Natural Product: NPC576867

Natural Product IDNPC576867
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 3-ethyl-1H-indole
IUPAC Name 3-ethyl-1~{H}-indole
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]

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 GOVXKUCVZUROAN-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H11N/c1-2-8-7-11-10-6-4-3-5-9(8)10/h3-7,11H,2H2,1H3
SMILES CCC1=CNC2=CC=CC=C12

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   145.09 Volume:   164.854
?
Van der Waals volume.
Dense:   0.88 LogP:   2.958
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.836
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.554
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   10.0
TPSA:   15.79
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   2.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.635 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.672 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:   0.188 Fluc inhibitor:   0.038
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.049
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.14
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.563 Promiscuous compounds:   0.251

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.622 MDCK Permeability:   -4.614
Pgp-inhibitor:   0.463 Pgp-substrate:   0.086
PAMPA:   0.128
?
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):   0.012
20% Bioavailability (F20%):   0.055 30% Bioavailability (F30%):   0.62
50% Bioavailability (F50%):   0.665

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.919 MRP1:   0.573
Plasma Protein Binding (PPB):   97.144% Volume Distribution (VD):   0.173
Fu: 2.522%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.727
OATP1B3 inhibitor:   0.702 BCRP inhibitor:   0.691
BSEP inhibitor:   0.98

ADMET: Metabolism

CYP1A2-inhibitor:   0.857 CYP1A2-substrate:   0.943
CYP2C19-inhibitor:   0.844 CYP2C19-substrate:   0.358
CYP2C9-inhibitor:   0.978 CYP2C9-substrate:   0.247
CYP2D6-inhibitor:   0.98 CYP2D6-substrate:   0.906
CYP3A4-inhibitor:   0.89 CYP3A4-substrate:   0.998
CYP2B6-substrate:   0.851 CYP2C8-inhibitor:   0.999
HLM stability:   0.973
?
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):  9.384 Half-life (T1/2):  1.163

