data_XMI
# 
_chem_comp.id                                    XMI 
_chem_comp.name                                  4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H27 Cl N4 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-25 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        499.025 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XMI 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1IQK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
XMI S1   S1   S  0 1 N N N 9.097  23.773 6.153  1.093  0.094  -1.565 S1   XMI 1  
XMI O2   O2   O  0 1 N N N 9.257  25.065 5.314  2.062  -0.862 -1.157 O2   XMI 2  
XMI C3   C3   C  0 1 N N N 5.295  22.910 4.479  -1.995 0.345  0.742  C3   XMI 3  
XMI O4   O4   O  0 1 N N N 4.362  23.592 4.042  -2.744 1.178  1.206  O4   XMI 4  
XMI C5   C5   C  0 1 N N N 6.558  23.673 5.037  -1.418 0.581  -0.623 C5   XMI 5  
XMI N6   N6   N  0 1 N N S 7.724  22.877 5.535  -0.327 -0.375 -0.857 N6   XMI 6  
XMI C7   C7   C  0 1 N N N 6.379  20.720 5.292  -0.770 -1.773 1.083  C7   XMI 7  
XMI C8   C8   C  0 1 N N N 7.355  21.570 6.174  -0.547 -1.767 -0.430 C8   XMI 8  
XMI N9   N9   N  0 1 N N N 5.195  21.497 4.751  -1.718 -0.737 1.469  N9   XMI 9  
XMI O10  O10  O  0 1 N N N 10.363 22.916 5.975  1.184  1.496  -1.356 O10  XMI 10 
XMI C11  C11  C  0 1 N N N 3.898  20.774 4.479  -2.417 -0.896 2.747  C11  XMI 11 
XMI C12  C12  C  0 1 Y N N -0.945 15.934 9.328  2.519  0.093  8.767  C12  XMI 12 
XMI N13  N13  N  0 1 N N N 1.331  18.565 7.554  -0.194 -0.576 6.387  N13  XMI 13 
XMI C14  C14  C  0 1 Y N N 0.450  17.886 8.561  0.548  -0.008 7.417  C14  XMI 14 
XMI C15  C15  C  0 1 Y N N -0.105 16.533 8.329  1.814  -0.497 7.739  C15  XMI 15 
XMI C16  C16  C  0 1 N N N 2.477  19.488 8.010  -1.457 0.167  6.318  C16  XMI 16 
XMI C17  C17  C  0 1 Y N N 0.087  18.533 9.844  0.049  1.067  8.151  C17  XMI 17 
XMI C18  C18  C  0 1 N N N 1.215  18.248 6.046  0.536  -0.309 5.143  C18  XMI 18 
XMI C19  C19  C  0 1 N N N 3.278  19.825 5.549  -1.602 -0.232 3.859  C19  XMI 19 
XMI C20  C20  C  0 1 N N N 3.081  20.477 6.964  -2.330 -0.397 5.197  C20  XMI 20 
XMI N21  N21  N  0 1 Y N N -1.262 16.567 10.517 2.009  1.106  9.442  N21  XMI 21 
XMI C22  C22  C  0 1 Y N N -0.759 17.836 10.772 0.815  1.597  9.168  C22  XMI 22 
XMI C23  C23  C  0 1 N N N 1.920  19.215 5.033  -0.227 -0.901 3.957  C23  XMI 23 
XMI C24  C24  C  0 1 Y N N 8.009  25.312 8.198  0.430  0.905  -4.059 C24  XMI 24 
XMI C25  C25  C  0 1 Y N N 8.822  24.161 7.831  0.912  -0.120 -3.304 C25  XMI 25 
XMI C26  C26  C  0 1 Y N N 8.330  24.752 10.694 0.642  -0.499 -6.039 C26  XMI 26 
XMI C27  C27  C  0 1 Y N N 9.155  23.591 10.294 1.136  -1.534 -5.227 C27  XMI 27 
XMI C28  C28  C  0 1 Y N N 9.385  23.313 8.909  1.263  -1.336 -3.886 C28  XMI 28 
XMI C29  C29  C  0 1 Y N N 7.737  25.647 9.593  0.284  0.737  -5.447 C29  XMI 29 
XMI CL30 CL30 CL 0 0 N N N 6.923  26.574 14.135 -0.165 0.147  -9.896 CL30 XMI 30 
XMI C31  C31  C  0 1 Y N N 6.912  26.804 9.993  -0.209 1.773  -6.259 C31  XMI 31 
