NPASS Compound

Structure

NPC36462 OpenBabel06302215532D 86 95 0 0 1 0 0 0 0 0999 V2000 3.4280 2.9688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5710 2.4740 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5710 1.4844 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7140 0.9896 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8570 1.4844 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8570 2.4740 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7140 2.9688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.9583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8570 4.4531 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8570 5.4427 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 5.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8570 5.4427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8570 4.4531 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.7140 3.9583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5710 4.4531 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5710 5.4427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4280 5.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2850 5.4427 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.2850 6.4323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2850 4.4531 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1420 3.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9990 4.4531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9990 5.4427 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.7130 4.4531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1420 5.9375 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.1420 6.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9990 7.4219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8560 6.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7130 7.4219 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.7130 8.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5700 8.9063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0648 9.7633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0753 9.7633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4270 8.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4270 7.4219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5700 6.9271 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 8.5700 5.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7130 5.4427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8560 5.9375 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.8560 4.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4270 6.4323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4270 5.4427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2841 6.9271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1411 6.4323 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.9981 6.9271 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.8551 6.4323 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8551 5.4427 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.9981 4.9479 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.9981 3.9583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8551 3.4635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8551 2.4740 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.7121 1.9792 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.7121 0.9896 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8551 0.4948 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.9981 0.9896 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.1411 0.4948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1411 -0.4948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9981 1.9792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8551 -0.4948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.5691 0.4948 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.5691 2.4740 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1411 5.4427 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7121 4.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7121 6.9271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9981 7.9167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4280 3.9583 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9332 3.1013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9228 3.1013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9124 3.1013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7140 5.9375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7140 3.9583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7140 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8570 -0.4948 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8570 -1.4844 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.9792 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8570 -1.4844 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8570 -0.4948 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7140 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7140 0.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7140 -1.9792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.9688 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7140 -1.9792 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4280 0.9896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 1 0 0 0 2 3 1 0 0 0 0 2 7 1 0 0 0 0 3 4 1 0 0 0 0 3 86 1 6 0 0 0 4 5 1 0 0 0 0 4 74 1 1 0 0 0 5 6 1 0 0 0 0 5 73 1 1 0 0 0 6 7 1 0 0 0 0 6 8 1 6 0 0 0 9 8 1 6 0 0 0 9 10 1 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 72 1 1 0 0 0 11 12 1 0 0 0 0 11 71 1 6 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 1 0 0 0 15 16 1 0 0 0 0 16 67 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 26 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 21 22 1 0 0 0 0 21 67 1 0 0 0 0 22 23 1 0 0 0 0 23 24 1 0 0 0 0 24 40 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 26 27 1 0 0 0 0 27 28 1 0 0 0 0 28 29 2 0 0 0 0 29 40 1 0 0 0 0 29 30 1 0 0 0 0 30 37 1 0 0 0 0 30 31 1 0 0 0 0 31 32 1 0 0 0 0 32 33 1 0 0 0 0 32 34 1 0 0 0 0 32 35 1 0 0 0 0 35 36 1 0 0 0 0 36 37 1 0 0 0 0 37 38 1 0 0 0 0 37 42 1 0 0 0 0 38 39 1 0 0 0 0 39 40 1 0 0 0 0 40 41 1 0 0 0 0 42 43 2 0 0 0 0 42 44 1 0 0 0 0 45 44 1 1 0 0 0 45 46 1 0 0 0 0 45 63 1 0 0 0 0 46 47 1 0 0 0 0 46 66 1 6 0 0 0 47 48 1 0 0 0 0 47 65 1 1 0 0 0 48 49 1 0 0 0 0 48 64 1 6 0 0 0 49 50 1 1 0 0 0 49 63 1 0 0 0 0 50 51 1 0 0 0 0 52 51 1 1 0 0 0 52 53 1 0 0 0 0 52 59 1 0 0 0 0 53 54 1 0 0 0 0 53 62 1 6 0 0 0 54 55 1 0 0 0 0 54 61 1 1 0 0 0 55 56 1 0 0 0 0 55 60 1 6 0 0 0 56 57 1 1 0 0 0 56 59 1 0 0 0 0 57 58 1 0 0 0 0 67 68 1 0 0 0 0 67 69 1 0 0 0 0 69 70 1 0 0 0 0 75 74 1 1 0 0 0 75 76 1 0 0 0 0 75 82 1 0 0 0 0 76 77 1 0 0 0 0 76 85 1 6 0 0 0 77 78 1 0 0 0 0 77 84 1 1 0 0 0 78 79 1 0 0 0 0 78 83 1 6 0 0 0 79 80 1 1 0 0 0 79 82 1 0 0 0 0 80 81 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	262.16
Volume:	284.004
LogP:	3.919
LogD:	2.628
LogS:	-3.554
# Rotatable Bonds:	4
TPSA:	46.53
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	3

