NPASS Compound

Structure

CID198455 OpenBabel06191715582D 41 44 0 0 1 0 0 0 0 0999 V2000 -0.4177 -3.1730 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 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 3.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7899 -1.8827 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 -0.1589 -2.2071 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 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 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 -1.7321 3.0000 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 -0.8660 3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -0.8660 -1.5000 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 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 2 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 28 1 0 0 0 0 5 28 1 0 0 0 0 8 29 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 2 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 15 29 1 0 0 0 0 16 32 2 0 0 0 0 16 39 1 0 0 0 0 17 33 2 0 0 0 0 17 40 1 0 0 0 0 18 26 1 0 0 0 0 19 23 1 0 0 0 0 19 34 2 0 0 0 0 20 28 1 0 0 0 0 20 30 1 6 0 0 0 21 31 1 1 0 0 0 21 39 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 22 40 1 1 0 0 0 23 30 1 6 0 0 0 23 31 1 0 0 0 0 24 28 1 0 0 0 0 24 35 1 1 0 0 0 25 30 1 1 0 0 0 25 41 1 0 0 0 0 26 36 2 0 0 0 0 26 41 1 0 0 0 0 27 29 1 0 0 0 0 27 31 1 0 0 0 0 27 37 2 0 0 0 0 29 6 1 6 0 0 0 30 7 1 6 0 0 0 31 38 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	570.25
Volume:	574.68
LogP:	2.984
LogD:	1.69
LogS:	-4.334
# Rotatable Bonds:	8
TPSA:	153.5
# H-Bond Aceptor:	10
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	10

MedChem Properties

QED Drug-Likeness Score:	0.307
Synthetic Accessibility Score:	5.119
Fsp3:	0.581
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted
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:	-5.231
MDCK Permeability:	3.134825965389609e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.525
Human Intestinal Absorption (HIA):	0.15
20% Bioavailability (F20%):	0.597
30% Bioavailability (F30%):	0.215

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.839
Plasma Protein Binding (PPB):	69.23560333251953%
Volume Distribution (VD):	0.826
Pgp-substrate:	35.37722396850586%

ADMET: Metabolism

CYP1A2-inhibitor:	0.013
CYP1A2-substrate:	0.071
CYP2C19-inhibitor:	0.029
CYP2C19-substrate:	0.161
CYP2C9-inhibitor:	0.073
CYP2C9-substrate:	0.063
CYP2D6-inhibitor:	0.035
CYP2D6-substrate:	0.082
CYP3A4-inhibitor:	0.765
CYP3A4-substrate:	0.382

ADMET: Excretion

Clearance (CL):	2.881
Half-life (T1/2):	0.769

ADMET: Toxicity

hERG Blockers:	0.038
Human Hepatotoxicity (H-HT):	0.234
Drug-inuced Liver Injury (DILI):	0.577
AMES Toxicity:	0.294
Rat Oral Acute Toxicity:	0.587
Maximum Recommended Daily Dose:	0.262
Skin Sensitization:	0.078
Carcinogencity:	0.031
Eye Corrosion:	0.004
Eye Irritation:	0.01
Respiratory Toxicity:	0.961

