Guanosine 3'-monophosphate

Identification

Generic Name

Guanosine 3'-monophosphate

DrugBank Accession Number

DB03315

Background

Not Available

Type

Small Molecule

Groups

Experimental

Structure

3D

Download

MOLSDF3D-SDFPDBSMILESInChI

Similar Structures

Structure for Guanosine 3'-monophosphate (DB03315)

×

Close

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

Avoid life-threatening adverse drug events

Improve clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.

Learn more

Avoid life-threatening adverse drug events & improve clinical decision support.

Learn more

Pharmacodynamics

Not Available

Mechanism of action

Target	Actions	Organism
URibonuclease	Not Available	Bacillus pumilus
UBifunctional protein PyrR	Not Available	Bacillus 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.

Learn more

Improve decision support & research outcomes with our structured adverse effects data.

Learn more

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

• Guanine Nucleotides
• Heterocyclic Compounds, Fused-Ring
• Isomerism
• Nucleic Acids, Nucleotides, and Nucleosides
• Nucleotides
• Purine Nucleotides
• Purines
• Ribonucleotides

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 / Tetrahydrofurans / Heteroaromatic compounds / Secondary alcohols / Oxacyclic compounds / Azacyclic compounds / Hydrocarbon derivatives / Organic oxides / Organopnictogen compounds / Primary alcohols / Primary amines

show 10 more

Substituents

6-oxopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound / Heteroaromatic compound / Hydrocarbon derivative / Hypoxanthine / Imidazole / Imidazopyrimidine / Monoalkyl phosphate / Monosaccharide / Monosaccharide phosphate / N-glycosyl compound / N-substituted imidazole / Organic nitrogen compound / Organic oxide / Organic oxygen compound / Organic phosphoric acid derivative / Organoheterocyclic compound / Organonitrogen compound / Organooxygen compound / Organopnictogen compound / Oxacycle / Pentose monosaccharide / Pentose phosphate / Phosphoric acid ester / Primary alcohol / Primary amine / Purine / Pyrimidine / Pyrimidone / Ribonucleoside 3'-phosphate / Secondary alcohol / Tetrahydrofuran / Vinylogous amide

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

External Links

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 10 more

Clinical Trials

Clinical Trials

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	3.51 mg/mL	ALOGPS
logP	-2	ALOGPS
logP	-3.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.03	ChemAxon
pKa (Strongest Basic)	0.35	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.75 Å2	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.49 m3·mol-1	ChemAxon
Polarizability	30.78 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	No	ChemAxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	+	0.7135
Blood Brain Barrier	+	0.9503
Caco-2 permeable	-	0.7605
P-glycoprotein substrate	Non-substrate	0.7027
P-glycoprotein inhibitor I	Non-inhibitor	0.9175
P-glycoprotein inhibitor II	Non-inhibitor	0.9057
Renal organic cation transporter	Non-inhibitor	0.9376
CYP450 2C9 substrate	Non-substrate	0.8321
CYP450 2D6 substrate	Non-substrate	0.841
CYP450 3A4 substrate	Non-substrate	0.5734
CYP450 1A2 substrate	Non-inhibitor	0.8722
CYP450 2C9 inhibitor	Non-inhibitor	0.9175
CYP450 2D6 inhibitor	Non-inhibitor	0.9151
CYP450 2C19 inhibitor	Non-inhibitor	0.925
CYP450 3A4 inhibitor	Non-inhibitor	0.9396
CYP450 inhibitory promiscuity	Low CYP Inhibitory Promiscuity	0.9778
Ames test	Non AMES toxic	0.7947
Carcinogenicity	Non-carcinogens	0.8484
Biodegradation	Not ready biodegradable	0.9637
Rat acute toxicity	2.3852 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9676
hERG inhibition (predictor II)	Non-inhibitor	0.889

ADMET data is predicted using admetSAR, 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

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

Details1. Ribonuclease

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]

Details2. Bifunctional protein PyrR

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]

×

Identify potential medication risks

Easily compare up to 40 drugs with our drug interaction checker.

Get severity rating, description, and management advice.

Learn more

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