N-[5-(1,1-DIOXIDOISOTHIAZOLIDIN-2-YL)-1H-INDAZOL-3-YL]-2-(4-PIPERIDIN-1-YLPHENYL)ACETAMIDE

Identification

Name
N-[5-(1,1-DIOXIDOISOTHIAZOLIDIN-2-YL)-1H-INDAZOL-3-YL]-2-(4-PIPERIDIN-1-YLPHENYL)ACETAMIDE
Accession Number
DB07220
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: 453.557
Monoisotopic: 453.183460445
Chemical Formula
C23H27N5O3S
InChI Key
ZXYIRNXOAJYLCU-UHFFFAOYSA-N
InChI
InChI=1S/C23H27N5O3S/c29-22(15-17-5-7-18(8-6-17)27-11-2-1-3-12-27)24-23-20-16-19(9-10-21(20)25-26-23)28-13-4-14-32(28,30)31/h5-10,16H,1-4,11-15H2,(H2,24,25,26,29)
IUPAC Name
N-[5-(1,1-dioxo-1λ⁶,2-thiazolidin-2-yl)-1H-indazol-3-yl]-2-[4-(piperidin-1-yl)phenyl]acetamide
SMILES
O=C(CC1=CC=C(C=C1)N1CCCCC1)NC1=NNC2=C1C=C(C=C2)N1CCCS1(=O)=O

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
10138993
PubChem Substance
99443691
ChemSpider
8314505
BindingDB
50237845
ChEMBL
CHEMBL258040
HET
740
PDB Entries
2r64

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 Solubility0.0987 mg/mLALOGPS
logP3.36ALOGPS
logP2.56ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)11.5ChemAxon
pKa (Strongest Basic)5.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area98.4 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity127.14 m3·mol-1ChemAxon
Polarizability47.95 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9958
Blood Brain Barrier+0.783
Caco-2 permeable-0.6494
P-glycoprotein substrateSubstrate0.6589
P-glycoprotein inhibitor IInhibitor0.6626
P-glycoprotein inhibitor IINon-inhibitor0.6854
Renal organic cation transporterNon-inhibitor0.7774
CYP450 2C9 substrateNon-substrate0.6789
CYP450 2D6 substrateNon-substrate0.7123
CYP450 3A4 substrateSubstrate0.556
CYP450 1A2 substrateNon-inhibitor0.6418
CYP450 2C9 inhibitorNon-inhibitor0.6289
CYP450 2D6 inhibitorNon-inhibitor0.8749
CYP450 2C19 inhibitorInhibitor0.5385
CYP450 3A4 inhibitorNon-inhibitor0.7086
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.81
Ames testNon AMES toxic0.6077
CarcinogenicityNon-carcinogens0.6974
BiodegradationNot ready biodegradable0.9472
Rat acute toxicity2.5232 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6327
hERG inhibition (predictor II)Inhibitor0.7463
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 phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Sulfanilides / Phenylacetamides / Indazoles / Aniline and substituted anilines / Dialkylarylamines / N-arylamides / Gamma sultams / Organic sulfonamides / Imidolactams / Organosulfonamides
show 9 more
Substituents
Phenylpiperidine / Sulfanilide / Phenylacetamide / Benzopyrazole / Indazole / Tertiary aliphatic/aromatic amine / N-arylamide / Aniline or substituted anilines / Dialkylarylamine / Gamma-sultam
show 26 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

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 15:19 / Updated on December 01, 2017 15:47