NPASS Compound

Natural Product: NPC98386

Natural Product ID	NPC98386
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Soyasapogenol B
IUPAC Name	(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-3,9-diol
Synonyms	Soyasapogenol B
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1762007
PubChem CID	115012
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 83 87 0 0 0 0 0 0 0 0999 V2000 6.8761 -1.0725 -0.6670 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5343 -1.0063 -1.1071 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7184 -0.6109 0.1183 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9762 -1.7466 1.1280 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3949 0.6050 0.6891 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9667 1.4109 -0.3255 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5894 1.3692 1.6764 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1059 1.0849 1.6195 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6449 0.8345 0.1751 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2952 -0.4696 -0.2174 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8898 -0.7602 -1.6309 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4141 -1.1095 -1.6123 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5752 -0.0192 -0.9992 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1614 0.5415 0.2590 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3521 1.6335 0.8321 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0750 1.5335 0.4401 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6500 0.5536 -0.1992 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7781 -0.6089 -0.5858 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6212 -1.4563 0.6580 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3780 -1.4499 -1.6469 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7758 -1.8633 -1.3619 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6631 -0.8273 -0.7735 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0619 0.5313 -0.5675 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9910 1.4101 0.1824 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7421 0.7646 1.3218 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4417 -0.5116 0.8608 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2647 -1.4271 0.4957 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7685 -2.6629 0.1614 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9048 0.4317 2.5027 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8196 1.7416 1.7529 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8574 -0.6997 -1.7309 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3940 1.0302 -2.0462 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0046 2.0226 -0.6187 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4693 -1.2990 -1.4526 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2863 -2.0745 -1.3512 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4359 -0.3181 -1.9425 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1663 -2.4750 1.0685 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9856 -2.1772 0.9668 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9684 -1.3027 2.1445 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3139 0.2357 1.2403 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0216 2.3453 0.0108 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8920 1.1276 2.7395 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8276 2.4522 1.5727 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5910 1.9921 2.0013 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8217 0.2497 2.2740 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7445 -1.2551 0.3953 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1317 0.0228 -2.3505 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4059 -1.6837 -1.9619 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0973 -1.2068 -2.6732 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3055 -2.0877 -1.1475 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1336 -0.3073 1.0127 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6851 2.6550 0.5599 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4005 1.5906 1.9399 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6913 2.3779 0.7220 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7273 -0.8786 1.5987 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4449 -2.2297 0.7130 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2960 -2.0907 0.6227 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7549 -2.3883 -1.7109 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3393 -1.0273 -2.6693 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1755 -2.2746 -2.3415 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7304 -2.8080 -0.7378 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0597 0.9630 -1.6287 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8268 1.7415 -0.5163 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6150 2.3587 0.5520 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1017 -0.3152 0.0125 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9679 -0.9247 1.7383 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5864 -1.4295 1.3472 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7745 -2.7056 0.1997 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8560 0.2144 2.3071 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9686 1.2219 3.3056 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3243 -0.4881 3.0072 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1986 2.2221 0.8086 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3027 2.5501 2.3092 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6289 1.2584 2.3158 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3057 0.2790 -1.7643 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4610 -0.8936 -2.7696 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5987 -1.5026 -1.5625 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3883 1.1246 -2.5774 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2890 0.6923 -2.8797 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0168 1.9817 -1.7208 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5460 1.8523 -1.5491 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6171 2.7737 -0.0310 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1144 2.6643 -0.8986 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 3 2 1 6 3 4 1 0 3 5 1 0 5 6 1 0 5 7 1 0 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 1 1 18 20 1 0 20 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 25 29 1 0 25 30 1 0 22 31 1 6 13 32 1 6 9 33 1 6 10 3 1 0 18 13 1 0 27 22 1 0 14 9 1 0 23 17 1 0 1 34 1 0 2 35 1 0 2 36 1 0 4 37 1 0 4 38 1 0 4 39 1 0 5 40 1 1 6 41 1 0 7 42 1 0 7 43 1 0 8 44 1 0 8 45 1 0 10 46 1 1 11 47 1 0 11 48 1 0 12 49 1 0 12 50 1 0 14 51 1 1 15 52 1 0 15 53 1 0 16 54 1 0 19 55 1 0 19 56 1 0 19 57 1 0 20 58 1 0 20 59 1 0 21 60 1 0 21 61 1 0 23 62 1 6 24 63 1 0 24 64 1 0 26 65 1 0 26 66 1 0 27 67 1 1 28 68 1 0 29 69 1 0 29 70 1 0 29 71 1 0 30 72 1 0 30 73 1 0 30 74 1 0 31 75 1 0 31 76 1 0 31 77 1 0 32 78 1 0 32 79 1 0 32 80 1 0 33 81 1 0 33 82 1 0 33 83 1 0 M END

