NPASS Compound

Natural Product: NPC7551

Natural Product ID	NPC7551
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PUETUDUXMCLALY-HZPDHXFCSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	6336781
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0001392] Lignans, neolignans and related compounds [CHEMONTID:0001969] Dibenzylbutane lignans [CHEMONTID:0001624] Dibenzylbutanediol lignans

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 52 53 0 0 0 0 0 0 0 0999 V2000 1.7054 2.7005 -3.1202 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3756 3.0959 -1.9240 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7375 2.1972 -0.9489 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4725 0.8308 -1.0635 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8418 -0.0500 -0.0776 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4930 0.4252 1.0568 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7545 1.7666 1.1712 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3805 2.6486 0.1773 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6520 3.9986 0.3095 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5817 -1.5126 -0.1093 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3116 -1.8994 0.6566 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2086 -3.4133 0.5919 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3813 -3.9290 1.2245 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0922 -1.2016 0.1778 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0868 -1.5883 1.0659 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3334 -0.8944 0.6699 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2174 -1.4577 -0.2044 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3782 -0.7776 -0.5642 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6446 0.4675 -0.0419 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7655 1.0506 0.8406 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6289 0.3577 1.1778 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0476 2.3000 1.3554 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1995 2.9706 2.2674 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8010 1.1791 -0.3815 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2500 -1.5079 -1.2665 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5031 -2.8446 -1.5224 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3209 1.9633 -3.6799 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5110 3.5618 -3.7583 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7653 2.1983 -2.8389 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9867 0.5236 -1.9563 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7748 -0.2768 1.8167 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2663 2.0894 2.0778 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3983 4.3729 0.8928 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4990 -1.7984 -1.1763 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4614 -2.0170 0.3261 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4883 -1.6349 1.7119 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3737 -3.8313 1.1566 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2429 -3.8368 -0.4058 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4025 -4.9016 1.1775 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2217 -0.1226 0.2645 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2169 -2.6598 1.1986 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8146 -1.1839 2.0863 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0929 -2.4234 -0.6538 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0803 -1.2136 -1.2525 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9307 0.8099 1.8726 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9964 2.2210 3.0879 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2150 3.2258 1.8432 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7117 3.8079 2.7611 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2682 1.6908 0.3633 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1327 -0.9040 -1.5405 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5956 -1.2322 -1.8904 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9811 -3.3411 -0.8510 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 9 1 0 5 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 11 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 20 21 2 0 20 22 1 0 22 23 1 0 19 24 1 0 14 25 1 0 25 26 1 0 8 3 1 0 21 16 1 0 1 27 1 0 1 28 1 0 1 29 1 0 4 30 1 0 6 31 1 0 7 32 1 0 9 33 1 0 10 34 1 0 10 35 1 0 11 36 1 1 12 37 1 0 12 38 1 0 13 39 1 0 14 40 1 6 15 41 1 0 15 42 1 0 17 43 1 0 18 44 1 0 21 45 1 0 23 46 1 0 23 47 1 0 23 48 1 0 24 49 1 0 25 50 1 0 25 51 1 0 26 52 1 0 M END

Standard InCHIKey	PUETUDUXMCLALY-HZPDHXFCSA-N
Standard InCHI	InChI=1S/C20H26O6/c1-25-19-9-13(3-5-17(19)23)7-15(11-21)16(12-22)8-14-4-6-18(24)20(10-14)26-2/h3-6,9-10,15-16,21-24H,7-8,11-12H2,1-2H3/t15-,16-/m1/s1
SMILES	COc1cc(ccc1O)C[C@H](CO)[C@H](Cc1ccc(c(c1)OC)O)CO

Calculated Properties

Physi-Chem Properties

Molecular Weight:	362.17	Volume:	374.286 ? Van der Waals volume.
Dense:	0.968	LogP:	1.429 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.673 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.202 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	9.0	Rigid Bonds:	12.0
TPSA:	99.38 ? Topological Polar Surface Area.	H-Bond Acceptor:	6.0
H-Bond Donor:	4.0	Rings:	2.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.545	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.112	Fsp³:	0.4
MCE-18:	28.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Rejected
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	1	PAINS Alert:	0
Colloidal aggregators:	0.35	Fluc inhibitor:	0.103 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.011 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.351 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.501	Promiscuous compounds:	0.32

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.062	MDCK Permeability:	-4.808
Pgp-inhibitor:	0.256	Pgp-substrate:	0.417
PAMPA:	0.04 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.011
20% Bioavailability (F20%):	0.8	30% Bioavailability (F30%):	0.93
50% Bioavailability (F50%):	0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.001	MRP1:	0.573
Plasma Protein Binding (PPB):	60.646%	Volume Distribution (VD):	-0.186
Fu:	37.89% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.998	BCRP inhibitor:	0.463
BSEP inhibitor:	0.98

