Structure

Physi-Chem Properties

Molecular Weight:  130.16
Volume:  159.239
LogP:  0.799
LogD:  -0.292
LogS:  0.62
# Rotatable Bonds:  4
TPSA:  0.0
# H-Bond Aceptor:  1
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.51
Synthetic Accessibility Score:  2.909
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.148
MDCK Permeability:  0.0002493729698471725
Pgp-inhibitor:  0.0
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.173
20% Bioavailability (F20%):  0.954
30% Bioavailability (F30%):  0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.539
Plasma Protein Binding (PPB):  16.910865783691406%
Volume Distribution (VD):  0.793
Pgp-substrate:  73.73419189453125%

ADMET: Metabolism

CYP1A2-inhibitor:  0.035
CYP1A2-substrate:  0.606
CYP2C19-inhibitor:  0.018
CYP2C19-substrate:  0.06
CYP2C9-inhibitor:  0.0
CYP2C9-substrate:  0.11
CYP2D6-inhibitor:  0.038
CYP2D6-substrate:  0.875
CYP3A4-inhibitor:  0.002
CYP3A4-substrate:  0.064

ADMET: Excretion

Clearance (CL):  11.571
Half-life (T1/2):  0.965

ADMET: Toxicity

hERG Blockers:  0.013
Human Hepatotoxicity (H-HT):  0.01
Drug-inuced Liver Injury (DILI):  0.006
AMES Toxicity:  0.013
Rat Oral Acute Toxicity:  0.111
Maximum Recommended Daily Dose:  0.802
Skin Sensitization:  0.658
Carcinogencity:  0.06
Eye Corrosion:  0.961
Eye Irritation:  0.978
Respiratory Toxicity:  0.991

Download Data

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

  Natural Product: NPC258096

Natural Product ID:  NPC258096
Common Name*:   Tetraethylammonium Chloride
IUPAC Name:   tetraethylazanium;chloride
Synonyms:   Tetraethylammonium Chloride
Standard InCHIKey:  YMBCJWGVCUEGHA-UHFFFAOYSA-M
Standard InCHI:  InChI=1S/C8H20N.ClH/c1-5-9(6-2,7-3)8-4;/h5-8H2,1-4H3;1H/q+1;/p-1
SMILES:  CC[N+](CC)(CC)CC.[Cl-]
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL434435
PubChem CID:   5946
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0004707] Organic nitrogen compounds
      • [CHEMONTID:0000278] Organonitrogen compounds
        • [CHEMONTID:0000503] Quaternary ammonium salts
          • [CHEMONTID:0004225] Tetraalkylammonium salts

