Natural Product: NPC84281

Natural Product IDNPC84281
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Endo-Atropine
IUPAC Name [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenylpropanoate
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL2449003
PubChem CID 154417
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000279] Alkaloids and derivatives
      • [CHEMONTID:0000492] Tropane alkaloids

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey RKUNBYITZUJHSG-VFSICIBPSA-N
Standard InCHI InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/p+1/t13-,14+,15?,16-/m1/s1
SMILES C[NH+]1[C@@H]2CC[C@H]1CC(C2)OC(=O)[C@H](CO)c1ccccc1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   289.17 Volume:   303.74
?
Van der Waals volume.
Dense:   0.952 LogP:   1.648
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   0.956
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.592
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   16.0
TPSA:   49.77
?
Topological Polar Surface Area.
 H-Bond Acceptor:   4.0
H-Bond Donor:   1.0 Rings:   3.0
Heavy Atoms:   4.0

MedChem Properties

QED Drug-Likeness Score:   0.861 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.071 Fsp3:   0.588
MCE-18:   56.296
?
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:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.245 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.036
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.139
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.013 Promiscuous compounds:   0.269

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.938 MDCK Permeability:   -4.832
Pgp-inhibitor:   0.0 Pgp-substrate:   0.037
PAMPA:   0.962
?
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%):   0.001 30% Bioavailability (F30%):   0.133
50% Bioavailability (F50%):   0.637

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.003 MRP1:   0.101
Plasma Protein Binding (PPB):   36.079% Volume Distribution (VD):   0.594
Fu: 56.866%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   1.0
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.002
BSEP inhibitor:   0.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.001 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.97 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.002 CYP2D6-substrate:   0.0
CYP3A4-inhibitor:   0.975 CYP3A4-substrate:   0.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.0
HLM stability:   0.0
?
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):  9.02 Half-life (T1/2):  1.195

