Structure of PDB 4hfr Chain B Binding Site BS02
Receptor Information
>4hfr Chain B (length=253) Species:
9606
(Homo sapiens) [
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EFRPEMLQGKKVIVTGASKGIGREMAYHLAKMGAHVVVTARSKETLQKVV
SHCLELGAASAHYIAGTMEDMTFAEQFVAQAGKLMGGLDMLILNHITNTS
LNLFHDDIHHVRKSMEVNFLSYVVLTVAALPMLKQSNGSIVVVSSLAGKV
AYPLVAAYSASKFALDGFFSSIRKEYSVSRVNVSITLCVLGLIDTETAMK
AVMQAAPKEECALEIIKGGALRQEEVYYDSSRWTTLLIRNPSRKILEELY
STS
Ligand information
Ligand ID
14M
InChI
InChI=1S/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/t16-/m0/s1
InChIKey
NCDZABJPWMBMIQ-INIZCTEOSA-N
SMILES
Software
SMILES
OpenEye OEToolkits 1.7.6
CCCSc1c(ccc(n1)N2CCCC(C2)CC(=O)O)C(=O)NC3CCCCC3
OpenEye OEToolkits 1.7.6
CCCSc1c(ccc(n1)N2CCC[C@H](C2)CC(=O)O)C(=O)NC3CCCCC3
ACDLabs 12.01
O=C(O)CC3CCCN(c2nc(SCCC)c(C(=O)NC1CCCCC1)cc2)C3
CACTVS 3.370
CCCSc1nc(ccc1C(=O)NC2CCCCC2)N3CCC[CH](C3)CC(O)=O
CACTVS 3.370
CCCSc1nc(ccc1C(=O)NC2CCCCC2)N3CCC[C@H](C3)CC(O)=O
Formula
C22 H33 N3 O3 S
Name
{(3S)-1-[5-(cyclohexylcarbamoyl)-6-(propylsulfanyl)pyridin-2-yl]piperidin-3-yl}acetic acid
ChEMBL
CHEMBL2153191
DrugBank
DB14875
ZINC
ZINC000095575356
PDB chain
4hfr Chain B Residue 302 [
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Receptor-Ligand Complex Structure
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PDB
4hfr
Discovery of a Potent, Selective, and Orally Bioavailable Acidic 11 -Hydroxysteroid Dehydrogenase Type 1 (11 -HSD1) Inhibitor: Discovery of 2-[(3S)-1-[5-(Cyclohexylcarbamoyl)-6-propylsulfanylpyridin-2-yl]-3-piperidyl]acetic Acid (AZD4017)
Resolution
2.73 Å
Binding residue
(original residue number in PDB)
S170 Y177 V180 Y183 G216 L217 D259
Binding residue
(residue number reindexed from 1)
S145 Y152 V155 Y158 G191 L192 D229
Annotation score
1
Binding affinity
BindingDB: IC50=7nM
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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Cellular Component
External links
PDB
RCSB:4hfr
,
PDBe:4hfr
,
PDBj:4hfr
PDBsum
4hfr
PubMed
22691057
UniProt
P28845
|DHI1_HUMAN 11-beta-hydroxysteroid dehydrogenase 1 (Gene Name=HSD11B1)
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