Structure of PDB 4c7j Chain D Binding Site BS02

Receptor Information
>4c7j Chain D (length=254) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
EFRPEMLQGKKVIVTGASKGIGREMAYHLAKMGAHVVVTARSKETLQKVV
SHCLELGAASAHYIAGTMEDMTFAEQFVAQAGKLMGGLDMLILNHITNTS
LNLFHDDIHHVRKSMEVNFLSYVVLTVAALPMLKQSNGSIVVVSSLAGKV
AYPLVAAYSASKFALDGFFSSIRKEYSVSRVNVSITLCVLGLIDTETAMK
AVSHMQAAPKEECALEIIKGGALRQEEVYYDSSRWTTLLIRNPSRKILEE
LYST
Ligand information
Ligand ID4YQ
InChIInChI=1S/C19H26N2O4S/c22-3-4-25-18-21-15(11-1-2-11)16(26-18)17(23)20-14-12-5-10-6-13(14)9-19(24,7-10)8-12/h10-14,22,24H,1-9H2,(H,20,23)/t10-,12-,13+,14-,19-
InChIKeyNJXRHIKVLFLBME-WCUHCKLXSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.9.2C1CC1c2c(sc(n2)OCCO)C(=O)NC3C4CC5CC3CC(C5)(C4)O
CACTVS 3.385OCCOc1sc(C(=O)NC2[CH]3CC4C[CH]2CC(O)(C4)C3)c(n1)C5CC5
OpenEye OEToolkits 1.9.2C1CC1c2c(sc(n2)OCCO)C(=O)NC3[C@@H]4CC5C[C@H]3CC(C4)(C5)O
CACTVS 3.385OCCOc1sc(C(=O)NC2[C@@H]3CC4C[C@H]2CC(O)(C4)C3)c(n1)C5CC5
ACDLabs 12.01O=C(c1sc(OCCO)nc1C2CC2)NC5C4CC3CC5CC(O)(C3)C4
FormulaC19 H26 N2 O4 S
Name4-cyclopropyl-2-(2-hydroxyethyloxy)-N-[(1S,3R)-5-oxidanyl-2-adamantyl]-1,3-thiazole-5-carboxamide
ChEMBL
DrugBank
ZINC
PDB chain4c7j Chain D Residue 1284 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4c7j Optimization of Brain Penetrant 11Beta-Hydroxysteroid Dehydrogenase Type I Inhibitors and in Vivo Testing in Diet- Induced Obese Mice.
Resolution2.16 Å
Binding residue
(original residue number in PDB)		S170 Y177 Y183 G216 L217 A226 D259
Binding residue
(residue number reindexed from 1)		S145 Y152 Y158 G191 L192 A201 D231
Annotation score1
Binding affinityMOAD: ic50=9.9nM
Enzymatic activity
Catalytic site (original residue number in PDB) S170 Y183 K187
Catalytic site (residue number reindexed from 1) S145 Y158 K162
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:4c7j, PDBe:4c7j, PDBj:4c7j
PDBsum4c7j
PubMed24422550
UniProtP28845|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)

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