ADMET: Toxicity

hERG Blockers:  0.325 hERG Blockers (10um):  0.204
Human Hepatotoxicity (H-HT):  0.932 Drug-induced Liver Injury (DILI):  0.217
AMES Toxicity:  0.053 Rat Oral Acute Toxicity:  0.234
Maximum Recommended Daily Dose:  0.864 Skin Sensitization:  0.929
Carcinogencity:  0.013 Eye Corrosion:  0.002
Eye Irritation:  0.389 Respiratory Toxicity:  0.869
Drug-induced Neurotoxicity:  0.908 Ototoxicity:  0.642
Hematotoxicity:  0.075 Drug-induced Nephrotoxicity:  0.435
Genotoxicity:  0.531 RPMI-8226 Immunitoxicity:  0.039
A549 Cytotoxicity:  0.031 Hek293 Cytotoxicity:  0.088
BCF:   0.477
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   3.071
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.372
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.689
?
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
NPO25114 Linum usitatissimum Species Linaceae Eukaryota Seeds n.a. DOI[10.1002/ejlt.201100207]
NPO2401 Anisodus acutangulus Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11033-011-0912-1]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0168-1656(92)90069-L]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. DOI[10.3906/biy-1405-25]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota Seeds n.a. DOI[10.5219/332]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota seeds n.a. n.a. PMID[11858758]
NPO17823 Lycium chinense Species Solanaceae Eukaryota fruits n.a. n.a. PMID[12467621]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[15374592]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. root n.a. PMID[16212233]
NPO24850 Datura metel Species Solanaceae Eukaryota flowers Yuxi Town, Fuqing City, Fujian Province, China 2005-SEP PMID[17583953]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. leaf n.a. PMID[21280589]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. flower n.a. PMID[21280589]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO17823 Lycium chinense Species Solanaceae Eukaryota root bark n.a. n.a. PMID[23282106]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. PMID[24417583]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota Seeds n.a. n.a. PMID[26923696]
NPO17823 Lycium chinense Species Solanaceae Eukaryota Root Bark n.a. n.a. PMID[26982999]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[31397570]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[37446592]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[38961030]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. PMID[39527985]
NPO17823 Lycium chinense Species Solanaceae Eukaryota fruits n.a. n.a. PMID[9090870]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10384 Scopolia carniolica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19181 Przewalskia tangutica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2401 Anisodus acutangulus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota Seed Oil n.a. n.a. Database[FooDB]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19181 Przewalskia tangutica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10384 Scopolia carniolica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10384 Scopolia carniolica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19181 Przewalskia tangutica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7112 Herba belladonnae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10384 Scopolia carniolica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO17823 Lycium chinense Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16326 Scopolia parviflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2401 Anisodus acutangulus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26163 Anisodus tanguticus Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10384 Scopolia carniolica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25114 Linum usitatissimum Species Linaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6495 Datura stramonium Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24850 Datura metel Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18781 Hyoscyamus niger Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3890 Scopolia japonica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16326 Scopolia parviflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21393 Datura inoxia Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19181 Przewalskia tangutica Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23429 Lycium barbarum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25993 Atropa belladonna Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17823 Lycium chinense Species Solanaceae 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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1301 Individual protein Muscarinic acetylcholine receptor M2 Rattus norvegicus Ki = 2.69 nM PMID[18178088]
NPT1303 Individual protein Muscarinic acetylcholine receptor M3 Rattus norvegicus Ki = 0.96 nM PMID[18178088]
NPT213 Individual protein Cytochrome P450 2C19 Homo sapiens Ratio IC50 < 2.0 n.a. PMID[22931300]
NPT266 Individual protein Muscarinic acetylcholine receptor M5 Homo sapiens Ki = 0.14 nM PMID[23707254]
NPT266 Individual protein Muscarinic acetylcholine receptor M5 Homo sapiens Ki = 0.3388 nM PMID[24365159]
NPT264 Individual protein Muscarinic acetylcholine receptor M3 Homo sapiens Ki = 0.2692 nM PMID[24365159]
NPT262 Individual protein Muscarinic acetylcholine receptor M1 Homo sapiens Ki = 0.2692 nM PMID[24365159]
NPT266 Individual protein Muscarinic acetylcholine receptor M5 Homo sapiens Ki = 0.34 nM PMID[24365159]
NPT264 Individual protein Muscarinic acetylcholine receptor M3 Homo sapiens Ki = 0.27 nM PMID[24365159]
NPT262 Individual protein Muscarinic acetylcholine receptor M1 Homo sapiens Ki = 0.27 nM PMID[24365159]
NPT104 Individual protein Cerebroside-sulfatase Homo sapiens Potency n.a. 2393.4 nM PubChem BioAssay data set
NPT263 Individual protein Muscarinic acetylcholine receptor M2 Homo sapiens Ki = 5.012 nM PMID[25051097]
NPT263 Individual protein Muscarinic acetylcholine receptor M2 Homo sapiens Ki = 12.88 nM PMID[25051097]
NPT263 Individual protein Muscarinic acetylcholine receptor M2 Homo sapiens Ki = 3.631 nM PMID[25051097]
NPT263 Individual protein Muscarinic acetylcholine receptor M2 Homo sapiens Ki = 4.571 nM PMID[25051097]
NPT263 Individual protein Muscarinic acetylcholine receptor M2 Homo sapiens Ki = 2.818 nM PMID[25051097]
NPT266 Individual protein Muscarinic acetylcholine receptor M5 Homo sapiens Ki = 3.02 nM PMID[25051097]
NPT432 Individual protein Muscarinic acetylcholine receptor M4 Rattus norvegicus Ki = 0.56 nM PMID[18178088]
NPT483 Individual protein Prelamin-A/C Homo sapiens Potency = 35481.3 nM PubChem BioAssay data set
NPT58 Individual protein Bloom syndrome protein Homo sapiens Potency = 1412.5 nM PubChem BioAssay data set
NPT95 Individual protein Muscarinic acetylcholine receptor M1 Rattus norvegicus Ki = 0.88 nM PMID[18178088]
NPT48 Individual protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT7 Individual protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 1995.3 nM PubChem BioAssay data set
NPT98 Individual protein HERG Homo sapiens Potency n.a. 12589.3 nM PubChem BioAssay data set
NPT3977 Individual protein Muscarinic acetylcholine receptor M5 Rattus norvegicus Ki = 1.8 nM PMID[18178088]
NPT583 Individual protein Inositol monophosphatase 1 Rattus norvegicus Potency = 14125.4 nM PubChem BioAssay data set
NPT59 Individual protein DNA polymerase beta Homo sapiens Potency = 5011.9 nM PubChem BioAssay data set
NPT197 Protein-protein interaction Menin/Histone-lysine N-methyltransferase MLL Homo sapiens Potency = 19952.6 nM PubChem BioAssay data set
NPT5 Individual protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency n.a. 9.5 nM PubChem BioAssay data set
NPT49 Individual protein DNA-(apurinic or apyrimidinic site) lyase Homo sapiens Potency n.a. 8912.5 nM PubChem BioAssay data set

