alpha,beta-Methyleneadenosine 5'-triphosphate
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Identification
- Generic Name
- alpha,beta-Methyleneadenosine 5'-triphosphate
- DrugBank Accession Number
- DB02596
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 505.2082
Monoisotopic: 505.016480601 - Chemical Formula
- C11H18N5O12P3
- Synonyms
- adenosine 5'-[alpha,beta-methylene]triphosphate
- adenosine 5'-[α,β-methylene]triphosphate
- alpha,beta-MeATP
- alpha,beta-Methylene ATP
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase Not Available Escherichia coli (strain K12) UPantothenate synthetase Not Available Mycobacterium tuberculosis UNH(3)-dependent NAD(+) synthetase Not Available Bacillus subtilis (strain 168) UNicotinamide mononucleotide adenylyltransferase 3 Not Available Humans UAdenylate cyclase Not Available Arthrospira platensis UNTPase P4 Not Available Pseudomonas phage phi12 UProbable lignin peroxidase LipJ Not Available Mycobacterium tuberculosis UCarbapenam-3-carboxylate synthase Not Available Erwinia carotovora - 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. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleotides
- Sub Class
- Purine ribonucleotides
- Direct Parent
- Purine ribonucleoside monophosphates
- Alternative Parents
- Glycosylamines / Pentoses / 6-aminopurines / Bisphosphonates / Aminopyrimidines and derivatives / Phosphonic acid esters / Organic phosphoric acids and derivatives / N-substituted imidazoles / Imidolactams / Tetrahydrofurans show 11 more
- Substituents
- 1,2-diol / 6-aminopurine / Alcohol / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Bisphosphonate / Glycosyl compound show 28 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- nucleoside triphosphate analogue (CHEBI:35056)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- NYX13NT29D
- CAS number
- 7292-42-4
- InChI Key
- CAWZRIXWFRFUQB-IOSLPCCCSA-N
- InChI
- InChI=1S/C11H18N5O12P3/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25)/t5-,7-,8-,11-/m1/s1
- IUPAC Name
- ({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)methyl](hydroxy)phosphoryl}oxy)phosphonic acid
- SMILES
- NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)CP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C13740
- PubChem Compound
- 91557
- PubChem Substance
- 46507991
- ChemSpider
- 82670
- BindingDB
- 50118221
- ChEBI
- 35056
- ChEMBL
- CHEMBL132722
- ZINC
- ZINC000008295117
- PDBe Ligand
- APC
- PDB Entries
- 1f9h / 1hq2 / 1ih8 / 1jgt / 1kny / 1n2b / 1n2e / 1n2g / 1nus / 1nut … show 130 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 4.29 mg/mL ALOGPS logP -1.1 ALOGPS logP -6.2 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 0.97 Chemaxon pKa (Strongest Basic) 4.93 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 269.9 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 98.17 m3·mol-1 Chemaxon Polarizability 39.94 Å3 Chemaxon Number of Rings 3 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 - 0.8991 Blood Brain Barrier + 0.8723 Caco-2 permeable - 0.725 P-glycoprotein substrate Non-substrate 0.5208 P-glycoprotein inhibitor I Non-inhibitor 0.8699 P-glycoprotein inhibitor II Non-inhibitor 0.9788 Renal organic cation transporter Non-inhibitor 0.9623 CYP450 2C9 substrate Non-substrate 0.8741 CYP450 2D6 substrate Non-substrate 0.8309 CYP450 3A4 substrate Non-substrate 0.5558 CYP450 1A2 substrate Non-inhibitor 0.8474 CYP450 2C9 inhibitor Non-inhibitor 0.9129 CYP450 2D6 inhibitor Non-inhibitor 0.8768 CYP450 2C19 inhibitor Non-inhibitor 0.8962 CYP450 3A4 inhibitor Non-inhibitor 0.8252 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9691 Ames test Non AMES toxic 0.7767 Carcinogenicity Non-carcinogens 0.8649 Biodegradation Not ready biodegradable 0.972 Rat acute toxicity 2.5669 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9551 hERG inhibition (predictor II) Non-inhibitor 0.7477
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 224.8808617 predictedDarkChem Lite v0.1.0 [M-H]- 171.68626 predictedDeepCCS 1.0 (2019) [M+H]+ 224.9194617 predictedDarkChem Lite v0.1.0 [M+H]+ 173.9622 predictedDeepCCS 1.0 (2019) [M+Na]+ 225.5503617 predictedDarkChem Lite v0.1.0 [M+Na]+ 179.7747 predictedDeepCCS 1.0 (2019)
Targets
![](https://go.drugbank.com/assets/locked/DrugTargets2-682eb846d210ae4bf33ca03febccfb57bb1c61318e699b729e5df4dfab2c5b67.png)
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Not Available
- Gene Name
- folK
- Uniprot ID
- P26281
- Uniprot Name
- 2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase
- Molecular Weight
- 18078.61 Da
References
2. DetailsPantothenate synthetase
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes the condensation of pantoate with beta-alanine in an ATP-dependent reaction via a pantoyl-adenylate intermediate.
