NPASS Compound

Natural Product: NPC283375

Natural Product ID	NPC283375
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	CWAUWHSITVGXFR-CRBFZXEMSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL495060
PubChem CID	15785657
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001550] Sesquiterpenoids [CHEMONTID:0002051] Agarofurans

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 74 78 0 0 0 0 0 0 0 0999 V2000 4.2421 -3.5759 0.5726 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2990 -2.8089 -0.2850 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7016 -2.3727 -1.3940 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0028 -2.5468 0.0660 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0888 -1.8050 -0.7572 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0615 -2.7757 -1.2825 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1585 -2.9350 -0.4462 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7977 -1.6387 -0.0217 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9149 -0.5028 -0.4060 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5366 -0.6696 0.0200 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6463 -1.0419 1.4983 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2667 0.6471 -0.1222 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6477 0.5483 -0.1001 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4787 1.0395 0.8787 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8787 1.6159 1.8116 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9194 0.9478 0.9144 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6356 0.3348 -0.0978 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0106 0.2750 -0.0068 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7238 0.8002 1.0531 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9865 1.4067 2.0502 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6048 1.4787 1.9806 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7122 1.5482 -1.1888 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7716 1.6638 -1.1071 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3550 0.8390 0.0496 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7506 1.0369 0.0786 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3899 1.5368 1.1832 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7662 1.8408 2.2169 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8329 1.7199 1.1558 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5653 1.3964 0.0314 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9492 1.5579 -0.0327 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6249 2.0559 1.0539 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8791 2.3753 2.1721 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5319 2.2201 2.2397 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3084 0.7713 -2.2393 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9360 -0.4621 -1.8142 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7434 0.9776 -2.5298 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5449 1.0494 -3.5435 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2833 -1.6464 1.3836 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0288 -4.6619 0.4525 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0516 -3.3084 1.6472 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2882 -3.3919 0.3039 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6874 -1.5172 -1.6613 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5621 -3.7873 -1.3163 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1935 -2.5959 -2.3646 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9710 -3.6201 0.4335 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8684 -3.5581 -1.0734 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7143 -1.5297 -0.6816 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1764 -1.9936 1.7501 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7556 -1.2183 1.6520 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4132 -0.1960 2.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0302 1.2184 0.8321 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1591 -0.1010 -0.9655 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5503 -0.2064 -0.8048 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8185 0.7425 1.1073 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5281 1.8298 2.8994 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1064 1.9760 2.8135 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1227 2.5776 -0.9599 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0511 1.3205 -2.1928 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1742 2.6700 -1.1473 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9667 1.1525 1.0257 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1155 0.9998 -0.8654 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5156 1.3046 -0.9106 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6988 2.1931 1.0360 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4169 2.7748 3.0453 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9667 2.4774 3.1281 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3998 0.1256 -2.2743 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0904 1.9148 -2.0483 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9522 1.1527 -3.6291 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1933 2.0916 -3.6004 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2308 0.2845 -3.7331 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2484 0.9440 -4.4244 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3990 -1.5205 1.4290 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8926 -0.8093 1.9954 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1228 -2.6367 1.9046 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 2 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 1 10 12 1 0 12 13 1 0 13 14 1 0 14 15 2 0 14 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 20 21 2 0 12 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 2 0 26 28 1 0 28 29 2 0 29 30 1 0 30 31 2 0 31 32 1 0 32 33 2 0 23 34 1 0 34 35 1 0 34 36 1 0 34 37 1 0 8 38 1 0 10 5 1 0 21 16 1 0 33 28 1 0 9 35 1 6 24 9 1 0 1 39 1 0 1 40 1 0 1 41 1 0 5 42 1 6 6 43 1 0 6 44 1 0 7 45 1 0 7 46 1 0 8 47 1 6 11 48 1 0 11 49 1 0 11 50 1 0 12 51 1 1 17 52 1 0 18 53 1 0 19 54 1 0 20 55 1 0 21 56 1 0 22 57 1 0 22 58 1 0 23 59 1 6 24 60 1 1 29 61 1 0 30 62 1 0 31 63 1 0 32 64 1 0 33 65 1 0 36 66 1 0 36 67 1 0 36 68 1 0 37 69 1 0 37 70 1 0 37 71 1 0 38 72 1 0 38 73 1 0 38 74 1 0 M END

Standard InCHIKey	CWAUWHSITVGXFR-CRBFZXEMSA-N
Standard InCHI	InChI=1S/C31H36O7/c1-19-16-17-24(35-20(2)32)30(5)25(36-27(33)21-12-8-6-9-13-21)18-23-26(31(19,30)38-29(23,3)4)37-28(34)22-14-10-7-11-15-22/h6-15,19,23-26H,16-18H2,1-5H3/t19-,23-,24+,25+,26-,30+,31-/m1/s1
SMILES	CC(=O)O[C@H]1CC[C@H]([C@@]23[C@]1(C)[C@@H](OC(=O)c1ccccc1)C[C@H]([C@H]3OC(=O)c1ccccc1)C(O2)(C)C)C

