NPASS Compound

Structure

CID198539 OpenBabel06191715582D 32 34 0 0 1 0 0 0 0 0999 V2000 2.9568 1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 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 -3.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5254 -0.6088 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 1.9909 0.9659 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 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 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 0.8660 -1.5000 0.0000 C 0 0 2 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 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 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 0.8660 1.5000 0.0000 O 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 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 2 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 21 1 0 0 0 0 5 21 1 0 0 0 0 8 22 1 0 0 0 0 9 16 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 22 1 0 0 0 0 11 15 2 0 0 0 0 11 23 1 0 0 0 0 12 25 2 0 0 0 0 12 31 1 0 0 0 0 13 26 2 0 0 0 0 13 32 1 0 0 0 0 14 18 1 0 0 0 0 14 27 1 1 0 0 0 15 19 1 0 0 0 0 15 31 1 0 0 0 0 16 21 1 0 0 0 0 16 23 1 6 0 0 0 17 24 1 1 0 0 0 17 32 1 0 0 0 0 18 23 1 6 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 19 28 2 0 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 20 29 2 0 0 0 0 22 6 1 6 0 0 0 23 7 1 6 0 0 0 24 30 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	448.21
Volume:	452.494
LogP:	1.415
LogD:	1.242
LogS:	-4.103
# Rotatable Bonds:	5
TPSA:	127.2
# H-Bond Aceptor:	8
# H-Bond Donor:	2
# Rings:	3
# Heavy Atoms:	8

MedChem Properties

QED Drug-Likeness Score:	0.495
Synthetic Accessibility Score:	5.213
Fsp3:	0.667
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-4.948
MDCK Permeability:	2.7180385586689226e-05
Pgp-inhibitor:	0.998
Pgp-substrate:	0.256
Human Intestinal Absorption (HIA):	0.186
20% Bioavailability (F20%):	0.993
30% Bioavailability (F30%):	0.036

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.915
Plasma Protein Binding (PPB):	72.28495788574219%
Volume Distribution (VD):	0.664
Pgp-substrate:	31.95972442626953%

ADMET: Metabolism

CYP1A2-inhibitor:	0.005
CYP1A2-substrate:	0.184
CYP2C19-inhibitor:	0.052
CYP2C19-substrate:	0.331
CYP2C9-inhibitor:	0.051
CYP2C9-substrate:	0.092
CYP2D6-inhibitor:	0.005
CYP2D6-substrate:	0.062
CYP3A4-inhibitor:	0.806
CYP3A4-substrate:	0.476

ADMET: Excretion

Clearance (CL):	1.779
Half-life (T1/2):	0.441

ADMET: Toxicity

hERG Blockers:	0.012
Human Hepatotoxicity (H-HT):	0.185
Drug-inuced Liver Injury (DILI):	0.129
AMES Toxicity:	0.411
Rat Oral Acute Toxicity:	0.893
Maximum Recommended Daily Dose:	0.399
Skin Sensitization:	0.195
Carcinogencity:	0.396
Eye Corrosion:	0.122
Eye Irritation:	0.096
Respiratory Toxicity:	0.932

Download Data

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

Natural Product: NPC198539

Natural Product ID:	NPC198539
*Common Name:**	Orthosiphol Y
IUPAC Name:	[(4aR,4bS,5R,7R,8aR,9R,10aR)-3-acetyloxy-7-ethenyl-5,8a-dihydroxy-1,1,4a,7-tetramethyl-2,8-dioxo-4b,5,6,9,10,10a-hexahydrophenanthren-9-yl] acetate
Synonyms:	11-Debenzoyloxyorthosiphol D
Standard InCHIKey:	HPYXDZBUORPUPP-FBZJSPOMSA-N
Standard InCHI:	InChI=1S/C24H32O8/c1-8-22(6)10-14(27)18-23(7)11-15(31-12(2)25)19(28)21(4,5)16(23)9-17(32-13(3)26)24(18,30)20(22)29/h8,11,14,16-18,27,30H,1,9-10H2,2-7H3/t14-,16+,17-,18-,22+,23+,24+/m1/s1
SMILES:	C=C[C@@]1(C)C[C@H]([C@@H]2[C@@]3(C)C=C(C(=O)C(C)(C)[C@@H]3C[C@H]([C@]2(C1=O)O)OC(=O)C)OC(=O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL523730
PubChem CID:	11144807
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

