NPASS Compound

Structure

CID296697 OpenBabel06191716102D 31 35 0 0 1 0 0 0 0 0999 V2000 2.8569 0.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3914 -1.1088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 0.6340 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 -1.7321 2.0000 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 0.5000 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 -2.5981 2.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 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 -4.3301 2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 1 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 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 26 1 0 0 0 0 7 29 1 0 0 0 0 9 11 1 0 0 0 0 9 20 2 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 23 1 0 0 0 0 19 25 1 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 28 1 1 0 0 0 22 28 1 1 0 0 0 22 29 1 0 0 0 0 23 27 1 6 0 0 0 23 30 1 0 0 0 0 24 26 1 0 0 0 0 24 31 2 0 0 0 0 27 5 1 1 0 0 0 28 6 1 1 0 0 0 29 30 1 1 0 0 0 30 8 1 6 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	424.37
Volume:	488.171
LogP:	7.184
LogD:	5.456
LogS:	-6.86
# Rotatable Bonds:	0
TPSA:	17.07
# H-Bond Aceptor:	1
# H-Bond Donor:	0
# Rings:	5
# Heavy Atoms:	1

MedChem Properties

QED Drug-Likeness Score:	0.357
Synthetic Accessibility Score:	4.659
Fsp3:	0.9
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Rejected
BMS Rule:	0
Golden Triangle Rule:	Rejected
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.977
MDCK Permeability:	6.364808086800622e-06
Pgp-inhibitor:	0.007
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.049
20% Bioavailability (F20%):	0.984
30% Bioavailability (F30%):	0.984

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.724
Plasma Protein Binding (PPB):	95.9590072631836%
Volume Distribution (VD):	1.555
Pgp-substrate:	2.3751401901245117%

ADMET: Metabolism

CYP1A2-inhibitor:	0.049
CYP1A2-substrate:	0.43
CYP2C19-inhibitor:	0.093
CYP2C19-substrate:	0.956
CYP2C9-inhibitor:	0.186
CYP2C9-substrate:	0.474
CYP2D6-inhibitor:	0.226
CYP2D6-substrate:	0.265
CYP3A4-inhibitor:	0.654
CYP3A4-substrate:	0.713

ADMET: Excretion

Clearance (CL):	7.46
Half-life (T1/2):	0.081

ADMET: Toxicity

hERG Blockers:	0.016
Human Hepatotoxicity (H-HT):	0.269
Drug-inuced Liver Injury (DILI):	0.039
AMES Toxicity:	0.009
Rat Oral Acute Toxicity:	0.355
Maximum Recommended Daily Dose:	0.902
Skin Sensitization:	0.41
Carcinogencity:	0.338
Eye Corrosion:	0.051
Eye Irritation:	0.328
Respiratory Toxicity:	0.964

Download Data

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

Natural Product: NPC296697

Natural Product ID:	NPC296697
*Common Name:**	Glutinone
IUPAC Name:	(6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-2,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-one
Synonyms:	Glutinone
Standard InCHIKey:	XUPCBKGIPJPDGW-VZTATICASA-N
Standard InCHI:	InChI=1S/C30H48O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-23H,10-19H2,1-8H3/t21-,22+,23-,27-,28+,29-,30+/m1/s1
SMILES:	CC1(C)CC[C@]2(C)CC[C@]3(C)[C@H]4CC=C5[C@@H](CCC(=O)C5(C)C)[C@]4(C)CC[C@@]3(C)[C@@H]2C1
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL517609
PubChem CID:	10071029
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

