Natural Product: NPC75161

Natural Product IDNPC75161
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 BBKABLKRAVQMPE-FOXCETOMSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 9847922
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000476] Cinnamic acids and derivatives
        • [CHEMONTID:0001391] Hydroxycinnamic acids and derivatives
          • [CHEMONTID:0000059] Coumaric acids 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 BBKABLKRAVQMPE-FOXCETOMSA-N
Standard InCHI InChI=1S/C23H26O11/c24-11-18-20(30)21(31)22(34-19(29)6-3-12-1-4-14(25)16(27)9-12)23(33-18)32-8-7-13-2-5-15(26)17(28)10-13/h1-6,9-10,18,20-28,30-31H,7-8,11H2/b6-3+/t18-,20-,21+,22-,23-/m1/s1
SMILES c1cc(c(cc1/C=C/C(=O)O[C@@H]1[C@H]([C@@H]([C@@H](CO)O[C@H]1OCCc1ccc(c(c1)O)O)O)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   478.15 Volume:   456.296
?
Van der Waals volume.
Dense:   1.048 LogP:   0.753
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.211
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.846
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   9.0 Rigid Bonds:   20.0
TPSA:   186.37
?
Topological Polar Surface Area.
 H-Bond Acceptor:   11.0
H-Bond Donor:   7.0 Rings:   3.0
Heavy Atoms:   11.0

MedChem Properties

QED Drug-Likeness Score:   0.155 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.946 Fsp3:   0.348
MCE-18:   69.774
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Accepted
Pfizer Rule:   Rejected GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   1 PAINS Alert:   1
Colloidal aggregators:   0.669 Fluc inhibitor:   0.752
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.092
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.603
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.242 Promiscuous compounds:   0.463

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.376 MDCK Permeability:   -5.243
Pgp-inhibitor:   0.0 Pgp-substrate:   0.012
PAMPA:   0.981
?
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):   0.937
20% Bioavailability (F20%):   1.0 30% Bioavailability (F30%):   1.0
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.002 MRP1:   0.029
Plasma Protein Binding (PPB):   65.002% Volume Distribution (VD):   -0.279
Fu: 30.702%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.056
BSEP inhibitor:   0.002

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.005 CYP2D6-substrate:   0.589
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.996
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.929
?
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):  8.791 Half-life (T1/2):  2.091

