LDN-57444 - 10mM in DMSO , CAS No.668467-91-2

CAS: 668467-91-2 Cat. No.: L425371 Molecular Weight: 397.64 EC Number: 687-399-0

GRADE & PURITY 10mM in DMSO

Synonyms

HY-18637 | SW219408-1 | UCH-L1 | [(Z)-[5-chloro-1-[(2,5-dichlorophenyl)methyl]-2-oxoindol-3-ylidene]amino] acetate | LDN 57444 | SCHEMBL16249746 | 5-Chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione 3-(O-acetyloxime) | LDN-57444, >=98% (HPLC) | BD

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

LDN-57444 is a reversible, competitive proteasome inhibitor for Uch-L1 with IC50 of 0.88 μM, 28-fold selectivity over isoform Uch-L3.
A potent, reversible, active site-directed UCH-L1 inhibitor

Specifications

Synonyms

HY-18637 | SW219408-1 | UCH-L1 | [(Z)-[5-chloro-1-[(2, 5-dichlorophenyl)methyl]-2-oxoindol-3-ylidene]amino] acetate | LDN 57444 | SCHEMBL16249746 | 5-Chloro-1-[(2, 5-dichlorophenyl)methyl]-1H-indole-2, 3-dione 3-(O-acetyloxime) | LDN-57444, >=98% (HPLC) | BD

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

UCH-L1 Inhibitor is an isatin O-acyl oxime compound reported to act as a potent, reversible, competitive, and active site-directed inhibitor of UCH-L1 with greater selectivity over UCH-L3. Additionally, UCH-L1 Inhibitor has been shown to increase prolifer

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CC(=O)ON=C1C2=C(C=CC(=C2)Cl)N(C1=O)CC3=C(C=CC(=C3)Cl)Cl
• IUPAC Name: [(Z)-[5-chloro-1-[(2,5-dichlorophenyl)methyl]-2-oxoindol-3-ylidene]amino] acetate
• InChIKey: OPQRFPHLZZPCCH-PGMHBOJBSA-N
• INCHI: 1S/C17H11Cl3N2O3/c1-9(23)25-21-16-13-7-12(19)3-5-15(13)22(17(16)24)8-10-6-11(18)2-4-14(10)20/h2-7H,8H2,1H3/b21-16-
• Isomeric SMILES: CC(=O)O/N=C\1/C2=C(C=CC(=C2)Cl)N(C1=O)CC3=C(C=CC(=C3)Cl)Cl
• WGK Germany: 3
• Molecular Weight: 397.64
• Reaxy-Rn: 29290473
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=29290473&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles and derivatives
• Alternative Parents: Dichlorobenzenes Aryl chlorides Tertiary carboxylic acid amides Oxime esters Acetate salts Lactams Monocarboxylic acids and derivatives Azacyclic compounds Organopnictogen compounds Organochlorides Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole or derivatives - 1,4-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Acetate salt - Oximester - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid salt - Lactam - Monocarboxylic acid or derivatives - Azacycle - Carboxylic acid derivative - Organohalogen compound - Organic oxygen compound - Organic salt - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
• 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(Human)

UCHL1 Tchem Ubiquitin carboxyl-terminal hydrolase isozyme L1 (1 Activities)

Discover Target: UCHL1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 397.600 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 395.984 Da
• Monoisotopic Mass: 395.984 Da
• Topological Polar Surface Area: 59.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 571.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1