Natural Product: NPC20550

Natural Product IDNPC20550
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 ZPXHDWNADVHCRP-DHMWGJHJSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 14108781
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids
          • [CHEMONTID:0002517] Chamigranes

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 ZPXHDWNADVHCRP-DHMWGJHJSA-N
Standard InCHI InChI=1S/C15H23Br2Cl/c1-10-5-6-11(16)13(2,3)15(10)8-7-14(4,18)12(17)9-15/h5,11-12H,6-9H2,1-4H3/t11-,12+,14+,15+/m1/s1
SMILES CC1=CC[C@H](C(C)(C)[C@@]21CC[C@@](C)([C@H](C2)Br)Cl)Br

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   395.99 Volume:   302.025
?
Van der Waals volume.
Dense:   1.311 LogP:   5.15
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   4.187
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -5.941
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   12.0
TPSA:   0.0
?
Topological Polar Surface Area.
 H-Bond Acceptor:   0.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.344 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   5.382 Fsp3:   0.867
MCE-18:   65.571
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.551 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.004
?
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:   0.907 Promiscuous compounds:   0.032

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.605 MDCK Permeability:   -4.582
Pgp-inhibitor:   0.91 Pgp-substrate:   0.028
PAMPA:   0.212
?
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%):   0.019 30% Bioavailability (F30%):   0.008
50% Bioavailability (F50%):   0.435

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   1.0 MRP1:   0.792
Plasma Protein Binding (PPB):   97.278% Volume Distribution (VD):   0.407
Fu: 1.976%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.992
OATP1B3 inhibitor:   0.926 BCRP inhibitor:   0.246
BSEP inhibitor:   0.999

ADMET: Metabolism

CYP1A2-inhibitor:   0.006 CYP1A2-substrate:   0.979
CYP2C19-inhibitor:   0.943 CYP2C19-substrate:   0.911
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.013
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.461
CYP3A4-inhibitor:   0.502 CYP3A4-substrate:   0.999
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.998
HLM stability:   0.962
?
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):  9.138 Half-life (T1/2):  1.283

