CH6953755 - ≥98% , CAS No.2055918-71-1

CAS: 2055918-71-1 Cat. No.: C651467 Molecular Weight: 552.6 PubChem CID: 124149825

GRADE & PURITY ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

CH6953755 is a potent, orally active and selective YES1 kinase (a member of the SRC family) inhibitor with an IC 50 of 1.8 nM. CH6953755 inhibits YES1 kinase, leading to antitumor activity against YES1 Gene -amplified cancers in vitro and in vivo

In Vitro

CH6953755 (0.001-1 μM; for 4 days) inhibits the cell growth of YES1-amplified cancer cell lines. CH6953755 (0.001-1 μM; for 2 hours) prevents the autophosphorylation at Tyr426 of YES1 that upregulates enzymatic activity in KYSE70 cells harboring YES1 amplification. CH6953755 (0.1, 0.3, 1, 3 μM) suppresses TEAD luciferase reporter activity in YES1-amplified KYSE70 and RERF-LC-AI. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: YES1-amplified cancer cell lines KYSE70 and OACP4 C, and non-YES1–amplified cancer cell line K562 expressing YES1-WT or YES1-GK Concentration: 0.001, 0.01, 0.1, 1 μM Incubation Time: 4 days Result: Inhibited the cell growth of YES1-amplified cancer cell lines. Western Blot AnalysisCell Line: KYSE70 cell line Concentration: 0.001, 0.003, 0.01, 0.03, 0.1, 0.3, 1 μM Incubation Time: 2 hours Result: Prevented the autophosphorylation at Tyr426 of YES1 that upregulates enzymatic activity in KYSE70 cells harboring YES1 amplification

In Vivo

CH6953755 (oral; 60 mg/kg/day; for 10 days) shows selective antitumor activity accompanied with phospho-Tyr426 YES1 suppression in xenograft tumors . CH6953755 (oral; 7.5, 15, 30, 60 mg/kg) suppresses phospho-Tyr426 YES1 in a dose-dependent manner . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Female BALB/c-nu/nu mice with Rat-2_YES1 xenograft Dosage: 60 mg/kg Administration: Oral; daily; for 10 days Result: Showed selective antitumor activity accompanied with phospho-Tyr426 YES1 suppression in xenograft tumors.

Form:Solid

IC50& Target:IC50: 1.8 nM (YES1)

Specifications

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

CH6953755 is a potent, orally active and selective YES1 kinase (a member of the SRC family) inhibitor with an IC 50 of 1.8 nM. CH6953755 inhibits YES1 kinase, leading to antitumor activity against YES1 Gene -amplified cancers in vitro and in vivo.

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.

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC2=C(C=C1NS(=O)(=O)C)NC(=C2)C(=O)C3=C(N(N=C3)C4=CN=C(C=C4C)OC5=C(C=CC=C5F)F)N
• IUPAC Name: N-[2-[5-amino-1-[6-(2,6-difluorophenoxy)-4-methylpyridin-3-yl]pyrazole-4-carbonyl]-5-methyl-1H-indol-6-yl]methanesulfonamide
• InChIKey: YVXUHNOWRKWXSJ-UHFFFAOYSA-N
• INCHI: 1S/C26H22F2N6O4S/c1-13-7-15-9-21(32-20(15)10-19(13)33-39(3,36)37)24(35)16-11-31-34(26(16)29)22-12-30-23(8-14(22)2)38-25-17(27)5-4-6-18(25)28/h4-12,32-33H,29H2,1-3H3
• PubChem CID: 124149825
• Molecular Weight: 552.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxylic acids and derivatives
• Alternative Parents: Pyrazolylpyridines Sulfanilides Indoles Polyhalopyridines Phenol ethers Aryl ketones Methylpyridines Fluorobenzenes 2-halopyridines Vinylogous amides Sulfonyls Pyrroles Pyrazoles Organosulfonic acids and derivatives Heteroaromatic compounds Ethers Azacyclic compounds Primary amines Organopnictogen compounds Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxylic acid derivative - 3-pyrazolylpyridine - Sulfanilide - Indole - Polyhalopyridine - Aryl ketone - Phenol ether - 2-halopyridine - Methylpyridine - Halobenzene - Fluorobenzene - Benzenoid - Pyridine - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous amide - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Pyrrole - Pyrazole - Azole - Ketone - Azacycle - Ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. These are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.
• 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 : 125 mg/mL (226.22 mM; Need ultrasonic)
• Molecular Weight: 552.600 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 552.139 Da
• Monoisotopic Mass: 552.139 Da
• Topological Polar Surface Area: 153.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 978.000
• 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