NPASS Compound

Structure

CID101043 OpenBabel06191715442D 41 44 0 0 1 0 0 0 0 0999 V2000 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 -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 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.3660 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 6.0622 1.5000 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 6.0622 0.5000 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 5.1962 0.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 1.7321 -1.0000 0.0000 C 0 0 1 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 -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 0.0000 0.0000 C 0 0 2 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 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 0.0000 -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 5.0000 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 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 0.3660 -2.3660 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 2.5981 3.5000 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 0.5000 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 19 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 21 1 0 0 0 0 14 22 1 0 0 0 0 15 20 2 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 30 1 6 0 0 0 20 25 1 0 0 0 0 20 39 1 0 0 0 0 21 28 1 0 0 0 0 21 29 1 1 0 0 0 22 31 1 6 0 0 0 22 40 1 0 0 0 0 23 24 1 0 0 0 0 23 41 1 6 0 0 0 24 29 1 1 0 0 0 24 31 1 0 0 0 0 25 28 1 0 0 0 0 25 34 2 0 0 0 0 26 35 2 0 0 0 0 26 41 1 0 0 0 0 27 30 1 0 0 0 0 27 31 1 0 0 0 0 27 36 2 0 0 0 0 29 6 1 1 0 0 0 30 7 1 1 0 0 0 30 37 1 0 0 0 0 31 38 1 1 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	568.23
Volume:	572.044
LogP:	3.098
LogD:	2.022
LogS:	-4.51
# 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:	0.308
Synthetic Accessibility Score:	5.115
Fsp3:	0.516
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:	-5.089
MDCK Permeability:	3.2966374419629574e-05
Pgp-inhibitor:	1.0
Pgp-substrate:	0.008
Human Intestinal Absorption (HIA):	0.044
20% Bioavailability (F20%):	0.996
30% Bioavailability (F30%):	0.692

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.916
Plasma Protein Binding (PPB):	75.65878295898438%
Volume Distribution (VD):	0.555
Pgp-substrate:	24.785541534423828%

ADMET: Metabolism

CYP1A2-inhibitor:	0.029
CYP1A2-substrate:	0.104
CYP2C19-inhibitor:	0.13
CYP2C19-substrate:	0.09
CYP2C9-inhibitor:	0.283
CYP2C9-substrate:	0.084
CYP2D6-inhibitor:	0.013
CYP2D6-substrate:	0.062
CYP3A4-inhibitor:	0.781
CYP3A4-substrate:	0.495

ADMET: Excretion

Clearance (CL):	2.772
Half-life (T1/2):	0.153

ADMET: Toxicity

hERG Blockers:	0.032
Human Hepatotoxicity (H-HT):	0.401
Drug-inuced Liver Injury (DILI):	0.569
AMES Toxicity:	0.023
Rat Oral Acute Toxicity:	0.93
Maximum Recommended Daily Dose:	0.807
Skin Sensitization:	0.342
Carcinogencity:	0.182
Eye Corrosion:	0.007
Eye Irritation:	0.043
Respiratory Toxicity:	0.97

Download Data

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

Natural Product: NPC101043

Natural Product ID:	NPC101043
*Common Name:**	Staminol D
IUPAC Name:	[(2S,3S,4R,4aS,4bR,8aR,10R,10aR)-6,10-diacetyloxy-3-ethenyl-2,10a-dihydroxy-2,4b,8,8-tetramethyl-1,7-dioxo-3,4,4a,8a,9,10-hexahydrophenanthren-4-yl] benzoate
Synonyms:	staminol D
Standard InCHIKey:	XBLOXIMBZRFVEK-KPKFSDCZSA-N
Standard InCHI:	InChI=1S/C31H36O10/c1-8-19-23(41-26(35)18-12-10-9-11-13-18)24-29(6)15-20(39-16(2)32)25(34)28(4,5)21(29)14-22(40-17(3)33)31(24,38)27(36)30(19,7)37/h8-13,15,19,21-24,37-38H,1,14H2,2-7H3/t19-,21-,22+,23+,24+,29-,30-,31-/m0/s1
SMILES:	C=C[C@H]1[C@@H](OC(=O)c2ccccc2)[C@H]2[C@@](C(=O)[C@@]1(C)O)(O)[C@H](OC(=O)C)C[C@@H]1[C@]2(C)C=C(OC(=O)C)C(=O)C1(C)C
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL445435
PubChem CID:	11455867
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0000025] Phenanthrenes and derivatives [CHEMONTID:0000223] Hydrophenanthrenes