Download Data

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

Natural Product: NPC198455

Natural Product ID:	NPC198455
*Common Name:**	Orthosiphol M
IUPAC Name:	[(2S,3S,4R,4aS,4bR,7R,8aR,9R,10aS)-3,9-diacetyloxy-7-ethenyl-2,8a-dihydroxy-1,1,4a,7-tetramethyl-5,8-dioxo-2,3,4,4b,6,9,10,10a-octahydrophenanthren-4-yl] benzoate
Synonyms:	Orthosiphol M
Standard InCHIKey:	GTEFXIUCQAABAV-FYEHOKTBSA-N
Standard InCHI:	InChI=1S/C31H38O10/c1-8-29(6)15-19(34)23-30(7)20(14-21(39-16(2)32)31(23,38)27(29)37)28(4,5)24(35)22(40-17(3)33)25(30)41-26(36)18-12-10-9-11-13-18/h8-13,20-25,35,38H,1,14-15H2,2-7H3/t20-,21+,22-,23+,24+,25-,29-,30-,31-/m0/s1
SMILES:	C=C[C@@]1(C)CC(=O)[C@@H]2[C@]3(C)[C@@H](C[C@H]([C@]2(C1=O)O)OC(=O)C)C(C)(C)[C@@H]([C@@H]([C@@H]3OC(=O)c1ccccc1)OC(=O)C)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL450421
PubChem CID:	10030927
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	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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
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]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	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]
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]
NPO18655	Clerodendranthus spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29219	Primula veris	Species	Primulaceae	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]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18655	Clerodendranthus spicatus	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]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22462	Chlorophytum malayense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21807	Lindera umbellata	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21881	Stephania succifera	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
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]
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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
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]
NPO10073	Clusia torresii	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21944	Laurencia mariannensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5877	Morus yunnanensis	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22071	Gentiana olivieri	Species	Gentianaceae	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]
NPO16275	Pterocaulon rugosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21384	Tetraria capillaris	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29219	Primula veris	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19451	Salvia prionitis	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]
NPO21745	Phleum africanum	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21881	Stephania succifera	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11235	Asplenium nidus	Species	Aspleniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1408	Cirsium helenioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22015	Clausena indica	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22197	Eriogaster lanestris	Species	Lasiocampidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23062	Melibe leonina	Species	Dendronotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21140	Igernella notabilis	Species	Dictyodendrillidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22395	Ardisia macrocarpa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23183	Pinus halepensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14887	Handroanthus guayacan	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14797	Orthosiphon aristatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22911	Enterococcus faecalis	Species	Enterococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2499	Celmisia petriei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1638	Ulmus laciniata	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23226	Satureja montana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3549	Euonymus maackii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10353	Rauvolfia tetraphylla	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23101	Ircinia aruensis	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14529	Asterias rubens	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8981	Senecio integerrimus	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]
NPO21680	Saussurea triangulata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22137	Vernonia serratuloides	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]
NPO22518	Gnetum cleistostachyum	Species	Gnetaceae	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]
NPO18655	Clerodendranthus spicatus	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]
NPO592	Chroogomphus rutilus	Species	Gomphidiaceae	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]
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]

☑ 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
ED50	2

Activity Type	# Activity
Cell Line	1
NON-MOLECULAR	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT453	Cell Line	HT-1080	Homo sapiens	ED50	=	81.7	ug ml-1	PMID[551925]
NPT20529	NON-MOLECULAR	NON-PROTEIN TARGET	n.a.	ED50	=	31.3	ug ml-1	PMID[551925]

☑ 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 NPC198455 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	344
0.1-0.2	1136
0.2-0.3	2473
0.3-0.4	4775
0.4-0.5	9070
0.5-0.6	10508
0.6-0.7	10725
0.7-0.8	3191
0.8-0.85	236
0.85-0.9	189
0.9-0.95	19
0.95-1	31

