NPASS Compound

Natural Product: NPC604736

Natural Product ID	NPC604736
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	DNLCQLXPBPKXTD-UGYAIEHASA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL3736367
PubChem CID	n.a.
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 125125 0 0 0 0 0 0 0 0999 V2000 14.8012 0.5201 -2.9619 C 0 0 0 0 0 0 0 0 0 0 0 0 13.8471 0.1974 -1.8559 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1840 -1.1469 -2.1850 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2028 -1.5039 -1.0732 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5759 -2.8346 -1.4353 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5892 -3.2999 -0.4171 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4187 -2.3150 -0.2319 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6681 -2.1224 -1.4837 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6006 -1.1101 -1.4467 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4884 -1.1936 -0.4901 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7342 -1.0061 0.9525 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4526 -1.1937 1.7374 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4383 -0.1885 1.3154 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1426 -0.3450 2.1390 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1885 0.7032 1.6617 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8298 0.6133 0.2330 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1546 -0.6584 -0.2097 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8862 -1.8011 -0.0266 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1776 -0.7444 0.4985 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4962 -1.7315 1.2085 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1349 0.3005 0.3886 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4044 0.2116 1.0764 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5689 1.4792 1.8930 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5574 2.6098 1.0771 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7214 3.7776 1.7815 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9159 4.4309 1.4780 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8696 5.7790 1.7574 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2902 6.3129 1.5661 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3130 7.6789 1.8352 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0068 6.4832 0.7483 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7897 7.8275 1.1136 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7107 5.7439 0.6109 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6725 5.0962 -0.6288 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5577 4.7236 1.6939 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2781 5.2975 2.9312 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5937 0.1375 0.1390 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6985 1.2406 -0.6899 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7948 0.1179 1.0566 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8597 0.8701 0.8855 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0716 0.9349 1.7039 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3755 0.6978 1.1252 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8913 -0.4808 0.5113 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4416 -1.6844 0.3790 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1520 -2.1245 0.9031 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2616 -2.7515 -0.3530 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4830 -3.2511 -1.5325 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2698 -4.3140 -2.2447 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5791 -3.7422 -2.7216 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3554 -4.8493 -3.4631 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.5937 -5.9930 -2.4917 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3413 1.2489 -3.6779 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1054 -0.3982 -3.5384 H 0 0 0 0 0 0 0 0 0 0 0 0 15.7555 0.9859 -2.5939 H 0 0 0 0 0 0 0 0 0 0 0 0 13.0798 0.9936 -1.8293 H 0 0 0 0 0 0 0 0 0 0 0 0 14.3914 0.1057 -0.8827 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6690 -1.0412 -3.1523 H 0 0 0 0 0 0 0 0 0 0 0 0 13.9600 -1.9208 -2.2845 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4772 -0.6987 -0.9497 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8045 -1.5568 -0.1402 H 0 0 0 0 0 0 0 0 0 0 0 0 12.4146 -3.5799 -1.4244 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2127 -2.7935 -2.4661 H 0 0 0 0 0 0 0 0 0 0 0 0 10.2262 -4.2955 -0.7161 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1023 -3.3617 0.5552 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7888 -1.4156 0.2384 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7333 -2.9361 0.4448 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3520 -1.9796 -2.3777 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1508 -3.1103 -1.7809 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1415 -0.9676 -2.4937 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1028 -0.0758 -1.2906 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7057 -0.4373 -0.8158 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9505 -2.1757 -0.7058 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9495 0.1313 1.1203 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5746 -1.4893 1.4271 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0777 -2.2411 1.5690 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6423 -1.0979 2.8309 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8586 0.8263 1.4554 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1523 -0.2904 0.2538 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3913 -0.2110 3.2215 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7539 -1.3646 2.0019 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3070 0.8154 2.3406 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7357 1.6884 1.7999 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6905 0.8844 -0.3976 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0698 1.4425 0.0432 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9408 -0.5473 -1.2928 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8940 -2.3802 -0.8532 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9282 1.1272 -0.1827 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4780 -0.6802 1.7182 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6799 1.5494 2.5504 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4545 1.4357 2.5407 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8223 3.4857 2.8680 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5833 6.0196 2.7839 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6289 6.1517 0.5182 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9655 5.8181 2.2892 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7873 7.8856 2.6613 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5767 6.4476 -0.2268 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0954 8.3986 0.3722 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8535 6.4654 0.6508 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6040 4.9234 -0.9547 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6497 4.1107 1.4222 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0956 6.2692 2.8730 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6185 -0.8261 -0.4084 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1520 1.0224 -1.5407 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8074 -0.5447 1.9254 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8233 1.5391 0.0021 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9483 0.4002 2.6885 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0833 2.0423 2.0815 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5953 1.5911 0.3804 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1327 1.0554 1.9531 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9356 -0.3538 0.0206 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1667 -3.2465 1.0626 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8536 -1.7259 1.8770 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3903 -2.0057 0.0912 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2305 -2.3415 -0.6338 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4122 -3.5365 0.4116 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4901 -3.6374 -1.1992 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3008 -2.4017 -2.2483 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6486 -4.6915 -3.0792 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4547 -5.1217 -1.4908 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4214 -2.8927 -3.3962 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2530 -3.4799 -1.8786 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2942 -4.3959 -3.8129 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6782 -5.1722 -4.2802 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4647 -5.6062 -1.4697 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.6035 -6.4292 -2.5711 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8583 -6.8046 -2.6917 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 1 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 17 19 1 0 19 20 2 0 19 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 28 29 1 0 27 30 1 0 30 31 1 0 30 32 1 0 32 33 1 0 32 34 1 0 34 35 1 0 22 36 1 0 36 37 1 0 36 38 1 0 38 39 2 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 2 0 43 44 1 0 43 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 34 25 1 0 1 51 1 0 1 52 1 0 1 53 1 0 2 54 1 0 2 55 1 0 3 56 1 0 3 57 1 0 4 58 1 0 4 59 1 0 5 60 1 0 5 61 1 0 6 62 1 0 6 63 1 0 7 64 1 0 7 65 1 0 8 66 1 0 8 67 1 0 9 68 1 0 9 69 1 0 10 70 1 0 10 71 1 0 11 72 1 0 11 73 1 0 12 74 1 0 12 75 1 0 13 76 1 0 13 77 1 0 14 78 1 0 14 79 1 0 15 80 1 0 15 81 1 0 16 82 1 0 16 83 1 0 17 84 1 6 18 85 1 0 21 86 1 0 22 87 1 1 23 88 1 0 23 89 1 0 25 90 1 1 27 91 1 1 28 92 1 0 28 93 1 0 29 94 1 0 30 95 1 6 31 96 1 0 32 97 1 6 33 98 1 0 34 99 1 6 35100 1 0 36101 1 6 37102 1 0 38103 1 0 39104 1 0 40105 1 0 40106 1 0 41107 1 0 41108 1 0 42109 1 0 44110 1 0 44111 1 0 44112 1 0 45113 1 0 45114 1 0 46115 1 0 46116 1 0 47117 1 0 47118 1 0 48119 1 0 48120 1 0 49121 1 0 49122 1 0 50123 1 0 50124 1 0 50125 1 0 M END

