NPASS Compound

Structure

NPC230920 OpenBabel06302215282D 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 1 0 0 0 0 0 0 0 0 0 -2.4300 4.2307 0.0000 C 0 0 2 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 2 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 2 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 1 0 0 0 16 17 1 0 0 0 0 16 45 1 0 0 0 0 17 18 1 6 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 6 0 0 0 44 45 1 0 0 0 0 44 49 1 1 0 0 0 45 46 1 6 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:	1.649
LogD:	0.827
LogS:	-5.393
# 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:	-7.205
MDCK Permeability:	4.777714366355212e-06
Pgp-inhibitor:	0.262
Pgp-substrate:	0.0
Human Intestinal Absorption (HIA):	0.997
20% Bioavailability (F20%):	0.262
30% Bioavailability (F30%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0
Plasma Protein Binding (PPB):	86.95203399658203%
Volume Distribution (VD):	0.257
Pgp-substrate:	74.61972045898438%

ADMET: Metabolism

CYP1A2-inhibitor:	0.024
CYP1A2-substrate:	0.002
CYP2C19-inhibitor:	0.004
CYP2C19-substrate:	0.018
CYP2C9-inhibitor:	0.203
CYP2C9-substrate:	0.017
CYP2D6-inhibitor:	0.0
CYP2D6-substrate:	0.048
CYP3A4-inhibitor:	0.002
CYP3A4-substrate:	0.001

ADMET: Excretion

Clearance (CL):	7.497
Half-life (T1/2):	0.889

ADMET: Toxicity

hERG Blockers:	0.064
Human Hepatotoxicity (H-HT):	0.084
Drug-inuced Liver Injury (DILI):	0.997
AMES Toxicity:	0.061
Rat Oral Acute Toxicity:	0.0
Maximum Recommended Daily Dose:	0.013
Skin Sensitization:	0.941
Carcinogencity:	0.005
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: NPC230920

