1-((2-HYDROXYETHOXY)METHYL)-5-(3-(BENZYLOXY)BENZYL)-6-HYDROXYPYRIMIDINE-2,4(1H,3H)-DIONE

Identification

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Name
1-((2-HYDROXYETHOXY)METHYL)-5-(3-(BENZYLOXY)BENZYL)-6-HYDROXYPYRIMIDINE-2,4(1H,3H)-DIONE
Accession Number
DB07439
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 398.4092
Monoisotopic: 398.147786446
Chemical Formula
C21H22N2O6
InChI Key
CAWXCABXSPTFRN-UHFFFAOYSA-N
InChI
InChI=1S/C21H22N2O6/c24-9-10-28-14-23-20(26)18(19(25)22-21(23)27)12-16-7-4-8-17(11-16)29-13-15-5-2-1-3-6-15/h1-8,11,24,26H,9-10,12-14H2,(H,22,25,27)
IUPAC Name
5-{[3-(benzyloxy)phenyl]methyl}-6-hydroxy-1-[(2-hydroxyethoxy)methyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
OCCOCN1C(=O)NC(=O)C(CC2=CC=CC(OCC3=CC=CC=C3)=C2)=C1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UUridine phosphorylaseNot AvailableEscherichia coli (strain K12)
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
Toxicity
Not Available
Affected organisms
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

References

General References
Not Available
External Links
PubChem Compound
5287741
PubChem Substance
99443910
ChemSpider
4450045
BindingDB
50330391
HET
BBB
PDB Entries
1u1g

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0122 mg/mLALOGPS
logP1.73ALOGPS
logP2.42ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)6.64ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area108.33 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity114.42 m3·mol-1ChemAxon
Polarizability40.95 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7219
Blood Brain Barrier+0.5633
Caco-2 permeable-0.6842
P-glycoprotein substrateSubstrate0.6401
P-glycoprotein inhibitor IInhibitor0.6497
P-glycoprotein inhibitor IIInhibitor0.6552
Renal organic cation transporterNon-inhibitor0.7438
CYP450 2C9 substrateNon-substrate0.8134
CYP450 2D6 substrateNon-substrate0.8739
CYP450 3A4 substrateNon-substrate0.5378
CYP450 1A2 substrateNon-inhibitor0.8343
CYP450 2C9 inhibitorNon-inhibitor0.7864
CYP450 2D6 inhibitorNon-inhibitor0.8478
CYP450 2C19 inhibitorNon-inhibitor0.8398
CYP450 3A4 inhibitorNon-inhibitor0.558
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7981
Ames testNon AMES toxic0.6443
CarcinogenicityNon-carcinogens0.8521
BiodegradationReady biodegradable0.5
Rat acute toxicity1.9634 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7752
hERG inhibition (predictor II)Inhibitor0.7217
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Not Available
Direct Parent
Phenol ethers
Alternative Parents
Phenoxy compounds / Alkyl aryl ethers / Hydroxypyrimidines / Pyrimidones / Hydropyrimidines / Vinylogous acids / Vinylogous amides / Heteroaromatic compounds / Ureas / Lactams
show 6 more
Substituents
Phenoxy compound / Phenol ether / Alkyl aryl ether / Hydroxypyrimidine / Pyrimidone / Monocyclic benzene moiety / Hydropyrimidine / Pyrimidine / Heteroaromatic compound / Vinylogous acid
show 16 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
hydroxypyrimidine (CHEBI:40929)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Uridine phosphorylase activity
Specific Function
Catalyzes the reversible phosphorylytic cleavage of uridine and deoxyuridine to uracil and ribose- or deoxyribose-1-phosphate. The produced molecules are then utilized as carbon and energy sources ...
Gene Name
udp
Uniprot ID
P12758
Uniprot Name
Uridine phosphorylase
Molecular Weight
27158.88 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. [PubMed:10592235]

Drug created on September 15, 2010 15:21 / Updated on December 02, 2019 07:44