Natural Product: NPC88640

Natural Product IDNPC88640
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 4-[(3S,3As,6R,6As)-3-(1,3-Benzodioxol-5-Yl)-1,3,3A,4,6,6A-Hexahydrofuro[3,4-C]Furan-6-Yl]-2-Methoxyphenol
IUPAC Name 4-[(3S,3aS,6R,6aS)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL2136585
PubChem CID 44144290
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds
      • [CHEMONTID:0003686] Furanoid lignans

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 VBIRCRCPHNUJAS-VPCNSNALSA-N
Standard InCHI InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20-/m1/s1
SMILES COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@@H]2c1ccc2c(c1)OCO2

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   356.13 Volume:   348.616
?
Van der Waals volume.
Dense:   1.022 LogP:   1.582
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.836
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.742
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   3.0 Rigid Bonds:   25.0
TPSA:   66.38
?
Topological Polar Surface Area.
 H-Bond Acceptor:   6.0
H-Bond Donor:   1.0 Rings:   5.0
Heavy Atoms:   6.0

MedChem Properties

QED Drug-Likeness Score:   0.911 GASA:   1.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.728 Fsp3:   0.4
MCE-18:   87.5
?
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:   1 PAINS Alert:   0
Colloidal aggregators:   0.489 Fluc inhibitor:   0.788
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.047
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.072
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.234 Promiscuous compounds:   0.451

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.985 MDCK Permeability:   -4.789
Pgp-inhibitor:   0.041 Pgp-substrate:   0.046
PAMPA:   0.004
?
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):   0.0
20% Bioavailability (F20%):   0.028 30% Bioavailability (F30%):   0.012
50% Bioavailability (F50%):   0.696

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.8 MRP1:   0.967
Plasma Protein Binding (PPB):   94.433% Volume Distribution (VD):   -0.192
Fu: 5.591%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.991
OATP1B3 inhibitor:   0.992 BCRP inhibitor:   0.144
BSEP inhibitor:   0.923

ADMET: Metabolism

CYP1A2-inhibitor:   0.999 CYP1A2-substrate:   0.75
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.053
CYP2C9-inhibitor:   0.975 CYP2C9-substrate:   0.998
CYP2D6-inhibitor:   0.987 CYP2D6-substrate:   0.999
CYP3A4-inhibitor:   0.956 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.008
HLM stability:   0.043
?
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):  6.429 Half-life (T1/2):  1.523

ADMET: Toxicity

hERG Blockers:  0.136 hERG Blockers (10um):  0.381
Human Hepatotoxicity (H-HT):  0.792 Drug-induced Liver Injury (DILI):  0.951
AMES Toxicity:  0.881 Rat Oral Acute Toxicity:  0.446
Maximum Recommended Daily Dose:  0.368 Skin Sensitization:  0.935
Carcinogencity:  0.731 Eye Corrosion:  0.053
Eye Irritation:  0.95 Respiratory Toxicity:  0.615
Drug-induced Neurotoxicity:  0.514 Ototoxicity:  0.264
Hematotoxicity:  0.487 Drug-induced Nephrotoxicity:  0.561
Genotoxicity:  0.918 RPMI-8226 Immunitoxicity:  0.183
A549 Cytotoxicity:  0.533 Hek293 Cytotoxicity:  0.465
BCF:   1.346
?
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:   3.72
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.067
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.408
?
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
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. leaf n.a. PMID[15388977]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. PMID[15568798]
NPO9553 Phyllodium pulchellum Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15921433]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. stem n.a. PMID[17202689]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. pericarp n.a. PMID[20628994]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota roots n.a. n.a. PMID[22381047]
NPO9361 Aplophyllum villosum n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO12591 Archaster typicus Species Archasteridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12819 Clitocybe subilludens Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13555 Beaucarnea recurvata Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4746 Centaurea arenaria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9989 Cotylelobium scabriusculum Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1326 Cratystylis conocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13042 Diospyros abyssinica Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12367 Diospyros elliptifolia Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12233 Diospyros peregrina Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29078 Asiasarum sieboldii n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4659 Asiasarum heterotropoides n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6386 Gutenbergia cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7870 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11333 Trapa japonica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9553 Phyllodium pulchellum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22899 Phaeotremella fagi Species Phaeotremellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8601 Petrosia volcano Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5131 Scorzonera hispanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5131 Scorzonera hispanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29078 Asiasarum sieboldii n.a. n.a. n.a. n.a. n.a. n.a. Database[TM-MC]
NPO4659 Asiasarum heterotropoides n.a. n.a. n.a. n.a. n.a. n.a. Database[TM-MC]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO6336 Asarum sieboldii Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8188 Hypoestes purpurea Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9989 Cotylelobium scabriusculum Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4746 Centaurea arenaria Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9553 Phyllodium pulchellum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9361 Aplophyllum villosum n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO1326 Cratystylis conocephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22899 Phaeotremella fagi Species Phaeotremellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9783 Mikania scandens Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5131 Scorzonera hispanica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12367 Diospyros elliptifolia Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13555 Beaucarnea recurvata Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7870 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12819 Clitocybe subilludens Species Tricholomataceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29078 Asiasarum sieboldii n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO12591 Archaster typicus Species Archasteridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6386 Gutenbergia cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8601 Petrosia volcano Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13042 Diospyros abyssinica Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12468 Asarum heterotropoides Species Aristolochiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12233 Diospyros peregrina Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4659 Asiasarum heterotropoides n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO11333 Trapa japonica Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6336 Asarum sieboldii Species Aristolochiaceae 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
NPT10 Individual protein Geminin Homo sapiens Potency n.a. 145.8 nM PubChem BioAssay data set
NPT101 Individual protein Glucagon-like peptide 1 receptor Homo sapiens Potency n.a. 7079.5 nM PubChem BioAssay data set
NPT11 Individual protein Guanine nucleotide-binding protein G(s), subunit alpha Homo sapiens Potency n.a. 56234.1 nM PubChem BioAssay data set
NPT160 Individual protein TAR DNA-binding protein 43 Homo sapiens Potency n.a. 7943.3 nM PubChem BioAssay data set
NPT535 Individual protein Parathyroid hormone receptor Homo sapiens Potency n.a. 125892.5 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified n.a. Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 3548.1 nM PubChem BioAssay data set

