2'-deoxy-N-(naphthalen-1-ylmethyl)guanosine 5'-(dihydrogen phosphate)
Identification
- Name
- 2'-deoxy-N-(naphthalen-1-ylmethyl)guanosine 5'-(dihydrogen phosphate)
- Accession Number
- DB08237
- Description
- Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 2'-deoxy-N-(naphthalen-1-ylmethyl)guanosine 5'-(dihydrogen phosphate) (DB08237)
- Weight
- Average: 487.4024
Monoisotopic: 487.125684595 - Chemical Formula
- C21H22N5O7P
- Synonyms
- Not Available
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UDNA polymerase kappa 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
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- 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 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleotides
- Sub Class
- Purine deoxyribonucleotides
- Direct Parent
- Purine 2'-deoxyribonucleoside monophosphates
- Alternative Parents
- 6-oxopurines / Hypoxanthines / Naphthalenes / Aminopyrimidines and derivatives / Monoalkyl phosphates / Secondary alkylarylamines / Pyrimidones / N-substituted imidazoles / Vinylogous amides / Tetrahydrofurans show 7 more
- Substituents
- 6-oxopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Heteroaromatic compound show 26 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- COMPKRGNHXOXMN-GVDBMIGSSA-N
- InChI
- InChI=1S/C21H22N5O7P/c27-15-8-17(33-16(15)10-32-34(29,30)31)26-11-23-18-19(26)24-21(25-20(18)28)22-9-13-6-3-5-12-4-1-2-7-14(12)13/h1-7,11,15-17,27H,8-10H2,(H2,29,30,31)(H2,22,24,25,28)/t15-,16+,17+/m0/s1
- IUPAC Name
- {[(2R,3S,5R)-3-hydroxy-5-{2-[(naphthalen-1-ylmethyl)amino]-6-oxo-6,9-dihydro-1H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid
- SMILES
- [H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(O)=O)N1C=NC2=C1N=C(NCC1=CC=CC3=C1C=CC=C3)NC2=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 46937134
- PubChem Substance
- 99444708
- ChemSpider
- 25060415
- ZINC
- ZINC000053683033
- PDBe Ligand
- N2G
- PDB Entries
- 2w8k / 2w8l
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 0.478 mg/mL ALOGPS logP 0.31 ALOGPS logP 0.98 ChemAxon logS -3 ALOGPS pKa (Strongest Acidic) 1.12 ChemAxon pKa (Strongest Basic) 1.9 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 9 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 167.53 Å2 ChemAxon Rotatable Bond Count 7 ChemAxon Refractivity 119.82 m3·mol-1 ChemAxon Polarizability 47.48 Å3 ChemAxon Number of Rings 5 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule Yes ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9131 Blood Brain Barrier + 0.7791 Caco-2 permeable - 0.7133 P-glycoprotein substrate Substrate 0.6112 P-glycoprotein inhibitor I Non-inhibitor 0.7085 P-glycoprotein inhibitor II Non-inhibitor 0.8723 Renal organic cation transporter Non-inhibitor 0.874 CYP450 2C9 substrate Non-substrate 0.8321 CYP450 2D6 substrate Non-substrate 0.8192 CYP450 3A4 substrate Substrate 0.532 CYP450 1A2 substrate Non-inhibitor 0.7929 CYP450 2C9 inhibitor Non-inhibitor 0.7725 CYP450 2D6 inhibitor Non-inhibitor 0.8626 CYP450 2C19 inhibitor Non-inhibitor 0.8666 CYP450 3A4 inhibitor Non-inhibitor 0.777 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8294 Ames test Non AMES toxic 0.6624 Carcinogenicity Non-carcinogens 0.7559 Biodegradation Not ready biodegradable 0.9932 Rat acute toxicity 2.5700 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8666 hERG inhibition (predictor II) Non-inhibitor 0.6026
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- DNA polymerase specifically involved in DNA repair. Plays an important role in translesion synthesis, where the normal high-fidelity DNA polymerases cannot proceed and DNA synthesis stalls. Dependi...
- Gene Name
- POLK
- Uniprot ID
- Q9UBT6
- Uniprot Name
- DNA polymerase kappa
- Molecular Weight
- 98807.815 Da
References
- 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. [PubMed:10592235]
Drug created on September 15, 2010 15:30 / Updated on June 12, 2020 10:52