*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
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10654417]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374950]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11473439]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12141863]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	Indonesia	n.a.	PMID[12467611]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	aerial parts	Bangdung, Indonesia	2000-Aug	PMID[12608860]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	Taiwan	n.a.	PMID[15104497]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15516765]
NPO21944	Laurencia mariannensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18076141]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19691312]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20973550]
NPO5877	Morus yunnanensis	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22165973]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23700450]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23849114]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24310066]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[25433632]
NPO19152	Empetrum nigrum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26473275]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	PMID[26860358]
NPO23000	Zephyranthes carinata	Species	Amaryllidaceae	Eukaryota	Whole Plants	n.a.	n.a.	PMID[28898076]
NPO3549	Euonymus maackii	Species	Celastraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[31713425]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		PMID[31861466]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Petiole	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO23226	Satureja montana	Species	Lamiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Protoplast	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO19152	Empetrum nigrum	Species	Ericaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21807	Lindera umbellata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO19152	Empetrum nigrum	Species	Ericaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO19152	Empetrum nigrum	Species	Ericaceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO23226	Satureja montana	Species	Lamiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3549	Euonymus maackii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22071	Gentiana olivieri	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22462	Chlorophytum malayense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21807	Lindera umbellata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21881	Stephania succifera	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21807	Lindera umbellata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO2499	Celmisia petriei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10353	Rauvolfia tetraphylla	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1638	Ulmus laciniata	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO592	Chroogomphus rutilus	Species	Gomphidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23226	Satureja montana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23101	Ircinia aruensis	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22137	Vernonia serratuloides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14664	Stevia salicifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10073	Clusia torresii	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21680	Saussurea triangulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21545	Maytenus guianensis	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20100	Ephedra lomatolepis	Species	Ephedraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22071	Gentiana olivieri	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22518	Gnetum cleistostachyum	Species	Gnetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11235	Asplenium nidus	Species	Aspleniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19152	Empetrum nigrum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22773	Teucrium alyssifolium	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22952	Senecio grandiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5890	Astragalus inopinatus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10996	Ferula assa-foetida	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22717	Pinus thunbergii	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20726	Ophioplocus japonicus	Species	Ophiolepididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20964	Picradeniopsis oppositifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23000	Zephyranthes carinata	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21944	Laurencia mariannensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23062	Melibe leonina	Species	Dendronotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5877	Morus yunnanensis	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22015	Clausena indica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21807	Lindera umbellata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7320	Nicotiana gossei	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16275	Pterocaulon rugosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22395	Ardisia macrocarpa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21384	Tetraria capillaris	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21745	Phleum africanum	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14797	Orthosiphon aristatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22462	Chlorophytum malayense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21881	Stephania succifera	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22197	Eriogaster lanestris	Species	Lasiocampidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3549	Euonymus maackii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23183	Pinus halepensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14529	Asterias rubens	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1408	Cirsium helenioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22911	Enterococcus faecalis	Species	Enterococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO14887	Handroanthus guayacan	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21140	Igernella notabilis	Species	Dictyodendrillidae	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
IC50	1

Activity Type	# Activity
CELL-LINE	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT20763	CELL-LINE	J774.1	Mus musculus	IC50	=	37900.0	nM	PMID[521572]

