N-Ethylmaleimide

Identification

Generic Name
N-Ethylmaleimide
DrugBank Accession Number
DB02967
Background

A sulfhydryl reagent that is widely used in experimental biochemical studies. [PubChem]

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 125.1253
Monoisotopic: 125.047678473
Chemical Formula
C6H7NO2
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGalectin-10Not AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as maleimides. These are compounds containing a 2,5-pyrroledione moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrrolidines
Sub Class
Pyrrolidones
Direct Parent
Maleimides
Alternative Parents
N-substituted carboxylic acid imides / Pyrrolines / Dicarboximides / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxylic acid derivative / Carboxylic acid imide / Carboxylic acid imide, n-substituted / Dicarboximide / Hydrocarbon derivative / Maleimide / Organic nitrogen compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
maleimides (CHEBI:44485) / a small molecule (N-ETHYLMALEIMIDE)
Affected organisms
Not Available

Chemical Identifiers

UNII
O3C74ACM9V
CAS number
128-53-0
InChI Key
HDFGOPSGAURCEO-UHFFFAOYSA-N
InChI
InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
IUPAC Name
1-ethyl-2,5-dihydro-1H-pyrrole-2,5-dione
SMILES
CCN1C(=O)C=CC1=O

References

General References
Not Available
KEGG Compound
C02441
PubChem Compound
4362
PubChem Substance
46509138
ChemSpider
4209
BindingDB
50220832
ChEBI
44485
ChEMBL
CHEMBL8211
ZINC
ZINC000000901367
PDBe Ligand
NEQ
Wikipedia
N-Ethylmaleimide
PDB Entries
1g86 / 2puo / 3v61 / 3v62 / 4ozt

Clinical Trials

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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)45.5 °CPhysProp
Predicted Properties
PropertyValueSource
Water Solubility254.0 mg/mLALOGPS
logP0.02ALOGPS
logP-0.055Chemaxon
logS0.31ALOGPS
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area37.38 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity33 m3·mol-1Chemaxon
Polarizability11.99 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.999
Caco-2 permeable+0.6548
P-glycoprotein substrateNon-substrate0.7796
P-glycoprotein inhibitor INon-inhibitor0.8594
P-glycoprotein inhibitor IINon-inhibitor0.9469
Renal organic cation transporterNon-inhibitor0.7961
CYP450 2C9 substrateNon-substrate0.8078
CYP450 2D6 substrateNon-substrate0.8438
CYP450 3A4 substrateNon-substrate0.5974
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.9607
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8762
Ames testNon AMES toxic0.5396
CarcinogenicityNon-carcinogens0.8223
BiodegradationNot ready biodegradable0.5594
Rat acute toxicity3.5639 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9607
hERG inhibition (predictor II)Non-inhibitor0.9641
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MSGC-MSsplash10-03di-0900000000-c33b88171d7a7134d8ea
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-004i-9400000000-99633ca04b12b829d300
GC-MS Spectrum - EI-BGC-MSsplash10-004i-9100000000-48f43555ac8c500a19ef
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-056u-6900000000-94013ce2ca6bdcffb4df
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0a7j-9400000000-53554a958dc4ae9f48a7
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-0059-9000000000-fa6c358f580cb0f757de
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-e7b72b3c791bdf455d37
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-4900000000-fd4a45c3dbf56ca5c5aa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-3900000000-df6824094726de577afe
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000f-9000000000-7c36e9fc1dfabae669d8
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0007-9000000000-6891f6cce18131b187f2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-9000000000-b5f0580f268d1a510dc0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-b00d5567bff451699161
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-122.1452936
predicted
DarkChem Lite v0.1.0
[M-H]-119.113205
predicted
DeepCCS 1.0 (2019)
[M+H]+123.1975936
predicted
DarkChem Lite v0.1.0
[M+H]+122.164444
predicted
DeepCCS 1.0 (2019)
[M+Na]+122.7584936
predicted
DarkChem Lite v0.1.0
[M+Na]+130.73717
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Cysteine-type endopeptidase activity involved in apoptotic process
Specific Function
Regulates immune responses through the recognition of cell-surface glycans. Essential for the anergy and suppressive function of CD25-positive regulatory T-cells (Treg).
Gene Name
CLC
Uniprot ID
Q05315
Uniprot Name
Galectin-10
Molecular Weight
16452.785 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52