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[2-(Methyleneamine)-4-(4-Hydroxy-Benzylidine)-5-Oxo-4,5-Dihydro-Imidazol-1-Yl]-Acetaldehyde

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Overview

Structure
DrugBank ID
DB03998
Type
Small Molecule
US Approved
NO
Other Approved
NO
Patents
0
Indicated Conditions
0
Clinical Trials
Phase 0
0
Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Identification

Generic Name
[2-(Methyleneamine)-4-(4-Hydroxy-Benzylidine)-5-Oxo-4,5-Dihydro-Imidazol-1-Yl]-Acetaldehyde
DrugBank Accession Number
DB03998
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 275.26
Monoisotopic: 275.090605919
Chemical Formula
C13H13N3O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
Imidazolyl carboxylic acids and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Imidazolinones / Benzene and substituted derivatives / Amino acids / Propargyl-type 1,3-dipolar organic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Carboximidamides / Carboxamidines
show 6 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-imidazoline / Alpha-amino acid or derivatives / Amidine / Amine / Amino acid / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group
show 20 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IZZXWFHPOZIXIE-YHYXMXQVSA-N
InChI
InChI=1S/C13H13N3O4/c14-6-11-15-10(13(20)16(11)7-12(18)19)5-8-1-3-9(17)4-2-8/h1-5,17H,6-7,14H2,(H,18,19)/b10-5-
IUPAC Name
2-[(4Z)-2-(aminomethyl)-4-[(4-hydroxyphenyl)methylidene]-5-oxo-4,5-dihydro-1H-imidazol-1-yl]acetic acid
SMILES
[H]\C(=C1\N=C(CN)N(CC(O)=O)C1=O)C1=CC=C(O)C=C1

References

General References
Not Available
PubChem Compound
49866821
PubChem Substance
46508376
ChemSpider
25057118
ZINC
ZINC000058632170
PDBe Ligand
CR2
PDB Entries
1f09 / 1f0b / 1myw / 2dd7 / 2dd9 / 2g3o / 2g6x / 2g6y / 2yfp / 3ai4 …
show 118 more

Clinical Trials

Clinical Trials
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Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.328 mg/mLALOGPS
logP-0.78ALOGPS
logP-2.8Chemaxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.31Chemaxon
pKa (Strongest Basic)7.79Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area116.22 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity71.43 m3·mol-1Chemaxon
Polarizability27.5 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9708
Blood Brain Barrier+0.7832
Caco-2 permeable-0.6979
P-glycoprotein substrateSubstrate0.7133
P-glycoprotein inhibitor INon-inhibitor0.9496
P-glycoprotein inhibitor IINon-inhibitor0.8896
Renal organic cation transporterNon-inhibitor0.645
CYP450 2C9 substrateNon-substrate0.7726
CYP450 2D6 substrateNon-substrate0.8124
CYP450 3A4 substrateNon-substrate0.6403
CYP450 1A2 substrateNon-inhibitor0.8088
CYP450 2C9 inhibitorNon-inhibitor0.8249
CYP450 2D6 inhibitorNon-inhibitor0.9183
CYP450 2C19 inhibitorNon-inhibitor0.7142
CYP450 3A4 inhibitorNon-inhibitor0.9591
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9089
Ames testNon AMES toxic0.6931
CarcinogenicityNon-carcinogens0.8361
BiodegradationNot ready biodegradable0.9732
Rat acute toxicity2.4057 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8753
hERG inhibition (predictor II)Non-inhibitor0.8583
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
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-001l-9350000000-e1fa78fbf370e69a0188
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a70-0290000000-4455e46a5e89b7a0dbeb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-46cf076ca37c09bb76c7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0900-0290000000-94137cb80d201074b6eb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01x0-0490000000-26d8bcf55be4803313c4
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0kyi-1940000000-82b06f20651216d91d9b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-1930000000-1219e3bcbed92c4792c4
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]-170.76459
predicted
DeepCCS 1.0 (2019)
[M+H]+173.12259
predicted
DeepCCS 1.0 (2019)
[M+Na]+180.1029
predicted
DeepCCS 1.0 (2019)

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