VL285 - ≥98% , CAS No.1448188-57-5

CAS: 1448188-57-5 Cat. No.: V412173 Molecular Weight: 532.65 PubChem CID: 71667162

GRADE & PURITY ≥98%

Synonyms

2-​Pyrrolidinecarboxami​de,1-​[(2S)​-​2-​(1,​3-​dihydro-​1-​oxo-​2H-​isoindol-​2-​yl)​-​3-​methyl-​1-​oxobutyl]​-​4-​hydroxy-​N-​[[4-​(4-​methyl-​5-​thiazolyl)​phenyl]​methyl]​-​,(2S,​4R)​-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

VL285 is a potent VHL ligand that degrades HaloTag7 fusion proteins. Cotreatment with excess VL285, the core VHL ligand from which HaloPROTAC3 is derived, is able to significantly reduce HaloPROTAC3 mediated activity to 50% degradation.

Targets

VHL

Specifications

Synonyms

2-​Pyrrolidinecarboxami​de, 1-​[(2S)​-​2-​(1, ​3-​dihydro-​1-​oxo-​2H-​isoindol-​2-​yl)​-​3-​methyl-​1-​oxobutyl]​-​4-​hydroxy-​N-​[[4-​(4-​methyl-​5-​thiazolyl)​phenyl]​methyl]​-​, (2S, ​4R)​-

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

VL285 is a potent VHL ligand that degrades HaloTag7 fusion proteins. Cotreatment with excess VL285, the core VHL ligand from which HaloPROTAC3 is derived, is able to significantly reduce HaloPROTAC3 mediated activity to 50% degradation.

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.

Purity

≥98%

Product Properties

• ALogP: 2.287
• HBD Count: 2
• Rotatable Bond: 7

Names and Identifiers

• Pubchem Sid: 504772193
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772193
• Canonical Smiles: CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)C3CC(CN3C(=O)C(C(C)C)N4CC5=CC=CC=C5C4=O)O
• IUPAC Name: (2S,4R)-4-hydroxy-1-[(2S)-3-methyl-2-(3-oxo-1H-isoindol-2-yl)butanoyl]-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide
• InChIKey: HEDFFPYRFJKXQP-VJTSUQJLSA-N
• INCHI: 1S/C29H32N4O4S/c1-17(2)25(33-14-21-6-4-5-7-23(21)28(33)36)29(37)32-15-22(34)12-24(32)27(35)30-13-19-8-10-20(11-9-19)26-18(3)31-16-38-26/h4-11,16-17,22,24-25,34H,12-15H2,1-3H3,(H,30,35)/t22-,24+,25+/m1/s1
• Isomeric SMILES: CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)C)N4CC5=CC=CC=C5C4=O)O
• PubChem CID: 71667162
• Molecular Weight: 532.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Valine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Valine and derivatives
• Alternative Parents: Proline and derivatives Alpha amino acid amides Isoindolones Isoindoles Pyrrolidinecarboxamides N-acylpyrrolidines 4,5-disubstituted thiazoles Benzene and substituted derivatives Tertiary carboxylic acid amides Heteroaromatic compounds Secondary carboxylic acid amides Secondary alcohols Lactams Azacyclic compounds Carbonyl compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Valine or derivatives - Proline or derivatives - Alpha-amino acid amide - Isoindolone - Isoindoline - Isoindole - Isoindole or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-2-carboxamide - 4,5-disubstituted 1,3-thiazole - Benzenoid - Monocyclic benzene moiety - Thiazole - Azole - Tertiary carboxylic acid amide - Heteroaromatic compound - Pyrrolidine - Secondary carboxylic acid amide - Lactam - Carboxamide group - Secondary alcohol - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organooxygen compound - Alcohol - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as valine and derivatives. These are compounds containing valine or a derivative thereof resulting from reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• 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: Solubility (25°C) In vitro DMSO: 100 mg/mL (187.74 mM); Ethanol: 50 mg/mL (93.87 mM); Water: Insoluble
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 187.740542570168
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 532.700 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 532.214 Da
• Monoisotopic Mass: 532.214 Da
• Topological Polar Surface Area: 131.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 879.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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