Standard InCHIKey	YOQAQNKGFOLRGT-UXXABWCISA-N
Standard InCHI	InChI=1S/C30H50O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)24(33)17-25/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21+,22+,23-,24+,26+,27-,28+,29+,30+/m0/s1
SMILES	OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C[C@H]1O)(C)C)C)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	458.38	Volume:	508.388 ? Van der Waals volume.
Dense:	0.902	LogP:	4.266 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.011 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.254 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	1.0	Rigid Bonds:	26.0
TPSA:	60.69 ? Topological Polar Surface Area.	H-Bond Acceptor:	3.0
H-Bond Donor:	3.0	Rings:	5.0
Heavy Atoms:	3.0

MedChem Properties

QED Drug-Likeness Score:	0.415	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.877	Fsp³:	0.933
MCE-18:	104.897 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.657	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.022 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.0 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.48	Promiscuous compounds:	0.113

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.387	MDCK Permeability:	-5.01
Pgp-inhibitor:	0.676	Pgp-substrate:	0.148
PAMPA:	0.952 ? 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):	0.001
20% Bioavailability (F20%):	0.993	30% Bioavailability (F30%):	0.475
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.999	MRP1:	0.966
Plasma Protein Binding (PPB):	87.916%	Volume Distribution (VD):	-0.219
Fu:	9.674% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	0.546	BCRP inhibitor:	0.813
BSEP inhibitor:	0.995

ADMET: Metabolism

CYP1A2-inhibitor:	0.305	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.905	CYP2C19-substrate:	0.09
CYP2C9-inhibitor:	0.01	CYP2C9-substrate:	0.002
CYP2D6-inhibitor:	0.003	CYP2D6-substrate:	0.002
CYP3A4-inhibitor:	0.372	CYP3A4-substrate:	0.023
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.639
HLM stability:	0.209 ? 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):

11.483

Half-life (T1/2):

