BMS-823778   

GtoPdb Ligand ID: 10158

Synonyms: compound 2 [Li et al., 2018]
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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
InChI Key PTIFVLOBVCIMKL-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-[3-[1-(4-chlorophenyl)cyclopropyl]-[1,2,4]triazolo[4,3-a]pyridin-8-yl]propan-2-ol
Synonyms
compound 2 [Li et al., 2018]
Database Links
CAS Registry No. 1140897-32-0 (source: PubChem)
GtoPdb PubChem SID 381118868
PubChem CID 42634627
RCSB PDB Ligand HJG
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SynPHARM 85793 (in complex with hydroxysteroid 11-beta dehydrogenase 1)