2'-deoxy-5-(hydroxymethyl)uridine 5'-(dihydrogen phosphate)
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Identification
- Generic Name
- 2'-deoxy-5-(hydroxymethyl)uridine 5'-(dihydrogen phosphate)
- DrugBank Accession Number
- DB03846
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 338.2079
Monoisotopic: 338.0515166 - Chemical Formula
- C10H15N2O9P
- Synonyms
- 5-hydroxymethyluridine-2'-deoxy-5'-monophosphate
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UThymidylate kinase Not Available Mycobacterium tuberculosis - 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.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
- Monoalkyl phosphates / Pyrimidones / Hydropyrimidines / Vinylogous amides / Heteroaromatic compounds / Tetrahydrofurans / Secondary alcohols / Ureas / Lactams / Oxacyclic compounds show 7 more
- Substituents
- Alcohol / Alkyl phosphate / Aromatic alcohol / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Lactam / Monoalkyl phosphate show 18 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- WEBVWKFGRVLCNS-XLPZGREQSA-N
- InChI
- InChI=1S/C10H15N2O9P/c13-3-5-2-12(10(16)11-9(5)15)8-1-6(14)7(21-8)4-20-22(17,18)19/h2,6-8,13-14H,1,3-4H2,(H,11,15,16)(H2,17,18,19)/t6-,7+,8+/m0/s1
- IUPAC Name
- {[(2R,3S,5R)-3-hydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]oxolan-2-yl]methoxy}phosphonic acid
- SMILES
- [H]N1C(=O)N(C=C(CO)C1=O)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 447206
- PubChem Substance
- 46505421
- ChemSpider
- 394364
- ChEMBL
- CHEMBL1160818
- ZINC
- ZINC000013538464
- PDBe Ligand
- 5HU
- PDB Entries
- 1mrs / 1y6g / 1y8z / 4e9h / 4ea4 / 4ea5 / 4ew0 / 7jxf
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 Water Solubility 8.39 mg/mL ALOGPS logP -1.6 ALOGPS logP -2.5 Chemaxon logS -1.6 ALOGPS pKa (Strongest Acidic) 1.23 Chemaxon pKa (Strongest Basic) -2.8 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 165.86 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 68.06 m3·mol-1 Chemaxon Polarizability 28.74 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 - 0.8916 Blood Brain Barrier + 0.8241 Caco-2 permeable - 0.6913 P-glycoprotein substrate Non-substrate 0.644 P-glycoprotein inhibitor I Non-inhibitor 0.6845 P-glycoprotein inhibitor II Non-inhibitor 0.9371 Renal organic cation transporter Non-inhibitor 0.8849 CYP450 2C9 substrate Non-substrate 0.7507 CYP450 2D6 substrate Non-substrate 0.832 CYP450 3A4 substrate Non-substrate 0.5077 CYP450 1A2 substrate Non-inhibitor 0.8732 CYP450 2C9 inhibitor Non-inhibitor 0.8685 CYP450 2D6 inhibitor Non-inhibitor 0.8912 CYP450 2C19 inhibitor Non-inhibitor 0.833 CYP450 3A4 inhibitor Non-inhibitor 0.9513 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9371 Ames test AMES toxic 0.5334 Carcinogenicity Non-carcinogens 0.8324 Biodegradation Not ready biodegradable 0.672 Rat acute toxicity 2.4301 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9013 hERG inhibition (predictor II) Non-inhibitor 0.7312
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 Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets

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1. DetailsThymidylate kinase
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes the reversible phosphorylation of deoxythymidine monophosphate (dTMP) to deoxythymidine diphosphate (dTDP), using ATP as its preferred phosphoryl donor. Situated at the junction of both de novo and salvage pathways of deoxythymidine triphosphate (dTTP) synthesis, is essential for DNA synthesis and cellular growth. Has a broad specificity for nucleoside triphosphates, being highly active with ATP or dATP as phosphate donors, and less active with ITP, GTP, CTP and UTP.
- Specific Function
- Atp binding
- Gene Name
- tmk
- Uniprot ID
- P9WKE1
- Uniprot Name
- Thymidylate kinase
- Molecular Weight
- 22634.285 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52