data_U47
# 
_chem_comp.id                                    U47 
_chem_comp.name                                  "(2R)-4-(ethenylsulfonyl)-1-{[3-fluoro-4-(trifluoromethoxy)phenyl]methyl}-2-{[(1H-1,2,3-triazol-4-yl)methoxy]methyl}piperazine" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H21 F4 N5 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2020-04-16 
_chem_comp.pdbx_modified_date                    2025-10-31 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        479.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U47 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        6WJX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
U47 C10 C1  C 0 1 Y N N N N N -31.988 -1.795  3.208  -3.295 -1.108 0.137  C10 U47 1  
U47 C20 C2  C 0 1 N N N N N N -32.332 -7.303  6.595  2.372  -1.154 1.839  C20 U47 2  
U47 C22 C3  C 0 1 N N N N N N -32.743 -9.159  8.147  2.282  -3.483 1.278  C22 U47 3  
U47 C24 C4  C 0 1 Y N N N N N -35.164 -8.009  7.810  1.765  -4.088 -1.153 C24 U47 4  
U47 C02 C5  C 0 1 N N N N N N -30.003 -7.759  6.708  3.208  0.408  0.074  C02 U47 5  
U47 C03 C6  C 0 1 N N R N N N -31.046 -6.713  6.631  2.225  0.245  1.238  C03 U47 6  
U47 C05 C7  C 0 1 N N N N N N -31.832 -4.670  5.724  -0.127 0.108  1.793  C05 U47 7  
U47 C06 C8  C 0 1 Y N N N N N -31.833 -3.902  4.375  -1.511 0.089  1.197  C06 U47 8  
U47 C07 C9  C 0 1 Y N N N N N -31.636 -4.564  3.160  -2.264 1.247  1.165  C07 U47 9  
U47 C08 C10 C 0 1 Y N N N N N -31.616 -3.862  1.964  -3.536 1.232  0.623  C08 U47 10 
U47 C09 C11 C 0 1 Y N N N N N -31.781 -2.433  1.942  -4.055 0.055  0.108  C09 U47 11 
U47 C11 C12 C 0 1 Y N N N N N -32.011 -2.524  4.401  -2.025 -1.088 0.684  C11 U47 12 
U47 C14 C13 C 0 1 N N N N N N -33.081 -1.820  -0.092 -6.030 1.270  -0.421 C14 U47 13 
U47 C18 C14 C 0 1 N N N N N N -29.584 -5.321  5.348  0.647  1.783  0.225  C18 U47 14 
U47 C19 C15 C 0 1 N N N N N N -28.642 -6.447  5.217  1.567  2.008  -0.986 C19 U47 15 
U47 C23 C16 C 0 1 Y N N N N N -34.130 -8.516  8.584  2.046  -4.426 0.127  C23 U47 16 
U47 C29 C17 C 0 1 N N N N N N -26.124 -8.776  6.831  4.288  3.820  0.543  C29 U47 17 
U47 C30 C18 C 0 1 N N N N N N -25.540 -9.595  7.873  5.361  3.795  1.294  C30 U47 18 
U47 F12 F1  F 0 1 N N N N N N -32.184 -0.455  3.453  -3.798 -2.258 -0.364 F12 U47 19 
U47 F15 F2  F 0 1 N N N N N N -33.408 -0.613  -0.618 -7.287 1.074  -1.002 F15 U47 20 
U47 F16 F3  F 0 1 N N N N N N -34.203 -2.076  0.678  -5.322 2.228  -1.154 F16 U47 21 
U47 F17 F4  F 0 1 N N N N N N -33.180 -2.750  -1.134 -6.188 1.713  0.896  F17 U47 22 
U47 N01 N1  N 0 1 N N N N N N -28.668 -7.263  6.344  2.948  1.697  -0.585 N01 U47 23 
U47 N04 N2  N 0 1 N N N N N N -30.949 -5.809  5.499  0.853  0.425  0.745  N04 U47 24 
U47 N25 N3  N 0 1 Y N N N N N -36.146 -7.566  8.620  1.635  -5.252 -1.831 N25 U47 25 
U47 N26 N4  N 0 1 Y N N N N N -35.782 -7.784  9.875  1.825  -6.222 -1.007 N26 U47 26 
U47 N27 N5  N 0 1 Y N N N N N -34.521 -8.366  9.838  2.073  -5.763 0.169  N27 U47 27 