*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
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(00)91122-1]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10075766]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[11112781]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[153409]
NPO658	Leucopaxillus gentianeus	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15568769]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[16309325]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499335]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	Seoul, Korea	2000-Jun	PMID[16643034]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	Sri Lankan	n.a.	PMID[16933889]
NPO658	Leucopaxillus gentianeus	Species	Tricholomataceae	Eukaryota	fruiting bodies	n.a.	n.a.	PMID[17190463]
NPO28092	Xyris pterygoblephara	Species	Xyridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17870137]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	root	n.a.	PMID[18239317]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	stem	n.a.	PMID[18239317]
NPO28092	Xyris pterygoblephara	Species	Xyridaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18462007]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[18505286]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	aerial parts	Yuanjiang, Yunnan Province, China	2008-APR	PMID[19438253]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[19650637]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	bark	n.a.	n.a.	PMID[20045319]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[21673922]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23265519]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruits	n.a.	n.a.	PMID[23305920]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23317005]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[23488669]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26341132]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27524650]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27996259]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[29115831]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[30730729]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31182315]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[31287310]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32141747]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[7714541]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7760071]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[7798964]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7964801]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2017	Poa sphondylodes	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2017	Poa sphondylodes	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19984	Turpinia ternata	Species	Staphyleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10613	Thalictrum longistylum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2017	Poa sphondylodes	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO12081	Streptomyces xanthochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12595	Euphorbia royleana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7050	Picea mariana	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12893	Dermolepida albohirtum	Species	Scarabaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19984	Turpinia ternata	Species	Staphyleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4544	Gomortega keule	Species	Gomortegaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13002	Petasites georgicus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7347	Viguiera oblongifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8808	Artemisia schimperi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO658	Leucopaxillus gentianeus	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10613	Thalictrum longistylum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8492	Viburnum urceolatum	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27848	Conoideocrella luteorostrata	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11558	Atylosia trinervia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12416	Quercus mongolica	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11709	Salvia parryi	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1038	Phoenix loureiroi	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7904	Ganoderma applanatum	Species	Polyporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28092	Xyris pterygoblephara	Species	Xyridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9930	Dendrodoris tuberculosa	Species	Dendrodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8777	Euryops algoensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23628	Imperata cylindrica	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12677	Penicillium kapuscinskii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15361	Alnus japonica	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11949	Iris ensata	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6259	Keiferia lycopersicella	Species	Gelechiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12317	Naja kaouthia	Species	Elapidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2017	Poa sphondylodes	Species	Poaceae	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	2
Others	1

Activity Type	# Activity
Individual Protein	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT30	Individual Protein	Cyclooxygenase-1	Homo sapiens	IC50	=	3600.0	nM	PMID[551379]
NPT270	Individual Protein	Nitric oxide synthase, inducible	Mus musculus	IC50	>	50000.0	nM	PMID[551380]
NPT2	Others	Unspecified		Inhibition	=	6.6	%	PMID[551380]

☑ 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 NPC296697 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	303
0.1-0.2	2657
0.2-0.3	14924
0.3-0.4	12032
0.4-0.5	6329
0.5-0.6	4604
0.6-0.7	1367
0.7-0.8	442
0.8-0.85	25
0.85-0.9	4
0.9-0.95	2
0.95-1	8

