1-[2-DEOXYRIBOFURANOSYL]-2,4-DIFLUORO-5-METHYL-BENZENE-5'MONOPHOSPHATE

Identification

Name
1-[2-DEOXYRIBOFURANOSYL]-2,4-DIFLUORO-5-METHYL-BENZENE-5'MONOPHOSPHATE
Accession Number
DB07652
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 324.2145
Monoisotopic: 324.057431134
Chemical Formula
C12H15F2O6P
InChI Key
NMMWBGNJJMNAIJ-QJPTWQEYSA-N
InChI
InChI=1S/C12H15F2O6P/c1-6-2-7(9(14)3-8(6)13)11-4-10(15)12(20-11)5-19-21(16,17)18/h2-3,10-12,15H,4-5H2,1H3,(H2,16,17,18)/t10-,11+,12+/m0/s1
IUPAC Name
{[(2R,3S,5R)-5-(2,4-difluoro-5-methylphenyl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
[H][[email protected]]1(O)C[[email protected]@]([H])(O[[email protected]]1([H])COP(O)(O)=O)C1=CC(C)=C(F)C=C1F

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDNA polymerase kappaNot AvailableHuman
URibonuclease HNot AvailableBacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
46937086
PubChem Substance
99444123
ChemSpider
25057039
HET
DFT
PDB Entries
1bw7 / 1eek / 2v9w / 2va2 / 2va3 / 3i8d / 3qei / 3qep / 3qer / 3qes
show 1 more

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility2.1 mg/mLALOGPS
logP0.25ALOGPS
logP1.21ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.24ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.46 m3·mol-1ChemAxon
Polarizability27.37 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9485
Blood Brain Barrier+0.9477
Caco-2 permeable-0.5856
P-glycoprotein substrateNon-substrate0.5491
P-glycoprotein inhibitor INon-inhibitor0.5681
P-glycoprotein inhibitor IINon-inhibitor0.917
Renal organic cation transporterNon-inhibitor0.9104
CYP450 2C9 substrateNon-substrate0.7834
CYP450 2D6 substrateNon-substrate0.7983
CYP450 3A4 substrateNon-substrate0.5493
CYP450 1A2 substrateNon-inhibitor0.7609
CYP450 2C9 inhibitorNon-inhibitor0.7541
CYP450 2D6 inhibitorNon-inhibitor0.9009
CYP450 2C19 inhibitorNon-inhibitor0.6765
CYP450 3A4 inhibitorNon-inhibitor0.9517
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6924
Ames testNon AMES toxic0.6628
CarcinogenicityNon-carcinogens0.7956
BiodegradationNot ready biodegradable0.9956
Rat acute toxicity2.7866 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9058
hERG inhibition (predictor II)Non-inhibitor0.6854
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
C-glycosyl compounds
Alternative Parents
Toluenes / Monoalkyl phosphates / Fluorobenzenes / Aryl fluorides / Tetrahydrofurans / Secondary alcohols / Oxacyclic compounds / Dialkyl ethers / Organofluorides / Organic oxides
show 1 more
Substituents
C-glycosyl compound / Monoalkyl phosphate / Toluene / Fluorobenzene / Halobenzene / Aryl fluoride / Aryl halide / Monocyclic benzene moiety / Benzenoid / Alkyl phosphate
show 14 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, C-glycosyl compound, 2-deoxyribose phosphate (CHEBI:41991)

Targets

Kind
Protein
Organism
Human
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
  1. 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]
Kind
Protein
Organism
Bacillus halodurans (strain ATCC BAA-125 / DSM 18197 / FERM 7344 / JCM 9153 / C-125)
Pharmacological action
Unknown
General Function
Rna-dna hybrid ribonuclease activity
Specific Function
Endonuclease that specifically degrades the RNA of RNA-DNA hybrids.
Gene Name
rnhA
Uniprot ID
Q9KEI9
Uniprot Name
Ribonuclease H
Molecular Weight
22373.225 Da
References
  1. 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 15:24 / Updated on December 01, 2017 15:54