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

CAS: 273404-37-8 Cat. No.: B275738 Molecular Weight: 508.99 EC Number: 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

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Belnacasan (VX-765) is an orally bioactive proagent of VRT-043198, which is a potent and selective inhibitor of IL-converting enzyme (ICE)/caspase-1 with Kis of 0.8 nM and less than 0.6 nM for caspase-1 and caspase-4, respectively. Belnacasan (VX-765) inhibits the release of LPS-induced IL-1β and IL-18 by human PBMCs with an IC50 of ~0.7 μM。

Specifications

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

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Potent and selective inhibitor against caspase-1 with Ki of 0.8 nM.\xa0Orally absorbed. Also inhibits IL-1β release from both PBMCs and whole blood with IC50 of 0.67 μM and 1.9 μM, in vitro .

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Note

Refer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Product Properties

• ALogP: 2.3

Names and Identifiers

• Pubchem Sid: 504766379
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766379
• Canonical Smiles: 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
• Isomeric 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
• Alternate CAS: 851091-96-8,273404-37-8
• MeSH Entry Terms: (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
• Molecular Weight: 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
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: 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
• Description: 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

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 50 mM and in ethanol to 50 mM
• Sensitivity: Air sensitive，Heat sensitive，Light sensitive
• Melt Point(°C): 99℃
• Molecular Weight: 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

References

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]