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC142754
1.0	High Similarity	NPC39157
1.0	High Similarity	NPC82477
0.9844	High Similarity	NPC286814
0.9841	High Similarity	NPC20181
0.9841	High Similarity	NPC220210
0.9545	High Similarity	NPC190035
0.9403	High Similarity	NPC474488
0.9254	High Similarity	NPC225467
0.9062	High Similarity	NPC469662
0.8906	High Similarity	NPC202118
0.8906	High Similarity	NPC197238
0.8806	High Similarity	NPC20610
0.8676	High Similarity	NPC182815
0.8592	High Similarity	NPC293803
0.8551	High Similarity	NPC282593
0.8551	High Similarity	NPC159577
0.8551	High Similarity	NPC35734
0.8551	High Similarity	NPC214770
0.8551	High Similarity	NPC477856
0.8514	High Similarity	NPC267517
0.8507	High Similarity	NPC323005
0.8507	High Similarity	NPC43300
0.8462	Intermediate Similarity	NPC60565
0.8429	Intermediate Similarity	NPC115023
0.8429	Intermediate Similarity	NPC470078
0.8406	Intermediate Similarity	NPC139397
0.84	Intermediate Similarity	NPC263272
0.84	Intermediate Similarity	NPC267691
0.84	Intermediate Similarity	NPC162632
0.84	Intermediate Similarity	NPC274050
0.84	Intermediate Similarity	NPC3915
0.831	Intermediate Similarity	NPC251705
0.831	Intermediate Similarity	NPC474228
0.831	Intermediate Similarity	NPC303613
0.8308	Intermediate Similarity	NPC127582
0.8289	Intermediate Similarity	NPC251779
0.8289	Intermediate Similarity	NPC163236
0.8289	Intermediate Similarity	NPC310989
0.8289	Intermediate Similarity	NPC69101
0.8286	Intermediate Similarity	NPC265782
0.8286	Intermediate Similarity	NPC251929
0.8286	Intermediate Similarity	NPC307176
0.8286	Intermediate Similarity	NPC260040
0.8286	Intermediate Similarity	NPC2634
0.8286	Intermediate Similarity	NPC40574
0.8261	Intermediate Similarity	NPC188292
0.8261	Intermediate Similarity	NPC260474
0.8261	Intermediate Similarity	NPC310992
0.8243	Intermediate Similarity	NPC115515
0.8209	Intermediate Similarity	NPC475124
0.8209	Intermediate Similarity	NPC285371
0.8194	Intermediate Similarity	NPC211641
0.8182	Intermediate Similarity	NPC70834
0.8169	Intermediate Similarity	NPC234707
0.8169	Intermediate Similarity	NPC54123
0.8154	Intermediate Similarity	NPC276764
0.8154	Intermediate Similarity	NPC472304
0.8133	Intermediate Similarity	NPC16394
0.8095	Intermediate Similarity	NPC469770
0.8082	Intermediate Similarity	NPC473171
0.8077	Intermediate Similarity	NPC180834
0.8077	Intermediate Similarity	NPC312660
0.8077	Intermediate Similarity	NPC96095
0.8056	Intermediate Similarity	NPC470045
0.8056	Intermediate Similarity	NPC470044
0.8026	Intermediate Similarity	NPC474509
0.8026	Intermediate Similarity	NPC287063
0.8	Intermediate Similarity	NPC27610
0.8	Intermediate Similarity	NPC56905
0.8	Intermediate Similarity	NPC87141
0.7975	Intermediate Similarity	NPC133954
0.7975	Intermediate Similarity	NPC274724
0.7973	Intermediate Similarity	NPC69408
0.7971	Intermediate Similarity	NPC96812
0.7971	Intermediate Similarity	NPC189917
0.7971	Intermediate Similarity	NPC107704
0.7971	Intermediate Similarity	NPC168824
0.7971	Intermediate Similarity	NPC39462
0.7949	Intermediate Similarity	NPC53733
0.7945	Intermediate Similarity	NPC128346
0.7945	Intermediate Similarity	NPC219232
0.7945	Intermediate Similarity	NPC309852
0.7945	Intermediate Similarity	NPC255021
0.7922	Intermediate Similarity	NPC471898
0.7922	Intermediate Similarity	NPC475863
0.7917	Intermediate Similarity	NPC305501
0.7895	Intermediate Similarity	NPC231431
0.7887	Intermediate Similarity	NPC256846
0.7875	Intermediate Similarity	NPC213412
0.7875	Intermediate Similarity	NPC74363
0.7875	Intermediate Similarity	NPC475862
0.7867	Intermediate Similarity	NPC471899
0.7867	Intermediate Similarity	NPC107039
0.7867	Intermediate Similarity	NPC91665
0.7867	Intermediate Similarity	NPC471897
0.7857	Intermediate Similarity	NPC193770
0.7838	Intermediate Similarity	NPC255650
0.7826	Intermediate Similarity	NPC251118
0.7812	Intermediate Similarity	NPC200258
0.7812	Intermediate Similarity	NPC307063
0.7792	Intermediate Similarity	NPC37038
