NAV

Histidyl-Adenosine Monophosphate

Identification

Generic Name
Histidyl-Adenosine Monophosphate
DrugBank Accession Number
DB04201
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 484.3605
Monoisotopic: 484.1219962
Chemical Formula
C16H21N8O8P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UHistidine--tRNA ligaseNot AvailableEscherichia coli (strain K12)
UHistidine--tRNA ligaseNot AvailableThermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
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 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Sub Class
Purine ribonucleotides
Direct Parent
5'-acylphosphoadenosines
Alternative Parents
Histidine and derivatives / Pentose phosphates / Glycosylamines / Monosaccharide phosphates / 6-aminopurines / Phosphoethanolamines / Aralkylamines / Monoalkyl phosphates / Aminopyrimidines and derivatives / Acyl phosphates
show 16 more
Substituents
1,2-diol / 5'-acylphosphoadenosine / 6-aminopurine / Acyl phosphate / Alcohol / Alkyl phosphate / Alpha-amino acid or derivatives / Amine / Amino acid or derivatives / Aminopyrimidine
show 41 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
XTFBSLZFYLGYAT-OPYVMVOTSA-N
InChI
InChI=1S/C16H21N8O8P/c17-8(1-7-2-19-4-20-7)16(27)32-33(28,29)30-3-9-11(25)12(26)15(31-9)24-6-23-10-13(18)21-5-22-14(10)24/h2,4-6,8-9,11-12,15,25-26H,1,3,17H2,(H,19,20)(H,28,29)(H2,18,21,22)/t8-,9+,11+,12+,15+/m0/s1
IUPAC Name
{[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]oxy}({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid
SMILES
[H][C@](N)(CC1=CN=CN1)C(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

References

General References
Not Available
PubChem Compound
444222
PubChem Substance
46508578
ChemSpider
392211
ZINC
ZINC000031976542
PDBe Ligand
HAM
PDB Entries
1ady / 1kmm / 3hrk

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 Solubility2.05 mg/mLALOGPS
logP-2.1ALOGPS
logP-4.6Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.77Chemaxon
pKa (Strongest Basic)7.16Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count12Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area246.84 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity108.64 m3·mol-1Chemaxon
Polarizability43.72 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.9029
Blood Brain Barrier+0.6392
Caco-2 permeable-0.7592
P-glycoprotein substrateNon-substrate0.5828
P-glycoprotein inhibitor INon-inhibitor0.946
P-glycoprotein inhibitor IINon-inhibitor0.9649
Renal organic cation transporterNon-inhibitor0.9607
CYP450 2C9 substrateNon-substrate0.8808
CYP450 2D6 substrateNon-substrate0.8372
CYP450 3A4 substrateNon-substrate0.5119
CYP450 1A2 substrateNon-inhibitor0.9203
CYP450 2C9 inhibitorNon-inhibitor0.9514
CYP450 2D6 inhibitorNon-inhibitor0.8821
CYP450 2C19 inhibitorNon-inhibitor0.9481
CYP450 3A4 inhibitorNon-inhibitor0.9507
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9803
Ames testNon AMES toxic0.8108
CarcinogenicityNon-carcinogens0.9203
BiodegradationNot ready biodegradable0.5538
Rat acute toxicity2.4323 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9857
hERG inhibition (predictor II)Non-inhibitor0.8941
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/MSsplash10-000i-0000900000-ec9964d75c82003e4687
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0000900000-76729f0a6fe85823795b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0911500000-11bb402354f02e688316
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9001400000-404636c0dea60deb39d6
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-2910200000-1f83065c74a609e57b45
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-3941600000-d92ab66de6faa846291e
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]-177.59996
predicted
DeepCCS 1.0 (2019)
[M+H]+179.42485
predicted
DeepCCS 1.0 (2019)
[M+Na]+185.05789
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Histidine--tRNA ligase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Histidine-trna ligase activity
Specific Function
Not Available
Gene Name
hisS
Uniprot ID
P60906
Uniprot Name
Histidine--tRNA ligase
Molecular Weight
47029.085 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]
Details2. Histidine--tRNA ligase
Kind
Protein
Organism
Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
Pharmacological action
Unknown
General Function
Histidine-trna ligase activity
Specific Function
Not Available
Gene Name
hisS
Uniprot ID
P56194
Uniprot Name
Histidine--tRNA ligase
Molecular Weight
47040.56 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