☑ 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 NPC198539 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	247
0.1-0.2	1556
0.2-0.3	4500
0.3-0.4	7473
0.4-0.5	12088
0.5-0.6	9179
0.6-0.7	5456
0.7-0.8	2040
0.8-0.85	137
0.85-0.9	19
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
0.9528	High Similarity	NPC90769
0.9065	High Similarity	NPC27814
0.9018	High Similarity	NPC470777
0.8919	High Similarity	NPC173686
0.8919	High Similarity	NPC16081
0.886	High Similarity	NPC275675
0.8829	High Similarity	NPC45218
0.8829	High Similarity	NPC268238
0.8829	High Similarity	NPC143268
0.8829	High Similarity	NPC323821
0.8761	High Similarity	NPC17772
0.875	High Similarity	NPC251236
0.875	High Similarity	NPC40632
0.875	High Similarity	NPC96312
0.875	High Similarity	NPC328374
0.8739	High Similarity	NPC208998
0.8739	High Similarity	NPC7921
0.8729	High Similarity	NPC295220
0.8729	High Similarity	NPC475636
0.8707	High Similarity	NPC227397
0.8707	High Similarity	NPC265557
0.8707	High Similarity	NPC91693
0.8707	High Similarity	NPC18945
0.8707	High Similarity	NPC105926
0.8684	High Similarity	NPC469488
0.8684	High Similarity	NPC279143
0.8684	High Similarity	NPC127530
0.8673	High Similarity	NPC474654
0.8673	High Similarity	NPC287343
0.8673	High Similarity	NPC97908
0.8673	High Similarity	NPC470854
0.8673	High Similarity	NPC122033
0.8661	High Similarity	NPC473798
0.8655	High Similarity	NPC54614
0.8655	High Similarity	NPC309096
0.8636	High Similarity	NPC100908
0.8632	High Similarity	NPC24651
0.8632	High Similarity	NPC476729
0.8621	High Similarity	NPC312833
0.8596	High Similarity	NPC297179
0.8596	High Similarity	NPC251310
0.8584	High Similarity	NPC207217
0.8571	High Similarity	NPC49451
0.8559	High Similarity	NPC171888
0.8559	High Similarity	NPC146945
0.8532	High Similarity	NPC202524
0.8519	High Similarity	NPC65523
0.8482	Intermediate Similarity	NPC474516
0.8475	Intermediate Similarity	NPC473255
0.8468	Intermediate Similarity	NPC474567
0.8455	Intermediate Similarity	NPC293850
0.8455	Intermediate Similarity	NPC289702
0.8455	Intermediate Similarity	NPC208461
0.8448	Intermediate Similarity	NPC478051
0.8435	Intermediate Similarity	NPC188667
0.8435	Intermediate Similarity	NPC21326
0.8435	Intermediate Similarity	NPC204552
0.8421	Intermediate Similarity	NPC134869
0.8421	Intermediate Similarity	NPC152199
0.8421	Intermediate Similarity	NPC235539
0.8403	Intermediate Similarity	NPC87662
0.8403	Intermediate Similarity	NPC477745
0.839	Intermediate Similarity	NPC67251
0.8378	Intermediate Similarity	NPC474242
0.8376	Intermediate Similarity	NPC477046
0.8376	Intermediate Similarity	NPC102822
0.8376	Intermediate Similarity	NPC470779
0.8364	Intermediate Similarity	NPC3316
0.8364	Intermediate Similarity	NPC144854
0.8362	Intermediate Similarity	NPC473920
0.8361	Intermediate Similarity	NPC100390
0.8361	Intermediate Similarity	NPC254614
0.8348	Intermediate Similarity	NPC27999
0.8348	Intermediate Similarity	NPC477116
0.8333	Intermediate Similarity	NPC474906
0.8333	Intermediate Similarity	NPC470882
0.8333	Intermediate Similarity	NPC476008
0.8333	Intermediate Similarity	NPC247069
0.8333	Intermediate Similarity	NPC18547
0.8319	Intermediate Similarity	NPC470922
0.8291	Intermediate Similarity	NPC112038
0.8288	Intermediate Similarity	NPC154608
0.8288	Intermediate Similarity	NPC192813
0.8288	Intermediate Similarity	NPC94942
0.8288	Intermediate Similarity	NPC277017
0.8276	Intermediate Similarity	NPC470776
0.8261	Intermediate Similarity	NPC474734
0.8257	Intermediate Similarity	NPC264048
0.825	Intermediate Similarity	NPC225049
0.824	Intermediate Similarity	NPC190065
0.824	Intermediate Similarity	NPC471089
0.824	Intermediate Similarity	NPC141215
0.8214	Intermediate Similarity	NPC87335
0.8214	Intermediate Similarity	NPC310546
0.8211	Intermediate Similarity	NPC102316
0.8205	Intermediate Similarity	NPC268958
0.8205	Intermediate Similarity	NPC473636
0.8205	Intermediate Similarity	NPC77689
0.8198	Intermediate Similarity	NPC166993
0.819	Intermediate Similarity	NPC470775
0.819	Intermediate Similarity	NPC134430