ADMET: Metabolism

CYP1A2-inhibitor:	0.065	CYP1A2-substrate:	0.511
CYP2C19-inhibitor:	0.996	CYP2C19-substrate:	0.867
CYP2C9-inhibitor:	0.999	CYP2C9-substrate:	0.172
CYP2D6-inhibitor:	0.996	CYP2D6-substrate:	0.971
CYP3A4-inhibitor:	0.512	CYP3A4-substrate:	0.999
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.92 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

8.606

Half-life (T1/2):

1.68

ADMET: Toxicity

hERG Blockers:	0.064	hERG Blockers (10um):	0.306
Human Hepatotoxicity (H-HT):	0.723	Drug-induced Liver Injury (DILI):	0.176
AMES Toxicity:	0.616	Rat Oral Acute Toxicity:	0.039
Maximum Recommended Daily Dose:	0.029	Skin Sensitization:	0.994
Carcinogencity:	0.227	Eye Corrosion:	0.011
Eye Irritation:	0.935	Respiratory Toxicity:	0.113
Drug-induced Neurotoxicity:	0.256	Ototoxicity:	0.814
Hematotoxicity:	0.184	Drug-induced Nephrotoxicity:	0.656
Genotoxicity:	0.248	RPMI-8226 Immunitoxicity:	0.085
A549 Cytotoxicity:	0.211	Hek293 Cytotoxicity:	0.216
BCF:	0.935 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.327 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.704 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.918 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.1002/ejlt.201100207]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	fruit	n.a.	DOI[10.1007/s00217-007-0799-1]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	flower	n.a.	DOI[10.1016/j.foodchem.2011.01.077]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.		DOI[10.5219/332]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11520216]
NPO27025	Erylus trisphaerus	Species	Geodiidae	Eukaryota	n.a.	Dominican	n.a.	PMID[12713417]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[15620261]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	New Caledonia	n.a.	PMID[15652581]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16499326]
NPO27576	Lysiana subfalcata	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18222087]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1955887]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO19202	Phaeolus schweinitzii	Species	Hymenochaetaceae	Eukaryota	fruits	Tibetan Plateau	n.a.	PMID[23869482]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24417583]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24813739]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seeds	n.a.	n.a.	PMID[26923696]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2878063]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	Roots	n.a.	n.a.	PMID[32004936]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36560643]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39053741]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39138188]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39527985]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7130988]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	bark	n.a.	n.a.	PMID[7623034]
NPO17467	Aframomum aulacocarpos	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7964787]
NPO27215	Gracilaria textorii	Species	Gracilariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27274	Amsinckia tessellata	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27696	Anolis lineatopus	Species	Iguanidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27761	Aspalathus linearis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27076	Aspergillus mutabilis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27237	Aucuba chinensis	Species	Garryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27419	Aurelia aurita	Species	Ulmaridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25349	Bistorta vivipara	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29217	Brickellia vernicosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27290	Carica dodecaphylla	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14449	Cedronella canariensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27470	Centaurea huber-morathii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27312	Citrus tangerina	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27345	Crocus minimus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27376	Curculigo pilosa	Species	Hypoxidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27732	Cynometra lujae	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27138	Entada rheedei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27025	Erylus trisphaerus	Species	Geodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27788	Eupatorium areolare	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22520	Felimida luteorosea	Species	Chromodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19173	Gleditsia caspica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27597	Haplophyllum ramosissimum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27712	Helichrysum mixtum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15795	Humata pectinata	Species	Davalliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6917	Kali turgidum	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27576	Lysiana subfalcata	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29241	Macaranga peltata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15868	Nostoc spongiaeforme	Species	Nostocaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27440	Osteospermum muricatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9698	Parablechnum minus	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27612	Peperomia vulcanica	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19202	Phaeolus schweinitzii	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18100	Physalis edulis	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26912	Premna tomentosa	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27525	Saussurea amara	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27815	Sia ferox	Species	Stenopelmatidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27394	Sideritis euboea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27495	Sisyrinchium californicum	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27840	Stephania elegans	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26882	Swertia swertopsis	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27453	Trichoderma koningi	Species	Hypocreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27050	Tsuga chinensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27800	Usnea undulata	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27254	Utricularia australis	Species	Lentibulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27099	Virgilia divaricata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO766	Chlorophora excelsa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9069	Persicaria tinctoria	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17467	Aframomum aulacocarpos	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18331	Agnorhiza ovata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15938	Cephalotaxus mannii	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14083	Cinnamomum oliveri	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15788	Galium aparine	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11806	Gardenia gordonii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15431	Luidia clathrata	Species	Luidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17938	Plectranthus albidus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13387	Senecio sundbergii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18017	Stapelia grandiflora	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15223	Trema humbertii	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10512	Yersinia pseudotuberculosis	Species	Yersiniaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25114	Linum usitatissimum	Species	Linaceae	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	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]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	Seed Oil	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]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27376	Curculigo pilosa	Species	Hypoxidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO766	Chlorophora excelsa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[HerDing]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15788	Galium aparine	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27237	Aucuba chinensis	Species	Garryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	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]
