Natural Product: NPC169073

Natural Product IDNPC169073
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 OBADRPDESHGLDQ-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 44217017
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0000134] Phenols
        • [CHEMONTID:0001286] Benzenediols
          • [CHEMONTID:0000136] Hydroquinones

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 OBADRPDESHGLDQ-UHFFFAOYSA-N
Standard InCHI InChI=1S/C12H16O4/c1-2-3-6-16-12(15)8-9-7-10(13)4-5-11(9)14/h4-5,7,13-14H,2-3,6,8H2,1H3
SMILES CCCCOC(=O)Cc1cc(ccc1O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   224.1 Volume:   232.167
?
Van der Waals volume.
Dense:   0.965 LogP:   2.825
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.424
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.668
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   7.0
TPSA:   66.76
?
Topological Polar Surface Area.
 H-Bond Acceptor:   4.0
H-Bond Donor:   2.0 Rings:   1.0
Heavy Atoms:   4.0

MedChem Properties

QED Drug-Likeness Score:   0.456 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.046 Fsp3:   0.417
MCE-18:   7.0
?
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:   Rejected BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.165 Fluc inhibitor:   0.018
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.026
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.251
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.908 Promiscuous compounds:   0.319

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.538 MDCK Permeability:   -4.559
Pgp-inhibitor:   0.0 Pgp-substrate:   0.001
PAMPA:   0.588
?
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):   0.001
20% Bioavailability (F20%):   0.169 30% Bioavailability (F30%):   0.073
50% Bioavailability (F50%):   0.713

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.02 MRP1:   0.948
Plasma Protein Binding (PPB):   85.073% Volume Distribution (VD):   0.157
Fu: 18.052%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.164
OATP1B3 inhibitor:   0.984 BCRP inhibitor:   0.003
BSEP inhibitor:   0.392

ADMET: Metabolism

CYP1A2-inhibitor:   0.154 CYP1A2-substrate:   0.978
CYP2C19-inhibitor:   0.021 CYP2C19-substrate:   0.245
CYP2C9-inhibitor:   0.269 CYP2C9-substrate:   0.001
CYP2D6-inhibitor:   0.003 CYP2D6-substrate:   0.001
CYP3A4-inhibitor:   0.388 CYP3A4-substrate:   0.093
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.104
HLM stability:   0.639
?
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):  12.254 Half-life (T1/2):  0.937

