Natural Product: NPC162839

Natural Product IDNPC162839
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 CIJCJSUCYZJZJR-QOJYVNSGSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 10872343
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0002049] Terpene 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 CIJCJSUCYZJZJR-QOJYVNSGSA-N
Standard InCHI InChI=1S/C19H30O7/c1-10-7-12(8-19(3,4)13(10)6-5-11(2)21)25-18-17(24)16(23)15(22)14(9-20)26-18/h5-6,12,14-18,20,22-24H,7-9H2,1-4H3/b6-5+/t12-,14-,15-,16+,17-,18-/m1/s1
SMILES CC1=C(/C=C/C(=O)C)C(C)(C)C[C@@H](C1)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   370.2 Volume:   373.689
?
Van der Waals volume.
Dense:   0.991 LogP:   0.751
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   1.167
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -1.925
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   5.0 Rigid Bonds:   14.0
TPSA:   116.45
?
Topological Polar Surface Area.
 H-Bond Acceptor:   7.0
H-Bond Donor:   4.0 Rings:   2.0
Heavy Atoms:   7.0

MedChem Properties

QED Drug-Likeness Score:   0.519 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   4.289 Fsp3:   0.737
MCE-18:   45.818
?
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:   0.488 Fluc inhibitor:   0.018
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.092
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.052
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.317 Promiscuous compounds:   0.243

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.674 MDCK Permeability:   -5.125
Pgp-inhibitor:   0.0 Pgp-substrate:   0.541
PAMPA:   0.932
?
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):   0.015
20% Bioavailability (F20%):   0.014 30% Bioavailability (F30%):   0.224
50% Bioavailability (F50%):   0.903

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.488 MRP1:   0.708
Plasma Protein Binding (PPB):   81.545% Volume Distribution (VD):   -0.242
Fu: 19.304%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.996
OATP1B3 inhibitor:   0.995 BCRP inhibitor:   0.035
BSEP inhibitor:   0.027

ADMET: Metabolism

CYP1A2-inhibitor:   0.162 CYP1A2-substrate:   0.0
CYP2C19-inhibitor:   0.142 CYP2C19-substrate:   0.001
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.0
CYP2D6-inhibitor:   0.0 CYP2D6-substrate:   0.005
CYP3A4-inhibitor:   0.24 CYP3A4-substrate:   0.008
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.234
HLM stability:   0.055
?
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):  3.522 Half-life (T1/2):  1.682