U47 O13 O1  O 0 1 N N N N N N -31.814 -1.788  0.662  -5.306 0.037  -0.425 O13 U47 28 
U47 O21 O2  O 0 1 N N N N N N -32.249 -8.697  6.888  2.165  -2.134 0.820  O21 U47 29 
U47 O31 O3  O 0 1 N N N N N N -26.439 -6.163  7.291  3.751  3.592  -1.946 O31 U47 30 
U47 O32 O4  O 0 1 N N N N N N -27.464 -7.520  8.634  5.376  2.009  -0.897 O32 U47 31 
U47 S28 S1  S 0 1 N N N N N N -27.208 -7.436  7.262  4.177  2.771  -0.868 S28 U47 32 
U47 H1  H1  H 0 1 N N N N N N -32.976 -6.814  7.341  3.374  -1.268 2.254  H1  U47 33 
U47 H2  H2  H 0 1 N N N N N N -32.764 -7.169  5.592  1.634  -1.290 2.629  H2  U47 34 
U47 H3  H3  H 0 1 N N N N N N -32.873 -10.250 8.086  1.541  -3.667 2.056  H3  U47 35 
U47 H4  H4  H 0 1 N N N N N N -31.995 -8.921  8.918  3.281  -3.644 1.681  H4  U47 36 
U47 H5  H5  H 0 1 N N N N N N -35.179 -7.975  6.731  1.662  -3.090 -1.553 H5  U47 37 
U47 H6  H6  H 0 1 N N N N N N -30.273 -8.575  6.022  4.230  0.390  0.452  H6  U47 38 
U47 H7  H7  H 0 1 N N N N N N -29.966 -8.143  7.738  3.067  -0.403 -0.640 H7  U47 39 
U47 H8  H8  H 0 1 N N N N N N -30.972 -6.109  7.547  2.438  0.993  2.002  H8  U47 40 
U47 H9  H9  H 0 1 N N N N N N -31.445 -4.033  6.533  -0.079 0.865  2.576  H9  U47 41 
U47 H10 H10 H 0 1 N N N N N N -32.847 -5.010  5.978  0.099  -0.869 2.219  H10 U47 42 
U47 H11 H11 H 0 1 N N N N N N -31.498 -5.635  3.152  -1.860 2.165  1.566  H11 U47 43 
U47 H12 H12 H 0 1 N N N N N N -31.475 -4.396  1.036  -4.124 2.138  0.599  H12 U47 44 
U47 H13 H13 H 0 1 N N N N N N -32.167 -2.017  5.342  -1.434 -1.992 0.711  H13 U47 45 
U47 H14 H14 H 0 1 N N N N N N -29.314 -4.724  6.232  0.883  2.510  1.002  H14 U47 46 
U47 H15 H15 H 0 1 N N N N N N -29.523 -4.692  4.448  -0.393 1.902  -0.080 H15 U47 47 
U47 H16 H16 H 0 1 N N N N N N -28.918 -7.045  4.336  1.265  1.352  -1.802 H16 U47 48 
U47 H17 H17 H 0 1 N N N N N N -27.625 -6.050  5.086  1.504  3.048  -1.306 H17 U47 49 
U47 H18 H18 H 0 1 N N N N N N -25.901 -8.979  5.794  3.472  4.483  0.789  H18 U47 50 
U47 H20 H20 H 0 1 N N N N N N -24.881 -10.410 7.613  6.177  3.132  1.049  H20 U47 51 
U47 H21 H21 H 0 1 N N N N N N -25.764 -9.391  8.910  5.430  4.438  2.160  H21 U47 52 
U47 H24 H24 H 0 1 N N N N N N -37.003 -7.145  8.324  1.432  -5.340 -2.775 H24 U47 53 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
U47 F17 C14 SING N N 1  
U47 F15 C14 SING N N 2  
U47 C14 O13 SING N N 3  
U47 C14 F16 SING N N 4  
U47 O13 C09 SING N N 5  
U47 C09 C08 DOUB Y N 6  
U47 C09 C10 SING Y N 7  
U47 C08 C07 SING Y N 8  
U47 C07 C06 DOUB Y N 9  
U47 C10 F12 SING N N 10 
U47 C10 C11 DOUB Y N 11 
U47 C06 C11 SING Y N 12 
U47 C06 C05 SING N N 13 
U47 C19 C18 SING N N 14 
U47 C19 N01 SING N N 15 
U47 C18 N04 SING N N 16 
U47 N04 C05 SING N N 17 
U47 N04 C03 SING N N 18 
U47 N01 C02 SING N N 19 
U47 N01 S28 SING N N 20 
U47 C20 C03 SING N N 21 
U47 C20 O21 SING N N 22 
U47 C03 C02 SING N N 23 
U47 C29 S28 SING N N 24 
U47 C29 C30 DOUB N N 25 
U47 O21 C22 SING N N 26 
U47 S28 O31 DOUB N N 27 
U47 S28 O32 DOUB N N 28 
U47 C24 C23 DOUB Y N 29 
