Natural Product: NPC86371

Natural Product IDNPC86371
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 VLEOOBKBMSIDKF-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 71442332
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0003467] Linear 1,3-diarylpropanoids
        • [CHEMONTID:0003496] Cinnamylphenols

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 VLEOOBKBMSIDKF-UHFFFAOYSA-N
Standard InCHI InChI=1S/C16H14O3/c1-19-16-11-13(17)8-9-14(16)15(18)10-7-12-5-3-2-4-6-12/h2-11,17H,1H3
SMILES COc1cc(ccc1C(=O)C=Cc1ccccc1)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   254.09 Volume:   273.458
?
Van der Waals volume.
Dense:   0.929 LogP:   3.158
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.232
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.699
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   4.0 Rigid Bonds:   14.0
TPSA:   46.53
?
Topological Polar Surface Area.
 H-Bond Acceptor:   3.0
H-Bond Donor:   1.0 Rings:   2.0
Heavy Atoms:   3.0

MedChem Properties

QED Drug-Likeness Score:   0.672 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.853 Fsp3:   0.062
MCE-18:   11.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.911 Fluc inhibitor:   1.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.551
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.893
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.973 Promiscuous compounds:   0.241

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.85 MDCK Permeability:   -4.794
Pgp-inhibitor:   0.193 Pgp-substrate:   0.015
PAMPA:   0.143
?
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%):   0.047 30% Bioavailability (F30%):   0.205
50% Bioavailability (F50%):   0.831

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.378 MRP1:   0.668
Plasma Protein Binding (PPB):   97.298% Volume Distribution (VD):   -0.081
Fu: 2.864%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.978
OATP1B3 inhibitor:   0.995 BCRP inhibitor:   0.15
BSEP inhibitor:   0.799

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   1.0
CYP2C19-inhibitor:   0.002 CYP2C19-substrate:   0.999
CYP2C9-inhibitor:   1.0 CYP2C9-substrate:   0.997
CYP2D6-inhibitor:   0.999 CYP2D6-substrate:   0.99
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.988
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   1.0
HLM stability:   0.251
?
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):  8.967 Half-life (T1/2):  0.958

ADMET: Toxicity

hERG Blockers:  0.379 hERG Blockers (10um):  0.615
Human Hepatotoxicity (H-HT):  0.546 Drug-induced Liver Injury (DILI):  0.113
AMES Toxicity:  0.548 Rat Oral Acute Toxicity:  0.136
Maximum Recommended Daily Dose:  0.36 Skin Sensitization:  0.973
Carcinogencity:  0.167 Eye Corrosion:  0.309
Eye Irritation:  0.994 Respiratory Toxicity:  0.497
Drug-induced Neurotoxicity:  0.827 Ototoxicity:  0.236
Hematotoxicity:  0.078 Drug-induced Nephrotoxicity:  0.253
Genotoxicity:  0.107 RPMI-8226 Immunitoxicity:  0.067
A549 Cytotoxicity:  0.219 Hek293 Cytotoxicity:  0.477
BCF:   1.23
?
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:   4.197
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.061
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.725
?
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
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. seed n.a. DOI[10.1007/s11418-005-0009-z]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[10691704]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16378371]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[16643065]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. PMID[18257536]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19177635]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19433363]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. Sunan County, Gansu Province, China 2006-JUN PMID[20684529]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. stem n.a. PMID[22032651]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. leaf n.a. PMID[22032651]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota whole plant Guide County, Qinghai Province, China 2008-AUG PMID[22775441]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. PMID[30219526]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. PMID[32705864]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[36599374]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4536 Remirea maritima Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3151 Solanum lanceolatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7032 Marasmiellus troyanus Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4123 Trididemnum cyanophorum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8938 Halobacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7418 Eucalyptus resinifera Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4901 Arnica mollis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5857 Achlya heterosexualis Species Saprolegniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6807 Ranunculus asiaticus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO784 Sinapis alba Species Brassicaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO4901 Arnica mollis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2439 Diplopterygium glaucum Species Gleicheniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4123 Trididemnum cyanophorum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3151 Solanum lanceolatum Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2670 Maytenus chuchuhuasha Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5325 Lobophytum durum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6807 Ranunculus asiaticus Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3838 Chrysosporum ovalisporum Species Aphanizomenonaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO8025 Aaptos ciliata Species Suberitidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO593 Wikstroemia viridiflora Species Thymelaeaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13474 Euphrasia genargentea Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3344 Bryonia alba Species Cucurbitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8938 Halobacillus litoralis Species Bacillaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO784 Sinapis alba Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8790 Cyanostegia angustifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6065 Brassica carinata Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2131 Dactylorhiza viridis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9594 Lysimachia fordiana Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO373 Viburnum erubescens Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6859 Eurycoma harmandiana Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1473 Xanthorhiza simplicissima Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9737 Ampelocera edentula Species Ulmaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8257 Carpha glomerata Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5086 Alternaria macrospora Species Pleosporaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1086 Botrytis cinerea Species Sclerotiniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7032 Marasmiellus troyanus Species Omphalotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4536 Remirea maritima Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21472 Pterolobium hexapetalum Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9998 Abies excelsa Species Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5608 Croton gratissimus Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10038.1 Abies pinsapo var. marocana Varieties Pinaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9091 Orthosiphon spicatus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5857 Achlya heterosexualis Species Saprolegniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1293 Streptomyces matensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO7418 Eucalyptus resinifera Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10132 Schizophyllum lobatum Species Schizophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7845 Tephrosia elata Species Geometridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2765 Oxytropis falcata Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9867 Ixeris debilis 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

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 NPC86371 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 NPC308037
0.8571 High Similarity NPC257756
0.7609 Intermediate Similarity NPC301178
0.6531 Remote Similarity NPC87231
0.6383 Remote Similarity NPC192304
0.6327 Remote Similarity NPC312318
0.617 Remote Similarity NPC212631
0.617 Remote Similarity NPC608685
0.6078 Remote Similarity NPC150399
0.6 Remote Similarity NPC188646
0.5918 Remote Similarity NPC64359
0.5882 Remote Similarity NPC129132
0.5814 Remote Similarity NPC80694
0.58 Remote Similarity NPC464
0.5686 Remote Similarity NPC142165
0.5625 Remote Similarity NPC297186
0.56 Remote Similarity NPC247779
0.56 Remote Similarity NPC336114
0.5577 Remote Similarity NPC119660
0.5577 Remote Similarity NPC92722
0.5577 Remote Similarity NPC156092
0.5577 Remote Similarity NPC263670
0.5532 Remote Similarity NPC58229
0.5532 Remote Similarity NPC45438
0.549 Remote Similarity NPC205468
0.5385 Remote Similarity NPC131451
0.5385 Remote Similarity NPC477243
0.5283 Remote Similarity NPC56031
0.5283 Remote Similarity NPC15329
0.5273 Remote Similarity NPC472364
0.5254 Remote Similarity NPC472423
0.5192 Remote Similarity NPC262359
0.5185 Remote Similarity NPC186838
0.5172 Remote Similarity NPC317119
0.5102 Remote Similarity NPC176930
0.5102 Remote Similarity NPC602047
0.5085 Remote Similarity NPC17101
0.5085 Remote Similarity NPC77903
0.5082 Remote Similarity NPC488391

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC86371 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