AZ505 ditrifluoroacetate - ≥99% , CAS No.1035227-44-1

CAS: 1035227-44-1 Cat. No.: A650129 Molecular Weight: 805.6 PubChem CID: 78357790

GRADE & PURITY ≥99%

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

AZ505 ditrifluoroacetate is a potent and selective SMYD2 inhibitor with IC 50 of 0.12 μM.

In Vitro

AZ505 ditrifluoroacetate is highly selective and shows an activity at submicromolar concentrations in vitro. The IC 50 of AZ505 ditrifluoroacetate for SMYD2 is 0.12 μM, which is >600-fold greater than the IC 50 s of AZ505 ditrifluoroacetate for other histone methyltransferases, such as SMYD3 (IC 50 >83.3 μM), DOT1L (IC 50 >83.3 μM) and AZ505 ditrifluoroacetate (IC 50 >83.3 μM). AZ505 ditrifluoroacetate is a potent and selective SMYD2 inhibitor with an IC 50 of 0.12 μM. The human SMYD (SET and MYND domain-containing protein) family of protein lysine methyltransferases contains five members (SMYD1-5). Moreover, AZ505 ditrifluoroacetate fails to inhibit the enzymatic activities of a panel of protein lysine methyltransferases. AZ505 ditrifluoroacetate is nominated for ITC binding study with K d of 0.5 μM. In contrast, the calculated K d for the p53 substrate peptide is 3.7 μM. AZ505 ditrifluoroacetate binding to SMYD2 is driven primarily by entropy, which often suggests that binding is mediated by hydrophobic interactions with few specific hydrogen bonds. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:IC50: 0.12 μM (SMYD2)

Specifications

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

AZ505 ditrifluoroacetate is a potent and selective SMYD2 inhibitor with IC 50 of 0.12 μM.

Storage

Store at 2-8°C, Desiccated

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1CCC(CC1)N(CCNCCC2=C3C(=C(C=C2)O)NC(=O)CO3)C(=O)CCNCCC4=CC(=C(C=C4)Cl)Cl.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
• IUPAC Name: N-cyclohexyl-3-[2-(3,4-dichlorophenyl)ethylamino]-N-[2-[2-(5-hydroxy-3-oxo-4H-1,4-benzoxazin-8-yl)ethylamino]ethyl]propanamide;2,2,2-trifluoroacetic acid
• InChIKey: LTZSXVZCRINTGV-UHFFFAOYSA-N
• INCHI: 1S/C29H38Cl2N4O4.2C2HF3O2/c30-23-8-6-20(18-24(23)31)10-13-32-15-12-27(38)35(22-4-2-1-3-5-22)17-16-33-14-11-21-7-9-25(36)28-29(21)39-19-26(37)34-28;2*3-2(4,5)1(6)7/h6-9,18,22,32-33,36H,1-5,10-17,19H2,(H,34,37);2*(H,6,7)
• Isomeric SMILES: C1CCC(CC1)N(CCNCCC2=C3C(=C(C=C2)O)NC(=O)CO3)C(=O)CCNCCC4=CC(=C(C=C4)Cl)Cl.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O
• PubChem CID: 78357790
• Molecular Weight: 805.6

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazines
      • Subclass Benzoxazinones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazines
• Subclass: Benzoxazinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoxazinones
• Alternative Parents: Beta amino acids and derivatives Benzomorpholines Phenethylamines Dichlorobenzenes 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Aralkylamines Aryl chlorides Tertiary carboxylic acid amides Alpha-halocarboxylic acids Tertiary amines Secondary carboxylic acid amides Lactams Oxacyclic compounds Monocarboxylic acids and derivatives Azacyclic compounds Dialkylamines Carboxylic acids Organofluorides Alkyl fluorides Hydrocarbon derivatives Organochlorides Carbonyl compounds Organic oxides
• Molecular Framework: Not available
• Substituents: Beta amino acid or derivatives - Benzoxazinone - Benzomorpholine - Phenethylamine - 1,2-dichlorobenzene - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Halobenzene - Chlorobenzene - Phenol - Aralkylamine - Aryl chloride - Oxazinane - Aryl halide - Benzenoid - Monocyclic benzene moiety - Alpha-halocarboxylic acid or derivatives - Alpha-halocarboxylic acid - Tertiary carboxylic acid amide - Amino acid or derivatives - Tertiary amine - Secondary carboxylic acid amide - Carboxamide group - Lactam - Ether - Monocarboxylic acid or derivatives - Secondary aliphatic amine - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Azacycle - Secondary amine - Organochloride - Carbonyl group - Alkyl halide - Alkyl fluoride - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Amine - Organofluoride - Organic oxide - Organonitrogen compound - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
• 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: DMSO : ≥ 125 mg/mL (155.17 mM)
• Molecular Weight: 805.600 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 13
• Exact Mass: 804.213 Da
• Monoisotopic Mass: 804.213 Da
• Topological Polar Surface Area: 178.000 Ų
• Heavy Atom Count: 53
• Formal Charge: 0
• Complexity: 855.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 3

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