NPASS Compound

Structure

NPC462909 OpenBabel06302215432D 41 44 0 0 0 0 0 0 0 0999 V2000 -3.4641 -3.0000 0.0000 C 0 0 0 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 -2.5981 -1.5000 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 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 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 N 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 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 4.3301 -4.5000 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 6.0622 -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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 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 8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 O 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 2.5981 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 0.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 F 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 2 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 6 1 0 0 0 0 7 8 1 0 0 0 0 7 36 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 19 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 18 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 24 25 1 0 0 0 0 25 30 2 0 0 0 0 25 26 1 0 0 0 0 26 27 2 0 0 0 0 27 28 1 0 0 0 0 28 29 2 0 0 0 0 29 30 1 0 0 0 0 29 32 1 0 0 0 0 30 31 1 0 0 0 0 32 33 1 0 0 0 0 32 34 1 0 0 0 0 32 35 1 0 0 0 0 36 41 2 0 0 0 0 36 37 1 0 0 0 0 37 38 2 0 0 0 0 38 39 1 0 0 0 0 39 40 2 0 0 0 0 40 41 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	581.19
Volume:	581.605
LogP:	6.756
LogD:	4.52
LogS:	-5.853
# Rotatable Bonds:	14
TPSA:	49.77
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.162
Synthetic Accessibility Score:	2.569
Fsp3:	0.242
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.318
MDCK Permeability:	1.4788569387746975e-05
Pgp-inhibitor:	0.981
Pgp-substrate:	0.445
Human Intestinal Absorption (HIA):	0.003
20% Bioavailability (F20%):	0.968
30% Bioavailability (F30%):	0.06

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.529
Plasma Protein Binding (PPB):	100.26788330078125%
Volume Distribution (VD):	0.854
Pgp-substrate:	0.6663926839828491%

ADMET: Metabolism

CYP1A2-inhibitor:	0.17
CYP1A2-substrate:	0.912
CYP2C19-inhibitor:	0.758
CYP2C19-substrate:	0.413
CYP2C9-inhibitor:	0.188
CYP2C9-substrate:	0.122
CYP2D6-inhibitor:	0.992
CYP2D6-substrate:	0.772
CYP3A4-inhibitor:	0.413
CYP3A4-substrate:	0.909

ADMET: Excretion

Clearance (CL):	8.459
Half-life (T1/2):	0.036

ADMET: Toxicity

hERG Blockers:	0.945
Human Hepatotoxicity (H-HT):	0.733
Drug-inuced Liver Injury (DILI):	0.914
AMES Toxicity:	0.022
Rat Oral Acute Toxicity:	0.837
Maximum Recommended Daily Dose:	0.872
Skin Sensitization:	0.03
Carcinogencity:	0.172
Eye Corrosion:	0.003
Eye Irritation:	0.008
Respiratory Toxicity:	0.878

Download Data

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

Natural Product: NPC462909

Natural Product ID:	NPC462909
*Common Name:**	NAXSRXHZFIBFMI-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	NAXSRXHZFIBFMI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C33H31ClF3NO3/c34-32-27(15-8-17-30(32)33(35,36)37)22-38(18-9-19-41-28-16-7-10-24(20-28)21-31(39)40)23-29(25-11-3-1-4-12-25)26-13-5-2-6-14-26/h1-8,10-17,20,29H,9,18-19,21-23H2,(H,39,40)
SMILES:	c1ccc(cc1)C(CN(CCCOc1cccc(c1)CC(=O)O)Cc1cccc(c1Cl)C(F)(F)F)c1ccccc1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	447905
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000369] Diphenylmethanes

*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
NPO40280	Pestalotiopsis neglecta	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31829592]
NPO40280	Pestalotiopsis neglecta	Species	Sporocadaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32283019]

☑ 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	48
IC50	15
Ki	3
Others	75

