Natural Product: NPC171533

Natural Product IDNPC171533
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 3,4,5-Trimethoxyphenyl-1-O-Beta-D-Apiofuranosyl-(1-6)-O-Beta-D-Glucopyranoside
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1923077
PubChem CID 10552637
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000011] Carbohydrates and carbohydrate conjugates
          • [CHEMONTID:0002105] Glycosyl compounds
            • [CHEMONTID:0004165] Phenolic glycosides

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 CKGKQISENBKOCA-FHXQZXMCSA-N
Standard InCHI InChI=1S/C20H30O13/c1-27-10-4-9(5-11(28-2)16(10)29-3)32-18-15(24)14(23)13(22)12(33-18)6-30-19-17(25)20(26,7-21)8-31-19/h4-5,12-15,17-19,21-26H,6-8H2,1-3H3/t12-,13-,14+,15-,17+,18-,19-,20-/m1/s1
SMILES COc1cc(cc(c1OC)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]2[C@@H]([C@@](CO)(CO2)O)O)O1)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   478.17 Volume:   435.17
?
Van der Waals volume.
Dense:   1.099 LogP:   -0.263
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   0.307
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.618
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   9.0 Rigid Bonds:   17.0
TPSA:   185.99
?
Topological Polar Surface Area.
 H-Bond Acceptor:   13.0
H-Bond Donor:   6.0 Rings:   3.0
Heavy Atoms:   13.0

MedChem Properties

QED Drug-Likeness Score:   0.216 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.351 Fsp3:   0.7
MCE-18:   81.176
?
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:   0 PAINS Alert:   0
Colloidal aggregators:   0.359 Fluc inhibitor:   0.001
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.122
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.012
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.114 Promiscuous compounds:   0.048

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.025 MDCK Permeability:   -5.098
Pgp-inhibitor:   0.0 Pgp-substrate:   0.528
PAMPA:   0.914
?
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):   0.703
20% Bioavailability (F20%):   0.04 30% Bioavailability (F30%):   0.793
50% Bioavailability (F50%):   0.895

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.068 MRP1:   0.687
Plasma Protein Binding (PPB):   57.788% Volume Distribution (VD):   -0.388
Fu: 40.421%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.157
BSEP inhibitor:   0.006

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:   0.0 CYP2D6-substrate:   0.0
CYP3A4-inhibitor:   0.003 CYP3A4-substrate:   0.014
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.003
HLM stability:   0.003
?
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):  1.834 Half-life (T1/2):  2.887

