NPASS Compound

Natural Product: NPC142530

Natural Product ID	NPC142530
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Tetraprenylphenolsuillin
IUPAC Name	[3,4-dihydroxy-2-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]phenyl] acetate
Synonyms	Tetraprenylphenolsuillin
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL485467
PubChem CID	5387599
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids

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 72 72 0 0 0 0 0 0 0 0999 V2000 1.4818 -1.2784 -3.0484 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2996 -0.8979 -1.6282 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0433 -0.9261 -1.1379 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1029 -1.3137 -1.9742 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2060 -0.3082 -2.0519 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8642 -0.0146 -0.7473 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1509 -0.3497 -0.6298 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9456 -0.1350 0.5862 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1294 0.7440 0.3296 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2212 0.6365 1.1711 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3009 1.4538 0.9022 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2967 2.3440 -0.1625 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1701 2.4084 -0.9769 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0847 1.6141 -0.7380 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9578 1.6903 -1.5633 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1816 3.3049 -2.0408 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1670 -0.2627 2.2102 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6084 -1.5394 2.0047 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0520 -1.8682 0.8825 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5733 -2.5527 3.0908 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1951 0.6655 0.3643 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4834 -0.4900 -0.7577 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1233 0.6584 -1.4052 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2745 1.3179 -0.8370 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8517 1.2247 0.3417 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0689 2.0425 0.6735 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2718 1.2499 1.0332 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7533 0.2977 0.0298 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9447 -0.9665 0.3291 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6708 -1.4439 1.7210 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4241 -1.9270 -0.6856 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2695 0.3344 1.3665 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5778 -1.4507 -3.2793 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0348 -2.3039 -3.2267 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0213 -0.5800 -3.7677 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0421 -0.6616 -0.0892 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5123 -2.3166 -1.6509 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7407 -1.4469 -3.0365 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9662 -0.5590 -2.8052 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7940 0.6949 -2.4113 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6376 -0.8116 -1.4918 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3263 0.2543 1.4089 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3473 -1.1530 0.9105 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1637 1.3611 1.5792 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1758 2.9449 -0.3069 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1334 1.8024 -2.5518 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5571 4.1083 -1.9352 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4044 -3.2730 2.9147 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5946 -3.0539 3.1254 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8076 -2.0347 4.0513 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9192 1.4278 0.7825 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9398 -0.0364 1.1589 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3092 1.2474 0.0257 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1215 -1.4127 -0.7107 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0428 -0.3249 0.2317 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2929 1.3869 -1.6822 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4379 0.3041 -2.4555 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8220 2.0726 -1.5011 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7927 2.6569 1.5628 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3199 2.7643 -0.1161 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0958 1.9951 1.2374 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0803 0.7665 2.0321 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9565 0.6507 -0.9694 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9353 -2.4950 1.8881 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5998 -1.2627 1.9350 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3013 -0.8559 2.4492 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4955 -1.7623 -0.9069 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2520 -2.9793 -0.3654 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8750 -1.7908 -1.6456 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9606 0.3992 2.2736 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2854 -0.7179 1.1110 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3172 0.7324 1.7816 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 1 0 9 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 13 14 2 0 14 15 1 0 13 16 1 0 10 17 1 0 17 18 1 0 18 19 2 0 18 20 1 0 6 21 1 0 2 22 1 0 22 23 1 0 23 24 1 0 24 25 2 0 25 26 1 0 26 27 1 0 27 28 1 0 28 29 2 3 29 30 1 0 29 31 1 0 25 32 1 0 14 9 1 0 1 33 1 0 1 34 1 0 1 35 1 0 3 36 1 0 4 37 1 0 4 38 1 0 5 39 1 0 5 40 1 0 7 41 1 0 8 42 1 0 8 43 1 0 11 44 1 0 12 45 1 0 15 46 1 0 16 47 1 0 20 48 1 0 20 49 1 0 20 50 1 0 21 51 1 0 21 52 1 0 21 53 1 0 22 54 1 0 22 55 1 0 23 56 1 0 23 57 1 0 24 58 1 0 26 59 1 0 26 60 1 0 27 61 1 0 27 62 1 0 28 63 1 0 30 64 1 0 30 65 1 0 30 66 1 0 31 67 1 0 31 68 1 0 31 69 1 0 32 70 1 0 32 71 1 0 32 72 1 0 M END

Standard InCHIKey	TVYGOMSIBBSIKO-MLAGYPMBSA-N
Standard InCHI	InChI=1S/C28H40O4/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-27(32-24(6)29)19-18-26(30)28(25)31/h10,12,14,16,18-19,30-31H,7-9,11,13,15,17H2,1-6H3/b21-12+,22-14+,23-16+
SMILES	C/C(=CCC/C(=C/Cc1c(ccc(c1O)O)OC(=O)C)/C)/CC/C=C(/CCC=C(C)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	440.29	Volume:	498.357 ? Van der Waals volume.
Dense:	0.883	LogP:	7.712 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.348 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.474 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	13.0	Rigid Bonds:	11.0
TPSA:	66.76 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	2.0	Rings:	1.0
Heavy Atoms:	4.0

