C004019   Click here for help

GtoPdb Ligand ID: 12146

Compound class: Synthetic organic
Comment: C004019 is a small-molecule PROTAC that selectively promotes tau protein degradation [1]. It was designed to reduce tau burden as a mechanism to improve cognitive functions in Alzheimer's disease and other tauopathies. C004019 binds simultaneously to tau and to the VHL E3-ligase to promote selective proteasomal degradation of tau.
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 21
Hydrogen bond donors 5
Rotatable bonds 31
Topological polar surface area 302.39
Molecular weight 1034.48
XLogP 1.81
No. Lipinski's rules broken 2
Click here for help
Canonical SMILES O[C@H]1C[C@@H](N(C1)C(=O)[C@H](C(C)(C)C)NC(=O)COCCOCCOCCNC(=O)CN(c1nc(NCCc2cccs2)nc(n1)N1CCCN(CC1)C(=O)C)C)C(=O)NCc1ccc(cc1)c1scnc1C
Isomeric SMILES CN(CC(=O)NCCOCCOCCOCC(=O)N[C@H](C(=O)N1C[C@@H](O)C[C@@H]1C(=O)NCc1ccc(cc1)c1c(C)ncs1)C(C)(C)C)c1nc(NCCc2cccs2)nc(n1)N1CCCN(CC1)C(=O)C
InChI InChI=1S/C49H70N12O9S2/c1-33-42(72-32-53-33)36-12-10-35(11-13-36)28-52-44(66)39-27-37(63)29-61(39)45(67)43(49(3,4)5)54-41(65)31-70-25-24-69-23-22-68-21-16-50-40(64)30-58(6)47-55-46(51-15-14-38-9-7-26-71-38)56-48(57-47)60-18-8-17-59(19-20-60)34(2)62/h7,9-13,26,32,37,39,43,63H,8,14-25,27-31H2,1-6H3,(H,50,64)(H,52,66)(H,54,65)(H,51,55,56,57)/t37-,39+,43+/m0/s1
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 472319268
PubChem CID 164889480
Search Google for chemical match using the InChIKey IXTMPMLKABNFTQ-LLIFGLRNSA-N
Search Google for chemicals with the same backbone IXTMPMLKABNFTQ
UniChem Compound Search for chemical match using the InChIKey IXTMPMLKABNFTQ-LLIFGLRNSA-N
UniChem Connectivity Search for chemical match using the InChIKey IXTMPMLKABNFTQ-LLIFGLRNSA-N