Guanosine 3'-monophosphate

Identification

Generic Name
Guanosine 3'-monophosphate
DrugBank Accession Number
DB03315
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 363.2206
Monoisotopic: 363.057998961
Chemical Formula
C10H14N5O8P
Synonyms
  • 3'-GMP
  • 3'-Guanylic acid
  • Guanosine 3'-phosphate
  • Guanosine-3'-monophosphate
  • Guanylic acid

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
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

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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
Chemical TaxonomyProvided by Classyfire
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
6-oxopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound / Heteroaromatic compound
show 30 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
purine ribonucleoside 3'-monophosphate, guanosine 3'-phosphate (CHEBI:28072)
Affected organisms
Not Available

Chemical Identifiers

UNII
839SG0O89X
CAS number
117-68-0
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

References

General References
Not Available
KEGG Compound
C06193
PubChem Compound
8339
PubChem Substance
46508235
ChemSpider
8036
ChEBI
28072
ZINC
ZINC000004807333
PDBe Ligand
3GP
PDB Entries
1goy / 1lov / 1low / 1loy / 1rga / 1rgc / 1rls / 1rms / 1xz8 / 2gsp
show 12 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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-3.2Chemaxon
logS-2ALOGPS
pKa (Strongest Acidic)1.03Chemaxon
pKa (Strongest Basic)0.35Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area201.75 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity75.49 m3·mol-1Chemaxon
Polarizability30.78 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/MSsplash10-03di-0009000000-9b72baa0346e3f8d467e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-251df68db1ba47be68f3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0921000000-bace9a133da87cd094ff
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01zd-2019000000-e17f613496d16c59142b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-18fc24f42ec77497e2a3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ufr-8916000000-d172397049af4ed1a316
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-191.8816759
predicted
DarkChem Lite v0.1.0
[M-H]-164.7151
predicted
DeepCCS 1.0 (2019)
[M+H]+191.6696759
predicted
DarkChem Lite v0.1.0
[M+H]+167.11069
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.7266759
predicted
DarkChem Lite v0.1.0
[M+Na]+173.62436
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
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. [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]
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. [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]

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