*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]
NPO18655	Clerodendranthus spicatus	Species	Lamiaceae	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]
NPO22900	Orthosiphon stamineus	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]
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]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23141	Angelica ursina	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5511	Populus tremula	Species	Salicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18655	Clerodendranthus spicatus	Species	Lamiaceae	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]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22071	Gentiana olivieri	Species	Gentianaceae	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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19451	Salvia prionitis	Species	Lamiaceae	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]
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]
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]
NPO10073	Clusia torresii	Species	Clusiaceae	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]
NPO22071	Gentiana olivieri	Species	Gentianaceae	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]
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]
NPO10996	Ferula assa-foetida	Species	Apiaceae	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]
NPO2257	Oceanapia phillipensis	Species	Phloeodictyidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5877	Morus yunnanensis	Species	Moraceae	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]
NPO11235	Asplenium nidus	Species	Aspleniaceae	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]
NPO23062	Melibe leonina	Species	Dendronotidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19451	Salvia prionitis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22015	Clausena indica	Species	Rutaceae	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]
NPO22395	Ardisia macrocarpa	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21881	Stephania succifera	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19929	Jateorhiza palmata	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14797	Orthosiphon aristatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22900	Orthosiphon stamineus	Species	Lamiaceae	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]
NPO8541	Oryza sativa	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1408	Cirsium helenioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21140	Igernella notabilis	Species	Dictyodendrillidae	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]
NPO3549	Euonymus maackii	Species	Celastraceae	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]
NPO14529	Asterias rubens	Species	Asteriidae	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]
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]
NPO8981	Senecio integerrimus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18655	Clerodendranthus spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14664	Stevia salicifolia	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]

☑ 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	=	92000.0	nM	PMID[569005]

