NPASS Compound

Natural Product: NPC251849

Natural Product ID	NPC251849
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	OWZREIFADZCYQD-NSHGMRRFSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	40585
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0000324] Fatty acid esters [CHEMONTID:0001461] Pyrethroids

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 47 49 0 0 0 0 0 0 0 0999 V2000 -5.4922 0.6992 0.5234 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4493 1.7946 0.4415 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9401 3.0062 -0.3209 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5675 2.0657 1.6001 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7992 1.6098 2.9196 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6412 0.6227 3.7138 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8287 -1.0319 3.3365 Br 0 0 0 0 0 0 0 0 0 0 0 0 -4.2989 0.7949 5.5571 Br 0 0 0 0 0 0 0 0 0 0 0 0 -3.0196 1.4662 0.3513 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5792 0.0742 0.2736 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3694 -0.9155 0.2955 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2295 -0.1903 0.1733 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6187 -1.4498 0.0812 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0921 -1.6139 1.4067 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6104 -1.7320 2.4134 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4357 -1.3828 -0.9515 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2380 -0.8144 -2.1890 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2409 -0.7449 -3.1241 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5060 -1.2368 -2.8898 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7202 -1.8182 -1.6328 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7111 -1.8862 -0.6970 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9820 -2.3039 -1.4110 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0148 -1.5657 -0.8564 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2562 -1.5490 0.5228 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2917 -0.8069 1.0636 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0806 -0.0824 0.2023 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8641 -0.0802 -1.1651 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8189 -0.8316 -1.6937 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3507 0.0421 1.3979 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5049 1.1436 0.5542 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3722 0.1083 -0.4283 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1297 3.6783 -0.6362 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6509 2.7528 -1.1368 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5610 3.6224 0.3941 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1763 3.2176 1.6122 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3749 2.4755 3.5242 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3099 2.1527 -0.2120 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3040 -2.2961 0.0190 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7488 -0.4091 -2.4300 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0687 -0.2889 -4.0965 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2990 -1.1858 -3.6181 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9595 -2.3545 0.2521 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5988 -2.1369 1.1176 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4816 -0.7936 2.1354 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8939 0.5039 0.5994 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5102 0.5080 -1.8325 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6424 -0.8374 -2.7584 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 2 3 6 7 1 0 6 8 1 0 4 9 1 0 9 10 1 0 10 11 2 0 10 12 1 0 12 13 1 0 13 14 1 0 14 15 3 0 13 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 19 20 1 0 20 21 2 0 20 22 1 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 2 0 9 2 1 0 21 16 1 0 28 23 1 0 1 29 1 0 1 30 1 0 1 31 1 0 3 32 1 0 3 33 1 0 3 34 1 0 4 35 1 1 5 36 1 0 9 37 1 6 13 38 1 6 17 39 1 0 18 40 1 0 19 41 1 0 21 42 1 0 24 43 1 0 25 44 1 0 26 45 1 0 27 46 1 0 28 47 1 0 M END

Standard InCHIKey	OWZREIFADZCYQD-NSHGMRRFSA-N
Standard InCHI	InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1
SMILES	CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)c1cccc(c1)Oc1ccccc1

Calculated Properties

Physi-Chem Properties

Molecular Weight:	502.97	Volume:	412.969 ? Van der Waals volume.
Dense:	1.218	LogP:	5.349 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.131 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.324 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	7.0	Rigid Bonds:	18.0
TPSA:	59.32 ? Topological Polar Surface Area.	H-Bond Acceptor:	4.0
H-Bond Donor:	0.0	Rings:	3.0
Heavy Atoms:	6.0

MedChem Properties

QED Drug-Likeness Score:	0.422	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	3.655	Fsp³:	0.273
MCE-18:	64.286 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.998	Fluc inhibitor:	0.11 ? 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:	0.037 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.391	Promiscuous compounds:	0.002

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-4.989	MDCK Permeability:	-4.696
Pgp-inhibitor:	0.016	Pgp-substrate:	0.0
PAMPA:	0.978 ? 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%):	0.0	30% Bioavailability (F30%):	0.002
50% Bioavailability (F50%):	0.034

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.87
Plasma Protein Binding (PPB):	98.884%	Volume Distribution (VD):	0.187
Fu:	1.219% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.267
OATP1B3 inhibitor:	0.987	BCRP inhibitor:	0.001
BSEP inhibitor:	0.998