Calculated Properties

Physi-Chem Properties

Molecular Weight:	520.25	Volume:	539.753 ? Van der Waals volume.
Dense:	0.964	LogP:	4.193 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.648 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.409 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	8.0	Rigid Bonds:	29.0
TPSA:	88.13 ? Topological Polar Surface Area.	H-Bond Acceptor:	7.0
H-Bond Donor:	0.0	Rings:	5.0
Heavy Atoms:	7.0

MedChem Properties

QED Drug-Likeness Score:	0.387	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.38	Fsp³:	0.516
MCE-18:	151.915 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.627	Fluc inhibitor:	0.384 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.032 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.289	Promiscuous compounds:	0.064

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.183	MDCK Permeability:	-4.775
Pgp-inhibitor:	0.997	Pgp-substrate:	0.109
PAMPA:	0.159 ? 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%):	0.039	30% Bioavailability (F30%):	0.087
50% Bioavailability (F50%):	0.964

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.878	MRP1:	0.999
Plasma Protein Binding (PPB):	96.984%	Volume Distribution (VD):	-0.39
Fu:	2.677% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	0.955	BCRP inhibitor:	0.285
BSEP inhibitor:	0.987

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.995
CYP2C19-inhibitor:	0.013	CYP2C19-substrate:	0.646
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.334	CYP3A4-substrate:	0.002
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.986 ? 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):

5.734

Half-life (T1/2):

0.402

ADMET: Toxicity

hERG Blockers:	0.075	hERG Blockers (10um):	0.672
Human Hepatotoxicity (H-HT):	0.134	Drug-induced Liver Injury (DILI):	0.903
AMES Toxicity:	0.511	Rat Oral Acute Toxicity:	0.206
Maximum Recommended Daily Dose:	0.268	Skin Sensitization:	0.987
Carcinogencity:	0.781	Eye Corrosion:	0.002
Eye Irritation:	0.68	Respiratory Toxicity:	0.086
Drug-induced Neurotoxicity:	0.68	Ototoxicity:	0.173
Hematotoxicity:	0.04	Drug-induced Nephrotoxicity:	0.494
Genotoxicity:	0.627	RPMI-8226 Immunitoxicity:	0.035
A549 Cytotoxicity:	0.431	Hek293 Cytotoxicity:	0.575
BCF:	1.008 ? 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:	4.122 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.324 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.093 ? 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
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10346948]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[10346948]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11170672]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[11809076]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	Seeds	n.a.	n.a.	PMID[18507472]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18616221]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	stems	Montecristo National Park, province of Santa Ana, El Salvador	2004-JUN	PMID[20873773]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21419633]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23421714]
NPO15653	Celastrus vulcanicola	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25695368]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27791375]
NPO31542	Celastrus stephanotiifolius	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8350085]
NPO31542	Celastrus stephanotiifolius	Species	Celastraceae	Eukaryota	n.a.	seed	n.a.	PMID[8350085]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	root	n.a.	PMID[9461657]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9461657]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO31542	Celastrus stephanotiifolius	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6349	Celastrus orbiculatus	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15653	Celastrus vulcanicola	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
Ratio IC50	7
IC50	17
Activity	8
MIC	2
Inhibition	5

Activity Type	# Activity
Cell line	10
Unchecked	5
Individual protein	5
Others	10
Non-molecular	7
Organism	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT668	Individual protein	P-glycoprotein 1	Homo sapiens	Ratio IC50	=	5.1	n.a.	PMID[33683135]
NPT668	Individual protein	P-glycoprotein 1	Homo sapiens	IC50	=	100.0	nM	PMID[33683135]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	10800.0	nM	PMID[21925888]
NPT383	Cell line	SNB-19	Homo sapiens	IC50	=	18260.0	nM	PMID[18942825]
NPT146	Cell line	SK-OV-3	Homo sapiens	IC50	=	19270.0	nM	DrugMatrix in vivo data: Hematology
NPT370	Cell line	NCI-H23	Homo sapiens	IC50	=	16820.0	nM	DrugMatrix in vivo data: Hematology
NPT398	Cell line	UACC-62	Homo sapiens	IC50	=	12940.0	nM	PMID[18257532]
NPT386	Cell line	KM12	Homo sapiens	IC50	=	14880.0	nM	PMID[18257532]
NPT80	Cell line	Raji	Homo sapiens	Activity	=	70.0	%	PMID[12880316]
NPT80	Cell line	Raji	Homo sapiens	Activity	>	80.0	%	DrugMatrix in vitro pharmacology data
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	=	-1.8	%	PMID[33683135]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	=	77.9	%	PMID[33683135]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	9260.0	nM	PMID[9461657]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	12950.0	nM	PMID[9461657]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	1360.0	nM	PMID[9461657]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	3050.0	nM	PMID[9461657]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	10500.0	nM	PMID[10346948]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	12300.0	nM	PMID[10346948]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	1900.0	nM	PMID[10346948]
NPT88	Organism	Mycobacterium tuberculosis	Mycobacterium tuberculosis	MIC	=	6.2	ug.mL-1	DrugMatrix in vivo data: Pathology
NPT2	Others	Unspecified	n.a.	IC50	=	14360	nM	PMID[22583079]
NPT2	Others	Unspecified	n.a.	IC50	=	1390	nM	DrugMatrix in vivo data: Hematology
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	98.78	n.a.	PMID[12398531]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	63.92	n.a.	PMID[11277756]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	37.15	n.a.	PMID[11277756]
NPT2	Others	Unspecified	n.a.	Activity	=	53.6	%	PMID[15711537]
NPT2	Others	Unspecified	n.a.	Activity	=	84.6	%	PMID[12027764]
NPT2	Others	Unspecified	n.a.	Activity	=	100.0	%	DrugMatrix in vitro pharmacology data
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	6.4	n.a.	DrugMatrix in vitro pharmacology data
NPT790	Organism	Mycobacterium tuberculosis H37Rv	Mycobacterium tuberculosis H37Rv	MIC	>	25.0	ug.mL-1	PMID[12713406]