MedChem Properties

QED Drug-Likeness Score:	0.852
Synthetic Accessibility Score:	2.768
Fsp3:	0.562
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-4.749
MDCK Permeability:	2.6428377168485895e-05
Pgp-inhibitor:	0.235
Pgp-substrate:	0.001
Human Intestinal Absorption (HIA):	0.012
20% Bioavailability (F20%):	0.931
30% Bioavailability (F30%):	0.179

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.847
Plasma Protein Binding (PPB):	80.62592315673828%
Volume Distribution (VD):	0.896
Pgp-substrate:	22.610288619995117%

ADMET: Metabolism

CYP1A2-inhibitor:	0.439
CYP1A2-substrate:	0.391
CYP2C19-inhibitor:	0.555
CYP2C19-substrate:	0.531
CYP2C9-inhibitor:	0.199
CYP2C9-substrate:	0.892
CYP2D6-inhibitor:	0.254
CYP2D6-substrate:	0.867
CYP3A4-inhibitor:	0.128
CYP3A4-substrate:	0.256

ADMET: Excretion

Clearance (CL):	2.672
Half-life (T1/2):	0.696

ADMET: Toxicity

hERG Blockers:	0.009
Human Hepatotoxicity (H-HT):	0.123
Drug-inuced Liver Injury (DILI):	0.165
AMES Toxicity:	0.131
Rat Oral Acute Toxicity:	0.224
Maximum Recommended Daily Dose:	0.049
Skin Sensitization:	0.563
Carcinogencity:	0.152
Eye Corrosion:	0.003
Eye Irritation:	0.087
Respiratory Toxicity:	0.188

Download Data

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

Natural Product: NPC36462

Natural Product ID:	NPC36462
*Common Name:**	VUEGHZSQVJADCO-JFIOOJCUSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	VUEGHZSQVJADCO-JFIOOJCUSA-N
Standard InCHI:	InChI=1S/C59H96O27/c1-24-34(64)46(84-49-43(73)40(70)37(67)29(20-61)81-49)45(75)51(79-24)85-47-35(65)27(63)21-77-52(47)83-33-11-12-55(4)31(56(33,5)23-62)10-13-58(7)32(55)9-8-25-26-18-54(2,3)14-16-59(26,17-15-57(25,58)6)53(76)86-50-44(74)41(71)38(68)30(82-50)22-78-48-42(72)39(69)36(66)28(19-60)80-48/h8,24,26-52,60-75H,9-23H2,1-7H3/t24-,26?,27+,28+,29+,30+,31?,32?,33?,34-,35-,36+,37+,38+,39-,40-,41-,42+,43+,44+,45+,46+,47+,48+,49-,50-,51-,52-,55?,56?,57?,58?,59?/m0/s1
SMILES:	C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@@H](CO[C@H]1OC1CCC2(C)C(CCC3(C)C2CC=C2C4CC(C)(C)CCC4(CCC32C)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)O2)O)O)O)C1(C)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	11968514
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

*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
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1002/elan.200403102]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.foodchem.2012.02.124]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[11077184]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[17328234]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[18321056]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20815207]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	bark	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[21319773]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower	n.a.	PMID[21804227]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	flower buds	Henan province, China	2005-MAY	PMID[21942812]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[21942812]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[22207282]
NPO17072	Lonicera macranthoides	Species	Caprifoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[22822669]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265495]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[23806866]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[24279769]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	Konya, Turkey	2007-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	root bark	University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic	2011-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	leaves	Chungbuk, Korea	n.a.	PMID[25935644]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[25981820]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	latex	n.a.	PMID[27294120]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	Root barks	n.a.	n.a.	PMID[3097265]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8516	Dipsacus asperoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17181	Laguncularia racemosa	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17181	Laguncularia racemosa	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8516	Dipsacus asperoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17072	Lonicera macranthoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8516	Dipsacus asperoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17072	Lonicera macranthoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8516	Dipsacus asperoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8516	Dipsacus asperoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17072	Lonicera macranthoides	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17181	Laguncularia racemosa	Species	Combretaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28265	Morus alba	Species	Moraceae	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

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

☑ 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 NPC36462 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	261
0.1-0.2	1737
0.2-0.3	5108
0.3-0.4	11934
0.4-0.5	10269
0.5-0.6	6164
0.6-0.7	3984
0.7-0.8	1930
0.8-0.85	607
0.85-0.9	291
0.9-0.95	169
0.95-1	243

Similarity Score	Similarity Level	Natural Product ID

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 NPC36462 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	241
0.1-0.2	2042
0.2-0.3	3876
0.3-0.4	1952
0.4-0.5	598
0.5-0.6	266
0.6-0.7	142
0.7-0.8	21
0.8-0.85	8
0.85-0.9	3
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage

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