0.7792	Intermediate Similarity	NPC18955
0.7778	Intermediate Similarity	NPC73064
0.7778	Intermediate Similarity	NPC158141
0.7778	Intermediate Similarity	NPC173089
0.7763	Intermediate Similarity	NPC82635
0.7763	Intermediate Similarity	NPC280654
0.7763	Intermediate Similarity	NPC470052
0.7763	Intermediate Similarity	NPC260385
0.7763	Intermediate Similarity	NPC110094
0.775	Intermediate Similarity	NPC33881
0.775	Intermediate Similarity	NPC474537
0.775	Intermediate Similarity	NPC469993
0.7746	Intermediate Similarity	NPC155198
0.7733	Intermediate Similarity	NPC89294
0.7722	Intermediate Similarity	NPC200752
0.7703	Intermediate Similarity	NPC159497
0.7703	Intermediate Similarity	NPC329866
0.7703	Intermediate Similarity	NPC474797
0.7703	Intermediate Similarity	NPC474796
0.7692	Intermediate Similarity	NPC142244
0.7692	Intermediate Similarity	NPC470034
0.7683	Intermediate Similarity	NPC474474
0.7683	Intermediate Similarity	NPC474511
0.7683	Intermediate Similarity	NPC1753
0.7683	Intermediate Similarity	NPC474845
0.7681	Intermediate Similarity	NPC6697
0.7662	Intermediate Similarity	NPC199595
0.7662	Intermediate Similarity	NPC215843
0.7654	Intermediate Similarity	NPC477579
0.7654	Intermediate Similarity	NPC9892
0.7654	Intermediate Similarity	NPC329943
0.7654	Intermediate Similarity	NPC235341
0.7654	Intermediate Similarity	NPC10005
0.7654	Intermediate Similarity	NPC95594
0.7654	Intermediate Similarity	NPC91525
0.7647	Intermediate Similarity	NPC213152
0.7639	Intermediate Similarity	NPC477857
0.7632	Intermediate Similarity	NPC470557
0.7632	Intermediate Similarity	NPC472300
0.7606	Intermediate Similarity	NPC176107
0.76	Intermediate Similarity	NPC65650
0.759	Intermediate Similarity	NPC281524
0.759	Intermediate Similarity	NPC69627
0.759	Intermediate Similarity	NPC474700
0.7576	Intermediate Similarity	NPC115385
0.7576	Intermediate Similarity	NPC230823
0.7571	Intermediate Similarity	NPC268039
0.7568	Intermediate Similarity	NPC180015
0.7568	Intermediate Similarity	NPC109576
0.7568	Intermediate Similarity	NPC56747
0.7568	Intermediate Similarity	NPC130016
0.7564	Intermediate Similarity	NPC104545
0.7564	Intermediate Similarity	NPC2482
0.7561	Intermediate Similarity	NPC98442
0.7561	Intermediate Similarity	NPC142415
0.7561	Intermediate Similarity	NPC307426
0.7561	Intermediate Similarity	NPC162107
0.7561	Intermediate Similarity	NPC130577
0.7561	Intermediate Similarity	NPC18064
0.7561	Intermediate Similarity	NPC242468
0.7561	Intermediate Similarity	NPC293564
0.7561	Intermediate Similarity	NPC46912
0.7561	Intermediate Similarity	NPC68160
0.7561	Intermediate Similarity	NPC51700
0.7561	Intermediate Similarity	NPC171203
0.7561	Intermediate Similarity	NPC88716
0.7561	Intermediate Similarity	NPC102683
0.7536	Intermediate Similarity	NPC288253
0.75	Intermediate Similarity	NPC1254
0.75	Intermediate Similarity	NPC193750
0.75	Intermediate Similarity	NPC46441
0.75	Intermediate Similarity	NPC291028
0.75	Intermediate Similarity	NPC198818
0.75	Intermediate Similarity	NPC112680
0.747	Intermediate Similarity	NPC224145
0.747	Intermediate Similarity	NPC17733
0.747	Intermediate Similarity	NPC473242
0.747	Intermediate Similarity	NPC246708
0.747	Intermediate Similarity	NPC52169
0.747	Intermediate Similarity	NPC290690
0.747	Intermediate Similarity	NPC474512
0.747	Intermediate Similarity	NPC470629
0.747	Intermediate Similarity	NPC182797
0.747	Intermediate Similarity	NPC40552
0.747	Intermediate Similarity	NPC181225
0.7468	Intermediate Similarity	NPC473217
0.7468	Intermediate Similarity	NPC147066
0.7468	Intermediate Similarity	NPC221647
0.7468	Intermediate Similarity	NPC278459
0.7467	Intermediate Similarity	NPC166797
0.7467	Intermediate Similarity	NPC241854
0.7467	Intermediate Similarity	NPC251970
0.7467	Intermediate Similarity	NPC476046
0.7465	Intermediate Similarity	NPC92327
0.7463	Intermediate Similarity	NPC170799
0.7463	Intermediate Similarity	NPC308108
0.7463	Intermediate Similarity	NPC60772
0.7463	Intermediate Similarity	NPC127798