0.819	Intermediate Similarity	NPC176513
0.819	Intermediate Similarity	NPC473590
0.8182	Intermediate Similarity	NPC473265
0.8182	Intermediate Similarity	NPC475036
0.8175	Intermediate Similarity	NPC140045
0.8175	Intermediate Similarity	NPC295885
0.8175	Intermediate Similarity	NPC596
0.816	Intermediate Similarity	NPC262813
0.8158	Intermediate Similarity	NPC11252
0.8158	Intermediate Similarity	NPC289312
0.8158	Intermediate Similarity	NPC472002
0.8158	Intermediate Similarity	NPC234042
0.8158	Intermediate Similarity	NPC152117
0.8158	Intermediate Similarity	NPC269530
0.8151	Intermediate Similarity	NPC65858
0.8151	Intermediate Similarity	NPC471965
0.8142	Intermediate Similarity	NPC5284
0.8142	Intermediate Similarity	NPC239097
0.8136	Intermediate Similarity	NPC107338
0.8136	Intermediate Similarity	NPC109607
0.8125	Intermediate Similarity	NPC273155
0.812	Intermediate Similarity	NPC176005
0.8113	Intermediate Similarity	NPC477438
0.8113	Intermediate Similarity	NPC477437
0.8108	Intermediate Similarity	NPC181357
0.8108	Intermediate Similarity	NPC200957
0.8108	Intermediate Similarity	NPC102352
0.8108	Intermediate Similarity	NPC138908
0.8103	Intermediate Similarity	NPC190185
0.8103	Intermediate Similarity	NPC179626
0.8103	Intermediate Similarity	NPC213084
0.8099	Intermediate Similarity	NPC473635
0.8099	Intermediate Similarity	NPC293112
0.8095	Intermediate Similarity	NPC251998
0.8087	Intermediate Similarity	NPC477266
0.8087	Intermediate Similarity	NPC250109
0.8087	Intermediate Similarity	NPC94509
0.8087	Intermediate Similarity	NPC255017
0.8087	Intermediate Similarity	NPC320118
0.8083	Intermediate Similarity	NPC43252
0.8083	Intermediate Similarity	NPC262199
0.8083	Intermediate Similarity	NPC267822
0.8083	Intermediate Similarity	NPC471961
0.8083	Intermediate Similarity	NPC471964
0.8083	Intermediate Similarity	NPC135038
0.8083	Intermediate Similarity	NPC202666
0.8083	Intermediate Similarity	NPC14617
0.8083	Intermediate Similarity	NPC11895
0.807	Intermediate Similarity	NPC34315
0.807	Intermediate Similarity	NPC157476
0.807	Intermediate Similarity	NPC201992
0.807	Intermediate Similarity	NPC474229
0.8065	Intermediate Similarity	NPC6274
0.8065	Intermediate Similarity	NPC254146
0.8065	Intermediate Similarity	NPC33378
0.8065	Intermediate Similarity	NPC476193
0.8053	Intermediate Similarity	NPC470257
0.8053	Intermediate Similarity	NPC41405
0.8051	Intermediate Similarity	NPC473203
0.8051	Intermediate Similarity	NPC211093
0.8051	Intermediate Similarity	NPC476529
0.8051	Intermediate Similarity	NPC473839
0.8051	Intermediate Similarity	NPC475775
0.8049	Intermediate Similarity	NPC470880
0.8049	Intermediate Similarity	NPC264192
0.8049	Intermediate Similarity	NPC231529
0.8036	Intermediate Similarity	NPC176949
0.8036	Intermediate Similarity	NPC201908
0.8036	Intermediate Similarity	NPC44063
0.8034	Intermediate Similarity	NPC146432
0.8034	Intermediate Similarity	NPC309433
0.8034	Intermediate Similarity	NPC471854
0.8034	Intermediate Similarity	NPC475809
0.8034	Intermediate Similarity	NPC470778
0.8033	Intermediate Similarity	NPC473253
0.8019	Intermediate Similarity	NPC477439
0.8018	Intermediate Similarity	NPC284865
0.8018	Intermediate Similarity	NPC301787
0.8017	Intermediate Similarity	NPC471963
0.8017	Intermediate Similarity	NPC471962
0.8017	Intermediate Similarity	NPC299849
0.8017	Intermediate Similarity	NPC117712
0.8017	Intermediate Similarity	NPC81736
0.8017	Intermediate Similarity	NPC169818
0.8017	Intermediate Similarity	NPC30188
0.8017	Intermediate Similarity	NPC243354
0.8017	Intermediate Similarity	NPC247315
0.8017	Intermediate Similarity	NPC177820
0.8017	Intermediate Similarity	NPC172154
0.8	Intermediate Similarity	NPC170538
0.8	Intermediate Similarity	NPC280782
0.8	Intermediate Similarity	NPC168879
0.8	Intermediate Similarity	NPC317687
0.8	Intermediate Similarity	NPC205534
0.8	Intermediate Similarity	NPC222688
0.8	Intermediate Similarity	NPC193948
0.7983	Intermediate Similarity	NPC476961
0.7982	Intermediate Similarity	NPC472972
0.7982	Intermediate Similarity	NPC477655

