NAV

5-(4-PHENOXYPHENYL)-5-(4-PYRIMIDIN-2-YLPIPERAZIN-1-YL)PYRIMIDINE-2,4,6(2H,3H)-TRIONE

Identification

Generic Name
5-(4-PHENOXYPHENYL)-5-(4-PYRIMIDIN-2-YLPIPERAZIN-1-YL)PYRIMIDINE-2,4,6(2H,3H)-TRIONE
DrugBank Accession Number
DB07117
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 458.4693
Monoisotopic: 458.170253222
Chemical Formula
C24H22N6O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMatrix metalloproteinase-9Not 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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as diphenylethers. These are aromatic compounds containing two benzene rings linked to each other through an ether group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Diphenylethers
Direct Parent
Diphenylethers
Alternative Parents
N-arylpiperazines / Diarylethers / Alpha amino acids and derivatives / Barbituric acid derivatives / Phenol ethers / Phenoxy compounds / Dialkylarylamines / N-alkylpiperazines / N-acyl ureas / Aralkylamines
show 9 more
Substituents
1,3-diazinane / 1,4-diazinane / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aminopyrimidine / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Barbiturate
show 29 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
N-arylpiperazine, pyrimidone (CHEBI:40082)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
FMKQJGOROFNCGM-UHFFFAOYSA-N
InChI
InChI=1S/C24H22N6O4/c31-20-24(21(32)28-23(33)27-20,30-15-13-29(14-16-30)22-25-11-4-12-26-22)17-7-9-19(10-8-17)34-18-5-2-1-3-6-18/h1-12H,13-16H2,(H2,27,28,31,32,33)
IUPAC Name
5-(4-phenoxyphenyl)-5-[4-(pyrimidin-2-yl)piperazin-1-yl]-1,3-diazinane-2,4,6-trione
SMILES
O=C1NC(=O)C(N2CCN(CC2)C2=NC=CC=N2)(C(=O)N1)C1=CC=C(OC2=CC=CC=C2)C=C1

References

General References
Not Available
PubChem Compound
10072851
PubChem Substance
99443588
ChemSpider
8248391
ZINC
ZINC000016052323
PDBe Ligand
4MR
PDB Entries
2ovx

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 Solubility0.031 mg/mLALOGPS
logP2.07ALOGPS
logP2.52Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)6.67Chemaxon
pKa (Strongest Basic)3.15Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area116.76 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity123.02 m3·mol-1Chemaxon
Polarizability46.23 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9606
Blood Brain Barrier+0.6586
Caco-2 permeable-0.645
P-glycoprotein substrateSubstrate0.787
P-glycoprotein inhibitor IInhibitor0.6443
P-glycoprotein inhibitor IINon-inhibitor0.7721
Renal organic cation transporterNon-inhibitor0.6487
CYP450 2C9 substrateNon-substrate0.7562
CYP450 2D6 substrateNon-substrate0.7898
CYP450 3A4 substrateSubstrate0.5407
CYP450 1A2 substrateNon-inhibitor0.8731
CYP450 2C9 inhibitorNon-inhibitor0.659
CYP450 2D6 inhibitorNon-inhibitor0.9374
CYP450 2C19 inhibitorNon-inhibitor0.6104
CYP450 3A4 inhibitorNon-inhibitor0.8238
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8221
Ames testNon AMES toxic0.5704
CarcinogenicityNon-carcinogens0.8847
BiodegradationNot ready biodegradable0.9914
Rat acute toxicity2.6063 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7722
hERG inhibition (predictor II)Inhibitor0.7106
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/MSsplash10-0a4i-0001900000-d8d653e2deb9c312bd1b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0005900000-06344e4acfcabf487205
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-1008900000-82675ad1b1afcfce9a67
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000300000-3909e6e0936fb5f9e5e5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a5d-1108900000-bbc60b5bbdbaa428b5d3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-6204900000-4f63dcb83a57c97ede96
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]-197.29468
predicted
DeepCCS 1.0 (2019)
[M+H]+199.69023
predicted
DeepCCS 1.0 (2019)
[M+Na]+205.78357
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Matrix metalloproteinase-9
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
May play an essential role in local proteolysis of the extracellular matrix and in leukocyte migration. Could play a role in bone osteoclastic resorption. Cleaves KiSS1 at a Gly-|-Leu bond. Cleaves...
Gene Name
MMP9
Uniprot ID
P14780
Uniprot Name
Matrix metalloproteinase-9
Molecular Weight
78457.51 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:19 / Updated at June 12, 2020 16:52