Activity Type	# Activity
Cell Line	40
CELL-LINE	2
Individual Protein	56
Organism	28
Others	10
PROTEIN COMPLEX	4
SINGLE PROTEIN	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	125.0	nM	PMID[11985463]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	190.0	nM	PMID[11985463]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	80.0	nM	PMID[16107141]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	20.0	nM	PMID[16107141]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	IC50	=	12.0	nM	PMID[17034119]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	410.0	nM	PMID[17034119]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	IC50	=	100.0	nM	PMID[17034119]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	66.0	nM	PMID[17665897]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	4.0	nM	PMID[17665897]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	100.0	%	PMID[17665897]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	97.0	nM	PMID[17665897]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	27.0	nM	PMID[17665897]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	367.0	nM	PMID[17587573]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	35.0	nM	PMID[17587573]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	15.0	nM	PMID[17587573]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	100.0	%	PMID[17587573]
NPT1970	Cell Line	THP-1	Homo sapiens	Ratio	=	10.7	n.a.	PMID[17587573]
NPT65	Cell Line	HepG2	Homo sapiens	Ratio	=	5.2	n.a.	PMID[17587573]
NPT1970	Cell Line	THP-1	Homo sapiens	EC50	=	10.0	nM	PMID[17587573]
NPT1970	Cell Line	THP-1	Homo sapiens	Ratio	=	1.8	n.a.	PMID[17587573]
NPT65	Cell Line	HepG2	Homo sapiens	Ratio	=	2.7	n.a.	PMID[17587573]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	35.0	nM	PMID[17416521]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	367.0	nM	PMID[17416521]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	15.0	nM	PMID[17416521]
NPT1970	Cell Line	THP-1	Homo sapiens	Ratio	=	10.7	n.a.	PMID[17416521]
NPT1970	Cell Line	THP-1	Homo sapiens	Ratio	=	5.2	n.a.	PMID[17416521]
NPT65	Cell Line	HepG2	Homo sapiens	Ratio	=	2.7	n.a.	PMID[17416521]
NPT1970	Cell Line	THP-1	Homo sapiens	Ratio	=	1.8	n.a.	PMID[17416521]
NPT1970	Cell Line	THP-1	Homo sapiens	EC50	=	10.0	nM	PMID[17416521]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.22	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	4.7	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	10.04	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	24.92	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	4.13	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	5.28	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	3.77	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	12.82	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	0.8	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.02	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.2	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	0.89	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.18	n.a.	PMID[18324758]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.25	n.a.	PMID[18324758]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	78.0	nM	PMID[19264481]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	280.0	nM	PMID[19264481]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	130.0	nM	PMID[19264481]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	310.0	nM	PMID[19264481]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	IC50	=	235.0	nM	PMID[18800767]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	IC50	=	30.0	nM	PMID[18800767]
NPT1970	Cell Line	THP-1	Homo sapiens	IC50	=	20.0	nM	PMID[18800767]
NPT1970	Cell Line	THP-1	Homo sapiens	Activity	=	1.0	n.a.	PMID[18800767]
NPT1229	Cell Line	Huh-7	Homo sapiens	Activity	=	1.0	n.a.	PMID[18800767]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	IC50	=	12.0	nM	PMID[18973288]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	IC50	=	100.0	nM	PMID[18973288]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	310.0	nM	PMID[18973288]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	660.0	nM	PMID[18973288]
NPT1970	Cell Line	THP-1	Homo sapiens	EC50	=	434.0	nM	PMID[18973288]
NPT1970	Cell Line	THP-1	Homo sapiens	EC50	=	31.0	nM	PMID[18973288]
NPT65	Cell Line	HepG2	Homo sapiens	EC50	=	210.0	nM	PMID[18973288]
NPT65	Cell Line	HepG2	Homo sapiens	EC50	=	2002.0	nM	PMID[18973288]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	175.0	nM	PMID[19167885]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	25.0	nM	PMID[19167885]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	200.0	nM	PMID[19717304]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	40.0	nM	PMID[19717304]
NPT113	Cell Line	RAW264.7	Mus musculus	EC50	=	29.0	nM	PMID[19717304]
NPT543	Individual Protein	Pregnane X receptor	Homo sapiens	Ki	=	2000.0	nM	PMID[19717304]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	IC50	=	100.0	nM	PMID[20345102]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	IC50	=	39.81	nM	PMID[20345102]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	IC50	=	7.943	nM	PMID[20345102]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	794.33	nM	PMID[20345102]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	501.19	nM	PMID[20345102]
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	242.0	%	PMID[23844653]
