Natural Product: NPC223464

Natural Product IDNPC223464
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 IYBDDRJHJMFFBB-JKSUJKDBSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 94504
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0001392] Lignans, neolignans and related compounds
      • [CHEMONTID:0003686] Furanoid lignans
        • [CHEMONTID:0001604] Tetrahydrofuran lignans
          • [CHEMONTID:0003424] 9,9'-epoxylignans
            • [CHEMONTID:0001613] Dibenzylbutyrolactone 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 IYBDDRJHJMFFBB-JKSUJKDBSA-N
Standard InCHI InChI=1S/C21H22O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,9-10,15-16H,7-8,11-12H2,1-2H3/t15-,16+/m0/s1
SMILES COc1ccc(C[C@@H]2[C@@H](Cc3ccc4c(c3)OCO4)COC2=O)cc1OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   370.14 Volume:   371.832
?
Van der Waals volume.
Dense:   0.995 LogP:   2.472
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.504
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.631
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   6.0 Rigid Bonds:   22.0
TPSA:   63.22
?
Topological Polar Surface Area.
 H-Bond Acceptor:   6.0
H-Bond Donor:   0.0 Rings:   4.0
Heavy Atoms:   6.0

MedChem Properties

QED Drug-Likeness Score:   0.729 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.1 Fsp3:   0.381
MCE-18:   68.793
?
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:   0.263 Fluc inhibitor:   0.454
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.021
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.209
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.286 Promiscuous compounds:   0.144

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.822 MDCK Permeability:   -4.689
Pgp-inhibitor:   0.895 Pgp-substrate:   0.045
PAMPA:   0.082
?
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):   0.001
20% Bioavailability (F20%):   0.396 30% Bioavailability (F30%):   0.012
50% Bioavailability (F50%):   0.435

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.06 MRP1:   0.768
Plasma Protein Binding (PPB):   97.79% Volume Distribution (VD):   -0.166
Fu: 2.086%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.974
OATP1B3 inhibitor:   0.803 BCRP inhibitor:   0.013
BSEP inhibitor:   1.0

ADMET: Metabolism

CYP1A2-inhibitor:   0.102 CYP1A2-substrate:   0.858
CYP2C19-inhibitor:   1.0 CYP2C19-substrate:   0.999
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.524
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   1.0
CYP3A4-inhibitor:   1.0 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.915
?
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):  2.666 Half-life (T1/2):  2.109

