Structure of PDB 5fsa Chain B Binding Site BS02

Receptor Information
>5fsa Chain B (length=483) Species: 5476 (Candida albicans) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
KTPPLVFYWIPWFGSAASYGQQPYEFFESCRQKYGDVFSFMLLGKIMTVY
LGPKGHEFVFNAKLSDVSAEEAYKHLTTPVFGTGVIYDCPNSRLMEQKKF
AKFALTTDSFKRYVPKIREEILNYFVTDESFKLKEKTHGVANVMKTQPEI
TIFTASRSLFGDEMRRIFDRSFAQLYSDLDKGFTPINFVFPNLPLPHYWR
RDAAQKKISATYMKEIKLRRERGDIDPNRDLIDSLLIHSTYKDGVKMTDQ
EIANLLIGILMGGQHTSASTSAWFLLHLGEKPHLQDVIYQEVVELLKEKG
GDLNDLTYEDLQKLPSVNNTIKETLRMHMPLHSIFRKVTNPLRIPETNYI
VPKGHYVLVSPGYAHTSERYFDNPEDFDPTRWDTAAAKANSVSFNSSDEV
DYGFGKVSKGVSSPYLPFGGGRHRCIGEQFAYVQLGTILTTFVYNLRWTI
DGYKVPDPDYSSMVVLPTEPAEIIWEKRETCMF
Ligand information
Ligand IDX2N
InChIInChI=1S/C37H42F2N8O4/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3/t26-,27+,35-,37-/m0/s1
InChIKeyRAGOYPUPXAKGKH-XAKZXMRKSA-N
SMILES
SoftwareSMILES
CACTVS 3.352CC[C@@H]([C@H](C)O)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OC[C@@H]5CO[C@@](C5)(Cn6cncn6)c7ccc(F)cc7F)cc4
ACDLabs 10.04O=C1N(N=CN1c2ccc(cc2)N7CCN(c6ccc(OCC3CC(OC3)(c4ccc(F)cc4F)Cn5ncnc5)cc6)CC7)C(CC)C(O)C
OpenEye OEToolkits 1.6.1CCC(C(C)O)N1C(=O)N(C=N1)c2ccc(cc2)N3CCN(CC3)c4ccc(cc4)OCC5CC(OC5)(Cn6cncn6)c7ccc(cc7F)F
OpenEye OEToolkits 1.6.1CC[C@@H]([C@H](C)O)N1C(=O)N(C=N1)c2ccc(cc2)N3CCN(CC3)c4ccc(cc4)OC[C@H]5C[C@](OC5)(Cn6cncn6)c7ccc(cc7F)F
CACTVS 3.352CC[CH]([CH](C)O)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OC[CH]5CO[C](C5)(Cn6cncn6)c7ccc(F)cc7F)cc4
FormulaC37 H42 F2 N8 O4
NamePOSACONAZOLE
ChEMBLCHEMBL1397
DrugBankDB01263
ZINCZINC000003938482
PDB chain5fsa Chain B Residue 590 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5fsa Structural analyses of Candida albicans sterol 14 alpha-demethylase complexed with azole drugs address the molecular basis of azole-mediated inhibition of fungal sterol biosynthesis.
Resolution2.86 Å
Binding residue
(original residue number in PDB)		G65 Q66 Y118 F126 P230 G307 L376 H377 F380 S506 S507 M508
Binding residue
(residue number reindexed from 1)		G20 Q21 Y73 F81 P185 G262 L331 H332 F335 S461 S462 M463
Annotation score1
Binding affinityBindingDB: Kd=81nM
Enzymatic activity
Enzyme Commision number 1.14.14.154: sterol 14alpha-demethylase.
Gene Ontology
Molecular Function
GO:0004497 monooxygenase activity
GO:0005506 iron ion binding
GO:0008398 sterol 14-demethylase activity
GO:0016491 oxidoreductase activity
GO:0016705 oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
GO:0020037 heme binding
GO:0046872 metal ion binding
Biological Process
GO:0001766 membrane raft polarization
GO:0006696 ergosterol biosynthetic process
GO:0007032 endosome organization
GO:0016126 sterol biosynthetic process
GO:0036187 cell growth mode switching, budding to filamentous
Cellular Component
GO:0005783 endoplasmic reticulum
GO:0005789 endoplasmic reticulum membrane
GO:0005886 plasma membrane
GO:0016020 membrane
GO:0032541 cortical endoplasmic reticulum
GO:0097038 perinuclear endoplasmic reticulum

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Molecular Function
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Biological Process
View graph for
Cellular Component
External links
PDB RCSB:5fsa, PDBe:5fsa, PDBj:5fsa
PDBsum5fsa
PubMed28258218
UniProtP10613|CP51_CANAL Lanosterol 14-alpha demethylase (Gene Name=ERG11)

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