Structure

Physi-Chem Properties

Molecular Weight:  118.1
Volume:  129.913
LogP:  1.028
LogD:  1.123
LogS:  -0.945
# Rotatable Bonds:  4
TPSA:  18.46
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.519
Synthetic Accessibility Score:  2.389
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.053
MDCK Permeability:  4.010751217720099e-05
Pgp-inhibitor:  0.0
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.001
20% Bioavailability (F20%):  0.004
30% Bioavailability (F30%):  0.028

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.87
Plasma Protein Binding (PPB):  16.823101043701172%
Volume Distribution (VD):  1.544
Pgp-substrate:  71.37869262695312%

ADMET: Metabolism

CYP1A2-inhibitor:  0.113
CYP1A2-substrate:  0.742
CYP2C19-inhibitor:  0.035
CYP2C19-substrate:  0.871
CYP2C9-inhibitor:  0.008
CYP2C9-substrate:  0.128
CYP2D6-inhibitor:  0.004
CYP2D6-substrate:  0.199
CYP3A4-inhibitor:  0.006
CYP3A4-substrate:  0.235

ADMET: Excretion

Clearance (CL):  8.697
Half-life (T1/2):  0.591

ADMET: Toxicity

hERG Blockers:  0.035
Human Hepatotoxicity (H-HT):  0.141
Drug-inuced Liver Injury (DILI):  0.193
AMES Toxicity:  0.017
Rat Oral Acute Toxicity:  0.015
Maximum Recommended Daily Dose:  0.016
Skin Sensitization:  0.099
Carcinogencity:  0.237
Eye Corrosion:  0.016
Eye Irritation:  0.939
Respiratory Toxicity:  0.014

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC184593

Natural Product ID:  NPC184593
Common Name*:   1,1-Diethoxyethane
IUPAC Name:   1,1-diethoxyethane
Synonyms:  
Standard InCHIKey:  DHKHKXVYLBGOIT-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C6H14O2/c1-4-7-6(3)8-5-2/h6H,4-5H2,1-3H3
SMILES:  CCOC(C)OCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1338583
PubChem CID:   7765
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004603] Organic oxygen compounds
      • [CHEMONTID:0000323] Organooxygen compounds
        • [CHEMONTID:0000254] Ethers
          • [CHEMONTID:0001656] Acetals

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO27018 Cynomorium songaricum Species Cynomoriaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7255 Pterocarpus indicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7255 Pterocarpus indicus Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27018 Cynomorium songaricum Species Cynomoriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO27018 Cynomorium songaricum Species Cynomoriaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO27018 Cynomorium songaricum Species Cynomoriaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7255 Pterocarpus indicus Species Fabaceae 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 NP ID 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

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT483 Individual Protein Prelamin-A/C Homo sapiens Potency = 891.3 nM PMID[538200]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 14960.1 nM PMID[538200]
NPT102 Individual Protein Interleukin-8 Homo sapiens Potency n.a. 66824.2 nM PMID[538200]
NPT106 Individual Protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 16873.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1064.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1188.3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21051.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 3 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 66571.8 nM PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC184593 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9091 High Similarity NPC308490
0.8696 High Similarity NPC30787
0.8148 Intermediate Similarity NPC312003
0.7917 Intermediate Similarity NPC2419
0.6667 Remote Similarity NPC43196
0.6538 Remote Similarity NPC208021
0.6538 Remote Similarity NPC7459
0.6538 Remote Similarity NPC23508
0.6296 Remote Similarity NPC110107
0.6296 Remote Similarity NPC8368
0.6286 Remote Similarity NPC473991
0.6071 Remote Similarity NPC35155
0.6071 Remote Similarity NPC3693
0.6071 Remote Similarity NPC41485
0.6071 Remote Similarity NPC32280
0.6 Remote Similarity NPC173862
0.5862 Remote Similarity NPC166804
0.5862 Remote Similarity NPC201132
0.5862 Remote Similarity NPC127134
0.5769 Remote Similarity NPC61373
0.5769 Remote Similarity NPC321400
0.5714 Remote Similarity NPC237965
0.5714 Remote Similarity NPC318912
0.5714 Remote Similarity NPC313405
0.5667 Remote Similarity NPC248233
0.5667 Remote Similarity NPC143211

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC184593 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9167 High Similarity NPD8992 Approved
0.6818 Remote Similarity NPD8547 Phase 2
0.5862 Remote Similarity NPD8989 Approved
0.5789 Remote Similarity NPD8967 Approved

  Bioactivity similarity: Similar Natural Products in NPASS

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