Belnacasan (VX-765) - Moligand™, ≥98% , CAS No.273404-37-8

CAS: 273404-37-8 Cat. No.: B275738 Peso molecular: 508.99 Número EC: 695-154-4

GRADE & PURITY Moligand™, ≥98%

Synonyms

AKOS004116550 | VX 765 | 1-((2S)-2-((4-Amino-3-chlorobenzoyl)amino)-3,3-dimethylbutanoyl)-N-((2R,3S)-2- ethoxy-5-oxo-tetrahydrofuran-3-yl)-l-prolinamide | CCG-269769 | CHEBI:188567 | NCGC00183682-13 | s2228 | Belnacasan [USAN:INN] | N-(4-Amino-3-chloroben

Storage

Protegido de la luz,Almacenar a -20°C,Cargado con argón

Shipped In

Hielera + almohadillas de hielo

Descripción general

Belnacasan (VX-765) es un proagente oral bioactivo de VRT-043198, que es un inhibidor potente y selectivo de la enzima convertidora de IL (ICE)/caspasa-1 con Kis de 0,8 nM y menos de 0,6 nM para caspasa-1 y caspasa-4, respectivamente. Belnacasan (VX-765) inhibe la liberación de IL-1β e IL-18 inducida por LPS por PBMC humanas con una IC50 de ~0,7 μM。

Specifications

Sinónimos

AKOS004116550 | VX 765 | 1-((2S)-2-((4-Amino-3-chlorobenzoyl)amino)-3, 3-dimethylbutanoyl)-N-((2R, 3S)-2- ethoxy-5-oxo-tetrahydrofuran-3-yl)-l-prolinamide | CCG-269769 | CHEBI:188567 | NCGC00183682-13 | s2228 | Belnacasan [USAN:INN] | N-(4-Amino-3-chloroben

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Inhibidor potente y selectivo de la caspasa-1 con Ki de 0, 8 nM. También inhibe la liberación de IL-1β tanto de PBMC como de sangre total con IC50 de 0, 67 μM y 1, 9 μM, in vitro .

Condiciones de almacenamiento de almacenamiento

Protegido de la luz, Almacenar a -20°C, Cargado con argón

Enviado en

Hielera + almohadillas de hielo

Grado

Moligand™

Nota

Consulte la SDS para obtener más información ¿Necesita más consejos sobre solubilidad, uso y manipulación? Visite nuestra página de preguntas frecuentes (FAQ) para obtener más información.

Pureza

≥98%

Propiedades del producto

• ALogP: 2.3

Nombres e identificadores

• Pubchem Sid: 504766379
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766379
• Sonrisas canónicas: CCOC1C(CC(=O)O1)NC(=O)C2CCCN2C(=O)C(C(C)(C)C)NC(=O)C3=CC(=C(C=C3)N)Cl
• IUPAC Name: (2S)-1-[(2S)-2-[(4-amino-3-chlorobenzoyl)amino]-3,3-dimethylbutanoyl]-N-[(2R,3S)-2-ethoxy-5-oxooxolan-3-yl]pyrrolidine-2-carboxamide
• InChIKey: SJDDOCKBXFJEJB-MOKWFATOSA-N
• INCHI: 1S/C24H33ClN4O6/c1-5-34-23-16(12-18(30)35-23)27-21(32)17-7-6-10-29(17)22(33)19(24(2,3)4)28-20(31)13-8-9-15(26)14(25)11-13/h8-9,11,16-17,19,23H,5-7,10,12,26H2,1-4H3,(H,27,32)(H,28,31)/t16-,17-,19+,23+/m0/s1
• Isómeros SMILES: CCO[C@H]1[C@H](CC(=O)O1)NC(=O)[C@@H]2CCCN2C(=O)[C@H](C(C)(C)C)NC(=O)C3=CC(=C(C=C3)N)Cl
• CAS alternativo: 851091-96-8,273404-37-8
• Términos de entrada MeSH: (S)-1-((S)-2-1((-(4-amino-3-chloro-phenyl)-methanoyl)-amino)-3,3-dimethyl-butanoyl)-pyrrolidine-2-carboxylic acid ((2R,3S)-2-ethoxy-5-oxo-tetrahydro-furan-3-yl)-amide;(S)-3-((1-((S)-1-((S)-2-((1-(4-amino-3-chlorophenyl)methanoyl)amino)-3,3-dimethyl-butano
• Peso molecular: 508.99
• Reaxy-Rn: 13938176
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13938176&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Valine and derivatives Proline and derivatives N-acyl-alpha amino acids and derivatives Hippuric acids and derivatives Alpha amino acid amides 3-halobenzoic acids and derivatives Aminobenzamides Pyrrolidinecarboxamides Aniline and substituted anilines Benzoyl derivatives N-acylpyrrolidines Chlorobenzenes Primary aromatic amines Aryl chlorides Gamma butyrolactones Tertiary carboxylic acid amides Oxolanes Carboxylic acid esters Secondary carboxylic acid amides Azacyclic compounds Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Organic oxides Carbonyl compounds Organochlorides Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-dipeptide - N-acyl-alpha amino acid or derivatives - Hippuric acid or derivatives - Proline or derivatives - Valine or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - Aminobenzamide - 3-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Aminobenzoic acid or derivatives - Benzoic acid or derivatives - Benzamide - Pyrrolidine carboxylic acid or derivatives - N-acylpyrrolidine - Aniline or substituted anilines - Benzoyl - Pyrrolidine-2-carboxamide - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Gamma butyrolactone - Benzenoid - Primary aromatic amine - Oxolane - Pyrrolidine - Tertiary carboxylic acid amide - Secondary carboxylic acid amide - Carboxamide group - Lactone - Amino acid or derivatives - Carboxylic acid ester - Acetal - Oxacycle - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Primary amine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Organochloride - Organohalogen compound - Carbonyl group - Organooxygen compound - Amine - Organonitrogen compound - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• 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

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO to 50 mM and in ethanol to 50 mM
• Sensibilidad: Air sensitive，Heat sensitive，Light sensitive
• Punto de fusión (°C): 99℃
• Peso molecular: 509.000 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 508.209 Da
• Monoisotopic Mass: 508.209 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 818.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

Referencias

1. Yao Li, Jie Wang, Yaru Li, Jiajia Luo, Fang Liu, Tiantian Chen, Yuting Ji, Hong Yang, Zheng Wang, Yanjun Zhao.  (2023)  Attenuating Uncontrolled Inflammation by Radical Trapping Chiral Polymer Micelles.  ACS Nano,      [PMID:37352508] [10.1021/acsnano.2c12356]

2. Chen Yuxing, Tao Yong, Huang Qiu, Xu Jingtao, Wang Zhenxin, Zhang Ye, Fu Guangxu, Tan Fuqiang, Feng Keyi, Ou Yunsheng.  (2025)  Hino-Fe Chelate Suppresses Osteosarcoma Progression through Dual Induction of Ferroptosis and NLRC4-mediated Pyroptosis: Mechanisms and Therapeutic Implications.  International Journal of Biological Sciences,  21  (11): (4872-4894).  [PMID:40860199] [10.7150/ijbs.113785]