MS154   Click here for help

GtoPdb Ligand ID: 10635

Synonyms: compound 10 [PMID: 31895569]
Compound class: Synthetic organic
Comment: MS154 is a PROTAC (proteolysis targeting chimera). It is a hybrid molecule that simultaneously inhibits EGFR kinase activity and targets EGFR for destruction via ubiquitination and proteasomal degradation [2]. The kinase inhibitor portion of the molecule is derived from the first generation EGFR inhibitor gefitinib and it uses a cereblon (CRBN) ligand to engage the E3 ligase system.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 23
Topological polar surface area 184.63
Molecular weight 900.37
XLogP 5.08
No. Lipinski's rules broken 3
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Canonical SMILES COc1cc2ncnc(c2cc1OCCCN1CCN(CC1)CCC(=O)NCCCCCCCCOc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)Nc1ccc(c(c1)Cl)F
Isomeric SMILES COc1cc2ncnc(c2cc1OCCCN1CCN(CC1)CCC(=O)NCCCCCCCCOc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)Nc1ccc(c(c1)Cl)F
InChI InChI=1S/C46H54ClFN8O8/c1-62-38-28-35-32(43(51-29-50-35)52-30-12-13-34(48)33(47)26-30)27-39(38)64-25-9-18-54-20-22-55(23-21-54)19-16-40(57)49-17-6-4-2-3-5-7-24-63-37-11-8-10-31-42(37)46(61)56(45(31)60)36-14-15-41(58)53-44(36)59/h8,10-13,26-29,36H,2-7,9,14-25H2,1H3,(H,49,57)(H,50,51,52)(H,53,58,59)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
Synonyms Click here for help
compound 10 [PMID: 31895569]
Database Links Click here for help
GtoPdb PubChem SID 404859082
PubChem CID 145996534
Search Google for chemical match using the InChIKey ALKKWBPMCDDKKA-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ALKKWBPMCDDKKA
UniChem Compound Search for chemical match using the InChIKey ALKKWBPMCDDKKA-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ALKKWBPMCDDKKA-UHFFFAOYSA-N