NPASS Compound

Structure

CID35344 OpenBabel06191715362D 21 22 0 0 0 0 0 0 0 0999 V2000 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 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 -0.8660 -1.5000 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 -0.5000 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 0.8660 -1.5000 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 -0.0000 -2.0000 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 3.4641 -0.0000 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 0.0000 0.0000 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 0.0000 1.0000 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 1 4 2 0 0 0 0 2 5 2 0 0 0 0 3 21 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 15 17 1 0 0 0 0 16 19 2 0 0 0 0 17 18 2 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	280.15
Volume:	316.556
LogP:	5.254
LogD:	3.921
LogS:	-5.637
# Rotatable Bonds:	6
TPSA:	29.46
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	2

MedChem Properties

QED Drug-Likeness Score:	0.788
Synthetic Accessibility Score:	2.334
Fsp3:	0.158
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:	-4.598
MDCK Permeability:	2.4499235223629512e-05
Pgp-inhibitor:	0.997
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.005
20% Bioavailability (F20%):	0.768
30% Bioavailability (F30%):	0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.113
Plasma Protein Binding (PPB):	101.01541137695312%
Volume Distribution (VD):	0.519
Pgp-substrate:	0.6678239107131958%

ADMET: Metabolism

CYP1A2-inhibitor:	0.974
CYP1A2-substrate:	0.832
CYP2C19-inhibitor:	0.923
CYP2C19-substrate:	0.107
CYP2C9-inhibitor:	0.76
CYP2C9-substrate:	0.9
CYP2D6-inhibitor:	0.946
CYP2D6-substrate:	0.955
CYP3A4-inhibitor:	0.856
CYP3A4-substrate:	0.426

ADMET: Excretion

Clearance (CL):	9.828
Half-life (T1/2):	0.353

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.029
Drug-inuced Liver Injury (DILI):	0.068
AMES Toxicity:	0.247
Rat Oral Acute Toxicity:	0.049
Maximum Recommended Daily Dose:	0.657
Skin Sensitization:	0.902
Carcinogencity:	0.58
Eye Corrosion:	0.004
Eye Irritation:	0.727
Respiratory Toxicity:	0.036

Download Data

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

Natural Product: NPC35344

Natural Product ID:	NPC35344
*Common Name:**	Methylhonokiol
IUPAC Name:	2-(4-methoxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol
Synonyms:	4'-O-Methylhonokiol; 4-Methoxyhonokiol; 4-O-Methylhonokiol; Methylhonokiol
Standard InCHIKey:	OQFHJKZVOALSPV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3
SMILES:	C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)OC)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL89700
PubChem CID:	155160
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000041] Biphenyls and derivatives

