2-AMINO-4-FLUORO-5-[(1-METHYL-1H-IMIDAZOL-2-YL)SULFANYL]-N-(1,3-THIAZOL-2-YL)BENZAMIDE

Identification

Name
2-AMINO-4-FLUORO-5-[(1-METHYL-1H-IMIDAZOL-2-YL)SULFANYL]-N-(1,3-THIAZOL-2-YL)BENZAMIDE
Accession Number
DB08210
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 349.406
Monoisotopic: 349.046729616
Chemical Formula
C14H12FN5OS2
InChI Key
YUCYMQBDBXVNCE-UHFFFAOYSA-N
InChI
InChI=1S/C14H12FN5OS2/c1-20-4-2-18-14(20)23-11-6-8(10(16)7-9(11)15)12(21)19-13-17-3-5-22-13/h2-7H,16H2,1H3,(H,17,19,21)
IUPAC Name
2-amino-4-fluoro-5-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-N-(1,3-thiazol-2-yl)benzamide
SMILES
CN1C=CN=C1SC1=CC(C(=O)NC2=NC=CS2)=C(N)C=C1F

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UGlucokinaseNot AvailableHuman
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

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
449003
PubChem Substance
99444681
ChemSpider
395641
BindingDB
34071
ChEMBL
CHEMBL608393
HET
MRK
PDB Entries
1v4s / 3f9m / 3id8

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0998 mg/mLALOGPS
logP2.36ALOGPS
logP3.35ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.59ChemAxon
pKa (Strongest Basic)4.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.83 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity91.2 m3·mol-1ChemAxon
Polarizability34.13 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6549
Blood Brain Barrier+0.8994
Caco-2 permeable-0.5084
P-glycoprotein substrateNon-substrate0.7741
P-glycoprotein inhibitor INon-inhibitor0.7713
P-glycoprotein inhibitor IINon-inhibitor0.791
Renal organic cation transporterNon-inhibitor0.8544
CYP450 2C9 substrateNon-substrate0.819
CYP450 2D6 substrateNon-substrate0.8502
CYP450 3A4 substrateNon-substrate0.6581
CYP450 1A2 substrateInhibitor0.9162
CYP450 2C9 inhibitorInhibitor0.7991
CYP450 2D6 inhibitorNon-inhibitor0.8595
CYP450 2C19 inhibitorInhibitor0.6923
CYP450 3A4 inhibitorInhibitor0.5697
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8978
Ames testNon AMES toxic0.5552
CarcinogenicityNon-carcinogens0.8754
BiodegradationNot ready biodegradable0.9962
Rat acute toxicity2.5754 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9943
hERG inhibition (predictor II)Inhibitor0.5618
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as diarylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two aryl groups.
Kingdom
Organic compounds
Super Class
Organosulfur compounds
Class
Thioethers
Sub Class
Aryl thioethers
Direct Parent
Diarylthioethers
Alternative Parents
4-halobenzoic acids and derivatives / Aminobenzoic acids and derivatives / Anthranilamides / M-sulfanylbenzoic acids and derivatives / Thiophenol ethers / Aniline and substituted anilines / Benzoyl derivatives / Fluorobenzenes / Aryl fluorides / N-substituted imidazoles
show 13 more
Substituents
Diarylthioether / Aminobenzoic acid or derivatives / Anthranilamide / 4-halobenzoic acid or derivatives / Halobenzoic acid or derivatives / M-sulfanylbenzoic acid or derivatives / Benzamide / Benzoic acid or derivatives / Aniline or substituted anilines / Benzoyl
show 32 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organofluorine compound, imidazoles, 1,3-thiazole, benzamides (CHEBI:44132)

Targets

Details
1. Glucokinase
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Glucose binding
Specific Function
Catalyzes the initial step in utilization of glucose by the beta-cell and liver at physiological glucose concentration. Glucokinase has a high Km for glucose, and so it is effective only when gluco...
Gene Name
GCK
Uniprot ID
P35557
Uniprot Name
Glucokinase
Molecular Weight
52191.07 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. [PubMed:10592235]

Drug created on September 15, 2010 15:29 / Updated on December 01, 2017 16:01