Structure of PDB 3k23 Chain C Binding Site BS02

Receptor Information
>3k23 Chain C (length=246) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
LPQLTPTLVSLLEVIEPEVLYAGYDSSVPDSTWRIMTTLNMLGGRQVIAA
VKWAKAIPGFRNLHLDDQMTLLQYSWMYLMAFALGWRSYRQSSANLLCFA
PDLIINEQRMTLPGMYDQCKHMLYVSSELHRLQVSYEEYLCMKTLLLLSS
VPKDGLKQELFDEIRMTYIKELGKAIVKREGNSSQNWQRFYQLTKLLDSM
HEVVENLLNYCFQTFLDKTMIEFPEMLAEIITNQIPKYNIKKLLFH
Ligand information
Ligand IDJZN
InChIInChI=1S/C34H37F4N5O4/c1-20-13-26(40-19-33(46,34(36,37)38)18-32(2,3)25-16-22(35)10-11-29(25)47-4)24-17-41-43(28(24)14-20)23-8-5-7-21(15-23)31(45)42-12-6-9-27(42)30(39)44/h5,7-8,10-11,13-17,27,40,46H,6,9,12,18-19H2,1-4H3,(H2,39,44)/t27-,33-/m1/s1
InChIKeyAKJCJJOQRAGWOW-ZORMNXRFSA-N
SMILES
SoftwareSMILES
CACTVS 3.352COc1ccc(F)cc1C(C)(C)C[C@@](O)(CNc2cc(C)cc3n(ncc23)c4cccc(c4)C(=O)N5CCC[C@@H]5C(N)=O)C(F)(F)F
ACDLabs 11.02Fc1cc(c(OC)cc1)C(C)(C)CC(O)(C(F)(F)F)CNc2cc(cc3c2cnn3c5cc(C(=O)N4C(C(=O)N)CCC4)ccc5)C
OpenEye OEToolkits 1.7.0Cc1cc(c2cnn(c2c1)c3cccc(c3)C(=O)N4CCC[C@@H]4C(=O)N)NC[C@](CC(C)(C)c5cc(ccc5OC)F)(C(F)(F)F)O
OpenEye OEToolkits 1.7.0Cc1cc(c2cnn(c2c1)c3cccc(c3)C(=O)N4CCCC4C(=O)N)NCC(CC(C)(C)c5cc(ccc5OC)F)(C(F)(F)F)O
CACTVS 3.352COc1ccc(F)cc1C(C)(C)C[C](O)(CNc2cc(C)cc3n(ncc23)c4cccc(c4)C(=O)N5CCC[CH]5C(N)=O)C(F)(F)F
FormulaC34 H37 F4 N5 O4
Name1-{[3-(4-{[(2R)-4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-indazol-1-yl)phenyl]carbonyl}-D-prolinamide
ChEMBLCHEMBL1233786
DrugBank
ZINCZINC000044718952
PDB chain3k23 Chain C Residue 3 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB3k23 Design and x-ray crystal structures of high-potency nonsteroidal glucocorticoid agonists exploiting a novel binding site on the receptor.
Resolution3.0 Å
Binding residue
(original residue number in PDB)		M560 L563 N564 L566 Q570 M604 A605 A607 L608 R611 F623 M646 L732
Binding residue
(residue number reindexed from 1)		M36 L39 N40 L42 Q46 M80 A81 A83 L84 R87 F99 M122 L207
Annotation score1
Binding affinityBindingDB: IC50=6.3nM
Enzymatic activity
Enzyme Commision number ?
External links
PDB RCSB:3k23, PDBe:3k23, PDBj:3k23
PDBsum3k23
PubMed19822747
UniProtP04150|GCR_HUMAN Glucocorticoid receptor (Gene Name=NR3C1)

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