ADMET: Toxicity

hERG Blockers:  0.029 hERG Blockers (10um):  0.293
Human Hepatotoxicity (H-HT):  0.177 Drug-induced Liver Injury (DILI):  0.259
AMES Toxicity:  0.252 Rat Oral Acute Toxicity:  0.809
Maximum Recommended Daily Dose:  0.88 Skin Sensitization:  0.989
Carcinogencity:  0.958 Eye Corrosion:  0.987
Eye Irritation:  0.998 Respiratory Toxicity:  0.987
Drug-induced Neurotoxicity:  0.419 Ototoxicity:  0.06
Hematotoxicity:  0.079 Drug-induced Nephrotoxicity:  0.202
Genotoxicity:  0.839 RPMI-8226 Immunitoxicity:  0.055
A549 Cytotoxicity:  0.078 Hek293 Cytotoxicity:  0.486
BCF:   2.912
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   4.122
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.339
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.043
?
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
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota roots n.a. n.a. PMID[12444709]
NPO14922 Tarenna attenuata Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[16792422]
NPO14922 Tarenna attenuata Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[17343407]
NPO8996 Aplysina gerardogreeni Species Aplysinidae Eukaryota n.a. n.a. n.a. PMID[17512741]
NPO17974 Sarcophyton subviride Species Orchidaceae Eukaryota n.a. n.a. n.a. PMID[27704808]
NPO19344 Sporormiella teretispora Species Sporormiaceae Eukaryota n.a. n.a. n.a. PMID[7760082]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota Roots n.a. n.a. PMID[9599266]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1550 Talaromyces purpureogenus Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10038.2 Abies pinsapo var. tazaotana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27685 Abuta concolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14030 Alcyonium paessleri Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19140 Aloe excelsa Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22229 Alternaria botrytis Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8996 Aplysina gerardogreeni Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28880 Aquilegia coerulea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19739 Astragalus alexandri Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3680 Beilschmiedia obtusifolia Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10706 Bergenia hissarica Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19544 Camassia cusickii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12767 Cassipourea gummiflua Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18477 Celastrus scandens Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17559 Coespeletia lutescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3608 Eleutherococcus giraldii Species Araliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16666 Eunicea calyculata Species Plexauridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17672 Euryops linifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20433 Garuga gamblei Species Burseraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17309 Halfordia scleroxyla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16892 Helogyne hutchisonii n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO13566 Hypoxylon serpens Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16219 Hyssopus lophanthoides Species Eulophidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13137 Isodon flexicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18964 Iva hayesiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25617 Lactococcus lactis Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO19480 Laurencia nipponica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14318 Lespedeza davidii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14511 Lespedeza striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18394 Linaria purpurea Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27736 Melanochromis auratus Species Cichlidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15695 Mikania vitifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1998 Premna serratifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16528 Psydrax dicoccos Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19053 Pteris formosana Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO647 Rhodotorula glutinis Species Sporidiobolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18567 Salvia clevelandi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1192 Salvia corrugata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18308 Saponaria officinalis Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17974 Sarcophyton subviride Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7040 Sinularia parva Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3628 Solanum aethiopicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17173 Sporobolus alterniflorus Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19344 Sporormiella teretispora Species Sporormiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18891 Stevia potrerensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16010 Synoicum prunum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14922 Tarenna attenuata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17429 Teucrium creticum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17546 Torulaspora delbrueckii Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18308 Saponaria officinalis Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18477 Celastrus scandens Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3608 Eleutherococcus giraldii Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18477 Celastrus scandens Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13137 Isodon flexicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18308 Saponaria officinalis Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19480 Laurencia nipponica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19739 Astragalus alexandri Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17309 Halfordia scleroxyla Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22229 Alternaria botrytis Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19544 Camassia cusickii Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18640 Tectona grandis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17546 Torulaspora delbrueckii Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19480 Laurencia nipponica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1550 Talaromyces purpureogenus Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7040 Sinularia parva Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO647 Rhodotorula glutinis Species Sporidiobolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18567 Salvia clevelandi Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3628 Solanum aethiopicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1998 Premna serratifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25617 Lactococcus lactis Species Streptococcaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO17559 Coespeletia lutescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15695 Mikania vitifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16666 Eunicea calyculata Species Plexauridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18394 Linaria purpurea Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8996 Aplysina gerardogreeni Species Aplysinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16219 Hyssopus lophanthoides Species Eulophidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18308 Saponaria officinalis Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16010 Synoicum prunum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3608 Eleutherococcus giraldii Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14922 Tarenna attenuata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19140 Aloe excelsa Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14511 Lespedeza striata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27736 Melanochromis auratus Species Cichlidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13137 Isodon flexicaulis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14318 Lespedeza davidii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16528 Psydrax dicoccos Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1192 Salvia corrugata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19344 Sporormiella teretispora Species Sporormiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16892 Helogyne hutchisonii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO27685 Abuta concolor Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17173 Sporobolus alterniflorus Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17974 Sarcophyton subviride Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19053 Pteris formosana Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20433 Garuga gamblei Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3680 Beilschmiedia obtusifolia Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12767 Cassipourea gummiflua Species Rhizophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14030 Alcyonium paessleri Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17672 Euryops linifolius Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13566 Hypoxylon serpens Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10038.2 Abies pinsapo var. tazaotana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17429 Teucrium creticum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18964 Iva hayesiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28880 Aquilegia coerulea Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26892 Juglans mandshurica Species Juglandaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10706 Bergenia hissarica Species Saxifragaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18477 Celastrus scandens Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18891 Stevia potrerensis Species Asteraceae 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 NPC20550 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
0.5641 Remote Similarity NPC110214
0.5238 Remote Similarity NPC483536

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC20550 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