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 NPC296697 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	293
0.1-0.2	2602
0.2-0.3	4297
0.3-0.4	1378
0.4-0.5	310
0.5-0.6	197
0.6-0.7	57
0.7-0.8	16
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8529	High Similarity	NPD3621	Clinical (unspecified phase)
0.8406	Intermediate Similarity	NPD4137	Phase 3
0.8286	Intermediate Similarity	NPD4747	Approved
0.8286	Intermediate Similarity	NPD4691	Approved
0.7945	Intermediate Similarity	NPD4058	Approved
0.7945	Intermediate Similarity	NPD5733	Approved
0.7922	Intermediate Similarity	NPD8028	Phase 2
0.7703	Intermediate Similarity	NPD4687	Approved
0.7671	Intermediate Similarity	NPD5276	Approved
0.7463	Intermediate Similarity	NPD287	Approved
0.7412	Intermediate Similarity	NPD7515	Phase 2
0.7262	Intermediate Similarity	NPD7513	Clinical (unspecified phase)
0.7241	Intermediate Similarity	NPD7748	Approved
0.7241	Intermediate Similarity	NPD7900	Approved
0.7241	Intermediate Similarity	NPD7901	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD4786	Approved
0.7176	Intermediate Similarity	NPD7285	Clinical (unspecified phase)
0.716	Intermediate Similarity	NPD4223	Phase 3
0.716	Intermediate Similarity	NPD4221	Approved
0.716	Intermediate Similarity	NPD3667	Approved
0.7125	Intermediate Similarity	NPD4695	Discontinued
0.7108	Intermediate Similarity	NPD5329	Approved
0.7024	Intermediate Similarity	NPD7521	Approved
0.7024	Intermediate Similarity	NPD7334	Approved
0.7024	Intermediate Similarity	NPD5330	Approved
0.7024	Intermediate Similarity	NPD6098	Approved
0.7024	Intermediate Similarity	NPD7146	Approved
0.7024	Intermediate Similarity	NPD6409	Approved
0.7024	Intermediate Similarity	NPD6684	Approved
0.7	Intermediate Similarity	NPD7902	Approved
0.6988	Remote Similarity	NPD3665	Phase 1
0.6988	Remote Similarity	NPD3133	Approved
0.6988	Remote Similarity	NPD3666	Approved
0.6988	Remote Similarity	NPD4197	Approved
0.6988	Remote Similarity	NPD3668	Phase 3
0.6941	Remote Similarity	NPD3573	Approved
0.6875	Remote Similarity	NPD3617	Approved
0.6867	Remote Similarity	NPD3527	Clinical (unspecified phase)
0.686	Remote Similarity	NPD6672	Approved
0.686	Remote Similarity	NPD6903	Approved
0.686	Remote Similarity	NPD5737	Approved
0.6824	Remote Similarity	NPD4688	Approved
0.6824	Remote Similarity	NPD4689	Approved
0.6824	Remote Similarity	NPD5205	Approved
0.6824	Remote Similarity	NPD4690	Approved
0.6824	Remote Similarity	NPD4519	Discontinued
0.6824	Remote Similarity	NPD4693	Phase 3
0.6824	Remote Similarity	NPD4138	Approved
0.6824	Remote Similarity	NPD4623	Approved
0.6824	Remote Similarity	NPD3618	Phase 1
0.679	Remote Similarity	NPD7645	Phase 2
0.6782	Remote Similarity	NPD5328	Approved
0.6782	Remote Similarity	NPD6673	Approved
0.6782	Remote Similarity	NPD6080	Approved
0.6782	Remote Similarity	NPD6904	Approved
0.6703	Remote Similarity	NPD7732	Phase 3
0.6703	Remote Similarity	NPD7614	Phase 1
0.6667	Remote Similarity	NPD5208	Approved