*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
NPO15299	Sandoricum koetjape	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10479314]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10650079]
NPO15299	Sandoricum koetjape	Species	Meliaceae	Eukaryota	stems	n.a.	n.a.	PMID[1517737]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[15577228]
NPO13465	Salvia broussonetii	Species	Lamiaceae	Eukaryota	roots	n.a.	n.a.	PMID[15969497]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16441070]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1659613]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	stem bark	n.a.	n.a.	PMID[17918910]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	stem	n.a.	PMID[18175990]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	Stems; Barks	n.a.	n.a.	PMID[19086868]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19299148]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22085682]
NPO15299	Sandoricum koetjape	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22672802]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	bark	n.a.	PMID[23823874]
NPO13745	Gynoxys verrucosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27057812]
NPO15190	Chloranthus fortunei	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27997206]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28485933]
NPO6698	Euphorbia pithyusa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28671832]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[9987830]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO10532	Pinus edulis	Species	Pinaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO10532	Pinus edulis	Species	Pinaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13228	Farfugium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7844	Fritillaria hupehensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13018	Thelephora aurantiotincta	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9133	Lathyrus latifolius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15299	Sandoricum koetjape	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3482	Alpinia flabellata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13018	Thelephora aurantiotincta	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7844	Fritillaria hupehensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13228	Farfugium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13228	Farfugium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17166	Euphorbia palustris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9133	Lathyrus latifolius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7844	Fritillaria hupehensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15299	Sandoricum koetjape	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10532	Pinus edulis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15514	Pedicularis rex	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27148	Chuquiraga erinacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13745	Gynoxys verrucosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25118	Centaurea benedicta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO273	Phyllobates bicolor	Species	Dendrobatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5998	Echinoclathria subhispida	Species	Microcionidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14329	Sigillina signifera	Species	Polycitoridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11246	Ononis viscosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13228	Farfugium japonicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4368	Magnolia officinalis	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14455	Triunia erythrocarpa	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15405	Suaeda maritima	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18026	Bipolaris sacchari	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2568	Posidonia oceanica	Species	Posidoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8583	Angelica japonica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17336	Benincasa hispida	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9133	Lathyrus latifolius	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12018	Alternaria bataticola	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17166	Euphorbia palustris	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13617	Eria rigida	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3482	Alpinia flabellata	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11592	Cuphea hyssopifolia	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12483	Holarrhena floribunda	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4282	Fouquieria diguetii	Species	Fouquieriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2043	Pseudocyphellaria coronata	Species	Lobariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2680	Holothuria squamifera	Species	Holothuriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9538	Pterocarpus erinaceus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10905	Baccharis truncata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13018	Thelephora aurantiotincta	Species	Thelephoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7009	Callyspongia spinosissima	Species	Callyspongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14194	Mamestra brassicae	Species	0ctuidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7844	Fritillaria hupehensis	Species	Liliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11791	Magnolia obovata	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2070	Thioalkalivibrio versutus	Species	Ectothiorhodospiraceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO8721	Parectatosoma mocquerysi	Species	Anisacanthidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15992	Hypogymnia vittata	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17358	Sorbus torminalis	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13353	Sedum sarmentosum	Species	Crassulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10048	Pyrus bourgaeana	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15190	Chloranthus fortunei	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13465	Salvia broussonetii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6698	Euphorbia pithyusa	Species	Euphorbiaceae	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
IC50	30
Ki	1
Others	18

Activity Type	# Activity
Cell Line	24
CELL-LINE	3
Individual Protein	9
NON-MOLECULAR	3
Organism	6
Others	2
Protein Complex	3

