NAV

S-[5-(TRIFLUOROMETHYL)-4H-1,2,4-TRIAZOL-3-YL] 5-(PHENYLETHYNYL)FURAN-2-CARBOTHIOATE

Identification

Generic Name
S-[5-(TRIFLUOROMETHYL)-4H-1,2,4-TRIAZOL-3-YL] 5-(PHENYLETHYNYL)FURAN-2-CARBOTHIOATE
DrugBank Accession Number
DB07743
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 363.314
Monoisotopic: 363.02893182
Chemical Formula
C16H8F3N3O2S
Synonyms
Not Available
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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
UReplicase polyprotein 1abNot AvailableSARS-CoV
UReplicase polyprotein 1aNot AvailableSARS-CoV
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 furoic acid and derivatives. These are aromatic heterocyclic compounds containing a furan ring, which carries a carboxyl group or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Furans
Sub Class
Furoic acid and derivatives
Direct Parent
Furoic acid and derivatives
Alternative Parents
Aryl thioethers / Benzene and substituted derivatives / Triazoles / Heteroaromatic compounds / Thioesters / Carbothioic S-esters / Sulfenyl compounds / Oxacyclic compounds / Azacyclic compounds / Carboxylic acids and derivatives
show 7 more
Substituents
1,2,4-triazole / Alkyl fluoride / Alkyl halide / Aromatic heteromonocyclic compound / Aryl thioether / Azacycle / Azole / Benzenoid / Carbothioic s-ester / Carboxylic acid derivative
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, thioester, furans, acetylenic compound, triazoles (CHEBI:42403)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
VNGWUVBXUIDQTK-UHFFFAOYSA-N
InChI
InChI=1S/C16H8F3N3O2S/c17-16(18,19)14-20-15(22-21-14)25-13(23)12-9-8-11(24-12)7-6-10-4-2-1-3-5-10/h1-5,8-9H,(H,20,21,22)
IUPAC Name
[5-(2-phenylethynyl)furan-2-yl]({[5-(trifluoromethyl)-4H-1,2,4-triazol-3-yl]sulfanyl})methanone
SMILES
FC(F)(F)C1=NN=C(N1)SC(=O)C1=CC=C(O1)C#CC1=CC=CC=C1

References

General References
Not Available
PubChem Compound
2822496
PubChem Substance
99444214
ChemSpider
2100712
BindingDB
11304
ChEBI
42403
ChEMBL
CHEMBL379642
PDBe Ligand
F3F
PDB Entries
2gz8

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 Solubility0.0248 mg/mLALOGPS
logP3.9ALOGPS
logP4.07Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)5.54Chemaxon
pKa (Strongest Basic)-0.46Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area71.78 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity82.5 m3·mol-1Chemaxon
Polarizability33.5 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9746
Caco-2 permeable-0.533
P-glycoprotein substrateNon-substrate0.8709
P-glycoprotein inhibitor INon-inhibitor0.7803
P-glycoprotein inhibitor IINon-inhibitor0.9067
Renal organic cation transporterNon-inhibitor0.8799
CYP450 2C9 substrateNon-substrate0.8919
CYP450 2D6 substrateNon-substrate0.8326
CYP450 3A4 substrateNon-substrate0.7002
CYP450 1A2 substrateInhibitor0.721
CYP450 2C9 inhibitorInhibitor0.5798
CYP450 2D6 inhibitorNon-inhibitor0.9255
CYP450 2C19 inhibitorInhibitor0.6152
CYP450 3A4 inhibitorNon-inhibitor0.759
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5301
Ames testNon AMES toxic0.5644
CarcinogenicityNon-carcinogens0.8365
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7754 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9936
hERG inhibition (predictor II)Non-inhibitor0.9406
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-MSsplash10-00ks-2901000000-53171af2ce7a8a1578b8
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-163eb1baec4cee663183
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-29a13ef1bb734d36a30c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0209000000-02558e32e4de0116628a
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-f945420374486b3a4be1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0209000000-ff9f87153e43bd142f14
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0912000000-02bf77f234941b0e709b
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]-180.49072
predicted
DeepCCS 1.0 (2019)
[M+H]+182.97981
predicted
DeepCCS 1.0 (2019)
[M+Na]+190.93849
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Replicase polyprotein 1ab
Kind
Protein
Organism
SARS-CoV
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Replicase polyprotein 1ab: Multifunctional protein involved in the transcription and replication of viral RNAs. Contains the proteinases responsible for the cleavages of the polyprotein.Host transl...
Gene Name
rep
Uniprot ID
P0C6X7
Uniprot Name
Replicase polyprotein 1ab
Molecular Weight
790241.63 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]
Details2. Replicase polyprotein 1a
Kind
Protein
Organism
SARS-CoV
Pharmacological action
Unknown
General Function
The papain-like proteinase (PL-PRO) is responsible for the cleavages located at the N-terminus of replicase polyprotein. In addition, PL-PRO possesses a deubiquitinating/deISGylating activity and processes both 'Lys-48'- and 'Lys-63'-linked polyubiquitin chains from cellular substrates. Antagonizes innate immune induction of type I interferon by blocking the phosphorylation, dimerization and subsequent nuclear translocation of host IRF-3.
Specific Function
Cysteine-type endopeptidase activity
Gene Name
Not Available
Uniprot ID
P0C6U8
Uniprot Name
Replicase polyprotein 1a
Molecular Weight
486368.515 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 21:25 / Updated at June 12, 2020 16:52