GtoPdb is requesting financial support from commercial users. Please see our sustainability page for more information.

AMPTX1   Click here for help

GtoPdb Ligand ID: 14489

Synonyms: AMPTX-1
Compound class: Synthetic organic
Comment: AMPTX1 is a selective, DCAF16 E3 ligase-mediated reversibly covalent BRD9 degrader [1].
2D Structure
Click here for help

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.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

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.

✖
Hydrogen bond acceptors 9
Hydrogen bond donors 0
Rotatable bonds 10
Topological polar surface area 89.35
Molecular weight 691.9
XLogP 3.87
No. Lipinski's rules broken 1

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
Click here for help

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/)

✖
Canonical SMILES CC1=C(C)C(=O)N(C)C=C1C2=CC(=C(CN3CCN(CC4=CC=CC5=C4CCN(C5C)C(=O)/C(=C/C(C)(C)C)/C#N)C6(CC6)C3)C(=C2)OC)OC
Isomeric SMILES COC1=CC(=CC(OC)=C1CN2CCN(CC3=CC=CC4=C3CCN(C4C)C(=O)\C(=C\C(C)(C)C)\C#N)C5(CC5)C2)C6=CN(C)C(=O)C(C)=C6C
InChI InChI=1S/C42H53N5O4/c1-27-28(2)39(48)44(7)24-35(27)31-19-37(50-8)36(38(20-31)51-9)25-45-17-18-46(42(26-45)14-15-42)23-30-11-10-12-33-29(3)47(16-13-34(30)33)40(49)32(22-43)21-41(4,5)6/h10-12,19-21,24,29H,13-18,23,25-26H2,1-9H3/b32-21+
InChI Key QJGDIJTXDZFNTJ-RUMWWMSVSA-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/)
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
(E)-2-[5-[[7-[[2,6-dimethoxy-4-(1,4,5-trimethyl-6-oxo-3-pyridinyl)phenyl]methyl]-4,7-diazaspiro[2.5]octan-4-yl]methyl]-1-methyl-3,4-dihydro-1H-isoquinoline-2-carbonyl]-4,4-dimethylpent-2-enenitrile
Synonyms Click here for help
AMPTX-1
Database Links Click here for help
CAS Registry No. 3033019-04-1 (source: PubChem)
PubChem CID 177678367
Search Google for chemical match using the InChIKey QJGDIJTXDZFNTJ-RUMWWMSVSA-N
Search Google for chemicals with the same backbone QJGDIJTXDZFNTJ
UniChem Compound Search for chemical match using the InChIKey QJGDIJTXDZFNTJ-RUMWWMSVSA-N
UniChem Connectivity Search for chemical match using the InChIKey QJGDIJTXDZFNTJ-RUMWWMSVSA-N