ADMET: Metabolism

CYP1A2-inhibitor:	0.002	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.07	CYP2C19-substrate:	1.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.019
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.994
CYP3A4-inhibitor:	0.085	CYP3A4-substrate:	0.979
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.999
HLM stability:	0.89 ? 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):

2.813

Half-life (T1/2):

1.113

ADMET: Toxicity

hERG Blockers:	0.185	hERG Blockers (10um):	0.581
Human Hepatotoxicity (H-HT):	0.746	Drug-induced Liver Injury (DILI):	0.995
AMES Toxicity:	0.962	Rat Oral Acute Toxicity:	0.992
Maximum Recommended Daily Dose:	1.0	Skin Sensitization:	0.971
Carcinogencity:	0.477	Eye Corrosion:	0.991
Eye Irritation:	1.0	Respiratory Toxicity:	1.0
Drug-induced Neurotoxicity:	0.989	Ototoxicity:	0.393
Hematotoxicity:	0.089	Drug-induced Nephrotoxicity:	0.352
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.384
A549 Cytotoxicity:	0.476	Hek293 Cytotoxicity:	0.546
BCF:	2.937 ? 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:	4.982 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	8.311 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	7.651 ? 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
NPO40564	Maytenus oblongata	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28186749]

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	44
GI	2
Ratio	11
Survival	2

Activity Type	# Activity
Organism	59

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
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	2972.0	n.a.	PMID[19548293]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	60.0	n.a.	PMID[19548293]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	590.0	n.a.	PMID[19548293]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	756.0	n.a.	PMID[19548293]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	134.0	n.a.	PMID[19548293]
NPT3915	Organism	Helicoverpa armigera	Helicoverpa armigera	Ratio	=	316.0	n.a.	PMID[19548293]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Ratio	=	2.63	n.a.	DOI[10.1016/j.cropro.2011.08.013]
NPT1192	Organism	Spodoptera frugiperda	Spodoptera frugiperda	Ratio	=	23.2	n.a.	DOI[10.1016/j.cropro.2011.08.013]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	120.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	102.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	125.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	112.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	133.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	114.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	110.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	131.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	113.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	98.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	94.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	92.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	107.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	105.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	116.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	136.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	128.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	124.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	109.0	%	DOI[10.1584/jpestics.21.153]
NPT2720	Organism	Nilaparvata lugens	Nilaparvata lugens	Activity	=	101.0	%	DOI[10.1584/jpestics.21.153]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	4.21	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	4.62	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	19.83	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	23.89	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	17.08	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	6.92	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	12.28	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	14.35	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	38.84	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	44.2	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	2.95	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	3.73	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	7.78	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	8.0	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	12.0	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	5.42	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	10.76	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	13.8	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	35.36	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT118	Organism	Oryza sativa	Oryza sativa	Activity	=	35.62	mg	DOI[10.1016/j.cropro.2010.11.008]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	GI	=	2.74	%	DOI[10.1016/j.cropro.2010.11.008]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	GI	=	6.77	%	DOI[10.1016/j.cropro.2010.11.008]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	Ratio	=	1.28	n.a.	DOI[10.1016/j.cropro.2010.11.008]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	Ratio	=	1.75	n.a.	DOI[10.1016/j.cropro.2010.11.008]
NPT18426	Organism	Doru	Doru	Ratio	=	33000.0	n.a.	DOI[10.1016/j.cropro.2011.08.013]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	Survival	=	38.89	%	DOI[10.1016/j.cropro.2010.11.008]
NPT5551	Organism	Sogatella furcifera	Sogatella furcifera	Survival	=	78.05	%	DOI[10.1016/j.cropro.2010.11.008]