*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
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. DOI[10.3923/pjbs.2013.1138.1144]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. leaf n.a. PMID[17262437]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18326559]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Essential oil n.a. n.a. PMID[23163425]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[23865201]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. bulb n.a. PMID[24508058]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[25650289]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota garlic skin n.a. n.a. PMID[25726329]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. PMID[8350088]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Bulb n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Flower n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[FooDB]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7103 Allium sativum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO7103 Allium sativum Species Amaryllidaceae 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
NPT48 Individual Protein Lysine-specific demethylase 4D-like Homo sapiens Potency = 25118.9 nM PMID[533214]
NPT442 Individual Protein Ferritin light chain Equus caballus Potency = 11220.2 nM PMID[533214]
NPT524 Individual Protein Serine-protein kinase ATM Homo sapiens Potency = 25118.9 nM PMID[533214]
NPT445 Individual Protein Peripheral myelin protein 22 Rattus norvegicus Potency n.a. 20314.8 nM PMID[533213]
NPT1474 Individual Protein ATP-dependent Clp protease proteolytic subunit Bacillus subtilis (strain 168) Potency n.a. 707.9 nM PMID[533214]
NPT10 Individual Protein Geminin Homo sapiens Potency n.a. 3162.3 nM PMID[533214]
NPT11 Individual Protein Guanine nucleotide-binding protein G(s), subunit alpha Homo sapiens Potency n.a. 35481.3 nM PMID[533214]
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency n.a. 260.9 nM PubChem BioAssay data set
NPT1774 Protein Family Sodium channel alpha subunits; brain (Types I, II, III) Homo sapiens Inhibition = 1.4 % PMID[533210]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 10000.0 nM PMID[533212]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 12589.25 nM PMID[533212]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency = 11220.2 nM PMID[533213]
NPT794 Individual Protein Endonuclease 4 Escherichia coli K-12 Potency = 12589.3 nM PMID[533213]
NPT796 Individual Protein Peripheral myelin protein 22 Homo sapiens Potency = 95283.4 nM PMID[533213]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency = 17782.8 nM PMID[533213]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. Potency = 10000.0 nM PMID[533213]
NPT2 Others Unspecified Potency = 11220.2 nM PMID[533213]
NPT800 Individual Protein M-phase phosphoprotein 8 Homo sapiens Potency n.a. 177.8 nM PMID[533213]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 4147.5 nM PMID[533213]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 13115.4 nM PMID[533213]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 4775.5 nM PMID[533213]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 11689.1 nM PMID[533214]
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency n.a. 37685.8 nM PMID[533213]
NPT8 Individual Protein DNA polymerase iota Homo sapiens Potency n.a. 1258.9 nM PMID[533214]
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Potency n.a. 7568.6 nM PMID[533213]
NPT2 Others Unspecified Potency n.a. 29081.0 nM PMID[533214]
NPT2 Others Unspecified Potency n.a. 35481.3 nM PMID[533215]
NPT2 Others Unspecified AC50 n.a. 5011.9 nM PMID[533216]
NPT2 Others Unspecified Ac50 n.a. 39.81 uM PMID[533216]
NPT2 Others Unspecified Ac50 n.a. 5.012 uM PMID[533216]
NPT2 Others Unspecified AC50 n.a. 39810.7 nM PMID[533216]
NPT2 Others Unspecified Potency n.a. 57879.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 1453.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 41 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 40975.7 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 NPC258096 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
0.7273 Intermediate Similarity NPC329501
0.68 Remote Similarity NPC263968
0.6667 Remote Similarity NPC270175
0.6667 Remote Similarity NPC119368
0.6316 Remote Similarity NPC35268
0.6071 Remote Similarity NPC152949
0.5789 Remote Similarity NPC274538
0.5789 Remote Similarity NPC246534
0.5714 Remote Similarity NPC89546
0.5714 Remote Similarity NPC27675
0.5667 Remote Similarity NPC95589
0.5667 Remote Similarity NPC325909
0.5625 Remote Similarity NPC323644

  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 NPC258096 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
0.8421 Intermediate Similarity NPD8816 Approved
0.7308 Intermediate Similarity NPD382 Approved
0.7037 Intermediate Similarity NPD381 Approved
0.6552 Remote Similarity NPD5384 Approved
0.6552 Remote Similarity NPD5385 Approved
0.6538 Remote Similarity NPD8790 Approved
0.6538 Remote Similarity NPD8789 Approved
0.6207 Remote Similarity NPD2705 Approved
0.6207 Remote Similarity NPD2706 Approved
0.6207 Remote Similarity NPD3734 Approved
0.6071 Remote Similarity NPD9465 Approved
0.6 Remote Similarity NPD2275 Approved
0.6 Remote Similarity NPD1156 Clinical (unspecified phase)
0.6 Remote Similarity NPD2274 Approved
0.5938 Remote Similarity NPD1832 Approved
0.5938 Remote Similarity NPD1833 Approved
0.5806 Remote Similarity NPD2276 Clinical (unspecified phase)
0.5714 Remote Similarity NPD9063 Approved
0.5714 Remote Similarity NPD9064 Approved
0.5667 Remote Similarity NPD401 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