Natural Product: NPC61533

Natural Product IDNPC61533
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 FJZKBPUBWKYMHG-ZBKHRRJXSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 11266632
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000258] Steroids and steroid derivatives
        • [CHEMONTID:0003568] Androstane steroids
          • [CHEMONTID:0001467] Androgens and derivatives

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 FJZKBPUBWKYMHG-ZBKHRRJXSA-N
Standard InCHI InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11,13-14,17H,3-10H2,1-2H3/t11-,13+,14+,17+,18+,19+/m1/s1
SMILES C[C@]12CCC(=O)C[C@@H]1CC(=O)[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@H]21

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   302.19 Volume:   321.416
?
Van der Waals volume.
Dense:   0.94 LogP:   2.147
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.491
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.552
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   0.0 Rigid Bonds:   23.0
TPSA:   51.21
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   0.0 Rings:   4.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.689 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.154 Fsp3:   0.842
MCE-18:   70.0
?
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:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.43 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.026
?
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:   0.658 Promiscuous compounds:   0.842

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.539 MDCK Permeability:   -4.634
Pgp-inhibitor:   0.998 Pgp-substrate:   0.001
PAMPA:   0.007
?
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%):   0.53 30% Bioavailability (F30%):   0.802
50% Bioavailability (F50%):   0.926

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.0 MRP1:   0.771
Plasma Protein Binding (PPB):   71.19% Volume Distribution (VD):   0.313
Fu: 27.358%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.985
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.151
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.285 CYP1A2-substrate:   0.004
CYP2C19-inhibitor:   0.972 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.001 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.002
CYP3A4-inhibitor:   0.992 CYP3A4-substrate:   0.054
CYP2B6-substrate:   0.062 CYP2C8-inhibitor:   0.589
HLM stability:   0.604
?
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):  9.301 Half-life (T1/2):  1.012

