miricorilant   Click here for help

GtoPdb Ligand ID: 10059

Synonyms: C-118335 | C118335 | compound 7 [PMID: 23131342] | CORT118335
Compound class: Synthetic organic
Comment: Miricorilant (CORT118335) is a potent, orally active non-steroidal glucocorticoid receptor (GR) antagonist that is being developed by Corcept Therapeutics [2]. Selective GR antagonists are being investigated for their potential to mitigate antipsychotic-induced weight gain, a beneficial activity that was first identified using the dual GR/progesterone receptor antagonist mifepristone [1].
Hunt et al. (2010) specify CORT118335 with the InChIKey GVVUZBSCYAVFTI-IYARVYRRSA-N and as the trans isomer (or the (1r,4r) isomer) [2], which corresponds to the chemical structure submitted to the WHO for the INN miricorilant. Note that PubChem lists this compound in the form without any specified stereochemistry, with PubChem CID 66550324, and that ChEMBL record the cis (or (1s,4s)) isomer as CHEMBL2204043 (InChIKey GVVUZBSCYAVFTI-HDICACEKNA-N).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 65.72
Molecular weight 428.17
XLogP 6.11
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES O=c1[nH]c(=O)c(c([nH]1)C1CCC(CC1)c1ccccc1)Cc1cccc(c1)C(F)(F)F
Isomeric SMILES O=c1[nH]c(=O)c(c([nH]1)[C@@H]1CC[C@H](CC1)c1ccccc1)Cc1cccc(c1)C(F)(F)F
InChI InChI=1S/C24H23F3N2O2/c25-24(26,27)19-8-4-5-15(13-19)14-20-21(28-23(31)29-22(20)30)18-11-9-17(10-12-18)16-6-2-1-3-7-16/h1-8,13,17-18H,9-12,14H2,(H2,28,29,30,31)/t17-,18-
InChI Key GVVUZBSCYAVFTI-IYARVYRRSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-(trans-4-phenylcyclohexyl)-5-{[3-(trifluoromethyl)phenyl]methyl}pyrimidine-2,4(1H,3H)-dione
International Nonproprietary Names Click here for help
INN number INN
10853 miricorilant
Synonyms Click here for help
C-118335 | C118335 | compound 7 [PMID: 23131342] | CORT118335
Database Links Click here for help
GtoPdb PubChem SID 375973247
Search Google for chemical match using the InChIKey GVVUZBSCYAVFTI-IYARVYRRSA-N
Search Google for chemicals with the same backbone GVVUZBSCYAVFTI
Search PubMed clinical trials miricorilant
Search PubMed titles miricorilant
Search PubMed titles/abstracts miricorilant
Search UniChem for chemical match using the InChIKey GVVUZBSCYAVFTI-IYARVYRRSA-N
Search UniChem for chemicals with the same backbone GVVUZBSCYAVFTI