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	43.0	%	PMID[23844653]
NPT6159	Individual Protein	Oxysterols receptor LXR-beta	Mus musculus	Activity	=	55.0	%	PMID[23844653]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	FC	=	2.38	n.a.	PMID[23844653]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	FC	=	1.86	n.a.	PMID[23844653]
NPT6159	Individual Protein	Oxysterols receptor LXR-beta	Mus musculus	FC	=	1.83	n.a.	PMID[23844653]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	FC	=	1.53	n.a.	PMID[23844653]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	FC	=	1.42	n.a.	PMID[23844653]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	1300.0	nM	PMID[25677664]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	420.0	nM	PMID[25677664]
NPT65	Cell Line	HepG2	Homo sapiens	FC	=	15.0	n.a.	PMID[25677664]
NPT65	Cell Line	HepG2	Homo sapiens	FC	=	4.9	n.a.	PMID[25677664]
NPT65	Cell Line	HepG2	Homo sapiens	Ratio	=	3.1	n.a.	PMID[25677664]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	400.0	nM	PMID[25998501]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	1300.0	nM	PMID[25998501]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	1128.0	nM	PMID[26990539]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	390.0	nM	PMID[26990539]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	EC50	=	22.0	nM	PMID[26990539]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	5.0	nM	PMID[26990539]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	EC50	=	289.0	nM	PMID[31202993]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	Ki	=	2.2	nM	PMID[31202993]
NPT1794	Individual Protein	LXR-alpha	Homo sapiens	FC	=	2.19	n.a.	PMID[31499362]
NPT1746	Individual Protein	LXR-beta	Homo sapiens	Ki	=	2.2	nM	PMID[32248003]
NPT1535	Cell Line	U-87 MG	Homo sapiens	IC50	=	3650.0	nM	PMID[32248003]
NPT2	Others	Unspecified		EC50	=	170.0	nM	PMID[16107141]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	23.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	46.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	40.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	21.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	48.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	69.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	62.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	50.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	110.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	10.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	44.0	%	PMID[16529931]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	27.0	%	PMID[17034119]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	1.99	%	PMID[17391964]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	79.0	%	PMID[17391964]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	2.95	mg/dl	PMID[17391964]
NPT2	Others	Unspecified		IC50	=	4800.0	nM	PMID[18343126]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	17.0	%	PMID[18973288]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	40.0	%	PMID[18973288]
NPT32	Organism	Mus musculus	Mus musculus	FC	=	6.9	n.a.	PMID[18973288]
NPT32	Organism	Mus musculus	Mus musculus	FC	=	1.9	n.a.	PMID[18973288]
NPT32	Organism	Mus musculus	Mus musculus	EC50	=	50.0	nM	PMID[19167885]
NPT2	Others	Unspecified		FC	=	2.0	n.a.	PMID[19717304]
NPT2	Others	Unspecified		FC	=	3.1	n.a.	PMID[19717304]
NPT2	Others	Unspecified		FC	=	3.2	n.a.	PMID[19717304]
NPT2	Others	Unspecified		FC	=	5.4	n.a.	PMID[19717304]
NPT2	Others	Unspecified		FC	=	4.1	n.a.	PMID[19717304]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	-4.18	%	DOI[10.21203/rs.3.rs-23951/v1]
NPT26790	SINGLE PROTEIN	Oxysterols receptor LXR-beta	Rattus norvegicus	FC	=	2.42	n.a.	PMID[31499362]
NPT2	Others	Unspecified		Ratio	=	1.11	n.a.	PMID[31499362]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	30.12	%	DOI[10.6019/CHEMBL4495564]
NPT20556	SINGLE PROTEIN	Replicase polyprotein 1ab	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	17.5	%	DOI[10.6019/CHEMBL4495564]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	26.23	%	DOI[10.6019/CHEMBL4495565]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	Inhibition	=	11.5	%	DOI[10.6019/CHEMBL4495565]
NPT20555	ORGANISM	SARS-CoV-2	Severe acute respiratory syndrome coronavirus 2	IC50	=	27710.0	nM	DOI[10.6019/CHEMBL4495565]
NPT22224	CELL-LINE	Vero C1008	Chlorocebus sabaeus	CC50	>	33000.0	nM	DOI[10.6019/CHEMBL4495565]
NPT16343	PROTEIN COMPLEX	Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-alpha	Homo sapiens	EC50	=	0.401	nM	PMID[32248003]
NPT16342	PROTEIN COMPLEX	Retinoic acid receptor RXR-alpha/oxysterols receptor LXR-beta	Homo sapiens	EC50	=	0.228	nM	PMID[32248003]
NPT2	Others	Unspecified		Ratio EC50	=	1.8	n.a.	PMID[32248003]
NPT2	Others	Unspecified		IC50	=	30.0	nM	PMID[32463237]

☑ 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 NPC462909 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	269
0.1-0.2	1416
0.2-0.3	4972
0.3-0.4	13025
0.4-0.5	5076
0.5-0.6	14828
0.6-0.7	3108
0.7-0.8	2
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

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 NPC462909 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	189
0.1-0.2	750
0.2-0.3	927
0.3-0.4	1908
0.4-0.5	2641
0.5-0.6	2046
0.6-0.7	664
0.7-0.8	25
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

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