Natural Product ID:	NPC230920
*Common Name:**	UDYKDZHZAKSYCO-WETOHNLWSA-N
IUPAC Name:	n.a.
Synonyms:
Standard InCHIKey:	UDYKDZHZAKSYCO-WETOHNLWSA-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+/m0/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:	n.a.
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
NPO29027	Khaya grandifoliola	Species	Meliaceae	Eukaryota	n.a.	seed	n.a.	PMID[10661881]
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10757717]
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757728]
NPO24219	Erylus nobilis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[11421740]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11430011]
NPO24219	Erylus nobilis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[11908993]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11914965]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350165]
NPO12848	Carpinus cordata	Species	Betulaceae	Eukaryota	stems	n.a.	n.a.	PMID[12350169]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	Okinawan, Japan	n.a.	PMID[14695804]
NPO297	Methylobacterium extorquens	Species	Methylobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15074037]
NPO21790	Croton insularis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15104505]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15332859]
NPO15915	Edgeworthia gardneri	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15387673]
NPO15538	Eucalyptus citriodora	Species	Myrtaceae	Eukaryota	Leaves	the campus of Panjab University, Chandigarh, India		PMID[16989303]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17407351]
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	PMID[17827010]
NPO20637	Piper acutifolium	Species	Piperaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18712933]
NPO28146	Liriope spicata	Species	Asparagaceae	Eukaryota	Tuberous root	n.a.	n.a.	PMID[19874043]
NPO28358	Pleuranthodium racemigerum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20297825]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20488581]
NPO23499	Carpesium faberi	Species	Asteraceae	Eukaryota	whole plant	Changshou County, Chongqing, China	2008-Aug	PMID[21109433]
NPO28186	Trididemnum solidum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21341712]
NPO28186	Trididemnum solidum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21770369]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[24054487]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24412339]
NPO15538	Eucalyptus citriodora	Species	Myrtaceae	Eukaryota	Essential oil	n.a.	n.a.	PMID[24641242]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[25987373]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27116034]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[28294414]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29667821]
NPO28186	Trididemnum solidum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	PMID[3373220]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[7807132]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16884	Convallaria keiskei	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21625	Bidens tripartita	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7987	Tilia vulgaris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28146	Liriope spicata	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16642	Astrantia major	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22455	Corydalis sewerzowi	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7987	Tilia vulgaris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15697	Camellia sasanqua	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28598	Cotylelobium lanceolatum	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15538	Eucalyptus citriodora	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28146	Liriope spicata	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21625	Bidens tripartita	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22455	Corydalis sewerzowi	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26426.1	Cassia javanica subsp. nodosa	Subspecies	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16884	Convallaria keiskei	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16642	Astrantia major	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7987	Tilia vulgaris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16884	Convallaria keiskei	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO24090	Aplysilla rosea	Species	Darwinellidae	Eukaryota	n.a.	Austrila	n.a.	Database[Title]
NPO28146	Liriope spicata	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO11002	Hopea jucunda	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22595	Trapa bicornis	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28706	Sideritis caesarea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23610	Aconitum tianschanicum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15697	Camellia sasanqua	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20219	Rhizobium etli	Species	Rhizobiaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO26426.1	Cassia javanica subsp. nodosa	Subspecies	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24249	Codonopsis cordifolioidea	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5782	Aniba rosaeodora	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11987	Silene inflata	Species	Caryophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16125	Micromonas pusilla	Species	Mamiellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28286	Mitragyna hirsuta	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23834	Chlamydomonas allensworthii	Species	Chlamydomonadaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14463	Dirca occidentalis	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24409	Evasterias troschelii	Species	Asteriidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28395	Tradescantia pallida	Species	Commelinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24048	Cladonia pityrea	Species	Cladoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16718	Pinna nobilis	Species	Pinnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28376	Syncarpia laurifolia	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23459	Onoseris alata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21625	Bidens tripartita	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5866	Bitis arietans	Species	Viperidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23281	Aplysinella rhax	Species	Aplysinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16043	Centaurea musimomum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4010	Flemingia philippinensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5777	Pimelobacter simplex	Species	0cardioidaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28186	Trididemnum solidum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5047	Evodiopanax innovans	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO820	Grindelia perennis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21790	Croton insularis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14807	Arenaria juncea	Species	Scolopacidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11436	Baeomyces roseus	Species	Baeomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13139	Anatheca montagnei	Species	Solieriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28548	Thalictrum strictum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO297	Methylobacterium extorquens	Species	Methylobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO24445	Arbacia pustulosa	Species	Arbaciidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8804	Raputia simulans	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16884	Convallaria keiskei	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17737	Lepidorhinus squamosus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO23739	Staehelina fruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23792	Gomphostemma parviflorum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15349	Acacia sparsiflora	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO738	Dahlstedtia pentaphylla	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28076	Celtis durandii	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12429	Acicarpha tribuloides	Species	Calyceraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16025	Werneria decora	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16557	Polygala ruwenzoriensis	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14787	Argyrochosma fendleri	Species	Pteridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24408	Ariocarpus fissuratus	Species	Cactaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21963	Hypericum japonicum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23211	Xyris indica	Species	Xyridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16475	Plumbago pulchella	Species	Plumbaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22455	Corydalis sewerzowi	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23114	Cacalia robusta	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23961	Scytonema ocellatum	Species	Scytonemataceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO12293	Euphorbia iberica	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2827	Plumeria alba	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24005	Mytilus galloprovincialis	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24364	Petrosia corticata	Species	Petrosiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24090	Aplysilla rosea	Species	Darwinellidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29027	Khaya grandifoliola	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19535	Senecio zoellneri	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22143	Genista sessilifolia	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21827	Albatrellus caeruleoporus	Species	Albatrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29418	Rugosa rugosa	Species	Ranidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15915	Edgeworthia gardneri	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23696	Solanum diflorum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2038	Myrtus tomentosa	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7987	Tilia vulgaris	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11994	Thesium humile	Species	Thesiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23043	Cryptolestes pusillus	Species	Laemophloeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12490	Lecidea speirodes	Species	Lecideaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23318	Aconitum palmatum	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20637	Piper acutifolium	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14936	Agave shawii	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22324	Erium villosum	Species	Pseudococcidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23413	Crematogaster africana	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24219	Erylus nobilis	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO16796	Rumex conglomeratus	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13199	Syzygium jambos	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24176	Streptomyces fradiae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO13442	Eucalyptus regnans	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27733	Rosa hybrid cultivar	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14313	Pachybasium candidum	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28358	Pleuranthodium racemigerum	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23924	Psilotum nudum	Species	Psilotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13127	Vallaris heynei	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23920	Amanita pseudoporphyria	Species	Amanitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15588	Senecio desfontainei	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11808	Ania latifolia	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4589	Sarcotragus spinosulus	Species	Irciniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28598	Cotylelobium lanceolatum	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20998	Machaerium kuhlmannii	Species	Dolichopodidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28146	Liriope spicata	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8593	Zygosaccharomyces rouxii	Species	Saccharomycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24290	Claviceps microcephala	Species	Clavicipitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15538	Eucalyptus citriodora	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12848	Carpinus cordata	Species	Betulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27993	Bacillus badius	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO9479	Ambrosia grayi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23499	Carpesium faberi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16642	Astrantia major	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23364	Lambertella corni	Species	Rutstroemiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24132	Euphausia superba	Species	Euphausiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15205	Alaria crispa	Species	Alariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23884	Hippobroma longiflora	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18976	Centaurea arbutifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO23545	Vellozia streptophylla	Species	Velloziaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15797	Drypetes littoralis	Species	Putranjivaceae	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 NPC230920 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 NPC230920 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