494	Approved
0.8742	High Similarity	NPD2801	Approved
0.8742	High Similarity	NPD2393	Clinical (unspecified phase)
0.8679	High Similarity	NPD1934	Approved
0.8606	High Similarity	NPD6168	Clinical (unspecified phase)
0.8606	High Similarity	NPD6167	Clinical (unspecified phase)
0.8606	High Similarity	NPD6166	Phase 2
0.8553	High Similarity	NPD2796	Approved
0.8537	High Similarity	NPD1247	Approved
0.8457	Intermediate Similarity	NPD3817	Phase 2
0.8452	Intermediate Similarity	NPD7054	Approved
0.8452	Intermediate Similarity	NPD5844	Phase 1
0.8438	Intermediate Similarity	NPD4380	Phase 2
0.8402	Intermediate Similarity	NPD7472	Approved
0.8402	Intermediate Similarity	NPD7074	Phase 3
0.8293	Intermediate Similarity	NPD3882	Suspended
0.8284	Intermediate Similarity	NPD3818	Discontinued
0.8282	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.8282	Intermediate Similarity	NPD7819	Suspended
0.8256	Intermediate Similarity	NPD7808	Phase 3
0.8256	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.8246	Intermediate Similarity	NPD6797	Phase 2
0.8239	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.8232	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.8204	Intermediate Similarity	NPD6959	Discontinued
0.8198	Intermediate Similarity	NPD7251	Discontinued
0.8193	Intermediate Similarity	NPD919	Approved
0.8182	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.8176	Intermediate Similarity	NPD1511	Approved
0.8133	Intermediate Similarity	NPD7075	Discontinued
0.8133	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.8129	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.8125	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.8121	Intermediate Similarity	NPD5402	Approved
0.8118	Intermediate Similarity	NPD7473	Discontinued
0.811	Intermediate Similarity	NPD6801	Discontinued
0.8107	Intermediate Similarity	NPD3926	Phase 2
0.8089	Intermediate Similarity	NPD1549	Phase 2
0.8075	Intermediate Similarity	NPD1512	Approved
0.8049	Intermediate Similarity	NPD7411	Suspended
0.8047	Intermediate Similarity	NPD6232	Discontinued
0.8025	Intermediate Similarity	NPD1552	Clinical (unspecified phase)
0.8025	Intermediate Similarity	NPD1550	Clinical (unspecified phase)
0.795	Intermediate Similarity	NPD6799	Approved
0.7931	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7914	Intermediate Similarity	NPD920	Approved
0.7898	Intermediate Similarity	NPD1510	Phase 2
0.7879	Intermediate Similarity	NPD6599	Discontinued
0.7849	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7844	Intermediate Similarity	NPD1465	Phase 2
0.7805	Intermediate Similarity	NPD6980	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD642	Clinical (unspecified phase)
0.7785	Intermediate Similarity	NPD3748	Approved
0.7702	Intermediate Similarity	NPD1243	Approved
0.7697	Intermediate Similarity	NPD5403	Approved
0.7692	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7684	Intermediate Similarity	NPD6559	Discontinued
0.7683	Intermediate Similarity	NPD5401	Approved
0.768	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD643	Clinical (unspecified phase)
0.7657	Intermediate Similarity	NPD3751	Discontinued
0.7647	Intermediate Similarity	NPD7768	Phase 2
0.7643	Intermediate Similarity	NPD1240	Approved
0.763	Intermediate Similarity	NPD3787	Discontinued
0.7625	Intermediate Similarity	NPD2935	Discontinued
0.7602	Intermediate Similarity	NPD3749	Approved
0.7595	Intermediate Similarity	NPD1933	Approved
0.7562	Intermediate Similarity	NPD2799	Discontinued
0.7547	Intermediate Similarity	NPD1607	Approved
0.7546	Intermediate Similarity	NPD3750	Approved
0.7531	Intermediate Similarity	NPD970	Clinical (unspecified phase)
0.7514	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD8312	Approved
0.75	Intermediate Similarity	NPD8313	Approved
0.75	Intermediate Similarity	NPD7501	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD1547	Clinical (unspecified phase)
0.7486	Intermediate Similarity	NPD5242	Approved
0.7485	Intermediate Similarity	NPD2800	Approved
0.7485	Intermediate Similarity	NPD5353	Approved
0.7485	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.747	Intermediate Similarity	NPD2534	Approved
0.747	Intermediate Similarity	NPD2532	Approved
0.747	Intermediate Similarity	NPD2533	Approved
0.7469	Intermediate Similarity	NPD2346	Discontinued
0.7421	Intermediate Similarity	NPD943	Approved
0.7407	Intermediate Similarity	NPD6780	Approved
0.7407	Intermediate Similarity	NPD6778	Approved
0.7407	Intermediate Similarity	NPD6777	Approved
0.7407	Intermediate Similarity	NPD6782	Approved
0.7407	Intermediate Similarity	NPD6781	Approved
0.7407	Intermediate Similarity	NPD6776	Approved
0.7407	Intermediate Similarity	NPD6779	Approved
0.7405	Intermediate Similarity	NPD2313	Discontinued
0.7396	Intermediate Similarity	NPD3226	Approved
0.7382	Intermediate Similarity	NPD7697	Approved
0.7382	Intermediate Similarity	NPD7696	Phase 3
0.7382	Intermediate Similarity	NPD7698	Approved
0.7377	Intermediate Similarity	NPD8150	Discontinued
0.7375	Intermediate Similarity	NPD447	Suspended
0.7371	Intermediate Similarity	NPD7199	Phase 2
