Natural Product: NPC604244

Natural Product IDNPC604244
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 IRIAEXORFWYRCZ-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1450327
PubChem CID n.a.
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]

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 IRIAEXORFWYRCZ-UHFFFAOYSA-N
Standard InCHI InChI=1S/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3
SMILES CCCCOC(=O)c1ccccc1C(=O)OCc1ccccc1

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   312.14 Volume:   334.136
?
Van der Waals volume.
Dense:   0.934 LogP:   4.676
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.948
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -5.061
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   9.0 Rigid Bonds:   14.0
TPSA:   52.6
?
Topological Polar Surface Area.
 H-Bond Acceptor:   4.0
H-Bond Donor:   0.0 Rings:   2.0
Heavy Atoms:   4.0

MedChem Properties

QED Drug-Likeness Score:   0.573 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.667 Fsp3:   0.263
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:   Accepted
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.599 Fluc inhibitor:   0.57
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.075
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.573
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.868 Promiscuous compounds:   0.22

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.705 MDCK Permeability:   -4.506
Pgp-inhibitor:   0.644 Pgp-substrate:   0.0
PAMPA:   0.09
?
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):   0.019
20% Bioavailability (F20%):   0.561 30% Bioavailability (F30%):   0.987
50% Bioavailability (F50%):   0.382

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.265 MRP1:   0.903
Plasma Protein Binding (PPB):   98.408% Volume Distribution (VD):   0.058
Fu: 1.331%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.894
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.006
BSEP inhibitor:   0.995

ADMET: Metabolism

CYP1A2-inhibitor:   0.002 CYP1A2-substrate:   1.0
CYP2C19-inhibitor:   0.003 CYP2C19-substrate:   0.993
CYP2C9-inhibitor:   0.0 CYP2C9-substrate:   0.001
CYP2D6-inhibitor:   0.002 CYP2D6-substrate:   0.619
CYP3A4-inhibitor:   0.149 CYP3A4-substrate:   0.999
CYP2B6-substrate:   0.0 CYP2C8-inhibitor:   0.994
HLM stability:   0.899
?
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):  5.783 Half-life (T1/2):  0.308

