Alpha,Beta-Methyleneadenosine-5'-Triphosphate

Identification

Name
Alpha,Beta-Methyleneadenosine-5'-Triphosphate
Accession Number
DB02596  (EXPT00539)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
NYX13NT29D
CAS number
Not Available
Weight
Average: 505.2082
Monoisotopic: 505.016480601
Chemical Formula
C11H18N5O12P3
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
[H][[email protected]]1(COP(O)(=O)CP(O)(=O)OP(O)(O)=O)O[[email protected]@]([H])(N2C=NC3=C(N)N=CN=C23)[[email protected]]([H])(O)[[email protected]]1([H])O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinaseNot AvailableEscherichia coli (strain K12)
UPantothenate synthetaseNot AvailableMycobacterium tuberculosis
UNH(3)-dependent NAD(+) synthetaseNot AvailableBacillus subtilis (strain 168)
UNicotinamide mononucleotide adenylyltransferase 3Not AvailableHuman
UAdenylate cyclaseNot AvailableArthrospira platensis
UNTPase P4Not AvailablePseudomonas phage phi12
UProbable lignin peroxidase LipJNot AvailableMycobacterium tuberculosis
UCarbapenam-3-carboxylate synthaseNot AvailableErwinia 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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C13740
PubChem Compound
91557
PubChem Substance
46507991
ChemSpider
82670
BindingDB
50118221
ChEBI
35056
ChEMBL
CHEMBL132722
HET
APC
PDB Entries
1f9h / 1hq2 / 1ih8 / 1jgt / 1kny / 1n2b / 1n2e / 1n2g / 1nus / 1nut
show 111 more

Clinical Trials

Clinical Trials
Not Available

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 Solubility4.29 mg/mLALOGPS
logP-1.1ALOGPS
logP-6.1ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.03ChemAxon
pKa (Strongest Basic)4.99ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area269.9 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity98.17 m3·mol-1ChemAxon
Polarizability39.84 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.8991
Blood Brain Barrier+0.8723
Caco-2 permeable-0.725
P-glycoprotein substrateNon-substrate0.5208
P-glycoprotein inhibitor INon-inhibitor0.8699
P-glycoprotein inhibitor IINon-inhibitor0.9788
Renal organic cation transporterNon-inhibitor0.9623
CYP450 2C9 substrateNon-substrate0.8741
CYP450 2D6 substrateNon-substrate0.8309
CYP450 3A4 substrateNon-substrate0.5558
CYP450 1A2 substrateNon-inhibitor0.8474
CYP450 2C9 inhibitorNon-inhibitor0.9129
CYP450 2D6 inhibitorNon-inhibitor0.8768
CYP450 2C19 inhibitorNon-inhibitor0.8962
CYP450 3A4 inhibitorNon-inhibitor0.8252
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9691
Ames testNon AMES toxic0.7767
CarcinogenicityNon-carcinogens0.8649
BiodegradationNot ready biodegradable0.972
Rat acute toxicity2.5669 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9551
hERG inhibition (predictor II)Non-inhibitor0.7477
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Purine ribonucleoside monophosphate / Glycosyl compound / N-glycosyl compound / 6-aminopurine / Pentose monosaccharide / Bisphosphonate / Imidazopyrimidine / Purine / Aminopyrimidine / Monosaccharide
show 28 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
nucleoside triphosphate analogue (CHEBI:35056)

Targets

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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  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. [PubMed:17016423]
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  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. [PubMed:17016423]
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  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. [PubMed:17016423]
Kind
Protein
Organism
Human
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
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  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. [PubMed:17016423]
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
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
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
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 on June 13, 2005 07:24 / Updated on December 01, 2017 15:00