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
-	Drosophila melanogaster	LC50	=	4.957	ug.mL-1	PMID[21626654]
-	Drosophila melanogaster	LC50	=	17.09	ug.mL-1	PMID[21626654]
-	Drosophila melanogaster	LC50	=	8.034	ug.mL-1	PMID[21626654]
-	Drosophila melanogaster	LC50	=	7.24	ug.mL-1	PMID[21626654]
-	Drosophila melanogaster	LC50	=	4.817	ug.mL-1	PMID[21626654]
-	Drosophila melanogaster	LC90	=	17.41	mg/L	PMID[21626654]
-	Drosophila melanogaster	LC90	=	31.68	mg/L	PMID[21626654]
-	Drosophila melanogaster	LC90	=	14.59	mg/L	PMID[21626654]
-	Drosophila melanogaster	LC90	=	13.6	mg/L	PMID[21626654]
-	Drosophila melanogaster	LC90	=	10.35	mg/L	PMID[21626654]
-	Spodoptera frugiperda	LC50	=	0.18	ug.mL-1	DOI[10.1016/j.cropro.2011.08.013]
-	Bemisia tabaci	LC50	=	701.0	ug.mL-1	PMID[19937914]
-	Bemisia tabaci	LC50	=	810.0	ug.mL-1	PMID[19937914]
-	Mythimna separata	LC50	=	0.1486	ug.mL-1	PMID[21275401]
-	Rattus norvegicus	NOAEL	=	5.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	1.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LD50	A value within a wider than usual range, adopted for classification purposes	135.0	mg/kg	ToxVal
-	Rattus norvegicus	NOAEL	>=	47.1	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	>=	47.1	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	>	47.1	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	>	47.1	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	5.8	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	5.8	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	24.9	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	24.9	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	6.7	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	6.7	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	27.2	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	27.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	5.4	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	5.4	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	21.2	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	21.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	6.1	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	6.1	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	23.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	23.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	>=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	>=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	>	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	>	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	>=	11.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	>=	11.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	>	11.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	>	11.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	3.3	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	3.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	7.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	7.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NEL	=	1.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LEL	=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	>=	10.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	>	10.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LD50	=	9.36	mg/kg	ToxVal
-	Rattus norvegicus	LOEL	=	1.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	100.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	4.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	5.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	30.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	3.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	300.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	4.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	2.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	2.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	20.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	10.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	12.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	1.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	1.28	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	11.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	8.4	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	11.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	5.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	40.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	150.0	ppm	ToxVal
-	Rattus norvegicus	LOEL	=	60.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	20.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	6.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	178.57	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	357.14	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	30.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	60.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.08	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.116	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	3.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	2.24	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.39	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	40.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	15.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	10.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	2.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.01	mM	ToxVal
-	Rattus norvegicus	LOEL	=	0.1	mM	ToxVal
-	Rattus norvegicus	NOEL	=	0.05	mM	ToxVal
-	Rattus norvegicus	LOEL	=	0.05	mM	ToxVal
-	Rattus norvegicus	LOEL	=	0.01	mM	ToxVal
-	Rattus norvegicus	LOEL	=	0.25	ppm	ToxVal
-	Rattus norvegicus	LOEL	=	1000.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	5.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	6.25	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.25	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	40000.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	15.0	ppm	ToxVal
-	Rattus norvegicus	LOEL	=	5.6	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.08	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.05	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.7	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	7.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	15.0	ppm	ToxVal
-	Rattus norvegicus	LOEL	=	15.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	12.8	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	1.98	nM/org	ToxVal
-	Rattus norvegicus	LOEL	=	7.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	4.8	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.25	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.6	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.99	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.05	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.15	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	25.0	ppm	ToxVal
-	Rattus norvegicus	LOEL	=	50.0	ppm	ToxVal
-	Rattus norvegicus	NOEL	=	0.005	ml/kg	ToxVal
