GDC-0276   Click here for help

GtoPdb Ligand ID: 12779

Synonyms: compound 1 [PMID: 33682420] | compound 4 [PMID: 31012583] | GDC0276
Compound class: Synthetic organic
Comment: GDC-0276 is a voltage-gated sodium ion channel subtype 1.7 (NaV1.7) modulator [1-2]. It was developed as a non-opioid analgesic. It binds to the channel's voltage sensor in domain IV.

GDC-0276 is commercially available from our sponsors

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 6
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 84.09
Molecular weight 462.58
XLogP 4.3
No. Lipinski's rules broken 0

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 C1CN(C1)S(=O)(=O)NC(=O)C2=CC(=C(C=C2F)OCC34C[C@H]5C[C@H](C[C@H](C5)C3)C4)C6CC6
Isomeric SMILES FC1=C(C(NS(=O)(N2CCC2)=O)=O)C=C(C3CC3)C(OCC45C[C@H]6C[C@H](C[C@H](C6)C4)C5)=C1
InChI InChI=1S/C24H31FN2O4S/c25-21-10-22(31-14-24-11-15-6-16(12-24)8-17(7-15)13-24)19(18-2-3-18)9-20(21)23(28)26-32(29,30)27-4-1-5-27/h9-10,15-18H,1-8,11-14H2,(H,26,28)/t15-,16+,17-,24?
InChI Key PTCBNPULJWGSML-FPOCAHDMSA-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
IUPAC Name Click here for help
4-(1-adamantylmethoxy)-N-(azetidin-1-ylsulfonyl)-5-cyclopropyl-2-fluorobenzamide
Synonyms Click here for help
compound 1 [PMID: 33682420] | compound 4 [PMID: 31012583] | GDC0276
Database Links Click here for help
BindingDB Ligand 145285
CAS Registry No. 1494581-70-2 (source: PubChem)
ChEMBL Ligand CHEMBL3657855
GtoPdb PubChem SID 483123327
PubChem CID 91809347
Search Google for chemical match using the InChIKey PTCBNPULJWGSML-FPOCAHDMSA-N
Search Google for chemicals with the same backbone PTCBNPULJWGSML
UniChem Compound Search for chemical match using the InChIKey PTCBNPULJWGSML-FPOCAHDMSA-N
UniChem Connectivity Search for chemical match using the InChIKey PTCBNPULJWGSML-FPOCAHDMSA-N

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MedChemExpress
GDC-0276 (links to external site)
Cat. No. HY-114237
(Same CID)