2,4-deoxy-4-guanidino-5-N-acetyl-neuraminic acid
Star0
Identification
- Generic Name
- 2,4-deoxy-4-guanidino-5-N-acetyl-neuraminic acid
- DrugBank Accession Number
- DB03420
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 334.3257
Monoisotopic: 334.148849078 - Chemical Formula
- C12H22N4O7
- Synonyms
- (2R,4S,5R,6R)-5-Acetamido-4-(diaminomethylideneamino)-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
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 UNeuraminidase Not Available Influenza A virus (strain A/Tern/Australia/G70C/1975 H11N9) - 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as c-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a C-glycosidic bond.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- C-glucuronides
- Alternative Parents
- Gamma amino acids and derivatives / C-glycosyl compounds / Pyrans / Oxanes / Acetamides / Secondary carboxylic acid amides / Secondary alcohols / Guanidines / Propargyl-type 1,3-dipolar organic compounds / Carboximidamides show 9 more
- Substituents
- Acetamide / Alcohol / Aliphatic heteromonocyclic compound / C-glucuronide / C-glycosyl compound / Carbonyl group / Carboxamide group / Carboximidamide / Carboxylic acid / Carboxylic acid derivative show 20 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- DAAUVSVERFXBSX-IHICSVBISA-N
- InChI
- InChI=1S/C12H22N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h5-10,17,19-20H,2-3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,7+,8+,9+,10+/m0/s1
- IUPAC Name
- (2R,4S,5R,6R)-4-[(diaminomethylidene)amino]-5-acetamido-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- SMILES
- [H][C@]1(O[C@H](C[C@H](N=C(N)N)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO
References
- General References
- Not Available
- External Links
- PubChem Compound
- 17754002
- PubChem Substance
- 46508350
- ChemSpider
- 16743998
- ZINC
- ZINC000033821336
- PDB Entries
- 2qwe
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 logP -5.9 Chemaxon pKa (Strongest Acidic) 3.35 Chemaxon pKa (Strongest Basic) 12.11 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 200.72 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 74.73 m3·mol-1 Chemaxon Polarizability 32.04 Å3 Chemaxon Number of Rings 1 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 - 0.9266 Blood Brain Barrier - 0.9163 Caco-2 permeable - 0.7561 P-glycoprotein substrate Substrate 0.5685 P-glycoprotein inhibitor I Non-inhibitor 0.9139 P-glycoprotein inhibitor II Non-inhibitor 0.97 Renal organic cation transporter Non-inhibitor 0.9099 CYP450 2C9 substrate Non-substrate 0.7486 CYP450 2D6 substrate Non-substrate 0.8111 CYP450 3A4 substrate Non-substrate 0.646 CYP450 1A2 substrate Non-inhibitor 0.9159 CYP450 2C9 inhibitor Non-inhibitor 0.9284 CYP450 2D6 inhibitor Non-inhibitor 0.9373 CYP450 2C19 inhibitor Non-inhibitor 0.9192 CYP450 3A4 inhibitor Non-inhibitor 0.9657 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9922 Ames test Non AMES toxic 0.5393 Carcinogenicity Non-carcinogens 0.9318 Biodegradation Ready biodegradable 0.753 Rat acute toxicity 2.1355 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9893 hERG inhibition (predictor II) Non-inhibitor 0.9589
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-03y0-9152000000-af5f5ac1c1b169a8c275 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00kr-0009000000-88fa18a16995ce41c922 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-001i-1957000000-d9127846a9711769ba70 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014l-0295000000-699cc5164eefeecb5c06 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a6u-1191000000-0133454f6fcbededba56 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03xr-3290000000-c1ecf354f6a29fed5aac Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-002g-4590000000-8d6a438173ce72e2b60e Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 168.514 predictedDeepCCS 1.0 (2019) [M+H]+ 170.33888 predictedDeepCCS 1.0 (2019) [M+Na]+ 175.9447 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. DetailsNeuraminidase
- Kind
- Protein
- Organism
- Influenza A virus (strain A/Tern/Australia/G70C/1975 H11N9)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Catalyzes the removal of terminal sialic acid residues from viral and cellular glycoconjugates. Cleaves off the terminal sialic acids on the glycosylated HA during virus budding to facilitate virus...
- Gene Name
- NA
- Uniprot ID
- P03472
- Uniprot Name
- Neuraminidase
- Molecular Weight
- 52468.405 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52