MD-222   Click here for help

GtoPdb Ligand ID: 11725

Synonyms: compound 13 [PMID: 30525597] | MD222
Compound class: Synthetic organic
Comment: MD-222 is a proteolysis targeting chimera (PROTAC) agent that induces degradation of the human murine double minute 2 (MDM2) protein [1]. MDM2 is a crucial cellular inhibitor of the tumour suppressor p53, and is an oncology drug target. MD-222 simultaneously binds to MDM2 and cereblon, bringing the target protein into the proximity of the ubiquitination zone of the E3 ligase.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 5
Rotatable bonds 13
Topological polar surface area 165.81
Molecular weight 892.29
XLogP 7.2
No. Lipinski's rules broken 3
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Canonical SMILES O=C1CCC(C(=O)N1)N1Cc2c(C1=O)cccc2CCCCCNC(=O)c1ccc(cc1)NC(=O)[C@@H]1NC2([C@]3([C@H]1c1cccc(c1F)Cl)C(=O)Nc1c3ccc(c1)Cl)CCCCC2
Isomeric SMILES Clc1ccc2c(NC(=O)[C@]32C2(CCCCC2)N[C@@H](C(=O)Nc2ccc(C(=O)NCCCCCc4cccc5C(=O)N(Cc45)C4C(=O)NC(=O)CC4)cc2)[C@@H]3c2cccc(Cl)c2F)c1
InChI InChI=1S/C48H47Cl2FN6O6/c49-29-16-19-34-36(25-29)54-46(63)48(34)39(32-12-8-13-35(50)40(32)51)41(56-47(48)22-4-2-5-23-47)44(61)53-30-17-14-28(15-18-30)42(59)52-24-6-1-3-9-27-10-7-11-31-33(27)26-57(45(31)62)37-20-21-38(58)55-43(37)60/h7-8,10-19,25,37,39,41,56H,1-6,9,20-24,26H2,(H,52,59)(H,53,61)(H,54,63)(H,55,58,60)/t37?,39-,41+,48+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Synonyms Click here for help
compound 13 [PMID: 30525597] | MD222
Database Links Click here for help
BindingDB Ligand 50505629
ChEMBL Ligand CHEMBL4436772
GtoPdb PubChem SID 458923760
PubChem CID 131988640
Search Google for chemical match using the InChIKey RRSNDVCODIMOFX-MPKOGUQCSA-N
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UniChem Compound Search for chemical match using the InChIKey RRSNDVCODIMOFX-MPKOGUQCSA-N
UniChem Connectivity Search for chemical match using the InChIKey RRSNDVCODIMOFX-MPKOGUQCSA-N