NAV

Guanosine-2',3'-cyclophosphorothioate

Identification

Generic Name
Guanosine-2',3'-cyclophosphorothioate
DrugBank Accession Number
DB03178
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 361.271
Monoisotopic: 361.024590343
Chemical Formula
C10H12N5O6PS
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGuanyl-specific ribonuclease SaNot AvailableStreptomyces aureofaciens
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
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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
Not Available
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
38557-85-6
InChI Key
QZEROIIFJLCOOE-FHIGPPGSSA-N
InChI
InChI=1S/C10H12N5O6PS/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-6-5(3(1-16)19-9)20-22(18,23)21-6/h2-3,5-6,9,16H,1H2,(H,18,23)(H3,11,13,14,17)/t3-,5-,6-,9-,22+/m1/s1
IUPAC Name
9-[(2S,3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-sulfanylidene-tetrahydro-2H-2lambda5-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-2-amino-6,9-dihydro-3H-purin-6-one
SMILES
[H]N([H])C1=NC(=O)C2=C(N1[H])N(C=N2)[C@@H]1O[C@H](CO)[C@@]2([H])O[P@](O)(=S)O[C@@]12[H]

References

General References
Not Available
PubChem Compound
6323502
PubChem Substance
46504776
ChemSpider
4883451
PDBe Ligand
SGP
PDB Entries
1gsp / 1rsn / 2gsp / 3d5i / 3gsp / 4gsp / 7gsp

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 Solubility2.25 mg/mLALOGPS
logP-0.24ALOGPS
logP-1Chemaxon
logS-2.2ALOGPS
pKa (Strongest Acidic)1.71Chemaxon
pKa (Strongest Basic)3.01Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area153.45 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity79.27 m3·mol-1Chemaxon
Polarizability31.28 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8626
Blood Brain Barrier+0.9098
Caco-2 permeable-0.6737
P-glycoprotein substrateNon-substrate0.8251
P-glycoprotein inhibitor INon-inhibitor0.94
P-glycoprotein inhibitor IINon-inhibitor0.9887
Renal organic cation transporterNon-inhibitor0.9356
CYP450 2C9 substrateNon-substrate0.8065
CYP450 2D6 substrateNon-substrate0.8176
CYP450 3A4 substrateNon-substrate0.5973
CYP450 1A2 substrateNon-inhibitor0.8029
CYP450 2C9 inhibitorNon-inhibitor0.8328
CYP450 2D6 inhibitorNon-inhibitor0.8968
CYP450 2C19 inhibitorNon-inhibitor0.8459
CYP450 3A4 inhibitorNon-inhibitor0.8389
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9645
Ames testNon AMES toxic0.6256
CarcinogenicityNon-carcinogens0.6867
BiodegradationNot ready biodegradable0.9888
Rat acute toxicity2.4496 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.987
hERG inhibition (predictor II)Non-inhibitor0.8976
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-0009000000-5ed26ecca78e2dee8755
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-5794e543d6bbde53b73b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0w29-0908000000-3a4d492f6527e78835aa
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dl-0009000000-0c95a422c0f358e0a303
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-1809000000-a01e54e2426fbbbd9555
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-1902000000-cad40d1a6c51ed174246
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]-177.97871
predicted
DeepCCS 1.0 (2019)
[M+H]+180.37428
predicted
DeepCCS 1.0 (2019)
[M+Na]+187.21535
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Guanyl-specific ribonuclease Sa
Kind
Protein
Organism
Streptomyces aureofaciens
Pharmacological action
Unknown
General Function
Rna binding
Specific Function
Not Available
Gene Name
rnaSA
Uniprot ID
P05798
Uniprot Name
Guanyl-specific ribonuclease Sa
Molecular Weight
10575.465 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