Natural Product: NPC168326

Natural Product IDNPC168326
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 ILRCGYURZSFMEG-RQICVUQASA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 21123711
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:0002207] O-glycosyl 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 ILRCGYURZSFMEG-RQICVUQASA-N
Standard InCHI InChI=1S/C14H20O7/c15-7-10-11(17)12(18)13(19)14(21-10)20-6-5-8-1-3-9(16)4-2-8/h1-4,10-19H,5-7H2/t10-,11-,12+,13-,14?/m1/s1
SMILES c1cc(ccc1CCOC1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   300.12 Volume:   287.21
?
Van der Waals volume.
Dense:   1.045 LogP:   -0.526
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -0.1
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.398
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   12.0
TPSA:   119.61
?
Topological Polar Surface Area.
 H-Bond Acceptor:   7.0
H-Bond Donor:   5.0 Rings:   2.0
Heavy Atoms:   7.0

MedChem Properties

QED Drug-Likeness Score:   0.461 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.4 Fsp3:   0.571
MCE-18:   44.909
?
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:   0.291 Fluc inhibitor:   0.011
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.262
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.019
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.209 Promiscuous compounds:   0.173

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.445 MDCK Permeability:   -5.099
Pgp-inhibitor:   0.001 Pgp-substrate:   0.793
PAMPA:   0.987
?
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):   0.888
20% Bioavailability (F20%):   0.448 30% Bioavailability (F30%):   0.878
50% Bioavailability (F50%):   0.991

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.157 MRP1:   0.075
Plasma Protein Binding (PPB):   61.423% Volume Distribution (VD):   -0.318
Fu: 38.219%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.958
OATP1B3 inhibitor:   0.972 BCRP inhibitor:   0.38
BSEP inhibitor:   0.054

ADMET: Metabolism

CYP1A2-inhibitor:   0.002 CYP1A2-substrate:   0.001
CYP2C19-inhibitor:   0.011 CYP2C19-substrate:   0.05
CYP2C9-inhibitor:   0.003 CYP2C9-substrate:   0.005
CYP2D6-inhibitor:   0.296 CYP2D6-substrate:   0.156
CYP3A4-inhibitor:   0.012 CYP3A4-substrate:   0.18
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.721
HLM stability:   0.496
?
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):  4.391 Half-life (T1/2):  1.814

ADMET: Toxicity

hERG Blockers:  0.043 hERG Blockers (10um):  0.363
Human Hepatotoxicity (H-HT):  0.516 Drug-induced Liver Injury (DILI):  0.335
AMES Toxicity:  0.766 Rat Oral Acute Toxicity:  0.041
Maximum Recommended Daily Dose:  0.024 Skin Sensitization:  0.969
Carcinogencity:  0.124 Eye Corrosion:  0.001
Eye Irritation:  0.81 Respiratory Toxicity:  0.015
Drug-induced Neurotoxicity:  0.04 Ototoxicity:  0.752
Hematotoxicity:  0.123 Drug-induced Nephrotoxicity:  0.642
Genotoxicity:  0.215 RPMI-8226 Immunitoxicity:  0.085
A549 Cytotoxicity:  0.157 Hek293 Cytotoxicity:  0.257
BCF:   0.329
?
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:   2.038
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   3.615
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.928
?
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
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[10.1016/j.tet.2012.03.006]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. DOI[10.1016/j.tet.2012.03.006]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. DOI[10.1111/j.1600-079X.2010.00817.x]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. DOI[10.2478/s11535-012-0017-4]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. seed n.a. PMID[10898633]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. fruit n.a. PMID[11411539]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[16317898]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. fruit n.a. PMID[16417304]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[17449162]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[19235686]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. PMID[19666019]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[22707864]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. PMID[23088673]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[2393954]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[25594733]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. PMID[25900014]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. seed n.a. PMID[7912074]
NPO13635 Rhodiola quadrifida Species Crassulaceae Eukaryota n.a. root n.a. PMID[8945774]
NPO24775 Rhodiola sacra Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7500 Rhodiola algida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2681 Phillyrea latifolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13635 Rhodiola quadrifida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota Fruits n.a. Database[FooDB]
NPO26705 Rhodiola kirilowii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7500 Rhodiola algida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13635 Rhodiola quadrifida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3671 Rhodiola coccinea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2681 Phillyrea latifolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24775 Rhodiola sacra Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13635 Rhodiola quadrifida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7500 Rhodiola algida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4203 Phlomoides rotata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18105 Fructus ligustri lucidi n.a. n.a. n.a. n.a. n.a. n.a. Database[TCMID]
NPO24775 Rhodiola sacra Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4853 Carduus crispus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3671 Rhodiola coccinea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2681 Phillyrea latifolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25870 Vaccinium vitis-idaea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26705 Rhodiola kirilowii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18120 Radix rehmanniae Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12916 Radix et rhizoma rhodiolae Species Lymnaeidae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4853 Carduus crispus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26705 Rhodiola kirilowii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24775 Rhodiola sacra Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4203 Phlomoides rotata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24775 Rhodiola sacra Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2681 Phillyrea latifolia Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7500 Rhodiola algida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19769 Boschniakia rossica Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22230 Rhodiola crenulata Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10680 Cistanche deserticola Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13635 Rhodiola quadrifida Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28245 Strychnos nux-vomica Species Loganiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26343 Fagopyrum esculentum Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18340 Ligustrum lucidum Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4203 Phlomoides rotata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26705 Rhodiola kirilowii Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3671 Rhodiola coccinea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25870 Vaccinium vitis-idaea Species Ericaceae 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 NPC168326 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
1.0 High Similarity NPC157338
0.7917 Intermediate Similarity NPC266045
0.7609 Intermediate Similarity NPC262826
0.6863 Remote Similarity NPC610709
0.6346 Remote Similarity NPC148055
0.6226 Remote Similarity NPC313193
0.6 Remote Similarity NPC55608
0.5968 Remote Similarity NPC140151
0.5968 Remote Similarity NPC288416
0.5882 Remote Similarity NPC175771
0.5833 Remote Similarity NPC608074
0.5593 Remote Similarity NPC160854
0.5593 Remote Similarity NPC17968
0.5593 Remote Similarity NPC469705
0.5593 Remote Similarity NPC201402
0.5593 Remote Similarity NPC469704
0.5593 Remote Similarity NPC469703
0.5574 Remote Similarity NPC282409
0.5574 Remote Similarity NPC469702
0.5556 Remote Similarity NPC212176
0.5536 Remote Similarity NPC11724
0.5484 Remote Similarity NPC302583
0.5417 Remote Similarity NPC169398
0.541 Remote Similarity NPC52097
0.5385 Remote Similarity NPC65262
0.5385 Remote Similarity NPC84429
0.5385 Remote Similarity NPC101686
0.5373 Remote Similarity NPC34293
0.5323 Remote Similarity NPC278961
0.5323 Remote Similarity NPC113680
0.5323 Remote Similarity NPC84789
0.5312 Remote Similarity NPC90318
0.5263 Remote Similarity NPC602133
0.5238 Remote Similarity NPC123988
0.5205 Remote Similarity NPC46137
0.5172 Remote Similarity NPC601241
0.5172 Remote Similarity NPC606576
0.5152 Remote Similarity NPC471066
0.5111 Remote Similarity NPC124963
0.5077 Remote Similarity NPC79715
0.5077 Remote Similarity NPC108659
0.5075 Remote Similarity NPC471067
0.5063 Remote Similarity NPC469364
0.5063 Remote Similarity NPC609284

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC168326 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