Uridine 5'-triphosphate
Identification
- Name
- Uridine 5'-triphosphate
- Accession Number
- DB04005
- Description
Uridine 5'-(tetrahydrogen triphosphate). A uracil nucleotide containing three phosphate groups esterified to the sugar moiety.
- Type
- Small Molecule
- Groups
- Experimental, Investigational
- Structure
Structure for Uridine 5'-triphosphate (DB04005)
- Weight
- Average: 484.1411
Monoisotopic: 483.968527356 - Chemical Formula
- C9H15N2O15P3
- Synonyms
- Uridine triphosphate
- External IDs
- INS-316
- INS316
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UUridine-cytidine kinase 2 Not Available Humans UGenome polyprotein Not Available HCV UGenome polyprotein Not Available Hepatitis C virus genotype 1b (isolate BK) - 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
Learn about our commercial Adverse Effects data.
Learn More- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside triphosphates. These are pyrimidine ribobucleotides with triphosphate 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 triphosphates
- Alternative Parents
- Pentose phosphates / Glycosylamines / Monosaccharide phosphates / Pyrimidones / Monoalkyl phosphates / Hydroxypyrimidines / Hydropyrimidines / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols show 7 more
- Substituents
- 1,2-diol / Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Hydroxypyrimidine show 21 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrimidine ribonucleoside 5'-triphosphate, uridine 5'-phosphate (CHEBI:15713) / Ribonucleotides (C00075)
Chemical Identifiers
- UNII
- UT0S826Z60
- CAS number
- 63-39-8
- InChI Key
- PGAVKCOVUIYSFO-XVFCMESISA-N
- InChI
- InChI=1S/C9H15N2O15P3/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
- IUPAC Name
- ({[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
- SMILES
- O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000285
- KEGG Compound
- C00075
- PubChem Compound
- 6133
- PubChem Substance
- 46507277
- ChemSpider
- 5903
- BindingDB
- 50118213
- ChEBI
- 15713
- ChEMBL
- CHEMBL336296
- ZINC
- ZINC000003861755
- Therapeutic Targets Database
- DNC001492
- PDBe Ligand
- UTP
- Wikipedia
- Uridine_triphosphate
- PDB Entries
- 1gx6 / 1nb6 / 1r8c / 1r9s / 1twf / 1uei / 1v34 / 2b51 / 2b56 / 2bnf … show 75 more
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Treatment Lung Cancers 1 2 Completed Diagnostic Lung Cancers 1 2 Terminated Not Available Interstitial Lung Diseases (ILD) 1 0 Recruiting Basic Science Receptor Blockade 1 Not Available Unknown Status Diagnostic Lung Cancers 1
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
Property Value Source Water Solubility 8.37 mg/mL ALOGPS logP -0.07 ALOGPS logP -3.4 ChemAxon logS -1.8 ALOGPS pKa (Strongest Acidic) 0.9 ChemAxon pKa (Strongest Basic) -3.7 ChemAxon Physiological Charge -3 ChemAxon Hydrogen Acceptor Count 12 ChemAxon Hydrogen Donor Count 7 ChemAxon Polar Surface Area 258.92 Å2 ChemAxon Rotatable Bond Count 8 ChemAxon Refractivity 85.18 m3·mol-1 ChemAxon Polarizability 35.37 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 0 ChemAxon Rule of Five No ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9556 Blood Brain Barrier + 0.7546 Caco-2 permeable - 0.8073 P-glycoprotein substrate Non-substrate 0.7589 P-glycoprotein inhibitor I Non-inhibitor 0.8744 P-glycoprotein inhibitor II Non-inhibitor 0.9663 Renal organic cation transporter Non-inhibitor 0.9495 CYP450 2C9 substrate Non-substrate 0.6515 CYP450 2D6 substrate Non-substrate 0.853 CYP450 3A4 substrate Non-substrate 0.5684 CYP450 1A2 substrate Non-inhibitor 0.8879 CYP450 2C9 inhibitor Non-inhibitor 0.9131 CYP450 2D6 inhibitor Non-inhibitor 0.9021 CYP450 2C19 inhibitor Non-inhibitor 0.8878 CYP450 3A4 inhibitor Non-inhibitor 0.9193 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9549 Ames test Non AMES toxic 0.897 Carcinogenicity Non-carcinogens 0.9069 Biodegradation Ready biodegradable 0.5964 Rat acute toxicity 2.1803 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9708 hERG inhibition (predictor II) Non-inhibitor 0.7504
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0900200000-1e49702931dc8a0616fa Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-3901000000-9e6c30251cef88879070 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-5900000000-7dd9d18bd041b36c39c3 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-01ql-3420900000-bdedb290606a4f13570e Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-06wc-9430100000-e99725c1e87e0bb4d74b Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-056r-9510000000-3cdeab5c42d219775293 1H NMR Spectrum 1D NMR Not Applicable 13C NMR Spectrum 1D NMR Not Applicable
Targets
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Uridine kinase activity
- Specific Function
- Phosphorylates uridine and cytidine to uridine monophosphate and cytidine monophosphate. Does not phosphorylate deoxyribonucleosides or purine ribonucleosides. Can use ATP or GTP as a phosphate don...
- Gene Name
- UCK2
- Uniprot ID
- Q9BZX2
- Uniprot Name
- Uridine-cytidine kinase 2
- Molecular Weight
- 29298.92 Da
References
- 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]
- 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]
- Kind
- Protein
- Organism
- HCV
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
- Gene Name
- Not Available
- Uniprot ID
- P26662
- Uniprot Name
- Genome polyprotein
- Molecular Weight
- 327018.235 Da
References
- 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]
- 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]
- Kind
- Protein
- Organism
- Hepatitis C virus genotype 1b (isolate BK)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Core protein packages viral RNA to form a viral nucleocapsid, and promotes virion budding. Modulates viral translation initiation by interacting with HCV IRES and 40S ribosomal subunit. Also regula...
- Gene Name
- Not Available
- Uniprot ID
- P26663
- Uniprot Name
- Genome polyprotein
- Molecular Weight
- 327190.435 Da
References
- 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]
- 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 12, 2020 10:52