Natural Product: NPC230573

Natural Product IDNPC230573
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 WXTPOHDTGNYFSB-RMPHRYRLSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 476785
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 WXTPOHDTGNYFSB-RMPHRYRLSA-N
Standard InCHI InChI=1S/C12H16O8/c13-4-8-9(16)10(17)11(18)12(20-8)19-7-2-5(14)1-6(15)3-7/h1-3,8-18H,4H2/t8-,9-,10+,11-,12-/m1/s1
SMILES c1c(cc(cc1O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   288.08 Volume:   261.408
?
Van der Waals volume.
Dense:   1.102 LogP:   -1.106
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   -0.457
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -0.944
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   3.0 Rigid Bonds:   12.0
TPSA:   139.84
?
Topological Polar Surface Area.
 H-Bond Acceptor:   8.0
H-Bond Donor:   6.0 Rings:   2.0
Heavy Atoms:   8.0

MedChem Properties

QED Drug-Likeness Score:   0.386 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.673 Fsp3:   0.5
MCE-18:   49.778
?
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:   0.483 Fluc inhibitor:   0.005
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.101
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.014
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.401 Promiscuous compounds:   0.437

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -6.513 MDCK Permeability:   -5.003
Pgp-inhibitor:   0.0 Pgp-substrate:   0.312
PAMPA:   0.924
?
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):   0.254
20% Bioavailability (F20%):   0.414 30% Bioavailability (F30%):   0.96
50% Bioavailability (F50%):   0.981

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.319 MRP1:   0.108
Plasma Protein Binding (PPB):   61.161% Volume Distribution (VD):   -0.294
Fu: 37.417%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.996
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.128
BSEP inhibitor:   0.001

ADMET: Metabolism

CYP1A2-inhibitor:   0.059 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.0 CYP2C19-substrate:   0.002
CYP2C9-inhibitor:   0.071 CYP2C9-substrate:   0.01
CYP2D6-inhibitor:   0.025 CYP2D6-substrate:   0.069
CYP3A4-inhibitor:   0.001 CYP3A4-substrate:   0.455
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.428
HLM stability:   0.48
?
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):  3.017 Half-life (T1/2):  2.762

ADMET: Toxicity

hERG Blockers:  0.031 hERG Blockers (10um):  0.259
Human Hepatotoxicity (H-HT):  0.551 Drug-induced Liver Injury (DILI):  0.415
AMES Toxicity:  0.758 Rat Oral Acute Toxicity:  0.049
Maximum Recommended Daily Dose:  0.05 Skin Sensitization:  0.972
Carcinogencity:  0.174 Eye Corrosion:  0.003
Eye Irritation:  0.945 Respiratory Toxicity:  0.041
Drug-induced Neurotoxicity:  0.026 Ototoxicity:  0.634
Hematotoxicity:  0.073 Drug-induced Nephrotoxicity:  0.396
Genotoxicity:  0.458 RPMI-8226 Immunitoxicity:  0.094
A549 Cytotoxicity:  0.27 Hek293 Cytotoxicity:  0.368
BCF:   0.369
?
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:   1.749
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   2.796
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.079
?
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
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(99)00119-3]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(99)00119-3]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. PMID[11754604]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota Roots Simao city, Yunnan Province, China 2007-MAY PMID[19374435]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota Whole plant n.a. n.a. PMID[25127164]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25176187]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26696523]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[27100993]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[33937995]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[34771092]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[35143705]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[35143705]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[36378844]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37049761]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37049761]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38139796]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38139796]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38159180]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38498554]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[39147955]
NPO1458 Burkholderia gladioli Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26236 Artocarpus incisus Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11004 Cornus capitata Species Cornaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10779 Lychnophora ericoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Pericarp n.a. n.a. Database[FooDB]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota Essential Oil n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Fruit Juice n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota Root Bark n.a. n.a. Database[FooDB]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO319 Citrus limon Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO17206 Dipsacus japonicus Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11004 Cornus capitata Species Cornaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28450 Phyllanthus emblica Species Phyllanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5386 Citrus paradisi Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27288 Citrus maxima Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19787 Citrus sinensis Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1458 Burkholderia gladioli Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO26236 Artocarpus incisus Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10411 Bauhinia uruguayensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19353 Tadehagi triquetrum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16022 Streptomyces aureomonopodiales Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO319 Citrus limon Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6227 Umbilicaria papulosa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11004 Cornus capitata Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17206 Dipsacus japonicus Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6833 Crotalaria aridicola Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10779 Lychnophora ericoides 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
NPO27288 Citrus maxima n.a. n.a. 9.1 n.a. n.a. mg/100mL Database [Phenol-Explorer]
NPO319 Citrus limon n.a. n.a. 4.3 n.a. n.a. mg/100mL Database [Phenol-Explorer]
NPO5386 Citrus paradisi n.a. n.a. 5.73333 n.a. n.a. mg/100mL Database [Phenol-Explorer]

