Identification
- Generic Name
- Adenosine-5'-[Beta, Gamma-Methylene]Triphosphate
- DrugBank Accession Number
- DB03909
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Adenosine-5'-[Beta, Gamma-Methylene]Triphosphate (DB03909)
- Weight
- Average: 505.2082
Monoisotopic: 505.016480601 - Chemical Formula
- C11H18N5O12P3
- 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 UFolylpolyglutamate synthase Not Available Lactobacillus casei UChemotaxis protein CheA Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UUDP-N-acetylmuramate--L-alanine ligase Not Available Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd) UThermoresistant gluconokinase Not Available Escherichia coli (strain K12) UPhosphoribosylglycinamide formyltransferase 2 Not Available Escherichia coli (strain K12) UInsulin receptor Not Available Humans USarcoplasmic/endoplasmic reticulum calcium ATPase 1 Not Available Humans UPyridoxal kinase Not Available Humans UPhosphoglycerate kinase 1 Not Available Humans USerine/threonine-protein kinase PknB Not Available Mycobacterium tuberculosis URibokinase Not Available Escherichia coli (strain K12) UPutative sugar kinase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) UProbable butyrate kinase 2 Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UKinesin-like protein KIF1A 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 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
- Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Bisphosphonates / Aminopyrimidines and derivatives / Monoalkyl phosphates / Imidolactams / N-substituted imidazoles / Heteroaromatic compounds show 11 more
- Substituents
- 1,2-diol / 6-aminopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Bisphosphonate show 33 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- nucleoside triphosphate analogue (CHEBI:40532)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- UFZTZBNSLXELAL-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)1-26-31(24,25)28-30(22,23)4-29(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H,24,25)(H2,12,13,14)(H2,19,20,21)/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)oxy](hydroxy)phosphoryl}methyl)phosphonic acid
- SMILES
- [H][C@]1(COP(O)(=O)OP(O)(=O)CP(O)(O)=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
- C13741
- PubChem Compound
- 91532
- PubChem Substance
- 46506243
- ChemSpider
- 82651
- BindingDB
- 18135
- ChEBI
- 40532
- ChEMBL
- CHEMBL133463
- ZINC
- ZINC000008295124
- PDBe Ligand
- ACP
- PDB Entries
- 1dag / 1dah / 1e22 / 1g3r / 1gll / 1gqt / 1gqy / 1i44 / 1i58 / 1i5a … show 445 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 4.45 mg/mL ALOGPS logP -1.1 ALOGPS logP -6 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 1.11 Chemaxon pKa (Strongest Basic) 4.93 Chemaxon Physiological Charge -3 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 39.97 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 - 0.9077 Blood Brain Barrier + 0.8625 Caco-2 permeable - 0.7248 P-glycoprotein substrate Non-substrate 0.588 P-glycoprotein inhibitor I Non-inhibitor 0.8872 P-glycoprotein inhibitor II Non-inhibitor 0.9751 Renal organic cation transporter Non-inhibitor 0.9607 CYP450 2C9 substrate Non-substrate 0.8709 CYP450 2D6 substrate Non-substrate 0.8323 CYP450 3A4 substrate Non-substrate 0.5648 CYP450 1A2 substrate Non-inhibitor 0.8555 CYP450 2C9 inhibitor Non-inhibitor 0.9178 CYP450 2D6 inhibitor Non-inhibitor 0.8662 CYP450 2C19 inhibitor Non-inhibitor 0.9061 CYP450 3A4 inhibitor Non-inhibitor 0.7692 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9622 Ames test Non AMES toxic 0.8044 Carcinogenicity Non-carcinogens 0.8801 Biodegradation Not ready biodegradable 0.9514 Rat acute toxicity 2.5963 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9661 hERG inhibition (predictor II) Non-inhibitor 0.7883
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
- Lactobacillus casei
- Pharmacological action
- Unknown
- General Function
- Tetrahydrofolylpolyglutamate synthase activity
- Specific Function
- Conversion of folates to polyglutamate derivatives. It prefers 5,10-methylenetetrahydrofolate, rather than 10-formyltetrahydrofolate as folate substrate.
- Gene Name
- fgs
- Uniprot ID
- P15925
- Uniprot Name
- Folylpolyglutamate synthase
- Molecular Weight
- 46588.815 Da
References
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Phosphorelay sensor kinase activity
- Specific Function
- Involved in the transmission of sensory signals from the chemoreceptors to the flagellar motors. CheA is autophosphorylated; it can transfer its phosphate group to either CheB or CheY (By similarity).
- Gene Name
- cheA
- Uniprot ID
- Q56310
- Uniprot Name
- Chemotaxis protein CheA
- Molecular Weight
- 75555.3 Da
References
- Kind
- Protein
- Organism
- Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
- Pharmacological action
- Unknown
- General Function
- Udp-n-acetylmuramate-l-alanine ligase activity
- Specific Function
- Cell wall formation.