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC165260
1.0	High Similarity	NPC161239
0.9929	High Similarity	NPC60509
0.9929	High Similarity	NPC81698
0.9929	High Similarity	NPC250046
0.9858	High Similarity	NPC7095
0.9858	High Similarity	NPC112216
0.9722	High Similarity	NPC112523
0.9722	High Similarity	NPC114410
0.9714	High Similarity	NPC127857
0.9653	High Similarity	NPC304876
0.9653	High Similarity	NPC473414
0.9653	High Similarity	NPC257213
0.9653	High Similarity	NPC472005
0.9653	High Similarity	NPC237549
0.9653	High Similarity	NPC158333
0.9653	High Similarity	NPC472030
0.9653	High Similarity	NPC249471
0.9653	High Similarity	NPC1173
0.9653	High Similarity	NPC256142
0.9653	High Similarity	NPC472022
0.9653	High Similarity	NPC77719
0.9653	High Similarity	NPC265395
0.9653	High Similarity	NPC242262
0.9586	High Similarity	NPC228204
0.9586	High Similarity	NPC26033
0.9521	High Similarity	NPC106895
0.9514	High Similarity	NPC471103
0.9514	High Similarity	NPC306799
0.9514	High Similarity	NPC101043
0.9456	High Similarity	NPC469771
0.9452	High Similarity	NPC282239
0.9388	High Similarity	NPC217091
0.9379	High Similarity	NPC51602
0.9362	High Similarity	NPC182869
0.9324	High Similarity	NPC472393
0.932	High Similarity	NPC472549
0.932	High Similarity	NPC21410
0.932	High Similarity	NPC473670
0.9315	High Similarity	NPC477905
0.9262	High Similarity	NPC471102
0.9252	High Similarity	NPC134685
0.9252	High Similarity	NPC219419
0.9252	High Similarity	NPC11588
0.9252	High Similarity	NPC229545
0.9252	High Similarity	NPC248265
0.9247	High Similarity	NPC470153
0.9189	High Similarity	NPC155329
0.9189	High Similarity	NPC114357
0.9189	High Similarity	NPC259144
0.9184	High Similarity	NPC472548
0.9178	High Similarity	NPC470245
0.9178	High Similarity	NPC254558
0.9178	High Similarity	NPC91730
0.9178	High Similarity	NPC473214
0.9167	High Similarity	NPC471100
0.9167	High Similarity	NPC471107
0.9161	High Similarity	NPC477894
0.9116	High Similarity	NPC197037
0.911	High Similarity	NPC473215
0.911	High Similarity	NPC476975
0.9097	High Similarity	NPC241951
0.9097	High Similarity	NPC475759
0.9097	High Similarity	NPC470152
0.906	High Similarity	NPC469730
0.906	High Similarity	NPC473632
0.906	High Similarity	NPC132599
0.9041	High Similarity	NPC217918
0.9034	High Similarity	NPC472556
0.9034	High Similarity	NPC472572
0.9034	High Similarity	NPC472575
0.9034	High Similarity	NPC29704
0.9034	High Similarity	NPC476973
0.9034	High Similarity	NPC473088
0.9034	High Similarity	NPC174982
0.9034	High Similarity	NPC177940
0.9034	High Similarity	NPC472568
0.9034	High Similarity	NPC471104
0.9034	High Similarity	NPC470157
0.9034	High Similarity	NPC184817
0.9034	High Similarity	NPC470159
0.9034	High Similarity	NPC70403
0.9034	High Similarity	NPC200471
0.9034	High Similarity	NPC469349
0.9034	High Similarity	NPC472571
0.9034	High Similarity	NPC158663
0.9034	High Similarity	NPC96903
0.9034	High Similarity	NPC171525
0.9028	High Similarity	NPC163087
0.9021	High Similarity	NPC97947
0.9021	High Similarity	NPC41481
0.9021	High Similarity	NPC472576
0.9021	High Similarity	NPC291599
0.9021	High Similarity	NPC87448
0.9021	High Similarity	NPC118080
0.9021	High Similarity	NPC27377
0.8966	High Similarity	NPC11685
0.8966	High Similarity	NPC95810
0.8966	High Similarity	NPC472573
