N-(5-(4-CHLORO-3-(2-HYDROXY-ETHYLSULFAMOYL)- PHENYLTHIAZOLE-2-YL)-ACETAMIDE

Identification

Name
N-(5-(4-CHLORO-3-(2-HYDROXY-ETHYLSULFAMOYL)- PHENYLTHIAZOLE-2-YL)-ACETAMIDE
Accession Number
DB06836
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: 389.878
Monoisotopic: 389.027075102
Chemical Formula
C14H16ClN3O4S2
InChI Key
JFVNFXCESCXMBC-UHFFFAOYSA-N
InChI
InChI=1S/C14H16ClN3O4S2/c1-8-13(23-14(17-8)18-9(2)20)10-3-4-11(15)12(7-10)24(21,22)16-5-6-19/h3-4,7,16,19H,5-6H2,1-2H3,(H,17,18,20)
IUPAC Name
N-[(2Z)-5-{4-chloro-3-[(2-hydroxyethyl)sulfamoyl]phenyl}-4-methyl-2,3-dihydro-1,3-thiazol-2-ylidene]acetamide
SMILES
CC(=O)\N=C1\NC(C)=C(S1)C1=CC(=C(Cl)C=C1)S(=O)(=O)NCCO

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPhosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformNot AvailableHuman
UPhosphatidylinositol 3-kinase catalytic subunit type 3Not 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
6852167
PubChem Substance
99443307
ChemSpider
5254622
BindingDB
50042924
ChEMBL
CHEMBL1229535
HET
093
PDB Entries
2chz / 2x6j / 4d0l / 4d0m

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 Solubility0.0656 mg/mLALOGPS
logP1.52ALOGPS
logP0.35ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.81ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area107.86 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity95.92 m3·mol-1ChemAxon
Polarizability38.04 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.591
Blood Brain Barrier-0.7663
Caco-2 permeable-0.6597
P-glycoprotein substrateNon-substrate0.6353
P-glycoprotein inhibitor INon-inhibitor0.8888
P-glycoprotein inhibitor IINon-inhibitor0.8324
Renal organic cation transporterNon-inhibitor0.8704
CYP450 2C9 substrateNon-substrate0.5617
CYP450 2D6 substrateNon-substrate0.8253
CYP450 3A4 substrateNon-substrate0.5644
CYP450 1A2 substrateNon-inhibitor0.6678
CYP450 2C9 inhibitorInhibitor0.5111
CYP450 2D6 inhibitorNon-inhibitor0.8472
CYP450 2C19 inhibitorInhibitor0.5254
CYP450 3A4 inhibitorInhibitor0.754
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8398
Ames testNon AMES toxic0.6427
CarcinogenicityNon-carcinogens0.5505
BiodegradationNot ready biodegradable0.996
Rat acute toxicity2.4296 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.971
hERG inhibition (predictor II)Non-inhibitor0.7446
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/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 benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Benzenesulfonamides
Alternative Parents
Benzenesulfonyl compounds / N-acetylarylamines / 2,4,5-trisubstituted thiazoles / Chlorobenzenes / Aryl chlorides / Organosulfonamides / Acetamides / Aminosulfonyl compounds / Heteroaromatic compounds / Secondary carboxylic acid amides
show 8 more
Substituents
Benzenesulfonamide / N-acetylarylamine / Benzenesulfonyl group / 2,4,5-trisubstituted 1,3-thiazole / N-arylamide / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide / Organosulfonic acid amide
show 28 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
sulfonamide, 1,3-thiazole, monochlorobenzenes (CHEBI:47045)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein serine/threonine kinase activity
Specific Function
Phosphoinositide-3-kinase (PI3K) that phosphorylates PtdIns(4,5)P2 (Phosphatidylinositol 4,5-bisphosphate) to generate phosphatidylinositol 3,4,5-trisphosphate (PIP3). PIP3 plays a key role by recr...
Gene Name
PIK3CG
Uniprot ID
P48736
Uniprot Name
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
Molecular Weight
126452.625 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]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Protein kinase activity
Specific Function
Catalytic subunit of the PI3K complex that mediates formation of phosphatidylinositol 3-phosphate; different complex forms are believed to play a role in multiple membrane trafficking pathways: PI3...
Gene Name
PIK3C3
Uniprot ID
Q8NEB9
Uniprot Name
Phosphatidylinositol 3-kinase catalytic subunit type 3
Molecular Weight
101548.63 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. [PubMed:10592235]

Drug created on September 15, 2010 15:17 / Updated on December 01, 2017 15:42