- Gene Name
- murC
- Uniprot ID
- P45066
- Uniprot Name
- UDP-N-acetylmuramate--L-alanine ligase
- Molecular Weight
- 51993.93 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Gluconokinase activity
- Specific Function
- Not Available
- Gene Name
- gntK
- Uniprot ID
- P46859
- Uniprot Name
- Thermoresistant gluconokinase
- Molecular Weight
- 19543.13 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Phosphoribosylglycinamide formyltransferase activity
- Specific Function
- Catalyzes two reactions: the first one is the production of beta-formyl glycinamide ribonucleotide (GAR) from formate, ATP and beta GAR; the second, a side reaction, is the production of acetyl pho...
- Gene Name
- purT
- Uniprot ID
- P33221
- Uniprot Name
- Phosphoribosylglycinamide formyltransferase 2
- Molecular Weight
- 42433.335 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Receptor signaling protein tyrosine kinase activity
- Specific Function
- Receptor tyrosine kinase which mediates the pleiotropic actions of insulin. Binding of insulin leads to phosphorylation of several intracellular substrates, including, insulin receptor substrates (...
- Gene Name
- INSR
- Uniprot ID
- P06213
- Uniprot Name
- Insulin receptor
- Molecular Weight
- 156331.465 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein homodimerization activity
- Specific Function
- Key regulator of striated muscle performance by acting as the major Ca(2+) ATPase responsible for the reuptake of cytosolic Ca(2+) into the sarcoplasmic reticulum. Catalyzes the hydrolysis of ATP c...
- Gene Name
- ATP2A1
- Uniprot ID
- O14983
- Uniprot Name
- Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
- Molecular Weight
- 110251.36 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
- Zinc ion binding
- Specific Function
- Required for synthesis of pyridoxal-5-phosphate from vitamin B6.
- Gene Name
- PDXK
- Uniprot ID
- O00764
- Uniprot Name
- Pyridoxal kinase
- Molecular Weight
- 35102.105 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
- Phosphoglycerate kinase activity
- Specific Function
- In addition to its role as a glycolytic enzyme, it seems that PGK-1 acts as a polymerase alpha cofactor protein (primer recognition protein).
- Gene Name
- PGK1
- Uniprot ID
- P00558
- Uniprot Name
- Phosphoglycerate kinase 1
- Molecular Weight
- 44614.36 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
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Protein kinase that regulates many aspects of mycobacterial physiology, and is critical for growth in vitro and survival of the pathogen in the host (PubMed:24706757). Is a key component of a signal transduction pathway that regulates cell growth, cell shape and cell division via phosphorylation of target proteins such as GarA, GlmU, PapA5, PbpA, FhaB (Rv0019c), FhaA (Rv0020c), MviN, PstP, EmbR, Rv1422, Rv1747 and RseA (PubMed:15978616, PubMed:15985609, PubMed:15987910, PubMed:16436437, PubMed:16817899, PubMed:16980473, PubMed:19121323, PubMed:19826007, PubMed:20025669, PubMed:21423706, PubMed:22275220). Also catalyzes the phosphorylation of the core proteasome alpha-subunit (PrcA), and thereby regulates the proteolytic activity of the proteasome (PubMed:25224505). Is a major regulator of the oxygen-dependent replication switch since PknB activity is necessary for reactivation of cells from the hypoxic state (PubMed:24409094). Shows a strong preference for Thr versus Ser as the phosphoacceptor. Overexpression of PknB alters cell morphology and leads to cell death (PubMed:24706757) (PubMed:24409094).
- Specific Function
- Atp binding
- Gene Name
- pknB
- Uniprot ID
- P9WI81
- Uniprot Name
- Serine/threonine-protein kinase PknB
- Molecular Weight
- 66509.265 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Ribokinase activity
- Specific Function
- Not Available
- Gene Name
- rbsK
- Uniprot ID
- P0A9J6
- Uniprot Name
- Ribokinase
- Molecular Weight
- 32290.19 Da
References
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Ribokinase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q8ZKR2
- Uniprot Name
- Putative sugar kinase
- Molecular Weight
- 34237.43 Da
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Butyrate kinase activity
- Specific Function
- Not Available
- Gene Name
- buk2
- Uniprot ID
- Q9X278
- Uniprot Name
- Probable butyrate kinase 2
- Molecular Weight
- 42022.04 Da
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Motor activity
- Specific Function
- Motor for anterograde axonal transport of synaptic vesicle precursors.
- Gene Name
- KIF1A
- Uniprot ID
- Q12756
- Uniprot Name
- Kinesin-like protein KIF1A
- Molecular Weight
- 191062.325 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52