data_XI1
# 
_chem_comp.id                                    XI1 
_chem_comp.name                                  "N-[4-(3-chloranyl-4-cyano-phenoxy)cyclohexyl]-1,1,1-tris(fluoranyl)methanesulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H14 Cl F3 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-06-18 
_chem_comp.pdbx_modified_date                    2016-08-18 
_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                        382.786 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XI1 
_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        5A5I 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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.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 
XI1 F1   F1   F  0 1 N N N 71.977 -2.984 -3.597 -3.638 -2.328 0.054  F1   XI1 1  
XI1 C2   C2   C  0 1 N N N 73.084 -2.913 -2.881 -4.112 -1.268 -0.728 C2   XI1 2  
XI1 F3   F3   F  0 1 N N N 73.872 -3.932 -3.158 -3.101 -0.838 -1.593 F3   XI1 3  
XI1 F4   F4   F  0 1 N N N 73.710 -1.793 -3.137 -5.214 -1.696 -1.475 F4   XI1 4  
XI1 S5   S5   S  0 1 N N N 72.590 -3.086 -1.134 -4.609 0.103  0.351  S5   XI1 5  
XI1 O6   O6   O  0 1 N N N 71.174 -3.120 -0.861 -4.912 1.259  -0.419 O6   XI1 6  
XI1 O7   O7   O  0 1 N N N 73.520 -3.826 -0.371 -5.494 -0.355 1.364  O7   XI1 7  
XI1 N8   N8   N  0 1 N N N 72.909 -1.694 -0.255 -3.226 0.508  1.168  N8   XI1 8  
XI1 C9   C9   C  0 1 N N N 72.201 -0.618 -0.794 -2.078 1.052  0.440  C9   XI1 9  
XI1 C11  C11  C  0 1 N N N 71.272 -0.071 0.245  -1.365 2.087  1.312  C11  XI1 10 
XI1 C12  C12  C  0 1 N N N 70.446 0.999  -0.430 -0.165 2.655  0.551  C12  XI1 11 
XI1 C13  C13  C  0 1 N N N 71.246 1.781  -1.492 0.805  1.523  0.209  C13  XI1 12 
XI1 C15  C15  C  0 1 N N N 72.318 1.119  -2.346 0.092  0.487  -0.663 C15  XI1 13 
XI1 C16  C16  C  0 1 N N N 73.171 0.389  -1.358 -1.108 -0.081 0.098  C16  XI1 14 
XI1 O17  O17  O  0 1 N N N 70.322 2.181  -2.442 1.926  2.053  -0.501 O17  XI1 15 
XI1 C18  C18  C  0 1 Y N N 70.008 3.490  -2.317 3.084  1.349  -0.439 C18  XI1 16 
XI1 C19  C19  C  0 1 Y N N 70.977 4.571  -1.847 4.240  1.865  -1.014 C19  XI1 17 
XI1 C20  C20  C  0 1 Y N N 70.605 5.862  -1.795 5.418  1.154  -0.954 C20  XI1 18 
XI1 C21  C21  C  0 1 Y N N 69.330 6.122  -2.227 5.451  -0.088 -0.314 C21  XI1 19 
XI1 C22  C22  C  0 1 N N N 69.044 7.476  -2.277 6.674  -0.831 -0.249 C22  XI1 20 
XI1 N23  N23  N  0 1 N N N 68.814 8.607  -2.381 7.644  -1.419 -0.197 N23  XI1 21 
XI1 C24  C24  C  0 1 Y N N 68.456 5.131  -2.628 4.286  -0.604 0.264  C24  XI1 22 
XI1 CL25 CL25 CL 0 0 N N N 66.868 5.477  -3.144 4.319  -2.146 1.060  CL25 XI1 23 
XI1 C26  C26  C  0 1 Y N N 68.811 3.802  -2.662 3.112  0.118  0.203  C26  XI1 24 
XI1 H8   H8   H  0 1 N N N 72.631 -1.831 0.696  -3.177 0.385  2.129  H8   XI1 25 
XI1 H9   H9   H  0 1 N N N 71.585 -0.983 -1.629 -2.421 1.526  -0.479 H9   XI1 26 
XI1 H111 H111 H  0 0 N N N 70.619 -0.869 0.627  -2.056 2.894  1.556  H111 XI1 27 
XI1 H112 H112 H  0 0 N N N 71.847 0.362  1.077  -1.021 1.613  2.231  H112 XI1 28 
XI1 H161 H161 H  0 0 N N N 73.545 1.066  -0.576 -0.764 -0.555 1.017  H161 XI1 29 
XI1 H162 H162 H  0 0 N N N 74.020 -0.106 -1.851 -1.616 -0.819 -0.524 H162 XI1 30 
