NAV

(5R)-2-sulfanyl-5-[4-(trifluoromethyl)benzyl]-1,3-thiazol-4(5H)-one

Identification

Generic Name
(5R)-2-sulfanyl-5-[4-(trifluoromethyl)benzyl]-1,3-thiazol-4(5H)-one
DrugBank Accession Number
DB08574
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 291.313
Monoisotopic: 290.999939878
Chemical Formula
C11H8F3NOS2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAfadinNot AvailableHumans
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 trifluoromethylbenzenes. These are organofluorine compounds that contain a benzene ring substituted with one or more trifluoromethyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Trifluoromethylbenzenes
Direct Parent
Trifluoromethylbenzenes
Alternative Parents
Thiazolidinethiones / Cyclic dithiocarbamic acid esters / Carboxylic acids and derivatives / Azacyclic compounds / Organosulfur compounds / Organopnictogen compounds / Organonitrogen compounds / Organofluorides / Organic oxides / Hydrocarbon derivatives
show 2 more
Substituents
Alkyl fluoride / Alkyl halide / Aromatic heteromonocyclic compound / Azacycle / Carbonyl group / Carboxylic acid derivative / Cyclic dithiocarbamic acid ester / Dithiocarbamic acid ester / Hydrocarbon derivative / Organic nitrogen compound
show 12 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, 1,3-thiazole (CHEBI:45777)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HBYVUUWMCCSRBI-MRVPVSSYSA-N
InChI
InChI=1S/C11H8F3NOS2/c12-11(13,14)7-3-1-6(2-4-7)5-8-9(16)15-10(17)18-8/h1-4,8H,5H2,(H,15,16,17)/t8-/m1/s1
IUPAC Name
(5R)-2-sulfanylidene-5-{[4-(trifluoromethyl)phenyl]methyl}-1,3-thiazolidin-4-one
SMILES
FC(F)(F)C1=CC=C(C[C@H]2SC(=S)NC2=O)C=C1

References

General References
Not Available
PubChem Compound
23586154
PubChem Substance
99445045
ZINC
ZINC000034883654
PDBe Ligand
STF
PDB Entries
2exg

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 Solubility0.00808 mg/mLALOGPS
logP3.15ALOGPS
logP3.72Chemaxon
logS-4.6ALOGPS
pKa (Strongest Acidic)6.75Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area29.1 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity68.62 m3·mol-1Chemaxon
Polarizability25.19 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8575
Blood Brain Barrier+0.9913
Caco-2 permeable+0.5
P-glycoprotein substrateNon-substrate0.8435
P-glycoprotein inhibitor INon-inhibitor0.8189
P-glycoprotein inhibitor IINon-inhibitor0.9109
Renal organic cation transporterNon-inhibitor0.7041
CYP450 2C9 substrateNon-substrate0.7698
CYP450 2D6 substrateNon-substrate0.8126
CYP450 3A4 substrateNon-substrate0.5838
CYP450 1A2 substrateInhibitor0.765
CYP450 2C9 inhibitorInhibitor0.5059
CYP450 2D6 inhibitorNon-inhibitor0.876
CYP450 2C19 inhibitorInhibitor0.7046
CYP450 3A4 inhibitorInhibitor0.5907
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8039
Ames testNon AMES toxic0.6447
CarcinogenicityNon-carcinogens0.8604
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7501 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9976
hERG inhibition (predictor II)Non-inhibitor0.882
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-MSsplash10-0kmi-1890000000-7e8cd128dd24f3473ba4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0090000000-1621a199683f251eb176
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0079-0090000000-dd330c85b6178d75d1f4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zml-0090000000-e03518dc252788d4cc59
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-06dr-8910000000-decebcaa0082cb4cf90c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-1920000000-00e18f13f99358babfa4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-9060000000-22332cc06ff5c84a3251
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]-159.7152
predicted
DeepCCS 1.0 (2019)
[M+H]+162.11076
predicted
DeepCCS 1.0 (2019)
[M+Na]+168.03368
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Afadin
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Ras gtpase binding
Specific Function
Belongs to an adhesion system, probably together with the E-cadherin-catenin system, which plays a role in the organization of homotypic, interneuronal and heterotypic cell-cell adherens junctions ...
Gene Name
MLLT4
Uniprot ID
P55196
Uniprot Name
Afadin
Molecular Weight
206802.405 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 21:32 / Updated at June 12, 2020 16:52