Natural Product: NPC607400

Natural Product IDNPC607400
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 QYGLZHAKPJPOGY-UHFFFAOYSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL2022455
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 QYGLZHAKPJPOGY-UHFFFAOYSA-N
Standard InCHI InChI=1S/C18H22O5/c1-11(12-6-7-15(20-2)14(19)8-12)13-9-16(21-3)18(23-5)17(10-13)22-4/h6-11,19H,1-5H3
SMILES COc1ccc(C(C)c2cc(OC)c(OC)c(OC)c2)cc1O

  Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[33588649]
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14101 Artemisia herba-alba 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
NPT30108 Protein complex group Tubulin Homo sapiens Inhibition = 73.5 % PMID[24139940]
NPT30108 Protein complex group Tubulin Homo sapiens Inhibition = 30.9 % PMID[24139940]
NPT30108 Protein complex group Tubulin Homo sapiens Inhibition = 83.6 % PMID[24139940]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell line MCF7 Homo sapiens IC50 = 75.0 nM PMID[24139940]
NPT393 Cell line HCT-116 Homo sapiens GI50 = 28.0 nM PMID[24681982]
NPT111 Cell line K562 Homo sapiens GI50 = 20.0 nM PMID[22449653]
NPT393 Cell line HCT-116 Homo sapiens IC50 = 28.0 nM PMID[29202409]
NPT393 Cell line HCT-116 Homo sapiens GI50 = 28.0 nM PMID[22449653]
NPT82 Cell line MDA-MB-231 Homo sapiens GI50 = 35.0 nM PMID[24681982]
NPT111 Cell line K562 Homo sapiens GI50 = 25.0 nM PMID[24681982]
NPT737 Cell line HUVEC Homo sapiens GI50 = 45.0 nM PMID[24681982]
NPT82 Cell line MDA-MB-231 Homo sapiens GI50 = 40.0 nM PMID[22449653]
NPT28833 No target No relevant target n.a. Stability n.a. n.a. % PMID[24139940]
NPT28438 Unchecked Unchecked n.a. IC50 = 3200.0 nM PMID[22449653]
NPT28438 Unchecked Unchecked n.a. IC50 = 3000.0 nM PMID[24681982]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. Inhibition n.a. n.a. % PMID[24681982]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 28.0 nM PMID[25528337]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 38.0 nM PMID[22449653]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. GI50 = 30.0 nM PMID[24681982]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. IC50 = 70.0 nM PMID[24681982]
NPT28808 Protein family Tubulin Sus scrofa Inhibition = 54.0 % PMID[24139940]
NPT28808 Protein family Tubulin Sus scrofa IC50 = 21500.0 nM PMID[24139940]

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 NPC607400 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
0.5581 Remote Similarity NPC298757
0.5581 Remote Similarity NPC262253
0.5581 Remote Similarity NPC606778

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC607400 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