Structure of PDB 4k1l Chain C Binding Site BS01

Receptor Information
>4k1l Chain C (length=263) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
QPLNEEFRPEMLQGKKVIVTGASKGIGREMAYHLAKMGAHVVVTARSKET
LQKVVSHCLELGAASAHYIAGTMEDMTFAEQFVAQAGKLMGGLDMLILNH
ITNTSLNLFHDDIHHVRKSMEVNFLSYVVLTVAALPMLKQSNGSIVVVSS
LAGKVAYPMVAAYSASKFALDGFFSSIRKEYSVSRVNVSITLCVLGLIDT
ETAMKAVQAAPKEECALEIIKGGALRQEEVYYDSSLWTTLLIRNPSRKIL
EFLYSTSYNMDRF
Ligand information
Ligand IDSFF
InChIInChI=1S/C13H22N2O3S/c16-19(17)12-9-5-4-8-11(12)18-13(15-19)14-10-6-2-1-3-7-10/h10-12H,1-9H2,(H,14,15)/t11-,12+/m0/s1
InChIKeyZMDVQNCMHSXAPA-NWDGAFQWSA-N
SMILES
SoftwareSMILES
ACDLabs 12.01O=S2(=O)N=C(OC1C2CCCC1)NC3CCCCC3
OpenEye OEToolkits 1.7.6C1CCC(CC1)NC2=NS(=O)(=O)C3CCCCC3O2
CACTVS 3.370O=[S]1(=O)N=C(NC2CCCCC2)O[C@H]3CCCC[C@@H]13
OpenEye OEToolkits 1.7.6C1CCC(CC1)NC2=NS(=O)(=O)[C@@H]3CCCC[C@@H]3O2
CACTVS 3.370O=[S]1(=O)N=C(NC2CCCCC2)O[CH]3CCCC[CH]13
FormulaC13 H22 N2 O3 S
Name(4aS,8aR)-N-cyclohexyl-4a,5,6,7,8,8a-hexahydro-4,1,2-benzoxathiazin-3-amine 1,1-dioxide
ChEMBLCHEMBL2409730
DrugBank
ZINCZINC000096273925
PDB chain4k1l Chain C Residue 301 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4k1l 1,1-Dioxo-5,6-dihydro-[4,1,2]oxathiazines, a novel class of 11-HSD1 inhibitors for the treatment of diabetes.
Resolution1.96 Å
Binding residue
(original residue number in PDB)		L171 A172 Y177 Y183 G216 L217 T222 V227
Binding residue
(residue number reindexed from 1)		L151 A152 Y157 Y163 G196 L197 T202 V207
Annotation score1
Binding affinityMOAD: ic50=0.031uM
Enzymatic activity
Catalytic site (original residue number in PDB) S170 Y183 K187
Catalytic site (residue number reindexed from 1) S150 Y163 K167
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:4k1l, PDBe:4k1l, PDBj:4k1l
PDBsum4k1l
PubMed23845218
UniProtP28845|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)

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