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 NPC198539 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	226
0.1-0.2	1930
0.2-0.3	3708
0.3-0.4	1998
0.4-0.5	767
0.5-0.6	296
0.6-0.7	132
0.7-0.8	88
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8455	Intermediate Similarity	NPD5345	Clinical (unspecified phase)
0.8448	Intermediate Similarity	NPD6319	Approved
0.8319	Intermediate Similarity	NPD8297	Approved
0.823	Intermediate Similarity	NPD6649	Approved
0.823	Intermediate Similarity	NPD6650	Approved
0.8125	Intermediate Similarity	NPD6881	Approved
0.8125	Intermediate Similarity	NPD6899	Approved
0.8083	Intermediate Similarity	NPD8328	Phase 3
0.8053	Intermediate Similarity	NPD6372	Approved
0.8053	Intermediate Similarity	NPD6373	Approved
0.8036	Intermediate Similarity	NPD5697	Approved
0.8017	Intermediate Similarity	NPD7492	Approved
0.8	Intermediate Similarity	NPD6882	Approved
0.7983	Intermediate Similarity	NPD6054	Approved
0.7982	Intermediate Similarity	NPD6883	Approved
0.7982	Intermediate Similarity	NPD7290	Approved
0.7982	Intermediate Similarity	NPD7102	Approved
0.7951	Intermediate Similarity	NPD6616	Approved
0.7946	Intermediate Similarity	NPD7128	Approved
0.7946	Intermediate Similarity	NPD6675	Approved
0.7946	Intermediate Similarity	NPD5739	Approved
0.7946	Intermediate Similarity	NPD6402	Approved
0.7931	Intermediate Similarity	NPD4632	Approved
0.7913	Intermediate Similarity	NPD8130	Phase 1
0.7913	Intermediate Similarity	NPD6617	Approved
0.7913	Intermediate Similarity	NPD6847	Approved
0.7913	Intermediate Similarity	NPD6869	Approved
0.7895	Intermediate Similarity	NPD6012	Approved
0.7895	Intermediate Similarity	NPD6014	Approved
0.7895	Intermediate Similarity	NPD6013	Approved
0.7886	Intermediate Similarity	NPD7078	Approved
0.7851	Intermediate Similarity	NPD6370	Approved
0.7826	Intermediate Similarity	NPD4634	Approved
0.7823	Intermediate Similarity	NPD7736	Approved
0.7807	Intermediate Similarity	NPD7320	Approved
0.7807	Intermediate Similarity	NPD6011	Approved
0.7769	Intermediate Similarity	NPD6015	Approved
0.7769	Intermediate Similarity	NPD6921	Approved
0.7769	Intermediate Similarity	NPD6016	Approved
0.7731	Intermediate Similarity	NPD8295	Clinical (unspecified phase)
0.7731	Intermediate Similarity	NPD6009	Approved
0.7719	Intermediate Similarity	NPD5701	Approved
0.7705	Intermediate Similarity	NPD5988	Approved
0.7686	Intermediate Similarity	NPD6059	Approved
0.7642	Intermediate Similarity	NPD7604	Phase 2
0.7623	Intermediate Similarity	NPD5983	Phase 2
0.76	Intermediate Similarity	NPD8293	Discontinued
0.7583	Intermediate Similarity	NPD7115	Discovery
0.752	Intermediate Similarity	NPD6336	Discontinued
0.75	Intermediate Similarity	NPD5286	Approved
0.75	Intermediate Similarity	NPD5285	Approved
0.75	Intermediate Similarity	NPD4696	Approved
0.7459	Intermediate Similarity	NPD7100	Approved
0.7459	Intermediate Similarity	NPD7101	Approved
0.7458	Intermediate Similarity	NPD6401	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD4061	Clinical (unspecified phase)
0.7436	Intermediate Similarity	NPD8132	Clinical (unspecified phase)
0.7377	Intermediate Similarity	NPD6335	Approved
0.7373	Intermediate Similarity	NPD5955	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD4633	Approved