-	Rattus norvegicus	NOEL	=	25.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	35.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.48	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.192	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	10000.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	1.28	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	35.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.005	ml/kg	ToxVal
-	Rattus norvegicus	LOEL	=	0.5	ppm	ToxVal
-	Rattus norvegicus	NOEL	=	7.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	2.24	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	12.5	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	25.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	4.8	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	6.25	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.1	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.48	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.6144	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.09792	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	7.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	0.01	mg/kg-day	ToxVal
-	Rattus norvegicus	LOEL	=	0.1	mg/kg-day	ToxVal
-	Rattus norvegicus	LD50	>	800.0	mg/kg	ToxVal
-	Rattus norvegicus	LC50	=	0.3925	mg/L	ToxVal
-	Mus musculus	NOAEL	>=	15.0	mg/kg-day	ToxVal
-	Mus musculus	NEL	>=	15.0	mg/kg-day	ToxVal
-	Mus musculus	LOAEL	>	15.0	mg/kg-day	ToxVal
-	Mus musculus	LEL	>	15.0	mg/kg-day	ToxVal
-	Mus musculus	NOAEL	>=	395.1	mg/kg-day	ToxVal
-	Mus musculus	NEL	>=	395.1	mg/kg-day	ToxVal
-	Mus musculus	LOAEL	>	395.1	mg/kg-day	ToxVal
-	Mus musculus	LEL	>	395.1	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	5.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	10.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	162.5	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	15.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	8.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	32.5	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	20.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	13.93	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	0.2955	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	6.8	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	3.3	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	5.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	1.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	2.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	4.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	2000.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	5000.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	25.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	6.6	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	12.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	4.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	15.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	0.36	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	6.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	13.2	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	6.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	0.36	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	3.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	10.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	5.6	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	7.5	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	18.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	30.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	12.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	3.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	1.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	0.7	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	25.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	5000.0	mg/kg-day	ToxVal
-	Mus musculus	LOEL	=	90.0	mg/kg-day	ToxVal
-	Mus musculus	NOEL	=	33.0	mg/kg-day	ToxVal
-	Mus musculus	LD50	=	20.0	mg/kg	ToxVal
-	Helicoverpa armigera	LD50	=	15.8	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	6.7	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	37.8	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	29.5	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	3.0	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	148.6	microgAi/g	PMID[19548293]
-	Helicoverpa armigera	LD50	=	0.05	microgAi/g	PMID[19548293]
-	Oryctolagus cuniculus	NOAEL	>=	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	NEL	>=	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	LOAEL	>	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	LEL	>	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	NOAEL	=	10.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	NEL	=	10.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	LOAEL	=	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	LEL	=	32.0	mg/kg-day	ToxVal
-	Oryctolagus cuniculus	LD50	=	2000.0	mg/kg	ToxVal
-	Homo sapiens	PAD (RfD)	=	0.015	mg/kg-day	ToxVal
-	Homo sapiens	ADI	<=	0.01	mg/kg	ToxVal
-	Homo sapiens	RfD	=	0.0001	mg/kg-day	ToxVal
-	Plutella xylostella	LC50	=	6.25	ug.mL-1	DOI[10.1007/s00044-011-9602-8]
-	Culex pipiens pallens	LC50	=	0.0012	ug.mL-1	PMID[21275401]
-	Culex pipiens pallens	LC95	=	0.0033	mg/L	PMID[21275401]
-	Doru	LC50	=	22.6	ug.mL-1	DOI[10.1016/j.cropro.2011.08.013]
-	Bactrocera oleae	LC50	=	2.851	ug.mL-1	PMID[21626654]
-	Bactrocera oleae	LC50	=	0.344	ug.mL-1	PMID[21626654]
-	Bactrocera oleae	LC50	=	0.176	ug.mL-1	PMID[21626654]
-	Bactrocera oleae	LC50	=	0.414	ug.mL-1	PMID[21626654]
-	Bactrocera oleae	LC90	=	6.033	mg/L	PMID[21626654]
-	Bactrocera oleae	LC90	=	1.002	mg/L	PMID[21626654]
-	Bactrocera oleae	LC90	=	0.161	mg/L	PMID[21626654]
-	Bactrocera oleae	LC90	=	0.398	mg/L	PMID[21626654]
-	Canis lupus familiaris	NOAEL	=	1.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	NEL	=	1.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	LOAEL	=	2.5	mg/kg-day	ToxVal
-	Canis lupus familiaris	LEL	=	2.5	mg/kg-day	ToxVal
-	Canis lupus familiaris	NOAEL	=	10.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	LOAEL	=	50.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	LEL	=	10.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	NOAEL	>=	1.134	mg/kg-day	ToxVal
-	Canis lupus familiaris	NEL	>=	1.134	mg/kg-day	ToxVal
-	Canis lupus familiaris	LOAEL	>	1.134	mg/kg-day	ToxVal
-	Canis lupus familiaris	LEL	>	1.134	mg/kg-day	ToxVal
-	Canis lupus familiaris	LOEL	=	0.172	mg/kg-day	ToxVal

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 NPC251849 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	21833
0.1-0.2	27768
0.2-0.3	249
0.3-0.4	6
0.4-0.5	0
0.5-0.6	0
0.6-0.7	1
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	Natural Product ID
0.6491	Remote Similarity	NPC320287

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC251849 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3583
0.1-0.2	5467
0.2-0.3	93
0.3-0.4	4
0.4-0.5	0
0.5-0.6	0
0.6-0.7	1
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD4870	Pre-clinical
0.6491	Remote Similarity	NPD4359	Phase 4

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