Natural Product: NPC230869

Natural Product IDNPC230869
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Tryptophol
IUPAC Name 2-(1H-indol-3-yl)ethanol
Synonyms Tryptophol
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL226545
PubChem CID 10685
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000211] Indoles and derivatives
        • [CHEMONTID:0002497] Indoles
          • [CHEMONTID:0004196] 3-alkylindoles

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 MBBOMCVGYCRMEA-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2
SMILES OCCc1c[nH]c2c1cccc2

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   161.08 Volume:   173.645
?
Van der Waals volume.
Dense:   0.928 LogP:   1.644
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.564
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.306
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   10.0
TPSA:   36.02
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   2.0 Rings:   2.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.691 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.789 Fsp3:   0.2
MCE-18:   9.0
?
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:   0.053 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.072
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.084
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.262 Promiscuous compounds:   0.316

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.633 MDCK Permeability:   -4.698
Pgp-inhibitor:   0.17 Pgp-substrate:   0.471
PAMPA:   0.639
?
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):   0.036
20% Bioavailability (F20%):   0.057 30% Bioavailability (F30%):   0.222
50% Bioavailability (F50%):   0.835

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.577 MRP1:   0.265
Plasma Protein Binding (PPB):   50.45% Volume Distribution (VD):   -0.03
Fu: 48.539%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.825
OATP1B3 inhibitor:   0.9 BCRP inhibitor:   0.826
BSEP inhibitor:   0.907

ADMET: Metabolism

CYP1A2-inhibitor:   0.803 CYP1A2-substrate:   0.788
CYP2C19-inhibitor:   0.016 CYP2C19-substrate:   0.002
CYP2C9-inhibitor:   0.932 CYP2C9-substrate:   0.016
CYP2D6-inhibitor:   0.994 CYP2D6-substrate:   0.53
CYP3A4-inhibitor:   0.214 CYP3A4-substrate:   0.361
CYP2B6-substrate:   0.11 CYP2C8-inhibitor:   0.901
HLM stability:   0.832
?
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):  9.044 Half-life (T1/2):  1.754

ADMET: Toxicity

hERG Blockers:  0.076 hERG Blockers (10um):  0.348
Human Hepatotoxicity (H-HT):  0.608 Drug-induced Liver Injury (DILI):  0.215
AMES Toxicity:  0.635 Rat Oral Acute Toxicity:  0.317
Maximum Recommended Daily Dose:  0.16 Skin Sensitization:  0.824
Carcinogencity:  0.652 Eye Corrosion:  0.489
Eye Irritation:  0.986 Respiratory Toxicity:  0.532
Drug-induced Neurotoxicity:  0.418 Ototoxicity:  0.346
Hematotoxicity:  0.416 Drug-induced Nephrotoxicity:  0.334
Genotoxicity:  0.188 RPMI-8226 Immunitoxicity:  0.053
A549 Cytotoxicity:  0.046 Hek293 Cytotoxicity:  0.156
BCF:   0.6
?
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:   2.856
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.285
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.474
?
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
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0003-9861(62)90112-1]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[11035032]
NPO32970 epichloë festucae Species n.a. n.a. n.a. n.a. n.a. PMID[11052720]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[12902239]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[13835567]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[14389294]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[1449509]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[14607989]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[15095145]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[15375647]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[15744050]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[16850348]
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota essential oil n.a. n.a. PMID[16933870]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[17439666]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[17559265]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. PMID[17586634]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. mycelium n.a. PMID[17932820]
NPO8737 Saussurea muliensis Species Asteraceae Eukaryota flowers and roots Muli Autonomous County of Sichuan, China 2005-AUG PMID[18419156]
NPO2605 Pichia membranifaciens Species Pichiaceae Eukaryota n.a. n.a. n.a. PMID[19943625]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21028898]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota fruiting body n.a. n.a. PMID[21115251]
NPO25069 Streptomyces verticillus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[21210656]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[22031445]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[23517145]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[2405251]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24305546]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24678285]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24733517]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24831709]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[24981409]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. PMID[26088139]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[2687322]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. PMID[31891260]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[3289762]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[4266242]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[4616942]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[5764336]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[6306574]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[767332]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[7929110]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8017107]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. fruit body n.a. PMID[8594142]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8798704]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8852895]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[8971708]
NPO2676 Anabaena cylindrica Species Nostocaceae Bacteria n.a. n.a. n.a. PMID[9644086]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. PMID[9748245]
NPO2676 Anabaena cylindrica Species Nostocaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO7611 Sclerotium poriae cocos Species Typhulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12143 Corydalis solida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9626 Aconitum finetianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3770 Drosera rotundifolia Species Droseraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11920 Geraea canescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8737 Saussurea muliensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3712 Pedicularis olgae Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2531 Daniellia oliveri Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16977 Centrosema pubescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO695 Picea sitchensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2605 Pichia membranifaciens Species Pichiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25069 Streptomyces verticillus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO5944 Guatteria dielsiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8183 Asplenium viviparum Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1845 Physocarpus opulifolius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9626 Aconitum finetianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO695 Picea sitchensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3770 Drosera rotundifolia Species Droseraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7611 Sclerotium poriae cocos Species Typhulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO12143 Corydalis solida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7611 Sclerotium poriae cocos Species Typhulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9626 Aconitum finetianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3770 Drosera rotundifolia Species Droseraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11920 Geraea canescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO695 Picea sitchensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9626 Aconitum finetianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3092 Pycnarrhena ozantha Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10207.1 Olea europaea subsp. cuspidata Subspecies Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3770 Drosera rotundifolia Species Droseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6814 Pegaeophyton scapiflorum Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14403 Taiwanofungus camphoratus Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2531 Daniellia oliveri Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6984 Brickellia veronicaefolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6636 Ophiorrhiza filistipula Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8737 Saussurea muliensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9247 Bupleurum smithii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11920 Geraea canescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4093 Astragalus stipulosus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO693 Chamaebatia foliolosa Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9626 Aconitum finetianum Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2676 Anabaena cylindrica Species Nostocaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO695 Picea sitchensis Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1845 Physocarpus opulifolius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3712 Pedicularis olgae Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24743 Swartschewskia papyracea Species Lubomirskiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1378 Peltigera dolichorrhiza Species Peltigeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12143 Corydalis solida Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4396 Chlorobaculum tepidum Species Chlorobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8183 Asplenium viviparum Species Aspleniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO254 Coreopsis capillacea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5089 Abies forrestii Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25069 Streptomyces verticillus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10777 Persea lingue Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5944 Guatteria dielsiana Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16977 Centrosema pubescens Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2605 Pichia membranifaciens Species Pichiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24119 Pilocarpus trachylophus Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21658 Saccharomyces cerevisiae Species Saccharomycetaceae 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
NPT101 Individual protein Glucagon-like peptide 1 receptor Homo sapiens Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT157 Individual protein Breast cancer type 1 susceptibility protein Homo sapiens Potency n.a. 316.2 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT380 Cell line U-251 Homo sapiens EC50 = 1220000.0 nM PMID[28256372]
NPT941 Cell line HaCaT Homo sapiens Activity n.a. n.a. n.a. PMID[35172097]
NPT941 Cell line HaCaT Homo sapiens IC50 = 6550.0 nM PMID[35172097]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 3696.4 nM PubChem BioAssay data set
NPT1 Others Radical scavenging activity n.a. Activity = 52.0 % PMID[19943625]
NPT4113 Organism Leptosphaeria maculans Leptosphaeria maculans GI = 16.0 % PMID[22823278]
NPT4113 Organism Leptosphaeria maculans Leptosphaeria maculans GI = 29.0 % PMID[22823278]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 7.0 mm PMID[11052720]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 9.0 mm PMID[11052720]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 11.0 mm PMID[11052720]
NPT2820 Organism Cryphonectria parasitica Cryphonectria parasitica IZ = 14.0 mm PMID[11052720]
NPT2 Others Unspecified n.a. Potency n.a. 4466.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 1584.9 nM PubChem BioAssay data set
NPT28949 Cell line Mesenchymal stem cells Homo sapiens Activity n.a. n.a. n.a. PMID[35172097]

