2-Fluoroadenosine
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Identification
- Generic Name
- 2-Fluoroadenosine
- DrugBank Accession Number
- DB04441
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 285.2318
Monoisotopic: 285.087332102 - Chemical Formula
- C10H12FN5O4
- Synonyms
- 2-(6-amino-2-fluoro-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
- 6-amino-2-fluoro-9-β-D-ribofuranosylpurine
- External IDs
- NSC-30605
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPurine nucleoside phosphorylase DeoD-type Not Available Escherichia coli (strain K12) - 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 purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleosides
- Sub Class
- Not Available
- Direct Parent
- Purine nucleosides
- Alternative Parents
- Glycosylamines / 6-aminopurines / Pentoses / 2-halopyrimidines / Aminopyrimidines and derivatives / Aryl fluorides / Imidolactams / N-substituted imidazoles / Heteroaromatic compounds / Tetrahydrofurans show 8 more
- Substituents
- 2-halopyrimidine / 6-aminopurine / Alcohol / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Azole show 27 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- organofluorine compound, adenosines (CHEBI:39740)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 0S67290CRJ
- CAS number
- 146-78-1
- InChI Key
- HBUBKKRHXORPQB-UUOKFMHZSA-N
- InChI
- InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
- IUPAC Name
- (2R,3R,4S,5R)-2-(6-amino-2-fluoro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- SMILES
- [H][C@]1(CO)O[C@@]([H])(N2C=NC3=C(N)N=C(F)N=C23)[C@]([H])(O)[C@]1([H])O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 8975
- PubChem Substance
- 46507053
- ChemSpider
- 8628
- BindingDB
- 50118807
- ChEBI
- 39740
- ChEMBL
- CHEMBL290077
- ZINC
- ZINC000003875977
- PDBe Ligand
- 2FA
- PDB Entries
- 1pk9 / 1z35 / 2pkk / 2zj0 / 4dan / 4dc3 / 4ube
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 12.1 mg/mL ALOGPS logP -0.62 ALOGPS logP -1.5 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) 12.45 Chemaxon pKa (Strongest Basic) 0.76 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 139.54 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 64.06 m3·mol-1 Chemaxon Polarizability 25.21 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 + 0.9768 Blood Brain Barrier + 0.9449 Caco-2 permeable - 0.8367 P-glycoprotein substrate Non-substrate 0.6983 P-glycoprotein inhibitor I Non-inhibitor 0.9458 P-glycoprotein inhibitor II Non-inhibitor 0.9346 Renal organic cation transporter Non-inhibitor 0.9451 CYP450 2C9 substrate Non-substrate 0.901 CYP450 2D6 substrate Non-substrate 0.8309 CYP450 3A4 substrate Non-substrate 0.5708 CYP450 1A2 substrate Non-inhibitor 0.8764 CYP450 2C9 inhibitor Non-inhibitor 0.9273 CYP450 2D6 inhibitor Non-inhibitor 0.9297 CYP450 2C19 inhibitor Non-inhibitor 0.9268 CYP450 3A4 inhibitor Non-inhibitor 0.8908 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.966 Ames test Non AMES toxic 0.8369 Carcinogenicity Non-carcinogens 0.8763 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.2152 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9765 hERG inhibition (predictor II) Non-inhibitor 0.843
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 163.44899 predictedDeepCCS 1.0 (2019) [M+H]+ 165.84456 predictedDeepCCS 1.0 (2019) [M+Na]+ 173.43001 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Purine-nucleoside phosphorylase activity
- Specific Function
- Cleavage of guanosine or inosine to respective bases and sugar-1-phosphate molecules.
- Gene Name
- deoD
- Uniprot ID
- P0ABP8
- Uniprot Name
- Purine nucleoside phosphorylase DeoD-type
- Molecular Weight
- 25949.68 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52