- Specific Function
- Atp binding
- Gene Name
- panC
- Uniprot ID
- P9WIL5
- Uniprot Name
- Pantothenate synthetase
- Molecular Weight
- 32677.14 Da
References
3. DetailsNH(3)-dependent NAD(+) synthetase
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Nad+ synthase activity
- Specific Function
- Catalyzes a key step in NAD biosynthesis, transforming deamido-NAD into NAD by a two-step reaction.
- Gene Name
- nadE
- Uniprot ID
- P08164
- Uniprot Name
- NH(3)-dependent NAD(+) synthetase
- Molecular Weight
- 30394.995 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nicotinate-nucleotide adenylyltransferase activity
- Specific Function
- Catalyzes the formation of NAD(+) from nicotinamide mononucleotide (NMN) and ATP. Can also use the deamidated form; nicotinic acid mononucleotide (NaMN) as substrate with the same efficiency. Can u...
- Gene Name
- NMNAT3
- Uniprot ID
- Q96T66
- Uniprot Name
- Nicotinamide/nicotinic acid mononucleotide adenylyltransferase 3
- Molecular Weight
- 28321.525 Da
References
5. DetailsAdenylate cyclase
- Kind
- Protein
- Organism
- Arthrospira platensis
- Pharmacological action
- Unknown
- General Function
- Phosphorelay sensor kinase activity
- Specific Function
- Not Available
- Gene Name
- cyaC
- Uniprot ID
- O32393
- Uniprot Name
- Adenylate cyclase
- Molecular Weight
- 133922.415 Da
6. DetailsNTPase P4
- Kind
- Protein
- Organism
- Pseudomonas phage phi12
- Pharmacological action
- Unknown
- General Function
- Atp binding
- Specific Function
- Not Available
- Gene Name
- 4
- Uniprot ID
- Q94M05
- Uniprot Name
- NTPase P4
- Molecular Weight
- 35108.26 Da
7. DetailsProbable lignin peroxidase LipJ
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Protein homodimerization activity
- Specific Function
- Not Available
- Gene Name
- lipJ
- Uniprot ID
- O07732
- Uniprot Name
- Cyclase
- Molecular Weight
- 49715.925 Da
8. DetailsCarbapenam-3-carboxylate synthase
- Kind
- Protein
- Organism
- Erwinia carotovora
- Pharmacological action
- Unknown
- General Function
- Atp binding
- Specific Function
- Involved in the biosynthesis of carbapenam-3-carboxylate, a beta-lactam antibiotic of the carbapenem class. Catalyzes the ATP-dependent formation of (3S,5S)-carbapenam-3-carboxylate from (2S,5S)-5-...
- Gene Name
- carA
- Uniprot ID
- Q9XB61
- Uniprot Name
- Carbapenam-3-carboxylate synthase
- Molecular Weight
- 55997.77 Da
Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44