Natural Product: NPC227806

Natural Product IDNPC227806
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 XEKYYIHOWASTHE-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 86187765
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000002] Organoheterocyclic compounds
      • [CHEMONTID:0000086] Pyrans
        • [CHEMONTID:0000481] Pyranones 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 XEKYYIHOWASTHE-UHFFFAOYSA-N
Standard InCHI InChI=1S/C23H40O3/c1-20(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-21-22(24)18-19-26-23(21)25/h18-20,24H,3-17H2,1-2H3
SMILES CC(C)CCCCCCCCCCCCCCCc1c(ccoc1=O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   364.3 Volume:   416.269
?
Van der Waals volume.
Dense:   0.875 LogP:   7.967
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   4.658
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.715
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   16.0 Rigid Bonds:   7.0
TPSA:   50.44
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   1.0 Rings:   1.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.321 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.439 Fsp3:   0.783
MCE-18:   7.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.704 Fluc inhibitor:   0.323
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.017
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.146
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.75 Promiscuous compounds:   0.206

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.073 MDCK Permeability:   -4.799
Pgp-inhibitor:   0.001 Pgp-substrate:   0.001
PAMPA:   0.001
?
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):   0.094
20% Bioavailability (F20%):   0.448 30% Bioavailability (F30%):   0.915
50% Bioavailability (F50%):   0.821

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.029 MRP1:   0.978
Plasma Protein Binding (PPB):   99.167% Volume Distribution (VD):   1.21
Fu: 1.13%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.249
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.054
BSEP inhibitor:   0.228

ADMET: Metabolism

CYP1A2-inhibitor:   0.135 CYP1A2-substrate:   0.898
CYP2C19-inhibitor:   0.327 CYP2C19-substrate:   0.912
CYP2C9-inhibitor:   0.973 CYP2C9-substrate:   0.063
CYP2D6-inhibitor:   0.742 CYP2D6-substrate:   0.073
CYP3A4-inhibitor:   0.618 CYP3A4-substrate:   0.861
CYP2B6-substrate:   0.096 CYP2C8-inhibitor:   0.964
HLM stability:   0.92
?
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):  3.868 Half-life (T1/2):  1.018

ADMET: Toxicity

hERG Blockers:  0.383 hERG Blockers (10um):  0.819
Human Hepatotoxicity (H-HT):  0.5 Drug-induced Liver Injury (DILI):  0.342
AMES Toxicity:  0.151 Rat Oral Acute Toxicity:  0.336
Maximum Recommended Daily Dose:  0.634 Skin Sensitization:  0.966
Carcinogencity:  0.468 Eye Corrosion:  0.949
Eye Irritation:  0.997 Respiratory Toxicity:  0.979
Drug-induced Neurotoxicity:  0.004 Ototoxicity:  0.123
Hematotoxicity:  0.067 Drug-induced Nephrotoxicity:  0.04
Genotoxicity:  0.0 RPMI-8226 Immunitoxicity:  0.062
A549 Cytotoxicity:  0.596 Hek293 Cytotoxicity:  0.171
BCF:   1.135
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   4.965
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   6.435
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.711
?
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
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[ 17560738]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/BF02675902]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11816-015-0350-y]
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.indcrop.2015.01.015]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1055/s-2008-1074888]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1248/cpb.30.4088]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[10353265]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[10553679]
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[11720520]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[12055308]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[15070765]
NPO28035 Streptomyces fumanus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[15730262]
NPO28391 Euonymus nanoides Species Celastraceae Eukaryota n.a. seed n.a. PMID[16462067]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. aerial part n.a. PMID[17520525]
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota roots Gabon 1987 PMID[18327911]
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[18327911]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[19276083]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[20448045]
NPO10946 Pseudallescheria boydii Species Microascaceae Eukaryota n.a. n.a. n.a. PMID[20509707]
NPO28217 Septoria pistaciarum Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. PMID[20550123]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[20843794]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[22194604]
NPO28217 Septoria pistaciarum Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. PMID[22530813]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[22966846]
NPO10946 Pseudallescheria boydii Species Microascaceae Eukaryota n.a. n.a. n.a. PMID[23964677]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[24516143]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[25028392]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[26466957]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[26774486]
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[26938998]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[26996316]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[27242221]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[27807341]
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37770099]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. PMID[5583807]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[8917504]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. PMID[97292]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28035 Streptomyces fumanus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28614 Zieria smithii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27959 Codonocarpus australis Species Gyrostemonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28704 Agaricus hortensis Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28481 Cerbera dilatata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28509 Achillea clypeolata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16669 Diospyros verrucosa Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10946 Pseudallescheria boydii Species Microascaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28596 Streptomyces lavendofoliae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO28656 Lactobacillus casei Species Lactobacillaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28509 Achillea clypeolata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28161 Stephania sutchuenensis Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28691 Streptomyces odorifer Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO27867 Turbo argyrostoma Species Turbinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28481 Cerbera dilatata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10946 Pseudallescheria boydii Species Microascaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28576 Berberis julianae Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20395 Athanasia crithmifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28053 Quercus serrata Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29353 Benzoin praecox n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO28528 Bridelia ferruginea Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28334 Pyrola decorata Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28391 Euonymus nanoides Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28374 Pleogyne cunninghami Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28073 Crateva nurvala Species Capparaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28200 Unonopsis glaucopetala Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28217 Septoria pistaciarum Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16669 Diospyros verrucosa Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28704 Agaricus hortensis Species Agaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28131 Polygala amara Species Polygalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22175 Perovskia abrotanoides Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27943 Cardamine pinnata Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29115 Rhinella arenarum Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27959 Codonocarpus australis Species Gyrostemonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28035 Streptomyces fumanus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28633 Bystropogon origanifolius Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11144 Centella asiatica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6331 Jacobaea subalpina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20081 Mycobacterium tuberculosis Species Mycobacteriaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28656 Lactobacillus casei Species Lactobacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28303 Pleogyne cunninghamii Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28011 Swertia japonica Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27990 Schizonepeta multifida Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28614 Zieria smithii Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28596 Streptomyces lavendofoliae Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO28670 Mortierella elongata Species Mortierellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25704 Tetraneuris acaulis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28269 Rubus rosa Species Rosaceae 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 NPC227806 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
0.5417 Remote Similarity NPC485077
0.5417 Remote Similarity NPC485078
0.5417 Remote Similarity NPC294618
0.5417 Remote Similarity NPC485079
0.5102 Remote Similarity NPC265050

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC227806 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