Natural Product: NPC87317

Natural Product IDNPC87317
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 (-)-Epigallocatechin-3-(3''-O-Methyl)Gallate
IUPAC Name [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4-dihydroxy-5-methoxybenzoate
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL562716
PubChem CID 9804842
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0000337] Flavans
          • [CHEMONTID:0003012] Flavan-3-ols
            • [CHEMONTID:0001584] Catechins
              • [CHEMONTID:0001587] Catechin gallates

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 WVRDOLPMKOCJRJ-DENIHFKCSA-N
Standard InCHI InChI=1S/C23H20O11/c1-32-18-5-10(4-16(28)21(18)30)23(31)34-19-8-12-13(25)6-11(24)7-17(12)33-22(19)9-2-14(26)20(29)15(27)3-9/h2-7,19,22,24-30H,8H2,1H3/t19-,22-/m1/s1
SMILES COc1cc(cc(c1O)O)C(=O)O[C@@H]1Cc2c(O)cc(cc2O[C@@H]1c1cc(O)c(c(c1)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   472.1 Volume:   442.466
?
Van der Waals volume.
Dense:   1.067 LogP:   1.734
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.835
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.572
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   24.0
TPSA:   186.37
?
Topological Polar Surface Area.
 H-Bond Acceptor:   11.0
H-Bond Donor:   7.0 Rings:   4.0
Heavy Atoms:   11.0

MedChem Properties

QED Drug-Likeness Score:   0.218 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.685 Fsp3:   0.174
MCE-18:   87.0
?
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:   1
Chelating Alert:   1 PAINS Alert:   1
Colloidal aggregators:   0.874 Fluc inhibitor:   0.26
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.217
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.616
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.595 Promiscuous compounds:   0.641

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.561 MDCK Permeability:   -5.015
Pgp-inhibitor:   0.005 Pgp-substrate:   0.037
PAMPA:   0.275
?
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):   0.007
20% Bioavailability (F20%):   0.997 30% Bioavailability (F30%):   0.999
50% Bioavailability (F50%):   1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.004 MRP1:   0.997
Plasma Protein Binding (PPB):   92.295% Volume Distribution (VD):   -0.324
Fu: 8.693%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.997
OATP1B3 inhibitor:   0.981 BCRP inhibitor:   0.793
BSEP inhibitor:   0.007

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.849
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.043
CYP3A4-inhibitor:   0.127 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.002
?
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):  8.028 Half-life (T1/2):  2.287

