N6-Benzyl Adenosine-5'-Diphosphate

Identification

Name
N6-Benzyl Adenosine-5'-Diphosphate
Accession Number
DB01893  (EXPT02305)
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: 517.3237
Monoisotopic: 517.076364941
Chemical Formula
C17H21N5O10P2
InChI Key
MRHGMAGSDAQUFH-LSCFUAHRSA-N
InChI
InChI=1S/C17H21N5O10P2/c23-13-11(7-30-34(28,29)32-33(25,26)27)31-17(14(13)24)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-24H,6-7H2,(H,28,29)(H,18,19,20)(H2,25,26,27)/t11-,13-,14-,17-/m1/s1
IUPAC Name
[({[(2R,3S,4R,5R)-5-[6-(benzylamino)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
SMILES
[H][[email protected]]1(COP(O)(=O)OP(O)(O)=O)O[[email protected]@]([H])(N2C=NC3=C(NCC4=CC=CC=C4)N=CN=C23)[[email protected]]([H])(O)[[email protected]]1([H])O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProto-oncogene tyrosine-protein kinase SrcNot 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
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
446795
PubChem Substance
46507276
ChemSpider
394054
HET
NBS
PDB Entries
1ksw

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 Solubility2.23 mg/mLALOGPS
logP-0.15ALOGPS
logP-2.9ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
pKa (Strongest Basic)4.85ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area218.61 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity115.05 m3·mol-1ChemAxon
Polarizability46.18 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.854
Blood Brain Barrier+0.855
Caco-2 permeable-0.7228
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.7415
P-glycoprotein inhibitor IINon-inhibitor0.9091
Renal organic cation transporterNon-inhibitor0.9203
CYP450 2C9 substrateNon-substrate0.764
CYP450 2D6 substrateNon-substrate0.8292
CYP450 3A4 substrateNon-substrate0.526
CYP450 1A2 substrateNon-inhibitor0.765
CYP450 2C9 inhibitorNon-inhibitor0.8925
CYP450 2D6 inhibitorNon-inhibitor0.8286
CYP450 2C19 inhibitorNon-inhibitor0.8933
CYP450 3A4 inhibitorNon-inhibitor0.807
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8398
Ames testNon AMES toxic0.8207
CarcinogenicityNon-carcinogens0.8727
BiodegradationNot ready biodegradable0.9836
Rat acute toxicity3.0027 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9232
hERG inhibition (predictor II)Non-inhibitor0.5129
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 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 ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Sub Class
Purine ribonucleotides
Direct Parent
Purine ribonucleoside diphosphates
Alternative Parents
Purine ribonucleoside monophosphates / Pentose phosphates / 6-alkylaminopurines / Glycosylamines / Monosaccharide phosphates / Organic pyrophosphates / Benzylamines / Monoalkyl phosphates / Secondary alkylarylamines / Aminopyrimidines and derivatives
show 11 more
Substituents
Purine ribonucleoside diphosphate / Purine ribonucleoside monophosphate / Pentose-5-phosphate / Pentose phosphate / N-glycosyl compound / 6-alkylaminopurine / Glycosyl compound / Monosaccharide phosphate / Organic pyrophosphate / Pentose monosaccharide
show 36 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Sh3/sh2 adaptor activity
Specific Function
Non-receptor protein tyrosine kinase which is activated following engagement of many different classes of cellular receptors including immune response receptors, integrins and other adhesion recept...
Gene Name
SRC
Uniprot ID
P12931
Uniprot Name
Proto-oncogene tyrosine-protein kinase Src
Molecular Weight
59834.295 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]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:50