ADMET: Toxicity

hERG Blockers:  0.127 hERG Blockers (10um):  0.56
Human Hepatotoxicity (H-HT):  0.532 Drug-induced Liver Injury (DILI):  0.414
AMES Toxicity:  0.644 Rat Oral Acute Toxicity:  0.497
Maximum Recommended Daily Dose:  0.44 Skin Sensitization:  0.451
Carcinogencity:  0.664 Eye Corrosion:  0.729
Eye Irritation:  0.986 Respiratory Toxicity:  0.787
Drug-induced Neurotoxicity:  0.687 Ototoxicity:  0.239
Hematotoxicity:  0.376 Drug-induced Nephrotoxicity:  0.311
Genotoxicity:  0.416 RPMI-8226 Immunitoxicity:  0.047
A549 Cytotoxicity:  0.091 Hek293 Cytotoxicity:  0.187
BCF:   1.949
?
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:   3.507
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.438
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.212
?
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
NPO28194 Stevia rebaudiana Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s12010-015-1616-0]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0014-5793(03)00033-4]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1021/ac991142i]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1034/j.1399-3054.2003.00030.x]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1046/j.1365-3040.2001.00686.x]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.274.1.397]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M302362200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M314195200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1074/jbc.M411109200]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. DOI[10.1104/pp.103.022368]
NPO28194 Stevia rebaudiana Species Asteraceae Eukaryota n.a. n.a. n.a. DOI[10.17660/ActaHortic.2008.786.31]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. leaf n.a. PMID[10952545]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[10952545]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[11005203]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. aerial part n.a. PMID[12033510]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[12637544]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[12805618]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[14745019]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15280363]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15820655]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[15834012]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota aerial parts n.a. n.a. PMID[15844959]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[1684022]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[17611796]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18057039]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18235971]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[18318836]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. leaf n.a. PMID[19521717]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21193570]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21194489]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21395888]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21448706]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. calyx n.a. PMID[21561086]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21800258]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[21856162]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23001436]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23370715]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[23950498]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24014097]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. fruit n.a. PMID[24086493]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24128451]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[24163311]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24285094]
NPO28194 Stevia rebaudiana Species Asteraceae Eukaryota Leaves n.a. n.a. PMID[24758242]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[24868877]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. aerial part n.a. PMID[24919480]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[25457500]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. PMID[27363486]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[27432888]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. PMID[28165740]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. PMID[37324556]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[38202700]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[8278506]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota Pericarp n.a. n.a. PMID[9748380]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO60813 Lycopersicon esculentum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO60555 Phaseolus mungo Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28194 Stevia rebaudiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO55250 Brassica pekinensis Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10986 Vitis spp. Species Vitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO63676 Brassicaceae Family Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26970 Lygodium flexuosum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO56518 Pediastrum boryanum Species Hydrodictyaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO51959 Thellungiella halophila Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota Oil n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Sprout Seedling n.a. n.a. Database[FooDB]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26970 Lygodium flexuosum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. root n.a. Database[MetaboLights]
NPO19866 Arabidopsis thaliana Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10986 Vitis spp. Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26970 Lygodium flexuosum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26970 Lygodium flexuosum Species Lygodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28194 Stevia rebaudiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11196 Impatiens balsamina Species Balsaminaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7576 Brassica oleracea Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18296 Diospyros kaki Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11120 Brassica rapa Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19866 Arabidopsis thaliana Species Brassicaceae 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 NPC576867 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
0.871 High Similarity NPC601214
0.75 Intermediate Similarity NPC29886
0.7429 Intermediate Similarity NPC96102
0.7222 Intermediate Similarity NPC230869
0.7222 Intermediate Similarity NPC279081
0.6923 Remote Similarity NPC310665
0.6842 Remote Similarity NPC84911
0.6667 Remote Similarity NPC73767
0.65 Remote Similarity NPC605863
0.6389 Remote Similarity NPC53947
0.6279 Remote Similarity NPC190296
0.619 Remote Similarity NPC78020
0.6176 Remote Similarity NPC261195
0.6136 Remote Similarity NPC480551
0.6136 Remote Similarity NPC489200
0.6136 Remote Similarity NPC480318
0.6111 Remote Similarity NPC216643
0.6111 Remote Similarity NPC288838
0.6047 Remote Similarity NPC315555
0.6047 Remote Similarity NPC55772
0.6047 Remote Similarity NPC59269
0.6047 Remote Similarity NPC600736
0.6 Remote Similarity NPC609424
0.5946 Remote Similarity NPC105127
0.5946 Remote Similarity NPC102423
0.5946 Remote Similarity NPC300149
0.5946 Remote Similarity NPC42372
0.5946 Remote Similarity NPC230002
0.5909 Remote Similarity NPC149155
0.5909 Remote Similarity NPC203468
0.5909 Remote Similarity NPC110500
0.5909 Remote Similarity NPC605329
0.587 Remote Similarity NPC200214
0.587 Remote Similarity NPC469358
0.587 Remote Similarity NPC608269
0.5778 Remote Similarity NPC14113
0.5778 Remote Similarity NPC145885
0.5778 Remote Similarity NPC84827
0.575 Remote Similarity NPC72435
0.575 Remote Similarity NPC604154
0.5745 Remote Similarity NPC282231
0.5745 Remote Similarity NPC267885
0.5745 Remote Similarity NPC480550
0.5745 Remote Similarity NPC480549
0.5652 Remote Similarity NPC248041
0.5652 Remote Similarity NPC489095
0.5641 Remote Similarity NPC131718
0.5625 Remote Similarity NPC469780
0.5625 Remote Similarity NPC469761
0.5625 Remote Similarity NPC469783
0.5625 Remote Similarity NPC469766
0.5625 Remote Similarity NPC469779
0.5625 Remote Similarity NPC469768
0.5625 Remote Similarity NPC469784
0.5625 Remote Similarity NPC602670
0.5532 Remote Similarity NPC480317
0.5532 Remote Similarity NPC471957
0.5532 Remote Similarity NPC480316
0.55 Remote Similarity NPC138370
0.54 Remote Similarity NPC480548
0.54 Remote Similarity NPC609408
0.5366 Remote Similarity NPC601179
0.5306 Remote Similarity NPC489096
0.5294 Remote Similarity NPC469760
0.5294 Remote Similarity NPC248454
0.5294 Remote Similarity NPC469786
0.5238 Remote Similarity NPC154339
0.5238 Remote Similarity NPC608908
0.5227 Remote Similarity NPC603879
0.52 Remote Similarity NPC283219
0.52 Remote Similarity NPC63751
0.52 Remote Similarity NPC279918
0.5192 Remote Similarity NPC259644
0.5192 Remote Similarity NPC70922
0.5192 Remote Similarity NPC211572
0.5192 Remote Similarity NPC49954
0.5192 Remote Similarity NPC11126
0.5192 Remote Similarity NPC75540
0.5192 Remote Similarity NPC212376
0.5192 Remote Similarity NPC469765
0.5192 Remote Similarity NPC80597
0.5192 Remote Similarity NPC25008
0.5192 Remote Similarity NPC73952
0.5192 Remote Similarity NPC605381
0.5192 Remote Similarity NPC606619
0.5192 Remote Similarity NPC608112
0.5192 Remote Similarity NPC610347
0.5116 Remote Similarity NPC111275
0.5111 Remote Similarity NPC267343
0.5098 Remote Similarity NPC54988
0.5098 Remote Similarity NPC476460
0.5094 Remote Similarity NPC474561
0.5094 Remote Similarity NPC602969
0.5094 Remote Similarity NPC611116

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC576867 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
0.7429 Intermediate Similarity NPD198 Clinical (unspecified phase)
0.6923 Remote Similarity NPD786 Pre-clinical
0.6136 Remote Similarity NPD749 Clinical (unspecified phase)
0.5909 Remote Similarity NPD482 Phase 4
0.5532 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