Structure of PDB 3ch6 Chain B Binding Site BS02

Receptor Information
>3ch6 Chain B (length=279) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
MASMTGGQQMGRGSNEEFRPEMLQGKKVIVTGASKGIGREMAYHLAKMGA
HVVVTARSKETLQKVVSHCLELGAASAHYIAGTMEDMTFAEQFVAQAGKL
MGGLDMLILNHITNTSLNLFHDDIHHVRKSMEVNFLSYVVLTVAALPMLK
QSNGSIVVVSSLAGKVAYPMVAAYSASKFALDGFFSSIRKEYSVSRVNVS
ITLCVLGLIDTETAMKAVSGIVHMQAAPKEECALEIIKGGALRQEEVYYD
SSRWTTLLIRNPCRKILEELYSTSYNMDR
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 B Residue 602 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3ch6 Pyridine amides as potent and selective inhibitors of 11beta-hydroxysteroid dehydrogenase type 1
Resolution2.35 Å
Binding residue
(original residue number in PDB)		S170 Y177 Y183 G216 L217 V231
Binding residue
(residue number reindexed from 1)		S161 Y168 Y174 G207 L208 V222
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) S161 Y174 K178
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:3ch6, PDBe:3ch6, PDBj:3ch6
PDBsum3ch6
PubMed18485702
UniProtP28845|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)

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