0.6629	Remote Similarity	NPD6079	Approved
0.6628	Remote Similarity	NPD5690	Phase 2
0.6628	Remote Similarity	NPD5280	Approved
0.6628	Remote Similarity	NPD3574	Clinical (unspecified phase)
0.6628	Remote Similarity	NPD4694	Approved
0.6591	Remote Similarity	NPD4753	Phase 2
0.6556	Remote Similarity	NPD6399	Phase 3
0.6538	Remote Similarity	NPD4243	Approved
0.6512	Remote Similarity	NPD7520	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD4788	Approved
0.6444	Remote Similarity	NPD6050	Approved
0.6444	Remote Similarity	NPD5693	Phase 1
0.6437	Remote Similarity	NPD5279	Phase 3
0.6429	Remote Similarity	NPD4692	Approved
0.6429	Remote Similarity	NPD4139	Approved
0.6413	Remote Similarity	NPD6356	Clinical (unspecified phase)
0.6386	Remote Similarity	NPD4195	Approved
0.6375	Remote Similarity	NPD4785	Approved
0.6375	Remote Similarity	NPD4784	Approved
0.6374	Remote Similarity	NPD4202	Approved
0.6333	Remote Similarity	NPD5207	Approved
0.6333	Remote Similarity	NPD5692	Phase 3
0.6316	Remote Similarity	NPD7331	Phase 2
0.6304	Remote Similarity	NPD6001	Approved
0.6296	Remote Similarity	NPD7339	Approved
0.6296	Remote Similarity	NPD6942	Approved
0.6277	Remote Similarity	NPD6084	Phase 2
0.6277	Remote Similarity	NPD6083	Phase 2
0.6264	Remote Similarity	NPD5694	Approved
0.6264	Remote Similarity	NPD5281	Approved
0.6264	Remote Similarity	NPD5284	Approved
0.6237	Remote Similarity	NPD4629	Approved
0.6237	Remote Similarity	NPD5210	Approved
0.6224	Remote Similarity	NPD7812	Clinical (unspecified phase)
0.617	Remote Similarity	NPD5220	Clinical (unspecified phase)
0.617	Remote Similarity	NPD4697	Phase 3
0.617	Remote Similarity	NPD5221	Approved
0.617	Remote Similarity	NPD5222	Approved
0.6163	Remote Similarity	NPD4752	Clinical (unspecified phase)
0.6154	Remote Similarity	NPD4096	Approved
0.6105	Remote Similarity	NPD4755	Approved
0.6105	Remote Similarity	NPD5173	Approved
0.6105	Remote Similarity	NPD3495	Discontinued
0.6098	Remote Similarity	NPD5275	Approved
0.6098	Remote Similarity	NPD4190	Phase 3
0.6087	Remote Similarity	NPD8034	Phase 2
0.6087	Remote Similarity	NPD8035	Phase 2
0.6064	Remote Similarity	NPD5695	Phase 3
0.6042	Remote Similarity	NPD5696	Approved
0.6024	Remote Similarity	NPD3701	Clinical (unspecified phase)
0.6022	Remote Similarity	NPD5133	Approved
0.6	Remote Similarity	NPD6938	Clinical (unspecified phase)
0.6	Remote Similarity	NPD6939	Phase 2
0.5979	Remote Similarity	NPD4700	Approved
0.5979	Remote Similarity	NPD4696	Approved
0.5979	Remote Similarity	NPD5286	Approved
0.5979	Remote Similarity	NPD5285	Approved
0.5974	Remote Similarity	NPD7341	Phase 2
0.596	Remote Similarity	NPD6052	Approved
0.5957	Remote Similarity	NPD5769	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD5361	Clinical (unspecified phase)
0.5949	Remote Similarity	NPD5360	Phase 3
0.5941	Remote Similarity	NPD6412	Phase 2
0.5938	Remote Similarity	NPD1799	Clinical (unspecified phase)
0.5934	Remote Similarity	NPD4518	Approved
0.593	Remote Similarity	NPD8259	Clinical (unspecified phase)