0.881

ADMET: Toxicity

hERG Blockers:	0.031	hERG Blockers (10um):	0.223
Human Hepatotoxicity (H-HT):	0.574	Drug-induced Liver Injury (DILI):	0.137
AMES Toxicity:	0.318	Rat Oral Acute Toxicity:	0.581
Maximum Recommended Daily Dose:	0.571	Skin Sensitization:	0.986
Carcinogencity:	0.986	Eye Corrosion:	0.012
Eye Irritation:	0.719	Respiratory Toxicity:	0.749
Drug-induced Neurotoxicity:	0.071	Ototoxicity:	0.549
Hematotoxicity:	0.446	Drug-induced Nephrotoxicity:	0.882
Genotoxicity:	0.663	RPMI-8226 Immunitoxicity:	0.066
A549 Cytotoxicity:	0.622	Hek293 Cytotoxicity:	0.651
BCF:	1.718 ? 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:	3.719 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.155 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.519 ? 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
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	seed	n.a.	DOI[10.1007/s11418-005-0009-z]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10691704]
NPO29113	Erythrina vogelii	Species	Fabaceae	Eukaryota	root bark	n.a.	n.a.	PMID[11908991]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	stem	n.a.	PMID[12575075]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[15577255]
NPO28587	Axinella weltneri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[16124780]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16378371]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16643065]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	PMID[18257536]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19177635]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	PMID[19433363]
NPO10718	Trigonostemon xyphophylloides	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[20593838]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	Sunan County, Gansu Province, China	2006-JUN	PMID[20684529]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	isolated from the root soil of the mangrove plant Acrostichum aureum	n.a.	n.a.	PMID[21486068]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	mycelium	n.a.	PMID[21486068]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	a root soil fungus isolated from the mangrove plant Acrostichum aureum	n.a.	n.a.	PMID[21486068]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[22032651]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[22032651]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	whole plant	Guide County, Qinghai Province, China	2008-AUG	PMID[22775441]
NPO28764	Phyllidia ocellata	Species	Phyllidiidae	Eukaryota	n.a.	n.a.	n.a.	PMID[26056748]
NPO41916	A new engineered strain of Yarrowia lipolytica [n.a.]	Strain	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28986998]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30188125]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30219526]
NPO41916	A new engineered strain of Yarrowia lipolytica [n.a.]	Strain	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[30695641]
NPO41916	A new engineered strain of Yarrowia lipolytica [n.a.]	Strain	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31492836]
NPO41916	A new engineered strain of Yarrowia lipolytica [n.a.]	Strain	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31622552]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32705864]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36599374]
NPO28587	Axinella weltneri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	PMID[9249974]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3696	Phyllostachys bambusoides	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO41916	A new engineered strain of Yarrowia lipolytica [n.a.]	Strain	Dipodascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4461	Meretrix petechialis	Species	Veneridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11628	Mytilus coruscus	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25617	Lactococcus lactis	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5436	Absidia caerulea	Species	Cunninghamellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28640	Alsidium corallinum	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28399	Anthotroche myoporoides	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28535	Astragalus flexus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28587	Axinella weltneri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29056	Dactynotus ambrosiae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29113	Erythrina vogelii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29181	Galdieria sulphuraria	Species	Cyanidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28436	Helenium virginicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28944	Heliotropium digynum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28517	Hypericum caprifoliatum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28553	Nannoglottis ravida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28764	Phyllidia ocellata	Species	Phyllidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4965	Suberites caminatus	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10104	Laurencia chilensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29113	Erythrina vogelii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29113	Erythrina vogelii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28553	Nannoglottis ravida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29463	Pogostemon cablin	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4123	Trididemnum cyanophorum	Species	Didemnidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO373	Viburnum erubescens	Species	Adoxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9594	Lysimachia fordiana	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2131	Dactylorhiza viridis	Species	Orchidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6065	Brassica carinata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8790	Cyanostegia angustifolia	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO784	Sinapis alba	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8938	Halobacillus litoralis	Species	Bacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO25617	Lactococcus lactis	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO3344	Bryonia alba	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11628	Mytilus coruscus	Species	Mytilidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13474	Euphrasia genargentea	Species	Orobanchaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO593	Wikstroemia viridiflora	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8025	Aaptos ciliata	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3838	Chrysosporum ovalisporum	Species	Aphanizomenonaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO6807	Ranunculus asiaticus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5325	Lobophytum durum	Species	Alcyoniidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2670	Maytenus chuchuhuasha	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11056	Xanthoria resendei	Species	Teloschistaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29056	Dactynotus ambrosiae	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO4901	Arnica mollis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2439	Diplopterygium glaucum	Species	Gleicheniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3151	Solanum lanceolatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10038.1	Abies pinsapo var. marocana	Varieties	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9495	Lupinus oreophilus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9867	Ixeris debilis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28436	Helenium virginicum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28587	Axinella weltneri	Species	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO2765	Oxytropis falcata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3529	Vachellia schaffnerii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7845	Tephrosia elata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10132	Schizophyllum lobatum	Species	Schizophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28944	Heliotropium digynum	Species	Heliotropiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7418	Eucalyptus resinifera	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1293	Streptomyces matensis	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO5857	Achlya heterosexualis	Species	Saprolegniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9091	Orthosiphon spicatus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2921	Angelica acutiloba	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4461	Meretrix petechialis	Species	Veneridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28764	Phyllidia ocellata	Species	Phyllidiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1473	Xanthorhiza simplicissima	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6859	Eurycoma harmandiana	Species	Simaroubaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9737	Ampelocera edentula	Species	Ulmaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29181	Galdieria sulphuraria	Species	Cyanidiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4965	Suberites caminatus	Species	Suberitidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8257	Carpha glomerata	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5086	Alternaria macrospora	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28535	Astragalus flexus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1086	Botrytis cinerea	Species	Sclerotiniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5436	Absidia caerulea	Species	Cunninghamellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7032	Marasmiellus troyanus	Species	Omphalotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25001	Melampodium pilosum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4536	Remirea maritima	Species	Cyperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21472	Pterolobium hexapetalum	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10718	Trigonostemon xyphophylloides	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9998	Abies excelsa	Species	Pinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3016	Litsea amara	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5608	Croton gratissimus	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28517	Hypericum caprifoliatum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28553	Nannoglottis ravida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6234	Hemsleya panacis-scandens	Species	Cucurbitaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4022	Calycocorsus stipitatus	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28399	Anthotroche myoporoides	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12057	Carlina racemosa	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29113	Erythrina vogelii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28640	Alsidium corallinum	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9272	Artocarpus lakoocha	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9892	Aspergillus taichungensis	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3696	Phyllostachys bambusoides	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10104	Laurencia chilensis	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11234	Anaglyptus subfasciatus	Species	Cerambycidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29463	Pogostemon cablin	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

