2-[4-(2H-1,4-BENZOTHIAZINE-3-YL)-PIPERAZINE-1-LY]-1,3-THIAZOLE-4-CARBOXYLIC ACID ETHYLESTER

Identification

Generic Name
2-[4-(2H-1,4-BENZOTHIAZINE-3-YL)-PIPERAZINE-1-LY]-1,3-THIAZOLE-4-CARBOXYLIC ACID ETHYLESTER
DrugBank Accession Number
DB08540
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 388.507
Monoisotopic: 388.102767284
Chemical Formula
C18H20N4O2S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGenome polyproteinNot AvailableHRV-14
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Diazinanes
Sub Class
Piperazines
Direct Parent
N-arylpiperazines
Alternative Parents
Benzothiazines / Thiazolecarboxylic acids and derivatives / Dialkylarylamines / 2,4-disubstituted thiazoles / Alkylarylthioethers / 1,4-thiazines / 2-amino-1,3-thiazoles / Benzenoids / Imidolactams / Heteroaromatic compounds
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Substituents
1,3-thiazol-2-amine / 2,4-disubstituted 1,3-thiazole / Alkylarylthioether / Amidine / Aromatic heteropolycyclic compound / Aryl thioether / Azacycle / Azole / Benzenoid / Benzothiazine
show 21 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
ethyl ester, N-arylpiperazine, 1,3-thiazole, benzothiazine (CHEBI:45585)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
AQJQFCRTSWIUCY-UHFFFAOYSA-N
InChI
InChI=1S/C18H20N4O2S2/c1-2-24-17(23)14-11-26-18(20-14)22-9-7-21(8-10-22)16-12-25-15-6-4-3-5-13(15)19-16/h3-6,11H,2,7-10,12H2,1H3
IUPAC Name
ethyl 2-[4-(2H-1,4-benzothiazin-3-yl)piperazin-1-yl]-1,3-thiazole-4-carboxylate
SMILES
CCOC(=O)C1=CSC(=N1)N1CCN(CC1)C1=NC2=CC=CC=C2SC1

References

General References
Not Available
PubChem Compound
5189
PubChem Substance
99445011
ChemSpider
5001
ZINC
ZINC000003874949
PDBe Ligand
SD8
PDB Entries
1vrh

Clinical Trials

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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns

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 Solubility0.118 mg/mLALOGPS
logP3.6ALOGPS
logP3.27Chemaxon
logS-3.5ALOGPS
pKa (Strongest Basic)5.55Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area58.03 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity107.38 m3·mol-1Chemaxon
Polarizability41.96 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9967
Blood Brain Barrier+0.9533
Caco-2 permeable-0.5915
P-glycoprotein substrateSubstrate0.7562
P-glycoprotein inhibitor IInhibitor0.8679
P-glycoprotein inhibitor IIInhibitor0.9561
Renal organic cation transporterInhibitor0.5702
CYP450 2C9 substrateNon-substrate0.7317
CYP450 2D6 substrateNon-substrate0.6856
CYP450 3A4 substrateNon-substrate0.6016
CYP450 1A2 substrateInhibitor0.5824
CYP450 2C9 inhibitorInhibitor0.9038
CYP450 2D6 inhibitorNon-inhibitor0.6993
CYP450 2C19 inhibitorInhibitor0.7725
CYP450 3A4 inhibitorNon-inhibitor0.5475
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9475
Ames testNon AMES toxic0.7039
CarcinogenicityNon-carcinogens0.8972
BiodegradationNot ready biodegradable0.9881
Rat acute toxicity2.5237 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8101
hERG inhibition (predictor II)Inhibitor0.6134
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/MSsplash10-000i-0009000000-6ddffbcd90b96e01a8cd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0009000000-5b60807d7b65cb2647e7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001c-0049000000-e1ff3b7e32528a089866
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-0089000000-4d1ad7853d268ac5c130
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-08gl-2379000000-756f7801fa1135ae7ca2
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00lr-4496000000-50926bdf869885b51915
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-178.09683
predicted
DeepCCS 1.0 (2019)
[M+H]+180.53352
predicted
DeepCCS 1.0 (2019)
[M+Na]+187.84737
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
HRV-14
Pharmacological action
Unknown
General Function
Structural molecule activity
Specific Function
Capsid protein VP1: Forms an icosahedral capsid of pseudo T=3 symmetry with capsid proteins VP2 and VP3. The capsid is 300 Angstroms in diameter, composed of 60 copies of each capsid protein and en...
Gene Name
Not Available
Uniprot ID
P03303
Uniprot Name
Genome polyprotein
Molecular Weight
242989.38 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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52