XI1 H121 H121 H  0 0 N N N 69.583 0.523  -0.918 -0.509 3.129  -0.368 H121 XI1 31 
XI1 H122 H122 H  0 0 N N N 70.091 1.705  0.335  0.343  3.393  1.173  H122 XI1 32 
XI1 H13  H13  H  0 1 N N N 71.690 2.660  -1.003 1.149  1.049  1.128  H13  XI1 33 
XI1 H151 H151 H  0 0 N N N 71.867 0.419  -3.065 -0.252 0.961  -1.582 H151 XI1 34 
XI1 H152 H152 H  0 0 N N N 72.907 1.874  -2.888 0.783  -0.320 -0.907 H152 XI1 35 
XI1 H19  H19  H  0 1 N N N 71.978 4.295  -1.551 4.215  2.824  -1.508 H19  XI1 36 
XI1 H26  H26  H  0 1 N N N 68.105 3.045  -2.969 2.213  -0.277 0.652  H26  XI1 37 
XI1 H20  H20  H  0 1 N N N 71.264 6.640  -1.438 6.315  1.556  -1.401 H20  XI1 38 
# 
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 
XI1 F1  C2   SING N N 1  
XI1 C2  F3   SING N N 2  
XI1 C2  F4   SING N N 3  
XI1 C2  S5   SING N N 4  
XI1 S5  O6   DOUB N N 5  
XI1 S5  O7   DOUB N N 6  
XI1 S5  N8   SING N N 7  
XI1 N8  C9   SING N N 8  
XI1 C9  C11  SING N N 9  
XI1 C9  C16  SING N N 10 
XI1 C11 C12  SING N N 11 
XI1 C12 C13  SING N N 12 
XI1 C13 C15  SING N N 13 
XI1 C13 O17  SING N N 14 
XI1 C15 C16  SING N N 15 
XI1 O17 C18  SING N N 16 
XI1 C18 C19  SING Y N 17 
XI1 C18 C26  DOUB Y N 18 
XI1 C19 C20  DOUB Y N 19 
XI1 C20 C21  SING Y N 20 
XI1 C21 C22  SING N N 21 
XI1 C21 C24  DOUB Y N 22 
XI1 C22 N23  TRIP N N 23 
XI1 C24 CL25 SING N N 24 
XI1 C24 C26  SING Y N 25 
XI1 N8  H8   SING N N 26 
XI1 C9  H9   SING N N 27 
XI1 C11 H111 SING N N 28 
XI1 C11 H112 SING N N 29 
XI1 C16 H161 SING N N 30 
XI1 C16 H162 SING N N 31 
XI1 C12 H121 SING N N 32 
XI1 C12 H122 SING N N 33 
XI1 C13 H13  SING N N 34 
XI1 C15 H151 SING N N 35 
XI1 C15 H152 SING N N 36 
XI1 C19 H19  SING N N 37 
XI1 C26 H26  SING N N 38 
XI1 C20 H20  SING N N 39 
# 
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 
XI1 InChI            InChI                1.03  "InChI=1S/C14H14ClF3N2O3S/c15-13-7-12(4-1-9(13)8-19)23-11-5-2-10(3-6-11)20-24(21,22)14(16,17)18/h1,4,7,10-11,20H,2-3,5-6H2/t10-,11-" 
XI1 InChIKey         InChI                1.03  AMFHXCAGSKYZAM-XYPYZODXSA-N                                                                                                          
XI1 SMILES_CANONICAL CACTVS               3.385 "FC(F)(F)[S](=O)(=O)N[C@H]1CC[C@@H](CC1)Oc2ccc(C#N)c(Cl)c2"                                                                          
XI1 SMILES           CACTVS               3.385 "FC(F)(F)[S](=O)(=O)N[CH]1CC[CH](CC1)Oc2ccc(C#N)c(Cl)c2"                                                                             
XI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1OC2CCC(CC2)NS(=O)(=O)C(F)(F)F)Cl)C#N"                                                                                     
XI1 SMILES           "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1OC2CCC(CC2)NS(=O)(=O)C(F)(F)F)Cl)C#N"                                                                                     
# 
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 
XI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[4-(3-chloranyl-4-cyano-phenoxy)cyclohexyl]-1,1,1-tris(fluoranyl)methanesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XI1 "Create component" 2015-06-18 EBI  
XI1 "Initial release"  2016-08-23 RCSB 
# 