Standard InCHIKey	DNLCQLXPBPKXTD-UGYAIEHASA-N
Standard InCHI	InChI=1S/C40H75NO9/c1-4-6-8-10-11-12-13-14-15-16-17-18-19-23-28-34(44)39(48)41-32(30-49-40-38(47)37(46)36(45)35(29-42)50-40)33(43)27-24-20-22-26-31(3)25-21-9-7-5-2/h24,26-27,32-38,40,42-47H,4-23,25,28-30H2,1-3H3,(H,41,48)/b27-24+,31-26+/t32-,33+,34+,35+,36+,37-,38+,40+/m0/s1
SMILES	CCCCCCCCCCCCCCCC[C@@H](O)C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CC/C=C(C)CCCCCC

Calculated Properties

Physi-Chem Properties

Molecular Weight:	713.54	Volume:	774.039 ? Van der Waals volume.
Dense:	0.922	LogP:	6.896 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.678 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.13 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	32.0	Rigid Bonds:	9.0
TPSA:	168.94 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	7.0	Rings:	1.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.033	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.722	Fsp³:	0.875
MCE-18:	27.733 ? 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:	0	PAINS Alert:	0
Colloidal aggregators:	0.976	Fluc inhibitor:	0.019 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.054 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.034 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.005	Promiscuous compounds:	0.034

