mapracorat   Click here for help

GtoPdb Ligand ID: 9654

Synonyms: BOL-303242-X | ZK-245186 | ZK245186
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Mapracorat is a novel non-steroidal selective glucocorticoid receptor agonist (SEGRA) [3-4]. SEGRAs exert their pharmacological effect by activating only the transrepression pathway, which is in contrast to traditional glucocorticosteroids (GCs) which activate both the transactivation and transrepression pathways.The pharmaceutical industry is trying to develop new GCs that are as effective as traditional GCs, but with fewer limiting adverse effects. Mapracorat and GSK866 are prototype compounds that were designed to address this clinical need.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 54.38
Molecular weight 462.19
XLogP 5.9
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Fc1cc2CCOc2c(c1)C(CC(C(F)(F)F)(CNc1cccc2c1ccc(n2)C)O)(C)C
Isomeric SMILES Fc1cc2CCOc2c(c1)C(C[C@](C(F)(F)F)(CNc1cccc2c1ccc(n2)C)O)(C)C
InChI InChI=1S/C25H26F4N2O2/c1-15-7-8-18-20(5-4-6-21(18)31-15)30-14-24(32,25(27,28)29)13-23(2,3)19-12-17(26)11-16-9-10-33-22(16)19/h4-8,11-12,30,32H,9-10,13-14H2,1-3H3/t24-/m1/s1
InChI Key VJGFOYBQOIPQFY-XMMPIXPASA-N
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
9214 mapracorat
Synonyms Click here for help
BOL-303242-X | ZK-245186 | ZK245186
Database Links Click here for help
CAS Registry No. 887375-26-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL2103876
GtoPdb PubChem SID 340590284
PubChem CID 24795088
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