NAV

Adenosine-5'-[Beta, Gamma-Methylene]Triphosphate

Identification

通用电气neric Name
Adenosine-5'-[Beta, Gamma-Methylene]Triphosphate
DrugBank Accession Number
DB03909
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
 3D
Similar Structures
Weight
Average: 505.2082
Monoisotopic: 505.016480601
Chemical Formula
C11H18N5O12P3
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

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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 byClassyfire
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
核苷,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

通用电气neral References
Not Available
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 425 more

Clinical Trials

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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 4.45 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 2 d6抑制剂 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
ADMET data is predicted usingadmetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

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

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Details 1.Folylpolyglutamate synthase
Kind
Protein
Organism
Lactobacillus casei
Pharmacological action
Unknown
通用电气neral Function
Tetrahydrofolylpolyglutamate synthase activity
Specific Function
Conversion of folates to polyglutamate derivatives. It prefers 5,10-methylenetetrahydrofolate, rather than 10-formyltetrahydrofolate as folate substrate.
通用电气ne Name
fgs
Uniprot ID
P15925
Uniprot名字
Folylpolyglutamate synthase
分子量
46588.815 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]
Details 2.Chemotaxis protein CheA
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
通用电气neral 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).
通用电气ne Name
cheA
Uniprot ID
Q56310
Uniprot名字
Chemotaxis protein CheA
分子量
75555.3 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]
Details 3.UDP-N-acetylmuramate--L-alanine ligase
Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
Unknown
通用电气neral Function
Udp-n-acetylmuramate-l-alanine ligase activity
Specific Function
Cell wall formation.
通用电气ne Name
murC
Uniprot ID
P45066
Uniprot名字
UDP-N-acetylmuramate--L-alanine ligase
分子量
51993.93 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]
Details 4.Thermoresistant gluconokinase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
通用电气neral Function
Gluconokinase activity
Specific Function
Not Available
通用电气ne Name
gntK
Uniprot ID
P46859
Uniprot名字
Thermoresistant gluconokinase
分子量
19543.13 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]
Details 5.Phosphoribosylglycinamide formyltransferase 2
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
通用电气neral 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...
通用电气ne Name
purT
Uniprot ID
P33221
Uniprot名字
Phosphoribosylglycinamide formyltransferase 2
分子量
42433.335 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]
Details 6.Insulin receptor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
通用电气neral 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 (...
通用电气ne Name
INSR
Uniprot ID
P06213
Uniprot名字
Insulin receptor
分子量
156331.465 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]
Details 7.Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
通用电气neral 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...
通用电气ne Name
ATP2A1
Uniprot ID
O14983
Uniprot名字
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
分子量
110251.36 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]
  3. 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]
Details 8.Pyridoxal kinase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
通用电气neral Function
Zinc ion binding
Specific Function
Required for synthesis of pyridoxal-5-phosphate from vitamin B6.
通用电气ne Name
PDXK
Uniprot ID
O00764
Uniprot名字
Pyridoxal kinase
分子量
35102.105 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]
  3. 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]
Details 9.Phosphoglycerate kinase 1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
通用电气neral 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).
通用电气ne Name
PGK1
Uniprot ID
P00558
Uniprot名字
Phosphoglycerate kinase 1
分子量
44614.36 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]
  3. 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]
Details 10.Serine/threonine-protein kinase PknB
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
通用电气neral Function
蛋白激酶调节myco的许多方面bacterial 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
通用电气ne Name
pknB
Uniprot ID
P9WI81
Uniprot名字
Serine/threonine-protein kinase PknB
分子量
66509.265 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]
Details 11.Ribokinase
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
通用电气neral Function
Ribokinase activity
Specific Function
Not Available
通用电气ne Name
rbsK
Uniprot ID
P0A9J6
Uniprot名字
Ribokinase
分子量
32290.19 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]
Details 12.Putative sugar kinase
Kind
Protein
Organism
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
Pharmacological action
Unknown
通用电气neral Function
Ribokinase activity
Specific Function
Not Available
通用电气ne Name
Not Available
Uniprot ID
Q8ZKR2
Uniprot名字
Putative sugar kinase
分子量
34237.43 Da
Details 13.Probable butyrate kinase 2
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
通用电气neral Function
Butyrate kinase activity
Specific Function
Not Available
通用电气ne Name
buk2
Uniprot ID
Q9X278
Uniprot名字
Probable butyrate kinase 2
分子量
42022.04 Da
Details 14.Kinesin-like protein KIF1A
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
通用电气neral Function
Motor activity
Specific Function
Motor for anterograde axonal transport of synaptic vesicle precursors.
通用电气ne Name
KIF1A
Uniprot ID
Q12756
Uniprot名字
Kinesin-like protein KIF1A
分子量
191062.325 Da

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52