NPASS Compound

Natural Product: NPC488900

Natural Product ID	NPC488900
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	MJUMRTWXCVSKFO-KJXAQABYSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
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 82 86 0 0 0 0 0 0 0 0999 V2000 -2.5622 1.7405 1.0151 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9463 0.5247 1.6081 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2546 0.7490 2.9078 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0905 0.1072 3.0282 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9654 0.4310 1.8454 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3093 0.1686 0.5116 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5900 1.3147 -0.3900 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1257 2.5658 0.0719 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3132 3.7062 -0.6545 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9127 3.6262 -1.7544 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1506 5.0462 -0.2230 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0522 -1.0228 -0.0866 C 0 0 1 0 0 0 0 0 0 0 0 0 0.3165 -1.6372 -1.2603 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1010 -1.9540 -0.9307 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7866 -0.6065 -0.6182 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0958 -0.2931 0.6547 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9957 -1.5486 1.3096 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2518 -2.5580 0.4555 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3798 -3.7811 0.6475 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6992 -3.0464 0.5924 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1653 -0.8177 -0.3664 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1962 -0.2422 -1.0810 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8723 0.5244 -2.0243 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5984 -0.4906 -0.7817 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6589 0.0596 -1.4656 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8213 -0.4233 -0.8762 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4790 -1.2213 0.1097 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1556 -1.2837 0.1933 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3757 -0.8442 -2.4270 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0287 -1.1838 -3.5804 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6306 -2.3071 -3.5988 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0882 -0.3539 -4.7954 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3761 -0.7340 -0.4346 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4732 -1.3618 0.1179 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2250 -2.2587 0.9960 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8403 -1.0733 -0.2275 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8718 -1.7484 0.3736 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2036 -1.4631 0.0331 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4676 -0.4958 -0.9135 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4460 0.1552 -1.4920 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1502 -0.1215 -1.1615 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2385 1.8381 1.9617 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4832 2.3522 2.1654 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4425 1.5478 2.2556 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6483 3.8220 2.2702 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1528 2.6241 1.5890 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4965 1.8571 -0.0635 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6707 1.8098 1.2414 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8156 -0.1634 1.8560 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8495 0.4432 3.8004 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1144 1.8630 3.0253 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0727 -0.9600 3.2955 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5930 0.6089 3.9120 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9450 -0.0582 1.9563 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6946 1.4097 -0.4682 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2114 1.2292 -1.4165 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6894 5.7717 -0.1282 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7527 5.0103 0.6942 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8108 5.4570 -1.0274 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0708 -1.7906 0.6956 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9056 -2.5548 -1.5127 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6201 -2.5102 -1.6989 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7031 0.0819 -1.4419 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1287 -3.7730 1.6566 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3739 -3.9337 -0.1212 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9840 -4.7323 0.6751 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2830 -2.4437 1.3028 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7357 -4.0948 1.0141 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1822 -3.1500 -0.4106 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6243 0.7420 -2.3069 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8494 -0.2196 -1.1325 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6371 -1.8680 0.9166 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2624 -0.5897 -5.5105 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0301 -0.5916 -5.3590 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1410 0.7314 -4.5787 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7258 -2.5155 1.1212 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0403 -1.9706 0.4821 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5054 -0.2548 -1.1970 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3896 0.4579 -1.6837 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5382 4.1813 1.6881 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6965 4.1604 3.3307 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7732 4.3290 1.8237 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 6 7 8 1 0 8 9 1 0 9 10 2 0 9 11 1 0 6 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 1 17 18 1 0 18 19 1 0 18 20 1 0 15 21 1 0 21 22 1 0 22 23 2 0 22 24 1 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 1 0 13 29 1 0 29 30 1 0 30 31 2 0 30 32 1 0 12 33 1 0 33 34 1 0 34 35 2 0 34 36 1 0 36 37 2 0 37 38 1 0 38 39 2 0 39 40 1 0 40 41 2 0 5 42 1 0 42 43 1 0 43 44 2 0 43 45 1 0 16 2 1 0 28 24 2 0 41 36 1 0 16 6 1 0 18 14 1 0 1 46 1 0 1 47 1 0 1 48 1 0 2 49 1 1 3 50 1 0 3 51 1 0 4 52 1 0 4 53 1 0 5 54 1 1 7 55 1 0 7 56 1 0 11 57 1 0 11 58 1 0 11 59 1 0 12 60 1 1 13 61 1 6 14 62 1 6 15 63 1 6 19 64 1 0 19 65 1 0 19 66 1 0 20 67 1 0 20 68 1 0 20 69 1 0 25 70 1 0 26 71 1 0 28 72 1 0 32 73 1 0 32 74 1 0 32 75 1 0 37 76 1 0 38 77 1 0 39 78 1 0 41 79 1 0 45 80 1 0 45 81 1 0 45 82 1 0 M END

Standard InCHIKey	MJUMRTWXCVSKFO-KJXAQABYSA-N
Standard InCHI	InChI=1S/C32H37NO12/c1-17-9-10-23(41-19(3)35)31(16-40-18(2)34)27(44-28(37)21-8-7-12-33-14-21)25(42-20(4)36)24-26(32(17,31)45-30(24,5)6)43-29(38)22-11-13-39-15-22/h7-8,11-15,17,23-27H,9-10,16H2,1-6H3/t17-,23+,24-,25-,26-,27-,31+,32-/m1/s1
SMILES	C[C@@H]1CC[C@@H]([C@@]2(COC(=O)C)[C@@H]([C@@H]([C@@H]3[C@H]([C@]12OC3(C)C)OC(=O)c1ccoc1)OC(=O)C)OC(=O)c1cccnc1)OC(=O)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	627.23	Volume:	609.361 ? Van der Waals volume.
Dense:	1.029	LogP:	1.591 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.905 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.33 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	30.0
TPSA:	166.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	13.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	13.0

