NPASS Compound

Natural Product: NPC14213

Natural Product ID	NPC14213
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	XNKMKJDPUXBNMH-QDYVESOYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102574483
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003533] Flavonoid-7-O-glycosides

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 77 81 0 0 0 0 0 0 0 0999 V2000 -6.4936 4.7390 0.7978 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1784 4.8176 1.3260 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2356 3.8627 0.8834 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5792 2.9001 -0.0222 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6227 1.9785 -0.4309 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3558 1.9538 0.0045 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0214 2.9595 0.9399 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9435 3.8851 1.3622 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6189 4.8759 2.2809 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3589 0.9668 -0.3345 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6675 -0.2720 -0.8025 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5378 -1.1116 -1.0824 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6861 -2.2708 -1.5199 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7339 -0.6641 -0.8771 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8107 -1.4712 -1.1438 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0884 -1.0032 -0.9285 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3325 0.2645 -0.4484 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2487 1.0742 -0.1811 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9610 0.6069 -0.3957 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0708 1.3372 -0.1558 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6310 0.7538 -0.2231 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8190 0.0440 -0.4131 C 0 0 1 0 0 0 0 0 0 0 0 0 6.6865 0.8195 -1.3977 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9400 1.2299 -0.6613 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6092 -0.0748 -0.2175 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6598 -0.6927 0.7984 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3034 -0.4984 2.1594 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5284 -0.9869 3.1963 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4507 -0.0038 0.8397 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7004 -0.8571 -1.3822 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5306 1.9447 0.4737 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0114 0.0219 -2.4989 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5606 -2.7512 -1.6297 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8181 -0.7941 -1.0181 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9884 -1.3200 -1.2502 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0359 -2.8465 -1.3860 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3280 -3.4517 -0.0306 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8174 -3.1785 0.2107 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0373 -1.7360 -0.2096 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9456 -1.1182 0.8617 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2046 0.2175 0.5710 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8782 -1.0052 -0.1908 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6327 -4.0546 -0.4560 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6363 -2.8558 1.0051 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1582 -3.1663 -2.1799 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3746 4.7552 -0.3153 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1114 5.5923 1.0655 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9275 3.7533 1.0539 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5903 2.8753 -0.4022 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9662 1.2915 -1.1882 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0093 2.9823 1.3216 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3228 5.1928 2.9648 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9143 -1.6691 -1.1514 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3697 2.0891 0.2000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7003 -0.9909 -0.7419 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2142 1.7249 -1.7719 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6305 1.8388 -1.2703 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6039 0.0933 0.2130 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5344 -1.7848 0.6573 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2456 -1.1195 2.1783 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5791 0.5629 2.3313 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5052 -1.9755 3.2036 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5540 -0.5694 -1.8158 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2771 2.8625 0.2278 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5444 -0.8246 -2.5275 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0774 -2.9984 -2.4744 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5391 -0.9727 -2.1789 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1816 -3.2693 -1.9051 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1993 -4.5485 -0.0890 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9659 -3.2808 1.2992 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6189 -1.6524 -1.1526 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4297 -1.1609 1.8509 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8698 -1.6985 0.9756 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2166 0.7660 1.3965 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2704 -4.9733 -0.3381 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6734 -3.4619 1.7857 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2388 -2.4980 -2.9267 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 6 10 1 0 10 11 2 0 11 12 1 0 12 13 2 0 12 14 1 0 14 15 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 17 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 26 29 1 0 25 30 1 0 24 31 1 0 23 32 1 0 15 33 1 0 11 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 39 42 1 0 38 43 1 0 37 44 1 0 36 45 1 0 8 3 1 0 20 10 1 0 29 22 1 0 42 35 1 0 19 14 1 0 1 46 1 0 1 47 1 0 1 48 1 0 4 49 1 0 5 50 1 0 7 51 1 0 9 52 1 0 16 53 1 0 18 54 1 0 22 55 1 6 23 56 1 6 24 57 1 6 25 58 1 1 26 59 1 6 27 60 1 0 27 61 1 0 28 62 1 0 30 63 1 0 31 64 1 0 32 65 1 0 33 66 1 0 35 67 1 6 36 68 1 6 37 69 1 6 38 70 1 1 39 71 1 6 40 72 1 0 40 73 1 0 41 74 1 0 43 75 1 0 44 76 1 0 45 77 1 0 M END