0.593	Remote Similarity	NPD7525	Registered
0.5918	Remote Similarity	NPD5223	Approved
0.5904	Remote Similarity	NPD8039	Approved
0.5897	Remote Similarity	NPD4224	Phase 2
0.5895	Remote Similarity	NPD5654	Approved
0.5882	Remote Similarity	NPD8262	Approved
0.5875	Remote Similarity	NPD6923	Approved
0.5875	Remote Similarity	NPD6922	Approved
0.5859	Remote Similarity	NPD5226	Approved
0.5859	Remote Similarity	NPD5091	Approved
0.5859	Remote Similarity	NPD5211	Phase 2
0.5859	Remote Similarity	NPD4633	Approved
0.5859	Remote Similarity	NPD5224	Approved
0.5859	Remote Similarity	NPD5225	Approved
0.5851	Remote Similarity	NPD7631	Approved
0.5842	Remote Similarity	NPD5739	Approved
0.5842	Remote Similarity	NPD6402	Approved
0.5842	Remote Similarity	NPD7128	Approved
0.5842	Remote Similarity	NPD6675	Approved
0.5802	Remote Similarity	NPD4244	Approved
0.5802	Remote Similarity	NPD7144	Approved
0.5802	Remote Similarity	NPD4789	Approved
0.5802	Remote Similarity	NPD4245	Approved
0.5802	Remote Similarity	NPD7143	Approved
0.58	Remote Similarity	NPD4754	Approved
0.58	Remote Similarity	NPD5175	Approved
0.58	Remote Similarity	NPD5174	Approved
0.5784	Remote Similarity	NPD6614	Approved
0.5778	Remote Similarity	NPD1694	Approved
0.5773	Remote Similarity	NPD5959	Approved
0.5755	Remote Similarity	NPD6858	Approved
0.5755	Remote Similarity	NPD7094	Approved
0.5745	Remote Similarity	NPD7609	Phase 3
0.5745	Remote Similarity	NPD6411	Approved
0.5743	Remote Similarity	NPD5141	Approved
0.5732	Remote Similarity	NPD4809	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD4808	Clinical (unspecified phase)
0.5732	Remote Similarity	NPD7152	Approved
0.5732	Remote Similarity	NPD5777	Approved
0.5732	Remote Similarity	NPD7150	Approved
0.5732	Remote Similarity	NPD7151	Approved
0.5732	Remote Similarity	NPD6081	Approved
0.5728	Remote Similarity	NPD6899	Approved
0.5728	Remote Similarity	NPD6881	Approved
0.5728	Remote Similarity	NPD7320	Approved
0.5714	Remote Similarity	NPD7638	Approved
0.5714	Remote Similarity	NPD5783	Phase 3
0.5699	Remote Similarity	NPD6051	Approved
0.5698	Remote Similarity	NPD5784	Clinical (unspecified phase)
0.5686	Remote Similarity	NPD4767	Approved
0.5686	Remote Similarity	NPD4768	Approved
0.5686	Remote Similarity	NPD6008	Approved
0.5679	Remote Similarity	NPD3700	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD3699	Clinical (unspecified phase)
0.5679	Remote Similarity	NPD3698	Phase 2
0.5673	Remote Similarity	NPD6373	Approved
0.5673	Remote Similarity	NPD6372	Approved
0.5657	Remote Similarity	NPD7639	Approved
0.5657	Remote Similarity	NPD6404	Discontinued
0.5657	Remote Similarity	NPD7640	Approved
0.5641	Remote Similarity	NPD5325	Clinical (unspecified phase)
0.5631	Remote Similarity	NPD5701	Approved
0.5631	Remote Similarity	NPD5697	Approved
0.5619	Remote Similarity	NPD7102	Approved
0.5619	Remote Similarity	NPD7290	Approved
0.5619	Remote Similarity	NPD6883	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