NAV

Bis(Adenosine)-5'-Triphosphate

Identification

Generic Name
Bis(Adenosine)-5'-Triphosphate
DrugBank Accession Number
DB01690
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 756.4071
Monoisotopic: 756.081934402
Chemical Formula
C20H27N10O16P3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDephospho-CoA kinaseNot 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 (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
(5'->5')-dinucleotides
Sub Class
Not Available
Direct Parent
(5'->5')-dinucleotides
Alternative Parents
Purine ribonucleoside triphosphates / Purine nucleotide sugars / Purine ribonucleoside monophosphates / Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Aminopyrimidines and derivatives / Monoalkyl phosphates / N-substituted imidazoles
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Substituents
(5'->5')-dinucleotide / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound
show 31 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
diadenosyl triphosphate (CHEBI:27775)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QCICUPZZLIQAPA-XPWFQUROSA-N
InChI
InChI=1S/C20H27N10O16P3/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(43-19)1-41-47(35,36)45-49(39,40)46-48(37,38)42-2-8-12(32)14(34)20(44-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
IUPAC Name
bis[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid
SMILES
[H][C@]1(COP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O

References

General References
Not Available
KEGG Compound
C06197
PubChem Compound
165381
PubChem Substance
46509170
ChemSpider
144977
BindingDB
50184368
ChEBI
27775
ChEMBL
CHEMBL407938
ZINC
ZINC000008220358
PDBe Ligand
BA3
PDB Entries
1vht / 3rqq / 3rs9

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 Solubility4.39 mg/mLALOGPS
logP-1.3ALOGPS
logP-10Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)0.89Chemaxon
pKa (Strongest Basic)5.23Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count20Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area387.44 Å2Chemaxon
Rotatable Bond Count12Chemaxon
Refractivity155.23 m3·mol-1Chemaxon
Polarizability62.98 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.8092
Blood Brain Barrier+0.8289
Caco-2 permeable-0.7292
P-glycoprotein substrateNon-substrate0.6
P-glycoprotein inhibitor INon-inhibitor0.825
P-glycoprotein inhibitor IINon-inhibitor0.949
Renal organic cation transporterNon-inhibitor0.9328
CYP450 2C9 substrateNon-substrate0.8508
CYP450 2D6 substrateNon-substrate0.834
CYP450 3A4 substrateNon-substrate0.517
CYP450 1A2 substrateNon-inhibitor0.8771
CYP450 2C9 inhibitorNon-inhibitor0.9107
CYP450 2D6 inhibitorNon-inhibitor0.9012
CYP450 2C19 inhibitorNon-inhibitor0.9003
CYP450 3A4 inhibitorNon-inhibitor0.7715
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.891
Ames testNon AMES toxic0.878
CarcinogenicityNon-carcinogens0.9115
BiodegradationNot ready biodegradable0.9936
Rat acute toxicity2.8102 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9512
hERG inhibition (predictor II)Non-inhibitor0.594
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/MSsplash10-0a4i-0000000900-0745f3a76bb561c1c623
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000000900-71196e713e61a95dfe54
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pb9-0100007900-c5c49790eef8c8a7d408
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0200302900-dae0095ebf7bedf77536
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0910020000-1d0b0bfc07545c8490d0
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0570-0400512900-e7505bd0441b8e32523d
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-225.00542
predicted
DeepCCS 1.0 (2019)
[M+H]+226.82803
predicted
DeepCCS 1.0 (2019)
[M+Na]+233.05891
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Dephospho-CoA kinase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Dephospho-coa kinase activity
Specific Function
Catalyzes the phosphorylation of the 3'-hydroxyl group of dephosphocoenzyme A to form coenzyme A.
Gene Name
coaE
Uniprot ID
P0A6I9
Uniprot Name
Dephospho-CoA kinase
Molecular Weight
22621.505 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 16:51