NPASS Compound

Structure

NPC300564 OpenBabel06302216122D 67 75 0 0 1 0 0 0 0 0999 V2000 -0.8030 0.5718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7093 1.5531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1874 1.9626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7204 2.7919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7204 3.7777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5741 4.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4278 3.7777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4278 2.7919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5741 2.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5741 1.3133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2815 2.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2815 4.2706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1874 4.6070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8330 5.3520 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7093 5.0165 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6850 4.8762 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4300 4.2307 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7078 3.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4300 2.3390 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6850 1.6934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0946 0.7967 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4058 4.0904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3025 4.4999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9481 3.7549 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8355 5.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6892 4.8363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5429 5.3292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5429 6.3150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6892 6.8079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8355 6.3150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3025 7.1443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4058 7.5538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0248 7.0174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2555 6.2316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0248 5.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4058 4.9094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9163 5.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0017 6.1033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5977 6.4693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4973 7.4500 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1724 6.6362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9825 5.0929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5951 4.7928 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8501 5.1331 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4073 5.8221 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6850 6.7679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4300 7.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0205 8.3102 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5623 4.4632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5301 4.6023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0799 3.7841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3145 2.8413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9515 7.1778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0538 7.3214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2293 7.3046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8011 8.1076 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6443 8.2181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9702 7.2715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6892 7.7937 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3966 6.8079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3966 4.8363 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9904 1.3908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8967 0.4095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0937 -0.9813 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6997 -0.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8871 1.8003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 64 2 0 0 0 0 1 2 1 0 0 0 0 2 20 1 0 0 0 0 2 3 2 0 0 0 0 3 4 1 0 0 0 0 3 62 1 0 0 0 0 4 9 2 0 0 0 0 4 5 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 7 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 16 15 1 6 0 0 0 16 17 1 0 0 0 0 16 45 1 0 0 0 0 17 18 1 1 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 22 23 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 25 30 2 0 0 0 0 25 26 1 0 0 0 0 26 27 2 0 0 0 0 27 28 1 0 0 0 0 27 61 1 0 0 0 0 28 29 2 0 0 0 0 28 60 1 0 0 0 0 29 30 1 0 0 0 0 29 59 1 0 0 0 0 30 31 1 0 0 0 0 31 55 2 0 0 0 0 31 32 1 0 0 0 0 32 47 1 0 0 0 0 32 33 2 0 0 0 0 33 34 1 0 0 0 0 33 53 1 0 0 0 0 34 39 2 0 0 0 0 34 35 1 0 0 0 0 35 50 1 0 0 0 0 35 36 2 0 0 0 0 36 37 1 0 0 0 0 36 43 1 0 0 0 0 37 38 2 0 0 0 0 37 42 1 0 0 0 0 38 39 1 0 0 0 0 38 41 1 0 0 0 0 39 40 1 0 0 0 0 43 44 1 0 0 0 0 43 52 1 1 0 0 0 44 45 1 0 0 0 0 44 49 1 1 0 0 0 45 46 1 1 0 0 0 46 47 1 0 0 0 0 47 48 2 0 0 0 0 49 50 1 0 0 0 0 50 51 2 0 0 0 0 53 54 2 0 0 0 0 53 58 1 0 0 0 0 54 55 1 0 0 0 0 54 57 1 0 0 0 0 55 56 1 0 0 0 0 62 63 2 0 0 0 0 62 67 1 0 0 0 0 63 64 1 0 0 0 0 63 66 1 0 0 0 0 64 65 1 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	934.07
Volume:	816.5
LogP:	1.626
LogD:	0.687
LogS:	-4.383
# Rotatable Bonds:	0
TPSA:	455.18
# H-Bond Aceptor:	26
# H-Bond Donor:	16
# Rings:	10
# Heavy Atoms:	26

MedChem Properties

QED Drug-Likeness Score:	0.059
Synthetic Accessibility Score:	7.068
Fsp3:	0.146
Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted
GSK Rule:	Rejected
BMS Rule:	1
Golden Triangle Rule:	Rejected
Chelating Alert:	1
PAINS Alert:	1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-7.245
MDCK Permeability:	2.885225740101305e-06
Pgp-inhibitor:	0.175
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	1.0
20% Bioavailability (F20%):	0.944
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	87.37267303466797%
Volume Distribution (VD):	0.219
Pgp-substrate:	59.57652282714844%

ADMET: Metabolism

CYP1A2-inhibitor:	0.031
CYP1A2-substrate:	0.002
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.018
CYP2C9-inhibitor:	0.195
CYP2C9-substrate:	0.014
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.048
CYP3A4-inhibitor:	0.002
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	8.041
Half-life (T1/2):	0.902