Standard InCHIKey	XNKMKJDPUXBNMH-QDYVESOYSA-N
Standard InCHI	InChI=1S/C28H32O17/c1-40-13-3-2-9(4-11(13)31)25-26(45-28-24(39)22(37)19(34)16(8-30)44-28)20(35)17-12(32)5-10(6-14(17)42-25)41-27-23(38)21(36)18(33)15(7-29)43-27/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3/t15-,16-,18-,19-,21+,22+,23-,24-,27-,28+/m1/s1
SMILES	COc1ccc(cc1O)c1c(c(=O)c2c(cc(cc2o1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	640.16	Volume:	578.404 ? Van der Waals volume.
Dense:	1.107	LogP:	0.296 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.089 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-2.663 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	30.0
TPSA:	278.66 ? Topological Polar Surface Area.	H-Bond Acceptor:	17.0
H-Bond Donor:	10.0	Rings:	5.0
Heavy Atoms:	17.0

MedChem Properties

QED Drug-Likeness Score:	0.119	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.743	Fsp³:	0.464
MCE-18:	122.073 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	1	PAINS Alert:	0
Colloidal aggregators:	0.652	Fluc inhibitor:	0.307 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.901 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.632 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.13	Promiscuous compounds:	0.519

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.632	MDCK Permeability:	-5.062
Pgp-inhibitor:	0.0	Pgp-substrate:	0.348
PAMPA:	0.999 ? 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):	0.989
20% Bioavailability (F20%):	0.021	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.004
Plasma Protein Binding (PPB):	77.513%	Volume Distribution (VD):	-0.168
Fu:	21.129% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.422
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.07
HLM stability:	0.056 ? 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):

1.652

Half-life (T1/2):

