GSK PERK inhibitor - Moligand™, ≥98% , Inhibitor of eukaryotic translation initiation factor 2 alpha kinase 3;Inhibitor of myosin light chain kinase 2, CAS No.1337531-89-1, Inhibitor of eukaryotic translation initiation factor 2 alpha kinase 3;Inhibitor of myosin light chain kinase 2

CAS: 1337531-89-1 Cat. No.: G355474 Molecular Weight: 469.43

GRADE & PURITY Moligand™, ≥98%

Synonyms

1-[5-(4-amino-7-methylpyrrolo[2,3-d]pyrimidin-5-yl)-2, 3-dihydroindol-1-yl]-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethanone | 1-(5-{4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-2,3-dihydro-1H-indol-1-yl)-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethan-1-o

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

PERK-IN-4 is a potent and selective PERK (protein kinase R (PKR)-like endoplasmic reticulum kinase) inhibitor with an IC 50 of 0.3 nM. PERK is activated in response to a variety of endoplasmic reticulum stresses implicated in numerous disease states.

Specifications

Synonyms

1-[5-(4-amino-7-methylpyrrolo[2, 3-d]pyrimidin-5-yl)-2, 3-dihydroindol-1-yl]-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethanone | 1-(5-{4-amino-7-methyl-7H-pyrrolo[2, 3-d]pyrimidin-5-yl}-2, 3-dihydro-1H-indol-1-yl)-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethan-1-o

Specifications & Purity

Moligand™, ≥98%

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.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of eukaryotic translation initiation factor 2 alpha kinase 3;Inhibitor of myosin light chain kinase 2

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CN1C=C(C2=C(N=CN=C21)N)C3=CC4=C(C=C3)N(CC4)C(=O)CC5=CC(=CC(=C5)F)C(F)(F)F
• IUPAC Name: 1-[5-(4-amino-7-methylpyrrolo[2,3-d]pyrimidin-5-yl)-2,3-dihydroindol-1-yl]-2-[3-fluoro-5-(trifluoromethyl)phenyl]ethanone
• InChIKey: PXVQGBJMIQCDEX-UHFFFAOYSA-N
• INCHI: 1S/C24H19F4N5O/c1-32-11-18(21-22(29)30-12-31-23(21)32)14-2-3-19-15(9-14)4-5-33(19)20(34)8-13-6-16(24(26,27)28)10-17(25)7-13/h2-3,6-7,9-12H,4-5,8H2,1H3,(H2,29,30,31)
• Isomeric SMILES: CN1C=C(C2=C(N=CN=C21)N)C3=CC4=C(C=C3)N(CC4)C(=O)CC5=CC(=CC(=C5)F)C(F)(F)F
• Molecular Weight: 469.43
• Reaxy-Rn: 21981860
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21981860&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Phenylacetylindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylacetylindoles
• Alternative Parents: Trifluoromethylbenzenes Phenylacetamides Pyrrolo[2,3-d]pyrimidines Indoles Aminopyrimidines and derivatives Fluorobenzenes Aryl fluorides N-methylpyrroles Imidolactams Tertiary carboxylic acid amides Heteroaromatic compounds Tertiary amines Amino acids and derivatives Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organofluorides Primary amines Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylacetylindole - Trifluoromethylbenzene - Phenylacetamide - Indole - Pyrrolo[2,3-d]pyrimidine - Pyrrolopyrimidine - Aminopyrimidine - Fluorobenzene - Halobenzene - Benzenoid - Imidolactam - N-methylpyrrole - Aryl halide - Substituted pyrrole - Aryl fluoride - Monocyclic benzene moiety - Pyrimidine - Heteroaromatic compound - Tertiary carboxylic acid amide - Pyrrole - Amino acid or derivatives - Carboxamide group - Tertiary amine - Carboxylic acid derivative - Azacycle - Alkyl fluoride - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Primary amine - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylacetylindoles. These are compounds containing an indole moiety attached to phenylacetate derivative.
• 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)

EIF2AK3 Tchem Eukaryotic translation initiation factor 2-alpha kinase 3 (2 Activities)

Discover Target: EIF2AK3

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

MYLK2 Tchem Myosin light chain kinase 2, skeletal/cardiac muscle (1 Activities)

Discover Target: MYLK2

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

NEK2 Tchem Serine/threonine-protein kinase NEK2 (3514 Activities)

Discover Target: NEK2

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

NEK9 Tchem Serine/threonine-protein kinase NEK9 (1479 Activities)

Discover Target: NEK9

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

NEK6 Tchem Serine/threonine-protein kinase NEK6 (1986 Activities)

Discover Target: NEK6

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

NEK7 Tchem Serine/threonine-protein kinase NEK7 (1804 Activities)

Discover Target: NEK7

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

NEK5 Tchem Serine/threonine-protein kinase Nek5 (349 Activities)

Discover Target: NEK5

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

NEK4 Tchem Serine/threonine-protein kinase Nek4 (980 Activities)

Discover Target: NEK4

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

NEK1 Tchem Serine/threonine-protein kinase Nek1 (1886 Activities)

Discover Target: NEK1

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

NEK3 Tchem Serine/threonine-protein kinase Nek3 (902 Activities)

Discover Target: NEK3

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

NEK11 Tchem Serine/threonine-protein kinase Nek11 (645 Activities)

Discover Target: NEK11

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

EIF2AK3 Tchem Eukaryotic translation initiation factor 2-alpha kinase 3 (635 Activities)

Discover Target: EIF2AK3

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

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 237-240° C (dec.)
• Molecular Weight: 469.400 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 469.153 Da
• Monoisotopic Mass: 469.153 Da
• Topological Polar Surface Area: 77.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 753.000
• 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: 1