NPASS Compound

Natural Product: NPC321092

Natural Product ID	NPC321092
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	URRZRRQMNMZIAP-HCNDJNKRSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	5321407
Chemical Classification	CHEMONTID:0000000 [Organic compounds]

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 -5.5968 -1.5512 -1.8852 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6139 -1.6790 -0.7283 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2715 -1.1732 -1.1802 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7190 -0.2411 -0.1590 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3258 0.2122 -0.4502 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5474 -0.3743 -1.3112 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8246 0.0908 -1.5746 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4394 0.9787 -0.5538 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8867 0.6262 -0.3667 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5657 0.3698 -1.6875 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0239 0.0040 -1.4942 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0911 -1.2260 -0.6692 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3886 -1.1285 0.6703 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0109 -0.6062 0.4681 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1970 -0.5300 1.7491 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7476 -0.2484 1.4119 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6298 1.0516 0.7033 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7874 1.3933 0.2633 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6716 1.8319 1.3991 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1026 1.9617 0.9697 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5998 0.9338 0.0291 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9625 0.4733 0.5347 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1549 -1.0000 0.4822 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5475 -1.2432 0.5078 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8900 1.5320 -1.3504 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7544 2.5517 -0.7071 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9872 2.1177 1.6773 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2168 -0.4738 1.7048 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2358 -2.6076 1.0819 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5252 -3.1683 1.1518 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4073 -1.6542 -0.4602 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5681 1.8460 0.1928 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5782 -3.1788 -0.3998 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1513 -0.9412 -2.7085 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8815 -2.5082 -2.3221 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5087 -1.0091 -1.5627 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6077 -2.0865 -1.2099 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3065 -0.7857 -2.1980 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6576 -0.8002 0.8035 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9158 -1.2323 -1.8600 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8421 0.5827 -2.5699 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3978 -0.8666 -1.7203 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4663 2.0191 -0.9923 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1513 -0.4045 -2.3153 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5736 1.3424 -2.2669 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6598 0.7805 -1.0960 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4111 -0.2527 -2.5046 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5893 -2.0510 -1.2463 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5007 -1.4137 -0.1057 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6211 0.1182 2.5055 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1887 -1.5559 2.1733 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4236 -1.0786 0.7620 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1645 -0.2921 2.3613 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3539 2.8879 1.6532 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6119 1.1596 2.2588 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3111 2.9720 0.5619 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6985 1.9468 1.9362 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8048 0.9530 -0.0030 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0991 0.7804 1.6097 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7673 -1.4540 1.4212 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9974 -0.5931 1.1184 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0552 1.3662 -2.0438 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9541 2.6500 -1.1982 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8584 1.2408 -1.7540 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6920 3.1704 -0.6111 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0473 3.2914 -0.4985 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6650 2.2431 -1.7534 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8632 3.1481 1.3604 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9260 2.0038 2.2264 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2221 1.9926 2.5159 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9278 -1.2442 2.1345 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6445 -0.1090 2.5567 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9273 0.2983 1.2834 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6830 -3.1855 0.3192 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7733 -2.6857 2.0870 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7804 -3.2776 2.0899 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9522 -1.4961 -1.2796 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0216 1.7424 1.1697 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8995 2.7336 0.2020 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4166 2.2192 -0.4633 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3101 -3.2818 0.6821 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6194 -3.5553 -0.4891 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8694 -3.7197 -1.0393 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 2 0 6 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 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 21 25 1 0 18 26 1 0 17 27 1 0 13 28 1 0 13 29 1 0 29 30 1 0 12 31 1 0 9 32 1 0 2 33 1 0 23 2 1 0 21 4 1 0 18 5 1 0 17 8 1 0 14 9 1 0 1 34 1 0 1 35 1 0 1 36 1 0 3 37 1 0 3 38 1 0 4 39 1 0 6 40 1 0 7 41 1 0 7 42 1 0 8 43 1 0 10 44 1 0 10 45 1 0 11 46 1 0 11 47 1 0 12 48 1 0 14 49 1 0 15 50 1 0 15 51 1 0 16 52 1 0 16 53 1 0 19 54 1 0 19 55 1 0 20 56 1 0 20 57 1 0 22 58 1 0 22 59 1 0 23 60 1 0 24 61 1 0 25 62 1 0 25 63 1 0 25 64 1 0 26 65 1 0 26 66 1 0 26 67 1 0 27 68 1 0 27 69 1 0 27 70 1 0 28 71 1 0 28 72 1 0 28 73 1 0 29 74 1 0 29 75 1 0 30 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	URRZRRQMNMZIAP-HCNDJNKRSA-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)17-24(25)33/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21?,22?,23-,24?,26-,27-,28+,29?,30+/m0/s1
SMILES	CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1O)C)C)C)(C)CO)O)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	458.38	Volume:	508.388 ? Van der Waals volume.
Dense:	0.902	LogP:	3.894 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.914 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.904 ? 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:	4.929	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:	0.121	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.002 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.005 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.439	Promiscuous compounds:	0.006

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.921	MDCK Permeability:	-4.713
Pgp-inhibitor:	0.001	Pgp-substrate:	0.845
PAMPA:	0.967 ? 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):	0.228
20% Bioavailability (F20%):	0.931	30% Bioavailability (F30%):	0.934
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.826	MRP1:	0.998
Plasma Protein Binding (PPB):	75.342%	Volume Distribution (VD):	-0.128
Fu:	22.545% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.027
OATP1B3 inhibitor:	0.674	BCRP inhibitor:	0.066
BSEP inhibitor:	0.509

