4-{[(2-OXO-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)METHYL]AMINO}-N-(1,3-THIAZOL-2-YL)BENZENESULFONAMIDE

Identification

Name
4-{[(2-OXO-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)METHYL]AMINO}-N-(1,3-THIAZOL-2-YL)BENZENESULFONAMIDE
Accession Number
DB08125
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: 398.459
Monoisotopic: 398.050731714
Chemical Formula
C18H14N4O3S2
InChI Key
BOMPRXSVSIPRDT-PTNGSMBKSA-N
InChI
InChI=1S/C18H14N4O3S2/c23-17-15(14-3-1-2-4-16(14)21-17)11-20-12-5-7-13(8-6-12)27(24,25)22-18-19-9-10-26-18/h1-11,20H,(H,19,22)(H,21,23)/b15-11-
IUPAC Name
4-({[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}amino)-N-(1,3-thiazol-2-yl)benzene-1-sulfonamide
SMILES
O=C1NC2=CC=CC=C2\C1=C\NC1=CC=C(C=C1)S(=O)(=O)NC1=NC=CS1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclin-dependent kinase 2Not 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
5288711
PubChem Substance
99444596
ChemSpider
4450815
ChEMBL
CHEMBL1234088
HET
LS4
PDB Entries
1ke8

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 Solubility0.0108 mg/mLALOGPS
logP2.9ALOGPS
logP2.34ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)6.9ChemAxon
pKa (Strongest Basic)0.59ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.19 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity105.44 m3·mol-1ChemAxon
Polarizability39.82 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9426
Blood Brain Barrier-0.6586
Caco-2 permeable-0.595
P-glycoprotein substrateNon-substrate0.7332
P-glycoprotein inhibitor INon-inhibitor0.6949
P-glycoprotein inhibitor IIInhibitor0.5
Renal organic cation transporterNon-inhibitor0.8647
CYP450 2C9 substrateNon-substrate0.5701
CYP450 2D6 substrateNon-substrate0.855
CYP450 3A4 substrateNon-substrate0.684
CYP450 1A2 substrateNon-inhibitor0.7436
CYP450 2C9 inhibitorNon-inhibitor0.585
CYP450 2D6 inhibitorNon-inhibitor0.8783
CYP450 2C19 inhibitorNon-inhibitor0.6592
CYP450 3A4 inhibitorInhibitor0.5439
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9128
Ames testNon AMES toxic0.7462
CarcinogenicityNon-carcinogens0.8082
BiodegradationNot ready biodegradable0.9859
Rat acute toxicity2.4649 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.974
hERG inhibition (predictor II)Non-inhibitor0.8305
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 aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Aminobenzenesulfonamides
Alternative Parents
Benzenesulfonyl compounds / Indolines / Aniline and substituted anilines / Secondary alkylarylamines / Organosulfonamides / Aminosulfonyl compounds / Heteroaromatic compounds / Thiazoles / Vinylogous amides / Secondary carboxylic acid amides
show 8 more
Substituents
Aminobenzenesulfonamide / Dihydroindole / Benzenesulfonyl group / Indole or derivatives / Aniline or substituted anilines / Secondary aliphatic/aromatic amine / Organosulfonic acid amide / Azole / Vinylogous amide / Aminosulfonyl compound
show 25 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
sulfonamide, 1,3-thiazole, oxindole (CHEBI:43762)

Targets

Details
1. Cyclin-dependent kinase 2
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle; essential for meiosis, but dispensable for mitosis. Phosphorylates CTNNB1, USP37, p53/TP53, NPM1, CDK7, RB1, BRCA2, MYC, N...
Gene Name
CDK2
Uniprot ID
P24941
Uniprot Name
Cyclin-dependent kinase 2
Molecular Weight
33929.215 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 15:28 / Updated on December 01, 2017 16:00