3'-deoxyguanosine
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Identification
- Generic Name
- 3'-deoxyguanosine
- DrugBank Accession Number
- DB03609
- Background
3'-deoxyguanosine is a solid. This compound belongs to the purine nucleosides and analogues. These are compounds comprising a purine base attached to a sugar. This medication targets the protein purine nucleoside phosphorylase.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 267.2413
Monoisotopic: 267.096753929 - Chemical Formula
- C10H13N5O4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPurine nucleoside phosphorylase Not Available Humans - 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleosides
- Sub Class
- Purine 3'-deoxyribonucleosides
- Direct Parent
- Purine 3'-deoxyribonucleosides
- Alternative Parents
- 6-oxopurines / Hypoxanthines / Pyrimidones / Aminopyrimidines and derivatives / N-substituted imidazoles / Vinylogous amides / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds show 6 more
- Substituents
- 6-oxopurine / Alcohol / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Heteroaromatic compound / Hydrocarbon derivative / Hypoxanthine show 21 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- guanosines, 3'-deoxyribonucleoside (CHEBI:39874)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 3608-58-0
- InChI Key
- OROIAVZITJBGSM-OBXARNEKSA-N
- InChI
- InChI=1S/C10H13N5O4/c11-10-13-7-6(8(18)14-10)12-3-15(7)9-5(17)1-4(2-16)19-9/h3-5,9,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,9+/m0/s1
- IUPAC Name
- 2-amino-9-[(2R,3R,5S)-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one
- SMILES
- [H]N([H])C1=NC(=O)C2=C(N1[H])N(C=N2)[C@@H]1O[C@H](CO)C[C@H]1O
References
- Synthesis Reference
Tetsuro Fujishima, "Process for producing 3-deoxyguanosine." U.S. Patent US4594320, issued April, 1983.
US4594320- General References
- Not Available
- External Links
- PubChem Compound
- 165138
- PubChem Substance
- 46508922
- ChemSpider
- 144776
- BindingDB
- 50144937
- ChEMBL
- CHEMBL73502
- ZINC
- ZINC000006119279
- PDBe Ligand
- 3DG
- PDB Entries
- 1v45
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 12.3 mg/mL ALOGPS logP -1.3 ALOGPS logP -1.5 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 11.97 Chemaxon pKa (Strongest Basic) 2.99 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 134.99 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 63.09 m3·mol-1 Chemaxon Polarizability 25.31 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 + 0.9974 Blood Brain Barrier + 0.9621 Caco-2 permeable - 0.8757 P-glycoprotein substrate Non-substrate 0.6331 P-glycoprotein inhibitor I Non-inhibitor 0.9637 P-glycoprotein inhibitor II Non-inhibitor 0.9353 Renal organic cation transporter Non-inhibitor 0.9336 CYP450 2C9 substrate Non-substrate 0.8606 CYP450 2D6 substrate Non-substrate 0.8345 CYP450 3A4 substrate Non-substrate 0.5919 CYP450 1A2 substrate Non-inhibitor 0.8165 CYP450 2C9 inhibitor Non-inhibitor 0.9408 CYP450 2D6 inhibitor Non-inhibitor 0.9559 CYP450 2C19 inhibitor Non-inhibitor 0.9594 CYP450 3A4 inhibitor Non-inhibitor 0.9725 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9879 Ames test Non AMES toxic 0.6292 Carcinogenicity Non-carcinogens 0.8629 Biodegradation Not ready biodegradable 0.9496 Rat acute toxicity 1.9353 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9852 hERG inhibition (predictor II) Non-inhibitor 0.9622
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0zic-9550000000-08ce9b4bac699cb143f8 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0uxr-3950000000-de198f909df2164166db Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0gb9-0490000000-f1153982e73427d5d7ff Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-0900000000-4a0a245cf81be475e099 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0zfr-0900000000-3686dda0edefa8e8a989 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0pc9-0900000000-9bc232bddad080462076 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-2910000000-6a8460ccf3fb26f93a79 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]- 154.4574 predictedDeepCCS 1.0 (2019) [M+H]+ 156.85295 predictedDeepCCS 1.0 (2019) [M+Na]+ 163.11452 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsPurine nucleoside phosphorylase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Purine-nucleoside phosphorylase activity
- Specific Function
- The purine nucleoside phosphorylases catalyze the phosphorolytic breakdown of the N-glycosidic bond in the beta-(deoxy)ribonucleoside molecules, with the formation of the corresponding free purine ...
- Gene Name
- PNP
- Uniprot ID
- P00491
- Uniprot Name
- Purine nucleoside phosphorylase
- Molecular Weight
- 32117.69 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52