Guanosine 3'-monophosphate

Identification

Logo pink
Are you a
new drug developer?
Contact us to learn more about our customized products and solutions.
Name
Guanosine 3'-monophosphate
Accession Number
DB03315  (EXPT00169)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • 3'-GMP
  • 3'-Guanylic acid
  • Guanosine 3'-phosphate
  • Guanosine-3'-monophosphate
  • Guanylic acid
Categories
UNII
839SG0O89X
CAS number
117-68-0
Weight
Average: 363.2206
Monoisotopic: 363.057998961
Chemical Formula
C10H14N5O8P
InChI Key
ZDPUTNZENXVHJC-UUOKFMHZSA-N
InChI
InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-5(17)6(3(1-16)22-9)23-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
SMILES
NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]2O)C(=O)N1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
URibonucleaseNot AvailableBacillus pumilus
UBifunctional protein PyrRNot AvailableBacillus caldolyticus
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
C06193
PubChem Compound
8339
PubChem Substance
46508235
ChemSpider
8036
ChEBI
28072
HET
3GP
PDB Entries
1goy / 1lov / 1low / 1loy / 1rga / 1rgc / 1rls / 1rms / 1xz8 / 2gsp
show 10 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 Solubility3.51 mg/mLALOGPS
logP-2ALOGPS
logP-2.8ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)0.78ChemAxon
pKa (Strongest Basic)1.67ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area201.75 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity75.49 m3·mol-1ChemAxon
Polarizability30.86 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.7135
Blood Brain Barrier+0.9503
Caco-2 permeable-0.7605
P-glycoprotein substrateNon-substrate0.7027
P-glycoprotein inhibitor INon-inhibitor0.9175
P-glycoprotein inhibitor IINon-inhibitor0.9057
Renal organic cation transporterNon-inhibitor0.9376
CYP450 2C9 substrateNon-substrate0.8321
CYP450 2D6 substrateNon-substrate0.841
CYP450 3A4 substrateNon-substrate0.5734
CYP450 1A2 substrateNon-inhibitor0.8722
CYP450 2C9 inhibitorNon-inhibitor0.9175
CYP450 2D6 inhibitorNon-inhibitor0.9151
CYP450 2C19 inhibitorNon-inhibitor0.925
CYP450 3A4 inhibitorNon-inhibitor0.9396
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9778
Ames testNon AMES toxic0.7947
CarcinogenicityNon-carcinogens0.8484
BiodegradationNot ready biodegradable0.9637
Rat acute toxicity2.3852 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9676
hERG inhibition (predictor II)Non-inhibitor0.889
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 ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Ribonucleoside 3'-phosphates
Sub Class
Not Available
Direct Parent
Ribonucleoside 3'-phosphates
Alternative Parents
Pentose phosphates / Glycosylamines / 6-oxopurines / Monosaccharide phosphates / Hypoxanthines / Pyrimidones / Aminopyrimidines and derivatives / Monoalkyl phosphates / N-substituted imidazoles / Vinylogous amides
show 10 more
Substituents
Pentose phosphate / Ribonucleoside 3'-phosphate / Glycosyl compound / N-glycosyl compound / 6-oxopurine / Pentose monosaccharide / Hypoxanthine / Monosaccharide phosphate / Imidazopyrimidine / Purine
show 30 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
purine ribonucleoside 3'-monophosphate, guanosine 3'-phosphate (CHEBI:28072)

Targets

Kind
Protein
Organism
Bacillus pumilus
Pharmacological action
Unknown
General Function
Rna binding
Specific Function
This is a purine-specific ribonuclease.
Gene Name
Not Available
Uniprot ID
P48068
Uniprot Name
Ribonuclease
Molecular Weight
17914.105 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. [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 caldolyticus
Pharmacological action
Unknown
General Function
Uracil phosphoribosyltransferase activity
Specific Function
Regulates transcriptional attenuation of the pyrimidine nucleotide (pyr) operon by binding in a uridine-dependent manner to specific sites on pyr mRNA. This disrupts an antiterminator hairpin in th...
Gene Name
pyrR
Uniprot ID
P41007
Uniprot Name
Bifunctional protein PyrR
Molecular Weight
19937.85 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 June 04, 2019 05:48