Natural Product: NPC21142

Natural Product ID:  NPC21142
Common Name:   Ethosuximide
IUPAC Name:   3-ethyl-3-methylpyrrolidine-2,5-dione
Synonyms:   CI-366; CN-10395; Emeside; Ethosuximide; PM-671; Suxinutin; Zarontin
Molecular Formula:   C7H11NO2
Standard InCHIKey:  HAPOVYFOVVWLRS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H11NO2/c1-3-7(2)4-5(9)8-6(7)10/h3-4H2,1-2H3,(H,8,9,10)
Canonical SMILES:  CC1(CC)CC(=NC1=O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO7170 Tylophora ovata Species Apocynaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT673 Organism Gallus gallus Gallus gallus ED50 > 1000 mg/kg 1992141
NPT673 Organism Gallus gallus Gallus gallus ED50 = 130.4 mg/kg 1992141
NPT673 Organism Gallus gallus Gallus gallus TD50 = 440.8 mg/kg 1992141
NPT32 Organism Mus musculus Mus musculus ED50 = 130.35 mg/kg 3336019
NPT32 Organism Mus musculus Mus musculus TD50 = 440.83 mg/kg 3336019
NPT32 Organism Mus musculus Mus musculus Ratio < 0.44 3336019
NPT32 Organism Mus musculus Mus musculus Ratio = 3.38 3336019
NPT32 Organism Mus musculus Mus musculus ED50 > 1000 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 130 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus TD50 = 441 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus LD50 = 1810 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 459 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 243 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 193 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus TD50 = 879 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 54 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus TD50 = 1010 mg/kg 8691481
NPT32 Organism Mus musculus Mus musculus ED50 = 130.4 mg/kg 1681105
NPT32 Organism Mus musculus Mus musculus ED50 > 1000 mg/kg 1681105
NPT32 Organism Mus musculus Mus musculus ED50 = 459 mg/kg 1681105
NPT32 Organism Mus musculus Mus musculus ED50 = 242.7 mg/kg 1681105
NPT32 Organism Mus musculus Mus musculus TD50 = 440.8 mg/kg 1681105
NPT32 Organism Mus musculus Mus musculus ED50 > 1000 mg/kg 2061925
NPT32 Organism Mus musculus Mus musculus ED50 = 130.4 mg/kg 2061925
NPT32 Organism Mus musculus Mus musculus TD50 = 440.8 mg/kg 2061925
NPT32 Organism Mus musculus Mus musculus ED50 = 130.4 mg/kg 2296016
NPT32 Organism Mus musculus Mus musculus ED50 = 130.35 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus TD50 = 440.83 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus ED50 = 192.21 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus TD50 = 879.21 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus ED50 = 459.01 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus ED50 = 242.69 mg/kg 3820228
NPT32 Organism Mus musculus Mus musculus ED50 = 130.4 mg/kg 10.1016/0960-894X(96)00220-X
NPT32 Organism Mus musculus Mus musculus ED50 = 161 mg/kg 8627613
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 1000 mg/kg 8246220
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 130 mg/kg 8246220
NPT32 Organism Mus musculus Mus musculus TD50 = 441 mg/kg 8246220
NPT32 Organism Mus musculus Mus musculus ED50 = 161 mg/kg 9016327
NPT32 Organism Mus musculus Mus musculus ED50 > 562 mg/kg 9016327
NPT32 Organism Mus musculus Mus musculus ED 50 > 1000 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED 50 = 130.4 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus TD50 = 440.8 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus Activity = 0.5 2308142
NPT32 Organism Mus musculus Mus musculus LD50 = 1752.2 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED50 > 2000 mg/kg 2308142
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 1200 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED50 = 192.21 mg/kg 2308142
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 53.97 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus TD50 = 879.21 mg/kg 2308142
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 = 1012.31 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED50 = 130.4 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED50 = 459 mg/kg 2308142
NPT32 Organism Mus musculus Mus musculus ED50 = 242.7 mg/kg 2308142
NPT2 Others Unspecified Ratio = 3.38 2308142
NPT2 Others Unspecified Ratio = 2.06 2308142
NPT2 Others Unspecified Ratio = 4.57 2308142
NPT2 Others Unspecified Ratio = 18.75 2308142
NPT32 Organism Mus musculus Mus musculus Activity = 100 mg/kg 18375131
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 18375131
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 17418452
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 18222569
NPT1725 Individual Protein Voltage-gated T-type calcium channel alpha-1I subunit Homo sapiens IC50 > 5000000 nM 18817368
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 18396352
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 18403060
NPT32 Organism Mus musculus Mus musculus ED50 = 100 mg/kg 20211511
NPT32 Organism Mus musculus Mus musculus ED50 = 300 mg/kg 20211511
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 500 mg/kg 20638856
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 167 mg/kg 20638856
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 500 mg/kg 20638856
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 25 % 20638856
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 50 % 20638856
NPT32 Organism Mus musculus Mus musculus Activity = 300 mg/kg 20638856
NPT32 Organism Mus musculus Mus musculus Activity = 100 mg/kg 20638856
NPT1416 Individual Protein Neuropeptide S receptor Homo sapiens Potency = 25118.9 nM PubChem BioAssay data set
NPT531 Individual Protein Nuclear receptor ROR-gamma Mus musculus Potency = 2818.4 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 6 nM PubChem BioAssay data set
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 500 mg/kg 21917466
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 167 mg/kg 21917466
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 500 mg/kg 21917466
NPT7 Individual Protein Thioredoxin reductase 1, cytoplasmic Rattus norvegicus Potency 29934.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 29081 nM PubChem BioAssay data set
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio TD50/ED50 > 3 21862182
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 500 mg/kg 21862182
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 167 mg/kg 21862182
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 500 mg/kg 21862182