☑ 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 NPC101043 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	346
0.1-0.2	1156
0.2-0.3	2466
0.3-0.4	4739
0.4-0.5	8855
0.5-0.6	10514
0.6-0.7	9711
0.7-0.8	4421
0.8-0.85	297
0.85-0.9	142
0.9-0.95	46
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC306799
0.9645	High Similarity	NPC127857
0.958	High Similarity	NPC60509
0.958	High Similarity	NPC250046
0.958	High Similarity	NPC81698
0.9514	High Similarity	NPC165260
0.9514	High Similarity	NPC161239
0.9514	High Similarity	NPC198455
0.9514	High Similarity	NPC112216
0.9514	High Similarity	NPC7095
0.9448	High Similarity	NPC51602
0.9448	High Similarity	NPC471103
0.9388	High Similarity	NPC282239
0.9324	High Similarity	NPC106895
0.9324	High Similarity	NPC217091
0.932	High Similarity	NPC158333
0.932	High Similarity	NPC256142
0.932	High Similarity	NPC77719
0.932	High Similarity	NPC472022
0.932	High Similarity	NPC472030
0.932	High Similarity	NPC249471
0.932	High Similarity	NPC242262
0.932	High Similarity	NPC473414
0.932	High Similarity	NPC257213
0.932	High Similarity	NPC265395
0.932	High Similarity	NPC219419
0.932	High Similarity	NPC1173
0.932	High Similarity	NPC237549
0.932	High Similarity	NPC472005
0.932	High Similarity	NPC304876
0.9296	High Similarity	NPC182869
0.9262	High Similarity	NPC472393
0.9257	High Similarity	NPC155329
0.9257	High Similarity	NPC21410
0.9257	High Similarity	NPC114410
0.9257	High Similarity	NPC112523
0.9257	High Similarity	NPC473670
0.9257	High Similarity	NPC228204
0.9257	High Similarity	NPC26033
0.9257	High Similarity	NPC472549
0.9257	High Similarity	NPC259144
0.9257	High Similarity	NPC114357
0.9236	High Similarity	NPC471100
0.9236	High Similarity	NPC471107
0.92	High Similarity	NPC471102
0.9189	High Similarity	NPC11588
0.9189	High Similarity	NPC229545
0.9189	High Similarity	NPC248265
0.9189	High Similarity	NPC134685
0.9133	High Similarity	NPC469771
0.9122	High Similarity	NPC472548
0.9116	High Similarity	NPC254558
0.9116	High Similarity	NPC91730
0.9097	High Similarity	NPC102465
0.9054	High Similarity	NPC197037
0.9028	High Similarity	NPC472546
0.8993	High Similarity	NPC477905
0.8986	High Similarity	NPC470245
0.8986	High Similarity	NPC473214
0.898	High Similarity	NPC217918
0.8966	High Similarity	NPC477894
0.8958	High Similarity	NPC213567
0.8926	High Similarity	NPC470153
0.8919	High Similarity	NPC473215
0.8919	High Similarity	NPC476975
0.8904	High Similarity	NPC80895
0.8904	High Similarity	NPC471912
0.8903	High Similarity	NPC471493
0.8889	High Similarity	NPC97667
0.8889	High Similarity	NPC183270
0.8889	High Similarity	NPC171207
0.8889	High Similarity	NPC477904
0.8889	High Similarity	NPC472547
0.8874	High Similarity	NPC473632
0.8874	High Similarity	NPC469730
0.8874	High Similarity	NPC132599
0.8874	High Similarity	NPC473611
0.8844	High Similarity	NPC301946
0.8844	High Similarity	NPC277053
0.8828	High Similarity	NPC291599
0.8828	High Similarity	NPC97947
0.8828	High Similarity	NPC118080
0.8828	High Similarity	NPC472576
0.8828	High Similarity	NPC16912
0.8828	High Similarity	NPC224491
0.8828	High Similarity	NPC87448
0.8828	High Similarity	NPC27377
0.8828	High Similarity	NPC41481
0.8811	High Similarity	NPC472551
0.8811	High Similarity	NPC472545
0.8784	High Similarity	NPC474935
0.8784	High Similarity	NPC477737
0.8776	High Similarity	NPC57628
0.8776	High Similarity	NPC11685
0.8776	High Similarity	NPC472569
0.8776	High Similarity	NPC70716
0.8776	High Similarity	NPC241951