Activity Type	# Activity
Activity	5
FC	4
IC50	6
Activity_index	1
ED50	1
TIME	1
mortality	2

Activity Type	# Activity
Individual protein	4
Cell line	10
Organism	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	27.4	pmol/min	PMID[21397503]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	26.5	pmol/min	PMID[21397503]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	26.6	pmol/min	PMID[21397503]
NPT270	Individual protein	Nitric oxide synthase, inducible	Mus musculus	Activity	=	27.1	pmol/min	PMID[21397503]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT113	Cell line	RAW264.7	Mus musculus	FC	=	14.7	n.a.	PMID[21397503]
NPT113	Cell line	RAW264.7	Mus musculus	FC	=	14.8	n.a.	PMID[21397503]
NPT113	Cell line	RAW264.7	Mus musculus	FC	=	15.4	n.a.	PMID[21397503]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	2328.0	nM	PMID[28482219]
NPT90	Cell line	DU-145	Homo sapiens	IC50	=	10930.0	nM	PMID[28482219]
NPT71	Cell line	HEK293	Homo sapiens	IC50	=	123700.0	nM	PMID[28482219]
NPT81	Cell line	A549	Homo sapiens	IC50	=	2104.0	nM	PMID[28482219]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	3491.0	nM	PMID[28482219]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	>	100000.0	nM	PMID[34800877]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity_index	=	68.1	n.a.	PMID[28482219]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	ED50	=	5.22	microg/cm2	PMID[28482219]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	TIME	=	290.4	hr	PMID[28482219]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	Activity	=	0.251	g	PMID[28482219]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	11.6	%	PMID[28482219]
NPT1175	Organism	Spodoptera litura	Spodoptera litura	mortality	=	96.7	%	PMID[28482219]

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 NPC98386 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	27989
0.1-0.2	18591
0.2-0.3	2451
0.3-0.4	628
0.4-0.5	146
0.5-0.6	36
0.6-0.7	11
0.7-0.8	0
0.8-0.85	0
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	NPC230295
0.7544	Intermediate Similarity	NPC196753
0.6949	Remote Similarity	NPC34177
0.6825	Remote Similarity	NPC213412
0.6667	Remote Similarity	NPC311078
0.6452	Remote Similarity	NPC253402
0.6393	Remote Similarity	NPC101475
0.619	Remote Similarity	NPC53744
0.6167	Remote Similarity	NPC290598
0.6167	Remote Similarity	NPC30590
0.6032	Remote Similarity	NPC253807
0.6032	Remote Similarity	NPC158662
0.6032	Remote Similarity	NPC478657
0.5942	Remote Similarity	NPC263393
0.5781	Remote Similarity	NPC235341
0.5735	Remote Similarity	NPC270768
0.5735	Remote Similarity	NPC59263
0.5735	Remote Similarity	NPC210106
0.5696	Remote Similarity	NPC224121
0.5692	Remote Similarity	NPC238992
0.5634	Remote Similarity	NPC294360
0.5522	Remote Similarity	NPC246708
0.5513	Remote Similarity	NPC237503
0.5507	Remote Similarity	NPC7260
0.5507	Remote Similarity	NPC210037
0.5507	Remote Similarity	NPC229281
0.5507	Remote Similarity	NPC120968
0.5507	Remote Similarity	NPC121798
0.5507	Remote Similarity	NPC234346
0.5507	Remote Similarity	NPC227467
0.5507	Remote Similarity	NPC273621
0.5493	Remote Similarity	NPC191412
0.5493	Remote Similarity	NPC114159
0.5493	Remote Similarity	NPC6818
0.5455	Remote Similarity	NPC159168
0.5429	Remote Similarity	NPC61543
0.5429	Remote Similarity	NPC293048
0.5429	Remote Similarity	NPC225585
0.5342	Remote Similarity	NPC116457
0.5333	Remote Similarity	NPC258547
0.5205	Remote Similarity	NPC127689
0.5205	Remote Similarity	NPC130520
0.5156	Remote Similarity	NPC27765
0.5156	Remote Similarity	NPC122418
0.5156	Remote Similarity	NPC491014
0.5075	Remote Similarity	NPC40394
0.5075	Remote Similarity	NPC480924
0.507	Remote Similarity	NPC488519
0.5068	Remote Similarity	NPC480919

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC98386 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	8169
0.1-0.2	944
0.2-0.3	34
0.3-0.4	2
0.4-0.5	0
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
0.6719	Remote Similarity	NPD7645	Phase 2

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