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2 21862182
NPT32 Organism Mus musculus Mus musculus ED50 = 167 mg/kg 21862182
NPT32 Organism Mus musculus Mus musculus TD50 = 341 mg/kg 21862182
NPT32 Organism Mus musculus Mus musculus ED50 = 136 mg/kg 21862182
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 21862182
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2.5 21862182
NPT32 Organism Mus musculus Mus musculus TD50 = 71.6 mg/kg 10.1007/s00044-010-9313-6
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 < 0.2 10.1007/s00044-010-9313-6
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 8.1 10.1007/s00044-010-9313-6
NPT32 Organism Mus musculus Mus musculus ED50 > 100 mg/kg 10.1007/s00044-010-9313-6
NPT32 Organism Mus musculus Mus musculus ED50 = 8.8 mg/kg 10.1007/s00044-010-9313-6
NPT1726 Organism Vibrio harveyi Vibrio harveyi Inhibition = 43 % 23777899
NPT1726 Organism Vibrio harveyi Vibrio harveyi Inhibition = 0 % 23777899
NPT1726 Organism Vibrio harveyi Vibrio harveyi Inhibition = 30 % 23777899
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 167 mg/kg 23993970
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio TD50/ED50 > 2.99 23993970
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 500 mg/kg 23993970
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 500 mg/kg 23993970
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2 24095092
NPT32 Organism Mus musculus Mus musculus TD50 = 341 mg/kg 24095092
NPT32 Organism Mus musculus Mus musculus ED50 = 167 mg/kg 24095092
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 102.86 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 137.47 % 23571415
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio TD50/ED50 > 3 23831504
NPT32 Organism Mus musculus Mus musculus TD50 = 2406.4 umol/kg 23831504
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2 23831504
NPT32 Organism Mus musculus Mus musculus ED50 = 1178.5 umol/kg 23831504
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 3540 umol/kg 23831504
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 1182 umol/kg 23831504
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 > 3540 umol/kg 23831504
NPT153 Individual Protein Androgen Receptor Homo sapiens Potency 21131.7 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 59.5 nM PubChem BioAssay data set
NPT104 Individual Protein Cerebroside-sulfatase Homo sapiens Potency 8912.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 7.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency 29849.3 nM PubChem BioAssay data set
NPT32 Organism Mus musculus Mus musculus Ratio = 1.34 17747
NPT32 Organism Mus musculus Mus musculus Ratio = 1.71 17747
NPT32 Organism Mus musculus Mus musculus TD50 = 441 mg/kg 845873
NPT32 Organism Mus musculus Mus musculus ED50 = 130 mg/kg 845873
NPT32 Organism Mus musculus Mus musculus ED50 > 1000 mg/kg 845873
NPT32 Organism Mus musculus Mus musculus TD50 = 2.32 mmol/Kg 17747
NPT32 Organism Mus musculus Mus musculus ED50 = 2320 umol/kg 17747
NPT32 Organism Mus musculus Mus musculus ED50 = 130 mg/kg 24813879
NPT32 Organism Mus musculus Mus musculus TD50 = 440.8 mg/kg 24813879
NPT32 Organism Mus musculus Mus musculus ED50 > 1000 mg/kg 24813879
NPT32 Organism Mus musculus Mus musculus Inhibition = 64 % 24973660
NPT32 Organism Mus musculus Mus musculus Activity = 120 % 24973660
NPT32 Organism Mus musculus Mus musculus Inhibition = 75 % 24973660
NPT32 Organism Mus musculus Mus musculus ED50 = 167 mg/kg 25454269
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2 25454269
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 50 % 25014748
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 25 % 25014748
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 167 mg/kg 25014748
NPT29 Organism Rattus norvegicus Rattus norvegicus TD50 > 500 mg/kg 25014748
NPT29 Organism Rattus norvegicus Rattus norvegicus Ratio TD50/ED50 > 3 25014748
NPT32 Organism Mus musculus Mus musculus ED50 > 3550 umol/kg 25150088
NPT32 Organism Mus musculus Mus musculus ED50 = 964 umol/kg 25150088
NPT32 Organism Mus musculus Mus musculus TD50 = 2420 umol/kg 25150088
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2.5 25150088
NPT32 Organism Mus musculus Mus musculus ED50 = 1184 umol/kg 25150088
NPT32 Organism Mus musculus Mus musculus ED50 = 166 umol/kg 25150088
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2 25150088
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 25868743
NPT32 Organism Mus musculus Mus musculus ED50 = 140.4 mg/kg 25868743
NPT32 Organism Mus musculus Mus musculus TD50 = 318.01 mg/kg 25868743
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2.26 25868743
NPT2 Others Unspecified AC50 14130 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 14125.4 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 354.8 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 707.9 nM PubChem BioAssay data set
NPT2 Others Unspecified AC50 1122 nM PubChem BioAssay data set
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 26052884
NPT32 Organism Mus musculus Mus musculus ED50 = 147.8 mg/kg 26052884
NPT32 Organism Mus musculus Mus musculus ED50 > 200 mg/kg 26052884
NPT32 Organism Mus musculus Mus musculus TD50 = 722.1 mg/kg 26052884
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 4.89 26052884
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 26241874
NPT32 Organism Mus musculus Mus musculus ED50 = 140.4 mg/kg 26241874
NPT32 Organism Mus musculus Mus musculus TD50 = 318.01 mg/kg 26241874
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2.26 26241874
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 26746343
NPT32 Organism Mus musculus Mus musculus ED50 = 147.8 mg/kg 26746343
NPT32 Organism Mus musculus Mus musculus ED50 > 200 mg/kg 26746343
NPT32 Organism Mus musculus Mus musculus TD50 = 722.1 mg/kg 26746343
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 4.89 26746343
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 2.26 26970661
NPT32 Organism Mus musculus Mus musculus TD50 = 318.01 mg/kg 26970661
NPT32 Organism Mus musculus Mus musculus ED50 = 140.4 mg/kg 26970661
NPT32 Organism Mus musculus Mus musculus ED50 > 500 mg/kg 27211245
NPT32 Organism Mus musculus Mus musculus ED50 = 147.8 mg/kg 27211245
NPT32 Organism Mus musculus Mus musculus ED50 > 200 mg/kg 27211245
NPT32 Organism Mus musculus Mus musculus TD50 = 722.1 mg/kg 27211245
NPT32 Organism Mus musculus Mus musculus Ratio TD50/ED50 = 4.9 27211245

