Glycinamide Ribonucleotide

Identification

Name
Glycinamide Ribonucleotide
Accession Number
DB02236  (EXPT01547)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
Not Available
Weight
Average: 286.1764
Monoisotopic: 286.056601978
Chemical Formula
C7H15N2O8P
InChI Key
OBQMLSFOUZUIOB-HJZCUYRDSA-N
InChI
InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7?/m1/s1
IUPAC Name
{[(2R,3S,4R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
SMILES
NCC(=O)NC1O[[email protected]](COP(O)(O)=O)[[email protected]@H](O)[[email protected]]1O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPhosphoribosylglycinamide formyltransferase 2Not AvailableEscherichia coli (strain K12)
UPhosphoribosylglycinamide formyltransferaseNot AvailableEscherichia coli (strain K12)
UTrifunctional purine biosynthetic protein adenosine-3Not AvailableHuman
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
C03838
PubChem Compound
5459918
PubChem Substance
46504693
ChemSpider
4573646
ChEBI
18349
HET
GAR

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 Solubility14.6 mg/mLALOGPS
logP-2.4ALOGPS
logP-4.7ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)1.23ChemAxon
pKa (Strongest Basic)8.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area171.57 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity55.29 m3·mol-1ChemAxon
Polarizability23.69 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9929
Blood Brain Barrier-0.6931
Caco-2 permeable-0.7039
P-glycoprotein substrateNon-substrate0.5237
P-glycoprotein inhibitor INon-inhibitor0.8635
P-glycoprotein inhibitor IINon-inhibitor0.9352
Renal organic cation transporterNon-inhibitor0.9493
CYP450 2C9 substrateNon-substrate0.8512
CYP450 2D6 substrateNon-substrate0.8121
CYP450 3A4 substrateNon-substrate0.581
CYP450 1A2 substrateNon-inhibitor0.8691
CYP450 2C9 inhibitorNon-inhibitor0.8809
CYP450 2D6 inhibitorNon-inhibitor0.9156
CYP450 2C19 inhibitorNon-inhibitor0.8525
CYP450 3A4 inhibitorNon-inhibitor0.9679
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.98
Ames testNon AMES toxic0.5955
CarcinogenicityNon-carcinogens0.8876
BiodegradationReady biodegradable0.7697
Rat acute toxicity2.3510 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9719
hERG inhibition (predictor II)Non-inhibitor0.8711
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 GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-053i-9460000000-f71dc4d8ec0f4da03819
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0560-9120000000-4770933b45387be6728c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a59-9200000000-a6f2b9ab201fd0e69ee8
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0170-9550000000-99520656892b8c415efb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-d6c860661b01956c80ac
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-c2f2b85e6ec9caaa4408

Taxonomy

Description
This compound belongs to the class of organic compounds known as glycinamide ribonucleotides. These are compounds in which the amide N atom of glycineamide is linked to the C-1 of a ribosyl (or deoxyribosyl) moiety. Nucleotides have a phosphate group linked to the C5 carbon of the ribose (or deoxyribose) moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Glycinamide ribonucleotides
Sub Class
Not Available
Direct Parent
Glycinamide ribonucleotides
Alternative Parents
Pentose phosphates / Alpha amino acid amides / Monosaccharide phosphates / Monoalkyl phosphates / Tetrahydrofurans / Secondary carboxylic acid amides / Secondary alcohols / 1,2-diols / Oxacyclic compounds / Organopnictogen compounds
show 4 more
Substituents
Glycinamide-ribonucleotide / Pentose phosphate / Pentose-5-phosphate / Alpha-amino acid amide / Alpha-amino acid or derivatives / Monosaccharide phosphate / Pentose monosaccharide / Monoalkyl phosphate / Monosaccharide / Organic phosphoric acid derivative
show 24 more
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
N-glycosyl compound, ribose monophosphate (CHEBI:18349)

Targets

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
  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
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Phosphoribosylglycinamide formyltransferase activity
Specific Function
Catalyzes the transfer of a formyl group from 10-formyltetrahydrofolate to 5-phospho-ribosyl-glycinamide (GAR), producing 5-phospho-ribosyl-N-formylglycinamide (FGAR) and tetrahydrofolate.
Gene Name
purN
Uniprot ID
P08179
Uniprot Name
Phosphoribosylglycinamide formyltransferase
Molecular Weight
23238.065 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
Phosphoribosylglycinamide formyltransferase activity
Specific Function
Not Available
Gene Name
GART
Uniprot ID
P22102
Uniprot Name
Trifunctional purine biosynthetic protein adenosine-3
Molecular Weight
107766.295 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]

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 14:55