0.8776	High Similarity	NPC95265
0.8776	High Similarity	NPC125106
0.8776	High Similarity	NPC470231
0.8776	High Similarity	NPC95810
0.8776	High Similarity	NPC472573
0.8776	High Similarity	NPC188865
0.8776	High Similarity	NPC25768
0.8776	High Similarity	NPC476974
0.8776	High Similarity	NPC472570
0.8776	High Similarity	NPC163719
0.8776	High Similarity	NPC470152
0.8776	High Similarity	NPC475759
0.8767	High Similarity	NPC34012
0.8759	High Similarity	NPC90614
0.8759	High Similarity	NPC275592
0.8759	High Similarity	NPC100913
0.8758	High Similarity	NPC469417
0.875	High Similarity	NPC39549
0.8741	High Similarity	NPC477896
0.8741	High Similarity	NPC477893
0.8718	High Similarity	NPC329960
0.8718	High Similarity	NPC295408
0.8718	High Similarity	NPC150893
0.8716	High Similarity	NPC473088
0.8716	High Similarity	NPC177940
0.8716	High Similarity	NPC472575
0.8716	High Similarity	NPC469349
0.8716	High Similarity	NPC471104
0.8716	High Similarity	NPC158663
0.8716	High Similarity	NPC29704
0.8716	High Similarity	NPC171525
0.8716	High Similarity	NPC470159
0.8716	High Similarity	NPC70403
0.8716	High Similarity	NPC184817
0.8716	High Similarity	NPC174982
0.8716	High Similarity	NPC472572
0.8716	High Similarity	NPC472571
0.8716	High Similarity	NPC96903
0.8716	High Similarity	NPC200471
0.8716	High Similarity	NPC476973
0.8716	High Similarity	NPC472568
0.8716	High Similarity	NPC470157
0.8716	High Similarity	NPC472556
0.8707	High Similarity	NPC163087
0.8701	High Similarity	NPC469399
0.8693	High Similarity	NPC11410
0.8658	High Similarity	NPC475552
0.8654	High Similarity	NPC55744
0.8649	High Similarity	NPC475122
0.8649	High Similarity	NPC38696
0.8627	High Similarity	NPC251139
0.8611	High Similarity	NPC291638
0.8611	High Similarity	NPC17877
0.8611	High Similarity	NPC472577
0.8611	High Similarity	NPC195647
0.8611	High Similarity	NPC66761
0.86	High Similarity	NPC281717
0.8599	High Similarity	NPC66193
0.859	High Similarity	NPC476077
0.8581	High Similarity	NPC91703
0.8571	High Similarity	NPC70344
0.8562	High Similarity	NPC133430
0.8562	High Similarity	NPC469477
0.8553	High Similarity	NPC161151
0.8544	High Similarity	NPC471134
0.8543	High Similarity	NPC301556
0.8543	High Similarity	NPC473403
0.8543	High Similarity	NPC92293
0.8543	High Similarity	NPC270590
0.8543	High Similarity	NPC471101
0.8543	High Similarity	NPC266265
0.8542	High Similarity	NPC474608
0.8533	High Similarity	NPC473602
0.8533	High Similarity	NPC469513
0.8516	High Similarity	NPC477735
0.8506	High Similarity	NPC5115
0.8503	High Similarity	NPC4341
0.8503	High Similarity	NPC473085
0.8503	High Similarity	NPC184747
0.8503	High Similarity	NPC476094
0.8503	High Similarity	NPC43241
0.8503	High Similarity	NPC473613
0.8503	High Similarity	NPC473758
0.8503	High Similarity	NPC211137
0.8503	High Similarity	NPC473112
0.8503	High Similarity	NPC473060
0.8503	High Similarity	NPC48017
0.8503	High Similarity	NPC200592
0.8503	High Similarity	NPC147880
0.8503	High Similarity	NPC473081
0.8503	High Similarity	NPC473109
0.8497	Intermediate Similarity	NPC469648
0.8497	Intermediate Similarity	NPC138641
0.8497	Intermediate Similarity	NPC469647
0.8497	Intermediate Similarity	NPC283875
0.8497	Intermediate Similarity	NPC22571
0.8493	Intermediate Similarity	NPC183122
0.8493	Intermediate Similarity	NPC283375
0.8493	Intermediate Similarity	NPC184109
0.8491	Intermediate Similarity	NPC61891
0.8481	Intermediate Similarity	NPC188649
0.8477	Intermediate Similarity	NPC132652
0.8462	Intermediate Similarity	NPC477736

