Natural Product: NPC299144

Natural Product IDNPC299144
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Di-O-Methylcrenatin
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
Synonyms Di-O-Methylcrenatin
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1923074
PubChem CID 10736338
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 RWIINOLFQCPJMH-VVSAWPALSA-N
Standard InCHI InChI=1S/C15H22O9/c1-21-8-3-7(5-16)4-9(22-2)14(8)24-15-13(20)12(19)11(18)10(6-17)23-15/h3-4,10-13,15-20H,5-6H2,1-2H3/t10-,11-,12+,13-,15+/m1/s1
SMILES COc1cc(cc(c1O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)OC)CO

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   346.13 Volume:   322.086
?
Van der Waals volume.
Dense:   1.075 LogP:   -0.971
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -0.404
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -0.882
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   12.0
TPSA:   138.07
?
Topological Polar Surface Area.
 H-Bond Acceptor:   9.0
H-Bond Donor:   5.0 Rings:   2.0
Heavy Atoms:   9.0

MedChem Properties

QED Drug-Likeness Score:   0.411 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.522 Fsp3:   0.6
MCE-18:   51.25
?
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:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.411 Fluc inhibitor:   0.002
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.064
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.034
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.238 Promiscuous compounds:   0.016

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.709 MDCK Permeability:   -5.078
Pgp-inhibitor:   0.001 Pgp-substrate:   0.262
PAMPA:   0.724
?
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):   0.657
20% Bioavailability (F20%):   0.051 30% Bioavailability (F30%):   0.751
50% Bioavailability (F50%):   0.711

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.479 MRP1:   0.046
Plasma Protein Binding (PPB):   53.536% Volume Distribution (VD):   -0.239
Fu: 45.477%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.999
OATP1B3 inhibitor:   1.0 BCRP inhibitor:   0.105
BSEP inhibitor:   0.005

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.19 CYP2C19-substrate:   0.0
CYP2C9-inhibitor:   0.001 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.001 CYP2D6-substrate:   0.004
CYP3A4-inhibitor:   0.036 CYP3A4-substrate:   0.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.683
HLM stability:   0.001
?
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):  2.988 Half-life (T1/2):  3.353

ADMET: Toxicity

hERG Blockers:  0.019 hERG Blockers (10um):  0.089
Human Hepatotoxicity (H-HT):  0.684 Drug-induced Liver Injury (DILI):  0.654
AMES Toxicity:  0.824 Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.021 Skin Sensitization:  0.977
Carcinogencity:  0.4 Eye Corrosion:  0.0
Eye Irritation:  0.257 Respiratory Toxicity:  0.029
Drug-induced Neurotoxicity:  0.079 Ototoxicity:  0.911
Hematotoxicity:  0.364 Drug-induced Nephrotoxicity:  0.637
Genotoxicity:  0.514 RPMI-8226 Immunitoxicity:  0.11
A549 Cytotoxicity:  0.067 Hek293 Cytotoxicity:  0.115
BCF:   0.225
?
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:   2.228
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.658
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.987
?
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
NPO6062 Acacia mearnsii Species Fabaceae Eukaryota n.a. bark n.a. PMID[21192716]
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]
NPO13726 Agrobacterium tumefaciens Species Rhizobiaceae Bacteria n.a. n.a. n.a. PMID[22466953]
NPO22437 Eurya japonica Species Pentaphylacaceae Eukaryota n.a. n.a. n.a. PMID[23540981]
NPO13726 Agrobacterium tumefaciens Species Rhizobiaceae Bacteria n.a. n.a. n.a. PMID[24450804]
NPO41077 Xanthoceras sorbifolia Bunge Strain Sapindaceae Eukaryota Leaves n.a. n.a. PMID[27623545]
NPO3075 Dimorphotheca aurantiaca Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9017 Fagus grandifolia Species Fagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25181 Cyperus papyrus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29152 Caloboletus calopus Species Boletaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10325 Boletus pini Species Boletaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12021 Artemisia incanescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13790 Abedus herberti Species Belostomatidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6062 Acacia mearnsii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO277 Caulis millettiae n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO13726 Agrobacterium tumefaciens Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO22798 Pseudofumaria lutea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8628 Strychnos erichsonii Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12716 Stocksia brahuica n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO13987 Solanum sublobatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12564 Sinularia facile Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13685 Scrophularia umbrosa Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25479 Sabal blackburniana Species Arecaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9620 Rhodococcus fascians Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO27620.1 Pteris cretica var. nervosa Varieties Pteridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22437 Eurya japonica Species Pentaphylacaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12213 Perriera orientalis Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14078 Paramecium tetraurelia Species Parameciidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5383 Othonna dentata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6599 Neorautanenia ficifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9357 Mitragyna inermis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26723 Lachnophyllum gossypinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13600 Ichthyothere latifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8181 Hypoxylon tinctor Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[HerDing]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25181 Cyperus papyrus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27620.1 Pteris cretica var. nervosa Varieties Pteridaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6062 Acacia mearnsii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22437 Eurya japonica Species Pentaphylacaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9357 Mitragyna inermis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO27620.1 Pteris cretica var. nervosa Varieties Pteridaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO277 Caulis millettiae n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO22437 Eurya japonica Species Pentaphylacaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25181 Cyperus papyrus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22798 Pseudofumaria lutea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2340 Caulis spatholobi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO6062 Acacia mearnsii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25479 Sabal blackburniana Species Arecaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9357 Mitragyna inermis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14559 Acer saccharum Species Sapindaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13685 Scrophularia umbrosa Species Scrophulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12213 Perriera orientalis Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14078 Paramecium tetraurelia Species Parameciidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13790 Abedus herberti Species Belostomatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13726 Agrobacterium tumefaciens Species Rhizobiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO25479 Sabal blackburniana Species Arecaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9357 Mitragyna inermis Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6599 Neorautanenia ficifolia Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25181 Cyperus papyrus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10325 Boletus pini Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12021 Artemisia incanescens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8181 Hypoxylon tinctor Species Xylariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22437 Eurya japonica Species Pentaphylacaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27620.1 Pteris cretica var. nervosa Varieties Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12716 Stocksia brahuica n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO13987 Solanum sublobatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22798 Pseudofumaria lutea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5383 Othonna dentata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14381 Swertia pseudochinensis Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13600 Ichthyothere latifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3075 Dimorphotheca aurantiaca Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29152 Caloboletus calopus Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9620 Rhodococcus fascians Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6062 Acacia mearnsii Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26723 Lachnophyllum gossypinum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9017 Fagus grandifolia Species Fagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8628 Strychnos erichsonii Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12564 Sinularia facile Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14559 Acer saccharum Species Sapindaceae 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]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 91.12 % PMID[27623545]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 > 100000.0 nM PMID[27623545]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 94.7 % PMID[27623545]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 90.71 % PMID[27623545]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Activity = 87.01 % PMID[27623545]
NPT1 Others Radical scavenging activity n.a. ED50 > 100.0 uM PMID[23540981]

