Structure of PDB 3ch6 Chain D Binding Site BS02

Receptor Information
>3ch6 Chain D (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 ID311
InChIInChI=1S/C20H23FN2O/c1-14-8-9-15(12-16(14)21)17-6-4-7-18(22-17)19(24)23-11-5-10-20(2,3)13-23/h4,6-9,12H,5,10-11,13H2,1-3H3
InChIKeySIDDLTBLAQYZIZ-UHFFFAOYSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.5.0Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C3)(C)C
CACTVS 3.341Cc1ccc(cc1F)c2cccc(n2)C(=O)N3CCCC(C)(C)C3
ACDLabs 10.04O=C(c2nc(c1ccc(c(F)c1)C)ccc2)N3CCCC(C)(C3)C
FormulaC20 H23 F N2 O
Name(3,3-dimethylpiperidin-1-yl)(6-(3-fluoro-4-methylphenyl)pyridin-2-yl)methanone
ChEMBLCHEMBL406572
DrugBankDB06992
ZINCZINC000024974654
PDB chain3ch6 Chain D Residue 603 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]
PDB3ch6 Pyridine amides as potent and selective inhibitors of 11beta-hydroxysteroid dehydrogenase type 1
Resolution2.35 Å
Binding residue
(original residue number in PDB)		L126 S170 Y177 Y183 G216 L217 V231
Binding residue
(residue number reindexed from 1)		L115 S159 Y166 Y172 G205 L206 V220
Annotation score1
Binding affinityMOAD: ic50=0.1nM
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

View graph for
Molecular Function
View graph for
Biological Process
View graph for
Cellular Component
External links
PDB RCSB:3ch6, PDBe:3ch6, PDBj:3ch6
PDBsum3ch6
PubMed18485702
UniProtP28845|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)

[Back to BioLiP]