NPASS Compound

Natural Product: NPC471108

Natural Product ID	NPC471108
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PHEDXBVPIONUQT-AFPOFPRFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL2373592
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0002875] Tigliane and ingenane diterpenoids [CHEMONTID:0002906] Phorbol esters

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 100103 0 0 0 0 0 0 0 0999 V2000 11.5757 -0.9590 2.1451 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9698 -0.4605 0.8343 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8135 0.4509 1.1952 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 0.9604 -0.0924 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0372 1.8818 0.1420 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9198 1.2204 0.9057 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4065 0.0408 0.1461 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2628 -0.6522 0.8807 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1081 0.2704 1.0976 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5209 0.8233 -0.1727 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0045 -0.2821 -1.0836 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4347 0.2734 -2.3391 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2719 1.2051 -2.1852 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1455 0.5202 -1.5617 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2233 -0.6931 -1.2765 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0677 1.1777 -1.2554 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1718 0.5605 -0.6699 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2466 0.2581 -1.7058 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5331 -0.6312 -2.7506 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2637 -0.6002 -1.0545 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5436 -1.6920 -0.5111 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8909 0.1031 0.1157 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9246 0.6074 1.1101 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5880 1.0380 0.6393 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5412 1.0112 1.5953 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4694 1.8564 1.4802 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3014 2.7234 0.5848 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6634 1.8100 2.4833 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5673 2.0721 0.9629 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3559 2.9386 0.0944 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4517 2.7439 2.3517 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8969 -0.7593 0.7637 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2517 -2.0241 0.6075 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7210 -3.0211 -0.3153 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5766 -2.6072 -1.7372 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3179 -1.1406 -1.9563 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6345 -0.5249 -1.8448 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5530 -1.4420 -2.0916 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9356 -2.7212 -2.3820 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3978 -3.6987 -3.0128 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.0480 -1.2493 -2.0884 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6694 -3.4072 -2.4198 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.3546 -2.4371 1.5316 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4428 -2.8545 0.7305 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0690 -1.8776 2.4739 H 0 0 0 0 0 0 0 0 0 0 0 0 12.6658 -1.1001 1.9560 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4028 -0.1800 2.9049 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6967 0.0886 0.2264 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6115 -1.3654 0.3079 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0310 -0.1090 1.7499 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1606 1.3251 1.7735 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8940 0.0916 -0.6898 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9994 1.4739 -0.6904 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3737 2.7765 0.7322 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6560 2.2024 -0.8471 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0918 1.9385 1.0979 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2868 0.9202 1.9177 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2167 -0.7242 0.0820 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1230 0.3053 -0.8867 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9966 -1.5437 0.3068 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6751 -0.9315 1.8802 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3090 -0.3176 1.6092 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3632 1.1016 1.7736 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7037 1.5058 0.0735 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3213 1.4095 -0.6739 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9362 -0.8984 -1.3044 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3559 -0.9788 -0.5372 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1426 -0.6050 -2.9861 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2444 0.7983 -2.9170 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9958 1.6810 -3.1612 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5903 2.0301 -1.4811 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8104 -0.5188 -0.4779 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5743 1.0955 -2.2986 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1485 -0.7791 -3.6517 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6857 0.0295 -3.1075 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1823 -1.5588 -2.2872 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3205 -1.5344 0.4266 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4793 0.9706 -0.3055 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9440 0.1340 2.1155 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4654 1.1715 2.0717 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2847 1.3956 3.4423 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0792 2.8269 2.6083 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3349 3.1571 0.6200 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5993 2.6863 -0.9096 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8712 3.9619 0.0563 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0658 3.7678 2.2450 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8701 2.1101 3.0285 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4813 2.8277 2.7567 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4556 -0.2008 1.5386 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4720 -3.8733 -0.3275 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8018 -3.5441 0.0910 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0334 -1.0594 -3.0505 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9281 0.4906 -1.6107 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3490 -0.4260 -2.7641 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5685 -2.1645 -2.3906 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2935 -0.9308 -1.0530 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2732 -4.1127 -1.8587 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0403 -3.3299 2.1241 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7038 -1.6121 2.1527 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2921 -2.6867 1.2149 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 2 0 14 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 18 20 1 0 20 21 1 1 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 1 25 26 1 0 26 27 2 0 26 28 1 0 24 29 1 0 29 30 1 0 29 31 1 0 22 32 1 0 32 33 2 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 2 0 38 39 1 0 39 40 2 0 38 41 1 0 35 42 1 6 33 43 1 0 43 44 1 0 24 17 1 0 39 35 1 0 36 20 1 0 29 23 1 0 1 45 1 0 1 46 1 0 1 47 1 0 2 48 1 0 2 49 1 0 3 50 1 0 3 51 1 0 4 52 1 0 4 53 1 0 5 54 1 0 5 55 1 0 6 56 1 0 6 57 1 0 7 58 1 0 7 59 1 0 8 60 1 0 8 61 1 0 9 62 1 0 9 63 1 0 10 64 1 0 10 65 1 0 11 66 1 0 11 67 1 0 12 68 1 0 12 69 1 0 13 70 1 0 13 71 1 0 17 72 1 1 18 73 1 6 19 74 1 0 19 75 1 0 19 76 1 0 21 77 1 0 22 78 1 6 23 79 1 0 28 80 1 0 28 81 1 0 28 82 1 0 30 83 1 0 30 84 1 0 30 85 1 0 31 86 1 0 31 87 1 0 31 88 1 0 32 89 1 0 34 90 1 0 34 91 1 0 36 92 1 6 37 93 1 0 41 94 1 0 41 95 1 0 41 96 1 0 42 97 1 0 43 98 1 0 43 99 1 0 44100 1 0 M END

