dBET57 - 10mM in DMSO , CAS No.1883863-52-2

CAS: 1883863-52-2 Cat. No.: D422305 Formula: C₃₄H₃₁ClN₈O₅S Molecular Weight: 699.18 EC Number: 963-550-9 PubChem CID: 118912822

GRADE & PURITY 10mM in DMSO

Synonyms

6H-​Thieno[3,​2-​f]​[1,​2,​4]​triazolo[4,​3-​a]​[1,​4]​diazepine-​6-​acetamide,4-​(4-​chlorophenyl)​-​N-​[2-​[[2-​(2,​6-​dioxo-​3-​piperidinyl)​-​2,​3-​dihydro-​1,​3-​dioxo-​1H-​isoindol-​4-​yl]​amino]​ethyl]​-​2,​3,​9-​trimethyl-​,(6S)​-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Application

PROTAC

Overview

Information

dBET57 is a novel, potent and selective degrader of BRD4 BD1 based on the PROTAC technology with DC 50/5h of 500 nM. dBET57 is inactive on BRD4 BD2 .

Targets

BRD4_BD1 (Cell-free assay) 500 nM(DC50)

Specifications

Synonyms

6H-​Thieno[3,​2-​f]​[1,​2,​4]​triazolo[4,​3-​a]​[1,​4]​diazepine-​6-​acetamide,4-​(4-​chlorophenyl)​-​N-​[2-​[[2-​(2,​6-​dioxo-​3-​piperidinyl)​-​2,​3-​dihydro-​1,​3-​dioxo-​1H-​isoindol-​4-​yl]​amino]​ethyl]​-​2,​3,​9-​trimethyl-​,(6S)​-

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

dBET57 is a novel, potent and selective degrader of BRD4_BD1 based on the PROTAC technology with DC_50/5h of 500 nM. dBET57 is inactive on BRD4_BD2.

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.

Product Properties

alogp

3.099

hbd_count

3

rotatable_bond

8

Names and Identifiers

Pubchem Sid

528768665

Canonical Smiles

CC1=C(SC2=C1C(=NC(C3=NN=C(N32)C)CC(=O)NCCNC4=CC=CC5=C4C(=O)N(C5=O)C6CCC(=O)NC6=O)C7=CC=C(C=C7)Cl)C

IUPAC Name

2-[(9S)-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-yl]-N-[2-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]ethyl]acetamide

InChIKey

CZRLOIDJCMKJHE-UXMRNZNESA-N

INCHI

1S/C34H31ClN8O5S/c1-16-17(2)49-34-27(16)29(19-7-9-20(35)10-8-19)38-23(30-41-40-18(3)42(30)34)15-26(45)37-14-13-36-22-6-4-5-21-28(22)33(48)43(32(21)47)24-11-12-25(44)39-31(24)46/h4-10,23-24,36H,11-15H2,1-3H3,(H,37,45)(H,39,44,46)/t23-,24?/m0/s1

Isomeric SMILES

CC1=C(SC2=C1C(=N[C@H](C3=NN=C(N32)C)CC(=O)NCCNC4=CC=CC5=C4C(=O)N(C5=O)C6CCC(=O)NC6=O)C7=CC=C(C=C7)Cl)C

PubChem CID

118912822

Molecular Weight

699.18

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines
        • Level5 Isoindolones
          • Level6 Phthalimides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Isoindolones
• Direct Parent: Phthalimides
• Alternative Parents: Thienodiazepines Alpha amino acids and derivatives Piperidinediones Secondary alkylarylamines Maleimides Delta lactams Chlorobenzenes 1,4-diazepines N-substituted carboxylic acid imides N-acyl amines Vinylogous amides Thiophenes Secondary ketimines Pyrrolines N-unsubstituted carboxylic acid imides Heteroaromatic compounds Dicarboximides Azoles Thioenol ethers Vinyl chlorides Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Dialkylamines Chloroalkenes Carboxylic acid amides Azacyclic compounds Amidines Organopnictogen compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalimide - Thieno-para-diazepine - Alpha-amino acid or derivatives - Piperidinedione - Maleimide - Secondary aliphatic/aromatic amine - Piperidinone - Halobenzene - Delta-lactam - Chlorobenzene - Para-diazepine - Fatty acyl - Benzenoid - Piperidine - Carboxylic acid imide, n-substituted - N-acyl-amine - Fatty amide - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous amide - Thiophene - Secondary ketimine - Pyrroline - Carboxylic acid imide, n-unsubstituted - Dicarboximide - Carboxylic acid imide - Azole - Thioenolether - Ketimine - Carboxamide group - Amino acid or derivatives - Azacycle - Chloroalkene - Haloalkene - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Vinyl halide - Vinyl chloride - Secondary amine - Secondary aliphatic amine - Carboxylic acid derivative - Amidine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Imine - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
• 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

Mechanisms of Action

Chemical and Physical Properties

• dmso_mg_max_solubility: 100
• dmso_mM_max_solubility: 143.024686060814
• water_mg_max_solubility: ＜1
• Molecular Weight: 699.200 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 698.183 Da
• Monoisotopic Mass: 698.183 Da
• Topological Polar Surface Area: 196.000 Ų
• Heavy Atom Count: 49
• Formal Charge: 0
• Complexity: 1380.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1