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Tozadenant

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

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Data Packages
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Identification

Generic Name
Tozadenant
DrugBank Accession Number
DB12203
Background

Tozadenant has been investigated for the basic science of Cocaine Dependence.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 406.5
Monoisotopic: 406.167476507
Chemical Formula
C19H26N4O4S
Synonyms
  • Tozadenant
External IDs
  • Syn115
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
AAdenosine receptor A2a
antagonist
Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Following the oral administration of 240mg of tozadenant in healthy subjects, the mean plasma half-life was 15 hours.1

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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzothiazoles
Sub Class
Not Available
Direct Parent
Benzothiazoles
Alternative Parents
Methoxyanilines / Piperidinecarboxamides / Anisoles / Dialkylarylamines / Alkyl aryl ethers / Morpholines / Tertiary alcohols / Heteroaromatic compounds / Thiazoles / Ureas
show 6 more
Substituents
1,3-benzothiazole / 1-piperidinecarboxamide / Alcohol / Alkyl aryl ether / Amine / Anisole / Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
D9K857J81I
CAS number
870070-55-6
InChI Key
XNBRWUQWSKXMPW-UHFFFAOYSA-N
InChI
InChI=1S/C19H26N4O4S/c1-19(25)5-7-23(8-6-19)18(24)21-17-20-15-14(26-2)4-3-13(16(15)28-17)22-9-11-27-12-10-22/h3-4,25H,5-12H2,1-2H3,(H,20,21,24)
IUPAC Name
4-hydroxy-N-[4-methoxy-7-(morpholin-4-yl)-1,3-benzothiazol-2-yl]-4-methylpiperidine-1-carboxamide
SMILES
COC1=C2N=C(NC(=O)N3CCC(C)(O)CC3)SC2=C(C=C1)N1CCOCC1

References

General References
  1. Mancel V, Mathy FX, Boulanger P, English S, Croft M, Kenney C, Knott T, Stockis A, Bani M: Pharmacokinetics and metabolism of [(14)C]-tozadenant (SYN-115), a novel A2a receptor antagonist ligand, in healthy volunteers. Xenobiotica. 2017 Aug;47(8):705-718. doi: 10.1080/00498254.2016.1221164. Epub 2016 Sep 2. [Article]
PubChem Compound
11618368
PubChem Substance
347828487
ChemSpider
9793117
BindingDB
50011294
ChEBI
177494
ChEMBL
CHEMBL2105747
ZINC
ZINC000013986943
PDBe Ligand
9XW
PDB Entries
5olo

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
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3TerminatedTreatmentIdiopathic Parkinson's Disease2somestatusstop reasonjust information to hide
2CompletedTreatmentParkinson's Disease (PD)1somestatusstop reasonjust information to hide
2, 3CompletedTreatmentParkinson's Disease (PD)1somestatusstop reasonjust information to hide
1CompletedBasic ScienceN/A, as Healthy Volunteers1somestatusstop reasonjust information to hide
1TerminatedBasic ScienceHepatic Impairment (HI)1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.111 mg/mLALOGPS
logP1.96ALOGPS
logP1.48Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)10.76Chemaxon
pKa (Strongest Basic)0.13Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area87.16 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity108.26 m3·mol-1Chemaxon
Polarizability43.33 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0002900000-fccc102333056a914190
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0005900000-6c1a7d134bab82fd607f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-0119500000-7f3c066732ec8c7ddcff
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4j-1473900000-f8056c3317512bb44320
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-08fu-1249300000-307b5d44560063380594
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-05gm-1259100000-4c3df402243badbd9205
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]-194.45041
predicted
DeepCCS 1.0 (2019)
[M+H]+197.03673
predicted
DeepCCS 1.0 (2019)
[M+Na]+204.26875
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Adenosine receptor A2a
Kind
Protein
Organism
Humans
Pharmacological action
Yes
Actions
Antagonist
General Function
Receptor for adenosine (By similarity). The activity of this receptor is mediated by G proteins which activate adenylyl cyclase (By similarity)
Specific Function
Alpha-actinin binding
Gene Name
ADORA2A
Uniprot ID
P29274
Uniprot Name
Adenosine receptor A2a
Molecular Weight
44706.925 Da
References
  1. Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]

Drug created at October 20, 2016 21:36 / Updated at August 27, 2024 19:15