0.8966	High Similarity	NPC70716
0.8966	High Similarity	NPC472569
0.8966	High Similarity	NPC163719
0.8966	High Similarity	NPC25768
0.8966	High Similarity	NPC188865
0.8966	High Similarity	NPC57628
0.8966	High Similarity	NPC476974
0.8966	High Similarity	NPC472570
0.8966	High Similarity	NPC125106
0.8966	High Similarity	NPC475122
0.8966	High Similarity	NPC95265
0.8951	High Similarity	NPC275592
0.8951	High Similarity	NPC472547
0.8951	High Similarity	NPC97667
0.8951	High Similarity	NPC100913
0.8951	High Similarity	NPC90614
0.8951	High Similarity	NPC171207
0.894	High Similarity	NPC469417
0.8936	High Similarity	NPC477896
0.8936	High Similarity	NPC477893
0.8933	High Similarity	NPC473611
0.8904	High Similarity	NPC301946
0.8904	High Similarity	NPC277053
0.8897	High Similarity	NPC91703
0.8889	High Similarity	NPC16912
0.8889	High Similarity	NPC213567
0.8882	High Similarity	NPC469399
0.8874	High Similarity	NPC11410
0.8851	High Similarity	NPC270590
0.8851	High Similarity	NPC301556
0.8851	High Similarity	NPC266265
0.8851	High Similarity	NPC92293
0.8851	High Similarity	NPC471101
0.8844	High Similarity	NPC473602
0.8844	High Similarity	NPC477737
0.8839	High Similarity	NPC471493
0.8836	High Similarity	NPC470231
0.8836	High Similarity	NPC471912
0.8836	High Similarity	NPC80895
0.8828	High Similarity	NPC34012
0.8828	High Similarity	NPC472546
0.8819	High Similarity	NPC183270
0.8819	High Similarity	NPC477904
0.8811	High Similarity	NPC39549
0.8808	High Similarity	NPC251139
0.879	High Similarity	NPC102465
0.8784	High Similarity	NPC281717
0.8774	High Similarity	NPC150893
0.8774	High Similarity	NPC295408
0.8774	High Similarity	NPC329960
0.8774	High Similarity	NPC66193
0.8766	High Similarity	NPC476077
0.8759	High Similarity	NPC224491
0.8742	High Similarity	NPC469477
0.8742	High Similarity	NPC133430
0.8741	High Similarity	NPC472551
0.8741	High Similarity	NPC472545
0.8718	High Similarity	NPC471134
0.8716	High Similarity	NPC475552
0.8716	High Similarity	NPC474935
0.8707	High Similarity	NPC38696
0.869	High Similarity	NPC211137
0.869	High Similarity	NPC473060
0.869	High Similarity	NPC43241
0.869	High Similarity	NPC473081
0.869	High Similarity	NPC48017
0.869	High Similarity	NPC473613
0.869	High Similarity	NPC4341
0.869	High Similarity	NPC473085
0.869	High Similarity	NPC473109
0.869	High Similarity	NPC200592
0.869	High Similarity	NPC473758
0.869	High Similarity	NPC147880
0.869	High Similarity	NPC473112
0.869	High Similarity	NPC476094
0.869	High Similarity	NPC184747
0.8681	High Similarity	NPC283375
0.8681	High Similarity	NPC183122
0.8675	High Similarity	NPC22571
0.8675	High Similarity	NPC283875
0.8675	High Similarity	NPC469648
0.8675	High Similarity	NPC138641
0.8675	High Similarity	NPC469647
0.8671	High Similarity	NPC291638
0.8671	High Similarity	NPC472577
0.8671	High Similarity	NPC17877
0.8671	High Similarity	NPC195647
0.8671	High Similarity	NPC66761
0.8662	High Similarity	NPC61891
0.8658	High Similarity	NPC132652
0.8639	High Similarity	NPC95449
0.8639	High Similarity	NPC477468
0.8621	High Similarity	NPC210591
0.8621	High Similarity	NPC214550
0.8621	High Similarity	NPC475652
0.8616	High Similarity	NPC477473
0.8616	High Similarity	NPC477469
0.8616	High Similarity	NPC477466
0.8616	High Similarity	NPC477471
0.8601	High Similarity	NPC48929
0.8601	High Similarity	NPC474608

