Structure of PDB 6ciz Chain B Binding Site BS02

Receptor Information
>6ciz Chain B (length=469) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SLLSLPLVGSLPFLPRHGHMHNNFFKLQKKYGPIYSVRMGTKTTVIVGHH
QLAKEVLIKKGKDFSGRPQMATLDIASNNRKGIAFADSGAHWQLHRRLAM
ATFALFKDGDQKLEKIICQEISTLCDMLATHNGQSIDISFPVFVAVTNVI
SLICFNTSYKNGDPELNVIQNYNEGIIDNLSKDSLVDLVPWLKIFPNKTL
EKLKSHVKIRNDLLNKILENYKEKFRSDSITNMLDTLMQAKMNSDPDQDS
ELLSDNHILTTIGDIFGAGVETTTSVVKWTLAFLLHNPQVKKKLYEEIDQ
NVGFSRTPTISDRNRLLLLEATIREVLRLRPVAPMLIPHKANVDSSIGEF
AVDKGTEVIINLWALHHNEKEWHQPDQFMPERFLNPAGTQLISPSVSYLP
FGAGPRSCIGEILARQELFLIMAWLLQRFDLEVPDDGQLPSLEGIPKVVF
LIDSFKVKIKVRQAWREAQ
Ligand information
Ligand ID3NR
InChIInChI=1S/C25H30N2O/c1-24-10-8-22-19(21(24)6-5-20(24)16-4-3-11-27-15-16)12-17(14-26)23-13-18(28)7-9-25(22,23)2/h3-5,11,15,18-19,21-22,28H,6-10,12-13H2,1-2H3/t18-,19-,21-,22-,24+,25+/m0/s1
InChIKeyXMYHDPOWFDNIDA-SQRYLOHGSA-N
SMILES
SoftwareSMILES
CACTVS 3.385C[C]12CC[CH](O)CC1=C(C[CH]3[CH]2CC[C]4(C)[CH]3CC=C4c5cccnc5)C#N
CACTVS 3.385C[C@]12CC[C@H](O)CC1=C(C[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC=C4c5cccnc5)C#N
OpenEye OEToolkits 1.7.6CC12CCC(CC1=C(CC3C2CCC4(C3CC=C4c5cccnc5)C)C#N)O
OpenEye OEToolkits 1.7.6C[C@]12CC[C@@H](CC1=C(C[C@@H]3[C@@H]2CC[C@]4([C@H]3CC=C4c5cccnc5)C)C#N)O
ACDLabs 12.01N#CC4=C1CC(O)CCC1(C)C5CCC3(C(c2cccnc2)=CCC3C5C4)C
FormulaC25 H30 N2 O
Name6-cyano-17-(3-pyridyl)-androst-5,16-dien-3-ol
ChEMBLCHEMBL4209941
DrugBank
ZINC
PDB chain6ciz Chain B Residue 601 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB6ciz Structure-Based Design of Inhibitors with Improved Selectivity for Steroidogenic Cytochrome P450 17A1 over Cytochrome P450 21A2.
Resolution2.601 Å
Binding residue
(original residue number in PDB)		A113 Y201 N202 I205 R239 D298 T306 V366
Binding residue
(residue number reindexed from 1)		A84 Y172 N173 I176 R210 D264 T272 V332
Annotation score1
Binding affinityBindingDB: IC50=16nM
Enzymatic activity
Catalytic site (original residue number in PDB) T306 F435 C442
Catalytic site (residue number reindexed from 1) T272 F401 C408
Enzyme Commision number 1.14.14.19: steroid 17alpha-monooxygenase.
1.14.14.32: 17alpha-hydroxyprogesterone deacetylase.
Gene Ontology
Molecular Function
GO:0004497 monooxygenase activity
GO:0004508 steroid 17-alpha-monooxygenase activity
GO:0005506 iron ion binding
GO:0008395 steroid hydroxylase activity
GO:0016705 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
GO:0016829 lyase activity
GO:0019825 oxygen binding
GO:0020037 heme binding
GO:0046872 metal ion binding
Biological Process
GO:0006694 steroid biosynthetic process
GO:0006702 androgen biosynthetic process
GO:0006704 glucocorticoid biosynthetic process
GO:0007548 sex differentiation
GO:0008202 steroid metabolic process
GO:0042445 hormone metabolic process
GO:0042446 hormone biosynthetic process
GO:0042448 progesterone metabolic process
Cellular Component
GO:0005783 endoplasmic reticulum
GO:0005789 endoplasmic reticulum membrane
GO:0016020 membrane
GO:0030424 axon
GO:0043025 neuronal cell body

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:6ciz, PDBe:6ciz, PDBj:6ciz
PDBsum6ciz
PubMed29792703
UniProtP05093|CP17A_HUMAN Steroid 17-alpha-hydroxylase/17,20 lyase (Gene Name=CYP17A1)

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