C004019

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Ligands
C004019

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.

C004019 is commercially available from our sponsors

2D Structure

Physico-chemical Properties

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

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

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
InChI Key	IXTMPMLKABNFTQ-LLIFGLRNSA-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/)