XMI C32  C32  C  0 1 Y N N 8.051  25.081 12.088 0.490  -0.669 -7.425 C32  XMI 32 
XMI C33  C33  C  0 1 Y N N 6.676  27.074 11.381 -0.337 1.575  -7.599 C33  XMI 33 
XMI C34  C34  C  0 1 Y N N 7.239  26.220 12.446 0.013  0.358  -8.182 C34  XMI 34 
XMI H51  1H5  H  0 1 N N N 6.185  24.195 5.931  -1.034 1.600  -0.685 H51  XMI 35 
XMI H52  2H5  H  0 1 N N N 6.936  24.295 4.212  -2.192 0.435  -1.376 H52  XMI 36 
XMI H71  1H7  H  0 1 N N N 5.973  19.928 5.938  -1.159 -2.746 1.384  H71  XMI 37 
XMI H72  2H7  H  0 1 N N N 6.949  20.331 4.435  0.179  -1.596 1.586  H72  XMI 38 
XMI H81  1H8  H  0 1 N N N 6.841  21.794 7.120  -1.426 -2.172 -0.933 H81  XMI 39 
XMI H82  2H8  H  0 1 N N N 8.275  20.989 6.332  0.326  -2.370 -0.675 H82  XMI 40 
XMI H111 1H11 H  0 0 N N N 4.156  20.092 3.655  -3.398 -0.426 2.686  H111 XMI 41 
XMI H112 2H11 H  0 0 N N N 3.147  21.558 4.300  -2.535 -1.957 2.967  H112 XMI 42 
XMI H12  H12  H  0 1 N N N -1.346 14.948 9.144  3.500  -0.278 9.023  H12  XMI 43 
XMI H15  H15  H  0 1 N N N 0.120  16.001 7.416  2.237  -1.326 7.191  H15  XMI 44 
XMI H161 1H16 H  0 0 N N N 3.303  18.806 8.261  -1.248 1.219  6.121  H161 XMI 45 
XMI H162 2H16 H  0 0 N N N 2.082  20.101 8.834  -1.983 0.076  7.269  H162 XMI 46 
XMI H17  H17  H  0 1 N N N 0.456  19.521 10.079 -0.926 1.473  7.932  H17  XMI 47 
XMI H181 1H18 H  0 0 N N N 0.142  18.343 5.822  0.640  0.766  5.007  H181 XMI 48 
XMI H182 2H18 H  0 0 N N N 1.661  17.254 5.897  1.525  -0.764 5.200  H182 XMI 49 
XMI H19  H19  H  0 1 N N N 4.019  19.025 5.691  -1.479 0.827  3.639  H19  XMI 50 
XMI H201 1H20 H  0 0 N N N 4.072  20.782 7.330  -3.277 0.143  5.165  H201 XMI 51 
XMI H202 2H20 H  0 0 N N N 2.396  21.331 6.859  -2.520 -1.454 5.380  H202 XMI 52 
XMI H22  H22  H  0 1 N N N -1.014 18.318 11.704 0.434  2.427  9.745  H22  XMI 53 
XMI H231 1H23 H  0 0 N N N 1.234  20.060 4.874  -0.353 -1.973 4.103  H231 XMI 54 
XMI H232 2H23 H  0 0 N N N 2.133  18.645 4.116  0.330  -0.721 3.038  H232 XMI 55 
XMI H24  H24  H  0 1 N N N 7.596  25.934 7.418  0.162  1.842  -3.594 H24  XMI 56 
XMI H27  H27  H  0 1 N N N 9.585  22.951 11.050 1.412  -2.482 -5.664 H27  XMI 57 
XMI H28  H28  H  0 1 N N N 9.988  22.458 8.641  1.643  -2.133 -3.264 H28  XMI 58 
XMI H31  H31  H  0 1 N N N 6.485  27.448 9.238  -0.485 2.721  -5.821 H31  XMI 59 
XMI H32  H32  H  0 1 N N N 8.461  24.459 12.870 0.755  -1.607 -7.890 H32  XMI 60 
XMI H33  H33  H  0 1 N N N 6.070  27.925 11.655 -0.717 2.373  -8.220 H33  XMI 61 
# 
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 
XMI S1   O2   DOUB N N 1  
XMI S1   N6   SING N N 2  
XMI S1   O10  DOUB N N 3  
XMI S1   C25  SING N N 4  
XMI C3   O4   DOUB N N 5  
XMI C3   C5   SING N N 6  
XMI C3   N9   SING N N 7  
XMI C5   N6   SING N N 8  
XMI C5   H51  SING N N 9  
XMI C5   H52  SING N N 10 
XMI N6   C8   SING N N 11 
XMI C7   C8   SING N N 12 
XMI C7   N9   SING N N 13 
XMI C7   H71  SING N N 14 
XMI C7   H72  SING N N 15 
XMI C8   H81  SING N N 16 
XMI C8   H82  SING N N 17 
XMI N9   C11  SING N N 18 
XMI C11  C19  SING N N 19 
