Natural Product: NPC310175

Natural Product IDNPC310175
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 PQDRXUSSKFWCFA-STMXVASLSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 16058296
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0001831] Carbonyl compounds
          • [CHEMONTID:0000118] Ketones

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 PQDRXUSSKFWCFA-STMXVASLSA-N
Standard InCHI InChI=1S/C13H22O/c1-10(2)6-8-13(11(3)4)9-7-12(5)14/h6,8,11,13H,1,7,9H2,2-5H3/b8-6+/t13-/m1/s1
SMILES C=C(C)/C=C/[C@H](CCC(=O)C)C(C)C

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   194.17 Volume:   234.285
?
Van der Waals volume.
Dense:   0.829 LogP:   2.793
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.571
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.3
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   3.0
TPSA:   17.07
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   0.0 Rings:   0.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.588 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.487 Fsp3:   0.615
MCE-18:   4.0
?
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:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.164 Fluc inhibitor:   0.001
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.003
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.0
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.997 Promiscuous compounds:   0.103

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.885 MDCK Permeability:   -4.66
Pgp-inhibitor:   0.153 Pgp-substrate:   0.038
PAMPA:   0.079
?
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%):   0.017 30% Bioavailability (F30%):   0.063
50% Bioavailability (F50%):   0.783

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.211 MRP1:   0.508
Plasma Protein Binding (PPB):   98.381% Volume Distribution (VD):   0.048
Fu: 1.673%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.916
OATP1B3 inhibitor:   0.911 BCRP inhibitor:   0.246
BSEP inhibitor:   0.543

ADMET: Metabolism

CYP1A2-inhibitor:   0.051 CYP1A2-substrate:   0.949
CYP2C19-inhibitor:   0.165 CYP2C19-substrate:   0.064
CYP2C9-inhibitor:   0.394 CYP2C9-substrate:   0.202
CYP2D6-inhibitor:   0.596 CYP2D6-substrate:   0.442
CYP3A4-inhibitor:   0.007 CYP3A4-substrate:   0.952
CYP2B6-substrate:   0.019 CYP2C8-inhibitor:   0.971
HLM stability:   0.821
?
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):  8.585 Half-life (T1/2):  0.604

ADMET: Toxicity

hERG Blockers:  0.061 hERG Blockers (10um):  0.376
Human Hepatotoxicity (H-HT):  0.557 Drug-induced Liver Injury (DILI):  0.414
AMES Toxicity:  0.412 Rat Oral Acute Toxicity:  0.227
Maximum Recommended Daily Dose:  0.261 Skin Sensitization:  0.935
Carcinogencity:  0.649 Eye Corrosion:  0.969
Eye Irritation:  0.992 Respiratory Toxicity:  0.718
Drug-induced Neurotoxicity:  0.741 Ototoxicity:  0.39
Hematotoxicity:  0.604 Drug-induced Nephrotoxicity:  0.383
Genotoxicity:  0.067 RPMI-8226 Immunitoxicity:  0.06
A549 Cytotoxicity:  0.04 Hek293 Cytotoxicity:  0.097
BCF:   0.747
?
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:   3.11
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.168
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.681
?
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
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. stem n.a. DOI[10.1016/S0031-9422(00)88469-1]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)88469-1]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[24175626]
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[31920082]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[36786362]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37029634]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37049761]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota n.a. n.a. n.a. PMID[9213585]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8253 Alexandrium hiranoi Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6801 Bellium bellidioides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13438 Centaurea calcitrapa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5604 Chelonia japonica Species Cheloniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4895 Coleus esquirolii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8022 Consolida hohenackeri Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2999 Coprinellus flocculosus Species Psathyrellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9995 Cynara humilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16266 Didymium bahiense Species Didymiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6894 Elegia deusta Species Restionaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14793 Erica glauca Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6556 Garcinia intermedia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO777 Kielmeyera coriacea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20059.1 Lactobacillus delbrueckii subsp. bulgaricus Subspecies Lactobacillaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO3341 Leishmania major Species Trypanosomatidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15558 Leucas neufliseana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24083.1 Melanelixia fuliginosa subsp. glabratula Subspecies Parmeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9476 Metapenaeus bennettae Species Penaeidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10264 Platonia insignis Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4523 Reaumuria hirtella Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1682 Rhytidoponera metallica Species Formicidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7650 Salvia munzii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7847 Senecio densiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7028 Sida veronicaefolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7841 Solanum transcaucasicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9733 Spongia bilamellata Species Spongiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2199 Tecoma pentaphylla Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9221 Trachelospermum lucidum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2015 Udotea petiolata Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1467 Wedelia prostrata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6378 Wilcoxia viperina n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO9590 Xanthoria aureola Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7841 Solanum transcaucasicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8471 Angelica taiwaniana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6556 Garcinia intermedia Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1467 Wedelia prostrata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9087 Sarcococca vagans Species Buxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4895 Coleus esquirolii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16266 Didymium bahiense Species Didymiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20059.1 Lactobacillus delbrueckii subsp. bulgaricus Subspecies Lactobacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10264 Platonia insignis Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1682 Rhytidoponera metallica Species Formicidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7650 Salvia munzii Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8642 Lithospermum officinale Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4523 Reaumuria hirtella Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8022 Consolida hohenackeri Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26898 Jacobaea vulgaris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5852 Litsea glutinosa Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4120 Ulmus americana Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9221 Trachelospermum lucidum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1070 Matricaria suffruticosa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9476 Metapenaeus bennettae Species Penaeidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO777 Kielmeyera coriacea Species Calophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10128 Aplysia punctata Species Aplysiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9995 Cynara humilis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6320 Echinosophora koreensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2015 Udotea petiolata Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9733 Spongia bilamellata Species Spongiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4340 Peucedanum praeruptorum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6894 Elegia deusta Species Restionaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7847 Senecio densiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2892 Wikstroemia chamaedaphne Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14793 Erica glauca Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2199 Tecoma pentaphylla Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7028 Sida veronicaefolia Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5604 Chelonia japonica Species Cheloniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6801 Bellium bellidioides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12970 Aspergillus fischeri Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2999 Coprinellus flocculosus Species Psathyrellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24083.1 Melanelixia fuliginosa subsp. glabratula Subspecies Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6378 Wilcoxia viperina n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO8253 Alexandrium hiranoi Species Gonyaulacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9590 Xanthoria aureola Species Teloschistaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3341 Leishmania major Species Trypanosomatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13438 Centaurea calcitrapa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15558 Leucas neufliseana Species Lamiaceae 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

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference

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
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 NPC310175 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
NPC

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC310175 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
NPD

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