MedChem Properties

QED Drug-Likeness Score:	0.151	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.092	Fsp³:	0.464
MCE-18:	12.0 ? 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:	1	PAINS Alert:	1
Colloidal aggregators:	0.956	Fluc inhibitor:	0.092 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.032 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.158 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.653	Promiscuous compounds:	0.187

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.866	MDCK Permeability:	-4.706
Pgp-inhibitor:	0.999	Pgp-substrate:	0.0
PAMPA:	0.001 ? 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%):	0.047	30% Bioavailability (F30%):	0.051
50% Bioavailability (F50%):	0.925

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.988
Plasma Protein Binding (PPB):	96.287%	Volume Distribution (VD):	-0.024
Fu:	3.447% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.0
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.948
CYP2C19-inhibitor:	0.834	CYP2C19-substrate:	0.14
CYP2C9-inhibitor:	0.134	CYP2C9-substrate:	0.006
CYP2D6-inhibitor:	0.885	CYP2D6-substrate:	0.227
CYP3A4-inhibitor:	0.0	CYP3A4-substrate:	0.921
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
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):

9.012

Half-life (T1/2):

0.67

ADMET: Toxicity

hERG Blockers:	0.036	hERG Blockers (10um):	0.6
Human Hepatotoxicity (H-HT):	0.804	Drug-induced Liver Injury (DILI):	0.264
AMES Toxicity:	0.062	Rat Oral Acute Toxicity:	0.393
Maximum Recommended Daily Dose:	0.294	Skin Sensitization:	0.997
Carcinogencity:	0.029	Eye Corrosion:	0.001
Eye Irritation:	0.691	Respiratory Toxicity:	0.977
Drug-induced Neurotoxicity:	0.32	Ototoxicity:	0.46
Hematotoxicity:	0.357	Drug-induced Nephrotoxicity:	0.312
Genotoxicity:	0.761	RPMI-8226 Immunitoxicity:	0.068
A549 Cytotoxicity:	0.792	Hek293 Cytotoxicity:	0.317
BCF:	1.608 ? 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:	5.438 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.101 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	7.014 ? 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
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11575963]
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1294697]
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2607355]
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[2809609]
NPO27847	Suillus granulatus	Species	Suillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27847	Suillus granulatus	Species	Suillaceae	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
T/C	2
IC50	3
GI50	48
ID50	3

