NAV

5'-O-(L-Prolylsulfamoyl)adenosine

Identification

Generic Name
5'-O-(L-Prolylsulfamoyl)adenosine
DrugBank Accession Number
DB02510
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 443.435
Monoisotopic: 443.122316751
Chemical Formula
C15H21N7O7S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBifunctional glutamate/proline--tRNA ligaseNot 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

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 purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleosides
Sub Class
Not Available
Direct Parent
Purine nucleosides
Alternative Parents
Proline and derivatives / Alpha amino acid amides / Glycosylamines / 6-aminopurines / Pentoses / Pyrrolidinecarboxamides / Aminopyrimidines and derivatives / Imidolactams / N-substituted imidazoles / Tetrahydrofurans
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Substituents
1,2-diol / 6-aminopurine / Alcohol / Alpha-amino acid amide / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle
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Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
LKVJEMXWEODCAY-JVEUSOJLSA-N
InChI
InChI=1S/C15H21N7O7S/c16-12-9-13(19-5-18-12)22(6-20-9)15-11(24)10(23)8(29-15)4-28-30(26,27)21-14(25)7-2-1-3-17-7/h5-8,10-11,15,17,23-24H,1-4H2,(H,21,25)(H2,16,18,19)/t7-,8+,10+,11+,15+/m0/s1
IUPAC Name
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino][(2S)-pyrrolidin-2-yl]methanone
SMILES
[H]N([H])C1=C2N=CN([C@@H]3O[C@H](COS(=O)(=O)N([H])C(=O)[C@@H]4CCCN4[H])[C@@H](O)[C@H]3O)C2=NC=N1

References

General References
Not Available
PubChem Compound
447378
PubChem Substance
46506105
ChemSpider
394498
ChEMBL
CHEMBL1163086
ZINC
ZINC000013542769
PDBe Ligand
P5A
PDB Entries
1h4s / 1nj5 / 2i4m / 2j3l

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
logP-3.6Chemaxon
pKa (Strongest Acidic)2.71Chemaxon
pKa (Strongest Basic)9.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count12Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area203.81 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity99.71 m3·mol-1Chemaxon
Polarizability42.81 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9727
Blood Brain Barrier+0.6515
Caco-2 permeable-0.6574
P-glycoprotein substrateSubstrate0.5292
P-glycoprotein inhibitor INon-inhibitor0.7191
P-glycoprotein inhibitor IINon-inhibitor0.9544
Renal organic cation transporterNon-inhibitor0.9248
CYP450 2C9 substrateNon-substrate0.898
CYP450 2D6 substrateNon-substrate0.7781
CYP450 3A4 substrateNon-substrate0.5114
CYP450 1A2 substrateNon-inhibitor0.7893
CYP450 2C9 inhibitorNon-inhibitor0.7925
CYP450 2D6 inhibitorNon-inhibitor0.8593
CYP450 2C19 inhibitorNon-inhibitor0.7824
CYP450 3A4 inhibitorNon-inhibitor0.8017
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9083
Ames testNon AMES toxic0.5931
CarcinogenicityNon-carcinogens0.6001
BiodegradationNot ready biodegradable0.9535
Rat acute toxicity2.4599 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8391
hERG inhibition (predictor II)Non-inhibitor0.546
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/MSsplash10-0006-0002900000-614fe5ae51cf65e7c514
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-0402900000-0fb125bbb2f99c31d89f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000l-1931600000-b00621362a687a85e9ac
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-5928800000-c22354485e51b36a6575
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-007c-4910100000-260162db7e51c39fb522
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-1912300000-0550897241c67d195d44
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]-176.03462
predicted
DeepCCS 1.0 (2019)
[M+H]+177.87526
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.61568
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Bifunctional glutamate/proline--tRNA ligase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Rna stem-loop binding
Specific Function
Catalyzes the attachment of the cognate amino acid to the corresponding tRNA in a two-step reaction: the amino acid is first activated by ATP to form a covalent intermediate with AMP and is then tr...
Gene Name
EPRS
Uniprot ID
P07814
Uniprot Name
Bifunctional glutamate/proline--tRNA ligase
Molecular Weight
170589.705 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. [Article]
  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. [Article]
  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. [Article]

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