Structure of PDB 5pgu Chain B Binding Site BS02

Receptor Information
>5pgu Chain B (length=273) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SMTGGQQMGRGSNEEFRPEMLQGKKVIVTGASKGIGREMAYHLAKMGAHV
VVTARSKETLQKVVSHCLELGAASAHYIAGTMEDMTFAEQFVAQAGKLMG
GLDMLILNHITNTSLNLFHDDIHHVRKSMEVNFLSYVVLTVAALPMLKQS
NGSIVVVSSLAGKVAYPMVAAYSASKFALDGFFSSIRKEYSVSRVNVSIT
LCVLGLIDTETAMKAVSGIVHMQAAPKEECALEIIKGGALRQEEVYYDSS
RWTTLLIRNPCRKILEELYSTSY
Ligand information
Ligand ID8K4
InChIInChI=1S/C22H28FNO2/c1-26-20-12-24(13-20)21(25)11-22(16-2-4-19(23)5-3-16)17-7-14-6-15(9-17)10-18(22)8-14/h2-5,14-15,17-18,20H,6-13H2,1H3/t14-,15+,17-,18+,22-
InChIKeyWUEWLMUHOBWRQF-BPYUXQLRSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 2.0.6COC1CN(C1)C(=O)CC2(C3CC4CC(C3)CC2C4)c5ccc(cc5)F
CACTVS 3.385CO[CH]1CN(C1)C(=O)C[C]2(C3CC4CC(C3)CC2C4)c5ccc(F)cc5
CACTVS 3.385CO[C@H]1CN(C1)C(=O)C[C@@]2(C3CC4CC(C3)CC2C4)c5ccc(F)cc5
ACDLabs 12.01c1c(ccc(c1)F)C3(CC(=O)N2CC(C2)OC)C4CC5CC3CC(C4)C5
FormulaC22 H28 F N O2
Name2-[2-(4-fluorophenyl)-2-adamantyl]-1-(3-methoxyazetidin-1-yl)ethanone
ChEMBL
DrugBank
ZINC
PDB chain5pgu Chain B Residue 302 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5pgu Discovery of Clinical Candidate 2-((2S,6S)-2-Phenyl-6-hydroxyadamantan-2-yl)-1-(3'-hydroxyazetidin-1-yl)ethanone [BMS-816336], an Orally Active Novel Selective 11 beta-Hydroxysteroid Dehydrogenase Type 1 Inhibitor.
Resolution2.35 Å
Binding residue
(original residue number in PDB)		L126 S170 Y177 V180 Y183
Binding residue
(residue number reindexed from 1)		L115 S159 Y166 V169 Y172
Annotation score1
Binding affinityMOAD: ic50=1nM
BindingDB: IC50=1.000000nM
Enzymatic activity
Catalytic site (original residue number in PDB) S170 Y183 K187
Catalytic site (residue number reindexed from 1) S159 Y172 K176
Enzyme Commision number 1.1.1.146: 11beta-hydroxysteroid dehydrogenase.
1.1.1.201: 7beta-hydroxysteroid dehydrogenase (NADP(+)).
Gene Ontology
Molecular Function
GO:0005496 steroid binding
GO:0016491 oxidoreductase activity
GO:0042803 protein homodimerization activity
GO:0047022 7-beta-hydroxysteroid dehydrogenase (NADP+) activity
GO:0050661 NADP binding
GO:0070524 11-beta-hydroxysteroid dehydrogenase (NADP+) activity
GO:0102196 cortisol dehydrogenase activity
Biological Process
GO:0006706 steroid catabolic process
GO:0008202 steroid metabolic process
GO:0030324 lung development
Cellular Component
GO:0005783 endoplasmic reticulum
GO:0005789 endoplasmic reticulum membrane
GO:0016020 membrane
GO:0043231 intracellular membrane-bounded organelle

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:5pgu, PDBe:5pgu, PDBj:5pgu
PDBsum5pgu
PubMed28537398
UniProtP28845|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)

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