1-(5'-Phospho-Beta-D-Ribofuranosyl)Barbituric Acid

Identification

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Name
1-(5'-Phospho-Beta-D-Ribofuranosyl)Barbituric Acid
Accession Number
DB03668  (EXPT00725)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 340.1807
Monoisotopic: 340.030781158
Chemical Formula
C9H13N2O10P
InChI Key
AODYJUNLDJOADV-YXZULKJRSA-N
InChI
InChI=1S/C9H13N2O10P/c12-4-1-5(13)11(9(16)10-4)8-7(15)6(14)3(21-8)2-20-22(17,18)19/h3,6-8,14-15H,1-2H2,(H,10,12,16)(H2,17,18,19)/t3-,6-,7-,8-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2,6-dioxo-1,2,5,6-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
SMILES
[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C(=O)CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UOrotidine 5'-phosphate decarboxylaseNot 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
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
445132
PubChem Substance
46504629
ChemSpider
392864
ChEBI
41150
ChEMBL
CHEMBL1231399
HET
BMQ
PDB Entries
1eix / 3lht / 3lhu / 3lhv / 3lhw / 3lhy / 3lhz / 3li0 / 3li1

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 Solubility18.9 mg/mLALOGPS
logP-2ALOGPS
logP-2.6ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area186.42 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity63.77 m3·mol-1ChemAxon
Polarizability27.02 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.924
Blood Brain Barrier+0.6687
Caco-2 permeable-0.7476
P-glycoprotein substrateNon-substrate0.6938
P-glycoprotein inhibitor INon-inhibitor0.7963
P-glycoprotein inhibitor IINon-inhibitor0.9605
Renal organic cation transporterNon-inhibitor0.9445
CYP450 2C9 substrateNon-substrate0.7187
CYP450 2D6 substrateNon-substrate0.8519
CYP450 3A4 substrateNon-substrate0.5291
CYP450 1A2 substrateNon-inhibitor0.9027
CYP450 2C9 inhibitorNon-inhibitor0.8973
CYP450 2D6 inhibitorNon-inhibitor0.9128
CYP450 2C19 inhibitorNon-inhibitor0.8844
CYP450 3A4 inhibitorNon-inhibitor0.9457
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9823
Ames testNon AMES toxic0.7898
CarcinogenicityNon-carcinogens0.9015
BiodegradationReady biodegradable0.6677
Rat acute toxicity2.2355 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9764
hERG inhibition (predictor II)Non-inhibitor0.8798
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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 pyrimidine ribonucleoside monophosphates. These are pyrimidine ribobucleotides with monophosphate group linked to the ribose moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Pyrimidine nucleotides
Sub Class
Pyrimidine ribonucleotides
Direct Parent
Pyrimidine ribonucleoside monophosphates
Alternative Parents
Pentose phosphates / Monosaccharide phosphates / Barbituric acid derivatives / Monoalkyl phosphates / N-acyl ureas / 1,3-dicarbonyl compounds / Diazinanes / Dicarboximides / Tetrahydrofurans / Secondary alcohols
show 7 more
Substituents
Pyrimidine ribonucleoside monophosphate / Pentose phosphate / Pentose-5-phosphate / Monosaccharide phosphate / Pentose monosaccharide / Barbiturate / N-acyl urea / Pyrimidone / Monoalkyl phosphate / Ureide
show 27 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
pyrimidine ribonucleoside 5'-monophosphate (CHEBI:41150)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Orotidine-5'-phosphate decarboxylase activity
Specific Function
Catalyzes the decarboxylation of orotidine 5'-monophosphate (OMP) to uridine 5'-monophosphate (UMP).
Gene Name
pyrF
Uniprot ID
P08244
Uniprot Name
Orotidine 5'-phosphate decarboxylase
Molecular Weight
26349.99 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 05:54