ADMET: Toxicity

hERG Blockers:  0.069 hERG Blockers (10um):  0.418
Human Hepatotoxicity (H-HT):  0.709 Drug-induced Liver Injury (DILI):  0.605
AMES Toxicity:  0.5 Rat Oral Acute Toxicity:  0.52
Maximum Recommended Daily Dose:  0.679 Skin Sensitization:  0.874
Carcinogencity:  0.947 Eye Corrosion:  0.144
Eye Irritation:  0.794 Respiratory Toxicity:  0.797
Drug-induced Neurotoxicity:  0.86 Ototoxicity:  0.327
Hematotoxicity:  0.619 Drug-induced Nephrotoxicity:  0.719
Genotoxicity:  0.919 RPMI-8226 Immunitoxicity:  0.086
A549 Cytotoxicity:  0.434 Hek293 Cytotoxicity:  0.661
BCF:   0.607
?
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:   3.006
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.28
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.926
?
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
NPO12029 Sicana odorifera Species Cucurbitaceae Eukaryota n.a. n.a. n.a. PMID[11312792]
NPO15997 Aglaia cordata Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[11754603]
NPO11261 Euclea natalensis Species Ebenaceae Eukaryota root bark n.a. n.a. PMID[15568795]
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota n.a. whole plant n.a. PMID[16276965]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. root n.a. PMID[17405024]
NPO22561 Dickeya chrysanthemi Species Pectobacteriaceae Bacteria n.a. n.a. n.a. PMID[18803373]
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. PMID[22652051]
NPO11796 Morus australis Species Moraceae Eukaryota Root Bark n.a. n.a. PMID[27908762]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. PMID[9358644]
NPO6038 Acanthamoeba culbertsoni Species Acanthamoebidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15302 Acronychia acidula Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15997 Aglaia cordata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15092 Alternaria infectoria Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1159 Artemisia laciniata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23600 Bridelia moonii Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15723 Bupleurum aureum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11598 Callitris macleayana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10093 Castanopsis hystrix Species Fagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22561 Dickeya chrysanthemi Species Pectobacteriaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO15410 Erlangea cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11261 Euclea natalensis Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7859 Euonymus atropurpurea Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1836 Eupatorium recurvans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13232 Gaillardia tontalensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15903 Goupia tomentosa Species Goupiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8604 Helichrysum zeyheri Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9145 Herbertus aduncus Species Herbertaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13481 Laurencia claviformis Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5208 Ligusticum lucidum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13749 Luvunga scandens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4299 Michelia longifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27213 Nephrolepis biserrata Species Lomariopsidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10595 Othonna cylindrica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12805 Othonna intermedia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14624 Pertusaria pseudocorallina Species Pertusariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14334 Picea jezoensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14873 Pityrodia ternifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7047 Psiadia arabica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2740 Pteris plumbea Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15398 Rhizopus stolonifer Species Rhizopodaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12291 Rhodococcus ruber Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14467 Senecio taiwanensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13895 Sessibugula translucens n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO12029 Sicana odorifera Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26219 Sorbus coronata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15813 Spiraea formosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12505 Stigmodera macularia Species Buprestidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9204 Streptomyces argillaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO14893 Streptomyces eurocidicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO15628 Strychnos panamensis Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9541 Suaeda salsa Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16742.1 Syringa pubescens subsp. patula Subspecies Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14061 Tetraploa aristata Species Tetraplosphaeriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13356 Thalictrum fauriei Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13028 Trichoscypha acuminata Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14205 Uraria picta Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14746 Uroblaniulus canadensis Species Parajulidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14334 Picea jezoensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13749 Luvunga scandens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15723 Bupleurum aureum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14334 Picea jezoensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13749 Luvunga scandens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15723 Bupleurum aureum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12505 Stigmodera macularia Species Buprestidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15813 Spiraea formosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7859 Euonymus atropurpurea Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10595 Othonna cylindrica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7047 Psiadia arabica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6038 Acanthamoeba culbertsoni Species Acanthamoebidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13232 Gaillardia tontalensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15092 Alternaria infectoria Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15398 Rhizopus stolonifer Species Rhizopodaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12291 Rhodococcus ruber Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14205 Uraria picta Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11598 Callitris macleayana Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8604 Helichrysum zeyheri Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5208 Ligusticum lucidum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13028 Trichoscypha acuminata Species Anacardiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15723 Bupleurum aureum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1836 Eupatorium recurvans Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14893 Streptomyces eurocidicus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22561 Dickeya chrysanthemi Species Pectobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO13481 Laurencia claviformis Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16742.1 Syringa pubescens subsp. patula Subspecies Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15997 Aglaia cordata Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12805 Othonna intermedia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9145 Herbertus aduncus Species Herbertaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14061 Tetraploa aristata Species Tetraplosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11796 Morus australis Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10093 Castanopsis hystrix Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14873 Pityrodia ternifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9204 Streptomyces argillaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO14624 Pertusaria pseudocorallina Species Pertusariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1159 Artemisia laciniata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27213 Nephrolepis biserrata Species Lomariopsidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13749 Luvunga scandens Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15302 Acronychia acidula Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11261 Euclea natalensis Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15903 Goupia tomentosa Species Goupiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13356 Thalictrum fauriei Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2740 Pteris plumbea Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13895 Sessibugula translucens n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO14746 Uroblaniulus canadensis Species Parajulidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14467 Senecio taiwanensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12029 Sicana odorifera Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15628 Strychnos panamensis Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26219 Sorbus coronata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15410 Erlangea cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4299 Michelia longifolia Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23600 Bridelia moonii Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9541 Suaeda salsa Species Chenopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14334 Picea jezoensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25076 Salicornia herbacea Species Chenopodiaceae 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 NPC61533 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
0.6591 Remote Similarity NPC288296
0.6591 Remote Similarity NPC53245
0.6458 Remote Similarity NPC133922

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC61533 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