ADMET: Toxicity

hERG Blockers:  0.066 hERG Blockers (10um):  0.516
Human Hepatotoxicity (H-HT):  0.549 Drug-induced Liver Injury (DILI):  0.782
AMES Toxicity:  0.94 Rat Oral Acute Toxicity:  0.045
Maximum Recommended Daily Dose:  0.19 Skin Sensitization:  1.0
Carcinogencity:  0.124 Eye Corrosion:  0.0
Eye Irritation:  0.533 Respiratory Toxicity:  0.024
Drug-induced Neurotoxicity:  0.003 Ototoxicity:  0.979
Hematotoxicity:  0.071 Drug-induced Nephrotoxicity:  0.132
Genotoxicity:  0.892 RPMI-8226 Immunitoxicity:  0.014
A549 Cytotoxicity:  0.992 Hek293 Cytotoxicity:  0.62
BCF:   0.785
?
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:   3.431
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.996
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.511
?
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
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s10529-013-1178-6]
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota n.a. n.a. n.a. DOI[10.1080/14786419.2014.986657]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[11858748]
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[12502309]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[1367520]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota n.a. flower n.a. PMID[15481244]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[15974609]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. PMID[17156960]
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota whole plant Zhangzhou, Fujian Province, China n.a. PMID[17343408]
NPO13010 Allium stipitatum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[19093848]
NPO13010 Allium stipitatum Species Amaryllidaceae Eukaryota n.a. bulb n.a. PMID[19093848]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. mycelium n.a. PMID[21381678]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[21667925]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[22118684]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. PMID[24669201]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[24840014]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[2488968]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. seed n.a. PMID[2610694]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. PMID[26422318]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[26692349]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota Fruits n.a. n.a. PMID[28218000]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota Roots n.a. n.a. PMID[30676026]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota Stems n.a. n.a. PMID[31180680]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[33089690]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[8626236]
NPO5995 Spartium junceum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22203 Tapinella panuoides Species Tapinellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15404 Streptomyces erythrochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO15898 Streptomyces noursei Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15108 Angiopteris evecta Species Marattiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14454 Plectranthus lanuginosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. Database[COCONUT]
NPO14965 Lepidophorum repandum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15621 Lethasterias fusca Species Asteriidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11584 Artemisia argentea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12480 Brodiaea californica Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9917 Plagiomnium cuspidatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28240 Notholaena lemmonii Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14614 Kopsia longiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5137 Myristica malabarica Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13743 Populus yunnanensis Species Salicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15087 Alstonia pittieri Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16161 Stephania aculeata Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12777 Laurencia pacifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1124 Scapania aequiloba Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5995 Spartium junceum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5137 Myristica malabarica Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14614 Kopsia longiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14614 Kopsia longiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5995 Spartium junceum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1097 Bacopa monnieri Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5137 Myristica malabarica Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9917 Plagiomnium cuspidatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5995 Spartium junceum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19805 Forsythia viridissima Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13477 Cyberlindnera jadinii Species Phaffomycetaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22203 Tapinella panuoides Species Tapinellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13225 Spergula japonica Species Caryophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO255 Solanum pseudopersicum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16161 Stephania aculeata Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15087 Alstonia pittieri Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28240 Notholaena lemmonii Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13010 Allium stipitatum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10031 Euphorbia antiquorum Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14614 Kopsia longiflora Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14454 Plectranthus lanuginosus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11584 Artemisia argentea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2667 Acacia lasiopetala Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27134 Euphrasia rubra Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8556 Eucalyptus kitsoniana Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5995 Spartium junceum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10527 Cyathula tomentosa Species Amaranthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26381 Bombus pascuorum Species Apidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15513 Pseudocyphellaria rubella Species Lobariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15806 Rhododendron campylocarpum Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3477 Plantago asiatica Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1777 Toddalia aculeata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9299.3 Hordeum vulgare var. distichon Varieties Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15718 Lindera sericea Species Tineidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1124 Scapania aequiloba Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5137 Myristica malabarica Species Myristicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15108 Angiopteris evecta Species Marattiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13460 Asphodeline damascena Species Asphodelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16076 Penicillium chrysogenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9917 Plagiomnium cuspidatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27031 Methanosarcina barkeri Species Methanosarcinaceae Archaea n.a. n.a. n.a. Database[UNPD]
NPO15898 Streptomyces noursei Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO22101 Himantoglossum hircinum Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15404 Streptomyces erythrochromogenes Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26951 Gymnopus androsaceus Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13743 Populus yunnanensis Species Salicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11243 Exochorda giraldii Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14327 Scabiosa comosa Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12777 Laurencia pacifica Species Rhodomelaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12480 Brodiaea californica Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21851 Chaetomella raphigera Species Chaetomellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14965 Lepidophorum repandum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29322 Rhodanthe maryonii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21387 Forsythia suspensa Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15621 Lethasterias fusca Species Asteriidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1097 Bacopa monnieri Species Plantaginaceae 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 NPC75161 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
0.7143 Intermediate Similarity NPC310252
0.6818 Remote Similarity NPC123988
0.6812 Remote Similarity NPC886
0.6567 Remote Similarity NPC302583
0.6538 Remote Similarity NPC68092
0.6494 Remote Similarity NPC328273
0.6494 Remote Similarity NPC171134
0.6282 Remote Similarity NPC321638
0.6076 Remote Similarity NPC40305
0.6 Remote Similarity NPC147654
0.5976 Remote Similarity NPC476377
0.5926 Remote Similarity NPC321184
0.589 Remote Similarity NPC287597
0.5875 Remote Similarity NPC205195
0.5846 Remote Similarity NPC232880
0.5802 Remote Similarity NPC472350
0.5802 Remote Similarity NPC197316
0.5802 Remote Similarity NPC89105
0.5802 Remote Similarity NPC483705
0.5714 Remote Similarity NPC253668
0.5714 Remote Similarity NPC57039
0.5714 Remote Similarity NPC83218
0.5714 Remote Similarity NPC479471
0.5714 Remote Similarity NPC126991
0.5714 Remote Similarity NPC479467
0.5714 Remote Similarity NPC201249
0.5714 Remote Similarity NPC479470
0.5714 Remote Similarity NPC479472
0.5698 Remote Similarity NPC298257
0.5698 Remote Similarity NPC175214
0.5682 Remote Similarity NPC96795
0.5682 Remote Similarity NPC264632
0.5679 Remote Similarity NPC483706
0.5667 Remote Similarity NPC476375
0.5632 Remote Similarity NPC119537
0.5625 Remote Similarity NPC260425
0.5625 Remote Similarity NPC81515
0.5591 Remote Similarity NPC64195
0.5538 Remote Similarity NPC266045
0.5517 Remote Similarity NPC105005
0.5506 Remote Similarity NPC610636
0.55 Remote Similarity NPC475530
0.5402 Remote Similarity NPC269141
0.5397 Remote Similarity NPC224208
0.5397 Remote Similarity NPC41661
0.5375 Remote Similarity NPC473799
0.5349 Remote Similarity NPC47471
0.5333 Remote Similarity NPC477294
0.5326 Remote Similarity NPC476384
0.5325 Remote Similarity NPC34293
0.5294 Remote Similarity NPC76406
0.5281 Remote Similarity NPC296954
0.525 Remote Similarity NPC28776
0.5233 Remote Similarity NPC611289
0.5213 Remote Similarity NPC476378
0.5211 Remote Similarity NPC474465
0.5156 Remote Similarity NPC474275
0.5152 Remote Similarity NPC168799
0.5147 Remote Similarity NPC155209
0.5125 Remote Similarity NPC473138
0.5122 Remote Similarity NPC471883
0.5119 Remote Similarity NPC64141
0.5111 Remote Similarity NPC476397
0.5106 Remote Similarity NPC196063
0.5106 Remote Similarity NPC604195
0.5077 Remote Similarity NPC263386
0.5077 Remote Similarity NPC141791
0.5075 Remote Similarity NPC470849
0.5068 Remote Similarity NPC608074

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC75161 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
0.5802 Remote Similarity NPD7266 Phase 2

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