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 NPC101043 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	291
0.1-0.2	786
0.2-0.3	1537
0.3-0.4	2752
0.4-0.5	2190
0.5-0.6	1111
0.6-0.7	394
0.7-0.8	86
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8467	Intermediate Similarity	NPD7236	Approved
0.8312	Intermediate Similarity	NPD7239	Suspended
0.8303	Intermediate Similarity	NPD8368	Discontinued
0.8282	Intermediate Similarity	NPD7799	Discontinued
0.8176	Intermediate Similarity	NPD8435	Approved
0.8166	Intermediate Similarity	NPD8434	Phase 2
0.8155	Intermediate Similarity	NPD8407	Phase 2
0.807	Intermediate Similarity	NPD8361	Approved
0.807	Intermediate Similarity	NPD8360	Approved
0.7953	Intermediate Similarity	NPD8424	Clinical (unspecified phase)
0.7898	Intermediate Similarity	NPD8485	Approved
0.7849	Intermediate Similarity	NPD8150	Discontinued
0.784	Intermediate Similarity	NPD7057	Phase 3
0.784	Intermediate Similarity	NPD7058	Phase 2
0.7826	Intermediate Similarity	NPD7096	Clinical (unspecified phase)
0.7798	Intermediate Similarity	NPD8470	Clinical (unspecified phase)
0.7791	Intermediate Similarity	NPD7075	Discontinued
0.7771	Intermediate Similarity	NPD7879	Clinical (unspecified phase)
0.7765	Intermediate Similarity	NPD8486	Clinical (unspecified phase)
0.775	Intermediate Similarity	NPD6599	Discontinued
0.7688	Intermediate Similarity	NPD8055	Clinical (unspecified phase)
0.7616	Intermediate Similarity	NPD7966	Clinical (unspecified phase)
0.758	Intermediate Similarity	NPD6190	Approved
0.7574	Intermediate Similarity	NPD7473	Discontinued
0.7561	Intermediate Similarity	NPD3817	Phase 2
0.7546	Intermediate Similarity	NPD6801	Discontinued
0.7516	Intermediate Similarity	NPD4628	Phase 3
0.75	Intermediate Similarity	NPD7819	Suspended
0.7484	Intermediate Similarity	NPD6799	Approved
0.7465	Intermediate Similarity	NPD4198	Discontinued
0.7455	Intermediate Similarity	NPD5402	Approved
0.7434	Intermediate Similarity	NPD7961	Discontinued
0.7425	Intermediate Similarity	NPD5537	Clinical (unspecified phase)
0.7423	Intermediate Similarity	NPD4380	Phase 2
0.7417	Intermediate Similarity	NPD5952	Clinical (unspecified phase)
0.741	Intermediate Similarity	NPD4868	Clinical (unspecified phase)
0.7405	Intermediate Similarity	NPD8166	Discontinued
0.7396	Intermediate Similarity	NPD6232	Discontinued
0.7362	Intermediate Similarity	NPD7458	Discontinued
0.736	Intermediate Similarity	NPD8397	Clinical (unspecified phase)
0.7351	Intermediate Similarity	NPD7435	Discontinued
0.7346	Intermediate Similarity	NPD5403	Approved
0.7329	Intermediate Similarity	NPD3412	Clinical (unspecified phase)
0.7329	Intermediate Similarity	NPD5401	Approved
0.7326	Intermediate Similarity	NPD3751	Discontinued
0.7312	Intermediate Similarity	NPD8319	Approved
0.7312	Intermediate Similarity	NPD8320	Phase 1
0.731	Intermediate Similarity	NPD6167	Clinical (unspecified phase)
0.731	Intermediate Similarity	NPD6166	Phase 2
0.731	Intermediate Similarity	NPD6168	Clinical (unspecified phase)
0.7283	Intermediate Similarity	NPD5844	Phase 1
0.7283	Intermediate Similarity	NPD7804	Clinical (unspecified phase)
0.7273	Intermediate Similarity	NPD7411	Suspended
0.7273	Intermediate Similarity	NPD2629	Approved
0.7273	Intermediate Similarity	NPD8312	Approved
0.7273	Intermediate Similarity	NPD8313	Approved
0.7257	Intermediate Similarity	NPD6765	Approved
0.7257	Intermediate Similarity	NPD6764	Approved
0.7256	Intermediate Similarity	NPD3226	Approved
0.7246	Intermediate Similarity	NPD8443	Clinical (unspecified phase)