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	>	5.0	ug.mL-1	PMID[541332]
NPT81	Cell Line	A549	Homo sapiens	IC50	>	5.0	ug.mL-1	PMID[541332]
NPT111	Cell Line	K562	Homo sapiens	IC50	>	5.0	ug.mL-1	PMID[541332]
NPT324	Individual Protein	Cyclooxygenase-1	Ovis aries	Inhibition	=	90.8	%	PMID[541333]
NPT325	Individual Protein	Cyclooxygenase-2	Ovis aries	Inhibition	=	95.3	%	PMID[541333]
NPT324	Individual Protein	Cyclooxygenase-1	Ovis aries	IC50	=	100.0	nM	PMID[541333]
NPT325	Individual Protein	Cyclooxygenase-2	Ovis aries	IC50	=	60.0	nM	PMID[541333]
NPT570	Individual Protein	Arachidonate 5-lipoxygenase	Homo sapiens	Inhibition	=	96.4	%	PMID[541333]
NPT570	Individual Protein	Arachidonate 5-lipoxygenase	Homo sapiens	IC50	=	1500.0	nM	PMID[541333]
NPT737	Cell Line	HUVEC	Homo sapiens	IC50	=	55800.0	nM	PMID[541335]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	55300.0	nM	PMID[541335]
NPT737	Cell Line	HUVEC	Homo sapiens	Activity	=	54.2	%	PMID[541335]
NPT737	Cell Line	HUVEC	Homo sapiens	Inhibition	=	34.9	%	PMID[541335]
NPT581	Individual Protein	Cyclooxygenase-2	Mus musculus	Inhibition	=	42.0	%	PMID[541336]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	18000.0	nM	PMID[541336]
NPT113	Cell Line	RAW264.7	Mus musculus	IC50	=	27000.0	nM	PMID[541336]
NPT31	Individual Protein	Cyclooxygenase-2	Homo sapiens	Inhibition	=	57.0	%	PMID[541336]
NPT2644	Cell Line	UACC-903	Homo sapiens	IC50	=	37680.0	nM	PMID[541337]
NPT2644	Cell Line	UACC-903	Homo sapiens	IC50	=	24130.0	nM	PMID[541337]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1560.0	nM	PMID[541337]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	1240.0	nM	PMID[541337]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	22450.0	nM	PMID[541337]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	14130.0	nM	PMID[541337]
NPT1287	Individual Protein	Cannabinoid CB2 receptor	Homo sapiens	Ki	=	44.0	nM	PMID[541338]
NPT34	Cell Line	BV-2	Mus musculus	Activity	=	115.1	%	PMID[541341]
NPT34	Cell Line	BV-2	Mus musculus	IC50	=	52300.0	nM	PMID[541341]
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	24710.0	nM	PMID[541343]
NPT81	Cell Line	A549	Homo sapiens	IC50	=	21970.0	nM	PMID[541344]
NPT179	Cell Line	A2780	Homo sapiens	IC50	=	14670.0	nM	PMID[541344]
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	17470.0	nM	PMID[541344]
NPT139	Cell Line	HT-29	Homo sapiens	IC50	=	21070.0	nM	PMID[541344]
NPT461	Cell Line	PANC-1	Homo sapiens	IC50	=	16730.0	nM	PMID[541344]
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	17870.0	nM	PMID[541344]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	113.1	uM	PMID[541331]
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Activity	=	114.4	uM	PMID[541331]
NPT2643	Protein Complex	GABA-A receptor; GABA-A site (alpha1/beta2 interface)	Homo sapiens	Activity	=	822.0	%	PMID[541334]
NPT2643	Protein Complex	GABA-A receptor; GABA-A site (alpha1/beta2 interface)	Homo sapiens	Smax	=	1532.0	%	PMID[541334]
NPT2643	Protein Complex	GABA-A receptor; GABA-A site (alpha1/beta2 interface)	Homo sapiens	EC50	=	27200.0	nM	PMID[541334]
NPT35	Others	n.a.		LogP	=	5.43	n.a.	PMID[541334]
NPT617	Organism	Danio rerio	Danio rerio	Inhibition	<	25.0	%	PMID[541335]
NPT617	Organism	Danio rerio	Danio rerio	Inhibition	=	25.0	%	PMID[541335]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	68800.0	nM	PMID[541335]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	14320.0	nM	PMID[541339]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	IC50	=	8180.0	nM	PMID[541339]
NPT35	Others	n.a.		LogP	=	5.07	n.a.	PMID[541342]
NPT22964	CELL-LINE	CNE2Z	Homo sapiens	IC50	=	25530.0	nM	PMID[541343]
NPT21742	CELL-LINE	L02	Homo sapiens	IC50	=	23940.0	nM	PMID[541344]
NPT27094	CELL-LINE	I10	Mus musculus	IC50	=	26540.0	nM	PMID[541343]

