5-fluoro-2'-deoxyuridine-5'-monophosphate
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Identification
- Generic Name
- 5-fluoro-2'-deoxyuridine-5'-monophosphate
- DrugBank Accession Number
- DB03761
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 326.1723
Monoisotopic: 326.031530087 - Chemical Formula
- C9H12FN2O8P
- Synonyms
- 5-fluorodeoxyuridine monophosphate
- 5FdUMP
- F-dUMP
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UThymidylate synthase Not Available Escherichia coli (strain K12) UThymidylate synthase Not Available Lactobacillus casei UThymidylate synthase ThyX Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UThymidylate synthase 1 Not Available Bacillus subtilis (strain 168) - 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
- 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 fluorides / Hydropyrimidines / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Ureas / Secondary alcohols show 8 more
- Substituents
- Alcohol / Alkyl phosphate / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide / Azacycle / Halopyrimidine / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine show 21 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- pyrimidine 2'-deoxyribonucleoside 5'-monophosphate (CHEBI:2129)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 7CJ707H131
- CAS number
- 134-46-3
- InChI Key
- HFEKDTCAMMOLQP-RRKCRQDMSA-N
- InChI
- InChI=1S/C9H12FN2O8P/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-fluoro-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(F)C(=O)NC1=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0060394
- KEGG Compound
- C04242
- PubChem Compound
- 8642
- PubChem Substance
- 46508904
- ChemSpider
- 8321
- BindingDB
- 50022238
- ChEBI
- 2129
- ChEMBL
- CHEMBL886
- ZINC
- ZINC000003875881
- PDBe Ligand
- UFP
- PDB Entries
- 1b02 / 1bjg / 1dnf / 1icg / 1id9 / 1o28 / 1o29 / 1tdb / 1tls / 1tsn … show 31 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 -1.4 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 62.13 m3·mol-1 Chemaxon Polarizability 25.9 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 - 0.6958 Blood Brain Barrier + 0.8148 Caco-2 permeable - 0.8028 P-glycoprotein substrate Non-substrate 0.6785 P-glycoprotein inhibitor I Non-inhibitor 0.7377 P-glycoprotein inhibitor II Non-inhibitor 0.9518 Renal organic cation transporter Non-inhibitor 0.9041 CYP450 2C9 substrate Non-substrate 0.7653 CYP450 2D6 substrate Non-substrate 0.8386 CYP450 3A4 substrate Substrate 0.5186 CYP450 1A2 substrate Non-inhibitor 0.8049 CYP450 2C9 inhibitor Non-inhibitor 0.8183 CYP450 2D6 inhibitor Non-inhibitor 0.889 CYP450 2C19 inhibitor Non-inhibitor 0.7844 CYP450 3A4 inhibitor Non-inhibitor 0.7365 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8032 Ames test AMES toxic 0.5231 Carcinogenicity Non-carcinogens 0.7826 Biodegradation Not ready biodegradable 0.9638 Rat acute toxicity 2.5320 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9584 hERG inhibition (predictor II) Non-inhibitor 0.7017
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0002-9410000000-870fe831cb893d234c57 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0279000000-7924bcf36d9355cd0146 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-2009000000-10a804f759e56ce72016 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-9001000000-2db2cd80a846faa9a126 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000t-7911000000-67bcc26fd9c46aa2601b Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-004j-9120000000-d1308f78d1abf0e16200 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-2900000000-41cc28f8a75938278e0d 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]- 179.021271 predictedDarkChem Lite v0.1.0 [M-H]- 164.73021 predictedDeepCCS 1.0 (2019) [M+H]+ 179.381771 predictedDarkChem Lite v0.1.0 [M+H]+ 167.08842 predictedDeepCCS 1.0 (2019) [M+Na]+ 178.159671 predictedDarkChem Lite v0.1.0 [M+Na]+ 173.86111 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsThymidylate synthase
- 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
2. DetailsThymidylate synthase
- 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
3. 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
4. DetailsThymidylate synthase 1
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Thymidylate synthase activity
- Specific Function
- Provides the sole de novo source of dTMP for DNA biosynthesis.
- Gene Name
- thyA1
- Uniprot ID
- P0CI79
- Uniprot Name
- Thymidylate synthase 1
- Molecular Weight
- 32807.07 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52