ADMET: Toxicity

hERG Blockers:  0.313 hERG Blockers (10um):  0.887
Human Hepatotoxicity (H-HT):  0.004 Drug-induced Liver Injury (DILI):  0.494
AMES Toxicity:  0.025 Rat Oral Acute Toxicity:  0.011
Maximum Recommended Daily Dose:  0.077 Skin Sensitization:  0.409
Carcinogencity:  0.649 Eye Corrosion:  0.027
Eye Irritation:  0.994 Respiratory Toxicity:  0.017
Drug-induced Neurotoxicity:  0.14 Ototoxicity:  0.024
Hematotoxicity:  0.001 Drug-induced Nephrotoxicity:  0.007
Genotoxicity:  0.001 RPMI-8226 Immunitoxicity:  0.033
A549 Cytotoxicity:  0.019 Hek293 Cytotoxicity:  0.316
BCF:   0.763
?
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:   4.494
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.121
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   5.205
?
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
NPO22286 Spatoglossum variabile Species Dictyotaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/S0031-9422(99)00213-7]
NPO22286 Spatoglossum variabile Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22286 Spatoglossum variabile Species Dictyotaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22286 Spatoglossum variabile Species Dictyotaceae 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
NPT135 Individual protein Chromobox protein homolog 1 Homo sapiens Potency n.a. 56234.1 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 68589.6 nM PubChem BioAssay data set
NPT108 Individual protein Estrogen receptor alpha Homo sapiens Potency n.a. 6309.6 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 24336.5 nM PubChem BioAssay data set
NPT210 Individual protein Thyroid stimulating hormone receptor Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT109 Individual protein Cytochrome P450 3A4 Homo sapiens Potency = 10000.0 nM PubChem BioAssay data set
NPT282 Individual protein MAP kinase ERK2 Homo sapiens Potency = 15848.9 nM PubChem BioAssay data set
NPT108 Individual protein Estrogen receptor alpha Homo sapiens Potency n.a. 10000.0 nM PubChem BioAssay data set
NPT101 Individual protein Glucagon-like peptide 1 receptor Homo sapiens Potency n.a. 10000.0 nM PubChem BioAssay data set
NPT153 Individual protein Androgen Receptor Homo sapiens Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT161 Individual protein Rap guanine nucleotide exchange factor 4 Homo sapiens Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT50 Individual protein Tyrosyl-DNA phosphodiesterase 1 Homo sapiens Potency = 39810.7 nM PubChem BioAssay data set
NPT21243 Single protein Galactocerebrosidase Homo sapiens Potency n.a. 1584.9 nM PubChem BioAssay data set
NPT531 Individual protein Nuclear receptor ROR-gamma Mus musculus Potency = 22387.2 nM PubChem BioAssay data set
NPT444 Individual protein Ubiquitin carboxyl-terminal hydrolase 1 Homo sapiens Potency n.a. 28183.8 nM PubChem BioAssay data set
NPT94 Individual protein Aldehyde dehydrogenase 1A1 Homo sapiens Potency = 14125.4 nM PubChem BioAssay data set
NPT99 Individual protein Peroxisome proliferator-activated receptor gamma Homo sapiens Potency n.a. 44668.4 nM PubChem BioAssay data set
NPT99 Individual protein Peroxisome proliferator-activated receptor gamma Homo sapiens Potency n.a. 50118.7 nM PubChem BioAssay data set
NPT98 Individual protein HERG Homo sapiens Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT63 Individual protein Bromodomain adjacent to zinc finger domain protein 2B Homo sapiens Potency n.a. 50118.7 nM PubChem BioAssay data set
NPT46 Individual protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 7.1 nM PubChem BioAssay data set
NPT532 Individual protein Lysine-specific demethylase 4A Homo sapiens Potency n.a. 56234.1 nM PubChem BioAssay data set
NPT864 Individual protein Lethal(3)malignant brain tumor-like protein 1 Homo sapiens Potency = 28183.8 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT28438 Unchecked Unchecked n.a. AC50 n.a. 17782.8 nM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Potency = 15848.9 nM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Ac50 n.a. 17.78 uM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. AC50 n.a. 2511.9 nM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Potency n.a. 37578.0 nM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Ac50 n.a. 1.259 uM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Potency n.a. 28183.8 nM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Ac50 n.a. 1.0 uM PubChem BioAssay data set
NPT28438 Unchecked Unchecked n.a. Potency n.a. 16360.1 nM PubChem BioAssay data set
NPT20798 Protein complex GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 Homo sapiens Potency n.a. 7307.8 nM PubChem BioAssay data set
NPT29131 Unknown Molecular identity unknown n.a. Potency n.a. 31622.8 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
- Rattus norvegicus NOAEL ~ 20.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL ~ 100.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL ~ 50.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL ~ 250.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 550.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL ~ 151.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL ~ 600.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL ~ 240.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL ~ 300.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEC = 1000.0 mg/m3 ToxVal
- Rattus norvegicus NOAEC = 218.0 mg/m3 ToxVal
- Rattus norvegicus NOAEL = 500.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 3000.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 1500.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL ~ 300.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL ~ 240.0 mg/kg-day ToxVal
