TDRL-551   Click here for help

GtoPdb Ligand ID: 12137

Synonyms: compound 4 [PMID: 32550990] [1] | TDRL551
Compound class: Synthetic organic
Comment: TDRL-551 is a small molecule that was desigend by NERx BioSciences to block the interaction between replication protein A (RPA) and single stranded DNA, as a mechanism to enhance the efficacy of platinum-containing chemotherapy drugs [1].
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 CDK toolkit. 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 6
Hydrogen bond donors 1
Rotatable bonds 9
Topological polar surface area 92.09
Molecular weight 591.04
XLogP 5.73
No. Lipinski's rules broken 1
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.

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Canonical SMILES CCOc1ccc2c(c1)nc(c(c2)C1CC(=NN1C(=O)CCCC(=O)O)c1ccc(cc1)I)Cl
Isomeric SMILES CCOc1cc2nc(c(cc2cc1)C1CC(=NN1C(=O)CCCC(=O)O)c1ccc(cc1)I)Cl
InChI InChI=1S/C25H23ClIN3O4/c1-2-34-18-11-8-16-12-19(25(26)28-20(16)13-18)22-14-21(15-6-9-17(27)10-7-15)29-30(22)23(31)4-3-5-24(32)33/h6-13,22H,2-5,14H2,1H3,(H,32,33)
InChI Key QHNTZIUSUGGSNE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
Synonyms Click here for help
compound 4 [PMID: 32550990] [1] | TDRL551
Database Links Click here for help
ChEMBL Ligand CHEMBL4644460
GtoPdb PubChem SID 472319259
PubChem CID 121336921
Search Google for chemical match using the InChIKey QHNTZIUSUGGSNE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone QHNTZIUSUGGSNE
UniChem Compound Search for chemical match using the InChIKey QHNTZIUSUGGSNE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey QHNTZIUSUGGSNE-UHFFFAOYSA-N