ADMET: Toxicity

hERG Blockers:  0.07 hERG Blockers (10um):  0.872
Human Hepatotoxicity (H-HT):  0.333 Drug-induced Liver Injury (DILI):  0.889
AMES Toxicity:  0.778 Rat Oral Acute Toxicity:  0.539
Maximum Recommended Daily Dose:  0.852 Skin Sensitization:  1.0
Carcinogencity:  0.39 Eye Corrosion:  0.004
Eye Irritation:  0.979 Respiratory Toxicity:  0.721
Drug-induced Neurotoxicity:  0.007 Ototoxicity:  0.811
Hematotoxicity:  0.015 Drug-induced Nephrotoxicity:  0.017
Genotoxicity:  0.996 RPMI-8226 Immunitoxicity:  0.013
A549 Cytotoxicity:  0.998 Hek293 Cytotoxicity:  0.756
BCF:   0.765
?
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:   3.449
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.544
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.047
?
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
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[ 16712885]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.foodchem.2013.08.121]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Flowers n.a. n.a. PMID[16180814]
NPO8258 Camellia sinensis Species Theaceae Eukaryota seeds Shizuoka prefecture, Japan n.a. PMID[16499314]
NPO138 Daphniphyllum paxianum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. PMID[17887722]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[18068204]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[21434603]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota roots n.a. n.a. PMID[21911291]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. flower n.a. PMID[21922925]
NPO8258 Camellia sinensis Species Theaceae Eukaryota flower buds n.a. n.a. PMID[21925888]
NPO1346 Nerine bowdenii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[22312717]
NPO8258 Camellia sinensis Species Theaceae Eukaryota leaves n.a. n.a. PMID[22377672]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. leaf n.a. PMID[23265489]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaves Bandung, West Java, Indonesia PMID[23621359]
NPO11877 Penicillium herquei Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[26848504]
NPO8752 Xylaria cubensis Species Xylariaceae Eukaryota n.a. n.a. n.a. PMID[28802670]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[31675225]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. PMID[37255739]
NPO1831 Pseudodistoma arborescens Species Pseudodistomidae Eukaryota n.a. n.a. n.a. PMID[8450325]
NPO11877 Penicillium herquei Species Aspergillaceae Eukaryota n.a. n.a. n.a. PMID[8609085]
NPO11934 Castanea vesca Species Fagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8752 Xylaria cubensis Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8127 Veronica arvensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11771 Strophanthus kombe Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9153 Sorbaria sorbifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5735 Solidago serotina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4969 Sesbania bispinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1831 Pseudodistoma arborescens Species Pseudodistomidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11877 Penicillium herquei Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14564 Oophaga pumilio Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1346 Nerine bowdenii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6845 Mimusops caffra Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11823 Marine actinobacterium n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO13472 Cotula cinerea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1697 Bitis gabonica Species Viperidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11657 Angelica lucida Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9252 Adina sessilifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6622 Artemisia klotzchiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3995 Limonium sinense Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21255 Hymenoxys insignis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO138 Daphniphyllum paxianum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4969 Sesbania bispinosa Species Fabaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Cotyledon n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Seed Oil n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO8258 Camellia sinensis Species Theaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO11771 Strophanthus kombe Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8127 Veronica arvensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9153 Sorbaria sorbifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8127 Veronica arvensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11771 Strophanthus kombe Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9153 Sorbaria sorbifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6622 Artemisia klotzchiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9153 Sorbaria sorbifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11771 Strophanthus kombe Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11657 Angelica lucida Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21255 Hymenoxys insignis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11823 Marine actinobacterium n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO138 Daphniphyllum paxianum Species Daphniphyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8258 Camellia sinensis Species Theaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6845 Mimusops caffra Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14564 Oophaga pumilio Species Dendrobatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10149 Lespedeza bicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5735 Solidago serotina Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8127 Veronica arvensis Species Plantaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11877 Penicillium herquei Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3995 Limonium sinense Species Plumbaginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9153 Sorbaria sorbifolia Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9252 Adina sessilifolia Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4969 Sesbania bispinosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6622 Artemisia klotzchiana Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1831 Pseudodistoma arborescens Species Pseudodistomidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8752 Xylaria cubensis Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1697 Bitis gabonica Species Viperidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1346 Nerine bowdenii Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11771 Strophanthus kombe Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11934 Castanea vesca Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13472 Cotula cinerea Species Asteraceae 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
NPO8258 Camellia sinensis Tea Or Coffee Leaf 19.7 19.7 19.7 mg/100g Database [DUKE]

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
NPT3114 Individual protein Dual-specificity tyrosine-phosphorylation regulated kinase 1A Homo sapiens IC50 = 429.0 nM PMID[35292341]
NPT4015 Individual protein Matrix metalloproteinase 14 Homo sapiens IC50 = 1700.0 nM PMID[19524436]
NPT4016 Individual protein Matrix metalloproteinase 7 Homo sapiens IC50 = 20000.0 nM PMID[19524436]
NPT568 Individual protein Matrix metalloproteinase-2 Homo sapiens IC50 = 8700.0 nM PMID[19524436]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT28438 Unchecked Unchecked n.a. Inhibition n.a. n.a. % PMID[34106718]

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 NPC87317 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
0.8387 Intermediate Similarity NPC53889
0.807 Intermediate Similarity NPC291948
0.807 Intermediate Similarity NPC104983
0.807 Intermediate Similarity NPC250436
0.807 Intermediate Similarity NPC300845
0.807 Intermediate Similarity NPC88803
0.7692 Intermediate Similarity NPC603291
0.7143 Intermediate Similarity NPC38779
0.7143 Intermediate Similarity NPC114179
0.7143 Intermediate Similarity NPC68324
0.7143 Intermediate Similarity NPC289322
0.7143 Intermediate Similarity NPC156818
0.7143 Intermediate Similarity NPC160512
0.6866 Remote Similarity NPC603842
0.6324 Remote Similarity NPC601196
0.6133 Remote Similarity NPC602382
0.6119 Remote Similarity NPC474656
0.6111 Remote Similarity NPC100251
0.5867 Remote Similarity NPC65333
0.5844 Remote Similarity NPC602962
0.5513 Remote Similarity NPC98583
0.5357 Remote Similarity NPC600812
0.5342 Remote Similarity NPC40222
0.5342 Remote Similarity NPC268515

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC87317 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
0.807 Intermediate Similarity NPD4868 Phase 3
0.5233 Remote Similarity NPD7993 Clinical (unspecified phase)

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