☑ 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 NPC35344 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	283
0.1-0.2	1901
0.2-0.3	4490
0.3-0.4	13139
0.4-0.5	4918
0.5-0.6	5989
0.6-0.7	8268
0.7-0.8	3163
0.8-0.85	455
0.85-0.9	80
0.9-0.95	9
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC141003
0.934	High Similarity	NPC201959
0.9333	High Similarity	NPC113457
0.9292	High Similarity	NPC131868
0.9211	High Similarity	NPC251259
0.9159	High Similarity	NPC75440
0.9123	High Similarity	NPC129176
0.9057	High Similarity	NPC138942
0.9048	High Similarity	NPC168829
0.9035	High Similarity	NPC103916
0.9027	High Similarity	NPC131118
0.8966	High Similarity	NPC150026
0.8962	High Similarity	NPC288411
0.8952	High Similarity	NPC300166
0.8879	High Similarity	NPC476633
0.886	High Similarity	NPC63010
0.885	High Similarity	NPC229147
0.885	High Similarity	NPC54507
0.885	High Similarity	NPC85292
0.8807	High Similarity	NPC262365
0.8785	High Similarity	NPC474603
0.8785	High Similarity	NPC12987
0.8761	High Similarity	NPC464
0.8761	High Similarity	NPC185541
0.875	High Similarity	NPC21563
0.8739	High Similarity	NPC81641
0.8739	High Similarity	NPC105031
0.8727	High Similarity	NPC474272
0.8667	High Similarity	NPC170485
0.8661	High Similarity	NPC98372
0.8649	High Similarity	NPC296683
0.8649	High Similarity	NPC44732
0.8632	High Similarity	NPC100108
0.8632	High Similarity	NPC102639
0.8632	High Similarity	NPC277798
0.8624	High Similarity	NPC271274
0.8621	High Similarity	NPC281298
0.8621	High Similarity	NPC310338
0.8609	High Similarity	NPC244816
0.8609	High Similarity	NPC50521
0.8609	High Similarity	NPC195466
0.8609	High Similarity	NPC33270
0.8609	High Similarity	NPC221549
0.8609	High Similarity	NPC69261
0.8609	High Similarity	NPC25648
0.8609	High Similarity	NPC474933
0.8596	High Similarity	NPC808
0.8596	High Similarity	NPC283169
0.8583	High Similarity	NPC133407
0.8583	High Similarity	NPC28476
0.8571	High Similarity	NPC275627
0.8571	High Similarity	NPC95716
0.8571	High Similarity	NPC308689
0.8547	High Similarity	NPC95614
0.8547	High Similarity	NPC56214
0.8547	High Similarity	NPC242885
0.8547	High Similarity	NPC232316
0.8547	High Similarity	NPC117780
0.8547	High Similarity	NPC165133
0.8547	High Similarity	NPC227217
0.8545	High Similarity	NPC233320
0.8537	High Similarity	NPC143483
0.8537	High Similarity	NPC245395
0.8534	High Similarity	NPC470626
0.8534	High Similarity	NPC190514
0.8532	High Similarity	NPC233396
0.8532	High Similarity	NPC154899
0.8525	High Similarity	NPC38664
0.8525	High Similarity	NPC472968
0.8525	High Similarity	NPC53986
0.8525	High Similarity	NPC215300
0.8522	High Similarity	NPC141090
0.8522	High Similarity	NPC150624
0.8509	High Similarity	NPC12656
0.8505	High Similarity	NPC225506
0.85	High Similarity	NPC197351
0.85	High Similarity	NPC106914
0.85	High Similarity	NPC228503
0.85	High Similarity	NPC246648
0.85	High Similarity	NPC138248
0.85	High Similarity	NPC134195
0.85	High Similarity	NPC61685
0.85	High Similarity	NPC86502
0.8496	Intermediate Similarity	NPC46940
0.8496	Intermediate Similarity	NPC228988
0.8496	Intermediate Similarity	NPC199462
0.8491	Intermediate Similarity	NPC77492
0.8487	Intermediate Similarity	NPC30462
0.8487	Intermediate Similarity	NPC152946
0.8476	Intermediate Similarity	NPC26244
0.8468	Intermediate Similarity	NPC282508
0.8462	Intermediate Similarity	NPC184302
0.8455	Intermediate Similarity	NPC92623
0.8455	Intermediate Similarity	NPC93962
0.8455	Intermediate Similarity	NPC135464
0.8455	Intermediate Similarity	NPC54765
0.8448	Intermediate Similarity	NPC293619
0.8443	Intermediate Similarity	NPC53781
0.8443	Intermediate Similarity	NPC473221
0.844	Intermediate Similarity	NPC241224
0.8435	Intermediate Similarity	NPC53906
0.8435	Intermediate Similarity	NPC473718
0.8435	Intermediate Similarity	NPC167934
0.843	Intermediate Similarity	NPC17809
0.843	Intermediate Similarity	NPC4286