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 NPC198455 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	286
0.1-0.2	776
0.2-0.3	1579
0.3-0.4	2841
0.4-0.5	2212
0.5-0.6	1051
0.6-0.7	335
0.7-0.8	68
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.84	Intermediate Similarity	NPD7236	Approved
0.8247	Intermediate Similarity	NPD7239	Suspended
0.8242	Intermediate Similarity	NPD8368	Discontinued
0.8221	Intermediate Similarity	NPD7799	Discontinued
0.8118	Intermediate Similarity	NPD8360	Approved
0.8118	Intermediate Similarity	NPD8361	Approved
0.8118	Intermediate Similarity	NPD8435	Approved
0.8107	Intermediate Similarity	NPD8434	Phase 2
0.8095	Intermediate Similarity	NPD8407	Phase 2
0.7943	Intermediate Similarity	NPD8485	Approved
0.7895	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7844	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7816	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7809	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD8150	Discontinued
0.7785	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.7778	Intermediate Similarity	NPD7057	Phase 3
0.7778	Intermediate Similarity	NPD7058	Phase 2
0.76	Intermediate Similarity	NPD7961	Discontinued
0.7546	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7529	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7516	Intermediate Similarity	NPD6190	Approved
0.7515	Intermediate Similarity	NPD7075	Discontinued
0.7515	Intermediate Similarity	NPD7473	Discontinued
0.7469	Intermediate Similarity	NPD6599	Discontinued
0.7467	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.7452	Intermediate Similarity	NPD4628	Phase 3
0.7447	Intermediate Similarity	NPD2629	Approved
0.7446	Intermediate Similarity	NPD8320	Phase 1
0.7446	Intermediate Similarity	NPD8319	Approved
0.743	Intermediate Similarity	NPD6534	Approved
0.743	Intermediate Similarity	NPD6535	Approved
0.7403	Intermediate Similarity	NPD7699	Phase 2
0.7403	Intermediate Similarity	NPD7700	Phase 2
0.7394	Intermediate Similarity	NPD4198	Discontinued
0.7391	Intermediate Similarity	NPD7435	Discontinued
0.7378	Intermediate Similarity	NPD6801	Discontinued
0.7362	Intermediate Similarity	NPD4380	Phase 2
0.7351	Intermediate Similarity	NPD7008	Discontinued
0.7342	Intermediate Similarity	NPD8166	Discontinued
0.7337	Intermediate Similarity	NPD6232	Discontinued
0.7333	Intermediate Similarity	NPD7819	Suspended
0.7314	Intermediate Similarity	NPD8313	Approved
0.7314	Intermediate Similarity	NPD8312	Approved
0.7301	Intermediate Similarity	NPD7458	Discontinued
0.7289	Intermediate Similarity	NPD3817	Phase 2
0.7289	Intermediate Similarity	NPD5402	Approved
0.7278	Intermediate Similarity	NPD8127	Discontinued
0.7251	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7251	Intermediate Similarity	NPD6166	Phase 2
0.7246	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7228	Intermediate Similarity	NPD6781	Approved
0.7228	Intermediate Similarity	NPD6776	Approved
0.7228	Intermediate Similarity	NPD6779	Approved
0.7228	Intermediate Similarity	NPD6778	Approved
0.7228	Intermediate Similarity	NPD6782	Approved
0.7228	Intermediate Similarity	NPD6780	Approved
0.7228	Intermediate Similarity	NPD6777	Approved
0.7225	Intermediate Similarity	NPD5844	Phase 1
0.7207	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7205	Intermediate Similarity	NPD6799	Approved
0.7195	Intermediate Similarity	NPD3226	Approved
0.7178	Intermediate Similarity	NPD5403	Approved
0.7168	Intermediate Similarity	NPD3751	Discontinued
0.716	Intermediate Similarity	NPD5401	Approved
0.716	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.7158	Intermediate Similarity	NPD7874	Approved
0.7135	Intermediate Similarity	NPD3787	Discontinued
0.7126	Intermediate Similarity	NPD5760	Phase 2
0.7126	Intermediate Similarity	NPD5761	Phase 2
0.7126	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD6273	Approved
0.7112	Intermediate Similarity	NPD7697	Approved
0.7112	Intermediate Similarity	NPD7696	Phase 3
0.7112	Intermediate Similarity	NPD7698	Approved
0.7108	Intermediate Similarity	NPD7411	Suspended
0.7101	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7083	Intermediate Similarity	NPD8462	Phase 1
0.7074	Intermediate Similarity	NPD7870	Phase 2
0.7074	Intermediate Similarity	NPD7871	Phase 2
0.7062	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7053	Intermediate Similarity	NPD7701	Phase 2
0.7039	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7031	Intermediate Similarity	NPD7801	Approved
0.7027	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7026	Intermediate Similarity	NPD8404	Phase 2
0.7024	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7021	Intermediate Similarity	NPD2182	Approved
0.7018	Intermediate Similarity	NPD5494	Approved
0.7007	Intermediate Similarity	NPD7741	Discontinued
0.7006	Intermediate Similarity	NPD6765	Approved
0.7006	Intermediate Similarity	NPD6764	Approved