0.7235	Intermediate Similarity	NPD8127	Discontinued
0.7216	Intermediate Similarity	NPD4338	Clinical (unspecified phase)
0.7202	Intermediate Similarity	NPD3882	Suspended
0.72	Intermediate Similarity	NPD7993	Clinical (unspecified phase)
0.7198	Intermediate Similarity	NPD6535	Approved
0.7198	Intermediate Similarity	NPD6534	Approved
0.7193	Intermediate Similarity	NPD3787	Discontinued
0.719	Intermediate Similarity	NPD7008	Discontinued
0.7186	Intermediate Similarity	NPD5761	Phase 2
0.7186	Intermediate Similarity	NPD5760	Phase 2
0.7186	Intermediate Similarity	NPD2393	Clinical (unspecified phase)
0.7176	Intermediate Similarity	NPD5494	Approved
0.7174	Intermediate Similarity	NPD7700	Phase 2
0.7174	Intermediate Similarity	NPD7699	Phase 2
0.716	Intermediate Similarity	NPD4381	Clinical (unspecified phase)
0.7159	Intermediate Similarity	NPD7251	Discontinued
0.7153	Intermediate Similarity	NPD690	Clinical (unspecified phase)
0.7135	Intermediate Similarity	NPD8462	Phase 1
0.7126	Intermediate Similarity	NPD1934	Approved
0.7125	Intermediate Similarity	NPD7421	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD7875	Clinical (unspecified phase)
0.712	Intermediate Similarity	NPD7874	Approved
0.7119	Intermediate Similarity	NPD7808	Phase 3
0.7117	Intermediate Similarity	NPD7410	Clinical (unspecified phase)
0.7117	Intermediate Similarity	NPD2532	Approved
0.7117	Intermediate Similarity	NPD2534	Approved
0.7117	Intermediate Similarity	NPD2533	Approved
0.7117	Intermediate Similarity	NPD4378	Clinical (unspecified phase)
0.7107	Intermediate Similarity	NPD2346	Discontinued
0.7105	Intermediate Similarity	NPD6007	Clinical (unspecified phase)
0.7102	Intermediate Similarity	NPD6797	Phase 2
0.7097	Intermediate Similarity	NPD6776	Approved
0.7097	Intermediate Similarity	NPD6777	Approved
0.7097	Intermediate Similarity	NPD6780	Approved
0.7097	Intermediate Similarity	NPD6779	Approved
0.7097	Intermediate Similarity	NPD6782	Approved
0.7097	Intermediate Similarity	NPD6781	Approved
0.7097	Intermediate Similarity	NPD6778	Approved
0.7095	Intermediate Similarity	NPD6784	Approved
0.7095	Intermediate Similarity	NPD6785	Approved
0.7081	Intermediate Similarity	NPD6398	Clinical (unspecified phase)
0.7077	Intermediate Similarity	NPD8404	Phase 2
0.7073	Intermediate Similarity	NPD6273	Approved
0.7063	Intermediate Similarity	NPD1609	Clinical (unspecified phase)
0.7045	Intermediate Similarity	NPD7074	Phase 3
0.7035	Intermediate Similarity	NPD6959	Discontinued
0.7032	Intermediate Similarity	NPD3764	Approved
0.7029	Intermediate Similarity	NPD3818	Discontinued
0.7024	Intermediate Similarity	NPD37	Approved
0.7018	Intermediate Similarity	NPD6234	Discontinued
0.7012	Intermediate Similarity	NPD7004	Clinical (unspecified phase)
0.7011	Intermediate Similarity	NPD7852	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD230	Phase 1
0.7006	Intermediate Similarity	NPD6355	Discontinued
0.7	Intermediate Similarity	NPD4967	Phase 2
0.7	Intermediate Similarity	NPD7768	Phase 2
0.7	Intermediate Similarity	NPD4966	Approved
0.7	Intermediate Similarity	NPD4965	Approved
0.6989	Remote Similarity	NPD7054	Approved
0.6984	Remote Similarity	NPD7696	Phase 3
0.6984	Remote Similarity	NPD7697	Approved
0.6984	Remote Similarity	NPD7698	Approved
0.6984	Remote Similarity	NPD7497	Discontinued
0.6982	Remote Similarity	NPD2801	Approved
0.6981	Remote Similarity	NPD2799	Discontinued
0.6975	Remote Similarity	NPD7003	Approved
0.6975	Remote Similarity	NPD3750	Approved
0.6968	Remote Similarity	NPD7095	Approved
