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IdentificationPharmacologyInteractionsReferencesTrialsEconomicsPropertiesSpectraTaxonomyKifunensine
Identification
- Name
- Kifunensine
- Accession Number
- DB02742 (EXPT01973)
- Type
- Small Molecule
- Groups
- Experimental
- Description
- Not Available
- Structure
- Synonyms
- Not Available
- External IDs
- FR-900494
- Categories
- UNII
- 0NI8960271
- CAS number
- 109944-15-2
- Weight
- Average: 232.1907
Monoisotopic: 232.069536126 - Chemical Formula
- C8H12N2O6
- InChI Key
- OIURYJWYVIAOCW-PQMKYFCFSA-N
- InChI
- InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
- IUPAC Name
- (5R,6R,7S,8R,8aS)-6,7,8-trihydroxy-5-(hydroxymethyl)-octahydroimidazolidino[1,2-a]pyridine-2,3-dione
- SMILES
- [H][C@]12NC(=O)C(=O)N1[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@]2([H])O
Pharmacology
- Indication
- Not Available
- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UMannosyl-oligosaccharide alpha-1,2-mannosidase Not Available Penicillium citrinum UAlpha-mannosidase 2 Not Available Humans UEndoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase 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
- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
References
- Synthesis Reference
Paul Benjes, "Process for preparing kifunensine intermediate and kifunensine therefrom." U.S. Patent US20040063973, issued April 01, 2004.
US20040063973- General References
- Not Available
- External Links
- PubChem Compound
- 130611
- PubChem Substance
- 46505714
- ChemSpider
- 115533
- ChEMBL
- CHEMBL1233851
- HET
- KIF
- Wikipedia
- Kifunensine
- PDB Entries
- 1fo3 / 1krf / 1ps3 / 2wvz / 5ne5
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 190.0 mg/mL ALOGPS logP -2.5 ALOGPS logP -3.7 ChemAxon logS -0.09 ALOGPS pKa (Strongest Acidic) 9.94 ChemAxon pKa (Strongest Basic) -2.8 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 130.33 Å2 ChemAxon Rotatable Bond Count 1 ChemAxon Refractivity 47.42 m3·mol-1 ChemAxon Polarizability 20.32 Å3 ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET features
Property Value Probability Human Intestinal Absorption + 0.7286 Blood Brain Barrier - 0.63 Caco-2 permeable - 0.8046 P-glycoprotein substrate Non-substrate 0.5167 P-glycoprotein inhibitor I Non-inhibitor 0.9685 P-glycoprotein inhibitor II Non-inhibitor 0.9089 Renal organic cation transporter Non-inhibitor 0.8978 CYP450 2C9 substrate Non-substrate 0.856 CYP450 2D6 substrate Non-substrate 0.8334 CYP450 3A4 substrate Non-substrate 0.6218 CYP450 1A2 substrate Non-inhibitor 0.8922 CYP450 2C9 inhibitor Non-inhibitor 0.9522 CYP450 2D6 inhibitor Non-inhibitor 0.9473 CYP450 2C19 inhibitor Non-inhibitor 0.9546 CYP450 3A4 inhibitor Non-inhibitor 0.9885 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9865 Ames test Non AMES toxic 0.7483 Carcinogenicity Non-carcinogens 0.9322 Biodegradation Not ready biodegradable 0.868 Rat acute toxicity 2.0853 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.987 hERG inhibition (predictor II) Non-inhibitor 0.9466
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available 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
Taxonomy
- Description
- This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Alpha amino acids and derivatives
- Alternative Parents
- Imidazopyridines / Piperidines / Imidazolidinones / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Secondary alcohols / Lactams / Polyols / Azacyclic compounds / Primary alcohols show 5 more
- Substituents
- Alpha-amino acid or derivatives / Imidazopyridine / Imidazolidinone / Piperidine / Imidazolidine / Tertiary carboxylic acid amide / Carboxamide group / Lactam / Secondary carboxylic acid amide / Secondary alcohol show 14 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- Not Available
Targets
- Kind
- Protein
- Organism
- Penicillium citrinum
- Pharmacological action
- Unknown
- General Function
- Mannosyl-oligosaccharide 1,2-alpha-mannosidase activity
- Specific Function
- Involved in the maturation of Asn-linked oligosaccharides. Progressively trim alpha-1,2-linked mannose residues from Man(9)GlcNAc(2) to produce Man(5)GlcNAc(2).
- Gene Name
- MSDC
- Uniprot ID
- P31723
- Uniprot Name
- Mannosyl-oligosaccharide alpha-1,2-mannosidase
- Molecular Weight
- 56569.37 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. [PubMed:17139284]
- 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. [PubMed:17016423]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Catalyzes the first committed step in the biosynthesis of complex N-glycans. It controls conversion of high mannose to complex N-glycans; the final hydrolytic step in the N-glycan maturation pathway.
- Gene Name
- MAN2A1
- Uniprot ID
- Q16706
- Uniprot Name
- Alpha-mannosidase 2
- Molecular Weight
- 131139.485 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. [PubMed:17139284]
- 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. [PubMed:17016423]
- 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. [PubMed:10592235]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Mannosyl-oligosaccharide 1,2-alpha-mannosidase activity
- Specific Function
- Involved in glycoprotein quality control targeting of misfolded glycoproteins for degradation. It primarily trims a single alpha-1,2-linked mannose residue from Man(9)GlcNAc(2) to produce Man(8)Glc...
- Gene Name
- MAN1B1
- Uniprot ID
- Q9UKM7
- Uniprot Name
- Endoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase
- Molecular Weight
- 79579.18 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. [PubMed:17139284]
- 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. [PubMed:17016423]
Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:22