ADMET: Toxicity

hERG Blockers:  0.019 hERG Blockers (10um):  0.072
Human Hepatotoxicity (H-HT):  0.763 Drug-induced Liver Injury (DILI):  0.887
AMES Toxicity:  0.858 Rat Oral Acute Toxicity:  0.027
Maximum Recommended Daily Dose:  0.082 Skin Sensitization:  0.999
Carcinogencity:  0.188 Eye Corrosion:  0.002
Eye Irritation:  0.588 Respiratory Toxicity:  0.058
Drug-induced Neurotoxicity:  0.094 Ototoxicity:  0.862
Hematotoxicity:  0.494 Drug-induced Nephrotoxicity:  0.638
Genotoxicity:  0.45 RPMI-8226 Immunitoxicity:  0.144
A549 Cytotoxicity:  0.327 Hek293 Cytotoxicity:  0.209
BCF:   0.919
?
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:   3.445
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.126
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.413
?
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
NPO22761 Gentiana cruciata Species Gentianaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(00)88887-1]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. DOI[10.1071/CH03175]
NPO14117 Diplodia sapinea Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. PMID[10075753]
NPO24512 Xestospongia testudinaria Species Petrosiidae Eukaryota n.a. n.a. n.a. PMID[10543913]
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. South Georgia Islands, South Atlantic n.a. PMID[15026054]
NPO9771 Aka coralliphagum Species Niphatidae Eukaryota n.a. San Salvador in the Bahamas (12-26 m depth) 2001-MAR; 2003-JUL PMID[17309298]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO25391 Vitex glabrata Species Lamiaceae Eukaryota leaves Chantaburi Province, Thailand 2007-Nov PMID[19943620]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota twigs n.a. n.a. PMID[20058933]
NPO28887 Eupomatia laurina Species Eupomatiaceae Eukaryota n.a. n.a. n.a. PMID[21504145]
NPO11402 Tithonia rotundifolia Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[23501116]
NPO24745 Salvia cavaleriei Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[24256484]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota young fruits Khokkhon, Tha Bo District, Nong Khai Province, Thailand 2011-Aug PMID[25651042]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota flowers Pakook, Muang District, Chiang Rai Province, Thailand 2013-Feb PMID[25651042]
NPO25416 Uncaria cordata Species Rubiaceae Eukaryota n.a. n.a. n.a. PMID[27128898]
NPO22780 Sphaeranthus africanus Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[30074787]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota Leaves n.a. n.a. PMID[31860303]
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. n.a. n.a. PMID[9748381]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25700 Psiadia punctulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO28887 Eupomatia laurina Species Eupomatiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24077 Astragalus pterocarpus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22293 Bryobium hyacinthoides Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25364 Didemnum candidum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14117 Diplodia sapinea Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22761 Gentiana cruciata Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18842 Gnaphalium gaudichaudianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23568 Guatteria pogonopus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25625 Hymenophyllum recurvum Species Hymenophyllaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5027 Peniophora polygonia Species Peniophoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24745 Salvia cavaleriei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25091 Samadera bidwillii Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13588 Sanguinaria canadensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22780 Sphaeranthus africanus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25416 Uncaria cordata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25391 Vitex glabrata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13767 Woodfordia fruticosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24512 Xestospongia testudinaria Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6272 Chamaecyparis pisifera Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11166 Sclerodoris tanya n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO11402 Tithonia rotundifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4385 Aconitum zuccarini Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9771 Aka coralliphagum Species Niphatidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24390 Juniperus rigida Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2684 Cortinarius vinosipes Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota Fruits n.a. Database[FooDB]
NPO24390 Juniperus rigida Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24077 Astragalus pterocarpus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13767 Woodfordia fruticosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25416 Uncaria cordata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO6272 Chamaecyparis pisifera Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13588 Sanguinaria canadensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO6272 Chamaecyparis pisifera Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24390 Juniperus rigida Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13588 Sanguinaria canadensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25416 Uncaria cordata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24077 Astragalus pterocarpus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13767 Woodfordia fruticosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24390 Juniperus rigida Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24601 Rumex dentatus Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25391 Vitex glabrata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24077 Astragalus pterocarpus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24390 Juniperus rigida Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13767 Woodfordia fruticosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22780 Sphaeranthus africanus Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14117 Diplodia sapinea Species Botryosphaeriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28887 Eupomatia laurina Species Eupomatiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14637 Saussurea cordifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25472 Garcinia cowa Species Clusiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13588 Sanguinaria canadensis Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11402 Tithonia rotundifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18842 Gnaphalium gaudichaudianum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25625 Hymenophyllum recurvum Species Hymenophyllaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2684 Cortinarius vinosipes Species Cortinariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14310 Tecoma heptaphylla Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22761 Gentiana cruciata Species Gentianaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22293 Bryobium hyacinthoides Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25145 Cydonia oblonga Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24512 Xestospongia testudinaria Species Petrosiidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13119 Hymenoxys microcephala Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25046 Aplidium meridianum Species Polyclinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4385 Aconitum zuccarini Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5027 Peniophora polygonia Species Peniophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25091 Samadera bidwillii Species Simaroubaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14222 Schefflera divaricata Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25700 Psiadia punctulata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24745 Salvia cavaleriei Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6272 Chamaecyparis pisifera Species Cupressaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11166 Sclerodoris tanya n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO23568 Guatteria pogonopus Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25416 Uncaria cordata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11758 Parmelia pokornyi Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25364 Didemnum candidum Species Didemnidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9771 Aka coralliphagum Species Niphatidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24601 Rumex dentatus Species Polygonaceae 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 NPC162839 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
0.6863 Remote Similarity NPC16090

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC162839 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