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 NPC230869 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
0.7222 Intermediate Similarity NPC601214
0.6667 Remote Similarity NPC96102
0.6591 Remote Similarity NPC315555
0.65 Remote Similarity NPC279081
0.6341 Remote Similarity NPC29886
0.619 Remote Similarity NPC84911
0.6154 Remote Similarity NPC102423
0.6047 Remote Similarity NPC73767
0.5957 Remote Similarity NPC480551
0.5909 Remote Similarity NPC310665
0.5909 Remote Similarity NPC605863
0.5882 Remote Similarity NPC54988
0.5814 Remote Similarity NPC154339
0.575 Remote Similarity NPC53947
0.575 Remote Similarity NPC300149
0.5714 Remote Similarity NPC469358
0.5652 Remote Similarity NPC78020
0.5652 Remote Similarity NPC251090
0.56 Remote Similarity NPC480550
0.5532 Remote Similarity NPC55772
0.5532 Remote Similarity NPC59269
0.5532 Remote Similarity NPC600736
0.5526 Remote Similarity NPC261195
0.55 Remote Similarity NPC216643
0.55 Remote Similarity NPC288838
0.5476 Remote Similarity NPC131718
0.5417 Remote Similarity NPC149155
0.5417 Remote Similarity NPC203468
0.5417 Remote Similarity NPC190296
0.5417 Remote Similarity NPC110500
0.5417 Remote Similarity NPC605329
0.537 Remote Similarity NPC469785
0.537 Remote Similarity NPC71037
0.5366 Remote Similarity NPC105127
0.5366 Remote Similarity NPC42372
0.5366 Remote Similarity NPC230002
0.5306 Remote Similarity NPC14113
0.5306 Remote Similarity NPC489200
0.5306 Remote Similarity NPC145885
0.5306 Remote Similarity NPC480318
0.5306 Remote Similarity NPC84827
0.5227 Remote Similarity NPC72435
0.5227 Remote Similarity NPC604154
0.52 Remote Similarity NPC248041
0.52 Remote Similarity NPC488001
0.52 Remote Similarity NPC489095
0.52 Remote Similarity NPC609424
0.5179 Remote Similarity NPC163055
0.5098 Remote Similarity NPC480317
0.5098 Remote Similarity NPC200214
0.5098 Remote Similarity NPC471957
0.5098 Remote Similarity NPC480316
0.5098 Remote Similarity NPC608269
0.5091 Remote Similarity NPC606619
0.5091 Remote Similarity NPC610347
0.5088 Remote Similarity NPC201700
0.5088 Remote Similarity NPC469762

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230869 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
0.6667 Remote Similarity NPD198 Clinical (unspecified phase)
0.6279 Remote Similarity NPD786 Pre-clinical
0.5417 Remote Similarity NPD482 Phase 4
0.5306 Remote Similarity NPD749 Clinical (unspecified phase)
0.5098 Remote Similarity NPD1722 Phase 4

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