Identification
- Generic Name
- Bis(Adenosine)-5'-Pentaphosphate
- DrugBank Accession Number
- DB01717
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Bis(Adenosine)-5'-Pentaphosphate (DB01717)
- Weight
- Average: 916.3669
Monoisotopic: 916.014595222 - Chemical Formula
- C20H29N10O22P5
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAdenylate kinase Not Available Bacillus subtilis (strain 168) UAdenylate kinase Not Available Geobacillus stearothermophilus UAdenylate kinase Not Available Bacillus globisporus UAdenylate kinase 2, mitochondrial Not Available Humans UAdenylate kinase 8 Not Available Humans UAdenylate kinase Not Available Escherichia coli (strain K12) UAdenylate kinase isoenzyme 1 Not Available Humans - 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- 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 polyphosphates / Purine nucleotide sugars / Purine ribonucleoside monophosphates / Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Aminopyrimidines and derivatives / Monoalkyl phosphates / N-substituted imidazoles show 10 more
- 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 pentaphosphate (CHEBI:28898)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- OIMACDRJUANHTJ-XPWFQUROSA-N
- InChI
- InChI=1S/C20H29N10O22P5/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(47-19)1-45-53(35,36)49-55(39,40)51-57(43,44)52-56(41,42)50-54(37,38)46-2-8-12(32)14(34)20(48-8)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)(H,41,42)(H,43,44)(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](hydroxy)phosphoryl}oxy)phosphinic acid
- SMILES
- [H][C@]1(COP(O)(=O)OP(O)(=O)OP(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
- External Links
- KEGG Compound
- C04058
- PubChem Compound
- 440210
- PubChem Substance
- 46505205
- ChemSpider
- 389195
- BindingDB
- 50435017
- ChEBI
- 28898
- ChEMBL
- CHEMBL437508
- ZINC
- ZINC000096085195
- PDBe Ligand
- AP5
- PDB Entries
- 1ake / 1aky / 1e4v / 1e4y / 1p3j / 1s3g / 1z83 / 1zak / 1zin / 1zio … show 57 more
Clinical Trials
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
Property Value Source Water Solubility 6.92 mg/mL ALOGPS logP -0.2 ALOGPS logP -10 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 0.23 Chemaxon pKa (Strongest Basic) 4.97 Chemaxon Physiological Charge -5 Chemaxon Hydrogen Acceptor Count 24 Chemaxon Hydrogen Donor Count 11 Chemaxon Polar Surface Area 480.5 Å2 Chemaxon Rotatable Bond Count 16 Chemaxon Refractivity 176.98 m3·mol-1 Chemaxon Polarizability 72.11 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8092 Blood Brain Barrier + 0.8289 Caco-2 permeable - 0.7292 P-glycoprotein substrate Non-substrate 0.6 P-glycoprotein inhibitor I Non-inhibitor 0.825 P-glycoprotein inhibitor II Non-inhibitor 0.949 Renal organic cation transporter Non-inhibitor 0.9328 CYP450 2C9 substrate Non-substrate 0.8508 CYP450 2D6 substrate Non-substrate 0.834 CYP450 3A4 substrate Non-substrate 0.517 CYP450 1A2 substrate Non-inhibitor 0.8771 CYP450 2C9 inhibitor Non-inhibitor 0.9107 CYP450 2D6 inhibitor Non-inhibitor 0.9012 CYP450 2C19 inhibitor Non-inhibitor 0.9003 CYP450 3A4 inhibitor Non-inhibitor 0.7715 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.891 Ames test Non AMES toxic 0.878 Carcinogenicity Non-carcinogens 0.9115 Biodegradation Not ready biodegradable 0.9936 Rat acute toxicity 2.8102 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9512 hERG inhibition (predictor II) Non-inhibitor 0.594
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Plays an important role in cellular energy homeostasis and in adenine nucleotide metabolism.
- Gene Name
- adk
- Uniprot ID
- P16304
- Uniprot Name
- Adenylate kinase
- Molecular Weight
- 24119.24 Da
References
- Kind
- Protein
- Organism
- Geobacillus stearothermophilus
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Plays an important role in cellular energy homeostasis and in adenine nucleotide metabolism.
- Gene Name
- adk
- Uniprot ID
- P27142
- Uniprot Name
- Adenylate kinase
- Molecular Weight
- 24142.65 Da
References
- Kind
- Protein
- Organism
- Bacillus globisporus
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Plays an important role in cellular energy homeostasis and in adenine nucleotide metabolism.
- Gene Name
- adk
- Uniprot ID
- P84139
- Uniprot Name
- Adenylate kinase
- Molecular Weight
- 23888.06 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Atp binding
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Plays an important role in cellular energy homeostasis and in adenine nucleotide metabolism. Adenylate kinase ...
- Gene Name
- AK2
- Uniprot ID
- P54819
- Uniprot Name
- Adenylate kinase 2, mitochondrial
- Molecular Weight
- 26477.44 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nucleoside diphosphate kinase activity
- Specific Function
- Nucleoside monophosphate (NMP) kinase that catalyzes the reversible transfer of the terminal phosphate group between nucleoside triphosphates and monophosphates. Has highest activity toward AMP, an...
- Gene Name
- AK8
- Uniprot ID
- Q96MA6
- Uniprot Name
- Adenylate kinase 8
- Molecular Weight
- 54925.01 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- 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]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Plays an important role in cellular energy homeostasis and in adenine nucleotide metabolism.
- Gene Name
- adk
- Uniprot ID
- P69441
- Uniprot Name
- Adenylate kinase
- Molecular Weight
- 23585.845 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nucleoside diphosphate kinase activity
- Specific Function
- Catalyzes the reversible transfer of the terminal phosphate group between ATP and AMP. Also displays broad nucleoside diphosphate kinase activity. Plays an important role in cellular energy homeost...
- Gene Name
- AK1
- Uniprot ID
- P00568
- Uniprot Name
- Adenylate kinase isoenzyme 1
- Molecular Weight
- 21634.725 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:51