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 NPC230573 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
0.7209 Intermediate Similarity NPC142319
0.7174 Intermediate Similarity NPC12308
0.7045 Intermediate Similarity NPC484157
0.6739 Remote Similarity NPC152722
0.6667 Remote Similarity NPC145900
0.6531 Remote Similarity NPC214454
0.6522 Remote Similarity NPC192810
0.6346 Remote Similarity NPC26080
0.6346 Remote Similarity NPC165686
0.6279 Remote Similarity NPC228907
0.6154 Remote Similarity NPC23084
0.6111 Remote Similarity NPC106025
0.6087 Remote Similarity NPC276195
0.6087 Remote Similarity NPC212729
0.6087 Remote Similarity NPC604498
0.6042 Remote Similarity NPC9248
0.6 Remote Similarity NPC85799
0.6 Remote Similarity NPC221090
0.6 Remote Similarity NPC303422
0.6 Remote Similarity NPC218003
0.5957 Remote Similarity NPC217854
0.5957 Remote Similarity NPC269242
0.5893 Remote Similarity NPC199335
0.5893 Remote Similarity NPC477240
0.5833 Remote Similarity NPC153149
0.5833 Remote Similarity NPC294470
0.5789 Remote Similarity NPC242028
0.5789 Remote Similarity NPC294166
0.5789 Remote Similarity NPC190217
0.5789 Remote Similarity NPC203230
0.5789 Remote Similarity NPC115022
0.5769 Remote Similarity NPC40377
0.5741 Remote Similarity NPC214910
0.5714 Remote Similarity NPC59324
0.5714 Remote Similarity NPC25817
0.569 Remote Similarity NPC8497
0.569 Remote Similarity NPC185778
0.5614 Remote Similarity NPC478871
0.5614 Remote Similarity NPC478870
0.5614 Remote Similarity NPC478872
0.5614 Remote Similarity NPC478873
0.56 Remote Similarity NPC60589
0.56 Remote Similarity NPC469708
0.56 Remote Similarity NPC604439
0.56 Remote Similarity NPC609376
0.5593 Remote Similarity NPC121001
0.5577 Remote Similarity NPC166168
0.5556 Remote Similarity NPC83975
0.5536 Remote Similarity NPC222455
0.5517 Remote Similarity NPC469661
0.5517 Remote Similarity NPC65530
0.55 Remote Similarity NPC98777
0.55 Remote Similarity NPC189115
0.55 Remote Similarity NPC212770
0.549 Remote Similarity NPC200092
0.5472 Remote Similarity NPC310661
0.5424 Remote Similarity NPC479374
0.5424 Remote Similarity NPC604095
0.5385 Remote Similarity NPC80098
0.5357 Remote Similarity NPC57751
0.5357 Remote Similarity NPC473044
0.5312 Remote Similarity NPC26195
0.5294 Remote Similarity NPC299144
0.5283 Remote Similarity NPC604209
0.5273 Remote Similarity NPC205054
0.5273 Remote Similarity NPC19470
0.5254 Remote Similarity NPC252169
0.5192 Remote Similarity NPC226712
0.5192 Remote Similarity NPC608788
0.5179 Remote Similarity NPC210015
0.5179 Remote Similarity NPC481303
0.5172 Remote Similarity NPC473045
0.5172 Remote Similarity NPC97326
0.5167 Remote Similarity NPC111536
0.5161 Remote Similarity NPC259767
0.5161 Remote Similarity NPC99233
0.5161 Remote Similarity NPC57587
0.5156 Remote Similarity NPC308265
0.5156 Remote Similarity NPC259182
0.5156 Remote Similarity NPC88484
0.5094 Remote Similarity NPC69513
0.5091 Remote Similarity NPC218685
0.5088 Remote Similarity NPC105827
0.5082 Remote Similarity NPC260681
0.5082 Remote Similarity NPC60756
0.5082 Remote Similarity NPC604892
0.5077 Remote Similarity NPC39351
0.5075 Remote Similarity NPC261866

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230573 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
0.5192 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