Phosphoaminophosphonic acid guanylate ester
Star0
Identification
- Generic Name
- Phosphoaminophosphonic acid guanylate ester
- DrugBank Accession Number
- DB02082
- Background
A non-hydrolyzable analog of GTP, in which the oxygen atom bridging the beta to the gamma phosphate is replaced by a nitrogen atom. It binds tightly to G-protein in the presence of Mg2+. The nucleotide is a potent stimulator of adenylate cyclase.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 522.1957
Monoisotopic: 522.006644196 - Chemical Formula
- C10H17N6O13P3
- Synonyms
- 5'-guanylylimidodiphosphate
- GMP-PNP
- Gpp(NH)p
- Guanosine 5'-[beta,gamma-imido]triphosphate
- Guanylyl imidodiphosphate
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism URas-related protein Rab-8B Not Available Humans - 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 outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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 purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleotides
- Sub Class
- Purine ribonucleotides
- Direct Parent
- Purine ribonucleoside monophosphates
- Alternative Parents
- Pentose phosphates / Glycosylamines / 6-oxopurines / Hypoxanthines / Monosaccharide phosphates / Aminopyrimidines and derivatives / Pyrimidones / Monoalkyl phosphates / N-substituted imidazoles / Vinylogous amides show 10 more
- Substituents
- 1,2-diol / 6-oxopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound show 31 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- nucleoside triphosphate analogue (CHEBI:78408)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 9L7GM5N7EG
- CAS number
- 34273-04-6
- InChI Key
- UQABYHGXWYXDTK-UUOKFMHZSA-N
- InChI
- InChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5-,6-,9-/m1/s1
- IUPAC Name
- ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}amino)phosphonic acid
- SMILES
- NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)NP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 36735
- PubChem Substance
- 46506592
- ChemSpider
- 33738
- BindingDB
- 81791
- ChEBI
- 78408
- ChEMBL
- CHEMBL1233085
- ZINC
- ZINC000037868676
- PDBe Ligand
- GNP
- PDB Entries
- 1agp / 1am4 / 1b23 / 1cf4 / 1cip / 1ctq / 1day / 1e0a / 1eft / 1ek0 … show 625 more
Clinical Trials
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 8.9 mg/mL ALOGPS logP -0.88 ALOGPS logP -5.5 Chemaxon logS -1.8 ALOGPS pKa (Strongest Acidic) -1.9 Chemaxon pKa (Strongest Basic) 20.4 Chemaxon Physiological Charge -4 Chemaxon Hydrogen Acceptor Count 15 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 298.6 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 109.77 m3·mol-1 Chemaxon Polarizability 40.6 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.5813 Blood Brain Barrier + 0.8498 Caco-2 permeable - 0.7304 P-glycoprotein substrate Non-substrate 0.5987 P-glycoprotein inhibitor I Non-inhibitor 0.9079 P-glycoprotein inhibitor II Non-inhibitor 0.9777 Renal organic cation transporter Non-inhibitor 0.9568 CYP450 2C9 substrate Non-substrate 0.8639 CYP450 2D6 substrate Non-substrate 0.8329 CYP450 3A4 substrate Non-substrate 0.5467 CYP450 1A2 substrate Non-inhibitor 0.8485 CYP450 2C9 inhibitor Non-inhibitor 0.905 CYP450 2D6 inhibitor Non-inhibitor 0.9001 CYP450 2C19 inhibitor Non-inhibitor 0.8995 CYP450 3A4 inhibitor Non-inhibitor 0.9138 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9774 Ames test Non AMES toxic 0.8162 Carcinogenicity Non-carcinogens 0.9001 Biodegradation Not ready biodegradable 0.9422 Rat acute toxicity 2.4914 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9625 hERG inhibition (predictor II) Non-inhibitor 0.8407
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 218.477024 predictedDarkChem Lite v0.1.0 [M-H]- 176.4695 predictedDeepCCS 1.0 (2019) [M+H]+ 220.219324 predictedDarkChem Lite v0.1.0 [M+H]+ 178.86513 predictedDeepCCS 1.0 (2019) [M+Na]+ 219.627624 predictedDarkChem Lite v0.1.0 [M+Na]+ 184.66695 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
1. DetailsRas-related protein Rab-8B
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Receptor binding
- Specific Function
- The small GTPases Rab are key regulators of intracellular membrane trafficking, from the formation of transport vesicles to their fusion with membranes. Rabs cycle between an inactive GDP-bound for...
- Gene Name
- RAB8B
- Uniprot ID
- Q92930
- Uniprot Name
- Ras-related protein Rab-8B
- Molecular Weight
- 23583.84 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52