(2R,3S,5S)-2-(Hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside
Star0
Identification
- Generic Name
- (2R,3S,5S)-2-(Hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]-3-pyrrolidiniumyl 2-acetamido-2-deoxy-4-O-sulfo-beta-D-glucopyranoside
- DrugBank Accession Number
- DB02595
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 552.551
Monoisotopic: 552.116919063 - Chemical Formula
- C16H30N3O14S2
- Synonyms
- Not Available
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 UMembrane-bound lytic murein transglycosylase B Not Available Escherichia coli (strain K12) USoluble lytic murein transglycosylase Not Available Escherichia coli (strain K12) - 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 n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- N-acyl-alpha-hexosamines
- Alternative Parents
- Proline and derivatives / Alpha amino acid amides / Hexoses / O-glycosyl compounds / Monosaccharide sulfates / Pyrrolidinecarboxamides / Oxanes / Alkyl sulfates / Sulfuric acid monoesters / Organosulfonic acids show 16 more
- Substituents
- 1,2-aminoalcohol / Acetal / Acetamide / Alcohol / Aliphatic heteromonocyclic compound / Alkanesulfonic acid / Alkyl sulfate / Alpha-amino acid amide / Alpha-amino acid or derivatives / Amine show 38 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 92953-54-3
- InChI Key
- RPNZWZDLNYCCIG-HMMVDTEZSA-O
- InChI
- InChI=1S/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1
- IUPAC Name
- (2R,3S,5S)-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-(sulfooxy)oxan-2-yl]oxy}-2-(hydroxymethyl)-5-[(2-sulfoethyl)carbamoyl]pyrrolidin-1-ium
- SMILES
- [H]N(CCS(O)(=O)=O)C(=O)[C@@H]1C[C@H](O[C@@H]2O[C@H](CO)[C@@H](OS(O)(=O)=O)[C@H](O)[C@H]2N([H])C(C)=O)[C@@H](CO)[N+]1([H])[H]
References
- General References
- Not Available
- External Links
- PDB Entries
- 1d0l / 1d0m / 1sly / 4hjv / 4p0g / 5mpq / 6cfc
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 5.61 mg/mL ALOGPS logP -1.3 ALOGPS logP -7.7 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) -1.9 Chemaxon pKa (Strongest Basic) 8.56 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 8 Chemaxon Polar Surface Area 271.93 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 121.67 m3·mol-1 Chemaxon Polarizability 50.88 Å3 Chemaxon Number of Rings 2 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 - 0.9924 Blood Brain Barrier - 0.877 Caco-2 permeable - 0.6667 P-glycoprotein substrate Substrate 0.5 P-glycoprotein inhibitor I Non-inhibitor 0.7943 P-glycoprotein inhibitor II Non-inhibitor 0.9958 Renal organic cation transporter Non-inhibitor 0.9334 CYP450 2C9 substrate Non-substrate 0.8789 CYP450 2D6 substrate Non-substrate 0.803 CYP450 3A4 substrate Non-substrate 0.5253 CYP450 1A2 substrate Non-inhibitor 0.8513 CYP450 2C9 inhibitor Non-inhibitor 0.809 CYP450 2D6 inhibitor Non-inhibitor 0.8905 CYP450 2C19 inhibitor Non-inhibitor 0.7711 CYP450 3A4 inhibitor Non-inhibitor 0.9892 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9769 Ames test Non AMES toxic 0.5793 Carcinogenicity Non-carcinogens 0.7157 Biodegradation Not ready biodegradable 0.5426 Rat acute toxicity 2.4563 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8237 hERG inhibition (predictor II) Non-inhibitor 0.6686
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 201.39592 predictedDeepCCS 1.0 (2019) [M+H]+ 203.29132 predictedDeepCCS 1.0 (2019) [M+Na]+ 209.4355 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.
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Lytic transglycosylase activity
- Specific Function
- Murein-degrading enzyme. Catalyzes the cleavage of the glycosidic bonds between N-acetylmuramic acid and N-acetylglucosamine residues in peptidoglycan. May play a role in recycling of muropeptides ...
- Gene Name
- mltB
- Uniprot ID
- P41052
- Uniprot Name
- Membrane-bound lytic murein transglycosylase B
- Molecular Weight
- 40255.55 Da
References
2. DetailsSoluble lytic murein transglycosylase
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Lytic transglycosylase activity
- Specific Function
- Murein-degrading enzyme. Catalyzes the cleavage of the glycosidic bonds between N-acetylmuramic acid and N-acetylglucosamine residues in peptidoglycan. May play a role in recycling of muropeptides ...
- Gene Name
- slt
- Uniprot ID
- P0AGC3
- Uniprot Name
- Soluble lytic murein transglycosylase
- Molecular Weight
- 73352.56 Da
References
Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44