  Similar Natural Products 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 NPC21142 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
0.8 Intermediate Similarity NPC33721
0.6429 Remote Similarity NPC471131
0.614 Remote Similarity NPC29950
0.614 Remote Similarity NPC19576
0.5965 Remote Similarity NPC327239
0.5957 Remote Similarity NPC145895
0.5862 Remote Similarity NPC322946
0.5714 Remote Similarity NPC316826
0.5714 Remote Similarity NPC317143
0.5692 Remote Similarity NPC105297
0.5645 Remote Similarity NPC318260
0.5625 Remote Similarity NPC329564
0.5625 Remote Similarity NPC327170

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC21142 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
1.0 High Similarity NPD9200 Approved
0.8 Intermediate Similarity NPD8576 Approved
0.6346 Remote Similarity NPD9400 Approved
0.6346 Remote Similarity NPD9399 Approved
0.6226 Remote Similarity NPD9658 Clinical (unspecified phase)
0.6167 Remote Similarity NPD9647 Approved
0.614 Remote Similarity NPD61 Approved
0.614 Remote Similarity NPD8847 Approved
0.614 Remote Similarity NPD8846 Approved
0.6071 Remote Similarity NPD323 Approved
0.5968 Remote Similarity NPD354 Approved
0.5965 Remote Similarity NPD324 Approved
0.5965 Remote Similarity NPD325 Approved
0.5938 Remote Similarity NPD9625 Approved
0.5862 Remote Similarity NPD9441 Phase 2
0.5763 Remote Similarity NPD611 Approved
0.5763 Remote Similarity NPD609 Approved
0.5667 Remote Similarity NPD608 Approved
0.5667 Remote Similarity NPD610 Approved

Structure

External Identifiers

PubChem CID   3291
ChEMBL   CHEMBL696
ZINC  

Physicochemical Properties

Molecular Weight:  141.08
ALogP:  -0.2374
MLogP:  1.9
XLogP:  0.751
# Rotatable Bonds:  4
Polar Surface Area:  49.66
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  10

Download Data

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