0.843	Intermediate Similarity	NPC103420
0.843	Intermediate Similarity	NPC76119
0.843	Intermediate Similarity	NPC105718
0.843	Intermediate Similarity	NPC278955
0.843	Intermediate Similarity	NPC188022
0.843	Intermediate Similarity	NPC102540
0.843	Intermediate Similarity	NPC285040
0.843	Intermediate Similarity	NPC113495
0.8421	Intermediate Similarity	NPC123175
0.8421	Intermediate Similarity	NPC176730
0.8417	Intermediate Similarity	NPC474160
0.8411	Intermediate Similarity	NPC252821
0.8411	Intermediate Similarity	NPC92730
0.8411	Intermediate Similarity	NPC100870
0.8411	Intermediate Similarity	NPC122005
0.8411	Intermediate Similarity	NPC128723
0.8407	Intermediate Similarity	NPC470723
0.8403	Intermediate Similarity	NPC38996
0.8403	Intermediate Similarity	NPC160380
0.8396	Intermediate Similarity	NPC216520
0.8396	Intermediate Similarity	NPC473388
0.8396	Intermediate Similarity	NPC292730
0.8396	Intermediate Similarity	NPC132271
0.8396	Intermediate Similarity	NPC82664
0.8393	Intermediate Similarity	NPC58865
0.8387	Intermediate Similarity	NPC254000
0.8381	Intermediate Similarity	NPC151715
0.8381	Intermediate Similarity	NPC128062
0.8376	Intermediate Similarity	NPC474040
0.8374	Intermediate Similarity	NPC23012
0.8374	Intermediate Similarity	NPC274717
0.8374	Intermediate Similarity	NPC38017
0.8364	Intermediate Similarity	NPC470393
0.8364	Intermediate Similarity	NPC99557
0.8364	Intermediate Similarity	NPC219286
0.8362	Intermediate Similarity	NPC19290
0.8362	Intermediate Similarity	NPC312105
0.8362	Intermediate Similarity	NPC69539
0.8362	Intermediate Similarity	NPC203113
0.8361	Intermediate Similarity	NPC230479
0.8361	Intermediate Similarity	NPC283049
0.8361	Intermediate Similarity	NPC82299
0.8361	Intermediate Similarity	NPC276212
0.8361	Intermediate Similarity	NPC26879
0.8361	Intermediate Similarity	NPC50315
0.8361	Intermediate Similarity	NPC223953
0.8348	Intermediate Similarity	NPC161696
0.8348	Intermediate Similarity	NPC22610
0.8348	Intermediate Similarity	NPC473137
0.8348	Intermediate Similarity	NPC180508
0.8348	Intermediate Similarity	NPC228287
0.8348	Intermediate Similarity	NPC276737
0.8333	Intermediate Similarity	NPC100099
0.8333	Intermediate Similarity	NPC228425
0.8333	Intermediate Similarity	NPC36016
0.8333	Intermediate Similarity	NPC170185
0.8333	Intermediate Similarity	NPC286222
0.8333	Intermediate Similarity	NPC85488
0.832	Intermediate Similarity	NPC150011
0.832	Intermediate Similarity	NPC118114
0.832	Intermediate Similarity	NPC211413
0.832	Intermediate Similarity	NPC207892
0.832	Intermediate Similarity	NPC164574
0.832	Intermediate Similarity	NPC268917
0.832	Intermediate Similarity	NPC12875
0.832	Intermediate Similarity	NPC129784
0.832	Intermediate Similarity	NPC17343
0.832	Intermediate Similarity	NPC244888
0.832	Intermediate Similarity	NPC68205
0.832	Intermediate Similarity	NPC236014
0.832	Intermediate Similarity	NPC129106
0.832	Intermediate Similarity	NPC476166
0.832	Intermediate Similarity	NPC280653
0.832	Intermediate Similarity	NPC293203
0.832	Intermediate Similarity	NPC118683
0.832	Intermediate Similarity	NPC15543
0.832	Intermediate Similarity	NPC164804
0.832	Intermediate Similarity	NPC196765
0.832	Intermediate Similarity	NPC300875
0.832	Intermediate Similarity	NPC228369
0.832	Intermediate Similarity	NPC206224
0.8319	Intermediate Similarity	NPC473809
0.8319	Intermediate Similarity	NPC475852
0.8319	Intermediate Similarity	NPC207613
0.8318	Intermediate Similarity	NPC225464
0.8306	Intermediate Similarity	NPC134360
0.8305	Intermediate Similarity	NPC32152
0.8304	Intermediate Similarity	NPC95344
0.8304	Intermediate Similarity	NPC61885
0.8304	Intermediate Similarity	NPC63698
0.8302	Intermediate Similarity	NPC8392
0.8293	Intermediate Similarity	NPC46978
0.8293	Intermediate Similarity	NPC149796
0.8293	Intermediate Similarity	NPC252131
0.8291	Intermediate Similarity	NPC15860