ADMET: Toxicity

hERG Blockers:  0.057 hERG Blockers (10um):  0.633
Human Hepatotoxicity (H-HT):  0.203 Drug-induced Liver Injury (DILI):  0.214
AMES Toxicity:  0.291 Rat Oral Acute Toxicity:  0.399
Maximum Recommended Daily Dose:  0.195 Skin Sensitization:  0.861
Carcinogencity:  0.406 Eye Corrosion:  0.29
Eye Irritation:  0.984 Respiratory Toxicity:  0.665
Drug-induced Neurotoxicity:  0.21 Ototoxicity:  0.134
Hematotoxicity:  0.085 Drug-induced Nephrotoxicity:  0.19
Genotoxicity:  0.261 RPMI-8226 Immunitoxicity:  0.039
A549 Cytotoxicity:  0.043 Hek293 Cytotoxicity:  0.14
BCF:   1.145
?
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:   3.673
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.639
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.214
?
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
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[11754604]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. leaf n.a. PMID[12165300]
NPO19240 Ligularia cymbulifera Species Asteraceae Eukaryota Roots n.a. n.a. PMID[16643057]
NPO8080 Sarcophyton elegans Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[18004813]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota Roots Simao city, Yunnan Province, China 2007-MAY PMID[19374435]
NPO19832 Gambierdiscus toxicus Species Goniodomataceae Eukaryota n.a. n.a. n.a. PMID[21250701]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. Vietnamese n.a. PMID[21458279]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. Vietnamese soft coral n.a. PMID[21507644]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[9222055]
NPO18599 Pangium edule Species Achariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27951 Vigna mungo Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17749 Jackiella javanica Species Jackiellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8080 Sarcophyton elegans Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18260 Eremanthus seidelii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18041 Cladrastis platycarpa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4499 Aglaia formosana Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15119 Aphis graminum Species Aphididae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19631 Aphis pini Species Aphididae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18925 Artemisia rehan Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15437 Aspergillus desertorum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18163 Aulosira fertilissima Species Fortieaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO11083 Avrainvillea longicaulis Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16132 Bryum argenteum Species Bryaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12860 Clione antarctica Species Clionidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19370 Coprosma areolata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19306 Cortinarius orellanus Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16316 Cylindrospermum muscicola Species Nostocaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO14249 Diplodia natalensis Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19010 Elephantopus hirtiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16776 Euphorbia amygdaloides Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19832 Gambierdiscus toxicus Species Goniodomataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26532 Gmelina asiatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13344 Helichrysum cephaloideum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13727 Hemionitis japonica Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17222 Hesperis matronalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15481 Hypericum balearicum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17350 Jatropha macrorhiza Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19240 Ligularia cymbulifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18839 Lilium umbellatum Species Liliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21660 Magnolia montana Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19086 Nematolepis phebalioides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19571 Oreopteris quelpaertensis Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18345 Phora velutina Species Phoridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19706 Polyzonium rosalbum Species Polyzoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2354 Rhizobium leguminosarum Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO17894 Rhus vulgaris Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14214 Sedum obtuso-lineare Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18672 Senecio adenophyllus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19168 Solidago flexicaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18422 Stizolobium deeringianum n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO17490 Trichophyton mentagrophytes Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19766 Viguiera linearis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Leaf Diffusate n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO27951 Vigna mungo Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO18599 Pangium edule Species Achariaceae Eukaryota n.a. n.a. Database[FooDB]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17749 Jackiella javanica Species Jackiellaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26532 Gmelina asiatica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19240 Ligularia cymbulifera Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8080 Sarcophyton elegans Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18163 Aulosira fertilissima Species Fortieaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19168 Solidago flexicaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16978 Entada phaseoloides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16316 Cylindrospermum muscicola Species Nostocaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19010 Elephantopus hirtiflorus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15119 Aphis graminum Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18839 Lilium umbellatum Species Liliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18599 Pangium edule Species Achariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14214 Sedum obtuso-lineare Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18925 Artemisia rehan Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17350 Jatropha macrorhiza Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27951 Vigna mungo Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2354 Rhizobium leguminosarum Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18345 Phora velutina Species Phoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18260 Eremanthus seidelii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19571 Oreopteris quelpaertensis Species Thelypteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14715 Trollius chinensis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19706 Polyzonium rosalbum Species Polyzoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19832 Gambierdiscus toxicus Species Goniodomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21660 Magnolia montana Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15437 Aspergillus desertorum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14249 Diplodia natalensis Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15481 Hypericum balearicum Species Hypericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16776 Euphorbia amygdaloides Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19631 Aphis pini Species Aphididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13727 Hemionitis japonica Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11083 Avrainvillea longicaulis Species Udoteaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9888 Lobophytum laevigatum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17222 Hesperis matronalis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19306 Cortinarius orellanus Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15786 Umbilicaria esculenta Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17749 Jackiella javanica Species Jackiellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18672 Senecio adenophyllus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17490 Trichophyton mentagrophytes Species Arthrodermataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22636 Sterculia foetida Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4499 Aglaia formosana Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11059 Callicarpa japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13344 Helichrysum cephaloideum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16132 Bryum argenteum Species Bryaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18422 Stizolobium deeringianum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12860 Clione antarctica Species Clionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19086 Nematolepis phebalioides Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19370 Coprosma areolata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19766 Viguiera linearis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17894 Rhus vulgaris Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18041 Cladrastis platycarpa Species Fabaceae 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 NPC169073 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 NPC169073 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