ADMET: Toxicity

hERG Blockers:  0.025 hERG Blockers (10um):  0.085
Human Hepatotoxicity (H-HT):  0.698 Drug-induced Liver Injury (DILI):  0.762
AMES Toxicity:  0.936 Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.02 Skin Sensitization:  0.995
Carcinogencity:  0.329 Eye Corrosion:  0.0
Eye Irritation:  0.288 Respiratory Toxicity:  0.012
Drug-induced Neurotoxicity:  0.055 Ototoxicity:  0.931
Hematotoxicity:  0.296 Drug-induced Nephrotoxicity:  0.751
Genotoxicity:  0.246 RPMI-8226 Immunitoxicity:  0.181
A549 Cytotoxicity:  0.3 Hek293 Cytotoxicity:  0.267
BCF:   0.182
?
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:   2.434
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.011
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   3.195
?
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
NPO5910 Phoma medicaginis Species Didymellaceae Eukaryota n.a. n.a. n.a. PMID[19795903]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota stems Jiujiang, Jiangxi Province, China 2008-AUG PMID[20722446]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. PMID[20815207]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[21319773]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. bark n.a. PMID[21319773]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota bark n.a. n.a. PMID[22032697]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. bark n.a. PMID[22032697]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. leaf n.a. PMID[22207282]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[23806866]
NPO28265 Morus alba Species Moraceae Eukaryota root bark University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic 2011-APR PMID[24901948]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. Konya, Turkey 2007-APR PMID[24901948]
NPO28265 Morus alba Species Moraceae Eukaryota leaves Chungbuk, Korea n.a. PMID[25935644]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. root n.a. PMID[25981820]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. latex n.a. PMID[27294120]
NPO28265 Morus alba Species Moraceae Eukaryota Root barks n.a. n.a. PMID[3097265]
NPO16210 Androcymbium palaestinum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15954 Pyrenula japonica Species Pyrenulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1611 Talaromyces pinophilus Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15594 Aplidiopsis confluata n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO12630 Senecio oxyodontus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18071 Euryops pedunculatus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26304 Hymenocallis littoralis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5016 Glossogyne tenuifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17757 Plectranthus saccatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16693 Byrsonima crassifolia Species Malpighiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16693 Byrsonima crassifolia Species Malpighiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO16693 Byrsonima crassifolia Species Malpighiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO16693 Byrsonima crassifolia Species Malpighiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14834 Trachelospermum asiaticum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26304 Hymenocallis littoralis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26304 Hymenocallis littoralis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15954 Pyrenula japonica Species Pyrenulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14834 Trachelospermum asiaticum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9141 Epimedium wushanense Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16326 Scopolia parviflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO14834 Trachelospermum asiaticum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16210 Androcymbium palaestinum Species Colchicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16049 Cryptocarya pleurosperma Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14507.1 Quercus ithaburensis subsp. macrolepis Subspecies Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12222 Baccharis angustifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15740 Garcinia purpurea Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO908 Euphorbia clarkeana Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16693 Byrsonima crassifolia Species Malpighiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26304 Hymenocallis littoralis Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1611 Talaromyces pinophilus Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5016 Glossogyne tenuifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12235 Trachelospermum jasminoides Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14001 Ceroplastes pseudoceriferus Species Coccidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18071 Euryops pedunculatus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15594 Aplidiopsis confluata n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO17444 Gleichenia japonica Species Gleicheniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15954 Pyrenula japonica Species Pyrenulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12630 Senecio oxyodontus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16326 Scopolia parviflora Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5910 Phoma medicaginis Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17757 Plectranthus saccatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10751 Bothriocline laxa Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13606 Iris pallasii Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11280 Aphanoascus terreus Species Onygenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO619 Ankistrodesmus braunii Species Selenastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1813 Bretschneidera sinensis Species Akaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17141 Lonchocarpus longistylus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11080 Adenia volkensii Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17600 Gnathotrichus sulcatus Species Curculionidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28265 Morus alba Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11755 Banisteriopsis caapi Species Malpighiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17917 Thamnophis sirtalis Species Colubridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14834 Trachelospermum asiaticum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9141 Epimedium wushanense Species Berberidaceae 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
NPT393 Cell line HCT-116 Homo sapiens IC50 < 5.0 ug.mL-1 PMID[22032697]
NPT492 Cell line Caco-2 Homo sapiens IC50 < 5.0 ug.mL-1 PMID[22032697]
NPT83 Cell line MCF7 Homo sapiens IC50 > 20000.0 nM PMID[28274626]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Activity n.a. n.a. n.a. PMID[33684292]





 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 NPC171533 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
0.7077 Intermediate Similarity NPC23253
0.6875 Remote Similarity NPC227980
0.6769 Remote Similarity NPC25821
0.6562 Remote Similarity NPC287429
0.6479 Remote Similarity NPC602634
0.6418 Remote Similarity NPC242756
0.6364 Remote Similarity NPC289438
0.6232 Remote Similarity NPC34965
0.6 Remote Similarity NPC470510
0.5867 Remote Similarity NPC212748
0.5781 Remote Similarity NPC189589
0.5781 Remote Similarity NPC601998
0.5753 Remote Similarity NPC476442
0.5753 Remote Similarity NPC215512
0.5714 Remote Similarity NPC276195
0.5694 Remote Similarity NPC602810
0.5692 Remote Similarity NPC208769
0.5614 Remote Similarity NPC219040
0.5588 Remote Similarity NPC166277
0.5522 Remote Similarity NPC469622
0.5417 Remote Similarity NPC6836
0.5412 Remote Similarity NPC257714
0.5345 Remote Similarity NPC217854
0.527 Remote Similarity NPC470881
0.5217 Remote Similarity NPC37074
0.5211 Remote Similarity NPC213723
0.5205 Remote Similarity NPC195196
0.5172 Remote Similarity NPC600130
0.5152 Remote Similarity NPC57751
0.5152 Remote Similarity NPC264784
0.5143 Remote Similarity NPC287780
0.5143 Remote Similarity NPC60982
0.5132 Remote Similarity NPC252833
0.5072 Remote Similarity NPC298845

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC171533 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