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. 7304.8 nM PubChem BioAssay data set
NPT3978 Organism Bombyx mori Bombyx mori TIME = 151.2 hr PMID[10803964]
NPT3978 Organism Bombyx mori Bombyx mori TIME = 124.8 hr PMID[10803964]
NPT548 Tissue Ileum Cavia porcellus Activity = 3.47 g PMID[23719280]
NPT548 Tissue Ileum Cavia porcellus Activity = 74.9 % PMID[23719280]
NPT2 Others Unspecified n.a. Potency = 730.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 14125.4 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 2908.1 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT20913 Tissue Whole blood Homo sapiens Retention_time = 3.46 min DOI[10.1007/s00044-012-9977-1]
NPT2 Others Unspecified n.a. Potency n.a. 6309.6 nM PubChem BioAssay data set

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus ED50 = 0.061 mg.kg-1 PMID[592326]
NPT32 Organism Mus musculus Mus musculus INH = 2.2 mg kg-1 PMID[592326]
NPT29 Organism Rattus norvegicus Rattus norvegicus pH = 1.5 n.a. PMID[850239]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 43.0 % PMID[850239]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = 58.0 % PMID[850239]





 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
- Mus musculus LD50 = 32.0 mg.kg-1 PMID[592326]

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
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 NPC84281 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC169485
0.5472 Remote Similarity NPC213126
0.5472 Remote Similarity NPC317474
0.5472 Remote Similarity NPC209773
0.5472 Remote Similarity NPC609072
0.5273 Remote Similarity NPC245836
0.5273 Remote Similarity NPC233910
0.5273 Remote Similarity NPC39830

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84281 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.5472 Remote Similarity NPD2610 Approved
0.5472 Remote Similarity NPD2611 Phase 4
0.5472 Remote Similarity NPD2612 Phase 4
0.537 Remote Similarity NPD3132 Phase 4
0.5273 Remote Similarity NPD2570 Phase 4
0.5273 Remote Similarity NPD2571 Approved
0.5273 Remote Similarity NPD2572 Clinical (unspecified phase)
0.5273 Remote Similarity NPD2573 Approved
0.5273 Remote Similarity NPD2574 Discontinued
0.5179 Remote Similarity NPD2566 Approved
0.5179 Remote Similarity NPD3089 Approved
0.5179 Remote Similarity NPD3090 Approved
0.5179 Remote Similarity NPD4217 Approved
0.5179 Remote Similarity NPD4218 Phase 4
0.5088 Remote Similarity NPD3087 Approved
0.5088 Remote Similarity NPD3088 Approved
0.5088 Remote Similarity NPD3131 Approved
0.5088 Remote Similarity NPD4215 Approved
0.5088 Remote Similarity NPD4216 Approved

Bioactivity similarity

  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