Structure of PDB 4csj Chain A Binding Site BS02

Receptor Information

>4csj Chain A (length=247) Species: 9606 (Homo sapiens)

PTLVSLLEVIEPEVLYAGYDSSVPDSTWRIMTTLNMLGGRQMIAAVKWAK
AIPGFRNLHLDDQMTLLQYSWMSLMAFALGWRSYRQSSANLLCFAPDLII
NEQRMTLPDMYDQCKHMLYVSSELHRLQVSYEEYLCMKTLLLLSSVPKDG
LKSQELFDEIRMTYIKELGKAIVKREGNSSQNWQRFYQLTKLLDSMHEVV
ENLLNYCFQTFLDKTMSIEFPEMLAEIITNQIPKYSNGNIKKLLFHQ

Ligand information

• Ligand ID: NN7
• InChI: InChI=1S/C25H27FN4O2S/c1-16-12-17(2)25(18(3)13-16)33(31,32)29-19(4)14-27-23-6-5-7-24-22(23)15-28-30(24)21-10-8-20(26)9-11-21/h5-13,15,19,27,29H,14H2,1-4H3/t19-/m0/s1
• InChIKey: NMWIJNGJMPMFQG-IBGZPJMESA-N
• SMILES:
  ACDLabs 12.01: O=S(=O)(c1c(cc(cc1C)C)C)NC(C)CNc2cccc3c2cnn3c4ccc(F)cc4
  OpenEye OEToolkits 1.7.6: Cc1cc(c(c(c1)C)S(=O)(=O)NC(C)CNc2cccc3c2cnn3c4ccc(cc4)F)C
  OpenEye OEToolkits 1.7.6: Cc1cc(c(c(c1)C)S(=O)(=O)N[C@@H](C)CNc2cccc3c2cnn3c4ccc(cc4)F)C
  CACTVS 3.385: C[C@@H](CNc1cccc2n(ncc12)c3ccc(F)cc3)N[S](=O)(=O)c4c(C)cc(C)cc4C
  CACTVS 3.385: C[CH](CNc1cccc2n(ncc12)c3ccc(F)cc3)N[S](=O)(=O)c4c(C)cc(C)cc4C
• Formula: C25 H27 F N4 O2 S
• Name: N-[(2S)-1-[[1-(4-fluorophenyl)indazol-4-yl]amino]propan-2-yl]-2,4,6-trimethyl-benzenesulfonamide
• ChEMBL: CHEMBL3261407
• ZINC: ZINC000043152877
• PDB chain: 4csj Chain A Residue 1778

Receptor-Ligand Complex Structure

Structure summary

• PDB: 4csj The Discovery of Potent and Selective Non-Steroidal Glucocorticoid Receptor Modulators, Suitable for Inhalation.
• Resolution: 2.3 Å
• Binding residue (original residue number in PDB): M560 L563 N564 L566 G567 Q570 M604 A607 L608 R611 F623 Q642 C736
• Binding residue (residue number reindexed from 1): M31 L34 N35 L37 G38 Q41 M75 A78 L79 R82 F94 Q113 C207
• Annotation score: 1
• Binding affinity: MOAD: ic50=4.9nM
  PDBbind-CN: -logKd/Ki=8.31,IC50=4.9nM
  BindingDB: IC50=1.5nM

External links

• PDB: RCSB:4csj, PDBe:4csj, PDBj:4csj
• PDBsum: 4csj
• PubMed: 24755427
• UniProt: P04150|GCR_HUMAN Glucocorticoid receptor (Gene Name=NR3C1)