SJ995973   Click here for help

GtoPdb Ligand ID: 11799

Synonyms: compound 4c [PMID: 34614283] | PG PROTAC 4c
Compound class: Synthetic organic
Comment: SJ995973 is a novel proteolysis-targeting chimera (PROTAC) molecule that targets bromodomain and extra-terminal (BET) proteins for proteasome-mediated degradation [1]. The cereblon binding warhead contains a phenyl glutarimide group that improves chemical resistance to hydrolysis, thereby improving PROTAC efficacy. The BET binding component is based on the BRD4 inhibitor (+)-JQ1, that is also utilised in the PROTAC dBET6.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 184.39
Molecular weight 715.23
XLogP 5.75
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES O=C(C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)NCCCCCNC(=O)Oc1ccc(cc1)C1CCC(=O)NC1=O
Isomeric SMILES Cc1sc2c(c1C)C(=N[C@@H](CC(=O)NCCCCCNC(=O)Oc1ccc(cc1)C1CCC(=O)NC1=O)c1nnc(C)n21)c1ccc(Cl)cc1
InChI InChI=1S/C36H38ClN7O5S/c1-20-21(2)50-35-31(20)32(24-7-11-25(37)12-8-24)40-28(33-43-42-22(3)44(33)35)19-30(46)38-17-5-4-6-18-39-36(48)49-26-13-9-23(10-14-26)27-15-16-29(45)41-34(27)47/h7-14,27-28H,4-6,15-19H2,1-3H3,(H,38,46)(H,39,48)(H,41,45,47)/t27?,28-/m0/s1
InChI Key DBLAYWMXROFYQV-CPRJBALCSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Synonyms Click here for help
compound 4c [PMID: 34614283] | PG PROTAC 4c
Database Links Click here for help
GtoPdb PubChem SID 458923834
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