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 NPC35344 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	285
0.1-0.2	1102
0.2-0.3	1203
0.3-0.4	2605
0.4-0.5	1930
0.5-0.6	1122
0.6-0.7	695
0.7-0.8	180
0.8-0.85	26
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8889	High Similarity	NPD3600	Clinical (unspecified phase)
0.8585	High Similarity	NPD3020	Approved
0.8476	Intermediate Similarity	NPD2859	Approved
0.8476	Intermediate Similarity	NPD2860	Approved
0.839	Intermediate Similarity	NPD4626	Approved
0.8387	Intermediate Similarity	NPD4907	Clinical (unspecified phase)
0.8381	Intermediate Similarity	NPD2934	Approved
0.8381	Intermediate Similarity	NPD2933	Approved
0.8276	Intermediate Similarity	NPD6671	Approved
0.8261	Intermediate Similarity	NPD5283	Phase 1
0.8254	Intermediate Similarity	NPD4060	Phase 1
0.825	Intermediate Similarity	NPD1610	Phase 2
0.823	Intermediate Similarity	NPD5451	Approved
0.8226	Intermediate Similarity	NPD4908	Phase 1
0.816	Intermediate Similarity	NPD4625	Phase 3
0.8151	Intermediate Similarity	NPD1651	Approved
0.8145	Intermediate Similarity	NPD2861	Phase 2
0.8142	Intermediate Similarity	NPD2684	Approved
0.8131	Intermediate Similarity	NPD1809	Phase 2
0.8125	Intermediate Similarity	NPD968	Approved
0.8115	Intermediate Similarity	NPD1669	Approved
0.8113	Intermediate Similarity	NPD845	Approved
0.8087	Intermediate Similarity	NPD228	Approved
0.8083	Intermediate Similarity	NPD2667	Approved
0.8083	Intermediate Similarity	NPD2668	Approved
0.8067	Intermediate Similarity	NPD1548	Phase 1
0.8049	Intermediate Similarity	NPD1283	Approved
0.8037	Intermediate Similarity	NPD1432	Clinical (unspecified phase)
0.8017	Intermediate Similarity	NPD7635	Approved
0.8	Intermediate Similarity	NPD5691	Approved
0.7967	Intermediate Similarity	NPD6583	Phase 3
0.7967	Intermediate Similarity	NPD6582	Phase 2
0.7966	Intermediate Similarity	NPD6387	Discontinued
0.7966	Intermediate Similarity	NPD7157	Approved
0.7966	Intermediate Similarity	NPD709	Approved
0.792	Intermediate Similarity	NPD6584	Phase 3
0.7913	Intermediate Similarity	NPD3021	Approved
0.7913	Intermediate Similarity	NPD3022	Approved
0.7895	Intermediate Similarity	NPD2342	Discontinued
0.7886	Intermediate Similarity	NPD2233	Approved
0.7886	Intermediate Similarity	NPD2232	Approved
0.7886	Intermediate Similarity	NPD2230	Approved
0.7869	Intermediate Similarity	NPD3847	Discontinued
0.7863	Intermediate Similarity	NPD5535	Approved
0.7863	Intermediate Similarity	NPD1138	Approved
0.7863	Intermediate Similarity	NPD7843	Approved
0.7846	Intermediate Similarity	NPD4097	Suspended
0.7805	Intermediate Similarity	NPD1281	Approved
0.7803	Intermediate Similarity	NPD2935	Discontinued
0.7798	Intermediate Similarity	NPD844	Approved
0.7778	Intermediate Similarity	NPD4624	Approved
0.7778	Intermediate Similarity	NPD3691	Phase 2
0.7778	Intermediate Similarity	NPD1137	Approved
0.7778	Intermediate Similarity	NPD1139	Approved
0.7778	Intermediate Similarity	NPD3690	Phase 2
0.7768	Intermediate Similarity	NPD940	Approved
0.7768	Intermediate Similarity	NPD846	Approved
0.776	Intermediate Similarity	NPD8651	Approved
0.7739	Intermediate Similarity	NPD290	Approved
0.7734	Intermediate Similarity	NPD3027	Phase 3
0.7727	Intermediate Similarity	NPD288	Approved
0.7712	Intermediate Similarity	NPD821	Approved
0.7705	Intermediate Similarity	NPD3445	Approved
0.7705	Intermediate Similarity	NPD3443	Approved
0.7705	Intermediate Similarity	NPD3444	Approved
0.7704	Intermediate Similarity	NPD7003	Approved