Standard InCHIKey	PHEDXBVPIONUQT-AFPOFPRFSA-N
Standard InCHI	InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30?,32-,34+,35-,36-/m1/s1
SMILES	CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H](C3[C@]1(OC(=O)C)C3(C)C)C=C(C[C@@]1([C@H]2C=C(C1=O)C)O)CO

Calculated Properties

Physi-Chem Properties

Molecular Weight:	616.4	Volume:	654.126 ? Van der Waals volume.
Dense:	0.942	LogP:	5.415 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.271 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.258 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	21.0
TPSA:	130.36 ? Topological Polar Surface Area.	H-Bond Acceptor:	8.0
H-Bond Donor:	3.0	Rings:	4.0
Heavy Atoms:	8.0

MedChem Properties

QED Drug-Likeness Score:	0.12	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.975	Fsp³:	0.806
MCE-18:	78.462 ? 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:	0.372	Fluc inhibitor:	0.001 ? 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:	0.002 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.198	Promiscuous compounds:	0.406

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.196	MDCK Permeability:	-4.705
Pgp-inhibitor:	0.138	Pgp-substrate:	0.995
PAMPA:	0.783 ? 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):	0.728
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.986
Plasma Protein Binding (PPB):	98.156%	Volume Distribution (VD):	0.904
Fu:	2.802% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.968
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.011
BSEP inhibitor:	0.996

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.071
CYP2C19-inhibitor:	0.001	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.003	CYP2C9-substrate:	0.001
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.616
CYP3A4-inhibitor:	0.097	CYP3A4-substrate:	0.099
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.477 ? 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):

4.011

Half-life (T1/2):

1.166

ADMET: Toxicity

hERG Blockers:	0.147	hERG Blockers (10um):	0.7
Human Hepatotoxicity (H-HT):	0.685	Drug-induced Liver Injury (DILI):	0.374
AMES Toxicity:	0.399	Rat Oral Acute Toxicity:	0.387
Maximum Recommended Daily Dose:	0.677	Skin Sensitization:	0.994
Carcinogencity:	0.399	Eye Corrosion:	0.015
Eye Irritation:	0.844	Respiratory Toxicity:	0.976
Drug-induced Neurotoxicity:	0.027	Ototoxicity:	0.646
Hematotoxicity:	0.598	Drug-induced Nephrotoxicity:	0.791
Genotoxicity:	0.003	RPMI-8226 Immunitoxicity:	0.196
A549 Cytotoxicity:	0.298	Hek293 Cytotoxicity:	0.164
BCF:	1.956 ? 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:	5.637 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.985 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.36 ? 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
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	twig	n.a.	PMID[21520897]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[23148674]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23215460]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	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
Potency	25
Inhibition	2
EC50	4
Ratio CC50/EC50	2
CC50	1

Activity Type	# Activity
Individual protein	23
Cell line	2
Organism	3
Others	4
Non-molecular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1098	Individual protein	Eyes absent homolog 2	Homo sapiens	Potency	n.a.	100000.0	nM	PMID[26636180]
NPT135	Individual protein	Chromobox protein homolog 1	Homo sapiens	Potency	n.a.	1191.7	nM	PMID[12617583]
NPT199	Individual protein	DNA polymerase kappa	Homo sapiens	Potency	n.a.	26679.5	nM	PMID[13678412]
NPT242	Individual protein	Dopamine D1 receptor	Homo sapiens	Potency	n.a.	231.1	nM	PMID[17253859]
NPT537	Individual protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	63095.7	nM	PMID[541686]
NPT940	Individual protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	23280.9	nM	PMID[18063371]
NPT940	Individual protein	Serine/threonine-protein kinase mTOR	Homo sapiens	Potency	=	26121.6	nM	PMID[16124779]
NPT538	Individual protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	58047.9	nM	PMID[17844994]
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	5972.8	nM	PMID[22037378]
NPT698	Individual protein	Regulator of G-protein signaling 4	Homo sapiens	Potency	n.a.	15003.0	nM	PMID[19739600]
NPT7	Individual protein	Thioredoxin reductase 1, cytoplasmic	Rattus norvegicus	Potency	n.a.	22387.2	nM	PMID[24946216]
NPT444	Individual protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency	n.a.	35481.3	nM	PMID[21666868]
NPT888	Individual protein	78 kDa glucose-regulated protein	Homo sapiens	Potency	n.a.	36897.7	nM	PMID[26259802]
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	-0.91	%	PMID[20303767]
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	2238.7	nM	PMID[23398362]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	12.9	%	PMID[17095216]
NPT64	Individual protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	4.1	nM	PMID[26110443]
NPT5	Individual protein	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Homo sapiens	Potency	n.a.	7943.3	nM	PMID[15006398]
NPT62	Individual protein	6-phospho-1-fructokinase	Trypanosoma brucei	Potency	n.a.	756.9	nM	PMID[22694318]
NPT64	Individual protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	4.6	nM	PMID[23046382]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT71	Cell line	HEK293	Homo sapiens	Potency	n.a.	6510.4	nM	PMID[19075048]
NPT189	Cell line	Vero	Chlorocebus aethiops	CC50	=	5300.0	nM	PMID[16989516]
NPT312	Organism	Saccharomyces cerevisiae	Saccharomyces cerevisiae	Potency	=	16360.1	nM	PMID[9358645]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	2800.0	nM	PMID[23215460]
NPT332	Organism	Human immunodeficiency virus type 2 (ISOLATE ROD)	Human immunodeficiency virus type 2 (ISOLATE ROD)	EC50	>	17000.0	nM	PMID[18183025]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	>	18000.0	nM	PMID[2128517]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	51.7	nM	PMID[1453177]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	18348.9	nM	PMID[19191549]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	=	1.9	n.a.	PMID[15043411]

