Atopaxar - Moligand™, ≥98% , Proteinase-activated receptor 1 antagonist, CAS No.751475-53-3, Proteinase-activated receptor 1 antagonist

CAS: 751475-53-3 Cat. No.: A412332 Molecular Weight: 527.63

GRADE & PURITY Moligand™, ≥98%

Synonyms

Atopaxar (USAN) | NCGC00346938-03 | 1-(3-(tert-butyl)-4-methoxy-5-morpholinophenyl)-2-(5,6-diethoxy-7-fluoro-1-iminoisoindolin-2-yl)ethan-1-one | ATOPAXAR [INN] | Atopaxar [USAN] | CHEBI:177793 | LMST05010014 | 2-(5,6-DIETHOXY-7-FLUORO-1-IMINO-1,3-DIHYDRO

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Atopaxar (E5555) is a potent, orally active, selective and reversible thrombin receptor protease-activated receptor-1 (PAR-1) antagonist. Atopaxar, an antiplatelet agent, interferes with platelet signaling. Atopaxar can be used for the research of atherothrombotic disease                       

Information

Atopaxar (E5555, ER-172594-00) is a potent and orally-active inhibitor of Protease-activated receptor-1 (PAR-1). E5555 inhibited the binding of a high-affinity thrombin receptor-activating peptide ([(3)H]haTRAP) to PAR-1 with IC50 of 0.019μM.

Specifications

Synonyms

Atopaxar (USAN) | NCGC00346938-03 | 1-(3-(tert-butyl)-4-methoxy-5-morpholinophenyl)-2-(5, 6-diethoxy-7-fluoro-1-iminoisoindolin-2-yl)ethan-1-one | ATOPAXAR [INN] | Atopaxar [USAN] | CHEBI:177793 | LMST05010014 | 2-(5, 6-DIETHOXY-7-FLUORO-1-IMINO-1, 3-DIHYDRO

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Atopaxar (E5555, ER-172594-00) is a potent and orally-active inhibitor of Protease-activated receptor-1 (PAR-1). E5555 inhibited the binding of a high-affinity thrombin receptor-activating peptide ([(3)H]haTRAP) to PAR-1 with IC50 of 0.019μM.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Proteinase-activated receptor 1 antagonist

Purity

≥98%

Product Properties

• ALogP: 4.6

Names and Identifiers

• Pubchem Sid: 504765478
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765478
• Canonical Smiles: CCOC1=C(C(=C2C(=C1)CN(C2=N)CC(=O)C3=CC(=C(C(=C3)N4CCOCC4)OC)C(C)(C)C)F)OCC
• IUPAC Name: 1-(3-tert-butyl-4-methoxy-5-morpholin-4-ylphenyl)-2-(5,6-diethoxy-4-fluoro-3-imino-1H-isoindol-2-yl)ethanone
• InChIKey: QWKAUGRRIXBIPO-UHFFFAOYSA-N
• INCHI: 1S/C29H38FN3O5/c1-7-37-23-15-19-16-33(28(31)24(19)25(30)27(23)38-8-2)17-22(34)18-13-20(29(3,4)5)26(35-6)21(14-18)32-9-11-36-12-10-32/h13-15,31H,7-12,16-17H2,1-6H3
• Isomeric SMILES: CCOC1=C(C(=C2C(=C1)CN(C2=N)CC(=O)C3=CC(=C(C(=C3)N4CCOCC4)OC)C(C)(C)C)F)OCC
• Molecular Weight: 527.63
• Reaxy-Rn: 11849904
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11849904&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Phenylmorpholines Phenylpropanes Aminophenyl ethers Methoxyanilines Isoindolines Isoindoles Phenoxy compounds Anisoles Aryl alkyl ketones Methoxybenzenes Benzoyl derivatives Dialkylarylamines Alkyl aryl ethers Aryl fluorides Imidolactams Carboximidamides Carboxamidines Azacyclic compounds Oxacyclic compounds Dialkyl ethers Organopnictogen compounds Organic oxides Organofluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alkyl-phenylketone - Phenylmorpholine - Isoindoline - Isoindole - Aminophenyl ether - Isoindole or derivatives - Phenylpropane - Methoxyaniline - Anisole - Benzoyl - Phenoxy compound - Phenol ether - Tertiary aliphatic/aromatic amine - Aryl alkyl ketone - Dialkylarylamine - Aniline or substituted anilines - Methoxybenzene - Alkyl aryl ether - Monocyclic benzene moiety - Aryl halide - Imidolactam - Aryl fluoride - Benzenoid - Morpholine - Oxazinane - Tertiary amine - Carboximidamide - Oxacycle - Azacycle - Amidine - Carboxylic acid amidine - Dialkyl ether - Ether - Organoheterocyclic compound - Organic oxide - Organofluoride - Organonitrogen compound - Organic nitrogen compound - Amine - Organopnictogen compound - Hydrocarbon derivative - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

F2R Tclin Proteinase-activated receptor 1 (3 Activities)

Discover Target: F2R

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

F2R Tclin Proteinase-activated receptor 1 (1799 Activities)

Discover Target: F2R

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

F2RL1 Tchem Proteinase-activated receptor 2 (703 Activities)

Discover Target: F2RL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO：250 mg/mL (473.82 mM; Need ultrasonic)
• Molecular Weight: 527.600 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 527.28 Da
• Monoisotopic Mass: 527.28 Da
• Topological Polar Surface Area: 84.300 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 817.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1