MRGPRX2 antagonist 17   Click here for help

GtoPdb Ligand ID: 12152

Compound class: Synthetic organic
Comment: The chemical structure for this MRGPRX2 antagonist was revealed during the first disclosures session at the 2022 ACS meeting in Chicago. The orphan MRGPRX GPCRs are being investigated as potential drug targets for mast cell-mediated immune diseases [1-4].
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 5
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 94.29
Molecular weight 491.16
XLogP 4.16
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
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 Fc1ccc(c(c1)F)Oc1ncc(nc1)NC(=O)[C@@H](N1CCC([C@H](C1)c1cc[n+](cc1)[O-])(F)F)C
Isomeric SMILES C[C@@H](C(=O)Nc1ncc(nc1)Oc1c(cc(cc1)F)F)N1CCC([C@H](C1)c1cc[n+](cc1)[O-])(F)F
InChI InChI=1S/C23H21F4N5O3/c1-14(31-9-6-23(26,27)17(13-31)15-4-7-32(34)8-5-15)22(33)30-20-11-29-21(12-28-20)35-19-3-2-16(24)10-18(19)25/h2-5,7-8,10-12,14,17H,6,9,13H2,1H3,(H,28,30,33)/t14-,17+/m0/s1
InChI Key UOCITXUZOXOHLH-WMLDXEAASA-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
Database Links Click here for help
GtoPdb PubChem SID 472319274
PubChem CID 164734529
Search Google for chemical match using the InChIKey UOCITXUZOXOHLH-WMLDXEAASA-N
Search Google for chemicals with the same backbone UOCITXUZOXOHLH
UniChem Compound Search for chemical match using the InChIKey UOCITXUZOXOHLH-WMLDXEAASA-N
UniChem Connectivity Search for chemical match using the InChIKey UOCITXUZOXOHLH-WMLDXEAASA-N