C108297   

GtoPdb Ligand ID: 9180

Synonyms: Compound 52 [PMID:18226897]
Compound class: Synthetic organic
Comment: C108297 is a selective glucocorticoid receptor (GR) modulator, which attenuates obesity by reducing caloric intake and increasing lipolysis and fat oxidation. In addition, it attenuates inflammation by reduced macrophage infiltration and pro-inflammatory cytokine expression in white adipose tissue (WAT), as well as in vitro LPS-stimulated TNFα secretion in macrophage RAW 264.7 cells [2]. C108297 was originally reported as compound 52 [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 81.52
Molecular weight 553.24
XLogP 4.53
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COCCOCC12Cc3cnn(c3C=C2CCN(C1)S(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ccc(cc1)F
Isomeric SMILES COCCOC[C@@]12Cc3cnn(c3C=C2CCN(C1)S(=O)(=O)c1ccc(cc1)C(C)(C)C)c1ccc(cc1)F
InChI InChI=1S/C30H36FN3O4S/c1-29(2,3)23-5-11-27(12-6-23)39(35,36)33-14-13-24-17-28-22(18-30(24,20-33)21-38-16-15-37-4)19-32-34(28)26-9-7-25(31)8-10-26/h5-12,17,19H,13-16,18,20-21H2,1-4H3/t30-/m1/s1
InChI Key OMKDFVUMRKROMY-SSEXGKCCSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(4aR)-6-(4-tert-butylphenyl)sulfonyl-1-(4-fluorophenyl)-4a-(2-methoxyethoxymethyl)-4,5,7,8-tetrahydropyrazolo[3,4-g]isoquinoline
Synonyms
Compound 52 [PMID:18226897]
Database Links
ChEMBL Ligand CHEMBL270575
GtoPdb PubChem SID 315661262
PubChem CID 25110774
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