5.767

ADMET: Toxicity

hERG Blockers:	0.004	hERG Blockers (10um):	0.023
Human Hepatotoxicity (H-HT):	0.793	Drug-induced Liver Injury (DILI):	0.993
AMES Toxicity:	0.972	Rat Oral Acute Toxicity:	0.002
Maximum Recommended Daily Dose:	0.003	Skin Sensitization:	1.0
Carcinogencity:	0.107	Eye Corrosion:	0.0
Eye Irritation:	0.016	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.992
Hematotoxicity:	0.225	Drug-induced Nephrotoxicity:	0.852
Genotoxicity:	0.722	RPMI-8226 Immunitoxicity:	0.152
A549 Cytotoxicity:	0.366	Hek293 Cytotoxicity:	0.249
BCF:	0.34 ? 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:	2.745 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.446 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	3.424 ? 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
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	stem	n.a.	DOI[10.1016/S0031-9422(00)88469-1]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(00)88469-1]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24175626]
NPO12970	Aspergillus fischeri	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31920082]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36786362]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37029634]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37049761]
NPO10128	Aplysia punctata	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[9213585]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8253	Alexandrium hiranoi	Species	Gonyaulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10128	Aplysia punctata	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12970	Aspergillus fischeri	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6801	Bellium bellidioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13438	Centaurea calcitrapa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5604	Chelonia japonica	Species	Cheloniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4895	Coleus esquirolii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8022	Consolida hohenackeri	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2999	Coprinellus flocculosus	Species	Psathyrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9995	Cynara humilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16266	Didymium bahiense	Species	Didymiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6894	Elegia deusta	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14793	Erica glauca	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6556	Garcinia intermedia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26898	Jacobaea vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO777	Kielmeyera coriacea	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20059.1	Lactobacillus delbrueckii subsp. bulgaricus	Subspecies	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3341	Leishmania major	Species	Trypanosomatidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15558	Leucas neufliseana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24083.1	Melanelixia fuliginosa subsp. glabratula	Subspecies	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9476	Metapenaeus bennettae	Species	Penaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10264	Platonia insignis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4523	Reaumuria hirtella	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1682	Rhytidoponera metallica	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7650	Salvia munzii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7847	Senecio densiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7028	Sida veronicaefolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7841	Solanum transcaucasicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9733	Spongia bilamellata	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2199	Tecoma pentaphylla	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9221	Trachelospermum lucidum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2015	Udotea petiolata	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1467	Wedelia prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6378	Wilcoxia viperina	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9590	Xanthoria aureola	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26898	Jacobaea vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7841	Solanum transcaucasicum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8471	Angelica taiwaniana	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6556	Garcinia intermedia	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1467	Wedelia prostrata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9087	Sarcococca vagans	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4895	Coleus esquirolii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16266	Didymium bahiense	Species	Didymiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20059.1	Lactobacillus delbrueckii subsp. bulgaricus	Subspecies	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO10264	Platonia insignis	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1682	Rhytidoponera metallica	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7650	Salvia munzii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8642	Lithospermum officinale	