(3Z,5S,6R,7S,8R,8aS)-3-(octylimino)hexahydro[1,3]thiazolo[3,4-a]pyridine-5,6,7,8-tetrol

Identification

Generic Name
(3Z,5S,6R,7S,8R,8aS)-3-(octylimino)hexahydro[1,3]thiazolo[3,4-a]pyridine-5,6,7,8-tetrol
DrugBank Accession Number
DB07370
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 332.459
Monoisotopic: 332.176978084
Chemical Formula
C15H28N2O4S
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBeta-glucosidase ANot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
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

Categories

Drug Categories
Not Available
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
Thiazolidines / Secondary alcohols / Isothioureas / Propargyl-type 1,3-dipolar organic compounds / Polyols / Carboximidamides / Azacyclic compounds / Alkanolamines / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic heteropolycyclic compound / Alkanolamine / Azacycle / Carboximidamide / Hydrocarbon derivative / Isothiourea / Organic 1,3-dipolar compound / Organic nitrogen compound / Organic oxygen compound
Molecular Framework
Aliphatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HXWFEIXEWVGTGU-KRIYVDMXSA-N
InChI
InChI=1S/C15H28N2O4S/c1-2-3-4-5-6-7-8-16-15-17-10(9-22-15)11(18)12(19)13(20)14(17)21/h10-14,18-21H,2-9H2,1H3/b16-15-/t10-,11-,12+,13-,14+/m1/s1
IUPAC Name
(3Z,5S,6R,7S,8R,8aS)-3-(octylimino)-hexahydro-1H-[1,3]thiazolo[3,4-a]pyridine-5,6,7,8-tetrol
SMILES
[H][C@]12CS\C(=N/CCCCCCCC)N1[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O

References

General References
Not Available
PubChem Compound
46937067
PubChem Substance
99443841
ChemSpider
25058896
ZINC
ZINC000053683014
PDBe Ligand
AMF
PDB Entries
2wc4 / 2xwe

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility1.18 mg/mLALOGPS
logP1.32ALOGPS
logP1.48Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)12.18Chemaxon
pKa (Strongest Basic)4.18Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area96.52 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity86.66 m3·mol-1Chemaxon
Polarizability37.17 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6807
Blood Brain Barrier-0.9117
Caco-2 permeable-0.671
P-glycoprotein substrateSubstrate0.7417
P-glycoprotein inhibitor INon-inhibitor0.8218
P-glycoprotein inhibitor IINon-inhibitor0.7877
Renal organic cation transporterNon-inhibitor0.757
CYP450 2C9 substrateNon-substrate0.7673
CYP450 2D6 substrateNon-substrate0.7943
CYP450 3A4 substrateSubstrate0.5284
CYP450 1A2 substrateNon-inhibitor0.7777
CYP450 2C9 inhibitorNon-inhibitor0.7383
CYP450 2D6 inhibitorNon-inhibitor0.8716
CYP450 2C19 inhibitorNon-inhibitor0.7405
CYP450 3A4 inhibitorNon-inhibitor0.9815
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7329
Ames testNon AMES toxic0.6355
CarcinogenicityNon-carcinogens0.9375
BiodegradationNot ready biodegradable0.9709
Rat acute toxicity2.5567 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9391
hERG inhibition (predictor II)Non-inhibitor0.6978
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 MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0009000000-28b5ec0fb5724abe0b9f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-003r-0409000000-311d80ab6ae9d923b77f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-0019000000-a70955e53a8c102d9970
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0m60-7295000000-56ad50b1880d45919760
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05dl-3950000000-f4834d1589cb2bf605a7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ox-9861000000-a1c60a6f98401c96a320
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]-191.6765
predicted
DeepCCS 1.0 (2019)
[M+H]+195.32466
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.13972
predicted
DeepCCS 1.0 (2019)

Targets

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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. 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 September 15, 2010 21:20 / Updated at June 12, 2020 16:52