osilodrostat   Click here for help

GtoPdb Ligand ID: 8310

Synonyms: Isturisa® | LCI-699 | LCI699
Approved drug PDB Ligand
osilodrostat is an approved drug (EMA & FDA (2020))
Compound class: Synthetic organic
Comment: Osilodrostat was designed as an inhibitor of aldosterone synthase (CYP11B2), but is also reported to inhibit the closely related enzyme, 11-beta-hydroxylase (CYP11B1) and hence as an inhibitor of cortisol biosynthesis [8]. It is this latter action of osilodrostat that is harnessed for clinical utility in Cushing's disease. The drug is orally bioavailable.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 41.61
Molecular weight 227.09
XLogP 2.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#Cc1ccc(c(c1)F)C1CCc2n1cnc2
Isomeric SMILES N#Cc1ccc(c(c1)F)[C@H]1CCc2n1cnc2
InChI InChI=1S/C13H10FN3/c14-12-5-9(6-15)1-3-11(12)13-4-2-10-7-16-8-17(10)13/h1,3,5,7-8,13H,2,4H2/t13-/m1/s1
InChI Key USUZGMWDZDXMDG-CYBMUJFWSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA & FDA (2020))
IUPAC Name Click here for help
4-[(5R)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl]-3-fluorobenzonitrile
International Nonproprietary Names Click here for help
INN number INN
9818 osilodrostat
Synonyms Click here for help
Isturisa® | LCI-699 | LCI699
Database Links Click here for help
CAS Registry No. 928134-65-0
ChEMBL Ligand CHEMBL3099695
DrugCentral Ligand 5384
GtoPdb PubChem SID 252166522
PubChem CID 44139752
RCSB PDB Ligand YSY
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