2-Chlorodideoxyadenosine

Identification

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Name
2-Chlorodideoxyadenosine
Accession Number
DB02103  (EXPT00881)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
114849-58-0
Weight
Average: 269.688
Monoisotopic: 269.06795236
Chemical Formula
C10H12ClN5O2
InChI Key
FNLILOONPKMGST-NTSWFWBYSA-N
InChI
InChI=1S/C10H12ClN5O2/c11-10-14-8(12)7-9(15-10)16(4-13-7)6-2-1-5(3-17)18-6/h4-6,17H,1-3H2,(H2,12,14,15)/t5-,6+/m0/s1
IUPAC Name
[(2S,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)oxolan-2-yl]methanol
SMILES
[H][C@@]1(CO)CC[C@@]([H])(O1)N1C=NC2=C1N=C(Cl)N=C2N

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEndoplasminNot AvailableHumans
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
72194
PubChem Substance
46506919
ChemSpider
65165
HET
CDY
PDB Entries
1qye

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 Solubility3.69 mg/mLALOGPS
logP0.35ALOGPS
logP0.43ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)14.67ChemAxon
pKa (Strongest Basic)1.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area99.08 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity66.39 m3·mol-1ChemAxon
Polarizability25.87 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9974
Blood Brain Barrier+0.9638
Caco-2 permeable-0.7363
P-glycoprotein substrateNon-substrate0.7214
P-glycoprotein inhibitor INon-inhibitor0.8974
P-glycoprotein inhibitor IINon-inhibitor0.6326
Renal organic cation transporterNon-inhibitor0.741
CYP450 2C9 substrateNon-substrate0.9056
CYP450 2D6 substrateNon-substrate0.7937
CYP450 3A4 substrateNon-substrate0.5155
CYP450 1A2 substrateNon-inhibitor0.5134
CYP450 2C9 inhibitorNon-inhibitor0.8011
CYP450 2D6 inhibitorNon-inhibitor0.8498
CYP450 2C19 inhibitorNon-inhibitor0.8342
CYP450 3A4 inhibitorNon-inhibitor0.8261
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6868
Ames testAMES toxic0.706
CarcinogenicityNon-carcinogens0.8043
BiodegradationNot ready biodegradable0.9873
Rat acute toxicity2.3996 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8395
hERG inhibition (predictor II)Non-inhibitor0.6463
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 purine 2',3'-dideoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleosides
Sub Class
Purine 2',3'-dideoxyribonucleosides
Direct Parent
Purine 2',3'-dideoxyribonucleosides
Alternative Parents
6-aminopurines / Aminopyrimidines and derivatives / 2-halopyrimidines / N-substituted imidazoles / Imidolactams / Aryl chlorides / Tetrahydrofurans / Heteroaromatic compounds / Oxacyclic compounds / Azacyclic compounds
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Substituents
Purine 2',3'-dideoxyribonucleoside / 6-aminopurine / Purine / Imidazopyrimidine / Aminopyrimidine / 2-halopyrimidine / Halopyrimidine / Aryl chloride / Aryl halide / Imidolactam
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organochlorine compound, adenosines, purine 2',3'-dideoxyribonucleoside (CHEBI:47309)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Virion binding
Specific Function
Molecular chaperone that functions in the processing and transport of secreted proteins. When associated with CNPY3, required for proper folding of Toll-like receptors (By similarity). Functions in...
Gene Name
HSP90B1
Uniprot ID
P14625
Uniprot Name
Endoplasmin
Molecular Weight
92468.06 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 June 13, 2005 07:24 / Updated on June 04, 2019 05:28