MPD2   Click here for help

GtoPdb Ligand ID: 13349

Compound class: Synthetic organic
Comment: MPD2 is a PROTAC degrader of SARS-CoV-2 main protease (Mpro) [1]. It promotes cereblon (CRBN)-mediated, proteasome-driven degradation of the Mpro protein, and has anti-viral efficacy against a range of SARS-CoV-2 strains. Selective Mpro degradation is considered as an alternative pharmacological approach to small molecule inhibitors of protease activity.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 19
Hydrogen bond donors 5
Rotatable bonds 29
Topological polar surface area 253.94
Molecular weight 973.12
XLogP 3.88
No. Lipinski's rules broken 3

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey
Click here for help
Canonical SMILES C[C@H]([C@@H](C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@@H](C[C@@H]2CCNC2=O)C([H])=O)NC(=O)OCC3=CC=CC(=C3)OCCCCCCOC4=C5C(=CC=C4)C(=O)N(C6CCC(=O)NC6=O)C5=O)OC(C)(C)C
Isomeric SMILES O=C(N[C@@H](C[C@H]1C(NCC1)=O)C([H])=O)[C@H](CC2CCCCC2)NC([C@H]([C@@H](C)OC(C)(C)C)NC(OCC3=CC(OCCCCCCOC4=CC=CC=5C(N(C6CCC(NC6=O)=O)C(C54)=O)=O)=CC=C3)=O)=O
InChI InChI=1S/C51H68N6O13/c1-31(70-51(2,3)4)43(47(63)54-38(27-32-14-8-7-9-15-32)45(61)53-35(29-58)28-34-22-23-52-44(34)60)56-50(66)69-30-33-16-12-17-36(26-33)67-24-10-5-6-11-25-68-40-19-13-18-37-42(40)49(65)57(48(37)64)39-20-21-41(59)55-46(39)62/h12-13,16-19,26,29,31-32,34-35,38-39,43H,5-11,14-15,20-25,27-28,30H2,1-4H3,(H,52,60)(H,53,61)(H,54,63)(H,56,66)(H,55,59,62)/t31-,34+,35+,38+,39?,43+/m1/s1
InChI Key ZKSDAFLRLHGTNH-DTKLLKMQSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Database Links Click here for help
GtoPdb PubChem SID 496703319
PubChem CID 171663340
Search Google for chemical match using the InChIKey ZKSDAFLRLHGTNH-DTKLLKMQSA-N
Search Google for chemicals with the same backbone ZKSDAFLRLHGTNH
UniChem Compound Search for chemical match using the InChIKey ZKSDAFLRLHGTNH-DTKLLKMQSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZKSDAFLRLHGTNH-DTKLLKMQSA-N