BI 653048

Ligand id: 9715

Name: BI 653048

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 134.52
Molecular weight 515.15
XLogP 4.91
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
(R)-2-(4-((5-(Ethylsulfonyl)-1H-pyrrolo[2,3-c]pyridin-2-yl)methyl)-5,5,5-trifluoro-4-hydroxy-2-methylpentan-2-yl)-5-fluorobenzamide
Synonyms
(R)-39 [2] | BI 653048 BS H3PO4 [3] | BI-653048 | BI653048
Database Links
BindingDB Ligand 50041896
ChEMBL Ligand CHEMBL3358954
GtoPdb PubChem SID 348353674
PubChem CID 44543970
Search Google for chemical match using the InChIKey AUIFRJWXYUNPPV-QFIPXVFZSA-N
Search Google for chemicals with the same backbone AUIFRJWXYUNPPV
Search UniChem for chemical match using the InChIKey AUIFRJWXYUNPPV-QFIPXVFZSA-N
Search UniChem for chemicals with the same backbone AUIFRJWXYUNPPV
Comments
BI 653048 is a "dissociated" glucocorticoid receptor (GR) agonist (displaying different transcriptional regulatory profiles between gene transrepression and transactivation). This type of drug is designed to reduce the unwanted side-effects common to traditional GR agonists [1-2]. It has favourable drug-like properties, but because it has reduced mouse functional transrepression potency it is not suitable for evaluation in standard preclinical mouse models. BI 653048 is synthesised as the phosphoric acid (H3PO4) cocrystal to optimise physicochemical properties, stability characteristics, solubility and bioavailability compared to the free form [3].
This ligand is one of the compounds available from Boehringer Ingelheim's opnMe molecular library.