2',3'-Dideoxyadenosine-5'-Triphosphate

Identification

Name
2',3'-Dideoxyadenosine-5'-Triphosphate
Accession Number
DB02189  (EXPT01104)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
9MCI2H1EJ6
CAS number
Not Available
Weight
Average: 475.1822
Monoisotopic: 475.005915915
Chemical Formula
C10H16N5O11P3
InChI Key
OAKPWEUQDVLTCN-NKWVEPMBSA-N
InChI
InChI=1S/C10H16N5O11P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h4-7H,1-3H2,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1
IUPAC Name
({[({[(2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
SMILES
NC1=NC=NC2=C1N=CN2[[email protected]]1CC[[email protected]@H](CO[[email protected]@](O)(=O)O[[email protected]](O)(=O)OP(O)(O)=O)O1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDNA nucleotidylexotransferaseNot AvailableHuman
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
PathwayCategory
Didanosine Action PathwayDrug action
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB61724
PubChem Compound
65304
PubChem Substance
46506011
ChemSpider
58792
BindingDB
50164644
ChEMBL
CHEMBL1383
IUPHAR
1709
Guide to Pharmacology
GtP Drug Page
HET
DDS
PDB Entries
1qsy / 2imw / 3lwl / 3lwm / 3po4 / 3po5 / 3thv / 4x0p / 5txm / 5txp

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 Solubility3.05 mg/mLALOGPS
logP-0.44ALOGPS
logP-4.6ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)0.9ChemAxon
pKa (Strongest Basic)5.01ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area238.67 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity93.51 m3·mol-1ChemAxon
Polarizability36.83 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6798
Blood Brain Barrier+0.931
Caco-2 permeable-0.6928
P-glycoprotein substrateNon-substrate0.6559
P-glycoprotein inhibitor INon-inhibitor0.8789
P-glycoprotein inhibitor IINon-inhibitor0.9357
Renal organic cation transporterNon-inhibitor0.8885
CYP450 2C9 substrateNon-substrate0.8886
CYP450 2D6 substrateNon-substrate0.8206
CYP450 3A4 substrateNon-substrate0.5672
CYP450 1A2 substrateNon-inhibitor0.8207
CYP450 2C9 inhibitorNon-inhibitor0.8358
CYP450 2D6 inhibitorNon-inhibitor0.8917
CYP450 2C19 inhibitorNon-inhibitor0.8174
CYP450 3A4 inhibitorNon-inhibitor0.8305
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8612
Ames testNon AMES toxic0.5912
CarcinogenicityNon-carcinogens0.8722
BiodegradationNot ready biodegradable0.9467
Rat acute toxicity2.4989 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9208
hERG inhibition (predictor II)Non-inhibitor0.7203
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'-dideoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Sub Class
Purine deoxyribonucleotides
Direct Parent
Purine 2',3'-dideoxyribonucleoside triphosphates
Alternative Parents
Purine 2',3'-dideoxyribonucleosides / 6-aminopurines / Monoalkyl phosphates / Aminopyrimidines and derivatives / N-substituted imidazoles / Imidolactams / Tetrahydrofurans / Heteroaromatic compounds / Oxacyclic compounds / Azacyclic compounds
show 5 more
Substituents
Purine 2',3'-dideoxyribonucleoside triphosphate / Purine 2',3'-dideoxyribonucleoside / Purine nucleoside / 6-aminopurine / Imidazopyrimidine / Purine / Aminopyrimidine / Monoalkyl phosphate / N-substituted imidazole / Organic phosphoric acid derivative
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Template-independent DNA polymerase which catalyzes the random addition of deoxynucleoside 5'-triphosphate to the 3'-end of a DNA initiator. One of the in vivo functions of this enzyme is the addit...
Gene Name
DNTT
Uniprot ID
P04053
Uniprot Name
DNA nucleotidylexotransferase
Molecular Weight
58535.73 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. 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 November 09, 2017 03:10