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.362	MDCK Permeability:	-4.769
Pgp-inhibitor:	0.0	Pgp-substrate:	0.007
PAMPA:	0.0 ? 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):	0.997
20% Bioavailability (F20%):	0.938	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.599
Plasma Protein Binding (PPB):	97.005%	Volume Distribution (VD):	0.23
Fu:	3.252% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.226
BSEP inhibitor:	0.349

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.033
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.695	CYP2D6-substrate:	0.033
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	1.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.206 ? 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):

2.32

Half-life (T1/2):

2.638

ADMET: Toxicity

hERG Blockers:	0.305	hERG Blockers (10um):	0.594
Human Hepatotoxicity (H-HT):	0.759	Drug-induced Liver Injury (DILI):	0.125
AMES Toxicity:	0.044	Rat Oral Acute Toxicity:	0.013
Maximum Recommended Daily Dose:	0.022	Skin Sensitization:	1.0
Carcinogencity:	0.015	Eye Corrosion:	0.0
Eye Irritation:	0.218	Respiratory Toxicity:	0.594
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	0.916
Hematotoxicity:	0.271	Drug-induced Nephrotoxicity:	0.653
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.153
A549 Cytotoxicity:	0.994	Hek293 Cytotoxicity:	0.427
BCF:	1.056 ? 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:	5.355 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.524 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.258 ? 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
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25565282]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	Mycelia	n.a.	n.a.	PMID[26807743]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	Fruiting Bodies	n.a.	n.a.	PMID[33246107]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1493	Hericium erinaceus	Species	Hericiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1493	Hericium erinaceus	Species	Hericiaceae	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
Inhibition	1
Activity	5

Activity Type	# Activity
Individual protein	1
Cell line	4
No target	1

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT204	Individual protein	Acetylcholinesterase	Homo sapiens	Inhibition	n.a.	n.a.	%	PMID[26547693]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT737	Cell line	HUVEC	Homo sapiens	Activity	n.a.	n.a.	n.a.	PMID[26547693]
NPT857	Cell line	LLC-PK1	Sus scrofa	Activity	n.a.	n.a.	n.a.	PMID[26547693]
NPT28833	No target	No relevant target	n.a.	Activity	n.a.	n.a.	n.a.	PMID[26547693]

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 NPC604736 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	18606
0.1-0.2	26541
0.2-0.3	4404
0.3-0.4	243
0.4-0.5	28
0.5-0.6	27
0.6-0.7	7
0.7-0.8	0
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8235	Intermediate Similarity	NPC473581
0.8088	Intermediate Similarity	NPC602861
0.6622	Remote Similarity	NPC475603
0.6622	Remote Similarity	NPC600808
0.6282	Remote Similarity	NPC3568
0.6282	Remote Similarity	NPC17290
0.6282	Remote Similarity	NPC192066
0.6282	Remote Similarity	NPC256570
0.6053	Remote Similarity	NPC476523
0.5833	Remote Similarity	NPC477198
0.5542	Remote Similarity	NPC23454
0.5542	Remote Similarity	NPC70323
0.5542	Remote Similarity	NPC262312
0.5542	Remote Similarity	NPC35269
0.5195	Remote Similarity	NPC611721
0.5062	Remote Similarity	NPC263545
0.5062	Remote Similarity	NPC473950
0.5062	Remote Similarity	NPC111567
0.5062	Remote Similarity	NPC186840
0.5062	Remote Similarity	NPC144916
0.5062	Remote Similarity	NPC486421
0.5062	Remote Similarity	NPC309898
0.5062	Remote Similarity	NPC273493
0.5062	Remote Similarity	NPC475125
0.5062	Remote Similarity	NPC486419
0.5062	Remote Similarity	NPC15851
0.5062	Remote Similarity	NPC115448
0.5062	Remote Similarity	NPC20819
0.5062	Remote Similarity	NPC486418
0.5062	Remote Similarity	NPC473604
0.5062	Remote Similarity	NPC486420
0.5062	Remote Similarity	NPC479188
0.5062	Remote Similarity	NPC81468
0.5057	Remote Similarity	NPC8098
0.5057	Remote Similarity	NPC183449
0.5057	Remote Similarity	NPC197294

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC604736 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6560
0.1-0.2	2484
0.2-0.3	102
0.3-0.4	3
0.4-0.5	1
0.5-0.6	0
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
		NPD

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