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 NPC88640 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 NPC101153
1.0 High Similarity NPC193666
1.0 High Similarity NPC123526
1.0 High Similarity NPC608725
0.82 Intermediate Similarity NPC27843
0.82 Intermediate Similarity NPC7171
0.8077 Intermediate Similarity NPC298317
0.8077 Intermediate Similarity NPC255566
0.7586 Intermediate Similarity NPC265154
0.75 Intermediate Similarity NPC115207
0.75 Intermediate Similarity NPC158079
0.75 Intermediate Similarity NPC228346
0.75 Intermediate Similarity NPC40432
0.75 Intermediate Similarity NPC161557
0.7407 Intermediate Similarity NPC142547
0.7407 Intermediate Similarity NPC228469
0.74 Intermediate Similarity NPC227160
0.74 Intermediate Similarity NPC82111
0.7292 Intermediate Similarity NPC171928
0.7292 Intermediate Similarity NPC158526
0.7292 Intermediate Similarity NPC129687
0.7292 Intermediate Similarity NPC33611
0.7292 Intermediate Similarity NPC16830
0.7292 Intermediate Similarity NPC100223
0.7167 Intermediate Similarity NPC487682
0.7115 Intermediate Similarity NPC189474
0.6923 Remote Similarity NPC126409
0.6923 Remote Similarity NPC99572
0.6393 Remote Similarity NPC43514
0.625 Remote Similarity NPC185071
0.6129 Remote Similarity NPC471505
0.6034 Remote Similarity NPC223185
0.6034 Remote Similarity NPC610778
0.6 Remote Similarity NPC121783
0.6 Remote Similarity NPC34902
0.6 Remote Similarity NPC18449
0.5965 Remote Similarity NPC478955
0.5965 Remote Similarity NPC478700
0.5942 Remote Similarity NPC38041
0.5942 Remote Similarity NPC22150
0.5893 Remote Similarity NPC11258
0.5893 Remote Similarity NPC21867
0.5893 Remote Similarity NPC45774
0.5893 Remote Similarity NPC74914
0.5833 Remote Similarity NPC474139
0.5833 Remote Similarity NPC483653
0.5797 Remote Similarity NPC114119
0.5797 Remote Similarity NPC471415
0.5763 Remote Similarity NPC135777
0.5763 Remote Similarity NPC469981
0.5738 Remote Similarity NPC12728
0.5714 Remote Similarity NPC67247
0.569 Remote Similarity NPC14022
0.569 Remote Similarity NPC601703
0.5672 Remote Similarity NPC470097
0.5556 Remote Similarity NPC148893
0.5556 Remote Similarity NPC222127
0.5556 Remote Similarity NPC25333
0.5556 Remote Similarity NPC49235
0.5556 Remote Similarity NPC82862
0.5536 Remote Similarity NPC469480
0.5455 Remote Similarity NPC165155
0.5455 Remote Similarity NPC24490
0.5455 Remote Similarity NPC606146
0.541 Remote Similarity NPC488984
0.541 Remote Similarity NPC488985
0.5385 Remote Similarity NPC141765
0.5385 Remote Similarity NPC34103
0.5385 Remote Similarity NPC600032
0.5352 Remote Similarity NPC51328
0.5352 Remote Similarity NPC304048
0.5352 Remote Similarity NPC55158
0.5316 Remote Similarity NPC486097
0.5303 Remote Similarity NPC64201
0.5278 Remote Similarity NPC324492
0.5278 Remote Similarity NPC317053
0.5273 Remote Similarity NPC142985
0.5263 Remote Similarity NPC147379
0.5224 Remote Similarity NPC470098
0.5224 Remote Similarity NPC473266
0.5185 Remote Similarity NPC282703
0.5185 Remote Similarity NPC184733
0.5185 Remote Similarity NPC128208
0.5185 Remote Similarity NPC129570
0.5185 Remote Similarity NPC63238
0.5185 Remote Similarity NPC602603
0.5179 Remote Similarity NPC57119
0.5179 Remote Similarity NPC158471
0.5179 Remote Similarity NPC226862
0.5167 Remote Similarity NPC274356
0.5167 Remote Similarity NPC101748
0.5156 Remote Similarity NPC477702
0.5152 Remote Similarity NPC311057
0.5088 Remote Similarity NPC312199
0.5085 Remote Similarity NPC487683
0.5085 Remote Similarity NPC479434
0.5079 Remote Similarity NPC471942
0.5077 Remote Similarity NPC488545
0.5077 Remote Similarity NPC488546
0.5075 Remote Similarity NPC487679
0.5075 Remote Similarity NPC487678
0.5072 Remote Similarity NPC281780
0.5072 Remote Similarity NPC267091
0.5065 Remote Similarity NPC486098
0.506 Remote Similarity NPC105137

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC88640 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