- Rattus norvegicus LD50 = 2330.0 mg/kg ToxVal
- Rattus norvegicus LD50 ~ 20400.0 mg/kg ToxVal
- Rattus norvegicus NOAEL = 240.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 500.0 mg/kg-day ToxVal
- Rattus norvegicus LEL = 120.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 600.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 1200.0 mg/kg-day ToxVal
- Rattus norvegicus LEL = 300.0 mg/kg-day ToxVal
- Rattus norvegicus NEL = 60.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 1250.0 mg/kg-day ToxVal
- Rattus norvegicus LEL = 180.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 625.0 mg/kg-day ToxVal
- Rattus norvegicus NEL = 625.0 mg/kg-day ToxVal
- Rattus norvegicus LEL = 1250.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL >= 1250.0 mg/kg-day ToxVal
- Rattus norvegicus NEL >= 1250.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL > 1250.0 mg/kg-day ToxVal
- Rattus norvegicus LEL > 1250.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 470.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 159.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL <= 679.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 750.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 206.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 498.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 168.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 418.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL < 631.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL < 824.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL < 1087.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 1100.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL > 1018.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 420.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 314.0 mg/kg-day ToxVal
- Rattus norvegicus LD50 = 4000.0 mg/kg ToxVal
- Rattus norvegicus LC50 > 6.7 mg/L ToxVal
- Rattus norvegicus LD50 = 2656.0 mg/kg ToxVal
- Rattus norvegicus LD50 = 20400.0 mg/kg ToxVal
- Rattus norvegicus NOAEL = 1000.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 360.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 0.144 mg/L ToxVal
- Rattus norvegicus NOAEL = 151.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 470.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 375.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 160.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 0.218 mg/L ToxVal
- Rattus norvegicus NOAEL = 1.0 mg/L ToxVal
- Rattus norvegicus LOAEL = 639.0 mg/kg-day ToxVal
- Rattus norvegicus LOAEL = 540.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 480.0 mg/kg-day ToxVal
- Rattus norvegicus LOEL = 100.0 mg/kg-day ToxVal
- Rattus norvegicus LOEL = 0.18 mg/kg-day ToxVal
- Rattus norvegicus NOEL = 100.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL = 400.0 mg/kg-day ToxVal
- Rattus norvegicus NOAEL = 50.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL = 500.0 mg/kg-day ToxVal
- Rattus norvegicus LOEL = 500.0 mg/kg-day ToxVal
- Rattus norvegicus NOEL = 1000.0 mg/kg-day ToxVal
- Rattus norvegicus LOEL = 1000.0 mg/kg-day ToxVal
- Rattus norvegicus LD50 = 6700.0 mg/kg ToxVal
- Mus musculus LD50 = 1.994975283 mg/kg TOXRIC
- Mus musculus NOAEL ~ 780.0 mg/kg-day ToxVal
- Mus musculus NOEL ~ 1560.0 mg/kg-day ToxVal
- Mus musculus LD50 = 4170.0 mg/kg ToxVal
- Mus musculus LD50 = 6160.0 mg/kg ToxVal
- Mus musculus LEL = 900.0 mg/kg-day ToxVal
- Mus musculus LOAEL = 900.0 mg/kg-day ToxVal
- Mus musculus LD50 = 3160.0 mg/kg ToxVal
- Mus musculus LOAEL = 224.0 mg/kg-day ToxVal
- Mus musculus NOAEL = 882.0 mg/kg-day ToxVal
- Mus musculus NOAEL > 5250.0 mg/kg-day ToxVal
- Mus musculus LOEL = 200.0 mg/kg-day ToxVal
- Mus musculus NOEL = 20.0 mg/kg-day ToxVal
- Mus musculus NOEL = 2000.0 mg/kg-day ToxVal
- Mus musculus LD50 = 6700.0 mg/kg ToxVal
- Oryctolagus cuniculus LD50 > 10000.0 mg/kg ToxVal
- Oryctolagus cuniculus NOAEL = 10.0 mg/kg-day ToxVal
- Homo sapiens RfD = 2.0 mg/kg-day ToxVal
- Homo sapiens RfD = 0.2 mg/kg-day ToxVal
- Homo sapiens cancer slope factor = 0.0019 (mg/kg-day)-1 ToxVal
- Homo sapiens cancer slope factor (provisional) = 0.0019 (mg/kg-day)-1 ToxVal
- Homo sapiens Medium-Specific Concentration = 2.7 mg/L ToxVal
- Homo sapiens Medium-Specific Concentration = 1.4 mg/L ToxVal
- Homo sapiens Medium-Specific Concentration = 0.34 mg/L ToxVal
- Homo sapiens DNEL systemic = 4.36 mg/m3 ToxVal
- Homo sapiens LEL = 153309.0 mg/m3 ToxVal
- Homo sapiens PAC-3 = 460.0 mg/m3 ToxVal
- Homo sapiens PAC-2 = 77.0 mg/m3 ToxVal
- Homo sapiens PAC-1 = 15.0 mg/m3 ToxVal
- Homo sapiens MEG = 28.0 mg/L ToxVal
- Homo sapiens MEG = 424000.0 mg/kg ToxVal
- Homo sapiens MEG = 15.0 mg/m3 ToxVal
- Homo sapiens MEG = 500.0 mg/m3 ToxVal
- Homo sapiens OEHHA MADL = 1.2 mg/day ToxVal
- Homo sapiens RfD = 0.122 mg/kg-day ToxVal
- Homo sapiens cancer slope factor = 0.00311 (mg/kg-day)-1 ToxVal
- Cavia porcellus LD50 = 13750.0 mg/kg ToxVal
- Canis lupus familiaris NOAEL = 500.0 mg/kg-day ToxVal

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 NPC604244 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
0.7222 Intermediate Similarity NPC10251
0.641 Remote Similarity NPC604461
0.6098 Remote Similarity NPC93084
0.6098 Remote Similarity NPC251854
0.6098 Remote Similarity NPC601045
0.587 Remote Similarity NPC196246
0.575 Remote Similarity NPC608938
0.5455 Remote Similarity NPC270699
0.5333 Remote Similarity NPC603245
0.525 Remote Similarity NPC118343

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC604244 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
0.7222 Intermediate Similarity NPD2182 Pre-clinical
0.525 Remote Similarity NPD1238 Phase 4

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