0.7698	Intermediate Similarity	NPD2797	Approved
0.768	Intermediate Similarity	NPD4379	Clinical (unspecified phase)
0.768	Intermediate Similarity	NPD4749	Approved
0.7679	Intermediate Similarity	NPD289	Clinical (unspecified phase)
0.7669	Intermediate Similarity	NPD4476	Approved
0.7669	Intermediate Similarity	NPD4477	Approved
0.7667	Intermediate Similarity	NPD2557	Approved
0.7661	Intermediate Similarity	NPD1611	Approved
0.7647	Intermediate Similarity	NPD1398	Phase 1
0.7642	Intermediate Similarity	NPD4589	Approved
0.7642	Intermediate Similarity	NPD6516	Phase 2
0.7642	Intermediate Similarity	NPD5846	Approved
0.7638	Intermediate Similarity	NPD6917	Clinical (unspecified phase)
0.7634	Intermediate Similarity	NPD6355	Discontinued
0.7627	Intermediate Similarity	NPD6124	Clinical (unspecified phase)
0.7623	Intermediate Similarity	NPD5304	Approved
0.7623	Intermediate Similarity	NPD5303	Approved
0.7619	Intermediate Similarity	NPD6696	Suspended
0.7603	Intermediate Similarity	NPD7340	Approved
0.7603	Intermediate Similarity	NPD3596	Phase 2
0.7594	Intermediate Similarity	NPD2799	Discontinued
0.7557	Intermediate Similarity	NPD3619	Clinical (unspecified phase)
0.7557	Intermediate Similarity	NPD3620	Phase 2
0.7557	Intermediate Similarity	NPD5837	Clinical (unspecified phase)
0.754	Intermediate Similarity	NPD5327	Phase 3
0.7538	Intermediate Similarity	NPD6410	Clinical (unspecified phase)
0.7538	Intermediate Similarity	NPD6798	Discontinued
0.7536	Intermediate Similarity	NPD7040	Clinical (unspecified phase)
0.7536	Intermediate Similarity	NPD7041	Phase 2
0.7524	Intermediate Similarity	NPD111	Approved
0.752	Intermediate Similarity	NPD422	Phase 1
0.7519	Intermediate Similarity	NPD1529	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2229	Approved
0.75	Intermediate Similarity	NPD2234	Approved
0.75	Intermediate Similarity	NPD2228	Approved
0.75	Intermediate Similarity	NPD7159	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD3134	Approved
0.75	Intermediate Similarity	NPD5698	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD2798	Approved
0.7481	Intermediate Similarity	NPD2344	Approved
0.748	Intermediate Similarity	NPD1894	Discontinued
0.748	Intermediate Similarity	NPD6581	Approved
0.748	Intermediate Similarity	NPD6580	Approved
0.748	Intermediate Similarity	NPD3091	Approved
0.7464	Intermediate Similarity	NPD6666	Approved
0.7464	Intermediate Similarity	NPD6667	Approved
0.7463	Intermediate Similarity	NPD4108	Discontinued
0.7462	Intermediate Similarity	NPD7095	Approved
0.746	Intermediate Similarity	NPD3972	Approved
0.7458	Intermediate Similarity	NPD4750	Phase 3
0.7444	Intermediate Similarity	NPD2157	Approved
0.7442	Intermediate Similarity	NPD1530	Clinical (unspecified phase)
0.744	Intermediate Similarity	NPD3496	Discontinued
0.7424	Intermediate Similarity	NPD2979	Phase 3
0.7424	Intermediate Similarity	NPD1240	Approved
0.7424	Intermediate Similarity	NPD1613	Approved
0.7424	Intermediate Similarity	NPD2238	Phase 2
0.7424	Intermediate Similarity	NPD4140	Approved
0.7424	Intermediate Similarity	NPD1612	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD6830	Clinical (unspecified phase)
0.7419	Intermediate Similarity	NPD3049	Approved
0.7407	Intermediate Similarity	NPD9295	Approved
0.7405	Intermediate Similarity	NPD3268	Approved
0.7405	Intermediate Similarity	NPD6859	Clinical (unspecified phase)
0.7398	Intermediate Similarity	NPD5536	Phase 2
0.7388	Intermediate Similarity	NPD4536	Approved
0.7388	Intermediate Similarity	NPD4537	Clinical (unspecified phase)