NPO27612	Peperomia vulcanica	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9069	Persicaria tinctoria	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27376	Curculigo pilosa	Species	Hypoxidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15788	Galium aparine	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27840	Stephania elegans	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9698	Parablechnum minus	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO766	Chlorophora excelsa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[TCMID]
NPO15788	Galium aparine	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27064	Taxus brevifolia	Species	Taxaceae	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]
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4554	Isatis tinctoria	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9069	Persicaria tinctoria	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27761	Aspalathus linearis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27064	Taxus brevifolia	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27495	Sisyrinchium californicum	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11806	Gardenia gordonii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27007	Cunonia macrophylla	Species	Cunoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27215	Gracilaria textorii	Species	Gracilariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29217	Brickellia vernicosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27312	Citrus tangerina	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27612	Peperomia vulcanica	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21349	Punica granatum	Species	Lythraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15795	Humata pectinata	Species	Davalliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9698	Parablechnum minus	Species	Blechnaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27470	Centaurea huber-morathii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27138	Entada rheedei	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22520	Felimida luteorosea	Species	Chromodorididae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27237	Aucuba chinensis	Species	Garryaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27254	Utricularia australis	Species	Lentibulariaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6917	Kali turgidum	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26969	Sagittaria sagittifolia	Species	Alismataceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18100	Physalis edulis	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27675	Platycarya strobilacea	Species	Juglandaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27099	Virgilia divaricata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27376	Curculigo pilosa	Species	Hypoxidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27050	Tsuga chinensis	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19202	Phaeolus schweinitzii	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27440	Osteospermum muricatum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19173	Gleditsia caspica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27597	Haplophyllum ramosissimum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27788	Eupatorium areolare	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18331	Agnorhiza ovata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27525	Saussurea amara	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25349	Bistorta vivipara	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27732	Cynometra lujae	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14449	Cedronella canariensis	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27345	Crocus minimus	Species	Iridaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15868	Nostoc spongiaeforme	Species	Nostocaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO29241	Macaranga peltata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17467	Aframomum aulacocarpos	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27025	Erylus trisphaerus	Species	Geodiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27815	Sia ferox	Species	Stenopelmatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27640	Sorbus tianschanica	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27696	Anolis lineatopus	Species	Iguanidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13387	Senecio sundbergii	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15431	Luidia clathrata	Species	Luidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18017	Stapelia grandiflora	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27274	Amsinckia tessellata	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27394	Sideritis euboea	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27290	Carica dodecaphylla	Species	Caricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27419	Aurelia aurita	Species	Ulmaridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27076	Aspergillus mutabilis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26912	Premna tomentosa	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27576	Lysiana subfalcata	Species	Loranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27840	Stephania elegans	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27712	Helichrysum mixtum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9069	Persicaria tinctoria	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27800	Usnea undulata	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14083	Cinnamomum oliveri	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15223	Trema humbertii	Species	Cannabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26882	Swertia swertopsis	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10512	Yersinia pseudotuberculosis	Species	Yersiniaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27453	Trichoderma koningi	Species	Hypocreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15788	Galium aparine	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8874	Glehnia littoralis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15938	Cephalotaxus mannii	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO766	Chlorophora excelsa	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17938	Plectranthus albidus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4554	Isatis tinctoria	Species	Brassicaceae	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	Organism Name	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