U47 C24 N25 SING Y N 30 
U47 C22 C23 SING N N 31 
U47 C23 N27 SING Y N 32 
U47 N25 N26 SING Y N 33 
U47 N27 N26 DOUB Y N 34 
U47 C20 H1  SING N N 35 
U47 C20 H2  SING N N 36 
U47 C22 H3  SING N N 37 
U47 C22 H4  SING N N 38 
U47 C24 H5  SING N N 39 
U47 C02 H6  SING N N 40 
U47 C02 H7  SING N N 41 
U47 C03 H8  SING N N 42 
U47 C05 H9  SING N N 43 
U47 C05 H10 SING N N 44 
U47 C07 H11 SING N N 45 
U47 C08 H12 SING N N 46 
U47 C11 H13 SING N N 47 
U47 C18 H14 SING N N 48 
U47 C18 H15 SING N N 49 
U47 C19 H16 SING N N 50 
U47 C19 H17 SING N N 51 
U47 C29 H18 SING N N 52 
U47 C30 H20 SING N N 53 
U47 C30 H21 SING N N 54 
U47 N25 H24 SING N N 55 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
U47 SMILES           ACDLabs              12.01 "c3(F)cc(CN2C(COCc1cnnn1)CN(CC2)S(\C=C)(=O)=O)ccc3OC(F)(F)F"                                                                                                                
U47 InChI            InChI                1.03  "InChI=1S/C18H21F4N5O4S/c1-2-32(28,29)27-6-5-26(15(10-27)12-30-11-14-8-23-25-24-14)9-13-3-4-17(16(19)7-13)31-18(20,21)22/h2-4,7-8,15H,1,5-6,9-12H2,(H,23,24,25)/t15-/m1/s1" 
U47 InChIKey         InChI                1.03  FWYJSNSBSOKARB-OAHLLOKOSA-N                                                                                                                                                 
U47 SMILES_CANONICAL CACTVS               3.385 "Fc1cc(CN2CCN(C[C@@H]2COCc3c[nH]nn3)[S](=O)(=O)C=C)ccc1OC(F)(F)F"                                                                                                           
U47 SMILES           CACTVS               3.385 "Fc1cc(CN2CCN(C[CH]2COCc3c[nH]nn3)[S](=O)(=O)C=C)ccc1OC(F)(F)F"                                                                                                             
U47 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=CS(=O)(=O)N1CCN([C@H](C1)COCc2c[nH]nn2)Cc3ccc(c(c3)F)OC(F)(F)F"                                                                                                          
U47 SMILES           "OpenEye OEToolkits" 2.0.7 "C=CS(=O)(=O)N1CCN(C(C1)COCc2c[nH]nn2)Cc3ccc(c(c3)F)OC(F)(F)F"                                                                                                              
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
U47 "SYSTEMATIC NAME" ACDLabs              12.01 "(2R)-4-(ethenylsulfonyl)-1-{[3-fluoro-4-(trifluoromethoxy)phenyl]methyl}-2-{[(1H-1,2,3-triazol-4-yl)methoxy]methyl}piperazine"      
U47 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-4-ethenylsulfonyl-1-[[3-fluoranyl-4-(trifluoromethyloxy)phenyl]methyl]-2-(1~{H}-1,2,3-triazol-4-ylmethoxymethyl)piperazine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
U47 "Create component" 2020-04-16 RCSB 
U47 "Modify PCM"       2024-10-31 RCSB 
U47 "Initial release"  2025-11-05 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            U47 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C30 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