0.7388	Intermediate Similarity	NPD4538	Approved
0.7381	Intermediate Similarity	NPD1535	Discovery
0.7372	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD1242	Phase 1
0.7368	Intermediate Similarity	NPD5735	Approved
0.7368	Intermediate Similarity	NPD3028	Approved
0.736	Intermediate Similarity	NPD2286	Discontinued
0.7357	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7344	Intermediate Similarity	NPD1876	Approved
0.7333	Intermediate Similarity	NPD3846	Clinical (unspecified phase)
0.7323	Intermediate Similarity	NPD1608	Approved
0.7323	Intermediate Similarity	NPD1481	Phase 2
0.7323	Intermediate Similarity	NPD2235	Phase 2
0.7323	Intermediate Similarity	NPD2231	Phase 2
0.7317	Intermediate Similarity	NPD7325	Clinical (unspecified phase)
0.7313	Intermediate Similarity	NPD6353	Approved
0.7313	Intermediate Similarity	NPD1607	Approved
0.7313	Intermediate Similarity	NPD4579	Clinical (unspecified phase)
0.7308	Intermediate Similarity	NPD3018	Phase 2
0.7299	Intermediate Similarity	NPD7037	Approved
0.7293	Intermediate Similarity	NPD3597	Clinical (unspecified phase)
0.7288	Intermediate Similarity	NPD1358	Approved
0.728	Intermediate Similarity	NPD1357	Approved
0.728	Intermediate Similarity	NPD5585	Approved
0.728	Intermediate Similarity	NPD4093	Discontinued
0.7273	Intermediate Similarity	NPD6812	Clinical (unspecified phase)
0.7266	Intermediate Similarity	NPD3685	Discontinued
0.7266	Intermediate Similarity	NPD2309	Approved
0.7266	Intermediate Similarity	NPD3676	Clinical (unspecified phase)
0.7244	Intermediate Similarity	NPD3092	Approved
0.7241	Intermediate Similarity	NPD5700	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD2343	Clinical (unspecified phase)
0.7226	Intermediate Similarity	NPD7030	Discontinued
0.7222	Intermediate Similarity	NPD2556	Approved
0.7222	Intermediate Similarity	NPD3019	Approved
0.7222	Intermediate Similarity	NPD2932	Approved
0.7222	Intermediate Similarity	NPD1778	Approved
0.7222	Intermediate Similarity	NPD4059	Approved
0.7222	Intermediate Similarity	NPD5617	Suspended
0.7222	Intermediate Similarity	NPD2554	Approved
0.7218	Intermediate Similarity	NPD7477	Discontinued
0.7213	Intermediate Similarity	NPD594	Approved
0.7213	Intermediate Similarity	NPD592	Approved
0.7213	Intermediate Similarity	NPD1241	Discontinued
0.7209	Intermediate Similarity	NPD7258	Clinical (unspecified phase)
0.7206	Intermediate Similarity	NPD1510	Phase 2
0.7206	Intermediate Similarity	NPD5960	Phase 3
0.7206	Intermediate Similarity	NPD5588	Approved
0.72	Intermediate Similarity	NPD1182	Approved
0.72	Intermediate Similarity	NPD7330	Discontinued
0.72	Intermediate Similarity	NPD2486	Discontinued
0.7197	Intermediate Similarity	NPD5163	Phase 2
0.7194	Intermediate Similarity	NPD6331	Phase 2
0.7188	Intermediate Similarity	NPD1840	Phase 2
0.7185	Intermediate Similarity	NPD3052	Approved
0.7185	Intermediate Similarity	NPD3054	Approved
0.7176	Intermediate Similarity	NPD1712	Approved
0.7174	Intermediate Similarity	NPD2424	Discontinued
0.7167	Intermediate Similarity	NPD1792	Phase 2
0.7154	Intermediate Similarity	NPD1164	Approved
0.7154	Intermediate Similarity	NPD497	Approved
0.7153	Intermediate Similarity	NPD7458	Discontinued
0.7153	Intermediate Similarity	NPD2531	Phase 2
0.7153	Intermediate Similarity	NPD2438	Suspended
0.7143	Intermediate Similarity	NPD2313	Discontinued
0.7143	Intermediate Similarity	NPD5110	Phase 2
0.7143	Intermediate Similarity	NPD5111	Phase 2

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