ADMET: Metabolism

CYP1A2-inhibitor:	0.11	CYP1A2-substrate:	0.005
CYP2C19-inhibitor:	1.0	CYP2C19-substrate:	0.093
CYP2C9-inhibitor:	0.26	CYP2C9-substrate:	0.037
CYP2D6-inhibitor:	0.307	CYP2D6-substrate:	0.126
CYP3A4-inhibitor:	0.976	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.677	CYP2C8-inhibitor:	0.871
HLM stability:	0.991 ? 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):

16.67

Half-life (T1/2):

1.348

ADMET: Toxicity

hERG Blockers:	0.111	hERG Blockers (10um):	0.556
Human Hepatotoxicity (H-HT):	0.322	Drug-induced Liver Injury (DILI):	0.02
AMES Toxicity:	0.094	Rat Oral Acute Toxicity:	0.098
Maximum Recommended Daily Dose:	0.73	Skin Sensitization:	0.261
Carcinogencity:	0.346	Eye Corrosion:	0.0
Eye Irritation:	0.11	Respiratory Toxicity:	0.447
Drug-induced Neurotoxicity:	0.245	Ototoxicity:	0.927
Hematotoxicity:	0.061	Drug-induced Nephrotoxicity:	0.023
Genotoxicity:	0.002	RPMI-8226 Immunitoxicity:	0.026
A549 Cytotoxicity:	0.334	Hek293 Cytotoxicity:	0.468
BCF:	2.128 ? 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:	4.718 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.073 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.47 ? 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
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11746-997-0093-1]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	WrocÃ…â€šaw, Poland	2004Ã¢â‚¬â€œ2005	DOI[10.1016/J.FOODCHEM.2006.08.014]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	retail stores, supermarkets and market stalls in Forssa and in the Helsinki area	2003Ã¢â‚¬â€œ2005	DOI[10.1016/j.jfca.2006.05.007]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0021-9258(18)90865-3]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0168-9452(02)00136-X]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1021/jf950732o]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1023/A:1024390522259]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10775096]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[1622242]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16659156]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16668466]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20963508]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22537213]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	Tekirdag, Turkey		PMID[24499198]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25053043]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25070365]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25369450]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Testa	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Root	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Sprout Seedling	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Pericarp	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Oil	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Hypocotyl	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	seed	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	Seeds	n.a.		Database[Phenol-Explorer]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7635	Glycine max	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7635	Glycine max	Species	Fabaceae	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 NPC321092 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	25575
0.1-0.2	20179
0.2-0.3	3116
0.3-0.4	738
0.4-0.5	183
0.5-0.6	50
0.6-0.7	8
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	Natural Product ID
0.7857	Intermediate Similarity	NPC196753
0.7	Intermediate Similarity	NPC230295
0.7	Intermediate Similarity	NPC253402
0.7	Intermediate Similarity	NPC53744
0.7	Intermediate Similarity	NPC98386
0.6885	Remote Similarity	NPC133954
0.6667	Remote Similarity	NPC263393
0.6562	Remote Similarity	NPC213412
0.6441	Remote Similarity	NPC290598
0.6441	Remote Similarity	NPC30590
0.619	Remote Similarity	NPC159168
0.6129	Remote Similarity	NPC101475
0.6032	Remote Similarity	NPC478657
0.597	Remote Similarity	NPC229281
0.5873	Remote Similarity	NPC311078
0.5781	Remote Similarity	NPC235341
0.5781	Remote Similarity	NPC253807
0.5781	Remote Similarity	NPC158662
0.5735	Remote Similarity	NPC270768
0.5735	Remote Similarity	NPC59263
0.5735	Remote Similarity	NPC210106
0.5735	Remote Similarity	NPC121798
0.5735	Remote Similarity	NPC234346
0.5714	Remote Similarity	NPC474989
0.5714	Remote Similarity	NPC191412
0.5714	Remote Similarity	NPC114159
0.5714	Remote Similarity	NPC6818
0.5652	Remote Similarity	NPC61543
0.5652	Remote Similarity	NPC293048
0.5652	Remote Similarity	NPC225585
0.5645	Remote Similarity	NPC27765
0.5645	Remote Similarity	NPC122418
0.5645	Remote Similarity	NPC491014
0.5556	Remote Similarity	NPC116457
0.5541	Remote Similarity	NPC258547
0.5522	Remote Similarity	NPC246708
0.5507	Remote Similarity	NPC171203
0.5507	Remote Similarity	NPC307426
0.5507	Remote Similarity	NPC98442
0.5507	Remote Similarity	NPC242468
0.5417	Remote Similarity	NPC127689
0.5417	Remote Similarity	NPC130520
0.5385	Remote Similarity	NPC237344
0.5385	Remote Similarity	NPC34177
0.5316	Remote Similarity	NPC237503
0.5303	Remote Similarity	NPC40394
0.5286	Remote Similarity	NPC7260
0.5286	Remote Similarity	NPC210037
0.5286	Remote Similarity	NPC120968
0.5286	Remote Similarity	NPC227467
0.5286	Remote Similarity	NPC273621
0.5224	Remote Similarity	NPC470588
0.5205	Remote Similarity	NPC294360
0.5143	Remote Similarity	NPC187722
0.5143	Remote Similarity	NPC610937
0.5139	Remote Similarity	NPC49776
0.5139	Remote Similarity	NPC63118
0.5139	Remote Similarity	NPC474436
0.5075	Remote Similarity	NPC475862
0.507	Remote Similarity	NPC182797
0.507	Remote Similarity	NPC488519
0.507	Remote Similarity	NPC52169
0.507	Remote Similarity	NPC488562

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC321092 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7910
0.1-0.2	1194
0.2-0.3	42
0.3-0.4	2
0.4-0.5	1
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
0.6462	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