NAV

Afegostat

Identification

Generic Name
Afegostat
DrugBank Accession Number
DB04545
Background

Not Available

Type
Small Molecule
Groups
Experimental, Investigational
Structure
3D
Similar Structures
Weight
Average: 147.1723
Monoisotopic: 147.089543287
Chemical Formula
C6H13NO3
Synonyms
  • (3R,4R,5R)-5-(hydroxymethyl)piperidine-3,4-diol
  • Afegostat
  • Isofagomine
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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
UEndoglucanase 5ANot AvailableBacillus agaradhaerens
UBeta-glucosidase ANot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
UPossible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)Not AvailableMycobacterium tuberculosis
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

Products

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Product Ingredients
IngredientUNIICASInChI Key
Afegostat tartrate285ZJJ9773919364-56-0ULBPPCHRAVUQMC-RWOHWRPJSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as piperidines. These are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Not Available
Direct Parent
Piperidines
Alternative Parents
1,3-aminoalcohols / Secondary alcohols / 1,2-aminoalcohols / Dialkylamines / Azacyclic compounds / Primary alcohols / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
1,2-aminoalcohol / 1,3-aminoalcohol / Alcohol / Aliphatic heteromonocyclic compound / Amine / Azacycle / Hydrocarbon derivative / Organic nitrogen compound / Organic oxygen compound / Organonitrogen compound
Molecular Framework
Aliphatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
G23AP190YS
CAS number
169105-89-9
InChI Key
QPYJXFZUIJOGNX-HSUXUTPPSA-N
InChI
InChI=1S/C6H13NO3/c8-3-4-1-7-2-5(9)6(4)10/h4-10H,1-3H2/t4-,5-,6-/m1/s1
IUPAC Name
(3R,4R,5R)-5-(hydroxymethyl)piperidine-3,4-diol
SMILES
OC[C@H]1CNC[C@@H](O)[C@@H]1O

References

General References
Not Available
PubChem Compound
447607
PubChem Substance
46505453
ChemSpider
394649
BindingDB
50182801
ChEMBL
CHEMBL206468
ZINC
ZINC000003813668
PDBe Ligand
IFM
Wikipedia
Afegostat
PDB Entries
1ocn / 1ocq / 1oif / 1up2 / 2g9v / 2nsx / 3qfy / 3wh8 / 4ad2 / 4ad4 …
show 16 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentGaucher Disease / Gaucher Disease, Type 13

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 Solubility538.0 mg/mLALOGPS
logP-1.7ALOGPS
logP-2.3Chemaxon
logS0.56ALOGPS
pKa (Strongest Acidic)13.52Chemaxon
pKa (Strongest Basic)8.8Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area72.72 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity35.5 m3·mol-1Chemaxon
Polarizability14.68 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8707
Blood Brain Barrier-0.7636
Caco-2 permeable-0.7215
P-glycoprotein substrateSubstrate0.5428
P-glycoprotein inhibitor INon-inhibitor0.8144
P-glycoprotein inhibitor IINon-inhibitor0.8136
Renal organic cation transporterNon-inhibitor0.8324
CYP450 2C9 substrateNon-substrate0.8907
CYP450 2D6 substrateNon-substrate0.8205
CYP450 3A4 substrateNon-substrate0.7723
CYP450 1A2 substrateNon-inhibitor0.9445
CYP450 2C9 inhibitorNon-inhibitor0.9372
CYP450 2D6 inhibitorNon-inhibitor0.9318
CYP450 2C19 inhibitorNon-inhibitor0.9403
CYP450 3A4 inhibitorNon-inhibitor0.9766
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9891
Ames testNon AMES toxic0.8485
CarcinogenicityNon-carcinogens0.9603
BiodegradationNot ready biodegradable0.624
Rat acute toxicity1.6534 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6974
hERG inhibition (predictor II)Non-inhibitor0.9036
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-01di-9800000000-eb6e4258c81a87209c91
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03e9-0900000000-61d26818002dadac9161
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-1900000000-427cbaa1567c1531cf3c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-08i0-9500000000-c736c3ba8a21b6bc16f0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-08gm-9700000000-cef1477ba4ebe51d2142
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4l-9300000000-13411aee4420ab65b7d7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-88f1f0857c6a7c6fc29c
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]-130.55778
predicted
DarkChem Lite v0.1.0
[M-H]-133.29803
predicted
DeepCCS 1.0 (2019)
[M+H]+131.18998
predicted
DarkChem Lite v0.1.0
[M+H]+135.47147
predicted
DeepCCS 1.0 (2019)
[M+Na]+130.61038
predicted
DarkChem Lite v0.1.0
[M+Na]+142.7947
predicted
DeepCCS 1.0 (2019)

Targets

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insights and accelerate drug research.
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Details1. Endoglucanase 5A
Kind
Protein
Organism
Bacillus agaradhaerens
Pharmacological action
Unknown
General Function
Cellulase activity
Specific Function
Not Available
Gene Name
cel5A
Uniprot ID
O85465
Uniprot Name
Endoglucanase 5A
Molecular Weight
44701.845 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]
Details2. Beta-glucosidase A
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Beta-glucosidase activity
Specific Function
Not Available
Gene Name
bglA
Uniprot ID
Q08638
Uniprot Name
Beta-glucosidase A
Molecular Weight
51548.055 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]
Details3. Possible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
Unknown
General Function
Cellulase activity
Specific Function
Not Available
Gene Name
celA1
Uniprot ID
Q79G13
Uniprot Name
Possible cellulase CelA1 (Endoglucanase) (Endo-1,4-beta-glucanase) (FI-cmcase) (Carboxymethyl cellulase)
Molecular Weight
39973.515 Da

Drug created at June 13, 2005 13:24 / Updated at May 04, 2023 00:49