0.7368	Intermediate Similarity	NPD6844	Discontinued
0.7368	Intermediate Similarity	NPD37	Approved
0.736	Intermediate Similarity	NPD7228	Approved
0.7348	Intermediate Similarity	NPD4419	Clinical (unspecified phase)
0.7348	Intermediate Similarity	NPD7549	Discontinued
0.7345	Intermediate Similarity	NPD2403	Approved
0.7341	Intermediate Similarity	NPD4967	Phase 2
0.7341	Intermediate Similarity	NPD4965	Approved
0.7341	Intermediate Similarity	NPD4966	Approved
0.7333	Intermediate Similarity	NPD4628	Phase 3
0.7326	Intermediate Similarity	NPD4363	Phase 3
0.7326	Intermediate Similarity	NPD4360	Phase 2
0.7312	Intermediate Similarity	NPD1613	Approved
0.7312	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7301	Intermediate Similarity	NPD6100	Approved
0.7301	Intermediate Similarity	NPD6099	Approved
0.7296	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7296	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.7293	Intermediate Similarity	NPD7685	Pre-registration
0.7292	Intermediate Similarity	NPD7435	Discontinued
0.7288	Intermediate Similarity	NPD7184	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD8434	Phase 2
0.7278	Intermediate Similarity	NPD6832	Phase 2
0.7267	Intermediate Similarity	NPD1899	Clinical (unspecified phase)
0.7263	Intermediate Similarity	NPD8285	Discontinued
0.7261	Intermediate Similarity	NPD2798	Approved
0.7257	Intermediate Similarity	NPD6234	Discontinued
0.7254	Intermediate Similarity	NPD7870	Phase 2
0.7254	Intermediate Similarity	NPD7871	Phase 2
0.7239	Intermediate Similarity	NPD1509	Clinical (unspecified phase)
0.7238	Intermediate Similarity	NPD5953	Discontinued
0.7235	Intermediate Similarity	NPD1653	Approved
0.7231	Intermediate Similarity	NPD7701	Phase 2
0.7229	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7222	Intermediate Similarity	NPD7286	Phase 2
0.7209	Intermediate Similarity	NPD6385	Approved
0.7209	Intermediate Similarity	NPD6386	Approved
0.7208	Intermediate Similarity	NPD7783	Phase 2
0.7208	Intermediate Similarity	NPD7782	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD7390	Discontinued
0.7198	Intermediate Similarity	NPD7240	Approved
0.7195	Intermediate Similarity	NPD1551	Phase 2
0.7194	Intermediate Similarity	NPD8151	Discontinued
0.7193	Intermediate Similarity	NPD5808	Clinical (unspecified phase)
0.7193	Intermediate Similarity	NPD7458	Discontinued
0.717	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.717	Intermediate Similarity	NPD4908	Phase 1
0.716	Intermediate Similarity	NPD5123	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD5124	Phase 1
0.716	Intermediate Similarity	NPD230	Phase 1
0.7152	Intermediate Similarity	NPD2344	Approved
0.7151	Intermediate Similarity	NPD7784	Clinical (unspecified phase)
0.715	Intermediate Similarity	NPD6823	Phase 2
0.7143	Intermediate Similarity	NPD6534	Approved
0.7143	Intermediate Similarity	NPD5019	Clinical (unspecified phase)
0.7143	Intermediate Similarity	NPD6535	Approved
0.7135	Intermediate Similarity	NPD7229	Phase 3
0.7126	Intermediate Similarity	NPD1878	Clinical (unspecified phase)
0.7126	Intermediate Similarity	NPD8455	Phase 2
0.7125	Intermediate Similarity	NPD3027	Phase 3
0.7121	Intermediate Similarity	NPD7801	Approved
0.712	Intermediate Similarity	NPD7700	Phase 2
0.712	Intermediate Similarity	NPD7699	Phase 2
0.7117	Intermediate Similarity	NPD6651	Approved
0.711	Intermediate Similarity	NPD5889	Approved
0.711	Intermediate Similarity	NPD5890	Approved
0.711	Intermediate Similarity	NPD7615	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD6143	Clinical (unspecified phase)
0.7092	Intermediate Similarity	NPD7584	Approved
0.7089	Intermediate Similarity	NPD3266	Approved
0.7089	Intermediate Similarity	NPD3267	Approved
0.7083	Intermediate Similarity	NPD6190	Approved
0.7079	Intermediate Similarity	NPD8127	Discontinued
0.7072	Intermediate Similarity	NPD7893	Clinical (unspecified phase)
0.7071	Intermediate Similarity	NPD7874	Approved
0.7071	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7068	Intermediate Similarity	NPD8090	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD5536	Phase 2
0.7052	Intermediate Similarity	NPD6585	Discontinued
0.7048	Intermediate Similarity	NPD1471	Phase 3
0.7039	Intermediate Similarity	NPD5711	Approved
0.7039	Intermediate Similarity	NPD5710	Approved
0.7032	Intermediate Similarity	NPD17	Approved
0.703	Intermediate Similarity	NPD7033	Discontinued
0.703	Intermediate Similarity	NPD651	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD3972	Approved
0.7006	Intermediate Similarity	NPD2424	Discontinued
0.7	Intermediate Similarity	NPD2861	Phase 2
0.6994	Remote Similarity	NPD4307	Phase 2
0.6989	Remote Similarity	NPD5977	Approved
0.6989	Remote Similarity	NPD5978	Approved
0.6982	Remote Similarity	NPD3887	Approved
0.6982	Remote Similarity	NPD2309	Approved
0.6975	Remote Similarity	NPD3268	Approved
0.6974	Remote Similarity	NPD5006	Approved
0.6974	Remote Similarity	NPD5005	Approved
0.6966	Remote Similarity	NPD5537	Clinical (unspecified phase)
0.6964	Remote Similarity	NPD2654	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