0.7006	Intermediate Similarity	NPD7251	Discontinued
0.6989	Remote Similarity	NPD7074	Phase 3
0.6977	Remote Similarity	NPD6959	Discontinued
0.6971	Remote Similarity	NPD3818	Discontinued
0.6968	Remote Similarity	NPD3764	Approved
0.6966	Remote Similarity	NPD5951	Approved
0.6966	Remote Similarity	NPD7808	Phase 3
0.6964	Remote Similarity	NPD1934	Approved
0.6964	Remote Similarity	NPD37	Approved
0.6957	Remote Similarity	NPD7421	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD7852	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD2533	Approved
0.6951	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD7004	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD2532	Approved
0.6951	Remote Similarity	NPD7410	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD4378	Clinical (unspecified phase)
0.6951	Remote Similarity	NPD2534	Approved
0.6949	Remote Similarity	NPD6797	Phase 2
0.6943	Remote Similarity	NPD230	Phase 1
0.6941	Remote Similarity	NPD4965	Approved
0.6941	Remote Similarity	NPD7768	Phase 2
0.6941	Remote Similarity	NPD4967	Phase 2
0.6941	Remote Similarity	NPD4966	Approved
0.6941	Remote Similarity	NPD3882	Suspended
0.6937	Remote Similarity	NPD2346	Discontinued
0.6937	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.6932	Remote Similarity	NPD7054	Approved
0.6931	Remote Similarity	NPD7497	Discontinued
0.6927	Remote Similarity	NPD8151	Discontinued
0.6923	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6914	Remote Similarity	NPD7003	Approved
0.691	Remote Similarity	NPD7685	Pre-registration
0.6902	Remote Similarity	NPD6214	Clinical (unspecified phase)
0.6902	Remote Similarity	NPD6213	Phase 3
0.6902	Remote Similarity	NPD6212	Phase 3
0.6893	Remote Similarity	NPD7472	Approved
0.6875	Remote Similarity	NPD5404	Approved
0.6875	Remote Similarity	NPD5406	Approved
0.6875	Remote Similarity	NPD5408	Approved
0.6875	Remote Similarity	NPD5405	Approved
0.6875	Remote Similarity	NPD7228	Approved
0.686	Remote Similarity	NPD6234	Discontinued
0.6859	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6855	Remote Similarity	NPD7097	Phase 1
0.6851	Remote Similarity	NPD6785	Approved
0.6851	Remote Similarity	NPD6784	Approved
0.6849	Remote Similarity	NPD690	Clinical (unspecified phase)
0.6831	Remote Similarity	NPD5345	Clinical (unspecified phase)
0.6824	Remote Similarity	NPD7610	Discontinued
0.6824	Remote Similarity	NPD2801	Approved
0.6824	Remote Similarity	NPD8455	Phase 2
0.6816	Remote Similarity	NPD6559	Discontinued
0.6813	Remote Similarity	NPD2799	Discontinued
0.6813	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.681	Remote Similarity	NPD6398	Clinical (unspecified phase)
0.6806	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6802	Remote Similarity	NPD3749	Approved
0.68	Remote Similarity	NPD5125	Phase 3
0.68	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.68	Remote Similarity	NPD5126	Approved
0.68	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.679	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6789	Remote Similarity	NPD6823	Phase 2
0.6788	Remote Similarity	NPD7390	Discontinued
0.6786	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6783	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6781	Remote Similarity	NPD6010	Discontinued
0.677	Remote Similarity	NPD2796	Approved
0.6768	Remote Similarity	NPD7274	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD1609	Clinical (unspecified phase)
0.6755	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6753	Remote Similarity	NPD1470	Approved
0.6752	Remote Similarity	NPD2313	Discontinued
0.6738	Remote Similarity	NPD164	Approved
0.673	Remote Similarity	NPD6355	Discontinued
0.6728	Remote Similarity	NPD7266	Discontinued
0.6727	Remote Similarity	NPD3300	Phase 2
0.6725	Remote Similarity	NPD1465	Phase 2
0.6722	Remote Similarity	NPD7240	Approved
0.6712	Remote Similarity	NPD7094	Approved
0.6712	Remote Similarity	NPD6858	Approved
0.6711	Remote Similarity	NPD6287	Discontinued
0.6708	Remote Similarity	NPD7305	Phase 1
0.6708	Remote Similarity	NPD1510	Phase 2
0.6707	Remote Similarity	NPD3750	Approved
0.6707	Remote Similarity	NPD1878	Clinical (unspecified phase)
0.6707	Remote Similarity	NPD1512	Approved
0.6705	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6702	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.669	Remote Similarity	NPD5048	Discontinued
0.6688	Remote Similarity	NPD7095	Approved
0.6687	Remote Similarity	NPD1549	Phase 2
0.6686	Remote Similarity	NPD7199	Phase 2
0.6686	Remote Similarity	NPD6591	Clinical (unspecified phase)
0.6667	Remote Similarity	NPD6099	Approved
0.6667	Remote Similarity	NPD2935	Discontinued
0.6667	Remote Similarity	NPD6100	Approved
0.6667	Remote Similarity	NPD9545	Approved
0.6646	Remote Similarity	NPD6798	Discontinued
0.6645	Remote Similarity	NPD8328	Phase 3
0.6632	Remote Similarity	NPD8285	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