0.7368	Intermediate Similarity	NPD5211	Phase 2
0.7368	Intermediate Similarity	NPD5225	Approved
0.7368	Intermediate Similarity	NPD5226	Approved
0.7368	Intermediate Similarity	NPD5224	Approved
0.7355	Intermediate Similarity	NPD6274	Approved
0.7321	Intermediate Similarity	NPD7902	Approved
0.7321	Intermediate Similarity	NPD4755	Approved
0.7321	Intermediate Similarity	NPD6083	Phase 2
0.7321	Intermediate Similarity	NPD6084	Phase 2
0.7304	Intermediate Similarity	NPD5175	Approved
0.7304	Intermediate Similarity	NPD5174	Approved
0.7295	Intermediate Similarity	NPD6317	Approved
0.7281	Intermediate Similarity	NPD5223	Approved
0.7241	Intermediate Similarity	NPD5141	Approved
0.7236	Intermediate Similarity	NPD6313	Approved
0.7236	Intermediate Similarity	NPD6314	Approved
0.7232	Intermediate Similarity	NPD5221	Approved
0.7232	Intermediate Similarity	NPD5222	Approved
0.7232	Intermediate Similarity	NPD5220	Clinical (unspecified phase)
0.7213	Intermediate Similarity	NPD6868	Approved
0.7209	Intermediate Similarity	NPD7319	Approved
0.7207	Intermediate Similarity	NPD7748	Approved
0.7203	Intermediate Similarity	NPD4730	Approved
0.7203	Intermediate Similarity	NPD4729	Approved
0.7193	Intermediate Similarity	NPD4700	Approved
0.7182	Intermediate Similarity	NPD6079	Approved
0.7182	Intermediate Similarity	NPD7515	Phase 2
0.7168	Intermediate Similarity	NPD5173	Approved
0.7132	Intermediate Similarity	NPD6033	Approved
0.713	Intermediate Similarity	NPD3573	Approved
0.7119	Intermediate Similarity	NPD5954	Clinical (unspecified phase)
0.7105	Intermediate Similarity	NPD4225	Approved
0.7105	Intermediate Similarity	NPD5696	Approved
0.7083	Intermediate Similarity	NPD5250	Approved
0.7083	Intermediate Similarity	NPD5249	Phase 3
0.7083	Intermediate Similarity	NPD5247	Approved
0.7083	Intermediate Similarity	NPD5248	Approved
0.7083	Intermediate Similarity	NPD5251	Approved
0.708	Intermediate Similarity	NPD4697	Phase 3
0.7063	Intermediate Similarity	NPD6291	Clinical (unspecified phase)
0.7063	Intermediate Similarity	NPD6908	Approved
0.7063	Intermediate Similarity	NPD6909	Approved
0.7059	Intermediate Similarity	NPD6686	Approved
0.7054	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7054	Intermediate Similarity	NPD7900	Approved
0.7034	Intermediate Similarity	NPD4768	Approved
0.7034	Intermediate Similarity	NPD6008	Approved
0.7034	Intermediate Similarity	NPD4767	Approved
0.7027	Intermediate Similarity	NPD6411	Approved
0.7	Intermediate Similarity	NPD5328	Approved
0.6991	Remote Similarity	NPD5695	Phase 3
0.6977	Remote Similarity	NPD7507	Approved
0.6975	Remote Similarity	NPD6412	Phase 2
0.6964	Remote Similarity	NPD6399	Phase 3
0.6917	Remote Similarity	NPD5128	Approved
0.6909	Remote Similarity	NPD5737	Approved
0.6909	Remote Similarity	NPD6672	Approved
0.6903	Remote Similarity	NPD5282	Discontinued
0.6885	Remote Similarity	NPD5217	Approved
0.6885	Remote Similarity	NPD5216	Approved
0.6885	Remote Similarity	NPD5215	Approved
0.6881	Remote Similarity	NPD3618	Phase 1
0.6881	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6864	Remote Similarity	NPD4754	Approved
0.6847	Remote Similarity	NPD6101	Approved
0.6847	Remote Similarity	NPD5764	Clinical (unspecified phase)
0.6842	Remote Similarity	NPD4629	Approved
