NAV

8-Benzyl-2-Hydroperoxy-2-(4-Hydroxy-Benzyl)-6-(4-Hydroxy-Phenyl)-2h-Imidazo[1,2-a]Pyrazin-3-One

Identification

Generic Name
8-Benzyl-2-Hydroperoxy-2-(4-Hydroxy-Benzyl)-6-(4-Hydroxy-Phenyl)-2h-Imidazo[1,2-a]Pyrazin-3-One
DrugBank Accession Number
DB02241
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 455.462
Monoisotopic: 455.148120797
Chemical Formula
C26H21N3O5
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

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
Imidazopyrazines / 1-hydroxy-2-unsubstituted benzenoids / Imidazolinones / Benzene and substituted derivatives / Ketimines / Propargyl-type 1,3-dipolar organic compounds / Peroxols / Carboximidamides / Carboxamidines / Azacyclic compounds
show 4 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-imidazoline / Alkyl hydroperoxide / Alpha-amino acid or derivatives / Amidine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboximidamide
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
imidazopyrazine, peroxol (CHEBI:41712)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HOSWCJDTHOAORT-SANMLTNESA-N
InChI
InChI=1S/C26H21N3O5/c30-20-10-6-18(7-11-20)15-26(34-33)25(32)29-16-23(19-8-12-21(31)13-9-19)27-22(24(29)28-26)14-17-4-2-1-3-5-17/h1-13,16,30-31,33H,14-15H2/t26-/m0/s1
IUPAC Name
(2S)-8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H,3H-imidazo[1,2-a]pyrazin-3-one
SMILES
OO[C@]1(CC2=CC=C(O)C=C2)N=C2N(C=C(N=C2CC2=CC=CC=C2)C2=CC=C(O)C=C2)C1=O

References

General References
Not Available
PubChem Compound
5288011
PubChem Substance
46506413
ChemSpider
4450257
ZINC
ZINC000058660460
PDBe Ligand
CZH
PDB Entries
1ej3 / 1jf0 / 1jf2 / 1qv0 / 1qv1 / 1sl9 / 3kpx / 4mrx / 4n1f / 4nqg …
show 1 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.016 mg/mLALOGPS
logP3.66ALOGPS
logP4.62Chemaxon
logS-4.4ALOGPS
pKa (Strongest Acidic)8.95Chemaxon
pKa (Strongest Basic)1.04Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area114.95 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity125.51 m3·mol-1Chemaxon
Polarizability46.89 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.845
Blood Brain Barrier+0.7599
Caco-2 permeable-0.6162
P-glycoprotein substrateNon-substrate0.541
P-glycoprotein inhibitor INon-inhibitor0.7682
P-glycoprotein inhibitor IINon-inhibitor0.696
Renal organic cation transporterNon-inhibitor0.7653
CYP450 2C9 substrateNon-substrate0.814
CYP450 2D6 substrateNon-substrate0.8151
CYP450 3A4 substrateSubstrate0.5791
CYP450 1A2 substrateNon-inhibitor0.5981
CYP450 2C9 inhibitorNon-inhibitor0.5955
CYP450 2D6 inhibitorNon-inhibitor0.8301
CYP450 2C19 inhibitorNon-inhibitor0.6488
CYP450 3A4 inhibitorNon-inhibitor0.6402
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6568
Ames testNon AMES toxic0.614
CarcinogenicityNon-carcinogens0.8006
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4410 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9945
hERG inhibition (predictor II)Non-inhibitor0.8576
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-05fr-0000900000-8e35757ab70b8d7af561
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-1000900000-5ea1a1c7a997518b7ac4
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-7b142c1e0f601366891d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0101900000-36f59cb65d3551f40464
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004l-9373500000-ceb97795142029620297
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00sl-3739200000-95fa2b8107b2f6b4e728
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]-191.72667
predicted
DeepCCS 1.0 (2019)
[M+H]+194.12222
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.03474
predicted
DeepCCS 1.0 (2019)

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