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 NPC283375 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	12820
0.1-0.2	34552
0.2-0.3	1979
0.3-0.4	336
0.4-0.5	96
0.5-0.6	42
0.6-0.7	17
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9259	High Similarity	NPC183122
0.9259	High Similarity	NPC474608
0.8167	Intermediate Similarity	NPC163087
0.7742	Intermediate Similarity	NPC246480
0.7692	Intermediate Similarity	NPC210591
0.7612	Intermediate Similarity	NPC475039
0.7612	Intermediate Similarity	NPC476035
0.7576	Intermediate Similarity	NPC475652
0.7213	Intermediate Similarity	NPC200592
0.7213	Intermediate Similarity	NPC270498
0.7213	Intermediate Similarity	NPC610542
0.7188	Intermediate Similarity	NPC48017
0.7031	Intermediate Similarity	NPC17877
0.6667	Remote Similarity	NPC473081
0.6667	Remote Similarity	NPC195647
0.6615	Remote Similarity	NPC470152
0.6562	Remote Similarity	NPC211137
0.6562	Remote Similarity	NPC66761
0.6562	Remote Similarity	NPC483843
0.6364	Remote Similarity	NPC483847
0.6349	Remote Similarity	NPC147561
0.6308	Remote Similarity	NPC475429
0.6308	Remote Similarity	NPC476094
0.6232	Remote Similarity	NPC473673
0.6154	Remote Similarity	NPC100913
0.6119	Remote Similarity	NPC311175
0.6119	Remote Similarity	NPC475759
0.6087	Remote Similarity	NPC67777
0.6087	Remote Similarity	NPC177340
0.6056	Remote Similarity	NPC266265
0.5942	Remote Similarity	NPC483883
0.5942	Remote Similarity	NPC151585
0.5942	Remote Similarity	NPC191082
0.5915	Remote Similarity	NPC472574
0.5915	Remote Similarity	NPC92293
0.5882	Remote Similarity	NPC1408
0.5775	Remote Similarity	NPC473758
0.5676	Remote Similarity	NPC473112
0.5676	Remote Similarity	NPC607428
0.5658	Remote Similarity	NPC88593
0.5658	Remote Similarity	NPC14499
0.5658	Remote Similarity	NPC4421
0.5634	Remote Similarity	NPC270590
0.5634	Remote Similarity	NPC139067
0.5634	Remote Similarity	NPC43241
0.5625	Remote Similarity	NPC481065
0.5493	Remote Similarity	NPC90257
0.5493	Remote Similarity	NPC483845
0.5493	Remote Similarity	NPC4341
0.5493	Remote Similarity	NPC479047
0.5493	Remote Similarity	NPC291638
0.5493	Remote Similarity	NPC69357
0.5479	Remote Similarity	NPC41481
0.5455	Remote Similarity	NPC212768
0.5417	Remote Similarity	NPC27377
0.5417	Remote Similarity	NPC483842
0.5417	Remote Similarity	NPC158663
0.5342	Remote Similarity	NPC171207
0.5286	Remote Similarity	NPC118080
0.527	Remote Similarity	NPC479044
0.527	Remote Similarity	NPC306146
0.527	Remote Similarity	NPC483841
0.527	Remote Similarity	NPC483844
0.5263	Remote Similarity	NPC473613
0.5263	Remote Similarity	NPC473085
0.5132	Remote Similarity	NPC184747
0.5132	Remote Similarity	NPC96903
0.5072	Remote Similarity	NPC481066
0.5068	Remote Similarity	NPC163719
0.5068	Remote Similarity	NPC95810
0.5065	Remote Similarity	NPC483848
0.5063	Remote Similarity	NPC475122

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC283375 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3719
0.1-0.2	5187
0.2-0.3	242
0.3-0.4	2
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