5-(6-Amino-9h-Purin-9-Yl)-4-Hydroxytetrahydrofuran-3-Yl Dihydrogen Phosphate

Identification

Generic Name
5-(6-Amino-9h-Purin-9-Yl)-4-Hydroxytetrahydrofuran-3-Yl Dihydrogen Phosphate
DrugBank Accession Number
DB02454
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 317.1952
Monoisotopic: 317.052519653
Chemical Formula
C9H12N5O6P
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
Not Available
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
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Toxicity

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 ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Ribonucleoside 3'-phosphates
Sub Class
Not Available
Direct Parent
Ribonucleoside 3'-phosphates
Alternative Parents
6-aminopurines / Monoalkyl phosphates / Aminopyrimidines and derivatives / Primary aromatic amines / N-substituted imidazoles / Imidolactams / Oxolanes / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds
show 4 more
Substituents
6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Heteroaromatic compound / Hydrocarbon derivative
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
nucleoside 3'-phosphate (CHEBI:42413)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IJEJRDCFMFEDGL-AFEQZKEHSA-N
InChI
InChI=1S/C9H12N5O6P/c10-7-5-8(12-2-11-7)14(3-13-5)9-6(15)4(1-19-9)20-21(16,17)18/h2-4,6,9,15H,1H2,(H2,10,11,12)(H2,16,17,18)/t4-,6+,9+/m0/s1
IUPAC Name
{[(3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
SMILES
[H][C@@]1(CO[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]1([H])O)OP(O)(O)=O

References

General References
Not Available
PubChem Compound
17753975
PubChem Substance
46507823
ChemSpider
16743966
ZINC
ZINC000058638540
PDBe Ligand
FA2
PDB Entries
1pwf / 5vu6 / 5vu7 / 5vu9 / 6mu5 / 7rsu

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility3.25 mg/mLALOGPS
logP-2.9ALOGPS
logP-4.2Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)0.84Chemaxon
pKa (Strongest Basic)3.89Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count9Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area165.84 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity68.11 m3·mol-1Chemaxon
Polarizability26.55 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7382
Blood Brain Barrier+0.9466
Caco-2 permeable-0.7122
P-glycoprotein substrateNon-substrate0.7343
P-glycoprotein inhibitor INon-inhibitor0.9017
P-glycoprotein inhibitor IINon-inhibitor0.9774
Renal organic cation transporterNon-inhibitor0.9402
CYP450 2C9 substrateNon-substrate0.8456
CYP450 2D6 substrateNon-substrate0.8383
CYP450 3A4 substrateNon-substrate0.5416
CYP450 1A2 substrateNon-inhibitor0.9096
CYP450 2C9 inhibitorNon-inhibitor0.9329
CYP450 2D6 inhibitorNon-inhibitor0.9192
CYP450 2C19 inhibitorNon-inhibitor0.9183
CYP450 3A4 inhibitorNon-inhibitor0.9584
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9677
Ames testNon AMES toxic0.7942
CarcinogenicityNon-carcinogens0.9258
BiodegradationNot ready biodegradable0.9514
Rat acute toxicity2.1216 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9866
hERG inhibition (predictor II)Non-inhibitor0.8877
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-MSsplash10-0002-9610000000-d3ab3b7cf7e4391c9217
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0009000000-fc37c9793b4a115c3159
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-3009000000-c5de2f1a0d260277d337
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9410000000-d50a5d9bbd4c6adc9896
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0930000000-651eb0f521afbdef6c43
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-014r-1900000000-91ae170e642c26165bc7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-4900000000-b812568988c9ecc98d27
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-163.89604
predicted
DeepCCS 1.0 (2019)
[M+H]+166.29161
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.73534
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:17