ARD-1676   Click here for help

GtoPdb Ligand ID: 13248

Synonyms: ARD1676 | compound 39 [PMID: 37683104]
Compound class: Synthetic organic
Comment: ARD-1676 is a potent orally bioactive androgen receptor (AR) PROTAC [1]. The PROTAC includes TX-16 to engage the cereblon E3 ubiquitin lagase. ARD-1676 was designed as a potential prostate cancer therapy.
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 12
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 137.37
Molecular weight 788.33
XLogP 2.5
No. Lipinski's rules broken 2
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 C[C@H]1CC2(CCN(CC2)C3=CC=C(C=C3)C(=O)N4CCC(CC4)CN5CC6=C(C=C7C(=C6)C(=O)N(C8CCC(=O)NC8=O)C7=O)C5)CN1C9=CC=C(C#N)C(=C9)Cl
Isomeric SMILES ClC1=C(C#N)C=CC(N2[C@@H](C)CC3(CCN(C4=CC=C(C(N5CCC(CN6CC7=CC8=C(C(N(C9C(NC(CC9)=O)=O)C8=O)=O)C=C7C6)CC5)=O)C=C4)CC3)C2)=C1
InChI InChI=1S/C44H46ClN7O5/c1-27-21-44(26-51(27)34-7-4-30(22-46)37(45)20-34)12-16-49(17-13-44)33-5-2-29(3-6-33)41(55)50-14-10-28(11-15-50)23-48-24-31-18-35-36(19-32(31)25-48)43(57)52(42(35)56)38-8-9-39(53)47-40(38)54/h2-7,18-20,27-28,38H,8-17,21,23-26H2,1H3,(H,47,53,54)/t27-,38?/m0/s1
InChI Key GAXWAKXJBZHVQF-ZVENJKCTSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
2-chloro-4-[(3S)-8-[4-[4-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-5,7-dihydropyrrolo[3,4-f]isoindol-6-yl]methyl]piperidine-1-carbonyl]phenyl]-3-methyl-2,8-diazaspiro[4.5]decan-2-yl]benzonitrile
Synonyms Click here for help
ARD1676 | compound 39 [PMID: 37683104]
Database Links Click here for help
CAS Registry No. 2632305-36-1 (source: PubChem)
ChEMBL Ligand CHEMBL4861594
GtoPdb PubChem SID 491300030
PubChem CID 156180706
Search Google for chemical match using the InChIKey GAXWAKXJBZHVQF-ZVENJKCTSA-N
Search Google for chemicals with the same backbone GAXWAKXJBZHVQF
UniChem Compound Search for chemical match using the InChIKey GAXWAKXJBZHVQF-ZVENJKCTSA-N
UniChem Connectivity Search for chemical match using the InChIKey GAXWAKXJBZHVQF-ZVENJKCTSA-N