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 NPC471108 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	15435
0.1-0.2	32060
0.2-0.3	2164
0.3-0.4	60
0.4-0.5	66
0.5-0.6	29
0.6-0.7	19
0.7-0.8	0
0.8-0.85	3
0.85-0.9	1
0.9-0.95	2
0.95-1	3

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC5991
1.0	High Similarity	NPC196500
1.0	High Similarity	NPC5989
0.9206	High Similarity	NPC275696
0.9206	High Similarity	NPC255081
0.8571	High Similarity	NPC171905
0.8382	Intermediate Similarity	NPC22628
0.8382	Intermediate Similarity	NPC600005
0.8	Intermediate Similarity	NPC484333
0.7727	Intermediate Similarity	NPC472397
0.75	Intermediate Similarity	NPC472758
0.7429	Intermediate Similarity	NPC488610
0.7246	Intermediate Similarity	NPC157252
0.7222	Intermediate Similarity	NPC243902
0.7179	Intermediate Similarity	NPC479001
0.7179	Intermediate Similarity	NPC479002
0.7162	Intermediate Similarity	NPC145238
0.7162	Intermediate Similarity	NPC609983
0.7143	Intermediate Similarity	NPC471125
0.7143	Intermediate Similarity	NPC138641
0.7143	Intermediate Similarity	NPC611243
0.7123	Intermediate Similarity	NPC478999
0.7042	Intermediate Similarity	NPC145182
0.6892	Remote Similarity	NPC488611
0.6849	Remote Similarity	NPC471128
0.6849	Remote Similarity	NPC471126
0.6806	Remote Similarity	NPC485737
0.6795	Remote Similarity	NPC482199
0.6795	Remote Similarity	NPC482197
0.6625	Remote Similarity	NPC482198
0.662	Remote Similarity	NPC485736
0.662	Remote Similarity	NPC277477
0.662	Remote Similarity	NPC479003
0.662	Remote Similarity	NPC485735
0.6533	Remote Similarity	NPC484252
0.6486	Remote Similarity	NPC19464
0.631	Remote Similarity	NPC283875
0.6267	Remote Similarity	NPC486561
0.619	Remote Similarity	NPC601559
0.6071	Remote Similarity	NPC601392
0.6049	Remote Similarity	NPC472398
0.6049	Remote Similarity	NPC600915
0.5974	Remote Similarity	NPC485732
0.5921	Remote Similarity	NPC485734
0.5882	Remote Similarity	NPC601964
0.5857	Remote Similarity	NPC153036
0.5823	Remote Similarity	NPC10721
0.5747	Remote Similarity	NPC22571
0.5595	Remote Similarity	NPC469647
0.5595	Remote Similarity	NPC469648
0.5556	Remote Similarity	NPC156252
0.5556	Remote Similarity	NPC607335
0.5556	Remote Similarity	NPC610849
0.5479	Remote Similarity	NPC158523
0.5465	Remote Similarity	NPC11410
0.5465	Remote Similarity	NPC600144
0.5385	Remote Similarity	NPC482454
0.5375	Remote Similarity	NPC477091
0.5357	Remote Similarity	NPC153651
0.5333	Remote Similarity	NPC71889
0.5333	Remote Similarity	NPC475937
0.5325	Remote Similarity	NPC485733
0.5316	Remote Similarity	NPC170212
0.5176	Remote Similarity	NPC472760
0.5128	Remote Similarity	NPC154363
0.5125	Remote Similarity	NPC17138
0.5125	Remote Similarity	NPC101825
0.5125	Remote Similarity	NPC215643
0.5125	Remote Similarity	NPC265499
0.5065	Remote Similarity	NPC482406
0.5062	Remote Similarity	NPC221511

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC471108 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6254
0.1-0.2	2841
0.2-0.3	54
0.3-0.4	1
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