0.6966	Remote Similarity	NPD7685	Pre-registration
0.6959	Remote Similarity	NPD3749	Approved
0.6957	Remote Similarity	NPD970	Clinical (unspecified phase)
0.6954	Remote Similarity	NPD7184	Clinical (unspecified phase)
0.6949	Remote Similarity	NPD7472	Approved
0.6947	Remote Similarity	NPD7870	Phase 2
0.6947	Remote Similarity	NPD7871	Phase 2
0.6937	Remote Similarity	NPD2796	Approved
0.6932	Remote Similarity	NPD7228	Approved
0.6928	Remote Similarity	NPD6980	Clinical (unspecified phase)
0.6927	Remote Similarity	NPD7701	Phase 2
0.6923	Remote Similarity	NPD2313	Discontinued
0.6923	Remote Similarity	NPD6798	Discontinued
0.6923	Remote Similarity	NPD2067	Discontinued
0.6918	Remote Similarity	NPD5951	Approved
0.6909	Remote Similarity	NPD7422	Clinical (unspecified phase)
0.6907	Remote Similarity	NPD7801	Approved
0.6894	Remote Similarity	NPD7702	Clinical (unspecified phase)
0.689	Remote Similarity	NPD3300	Phase 2
0.6882	Remote Similarity	NPD1465	Phase 2
0.6879	Remote Similarity	NPD6233	Phase 2
0.6875	Remote Similarity	NPD2181	Clinical (unspecified phase)
0.6875	Remote Similarity	NPD3748	Approved
0.6875	Remote Similarity	NPD1510	Phase 2
0.6872	Remote Similarity	NPD6559	Discontinued
0.6867	Remote Similarity	NPD7163	Clinical (unspecified phase)
0.6867	Remote Similarity	NPD1512	Approved
0.6855	Remote Similarity	NPD6651	Approved
0.6853	Remote Similarity	NPD2182	Approved
0.6853	Remote Similarity	NPD6831	Clinical (unspecified phase)
0.6852	Remote Similarity	NPD1549	Phase 2
0.6846	Remote Similarity	NPD7741	Discontinued
0.6845	Remote Similarity	NPD5808	Clinical (unspecified phase)
0.6845	Remote Similarity	NPD8090	Clinical (unspecified phase)
0.6832	Remote Similarity	NPD5405	Approved
0.6832	Remote Similarity	NPD2935	Discontinued
0.6832	Remote Similarity	NPD5404	Approved
0.6832	Remote Similarity	NPD6100	Approved
0.6832	Remote Similarity	NPD5406	Approved
0.6832	Remote Similarity	NPD5408	Approved
0.6832	Remote Similarity	NPD6099	Approved
0.6821	Remote Similarity	NPD7457	Clinical (unspecified phase)
0.6821	Remote Similarity	NPD919	Approved
0.6813	Remote Similarity	NPD7097	Phase 1
0.681	Remote Similarity	NPD2800	Approved
0.6807	Remote Similarity	NPD8389	Clinical (unspecified phase)
0.6804	Remote Similarity	NPD8151	Discontinued
0.679	Remote Similarity	NPD1550	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5763	Approved
0.679	Remote Similarity	NPD1471	Phase 3
0.679	Remote Similarity	NPD1552	Clinical (unspecified phase)
0.679	Remote Similarity	NPD5762	Approved
0.6784	Remote Similarity	NPD8455	Phase 2
0.6781	Remote Similarity	NPD7094	Approved
0.6781	Remote Similarity	NPD6858	Approved
0.6778	Remote Similarity	NPD7240	Approved
0.677	Remote Similarity	NPD1509	Clinical (unspecified phase)
0.6766	Remote Similarity	NPD8155	Clinical (unspecified phase)
0.6759	Remote Similarity	NPD4141	Clinical (unspecified phase)
0.6754	Remote Similarity	NPD6823	Phase 2
0.675	Remote Similarity	NPD1607	Approved
0.6747	Remote Similarity	NPD7390	Discontinued
0.6747	Remote Similarity	NPD1511	Approved
0.6747	Remote Similarity	NPD6143	Clinical (unspecified phase)
0.6743	Remote Similarity	NPD7199	Phase 2
0.6736	Remote Similarity	NPD7211	Clinical (unspecified phase)
0.6735	Remote Similarity	NPD6010	Discontinued
0.6733	Remote Similarity	NPD9545	Approved
0.673	Remote Similarity	NPD1240	Approved
0.6727	Remote Similarity	NPD2354	Approved
0.6727	Remote Similarity	NPD3887	Approved
0.671	Remote Similarity	NPD1470	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data