Structure of PDB 6dxx Chain C Binding Site BS02

Receptor Information

>6dxx Chain C (length=97) Species: 9606 (Homo sapiens)

SPPAAPRFNVSLDSVPELRWLPVLRHYDLDLVRAAMAQVIGDRVPKWVHV
LIGKVVLELERFLPQPFTGEIRGMCDFMNLSLADCLLVNLAYESSVF

Ligand information

• Ligand ID: WTF
• InChI: InChI=1S/C21H22FN3O3S2/c1-3-30(27,28)19-7-5-4-6-16(19)20(26)25-11-10-24(13-14(25)2)21-23-17-9-8-15(22)12-18(17)29-21/h4-9,12,14H,3,10-11,13H2,1-2H3/t14-/m0/s1
• InChIKey: UKQOLPNYRVPCBM-AWEZNQCLSA-N
• SMILES:
  CACTVS 3.385: CC[S](=O)(=O)c1ccccc1C(=O)N2CCN(C[C@@H]2C)c3sc4cc(F)ccc4n3
  OpenEye OEToolkits 2.0.6: CCS(=O)(=O)c1ccccc1C(=O)N2CCN(CC2C)c3nc4ccc(cc4s3)F
  ACDLabs 12.01: CCS(=O)(=O)c4c(C(=O)N1C(CN(CC1)c2nc3c(s2)cc(cc3)F)C)cccc4
  CACTVS 3.385: CC[S](=O)(=O)c1ccccc1C(=O)N2CCN(C[CH]2C)c3sc4cc(F)ccc4n3
  OpenEye OEToolkits 2.0.6: CCS(=O)(=O)c1ccccc1C(=O)N2CCN(C[C@@H]2C)c3nc4ccc(cc4s3)F
• Formula: C21 H22 F N3 O3 S2
• Name: [2-(ethylsulfonyl)phenyl][(2S)-4-(6-fluoro-1,3-benzothiazol-2-yl)-2-methylpiperazin-1-yl]methanone
• ChEMBL: CHEMBL4641320
• PDB chain: 6dxx Chain D Residue 408

Receptor-Ligand Complex Structure

Structure summary

• PDB: 6dxx Molecular mechanism of activation of the immunoregulatory amidase NAAA.
• Resolution: 2.7 Å
• Binding residue (original residue number in PDB): A63 M64 V116 Y120
• Binding residue (residue number reindexed from 1): A35 M36 V88 Y92
• Annotation score: 1
• Binding affinity: BindingDB: IC50=500nM

Enzymatic activity

• Enzyme Commision number: 3.5.1.23: ceramidase.
  3.5.1.60: N-(long-chain-acyl)ethanolamine deacylase.

External links

• PDB: RCSB:6dxx, PDBe:6dxx, PDBj:6dxx
• PDBsum: 6dxx
• PubMed: 30301806
• UniProt: Q02083|NAAA_HUMAN N-acylethanolamine-hydrolyzing acid amidase (Gene Name=NAAA)