YT47R   Click here for help

GtoPdb Ligand ID: 12816

Compound class: Synthetic organic
Comment: YT47R is an experimental PROTAC that targets FKBP12 (via a SLF ligand moiety) to the E3 ligase substrate binding component DCAF1 (via a selective ligand that binds to reactive cysteine C1113 in DCAF1's WD40 repeat domain) [1]. This mediates selective degradation of the FKBP12 protein in in vitro models, and confirms DCAF1 as a novel and targetable E3 ligase component for targeted protein degradation applications.
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were 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/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 20
Hydrogen bond donors 4
Rotatable bonds 36
Topological polar surface area 242.19
Molecular weight 1129.3
XLogP 2.05
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
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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/)

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Canonical SMILES C=CC(N1C[C@H](C2=CC=C(C=C2)C(=O)NCCOCCOCOCCNC(=O)COC3=CC(=CC=C3)[C@@H](CCC4=CC=C(C(=C4)OC)OC)OC(=O)[C@@H]5CCCCN5C(=O)C(=O)C(C)(C)CC)[C@@H]1C(=O)NC6=C7C(=CC=C6)C=CC=N7)O
Isomeric SMILES CCC(C)(C)C(=O)C(=O)N1CCCC[C@H]1C(=O)O[C@H](CCC2=CC=C(OC)C(OC)=C2)C3=CC(OCC(=O)NCCOCOCCOCCNC(=O)C4=CC=C(C=C4)[C@H]5CN(C(O)C=C)[C@H]5C(=O)NC6=CC=CC7=C6N=CC=C7)=CC=C3
InChI InChI=1S/C62H76N6O14/c1-7-54(70)68-38-47(56(68)59(73)66-48-18-12-14-43-16-13-28-64-55(43)48)42-22-24-44(25-23-42)58(72)65-30-32-78-34-35-80-40-79-33-29-63-53(69)39-81-46-17-11-15-45(37-46)50(26-20-41-21-27-51(76-5)52(36-41)77-6)82-61(75)49-19-9-10-31-67(49)60(74)57(71)62(3,4)8-2/h7,11-18,21-25,27-28,36-37,47,49-50,54,56,70H,1,8-10,19-20,26,29-35,38-40H2,2-6H3,(H,63,69)(H,65,72)(H,66,73)/t47-,49+,50-,54?,56-/m1/s1
InChI Key VZENWBGKIMOEQI-GIBQHNRWSA-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/)

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