Identification
- Generic Name
- Deoxyuridine monophosphate
- DrugBank Accession Number
- DB03800
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Deoxyuridine monophosphate (DB03800)
- Weight
- Average: 308.1819
Monoisotopic: 308.040951914 - Chemical Formula
- C9H13N2O8P
- Synonyms
- 2'-deoxyuridine 5'-monophosphate
- 2'-Deoxyuridine 5'-phosphate
- Deoxyuridine 5'-phosphate
- Deoxyuridylate
- Deoxyuridylic acid
- dUMP
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UDeoxyuridine 5'-triphosphate nucleotidohydrolase Not Available Escherichia coli (strain K12) UThymidylate synthase Not Available Lactobacillus casei UThymidylate synthase Not Available Escherichia coli (strain K12) UThymidylate synthase Not Available Humans UThymidylate synthase ThyX Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UPol polyprotein Not Available FIV UDeoxyuridine 5'-triphosphate nucleotidohydrolase Not Available Mycobacterium tuberculosis UThymidylate synthase Not Available Pneumocystis carinii - 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
Pathway Category Pyrimidine Metabolism Metabolic MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy) Disease beta-Ureidopropionase Deficiency Disease Dihydropyrimidinase Deficiency Disease UMP Synthase Deficiency (Orotic Aciduria) Disease - Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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 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 / Monoalkyl phosphates / Hydroxypyrimidines / Hydropyrimidines / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds show 3 more
- Substituents
- Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Hydroxypyrimidine / Monoalkyl phosphate / Organic nitrogen compound show 14 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrimidine 2'-deoxyribonucleoside 5'-monophosphate, deoxyuridine phosphate (CHEBI:17622) / Deoxyribonucleotides (C00365)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- N9J10KFG94
- CAS number
- 964-26-1
- InChI Key
- JSRLJPSBLDHEIO-SHYZEUOFSA-N
- InChI
- InChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
- IUPAC Name
- {[(2R,3S,5R)-5-(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=CC(=O)NC1=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001409
- KEGG Compound
- C00365
- PubChem Compound
- 65063
- PubChem Substance
- 46506977
- ChemSpider
- 58574
- BindingDB
- 50028108
- ChEBI
- 17622
- ChEMBL
- CHEMBL211312
- ZINC
- ZINC000004228260
- PDBe Ligand
- UMP
- Wikipedia
- Deoxyuridine_monophosphate
- PDB Entries
- 1aiq / 1axw / 1bid / 1bp0 / 1bp6 / 1bpj / 1bq1 / 1ci7 / 1dna / 1f28 … show 211 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 7.97 mg/mL ALOGPS logP -1.4 ALOGPS logP -1.6 Chemaxon logS -1.6 ALOGPS 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 61.93 m3·mol-1 Chemaxon Polarizability 25.86 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 - 0.736 Blood Brain Barrier + 0.8502 Caco-2 permeable - 0.7964 P-glycoprotein substrate Non-substrate 0.6961 P-glycoprotein inhibitor I Non-inhibitor 0.7951 P-glycoprotein inhibitor II Non-inhibitor 0.9467 Renal organic cation transporter Non-inhibitor 0.903 CYP450 2C9 substrate Non-substrate 0.715 CYP450 2D6 substrate Non-substrate 0.8507 CYP450 3A4 substrate Non-substrate 0.5 CYP450 1A2 substrate Non-inhibitor 0.8951 CYP450 2C9 inhibitor Non-inhibitor 0.8857 CYP450 2D6 inhibitor Non-inhibitor 0.9161 CYP450 2C19 inhibitor Non-inhibitor 0.8741 CYP450 3A4 inhibitor Non-inhibitor 0.8089 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9289 Ames test Non AMES toxic 0.5863 Carcinogenicity Non-carcinogens 0.8247 Biodegradation Not ready biodegradable 0.5481 Rat acute toxicity 2.2793 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9497 hERG inhibition (predictor II) Non-inhibitor 0.8131
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 180.3062736 predictedDarkChem Lite v0.1.0 [M-H]- 181.4470736 predictedDarkChem Lite v0.1.0 [M-H]- 181.3449736 predictedDarkChem Lite v0.1.0 [M-H]- 158.5781 predictedDeepCCS 1.0 (2019) [M+H]+ 179.3222736 predictedDarkChem Lite v0.1.0 [M+H]+ 182.1023736 predictedDarkChem Lite v0.1.0 [M+H]+ 183.3472736 predictedDarkChem Lite v0.1.0 [M+H]+ 160.93663 predictedDeepCCS 1.0 (2019) [M+Na]+ 180.5498736 predictedDarkChem Lite v0.1.0 [M+Na]+ 181.3186736 predictedDarkChem Lite v0.1.0 [M+Na]+ 181.3285736 predictedDarkChem Lite v0.1.0 [M+Na]+ 167.5205 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion 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
- P06968
- Uniprot Name
- Deoxyuridine 5'-triphosphate nucleotidohydrolase
- Molecular Weight
- 16155.34 Da
References
- Kind
- Protein
- Organism
- Lactobacillus casei
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Provides the sole de novo source of dTMP for DNA biosynthesis.
- Gene Name
- thyA
- Uniprot ID
- P00469
- Uniprot Name
- Thymidylate synthase
- Molecular Weight
- 36579.235 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Provides the sole de novo source of dTMP for DNA biosynthesis. This protein also binds to its mRNA thus repressing its own translation.
- Gene Name
- thyA
- Uniprot ID
- P0A884
- Uniprot Name
- Thymidylate synthase
- Molecular Weight
- 30479.475 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Contributes to the de novo mitochondrial thymidylate biosynthesis pathway.
- Gene Name
- TYMS
- Uniprot ID
- P04818
- Uniprot Name
- Thymidylate synthase
- Molecular Weight
- 35715.65 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. [Article]
- 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. [Article]
- 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. [Article]
- 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
- Kind
- Protein
- Organism
- FIV
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- During replicative cycle of retroviruses, the reverse-transcribed viral DNA is integrated into the host chromosome by the viral integrase enzyme. RNase H activity is associated with the reverse tra...
- Gene Name
- pol
- Uniprot ID
- P16088
- Uniprot Name
- Pol polyprotein
- Molecular Weight
- 127493.025 Da
References
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General 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 be incorporated into DNA.
- Specific Function
- Dutp diphosphatase activity
- Gene Name
- dut
- Uniprot ID
- P9WNS5
- Uniprot Name
- Deoxyuridine 5'-triphosphate nucleotidohydrolase
- Molecular Weight
- 15802.815 Da
References
- Kind
- Protein
- Organism
- Pneumocystis carinii
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Not Available
- Gene Name
- THYA
- Uniprot ID
- P13100
- Uniprot Name
- Thymidylate synthase
- Molecular Weight
- 34361.99 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52