Identification
NameN-(5-(4-CHLORO-3-(2-HYDROXY-ETHYLSULFAMOYL)- PHENYLTHIAZOLE-2-YL)-ACETAMIDE
Accession NumberDB06836
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 389.878
Monoisotopic: 389.027075102
Chemical FormulaC14H16ClN3O4S2
InChI KeyJFVNFXCESCXMBC-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
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoformProteinunknownNot AvailableHumanP48736 details
Phosphatidylinositol 3-kinase catalytic subunit type 3ProteinunknownNot AvailableHumanQ8NEB9 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentBenzenesulfonamides
Alternative ParentsBenzenesulfonyl compounds / N-acetylarylamines / 2,4,5-trisubstituted thiazoles / Chlorobenzenes / Aryl chlorides / Organosulfonamides / Acetamides / Aminosulfonyl compounds / Heteroaromatic compounds / Secondary carboxylic acid amides
SubstituentsBenzenesulfonamide / N-acetylarylamine / Benzenesulfonyl group / 2,4,5-trisubstituted 1,3-thiazole / N-arylamide / Chlorobenzene / Halobenzene / Aryl chloride / Aryl halide / Organosulfonic acid amide
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorssulfonamide, 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 recruiting PH domain-containing proteins to the membrane, including AKT1 and PDPK1, activating signaling cascades involved in cell growth, survival, proliferation, motility and morphology. Links G-protein...
Gene Name:
PIK3CG
Uniprot ID:
P48736
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: PI3KC3-C1 is involved in initiation of autophagosomes and PI3KC3-C2 in maturation of autophagosomes and endocytosis. Involved in regulation of degradative endocytic trafficking and required for the abcis...
Gene Name:
PIK3C3
Uniprot ID:
Q8NEB9
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 June 11, 2017 21:02