Activity Type	# Activity
Cell line	54
Non-molecular	2

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
NPT168	Cell line	P388	Mus musculus	T/C	=	151.0	%	PMID[2809609]
NPT168	Cell line	P388	Mus musculus	T/C	=	160.0	%	PMID[2809609]
NPT91	Cell line	KB	Homo sapiens	IC50	=	0.7	ug.mL-1	PMID[15620248]
NPT168	Cell line	P388	Mus musculus	IC50	=	0.8	ug.mL-1	PMID[15620248]
NPT368	Cell line	SN12C	Homo sapiens	GI50	n.a.	272.27	nM	PMID[24725159]
NPT370	Cell line	NCI-H23	Homo sapiens	GI50	n.a.	428.55	nM	PMID[21550801]
NPT371	Cell line	UO-31	Homo sapiens	GI50	n.a.	1422.33	nM	DrugMatrix in vitro pharmacology data
NPT369	Cell line	ACHN	Homo sapiens	GI50	n.a.	274.79	nM	PubChem BioAssay data set
NPT116	Cell line	HL-60	Homo sapiens	GI50	n.a.	1389.95	nM	PMID[17618015]
NPT372	Cell line	HOP-92	Homo sapiens	GI50	n.a.	309.03	nM	PMID[25237727]
NPT374	Cell line	SF-539	Homo sapiens	GI50	n.a.	407.38	nM	PMID[23398362]
NPT375	Cell line	Malme-3M	Homo sapiens	GI50	n.a.	274.16	nM	PMID[23398362]
NPT379	Cell line	HOP-62	Homo sapiens	GI50	n.a.	1235.95	nM	DrugMatrix in vitro pharmacology data
NPT380	Cell line	U-251	Homo sapiens	GI50	n.a.	345.94	nM	PMID[19691309]
NPT381	Cell line	OVCAR-8	Homo sapiens	GI50	n.a.	391.74	nM	PMID[17190465]
NPT382	Cell line	OVCAR-5	Homo sapiens	GI50	n.a.	595.66	nM	PMID[26083682]
NPT383	Cell line	SNB-19	Homo sapiens	GI50	n.a.	423.64	nM	PMID[19665897]
NPT572	Cell line	DMS-273	Homo sapiens	GI50	n.a.	246.04	nM	PubChem BioAssay data set
NPT385	Cell line	SR	Homo sapiens	GI50	n.a.	56.36	nM	PMID[18027916]
NPT323	Cell line	SW-620	Homo sapiens	GI50	n.a.	299.92	nM	PMID[16890435]
NPT384	Cell line	TK-10	Homo sapiens	GI50	n.a.	1324.34	nM	Patent: US8470888 B2
NPT573	Cell line	M19-MEL	Homo sapiens	GI50	n.a.	392.64	nM	PMID[23035772]
NPT455	Cell line	NCI-H522	Homo sapiens	GI50	n.a.	1513.56	nM	PMID[12444689]
NPT387	Cell line	M14	Homo sapiens	GI50	n.a.	1510.08	nM	PMID[15620248]
NPT386	Cell line	KM12	Homo sapiens	GI50	n.a.	476.43	nM	PMID[11325227]
NPT574	Cell line	XF498	Homo sapiens	GI50	n.a.	357.27	nM	PMID[23398362]
NPT388	Cell line	NCI-H322M	Homo sapiens	GI50	n.a.	1836.54	nM	PMID[17190444]
NPT456	Cell line	OVCAR-4	Homo sapiens	GI50	n.a.	425.6	nM	DrugMatrix in vivo data: Biochemistry
NPT390	Cell line	LOX IMVI	Homo sapiens	GI50	n.a.	246.6	nM	PMID[20674349]
NPT147	Cell line	SK-MEL-2	Homo sapiens	GI50	n.a.	1158.78	nM	PMID[25856683]
NPT575	Cell line	KM-20L2	Homo sapiens	GI50	n.a.	946.24	nM	PMID[17844994]
NPT81	Cell line	A549	Homo sapiens	GI50	n.a.	339.63	nM	PMID[19017562]
NPT392	Cell line	SNB-75	Homo sapiens	GI50	n.a.	438.53	nM	PMID[15711537]
NPT391	Cell line	HCC 2998	Homo sapiens	GI50	n.a.	870.96	nM	PMID[12662097]
NPT393	Cell line	HCT-116	Homo sapiens	GI50	n.a.	287.08	nM	PMID[15104518]
NPT395	Cell line	SF-268	Homo sapiens	GI50	n.a.	445.66	nM	PMID[22951114]
NPT394	Cell line	EKVX	Homo sapiens	GI50	n.a.	1545.25	nM	PMID[26077494]
NPT731	Cell line	LXFL 529	Homo sapiens	GI50	n.a.	283.79	nM	PMID[23354072]
NPT576	Cell line	DMS-114	Homo sapiens	GI50	n.a.	349.95	nM	PMID[22264170]
NPT397	Cell line	NCI-H460	Homo sapiens	GI50	n.a.	364.75	nM	PMID[16413779]
NPT308	Cell line	CAKI-1	Homo sapiens	GI50	n.a.	2648.5	nM	PMID[20022253]
NPT399	Cell line	SF-295	Homo sapiens	GI50	n.a.	746.45	nM	PMID[8277313]
NPT578	Cell line	SNB-78	Homo sapiens	GI50	n.a.	272.27	nM	PMID[19128055]
NPT401	Cell line	786-0	Homo sapiens	GI50	n.a.	1099.01	nM	PMID[10560729]
NPT403	Cell line	UACC-257	Homo sapiens	GI50	n.a.	650.13	nM	PMID[15104488]
NPT579	Cell line	DLD-1	Homo sapiens	GI50	n.a.	340.41	nM	PMID[24095094]
NPT405	Cell line	NCI-H226	Homo sapiens	GI50	n.a.	691.83	nM	PMID[22280816]
NPT139	Cell line	HT-29	Homo sapiens	GI50	n.a.	338.06	nM	Open TG-GATES in vivo data: Biochemistry
NPT170	Cell line	SK-MEL-28	Homo sapiens	GI50	n.a.	656.15	nM	DrugMatrix in vitro pharmacology data
NPT407	Cell line	COLO 205	Homo sapiens	GI50	n.a.	157.4	nM	PMID[26288696]
NPT406	Cell line	RXF 393	Homo sapiens	GI50	n.a.	1202.26	nM	PMID[19414568]
NPT732	Cell line	HOP-18	Homo sapiens	GI50	n.a.	187.07	nM	PMID[21650152]
NPT91	Cell line	KB	Homo sapiens	ID50	=	0.69	ug ml-1	PMID[21044847]
NPT168	Cell line	P388	Mus musculus	ID50	=	0.85	ug ml-1	PMID[21873059]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	1.0	ug.mL-1	PMID[1294697]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ID50	=	1.02	ug ml-1	PMID[2809609]

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 NPC142530 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	11460
0.1-0.2	34530
0.2-0.3	3439
0.3-0.4	355
0.4-0.5	67
0.5-0.6	5
0.6-0.7	1
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8367	Intermediate Similarity	NPC474864
0.6429	Remote Similarity	NPC474810
0.5614	Remote Similarity	NPC474670
0.5593	Remote Similarity	NPC147317
0.5517	Remote Similarity	NPC474821
0.5323	Remote Similarity	NPC476006
0.5156	Remote Similarity	NPC252095

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC142530 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3435
0.1-0.2	5627
0.2-0.3	82
0.3-0.4	5
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