XMI C11  H111 SING N N 20 
XMI C11  H112 SING N N 21 
XMI C12  C15  DOUB Y N 22 
XMI C12  N21  SING Y N 23 
XMI C12  H12  SING N N 24 
XMI N13  C14  SING N N 25 
XMI N13  C16  SING N N 26 
XMI N13  C18  SING N N 27 
XMI C14  C15  SING Y N 28 
XMI C14  C17  DOUB Y N 29 
XMI C15  H15  SING N N 30 
XMI C16  C20  SING N N 31 
XMI C16  H161 SING N N 32 
XMI C16  H162 SING N N 33 
XMI C17  C22  SING Y N 34 
XMI C17  H17  SING N N 35 
XMI C18  C23  SING N N 36 
XMI C18  H181 SING N N 37 
XMI C18  H182 SING N N 38 
XMI C19  C20  SING N N 39 
XMI C19  C23  SING N N 40 
XMI C19  H19  SING N N 41 
XMI C20  H201 SING N N 42 
XMI C20  H202 SING N N 43 
XMI N21  C22  DOUB Y N 44 
XMI C22  H22  SING N N 45 
XMI C23  H231 SING N N 46 
XMI C23  H232 SING N N 47 
XMI C24  C25  SING Y N 48 
XMI C24  C29  DOUB Y N 49 
XMI C24  H24  SING N N 50 
XMI C25  C28  DOUB Y N 51 
XMI C26  C27  DOUB Y N 52 
XMI C26  C29  SING Y N 53 
XMI C26  C32  SING Y N 54 
XMI C27  C28  SING Y N 55 
XMI C27  H27  SING N N 56 
XMI C28  H28  SING N N 57 
XMI C29  C31  SING Y N 58 
XMI CL30 C34  SING N N 59 
XMI C31  C33  DOUB Y N 60 
XMI C31  H31  SING N N 61 
XMI C32  C34  DOUB Y N 62 
XMI C32  H32  SING N N 63 
XMI C33  C34  SING Y N 64 
XMI C33  H33  SING N N 65 
# 
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 
XMI SMILES           ACDLabs              10.04 Clc2ccc1cc(ccc1c2)S(=O)(=O)N3CC(=O)N(CC3)CC5CCN(c4ccncc4)CC5                                                                                                             
XMI InChI            InChI                1.02b InChI=1/C25H27ClN4O3S/c26-22-3-1-21-16-24(4-2-20(21)15-22)34(32,33)30-14-13-29(25(31)18-30)17-19-7-11-28(12-8-19)23-5-9-27-10-6-23/h1-6,9-10,15-16,19H,7-8,11-14,17-18H2 
XMI InChIKey         InChI                1.02b BKWIJYNQPXKNMH-UHFFFAOYAO                                                                                                                                                
XMI SMILES_CANONICAL CACTVS               3.341 Clc1ccc2cc(ccc2c1)[S](=O)(=O)N3CCN(CC4CCN(CC4)c5ccncc5)C(=O)C3                                                                                                           
XMI SMILES           CACTVS               3.341 Clc1ccc2cc(ccc2c1)[S](=O)(=O)N3CCN(CC4CCN(CC4)c5ccncc5)C(=O)C3                                                                                                           
XMI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@]3CCN(C(=O)C3)CC4CCN(CC4)c5ccncc5                                                                                                        
XMI SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(=O)C3)CC4CCN(CC4)c5ccncc5                                                                                                           
# 
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 
XMI "SYSTEMATIC NAME" ACDLabs              10.04 4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one    
XMI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one 
# 
