GNE-7915 tosylate - ≥99% , CAS No.2070015-00-6

CAS: 2070015-00-6 Cat. No.: G651430 Molecular Weight: 615.60 PubChem CID: 78357832

GRADE & PURITY ≥99%

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

GNE-7915 tosylate is a potent, selective and brain-penetrant inhibitor of LRRK2 with an IC 50 of 9 nM.

In Vitro

Maintaining the methoxy/fluoro arrangement at C-2′/C-5′ and varying aminoalkyl R1 substitution resultes in single-digit nanomolar LRRK2 cellular activities for GNE-7915 and compound 19. Expanded Invitrogen kinase profiling (187 kinases) at 0.1 μM for both GNE-7915 (100-fold over LRRK2 Ki) and 19 (250-fold over LRRK2 Ki) resultes in only TTK showing greater than 50% inhibition. Selectivity profiling using the DiscoverX KinomeScan55 competitive binding assay panel, which includes 392 unique kinases, is also performed for GNE-7915 at 0.1 μM. Binding of >50% probe displacement is detected for 10 kinases and of >65% for only LRRK2, TTK, and ALK, further supporting the excellent LRRK2 selectivity for GNE-7915. Cerep receptor profiling, including expanded brain panels, suggestes that GNE-7915 and 19 only inhibite 5-HT 2B with >70% inhibition at 10 μM. GNE-7915 and 19 are confirmed to be moderately potent 5-HT 2B antagonists in vitro functional assays. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:IC50: 9 nM,(LRRK2)

Specifications

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

GNE-7915 tosylate is a potent, selective and brain-penetrant inhibitor of LRRK2 with an IC 50 of 9 nM.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCNC1=NC(=NC=C1C(F)(F)F)NC2=C(C=C(C(=C2)F)C(=O)N3CCOCC3)OC.CC1=CC=C(C=C1)S(=O)(=O)O
• IUPAC Name: [4-[[4-(ethylamino)-5-(trifluoromethyl)pyrimidin-2-yl]amino]-2-fluoro-5-methoxyphenyl]-morpholin-4-ylmethanone;4-methylbenzenesulfonic acid
• InChIKey: VYAOJDYMEMFZKS-UHFFFAOYSA-N
• INCHI: 1S/C19H21F4N5O3.C7H8O3S/c1-3-24-16-12(19(21,22)23)10-25-18(27-16)26-14-9-13(20)11(8-15(14)30-2)17(29)28-4-6-31-7-5-28;1-6-2-4-7(5-3-6)11(8,9)10/h8-10H,3-7H2,1-2H3,(H2,24,25,26,27);2-5H,1H3,(H,8,9,10)
• Isomeric SMILES: CCNC1=NC(=NC=C1C(F)(F)F)NC2=C(C=C(C(=C2)F)C(=O)N3CCOCC3)OC.CC1=CC=C(C=C1)S(=O)(=O)O
• PubChem CID: 78357832
• Molecular Weight: 615.60

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzenesulfonic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: p-Methylbenzenesulfonates
• Alternative Parents: Tosyl compounds 2-halobenzoic acids and derivatives 1-sulfo,2-unsubstituted aromatic compounds Methoxyanilines Morpholine carboxylic acids and derivatives Benzamides Benzenesulfonyl compounds Benzoyl derivatives Methoxybenzenes Phenoxy compounds Anisoles Fluorobenzenes Alkyl aryl ethers Secondary alkylarylamines Aminopyrimidines and derivatives Imidolactams Aryl fluorides Vinylogous halides Tertiary carboxylic acid amides Sulfonyls Organosulfonic acids Heteroaromatic compounds Tertiary amines Amino acids and derivatives Azacyclic compounds Oxacyclic compounds Dialkyl ethers Alkyl fluorides Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: P-methylbenzenesulfonate - 2-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Tosyl compound - 1-sulfo,2-unsubstituted aromatic compound - Morpholine-4-carboxylic acid or derivatives - Methoxyaniline - Benzoic acid or derivatives - Benzamide - Arylsulfonic acid or derivatives - Benzenesulfonyl group - Aniline or substituted anilines - Phenol ether - Anisole - Methoxybenzene - Benzoyl - Phenoxy compound - Fluorobenzene - Halobenzene - Toluene - Secondary aliphatic/aromatic amine - Alkyl aryl ether - Aminopyrimidine - Aryl fluoride - Aryl halide - Imidolactam - Morpholine - Oxazinane - Pyrimidine - Vinylogous halide - Heteroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Tertiary carboxylic acid amide - Sulfonyl - Tertiary amine - Carboxamide group - Amino acid or derivatives - Oxacycle - Secondary amine - Carboxylic acid derivative - Dialkyl ether - Ether - Organoheterocyclic compound - Azacycle - Organic oxygen compound - Alkyl halide - Amine - Hydrocarbon derivative - Alkyl fluoride - Organic nitrogen compound - Organic oxide - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as p-methylbenzenesulfonates. These are benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position.
• 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

Chemical and Physical Properties

• Solubility: DMSO : ≥ 50 mg/mL (81.22 mM)
• Molecular Weight: 615.600 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 7
• Exact Mass: 615.177 Da
• Monoisotopic Mass: 615.177 Da
• Topological Polar Surface Area: 151.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 800.000
• 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: 2

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