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 NPC299144 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
0.75 Intermediate Similarity NPC69513
0.7347 Intermediate Similarity NPC48863
0.7347 Intermediate Similarity NPC166040
0.7347 Intermediate Similarity NPC251981
0.7347 Intermediate Similarity NPC13745
0.72 Intermediate Similarity NPC215833
0.7174 Intermediate Similarity NPC217854
0.7059 Intermediate Similarity NPC49074
0.6923 Remote Similarity NPC162093
0.6875 Remote Similarity NPC152722
0.6792 Remote Similarity NPC210478
0.6596 Remote Similarity NPC276195
0.6545 Remote Similarity NPC95392
0.6545 Remote Similarity NPC84013
0.6545 Remote Similarity NPC55715
0.6545 Remote Similarity NPC35877
0.6458 Remote Similarity NPC269242
0.6429 Remote Similarity NPC232673
0.6346 Remote Similarity NPC95292
0.6316 Remote Similarity NPC470236
0.6275 Remote Similarity NPC226712
0.6087 Remote Similarity NPC228907
0.6071 Remote Similarity NPC479029
0.6 Remote Similarity NPC153149
0.5962 Remote Similarity NPC608788
0.5926 Remote Similarity NPC40377
0.5882 Remote Similarity NPC25817
0.5833 Remote Similarity NPC479030
0.5818 Remote Similarity NPC218685
0.5806 Remote Similarity NPC216129
0.5806 Remote Similarity NPC130449
0.5806 Remote Similarity NPC248132
0.5714 Remote Similarity NPC472024
0.5714 Remote Similarity NPC479447
0.5714 Remote Similarity NPC270849
0.5714 Remote Similarity NPC605700
0.5686 Remote Similarity NPC192810
0.5614 Remote Similarity NPC26653
0.5614 Remote Similarity NPC80600
0.56 Remote Similarity NPC212729
0.56 Remote Similarity NPC604498
0.5574 Remote Similarity NPC486107
0.5574 Remote Similarity NPC610808
0.5556 Remote Similarity NPC145900
0.5538 Remote Similarity NPC606202
0.5517 Remote Similarity NPC248355
0.5484 Remote Similarity NPC146803
0.5484 Remote Similarity NPC164857
0.5472 Remote Similarity NPC190730
0.5472 Remote Similarity NPC609376
0.5455 Remote Similarity NPC166168
0.5455 Remote Similarity NPC51328
0.5455 Remote Similarity NPC55158
0.5439 Remote Similarity NPC479028
0.5439 Remote Similarity NPC23084
0.5439 Remote Similarity NPC479031
0.5424 Remote Similarity NPC55040
0.5424 Remote Similarity NPC104167
0.5397 Remote Similarity NPC475096
0.5397 Remote Similarity NPC475084
0.5385 Remote Similarity NPC294470
0.537 Remote Similarity NPC12308
0.5357 Remote Similarity NPC310661
0.5357 Remote Similarity NPC9912
0.5345 Remote Similarity NPC164599
0.5333 Remote Similarity NPC302378
0.5312 Remote Similarity NPC485147
0.5294 Remote Similarity NPC199539
0.5294 Remote Similarity NPC142319
0.5273 Remote Similarity NPC221090
0.5238 Remote Similarity NPC604892
0.5231 Remote Similarity NPC486104
0.5231 Remote Similarity NPC486102
0.5192 Remote Similarity NPC484157
0.5185 Remote Similarity NPC60589
0.5185 Remote Similarity NPC469708
0.5172 Remote Similarity NPC606892
0.5161 Remote Similarity NPC276753
0.5161 Remote Similarity NPC205796
0.5156 Remote Similarity NPC210192
0.5143 Remote Similarity NPC605526
0.5091 Remote Similarity NPC200092
0.5082 Remote Similarity NPC34456
0.5079 Remote Similarity NPC37468
0.5079 Remote Similarity NPC246947
0.5079 Remote Similarity NPC604095
0.5075 Remote Similarity NPC212099

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC299144 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
0.6275 Remote Similarity NPD1091 Pre-clinical

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