NAV

Tyrosyladenylate

Identification

Generic Name
Tyrosyladenylate
DrugBank Accession Number
DB03325
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 509.493
Monoisotopic: 509.132881437
Chemical Formula
C19H23N7O8S
Synonyms
  • 5'-O-(L-Tyrosylsulfamoyl)adenosine
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UTyrosine--tRNA ligaseNot AvailableEscherichia coli (strain K12)
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 tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Tyrosine and derivatives
Alternative Parents
Purine nucleosides / Phenylalanine and derivatives / Glycosylamines / 6-aminopurines / Pentoses / Amphetamines and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Aminopyrimidines and derivatives / Aralkylamines / Imidolactams
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Substituents
1,2-diol / 1-hydroxy-2-unsubstituted benzenoid / 6-aminopurine / Alcohol / Amine / Aminopyrimidine / Amphetamine or derivatives / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle
show 33 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
MJZAZMKENKZBAJ-QTOWJTHWSA-N
InChI
InChI=1S/C19H23N7O8S/c20-11(5-9-1-3-10(27)4-2-9)18(30)25-35(31,32)33-6-12-14(28)15(29)19(34-12)26-8-24-13-16(21)22-7-23-17(13)26/h1-4,7-8,11-12,14-15,19,27-29H,5-6,20H2,(H,25,30)(H2,21,22,23)/t11-,12+,14+,15+,19+/m0/s1
IUPAC Name
(2S)-2-amino-1-[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}sulfonyl)amino]-3-(4-hydroxyphenyl)propan-1-one
SMILES
[H]N([H])[C@@H](CC1=CC=C(O)C=C1)C(=O)N([H])S(=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N=CN=C12)N([H])[H]

References

General References
Not Available
PubChem Compound
449029
PubChem Substance
46507246
ChemSpider
395663
ChEMBL
CHEMBL1163085
ZINC
ZINC000016052371
PDBe Ligand
YSA
PDB Entries
1vbm / 1vbn / 2aly / 2pid / 5usf / 6i5y

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-2.5Chemaxon
pKa (Strongest Acidic)2.72Chemaxon
pKa (Strongest Basic)6.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count13Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area238.03 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity118.74 m3·mol-1Chemaxon
Polarizability49.78 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9829
Blood Brain Barrier+0.5928
Caco-2 permeable-0.6564
P-glycoprotein substrateNon-substrate0.5994
P-glycoprotein inhibitor INon-inhibitor0.7863
P-glycoprotein inhibitor IINon-inhibitor0.934
Renal organic cation transporterNon-inhibitor0.9228
CYP450 2C9 substrateNon-substrate0.8736
CYP450 2D6 substrateNon-substrate0.8014
CYP450 3A4 substrateSubstrate0.5107
CYP450 1A2 substrateNon-inhibitor0.7816
CYP450 2C9 inhibitorNon-inhibitor0.7954
CYP450 2D6 inhibitorNon-inhibitor0.8498
CYP450 2C19 inhibitorNon-inhibitor0.7981
CYP450 3A4 inhibitorNon-inhibitor0.7225
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8534
Ames testNon AMES toxic0.6688
CarcinogenicityNon-carcinogens0.546
BiodegradationNot ready biodegradable0.9806
Rat acute toxicity2.4451 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9473
hERG inhibition (predictor II)Non-inhibitor0.6764
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/MSsplash10-03dj-0806090000-ebf7b4e8b122859b95ee
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0402390000-5ff099306cd35e795cbc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0910000000-86faf191d0ac4401bb6f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000x-3914310000-5e4bb7675c0fa224e3a2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-4911000000-ecf9280df7d79d1e3674
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0913300000-e29ed0a46cc1971ec063
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-188.89848
predicted
DeepCCS 1.0 (2019)
[M+H]+190.72337
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.37271
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Tyrosine--tRNA ligase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Tyrosine-trna ligase activity
Specific Function
Catalyzes the attachment of tyrosine to tRNA(Tyr) in a two-step reaction: tyrosine is first activated by ATP to form Tyr-AMP and then transferred to the acceptor end of tRNA(Tyr).
Gene Name
tyrS
Uniprot ID
P0AGJ9
Uniprot Name
Tyrosine--tRNA ligase
Molecular Weight
47526.605 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]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52