MedChem Properties

QED Drug-Likeness Score:	0.309	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.056	Fsp³:	0.562
MCE-18:	164.28 ? 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:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.368	Fluc inhibitor:	0.011 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.004 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.092 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.018	Promiscuous compounds:	0.02

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.403	MDCK Permeability:	-5.064
Pgp-inhibitor:	0.989	Pgp-substrate:	0.257
PAMPA:	0.761 ? 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):	0.0
20% Bioavailability (F20%):	0.05	30% Bioavailability (F30%):	0.52
50% Bioavailability (F50%):	0.83

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.003	MRP1:	1.0
Plasma Protein Binding (PPB):	48.655%	Volume Distribution (VD):	-0.442
Fu:	47.953% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.992	BCRP inhibitor:	0.432
BSEP inhibitor:	0.977

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.686
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.005
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.11
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.987
CYP3A4-inhibitor:	0.028	CYP3A4-substrate:	0.203
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	1.0 ? 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):

3.871

Half-life (T1/2):

0.574

ADMET: Toxicity

hERG Blockers:	0.039	hERG Blockers (10um):	0.236
Human Hepatotoxicity (H-HT):	0.148	Drug-induced Liver Injury (DILI):	0.979
AMES Toxicity:	0.376	Rat Oral Acute Toxicity:	0.496
Maximum Recommended Daily Dose:	0.444	Skin Sensitization:	0.836
Carcinogencity:	0.785	Eye Corrosion:	0.0
Eye Irritation:	0.365	Respiratory Toxicity:	0.058
Drug-induced Neurotoxicity:	0.049	Ototoxicity:	0.247
Hematotoxicity:	0.063	Drug-induced Nephrotoxicity:	0.293
Genotoxicity:	0.843	RPMI-8226 Immunitoxicity:	0.045
A549 Cytotoxicity:	0.03	Hek293 Cytotoxicity:	0.055
BCF:	0.843 ? 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:	3.718 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.412 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.033 ? 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
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/0031-9422(90)85349-K]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	DOI[10.1186/1471-2202-6-1]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10579865]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[10716597]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10757718]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11374948]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11561442]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12579877]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1375626]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1602302]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[16864458]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	roots	n.a.	n.a.	PMID[16989518]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[17250858]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17265278]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	leaf	n.a.	PMID[1823717]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18554602]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[18996177]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	root	n.a.	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[21486005]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21514608]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	dried roots	purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China)	n.a.	PMID[22148431]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	leaves	n.a.	n.a.	PMID[23268606]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23852638]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24549173]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24963543]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25237706]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	bark	n.a.	PMID[2534610]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[2816380]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[29355322]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	Leaves	n.a.	n.a.	PMID[31556299]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7102323]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7304185]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8699928]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8722541]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	Database[Article]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13661	Tripterygium wilfordii	Species	Celastraceae	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	1

Activity Type	# Activity
Cell line	1

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
NPT681	Cell line	PC-12	Rattus norvegicus	Activity	=	71.5	%	PMID[29355322]

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 NPC488900 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	18118
0.1-0.2	30166
0.2-0.3	1215
0.3-0.4	263
0.4-0.5	58
0.5-0.6	17
0.6-0.7	15
0.7-0.8	0
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8889	High Similarity	NPC488899
0.8571	High Similarity	NPC481059
0.7375	Intermediate Similarity	NPC148896
0.7176	Intermediate Similarity	NPC488902
0.7176	Intermediate Similarity	NPC488903
0.6875	Remote Similarity	NPC4421
0.6747	Remote Similarity	NPC473115
0.6747	Remote Similarity	NPC180668
0.6667	Remote Similarity	NPC212768
0.6538	Remote Similarity	NPC481057
0.6538	Remote Similarity	NPC305403
0.642	Remote Similarity	NPC481062
0.642	Remote Similarity	NPC481058
0.642	Remote Similarity	NPC481060
0.6404	Remote Similarity	NPC471013
0.6364	Remote Similarity	NPC90257
0.6364	Remote Similarity	NPC69357
0.6353	Remote Similarity	NPC10904
0.6024	Remote Similarity	NPC294803
0.6024	Remote Similarity	NPC481064
0.5949	Remote Similarity	NPC483845
0.5926	Remote Similarity	NPC483844
0.5904	Remote Similarity	NPC483848
0.5521	Remote Similarity	NPC6981
0.5517	Remote Similarity	NPC608007
0.5465	Remote Similarity	NPC483849
0.5444	Remote Similarity	NPC75600
0.5444	Remote Similarity	NPC483884
0.5333	Remote Similarity	NPC301368
0.5333	Remote Similarity	NPC84815
0.5333	Remote Similarity	NPC6576
0.5227	Remote Similarity	NPC483887
0.5227	Remote Similarity	NPC158020
0.5176	Remote Similarity	NPC481061
0.5172	Remote Similarity	NPC147340
0.5056	Remote Similarity	NPC271460
0.5055	Remote Similarity	NPC610927

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC488900 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3635
0.1-0.2	5458
0.2-0.3	52
0.3-0.4	5
0.4-0.5	0
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