5-Bromo-2'-deoxyuridine 5'-(dihydrogen phosphate)
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Identification
- Generic Name
- 5-Bromo-2'-deoxyuridine 5'-(dihydrogen phosphate)
- DrugBank Accession Number
- DB01903
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 387.078
Monoisotopic: 385.951464529 - Chemical Formula
- C9H12BrN2O8P
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UThymidylate synthase ThyX Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Pyrimidine nucleotides
- Sub Class
- Pyrimidine deoxyribonucleotides
- Direct Parent
- Pyrimidine 2'-deoxyribonucleoside monophosphates
- Alternative Parents
- Pyrimidones / Halopyrimidines / Monoalkyl phosphates / Aryl bromides / Hydropyrimidines / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Ureas / Secondary alcohols show 8 more
- Substituents
- Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Aryl bromide / Aryl halide / Azacycle / Halopyrimidine / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine show 21 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 51432-32-7
- InChI Key
- LHLHVDBXXZVYJT-RRKCRQDMSA-N
- InChI
- InChI=1S/C9H12BrN2O8P/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1
- IUPAC Name
- {[(2R,3S,5R)-5-(5-bromo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
- SMILES
- O[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=C(Br)C(=O)NC1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 93036
- PubChem Substance
- 46506735
- ChemSpider
- 83989
- BindingDB
- 50010238
- ChEMBL
- CHEMBL1160593
- ZINC
- ZINC000006090961
- PDBe Ligand
- BRU
- PDB Entries
- 115d / 165d / 1a35 / 1aio / 1awc / 1cs7 / 1d3r / 1d9r / 1da1 / 1dcr … show 125 more
Clinical Trials
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 logP -0.81 Chemaxon pKa (Strongest Acidic) 1.23 Chemaxon pKa (Strongest Basic) -3.2 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 145.63 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 69.54 m3·mol-1 Chemaxon Polarizability 28.84 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.7648 Blood Brain Barrier + 0.7372 Caco-2 permeable - 0.7844 P-glycoprotein substrate Non-substrate 0.6884 P-glycoprotein inhibitor I Non-inhibitor 0.745 P-glycoprotein inhibitor II Non-inhibitor 0.9172 Renal organic cation transporter Non-inhibitor 0.8918 CYP450 2C9 substrate Non-substrate 0.7632 CYP450 2D6 substrate Non-substrate 0.8381 CYP450 3A4 substrate Substrate 0.5133 CYP450 1A2 substrate Non-inhibitor 0.7903 CYP450 2C9 inhibitor Non-inhibitor 0.8209 CYP450 2D6 inhibitor Non-inhibitor 0.8851 CYP450 2C19 inhibitor Non-inhibitor 0.7835 CYP450 3A4 inhibitor Non-inhibitor 0.758 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7526 Ames test Non AMES toxic 0.6163 Carcinogenicity Non-carcinogens 0.7908 Biodegradation Not ready biodegradable 0.9106 Rat acute toxicity 2.3169 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9541 hERG inhibition (predictor II) Non-inhibitor 0.729
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0002-9210000000-ecc74e2277995ce6e015 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0279000000-bd591134385ec2ff73c8 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-2009000000-536294631777751b5744 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0005-8931000000-7e75e5f57cecf1549ecc Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-9002000000-969db9434b0487fa9f42 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00ke-1690000000-ea11d6ec90780a3102da Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-004j-9100000000-dd5a3870d6dce2568aa6 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 159.27939 predictedDeepCCS 1.0 (2019) [M+H]+ 161.67517 predictedDeepCCS 1.0 (2019) [M+Na]+ 168.01149 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsThymidylate synthase ThyX
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase (fad) activity
- Specific Function
- Catalyzes the formation of dTMP and tetrahydrofolate from dUMP and methylenetetrahydrofolate.
- Gene Name
- thyX
- Uniprot ID
- Q9WYT0
- Uniprot Name
- Thymidylate synthase ThyX
- Molecular Weight
- 26003.785 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52