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4523	Reaumuria hirtella	Species	Tamaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8022	Consolida hohenackeri	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26898	Jacobaea vulgaris	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5852	Litsea glutinosa	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4120	Ulmus americana	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5315	Zanthoxylum bungeanum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9221	Trachelospermum lucidum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1070	Matricaria suffruticosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9476	Metapenaeus bennettae	Species	Penaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO777	Kielmeyera coriacea	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10128	Aplysia punctata	Species	Aplysiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9995	Cynara humilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6320	Echinosophora koreensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2015	Udotea petiolata	Species	Udoteaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9733	Spongia bilamellata	Species	Spongiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4340	Peucedanum praeruptorum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6894	Elegia deusta	Species	Restionaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7847	Senecio densiflorus	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2892	Wikstroemia chamaedaphne	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14793	Erica glauca	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2199	Tecoma pentaphylla	Species	Bignoniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7028	Sida veronicaefolia	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5604	Chelonia japonica	Species	Cheloniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6801	Bellium bellidioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12970	Aspergillus fischeri	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2999	Coprinellus flocculosus	Species	Psathyrellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24083.1	Melanelixia fuliginosa subsp. glabratula	Subspecies	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6378	Wilcoxia viperina	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO8253	Alexandrium hiranoi	Species	Gonyaulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9590	Xanthoria aureola	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3341	Leishmania major	Species	Trypanosomatidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13438	Centaurea calcitrapa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15558	Leucas neufliseana	Species	Lamiaceae	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 NPC14213 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	21918
0.1-0.2	23872
0.2-0.3	2680
0.3-0.4	831
0.4-0.5	316
0.5-0.6	110
0.6-0.7	71
0.7-0.8	0
0.8-0.85	3
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8684	High Similarity	NPC251417
0.8514	High Similarity	NPC611303
0.8472	Intermediate Similarity	NPC289667
0.8108	Intermediate Similarity	NPC136042
0.8	Intermediate Similarity	NPC84362
0.7922	Intermediate Similarity	NPC22832
0.7922	Intermediate Similarity	NPC120099
0.7867	Intermediate Similarity	NPC297987
0.7692	Intermediate Similarity	NPC21666
0.7595	Intermediate Similarity	NPC605784
0.7468	Intermediate Similarity	NPC486578
0.7375	Intermediate Similarity	NPC116458
0.7375	Intermediate Similarity	NPC246943
0.7342	Intermediate Similarity	NPC60735
0.7342	Intermediate Similarity	NPC26230
0.7342	Intermediate Similarity	NPC285197
0.7326	Intermediate Similarity	NPC606657
0.725	Intermediate Similarity	NPC609478
0.7	Intermediate Similarity	NPC472459
0.6962	Remote Similarity	NPC95090
0.6962	Remote Similarity	NPC27408
0.6907	Remote Similarity	NPC470719
0.6897	Remote Similarity	NPC64425
0.6875	Remote Similarity	NPC271692
0.675	Remote Similarity	NPC64305
0.6707	Remote Similarity	NPC219904
0.6707	Remote Similarity	NPC488071
0.6667	Remote Similarity	NPC46420
0.6627	Remote Similarity	NPC243930
0.6625	Remote Similarity	NPC249281
0.6585	Remote Similarity	NPC42773
0.6585	Remote Similarity	NPC45522
0.6548	Remote Similarity	NPC311830
0.6543	Remote Similarity	NPC158674
0.6531	Remote Similarity	NPC295625
0.65	Remote Similarity	NPC470720
0.6479	Remote Similarity	NPC270620
0.6471	Remote Similarity	NPC203050
0.6471	Remote Similarity	NPC488072
0.6471	Remote Similarity	NPC225434
0.6463	Remote Similarity	NPC24043
0.64	Remote Similarity	NPC470717
0.6392	Remote Similarity	NPC277532
0.6386	Remote Similarity	NPC325555
0.6386	Remote Similarity	NPC226304
0.6383	Remote Similarity	NPC14187
0.6374	Remote Similarity	NPC35119
0.6353	Remote Similarity	NPC607707
0.6341	Remote Similarity	NPC145038
0.6341	Remote Similarity	NPC56077
0.6341	Remote Similarity	NPC281131
0.6341	Remote Similarity	NPC253662
0.6341	Remote Similarity	NPC179950
0.6341	Remote Similarity	NPC277205
0.6341	Remote Similarity	NPC37919
0.6341	Remote Similarity	NPC88789
0.6341	Remote Similarity	NPC189142
0.6341	Remote Similarity	NPC77660
0.6341	Remote Similarity	NPC491374
0.6327	Remote Similarity	NPC470716
0.6289	Remote Similarity	NPC470715
0.6289	Remote Similarity	NPC164704
