5'-Fluoro-5'-Deoxyadenosine
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Identification
- Generic Name
- 5'-Fluoro-5'-Deoxyadenosine
- DrugBank Accession Number
- DB03716
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 269.236
Monoisotopic: 269.092417429 - Chemical Formula
- C10H12FN5O3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U5'-fluoro-5'-deoxy-adenosine synthase Not Available Streptomyces cattleya - 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 5'-deoxyribonucleosides. These are nucleosides in which the oxygen atom at the 5'position of the ribose moiety has been replaced by another atom. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- 5'-deoxyribonucleosides
- Sub Class
- Not Available
- Direct Parent
- 5'-deoxyribonucleosides
- Alternative Parents
- Glycosylamines / Pentoses / 6-aminopurines / Aminopyrimidines and derivatives / N-substituted imidazoles / Imidolactams / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / 1,2-diols show 7 more
- Substituents
- 1,2-diol / 5'-deoxyribonucleoside / 6-aminopurine / Alcohol / Alkyl fluoride / Alkyl halide / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle show 25 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- organofluorine compound, adenosines (CHEBI:12060)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 8LJ6NC6D44
- CAS number
- Not Available
- InChI Key
- QPVLKMICBYRPSX-KQYNXXCUSA-N
- InChI
- InChI=1S/C10H12FN5O3/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14)/t4-,6-,7-,10-/m1/s1
- IUPAC Name
- (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-(fluoromethyl)oxolane-3,4-diol
- SMILES
- NC1=C2N=CN([C@@H]3O[C@H](CF)[C@@H](O)[C@H]3O)C2=NC=N1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 448403
- PubChem Substance
- 46507287
- ChemSpider
- 395211
- ChEBI
- 12060
- ChEMBL
- CHEMBL1212979
- ZINC
- ZINC000005941240
- PDBe Ligand
- 5FD
- PDB Entries
- 2v7v / 2v7w / 2v7x
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 9.47 mg/mL ALOGPS logP -0.5 ALOGPS logP -1.2 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 12.45 Chemaxon pKa (Strongest Basic) 3.92 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 119.31 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 61.5 m3·mol-1 Chemaxon Polarizability 24.28 Å3 Chemaxon Number of Rings 3 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 + 0.983 Blood Brain Barrier + 0.9315 Caco-2 permeable - 0.7144 P-glycoprotein substrate Non-substrate 0.6701 P-glycoprotein inhibitor I Non-inhibitor 0.8727 P-glycoprotein inhibitor II Non-inhibitor 0.7737 Renal organic cation transporter Non-inhibitor 0.89 CYP450 2C9 substrate Non-substrate 0.8233 CYP450 2D6 substrate Non-substrate 0.8165 CYP450 3A4 substrate Non-substrate 0.5254 CYP450 1A2 substrate Non-inhibitor 0.7801 CYP450 2C9 inhibitor Non-inhibitor 0.8576 CYP450 2D6 inhibitor Non-inhibitor 0.9063 CYP450 2C19 inhibitor Non-inhibitor 0.8146 CYP450 3A4 inhibitor Non-inhibitor 0.9676 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9536 Ames test Non AMES toxic 0.6055 Carcinogenicity Non-carcinogens 0.8872 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.4015 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.992 hERG inhibition (predictor II) Non-inhibitor 0.8705
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-004i-8960000000-4488673ad2f56e39cacc Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0090000000-a5f055cdd6830dc57a9c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-0900000000-2ca78dd91a62ab60fff3 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-000i-0920000000-cf1296fb1d8e8cd26f95 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-053u-3900000000-37385ecefd248ed48a75 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00kr-1900000000-505f19ede01e1be281f6 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0api-1900000000-fb4eaa25cdb924905703 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]- 160.53722 predictedDeepCCS 1.0 (2019) [M+H]+ 162.90814 predictedDeepCCS 1.0 (2019) [M+Na]+ 169.58553 predictedDeepCCS 1.0 (2019)
Targets
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1. Details5'-fluoro-5'-deoxy-adenosine synthase
- Kind
- Protein
- Organism
- Streptomyces cattleya
- Pharmacological action
- Unknown
- General Function
- Adenosyl-fluoride synthase activity
- Specific Function
- Involved in the biosynthesis of fluorometabolites. Catalyzes the formation of a C-F bond by combining S-adenosyl-L-methionine (SAM) and fluoride to generate 5'-fluoro-5'-deoxyadenosine (5'-FDA) and...
- Gene Name
- flA
- Uniprot ID
- Q70GK9
- Uniprot Name
- 5'-fluoro-5'-deoxy-adenosine synthase
- Molecular Weight
- 32369.26 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52