ADMET: Toxicity

hERG Blockers:  0.224 hERG Blockers (10um):  0.579
Human Hepatotoxicity (H-HT):  0.956 Drug-induced Liver Injury (DILI):  0.985
AMES Toxicity:  0.844 Rat Oral Acute Toxicity:  0.3
Maximum Recommended Daily Dose:  0.57 Skin Sensitization:  0.814
Carcinogencity:  0.864 Eye Corrosion:  0.006
Eye Irritation:  0.899 Respiratory Toxicity:  0.279
Drug-induced Neurotoxicity:  0.868 Ototoxicity:  0.631
Hematotoxicity:  0.733 Drug-induced Nephrotoxicity:  0.913
Genotoxicity:  0.989 RPMI-8226 Immunitoxicity:  0.216
A549 Cytotoxicity:  0.267 Hek293 Cytotoxicity:  0.5
BCF:   1.558
?
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:   4.119
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.694
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.089
?
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
NPO14144 Hernandia peltata Species Hernandiaceae Eukaryota n.a. stem n.a. DOI[10.1021/np960034d]
NPO14144 Hernandia peltata Species Hernandiaceae Eukaryota n.a. n.a. n.a. DOI[10.3987/R-1980-04-0397]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. root n.a. PMID[10230514]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[11376004]
NPO27883 Bursera simaruba Species Burseraceae Eukaryota Resin n.a. n.a. PMID[1294696]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[12956064]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[1367428]
NPO14144 Hernandia peltata Species Hernandiaceae Eukaryota n.a. n.a. n.a. PMID[14987061]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. PMID[15997133]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. PMID[16141313]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota aerial parts n.a. n.a. PMID[18314958]
NPO27883 Bursera simaruba Species Burseraceae Eukaryota n.a. bark n.a. PMID[19329133]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. callus n.a. PMID[22368856]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[23611151]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24242108]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota roots n.a. n.a. PMID[24931277]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25608854]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[26562066]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. PMID[32100544]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. PMID[34770847]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[7964800]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. root n.a. Database[Article]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[Article]
NPO16792 Nocardia pseudobrasiliensis Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7327 Aeromonas hydrophila Species Aeromonadaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO8414 Crella incrustans Species Crellidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2582 Plagiomnium undulatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16343 Galium album Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO27883 Bursera simaruba Species Burseraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14144 Hernandia peltata Species Hernandiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12785 Bursera fagaroides Species Burseraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14144 Hernandia peltata Species Hernandiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11237 Bupleurum salicifolium Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7327 Aeromonas hydrophila Species Aeromonadaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO11400 Aster ptarmicoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9018 Millettia rubiginosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9496 Gomphostemma crinitum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1576 Anthriscus sylvestris Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7653 Mosla japonica Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16792 Nocardia pseudobrasiliensis Species Nocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO10719 Centrosema haitense Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3017 Artemisia caucasica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7991 Lactarius vellereus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2291 Saussurea pulchella Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6669 Dysosma delavayi Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12176 Streptomyces olivaceus Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO16343 Galium album Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12785 Bursera fagaroides Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10560 Adenia fruticosa Species Passifloraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12422 Pinus massoniana Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27883 Bursera simaruba Species Burseraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6235 Exobasidium vaccinii Species Exobasidiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12874 Sedum cepaea Species Crassulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9648 Maharanga bicolor Species Boraginaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8414 Crella incrustans Species Crellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1460 Rubus phoenicolasius Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1164 Osteospermum hyoseroides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10354 Urbanodendron verrucosum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2582 Plagiomnium undulatum Species Mniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12659 Hopea brevipetiolaris Species Dipterocarpaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3614 Echinopepon bigelovii Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4033 Corydalis gigantea Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17456 Echinochloa esculenta Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7067 Stellera chamaejasme Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20210 Lophozia floerkei Species Scapaniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4970 Torricellia tiliifolia Species Torricelliaceae 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 NPC223464 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 NPC205915
0.9111 High Similarity NPC110958
0.9111 High Similarity NPC19890
0.8776 High Similarity NPC176586
0.8776 High Similarity NPC210354
0.86 High Similarity NPC191158
0.86 High Similarity NPC177644
0.8444 Intermediate Similarity NPC223807
0.7963 Intermediate Similarity NPC145569
0.7755 Intermediate Similarity NPC211386
0.7679 Intermediate Similarity NPC282291
0.7679 Intermediate Similarity NPC166137
0.74 Intermediate Similarity NPC92693
0.7255 Intermediate Similarity NPC40237
0.7083 Intermediate Similarity NPC476748
0.6923 Remote Similarity NPC143895
0.6786 Remote Similarity NPC5310
0.6786 Remote Similarity NPC300776
0.6786 Remote Similarity NPC176814
0.6786 Remote Similarity NPC4982
0.6786 Remote Similarity NPC606629
0.6531 Remote Similarity NPC72796
0.6393 Remote Similarity NPC216223
0.6379 Remote Similarity NPC293757
0.6379 Remote Similarity NPC668
0.6333 Remote Similarity NPC56184
0.6327 Remote Similarity NPC600801
0.6226 Remote Similarity NPC192255
0.6226 Remote Similarity NPC474288
0.6207 Remote Similarity NPC3982
0.6122 Remote Similarity NPC344161
0.6 Remote Similarity NPC158737
0.5938 Remote Similarity NPC478705
0.5873 Remote Similarity NPC174512
0.5849 Remote Similarity NPC11453
0.5846 Remote Similarity NPC478703
0.5846 Remote Similarity NPC478704
0.5833 Remote Similarity NPC81067
0.5833 Remote Similarity NPC602945
0.5806 Remote Similarity NPC487679
0.5806 Remote Similarity NPC487678
0.5714 Remote Similarity NPC68779
0.5714 Remote Similarity NPC108598
0.5672 Remote Similarity NPC158635
0.5672 Remote Similarity NPC229882
0.5667 Remote Similarity NPC106920
0.5667 Remote Similarity NPC15811
0.5536 Remote Similarity NPC171550
0.5536 Remote Similarity NPC134764
0.55 Remote Similarity NPC185908
0.55 Remote Similarity NPC482891
0.5333 Remote Similarity NPC273657
0.5312 Remote Similarity NPC482889
0.5306 Remote Similarity NPC80241
0.5306 Remote Similarity NPC301641
0.5306 Remote Similarity NPC485483
0.5246 Remote Similarity NPC230968
0.5246 Remote Similarity NPC102260
0.5179 Remote Similarity NPC482890
0.5161 Remote Similarity NPC218092
0.5161 Remote Similarity NPC246474
0.5161 Remote Similarity NPC162851
0.5098 Remote Similarity NPC604144
0.5082 Remote Similarity NPC18576

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC223464 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