0.6842	Remote Similarity	NPD5210	Approved
0.6814	Remote Similarity	NPD5778	Approved
0.6814	Remote Similarity	NPD5779	Approved
0.681	Remote Similarity	NPD7638	Approved
0.6803	Remote Similarity	NPD5135	Approved
0.6803	Remote Similarity	NPD5169	Approved
0.6803	Remote Similarity	NPD5134	Clinical (unspecified phase)
0.6797	Remote Similarity	NPD7503	Approved
0.6752	Remote Similarity	NPD7640	Approved
0.6752	Remote Similarity	NPD7639	Approved
0.6748	Remote Similarity	NPD5127	Approved
0.6716	Remote Similarity	NPD7260	Phase 2
0.6696	Remote Similarity	NPD6673	Approved
0.6696	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.6696	Remote Similarity	NPD4753	Phase 2
0.6696	Remote Similarity	NPD6080	Approved
0.6696	Remote Similarity	NPD6904	Approved
0.6695	Remote Similarity	NPD5344	Discontinued
0.6667	Remote Similarity	NPD4202	Approved
0.6667	Remote Similarity	NPD8513	Phase 3
0.6667	Remote Similarity	NPD6334	Approved
0.6667	Remote Similarity	NPD6333	Approved
0.6667	Remote Similarity	NPD8516	Approved
0.6667	Remote Similarity	NPD8517	Approved
0.6667	Remote Similarity	NPD8515	Approved
0.6642	Remote Similarity	NPD5956	Approved
0.6641	Remote Similarity	NPD7516	Approved
0.6641	Remote Similarity	NPD4522	Approved
0.6639	Remote Similarity	NPD5168	Approved
0.6636	Remote Similarity	NPD4695	Discontinued
0.6587	Remote Similarity	NPD5167	Approved
0.6579	Remote Similarity	NPD7983	Approved
0.6577	Remote Similarity	NPD6409	Approved
0.6577	Remote Similarity	NPD7146	Approved
0.6577	Remote Similarity	NPD7521	Approved
0.6577	Remote Similarity	NPD5330	Approved
0.6577	Remote Similarity	NPD7334	Approved
0.6577	Remote Similarity	NPD6684	Approved
0.6562	Remote Similarity	NPD7328	Approved
0.6562	Remote Similarity	NPD7327	Approved
0.656	Remote Similarity	NPD6053	Discontinued
0.6557	Remote Similarity	NPD7899	Clinical (unspecified phase)
0.6555	Remote Similarity	NPD1700	Approved
0.6552	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6552	Remote Similarity	NPD1698	Clinical (unspecified phase)
0.6532	Remote Similarity	NPD6371	Approved
0.6486	Remote Similarity	NPD1694	Approved
0.646	Remote Similarity	NPD6903	Approved
0.646	Remote Similarity	NPD7513	Clinical (unspecified phase)
0.6455	Remote Similarity	NPD6110	Phase 1
0.6435	Remote Similarity	NPD8035	Phase 2
0.6435	Remote Similarity	NPD5694	Approved
0.6435	Remote Similarity	NPD5284	Approved
0.6435	Remote Similarity	NPD5693	Phase 1
0.6435	Remote Similarity	NPD8034	Phase 2
0.6435	Remote Similarity	NPD5281	Approved
0.6435	Remote Similarity	NPD6050	Approved
0.6429	Remote Similarity	NPD6098	Approved
0.6423	Remote Similarity	NPD6845	Suspended
0.6418	Remote Similarity	NPD8074	Phase 3
0.6412	Remote Similarity	NPD8379	Approved
0.6412	Remote Similarity	NPD8296	Approved
0.6412	Remote Similarity	NPD8335	Approved
0.6412	Remote Similarity	NPD8380	Approved
0.6412	Remote Similarity	NPD8378	Approved
0.6396	Remote Similarity	NPD3665	Phase 1
0.6396	Remote Similarity	NPD3133	Approved
0.6396	Remote Similarity	NPD4786	Approved
0.6396	Remote Similarity	NPD3666	Approved
0.6378	Remote Similarity	NPD8133	Approved
0.6364	Remote Similarity	NPD3667	Approved
0.6364	Remote Similarity	NPD7632	Discontinued
0.6364	Remote Similarity	NPD8080	Discontinued

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