NAV

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

Identification

Generic Name
8-Benzyl-2-Hydroxy-2-(4-Hydroxy-Benzyl)-6-(4-Hydroxy-Phenyl)-2h-Imidazo[1,2-a]Pyrazin-3-One
DrugBank Accession Number
DB02194
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 439.4626
Monoisotopic: 439.153206175
Chemical Formula
C26H21N3O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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 / Carboximidamides / Carboxamidines / Azacyclic compounds / Alkanolamines
show 3 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 2-imidazoline / Alkanolamine / Alpha-amino acid or derivatives / Amidine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboximidamide
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
imidazopyrazine (CHEBI:41738)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ULLMMKZQNNBLRN-SANMLTNESA-N
InChI
InChI=1S/C26H21N3O4/c30-20-10-6-18(7-11-20)15-26(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-hydroxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-2H,3H-imidazo[1,2-a]pyrazin-3-one
SMILES
OC1=CC=C(C[C@@]2(O)N=C3N(C=C(N=C3CC3=CC=CC=C3)C3=CC=C(O)C=C3)C2=O)C=C1

References

General References
Not Available
PubChem Compound
5287994
PubChem Substance
46507421
ChemSpider
4450243
ZINC
ZINC000038664782
PDBe Ligand
CTZ
PDB Entries
1el4 / 2hps

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 Solubility0.0147 mg/mLALOGPS
logP3.58ALOGPS
logP4.17Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)8.93Chemaxon
pKa (Strongest Basic)1.1Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area105.72 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity124.16 m3·mol-1Chemaxon
Polarizability46.11 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9317
Blood Brain Barrier+0.6331
Caco-2 permeable-0.5938
P-glycoprotein substrateSubstrate0.5366
P-glycoprotein inhibitor INon-inhibitor0.8162
P-glycoprotein inhibitor IIInhibitor0.5422
Renal organic cation transporterNon-inhibitor0.8017
CYP450 2C9 substrateNon-substrate0.7518
CYP450 2D6 substrateNon-substrate0.8024
CYP450 3A4 substrateSubstrate0.5774
CYP450 1A2 substrateNon-inhibitor0.5339
CYP450 2C9 inhibitorNon-inhibitor0.599
CYP450 2D6 inhibitorNon-inhibitor0.8214
CYP450 2C19 inhibitorNon-inhibitor0.7214
CYP450 3A4 inhibitorNon-inhibitor0.7635
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.537
Ames testNon AMES toxic0.6473
CarcinogenicityNon-carcinogens0.7838
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4298 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9969
hERG inhibition (predictor II)Non-inhibitor0.8758
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/MSsplash10-0006-0000900000-7d956ebcdbc994bf0603
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0000900000-05588b1050a949d547a9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0000900000-25870db8d3eb403f022a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001r-0728900000-b4fc184f3913b0a0226c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00kf-5955700000-47029a1f77c1cb631e41
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-008d-3943200000-d1109a67fcfe8a4030fc
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]-206.36937
predicted
DeepCCS 1.0 (2019)
[M+H]+208.76494
predicted
DeepCCS 1.0 (2019)
[M+Na]+214.67746
predicted
DeepCCS 1.0 (2019)

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