BMS-823778   Click here for help

GtoPdb Ligand ID: 10158

Synonyms: compound 2 [Li et al., 2018]
PDB Ligand
Compound class: Synthetic organic
Comment: BMS-823778 is an orally bioavailable clinical lead inhibitor of hydroxysteroid 11-beta dehydrogenase 1 (11β-HSD) [5] which is the enzyme that converts inactive cortisone to biologically active costisol [2]. We show the chemical structure for BMS-823778 free base. Some bioactivity data may have been determined using the hydrochloride salt (PubChem CID 54669979). BMS-823778 was developed for potential treatment of type 2 diabetes and metabolic syndrome.
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 3
Hydrogen bond donors 1
Rotatable bonds 3
Topological polar surface area 50.42
Molecular weight 327.11
XLogP 5.57
No. Lipinski's rules broken 1
Click here for help
Canonical SMILES Clc1ccc(cc1)C1(CC1)c1nnc2n1cccc2C(O)(C)C
Isomeric SMILES Clc1ccc(cc1)C1(CC1)c1nnc2n1cccc2C(O)(C)C
InChI InChI=1S/C18H18ClN3O/c1-17(2,23)14-4-3-11-22-15(14)20-21-16(22)18(9-10-18)12-5-7-13(19)8-6-12/h3-8,11,23H,9-10H2,1-2H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
Synonyms Click here for help
compound 2 [Li et al., 2018]
Database Links Click here for help
CAS Registry No. 1140897-32-0 (source: PubChem)
GtoPdb PubChem SID 381118868
PubChem CID 42634627
Search Google for chemical match using the InChIKey PTIFVLOBVCIMKL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone PTIFVLOBVCIMKL
SynPHARM 85793 (in complex with hydroxysteroid 11-beta dehydrogenase 1)
UniChem Compound Search for chemical match using the InChIKey PTIFVLOBVCIMKL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PTIFVLOBVCIMKL-UHFFFAOYSA-N