JH-XI-10-02   Click here for help

GtoPdb Ligand ID: 9887

Compound class: Synthetic organic
Comment: JH-XI-10-02 is a bivalent molecule described as a PROTAC (proteolysis targeting chimera) that simultaneously inhibits CDK8 kinase activity and recruits E3 ligase CRL4Cereblon to target CDK8 for destruction via E3 ligase-mediated ubiquitination and proteasomal degradation. JH-XI-10-02 contains a pomalidomide domain that is connected to the CDK8 inhibitor via a PEG linker. It is the pomalidomide moiety that binds to the ubiquitously expressed E3 ligase receptor cereblon. The kinase inhibitor portion of the molecule is almost identical to JH-VIII-49.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 14
Hydrogen bond donors 2
Rotatable bonds 20
Topological polar surface area 165.7
Molecular weight 919.51
XLogP 7.92
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC(C(=O)N1)N1C(=O)c2c(C1=O)c(NCCOCCOCCOCCOCCC(=O)N(C1CCC3(C(C1)CCC1C3CCC3(C1CCC3c1ccc3c(c1)cncc3)C)C)C)ccc2
Isomeric SMILES O=C1CCC(C(=O)N1)N1C(=O)c2c(C1=O)c(NCCOCCOCCOCCOCCC(=O)N([C@H]1CC[C@]3(C(C1)CC[C@@H]1C3CC[C@]3([C@H]1CC[C@@H]3c1ccc3c(c1)cncc3)C)C)C)ccc2
InChI InChI=1S/C53H69N5O9/c1-52-19-15-38(32-37(52)9-10-39-42-12-11-41(53(42,2)20-16-43(39)52)35-8-7-34-17-21-54-33-36(34)31-35)57(3)47(60)18-23-64-25-27-66-29-30-67-28-26-65-24-22-55-44-6-4-5-40-48(44)51(63)58(50(40)62)45-13-14-46(59)56-49(45)61/h4-8,17,21,31,33,37-39,41-43,45,55H,9-16,18-20,22-30,32H2,1-3H3,(H,56,59,61)/t37?,38-,39-,41+,42-,43?,45?,52-,53+/m0/s1
InChI Key JECHBTRAPARMGI-KMIZWFMDSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
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GtoPdb PubChem SID 363894181
PubChem CID 133081965
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