0.6279	Remote Similarity	NPC601586
0.6265	Remote Similarity	NPC488080
0.6265	Remote Similarity	NPC169977
0.6235	Remote Similarity	NPC101026
0.6235	Remote Similarity	NPC488077
0.6235	Remote Similarity	NPC601144
0.6235	Remote Similarity	NPC605067
0.622	Remote Similarity	NPC261866
0.622	Remote Similarity	NPC39360
0.622	Remote Similarity	NPC77672
0.622	Remote Similarity	NPC133671
0.622	Remote Similarity	NPC135391
0.622	Remote Similarity	NPC29763
0.622	Remote Similarity	NPC78263
0.622	Remote Similarity	NPC210003
0.622	Remote Similarity	NPC250069
0.6196	Remote Similarity	NPC32641
0.6196	Remote Similarity	NPC256188
0.619	Remote Similarity	NPC599850
0.6145	Remote Similarity	NPC323593
0.6145	Remote Similarity	NPC203500
0.6122	Remote Similarity	NPC480441
0.6092	Remote Similarity	NPC276377
0.6071	Remote Similarity	NPC603655
0.6067	Remote Similarity	NPC480466
0.6024	Remote Similarity	NPC19388
0.6024	Remote Similarity	NPC240431
0.6024	Remote Similarity	NPC55786
0.5978	Remote Similarity	NPC240306
0.596	Remote Similarity	NPC25523
0.5957	Remote Similarity	NPC486577
0.5934	Remote Similarity	NPC150164
0.5882	Remote Similarity	NPC73511
0.5862	Remote Similarity	NPC148710
0.5851	Remote Similarity	NPC209296
0.5851	Remote Similarity	NPC473327
0.5833	Remote Similarity	NPC58053
0.5814	Remote Similarity	NPC21100
0.5795	Remote Similarity	NPC206123
0.5789	Remote Similarity	NPC5319
0.5778	Remote Similarity	NPC480463
0.5765	Remote Similarity	NPC8573
0.5765	Remote Similarity	NPC234739
0.5747	Remote Similarity	NPC191306
0.5747	Remote Similarity	NPC307938
0.5699	Remote Similarity	NPC186816
0.5698	Remote Similarity	NPC186807
0.5698	Remote Similarity	NPC27640
0.5698	Remote Similarity	NPC181712
0.5684	Remote Similarity	NPC72016
0.5682	Remote Similarity	NPC229729
0.5657	Remote Similarity	NPC121703
0.5638	Remote Similarity	NPC488073
0.5632	Remote Similarity	NPC59534
0.5595	Remote Similarity	NPC67037
0.5595	Remote Similarity	NPC255615
0.5581	Remote Similarity	NPC197896
0.5581	Remote Similarity	NPC313163
0.5581	Remote Similarity	NPC265530
0.5556	Remote Similarity	NPC191154
0.5536	Remote Similarity	NPC223860
0.5534	Remote Similarity	NPC470718
0.5517	Remote Similarity	NPC22195
0.5517	Remote Similarity	NPC305811
0.5517	Remote Similarity	NPC21190
0.5506	Remote Similarity	NPC284960
0.5488	Remote Similarity	NPC134819
0.5476	Remote Similarity	NPC288084
0.5455	Remote Similarity	NPC60966
0.5444	Remote Similarity	NPC223747
0.5444	Remote Similarity	NPC307518
0.5426	Remote Similarity	NPC156869
0.5421	Remote Similarity	NPC488078
0.5408	Remote Similarity	NPC76831
0.5405	Remote Similarity	NPC262094
0.5393	Remote Similarity	NPC168584
0.5393	Remote Similarity	NPC175107
0.5393	Remote Similarity	NPC80140
0.5393	Remote Similarity	NPC609451
0.5377	Remote Similarity	NPC198199
0.5377	Remote Similarity	NPC470713
0.5376	Remote Similarity	NPC29958
0.5341	Remote Similarity	NPC45638
0.5341	Remote Similarity	NPC349108
0.5326	Remote Similarity	NPC265115
0.5325	Remote Similarity	NPC25495
0.5319	Remote Similarity	NPC471748
0.5319	Remote Similarity	NPC275454
0.53	Remote Similarity	NPC135358
0.5294	Remote Similarity	NPC34531
0.5287	Remote Similarity	NPC210042
0.5287	Remote Similarity	NPC127546
0.5287	Remote Similarity	NPC57625
0.5287	Remote Similarity	NPC44558
0.5287	Remote Similarity	NPC19709
0.5287	Remote Similarity	NPC173637
0.5287	Remote Similarity	NPC317489
0.5287	Remote Similarity	NPC238376
0.5287	Remote Similarity	NPC223424
0.5287	Remote Similarity	NPC143851
0.5287	Remote Similarity	NPC600591
0.5281	Remote Similarity	NPC27942
0.5281	Remote Similarity	NPC117260
0.5281	Remote Similarity	NPC201292
0.5275	Remote Similarity	NPC150442
0.5275	Remote Similarity	NPC602805
0.5269	Remote Similarity	NPC8856
0.5269	Remote Similarity	NPC473682
0.5258	Remote Similarity	NPC483414
0.5253	Remote Similarity	NPC475382
0.5243	Remote Similarity	NPC48984
0.5229	Remote Similarity	NPC120952
0.5227	Remote Similarity	NPC93337
0.5227	Remote Similarity	NPC168822
0.5217	Remote Similarity	NPC469931
0.5213	Remote Similarity	NPC139320
0.5195	Remote Similarity	NPC300943
0.5195	Remote Similarity	NPC200740
0.5192	Remote Similarity	NPC470712
0.5172	Remote Similarity	NPC111929
0.5172	Remote Similarity	NPC320283
0.5172	Remote Similarity	NPC473043
0.5172	Remote Similarity	NPC331652
0.5172	Remote Similarity	NPC41121
0.5169	Remote Similarity	NPC245014
0.5169	Remote Similarity	NPC58716
0.5169	Remote Similarity	NPC105025
0.5169	Remote Similarity	NPC610763
0.5165	Remote Similarity	NPC80188
0.5161	Remote Similarity	NPC254855
0.5161	Remote Similarity	NPC94610
0.5155	Remote Similarity	NPC46202
0.5155	Remote Similarity	NPC153755
0.5152	Remote Similarity	NPC142142
0.5138	Remote Similarity	NPC488079
0.5132	Remote Similarity	NPC188871
0.5128	Remote Similarity	NPC236769
0.5128	Remote Similarity	NPC223579

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC14213 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5273
0.1-0.2	3790
0.2-0.3	73
0.3-0.4	6
0.4-0.5	4
0.5-0.6	4
0.6-0.7	0
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
0.5851	Remote Similarity	NPD7054	Phase 4
0.5789	Remote Similarity	NPD7804	Clinical (unspecified phase)
0.5567	Remote Similarity	NPD7251	Phase 2
0.55	Remote Similarity	NPD7808	Phase 3

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