Cdk/Crk inhibitor - Moligand™, ≥95% , Inhibitor of cyclin dependent kinase 6;Inhibitor of cyclin dependent kinase 7;Inhibitor of glycogen synthase kinase 3 beta, CAS No.784211-09-2, Inhibitor of cyclin dependent kinase 6;Inhibitor of cyclin dependent kinase 7;Inhibitor of glycogen synthase kinase 3 beta

CAS: 784211-09-2 Cat. No.: C336669 Molecular Weight: 473.4

GRADE & PURITY Moligand™, ≥95%

Synonyms

Q27075833 | SCHEMBL1179657 | Prednidib | HMS3229E20 | DTXSID60429556 | 1-(2,6-dichlorophenyl)-6-{[4-(2-hydroxyethoxy)phenyl]methyl}-3-(propan-2-yl)-1H,2H,4H-pyrazolo[3,4-d]pyrimidin-4-one | Cdk/Crk Inhibitor | 1-(2,6-dichlorophenyl)-6-[[4-(2-hydroxyethoxy

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Cdk/Crk Inhibitor is a cell-permeable pyrazolo-pyrimidinone compound that acts as a potent, selective, and ATP-competitive inhibitor of Cdks (IC|50|= 48 nM, 15 nM, 9 nM, 10 nM, 71 nM, and 9 nM for Cdc2 (Cdk1)/cyclin B, Cdk2/cyclin E, Cdk3/cyclin E, Cdk5/p35, Cdk7/cyclin H/MAT1, and Cdk9, respectively). It inhibits Cdk4/cyclin D1, Cdk6/cyclin D3, and GSK-3β only at much higher concentrations (IC|50|= 839 nM, 282 nM, and 754 nM, respectively) and exhibits little activity towards a panel of 60 other kinases. Cdk/Crk Inhibitor is a broad-spectrum growth inhibitor toward tumor cells, but not non-transformed quiescent fibroblasts.

Specifications

Synonyms

Q27075833 | SCHEMBL1179657 | Prednidib | HMS3229E20 | DTXSID60429556 | 1-(2, 6-dichlorophenyl)-6-{[4-(2-hydroxyethoxy)phenyl]methyl}-3-(propan-2-yl)-1H, 2H, 4H-pyrazolo[3, 4-d]pyrimidin-4-one | Cdk/Crk Inhibitor | 1-(2, 6-dichlorophenyl)-6-[[4-(2-hydroxyethoxy

Specifications & Purity

Moligand™, ≥95%

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 cyclin dependent kinase 6;Inhibitor of cyclin dependent kinase 7;Inhibitor of glycogen synthase kinase 3 beta

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CC(C)C1=NN(C2=C1C(=O)NC(=N2)CC3=CC=C(C=C3)OCCO)C4=C(C=CC=C4Cl)Cl
• IUPAC Name: 1-(2,6-dichlorophenyl)-6-[[4-(2-hydroxyethoxy)phenyl]methyl]-3-propan-2-yl-5H-pyrazolo[3,4-d]pyrimidin-4-one
• InChIKey: RSQPNXBTPUXMQN-UHFFFAOYSA-N
• INCHI: 1S/C23H22Cl2N4O3/c1-13(2)20-19-22(29(28-20)21-16(24)4-3-5-17(21)25)26-18(27-23(19)31)12-14-6-8-15(9-7-14)32-11-10-30/h3-9,13,30H,10-12H2,1-2H3,(H,26,27,31)
• Isomeric SMILES: CC(C)C1=NN(C2=C1C(=O)NC(=N2)CC3=CC=C(C=C3)OCCO)C4=C(C=CC=C4Cl)Cl
• Molecular Weight: 473.4
• Reaxy-Rn: 11800941
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11800941&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Pyrazolo[3,4-d]pyrimidines Phenoxy compounds Phenol ethers Dichlorobenzenes Pyrimidones Alkyl aryl ethers Aryl chlorides Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Hydrocarbon derivatives Organic oxides Organochlorides Organonitrogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylpyrazole - Pyrazolopyrimidine - Pyrazolo[3,4-d]pyrimidine - 1,3-dichlorobenzene - Phenol ether - Phenoxy compound - Pyrimidone - Alkyl aryl ether - Chlorobenzene - Halobenzene - Benzenoid - Pyrimidine - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous amide - Lactam - Azacycle - Ether - Organic oxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Alcohol - Organooxygen compound - Organic nitrogen compound - Primary alcohol - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl 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

Associated Targets(Human)

CDK7 Tchem Cyclin-dependent kinase 7 (1 Activities)

Discover Target: CDK7

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

CDK9 Tchem Cyclin-dependent kinase 9 (1 Activities)

Discover Target: CDK9

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

CDK6 Tclin Cyclin-dependent kinase 6 (1 Activities)

Discover Target: CDK6

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

GSK3B Tclin Glycogen synthase kinase-3 beta (1 Activities)

Discover Target: GSK3B

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

Chemical and Physical Properties

• Solubility: Soluble in DMSO (5 mg/ml).
• Molecular Weight: 473.300 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 472.107 Da
• Monoisotopic Mass: 472.107 Da
• Topological Polar Surface Area: 88.700 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 676.000
• 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