1-{(2S,5S)-4-FLUORO-5-[(TRITYLOXY)METHYL]TETRAHYDROFURAN-2-YL}PYRIMIDINE-2,4(1H,3H)-DIONE

Identification

Name
1-{(2S,5S)-4-FLUORO-5-[(TRITYLOXY)METHYL]TETRAHYDROFURAN-2-YL}PYRIMIDINE-2,4(1H,3H)-DIONE
Accession Number
DB04685
Description
Not Available
Type
Small Molecule
Groups
Experimental
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Structure
Thumb
Weight
Average: 472.5075
Monoisotopic: 472.179835503
Chemical Formula
C28H25FN2O4
Synonyms
Not Available

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDeoxyuridine 5'-triphosphate nucleotidohydrolase, putativeNot AvailablePlasmodium falciparum (isolate 3D7)
UDeoxyuridine 5'-triphosphate nucleotidohydrolase, mitochondrialNot 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
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

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Triphenyl compounds
Sub Class
Not Available
Direct Parent
Triphenyl compounds
Alternative Parents
Pyrimidine 2',3'-dideoxyribonucleosides / Benzylethers / Pyrimidones / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Tetrahydrofurans / Lactams / Ureas / Azacyclic compounds
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Substituents
Alkyl fluoride / Alkyl halide / Aromatic heteromonocyclic compound / Azacycle / Benzylether / Dialkyl ether / Ether / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine
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Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, pyrimidine 2',3'-dideoxyribonucleoside (CHEBI:42311)

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
GJNIPWYJQUGERM-BFLUCZKCSA-N
InChI
InChI=1S/C28H25FN2O4/c29-23-18-26(31-17-16-25(32)30-27(31)33)35-24(23)19-34-28(20-10-4-1-5-11-20,21-12-6-2-7-13-21)22-14-8-3-9-15-22/h1-17,23-24,26H,18-19H2,(H,30,32,33)/t23-,24+,26+/m0/s1
IUPAC Name
1-[(2R,4S,5R)-4-fluoro-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
SMILES
[H][[email protected]]1(F)C[[email protected]@]([H])(O[[email protected]]1([H])COC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)N1C=CC(=O)NC1=O

References

General References
Not Available
PubChem Compound
4369390
PubChem Substance
46507952
ChemSpider
3571965
BindingDB
50190544
ChEMBL
CHEMBL209720
ZINC
ZINC000012504465
PDBe Ligand
DUX
PDB Entries
1vyq

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 Solubility0.00117 mg/mLALOGPS
logP4.3ALOGPS
logP5.18ChemAxon
logS-5.6ALOGPS
pKa (Strongest Acidic)9.46ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area67.87 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity129.16 m3·mol-1ChemAxon
Polarizability48.78 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9848
Blood Brain Barrier+0.9766
Caco-2 permeable-0.7197
P-glycoprotein substrateNon-substrate0.6847
P-glycoprotein inhibitor IInhibitor0.6644
P-glycoprotein inhibitor IIInhibitor0.577
Renal organic cation transporterNon-inhibitor0.7149
CYP450 2C9 substrateNon-substrate0.7997
CYP450 2D6 substrateNon-substrate0.8646
CYP450 3A4 substrateSubstrate0.6115
CYP450 1A2 substrateNon-inhibitor0.7767
CYP450 2C9 inhibitorInhibitor0.5645
CYP450 2D6 inhibitorNon-inhibitor0.8685
CYP450 2C19 inhibitorInhibitor0.5426
CYP450 3A4 inhibitorInhibitor0.5271
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7171
Ames testNon AMES toxic0.5222
CarcinogenicityNon-carcinogens0.7734
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4522 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9611
hERG inhibition (predictor II)Non-inhibitor0.6032
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

Targets

Kind
Protein
Organism
Plasmodium falciparum (isolate 3D7)
Pharmacological action
Unknown
General Function
Dutp diphosphatase activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q8II92
Uniprot Name
Deoxyuridine 5'-triphosphate nucleotidohydrolase, putative
Molecular Weight
19572.98 Da
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Poly(a) rna binding
Specific Function
This enzyme is involved in nucleotide metabolism: it produces dUMP, the immediate precursor of thymidine nucleotides and it decreases the intracellular concentration of dUTP so that uracil cannot b...
Gene Name
DUT
Uniprot ID
P33316
Uniprot Name
Deoxyuridine 5'-triphosphate nucleotidohydrolase, mitochondrial
Molecular Weight
26562.975 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 11, 2007 11:49 / Updated on June 12, 2020 10:52

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