Molecular-level activity

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

In vitro activity

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

In vivo activity

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

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC7551 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	22518
0.1-0.2	21422
0.2-0.3	5018
0.3-0.4	570
0.4-0.5	214
0.5-0.6	76
0.6-0.7	17
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC85488
0.8421	Intermediate Similarity	NPC487676
0.825	Intermediate Similarity	NPC607444
0.7297	Intermediate Similarity	NPC165133
0.7297	Intermediate Similarity	NPC242885
0.7297	Intermediate Similarity	NPC95614
0.7297	Intermediate Similarity	NPC232316
0.7027	Intermediate Similarity	NPC221049
0.6977	Remote Similarity	NPC5428
0.6667	Remote Similarity	NPC255675
0.6667	Remote Similarity	NPC156840
0.6429	Remote Similarity	NPC31344
0.6429	Remote Similarity	NPC317769
0.641	Remote Similarity	NPC471693
0.64	Remote Similarity	NPC487677
0.64	Remote Similarity	NPC487675
0.6316	Remote Similarity	NPC257124
0.6279	Remote Similarity	NPC56214
0.6154	Remote Similarity	NPC8547
0.6154	Remote Similarity	NPC140359
0.6154	Remote Similarity	NPC610284
0.6136	Remote Similarity	NPC227217
0.6136	Remote Similarity	NPC117780
0.6	Remote Similarity	NPC127587
0.6	Remote Similarity	NPC193544
0.5882	Remote Similarity	NPC187998
0.5882	Remote Similarity	NPC257582
0.5882	Remote Similarity	NPC241522
0.5833	Remote Similarity	NPC173308
0.5833	Remote Similarity	NPC181079
0.5818	Remote Similarity	NPC608199
0.5769	Remote Similarity	NPC610652
0.5745	Remote Similarity	NPC603109
0.5714	Remote Similarity	NPC57490
0.5714	Remote Similarity	NPC476343
0.5714	Remote Similarity	NPC120852
0.5714	Remote Similarity	NPC603326
0.5714	Remote Similarity	NPC603989
0.5682	Remote Similarity	NPC312675
0.5682	Remote Similarity	NPC262156
0.5682	Remote Similarity	NPC184651
0.5682	Remote Similarity	NPC113865
0.566	Remote Similarity	NPC486558
0.5581	Remote Similarity	NPC197757
0.5581	Remote Similarity	NPC17943
0.5581	Remote Similarity	NPC299406
0.5556	Remote Similarity	NPC476968
0.551	Remote Similarity	NPC68779
0.551	Remote Similarity	NPC274356
0.551	Remote Similarity	NPC108598
0.551	Remote Similarity	NPC487680
0.551	Remote Similarity	NPC101748
0.549	Remote Similarity	NPC253481
0.549	Remote Similarity	NPC253722
0.549	Remote Similarity	NPC475875
0.5472	Remote Similarity	NPC23646
0.5472	Remote Similarity	NPC485397
0.5455	Remote Similarity	NPC480479
0.5455	Remote Similarity	NPC280704
0.5455	Remote Similarity	NPC42300
0.5405	Remote Similarity	NPC7097
0.5385	Remote Similarity	NPC184613
0.5385	Remote Similarity	NPC293619
0.5366	Remote Similarity	NPC320987
0.5357	Remote Similarity	NPC64201
0.5333	Remote Similarity	NPC194416
0.5333	Remote Similarity	NPC177291
0.5333	Remote Similarity	NPC203133
0.5333	Remote Similarity	NPC242807
0.5333	Remote Similarity	NPC153739
0.5333	Remote Similarity	NPC127937
0.5294	Remote Similarity	NPC277458
0.5294	Remote Similarity	NPC275950
0.5294	Remote Similarity	NPC307050
0.525	Remote Similarity	NPC309203
0.525	Remote Similarity	NPC604189
0.5238	Remote Similarity	NPC139519
0.5217	Remote Similarity	NPC117214
0.5217	Remote Similarity	NPC66518
0.5208	Remote Similarity	NPC473853
0.5208	Remote Similarity	NPC98631
0.5208	Remote Similarity	NPC206615
0.5208	Remote Similarity	NPC470212
0.5208	Remote Similarity	NPC481914
0.5192	Remote Similarity	NPC284464
0.5185	Remote Similarity	NPC277804
0.5185	Remote Similarity	NPC481088
0.5106	Remote Similarity	NPC51840
0.5106	Remote Similarity	NPC82679
0.5102	Remote Similarity	NPC324571
0.5102	Remote Similarity	NPC212015
0.5094	Remote Similarity	NPC273657
0.5091	Remote Similarity	NPC100675
0.5091	Remote Similarity	NPC291101
0.5091	Remote Similarity	NPC282833
0.5091	Remote Similarity	NPC266197
0.5091	Remote Similarity	NPC101624
0.5091	Remote Similarity	NPC184938
0.5091	Remote Similarity	NPC601691
0.5088	Remote Similarity	NPC278961
0.5088	Remote Similarity	NPC113680

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC7551 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3875
0.1-0.2	4915
0.2-0.3	340
0.3-0.4	17
0.4-0.5	2
0.5-0.6	0
0.6-0.7	1
0.7-0.8	0
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
0.6316	Remote Similarity	NPD228	Phase 0

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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