RA-190 - ≥98% , CAS No.1617495-03-0

CAS: 1617495-03-0 Cat. No.: R413660 Formula: C₂₈H₂₃Cl₅N₂O₂ Molecular Weight: 596.76 EC Number: 179-735-5 PubChem CID: 126843229

GRADE & PURITY ≥98%

Synonyms

4-​Piperidinone,1-​[(2S)​-​2-​amino-​1-​oxo-​3-​phenylpropyl]​-​3,​5-​bis[(3,​4-​dichlorophenyl)​methylene]​-​,hydrochloride (1:1)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

RA-190 RA190, a bis-benzylidine piperidon, is a potent, selective and oral effective inhibitor of proteasome ubiquitin receptor RPN13/ADRM1 with anticancer activity. RA190 triggers ER stress response, p53/p21 signaling axis and autophagy in multiple myeloma cells.

Targets

ADRM1

Specifications

Synonyms

4-​Piperidinone,1-​[(2S)​-​2-​amino-​1-​oxo-​3-​phenylpropyl]​-​3,​5-​bis[(3,​4-​dichlorophenyl)​methylene]​-​,hydrochloride (1:1)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

RA190, a bis-benzylidine piperidon, is a potent, selective and oral effective inhibitor of proteasome ubiquitin receptor RPN13/ADRM1 with anticancer activity. RA190 triggers ER stress response, p53/p21 signaling axis and autophagy in multiple myeloma cell

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%

Product Properties

alogp

7.285

hbd_count

1

rotatable_bond

5

Names and Identifiers

Pubchem Sid

504773020

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504773020

Canonical Smiles

C1C(=CC2=CC(=C(C=C2)Cl)Cl)C(=O)C(=CC3=CC(=C(C=C3)Cl)Cl)CN1C(=O)C(CC4=CC=CC=C4)N.Cl

IUPAC Name

(3Z,5Z)-1-[(2S)-2-amino-3-phenylpropanoyl]-3,5-bis[(3,4-dichlorophenyl)methylidene]piperidin-4-one;hydrochloride

InChIKey

UMWXLEVUBFNYIK-VCCJZKHWSA-N

INCHI

1S/C28H22Cl4N2O2.ClH/c29-22-8-6-18(12-24(22)31)10-20-15-34(28(36)26(33)14-17-4-2-1-3-5-17)16-21(27(20)35)11-19-7-9-23(30)25(32)13-19;/h1-13,26H,14-16,33H2;1H/b20-10-,21-11-;/t26-;/m0./s1

PubChem CID

126843229

Molecular Weight

596.76

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 Alpha amino acid amides

• 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: Alpha amino acid amides
• Alternative Parents: Amphetamines and derivatives N-acylpiperidines Piperidinones Chlorobenzenes N-acyl amines Alpha-branched alpha,beta-unsaturated ketones Tertiary carboxylic acid amides Enones Acryloyl compounds Cyclic ketones Vinyl chlorides Chloroalkenes Azacyclic compounds Organopnictogen compounds Organochlorides Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid amide - Amphetamine or derivatives - N-acyl-piperidine - Piperidinone - Halobenzene - Chlorobenzene - Alpha-branched alpha,beta-unsaturated-ketone - Benzenoid - Piperidine - N-acyl-amine - Monocyclic benzene moiety - Alpha,beta-unsaturated ketone - Tertiary carboxylic acid amide - Enone - Acryloyl-group - Cyclic ketone - Ketone - Carboxamide group - Azacycle - Chloroalkene - Haloalkene - Organoheterocyclic compound - Vinyl halide - Vinyl chloride - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Primary aliphatic amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• 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 (167.57 mM); Ethanol: 20 mg/mL (33.51 mM); Water: Insoluble
• dmso_mg_max_solubility: 100
• dmso_mM_max_solubility: 167.571553053154
• water_mg_max_solubility: ＜1
• Molecular Weight: 596.800 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 596.017 Da
• Monoisotopic Mass: 594.02 Da
• Topological Polar Surface Area: 63.400 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 808.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 2

XLogP3