ADMET: Toxicity

hERG Blockers:	0.023
Human Hepatotoxicity (H-HT):	0.306
Drug-inuced Liver Injury (DILI):	0.998
AMES Toxicity:	0.061
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.006
Skin Sensitization:	0.928
Carcinogencity:	0.002
Eye Corrosion:	0.003
Eye Irritation:	0.908
Respiratory Toxicity:	0.0

Download Data

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

Natural Product: NPC300564

Natural Product ID:	NPC300564
*Common Name:**	UDYKDZHZAKSYCO-CIBWSTISSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	UDYKDZHZAKSYCO-CIBWSTISSA-N
Standard InCHI:	InChI=1S/C41H26O26/c42-8-1-5-12(24(48)21(8)45)13-6(2-9(43)22(46)25(13)49)39(60)65-34-11(4-63-37(5)58)64-38(59)7-3-10(44)23(47)26(50)14(7)15-18-16(28(52)32(56)27(15)51)17-19-20(30(54)33(57)29(17)53)31(55)35(66-41(19)62)36(34)67-40(18)61/h1-3,11,31,34-36,42-57H,4H2/t11-,31+,34-,35+,36+/m1/s1
SMILES:	c1c2c(-c3c(cc(c(c3O)O)O)C(=O)O[C@@H]3[C@@H](COC2=O)OC(=O)c2cc(c(c(c2-c2c4c(-c5c6c(c(c(c5O)O)O)[C@@H]([C@@H]([C@H]3OC4=O)OC6=O)O)c(c(c2O)O)O)O)O)O)c(c(c1O)O)O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	n.a.
PubChem CID:	12302512
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000238] Tannins [CHEMONTID:0001710] Hydrolyzable tannins

*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
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1007/s00217-007-0799-1]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1016/j.foodchem.2011.01.077]
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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15620261]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[16309325]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	n.a.	Seoul, Korea	2000-Jun	PMID[16643034]
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.	stem	n.a.	PMID[18239317]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	root	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]
NPO9518	Gardenia jasminoides	Species	Rubiaceae	Eukaryota	fruit	n.a.	n.a.	PMID[19650637]
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]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27524650]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	PMID[29115831]
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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Root Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Stem Bark	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Twig	n.a.	n.a.	Database[FooDB]
NPO21679	Nuphar lutea	Species	Nymphaeaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5723	Quercus robur	Species	Fagaceae	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]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Fruits	n.a.		Database[Phenol-Explorer]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19984	Turpinia ternata	Species	Staphyleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9846	Argyranthemum frutescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10613	Thalictrum longistylum	Species	Ranunculaceae	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[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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21349	Punica granatum	Species	Lythraceae	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]
NPO13980	Euphorbia polygonifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9930	Dendrodoris tuberculosa	Species	Dendrodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11558	Atylosia trinervia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11709	Salvia parryi	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28092	Xyris pterygoblephara	Species	Xyridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9846	Argyranthemum frutescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20523	Bacillus subtilis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO21940	Achillea arabica	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12677	Penicillium kapuscinskii	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26688	Pterogorgia bipinnata	Species	Gorgoniidae	Eukaryota	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]
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]
NPO5723	Quercus robur	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26636	Hakea amplexicaulis	Species	Proteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12081	Streptomyces xanthochromogenes	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO19984	Turpinia ternata	Species	Staphyleaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8128	Malacosoma americanum	Species	Lasiocampidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10613	Thalictrum longistylum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11949	Iris ensata	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12893	Dermolepida albohirtum	Species	Scarabaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8808	Artemisia schimperi	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]
NPO26484	Reniera cratera	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO4544	Gomortega keule	Species	Gomortegaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO963	Litsea pungens	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7050	Picea mariana	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8492	Viburnum urceolatum	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO658	Leucopaxillus gentianeus	Species	Tricholomataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27848	Conoideocrella luteorostrata	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13002	Petasites georgicus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7347	Viguiera oblongifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4240	Elephantopus tomentosus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26120	Catharsius molossus	Species	Scarabaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1038	Phoenix loureiroi	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25757	Meliosma lanceolata	Species	Sabiaceae	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 NPC300564 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	407
0.1-0.2	1710
0.2-0.3	3951
0.3-0.4	9238
0.4-0.5	9402
0.5-0.6	4472
0.6-0.7	6698
0.7-0.8	6431
0.8-0.85	311
0.85-0.9	54
0.9-0.95	14
0.95-1	9

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 NPC300564 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	364
0.1-0.2	964
0.2-0.3	1961
0.3-0.4	2813
0.4-0.5	1782
0.5-0.6	913
0.6-0.7	255
0.7-0.8	94
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
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