data_XMJ
# 
_chem_comp.id                                    XMJ 
_chem_comp.name                                  4-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 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                     2001-07-27 
_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                        475.003 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XMJ 
_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        1IQL 
_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 
XMJ C1   C1   C  0 1 N N N 7.749  24.589 8.284  0.972  0.563  -4.353  C1   XMJ 1  
XMJ C2   C2   C  0 1 N N N 8.877  23.989 7.847  0.640  -0.415 -3.522  C2   XMJ 2  
XMJ C3   C3   C  0 1 Y N N 7.751  24.238 10.873 1.085  1.441  -6.680  C3   XMJ 3  
XMJ S4   S4   S  0 1 N N N 9.083  23.551 6.183  0.921  -0.235 -1.792  S4   XMJ 4  
XMJ C5   C5   C  0 1 Y N N 7.583  25.106 9.686  0.737  0.413  -5.804  C5   XMJ 5  
XMJ CL6  CL6  CL 0 0 N N N 7.052  26.750 14.000 0.021  -0.046 -10.228 CL6  XMJ 6  
XMJ O7   O7   O  0 1 N N N 9.284  24.827 5.341  1.656  -1.386 -1.399  O7   XMJ 7  
XMJ C8   C8   C  0 1 N N N 5.341  22.535 4.395  -1.952 0.738  0.598   C8   XMJ 8  
XMJ O9   O9   O  0 1 N N N 4.394  23.145 3.877  -2.475 1.725  1.072   O9   XMJ 9  
XMJ C10  C10  C  0 1 N N N 6.565  23.381 4.948  -1.380 0.825  -0.786  C10  XMJ 10 
XMJ N11  N11  N  0 1 N N S 7.720  22.647 5.565  -0.547 -0.359 -1.037  N11  XMJ 11 
XMJ C12  C12  C  0 1 Y N N 7.251  26.522 9.910  0.166  -0.758 -6.303  C12  XMJ 12 
XMJ C13  C13  C  0 1 N N N 6.607  20.426 5.184  -1.239 -1.603 0.934   C13  XMJ 13 
XMJ C14  C14  C  0 1 N N N 7.383  21.335 6.181  -1.068 -1.660 -0.584  C14  XMJ 14 
XMJ C15  C15  C  0 1 Y N N 7.588  24.760 12.191 0.863  1.295  -8.034  C15  XMJ 15 
XMJ N16  N16  N  0 1 N N N 5.417  21.099 4.531  -1.910 -0.373 1.333   N16  XMJ 16 
XMJ C17  C17  C  0 1 Y N N 7.091  27.032 11.246 -0.055 -0.891 -7.658  C17  XMJ 17 
XMJ C18  C18  C  0 1 Y N N 7.256  26.153 12.395 0.297  0.130  -8.524  C18  XMJ 18 
XMJ O19  O19  O  0 1 N N N 10.323 22.643 6.110  1.339  1.109  -1.606  O19  XMJ 19 
XMJ C20  C20  C  0 1 N N N 4.328  20.222 4.036  -2.586 -0.357 2.633   C20  XMJ 20 
XMJ C21  C21  C  0 1 Y N N -1.080 16.315 8.968  2.630  -0.489 8.494   C21  XMJ 21 
XMJ N22  N22  N  0 1 N N N 1.630  18.460 7.254  -0.238 -0.531 6.202   N22  XMJ 22 
XMJ C23  C23  C  0 1 Y N N 0.755  17.879 8.278  0.648  -0.143 7.202   C23  XMJ 23 
XMJ C24  C24  C  0 1 Y N N -0.243 16.850 7.929  1.776  -0.908 7.495   C24  XMJ 24 
XMJ C25  C25  C  0 1 N N N 1.503  17.995 5.789  -1.296 0.483  6.159   C25  XMJ 25 
XMJ C26  C26  C  0 1 Y N N 0.832  18.300 9.691  0.433  1.024  7.935   C26  XMJ 26 
XMJ C27  C27  C  0 1 N N N 2.672  19.532 7.619  0.495  -0.450 4.934   C27  XMJ 27 
XMJ C28  C28  C  0 1 N N N 3.236  19.820 5.057  -1.606 0.108  3.711   C28  XMJ 28 
XMJ C29  C29  C  0 1 N N N 2.618  18.410 4.772  -2.311 0.126  5.071   C29  XMJ 29 
XMJ N30  N30  N  0 1 Y N N -0.987 16.730 10.290 2.388  0.619  9.169   N30  XMJ 30 
XMJ C31  C31  C  0 1 Y N N -0.056 17.696 10.644 1.331  1.370  8.922   C31  XMJ 31 
XMJ C32  C32  C  0 1 N N N 3.752  19.914 6.537  -0.420 -0.858 3.779   C32  XMJ 32 
XMJ H1   H1   H  0 1 N N N 6.927  24.703 7.593  1.414  1.470  -3.969  H1   XMJ 33 
XMJ H2   H2   H  0 1 N N N 9.669  23.777 8.550  0.198  -1.322 -3.906  H2   XMJ 34 
XMJ H3   H3   H  0 1 N N N 8.000  23.196 10.740 1.527  2.350  -6.300  H3   XMJ 35 
XMJ H101 1H10 H  0 0 N N N 6.141  23.972 5.773  -0.773 1.727  -0.874  H101 XMJ 36 
XMJ H102 2H10 H  0 0 N N N 6.970  23.943 4.093  -2.190 0.856  -1.514  H102 XMJ 37 
XMJ H12  H12  H  0 1 N N N 7.126  27.183 9.065  -0.104 -1.557 -5.630  H12  XMJ 38 
XMJ H131 1H13 H  0 0 N N N 6.216  19.577 5.763  -1.832 -2.457 1.261   H131 XMJ 39 
XMJ H132 2H13 H  0 0 N N N 7.304  20.123 4.389  -0.258 -1.646 1.408   H132 XMJ 40 
XMJ H141 1H14 H  0 0 N N N 6.744  21.516 7.058  -2.032 -1.854 -1.056  H141 XMJ 41 
XMJ H142 2H14 H  0 0 N N N 8.315  20.829 6.473  -0.364 -2.450 -0.846  H142 XMJ 42 
XMJ H15  H15  H  0 1 N N N 7.714  24.109 13.044 1.133  2.090  -8.713  H15  XMJ 43 
XMJ H17  H17  H  0 1 N N N 6.847  28.073 11.397 -0.497 -1.797 -8.046  H17  XMJ 44 
XMJ H201 1H20 H  0 0 N N N 4.819  19.281 3.748  -3.434 0.326  2.592   H201 XMJ 45 
XMJ H202 2H20 H  0 0 N N N 3.825  20.761 3.220  -2.939 -1.360 2.871   H202 XMJ 46 
XMJ H21  H21  H  0 1 N N N -1.809 15.561 8.711  3.506  -1.075 8.727   H21  XMJ 47 
XMJ H24  H24  H  0 1 N N N -0.343 16.505 6.911  1.979  -1.816 6.947   H24  XMJ 48 
XMJ H251 1H25 H  0 0 N N N 0.596  18.496 5.420  -0.857 1.456  5.940   H251 XMJ 49 
XMJ H252 2H25 H  0 0 N N N 1.491  16.895 5.809  -1.799 0.522  7.125   H252 XMJ 50 
XMJ H26  H26  H  0 1 N N N 1.544  19.050 10.003 -0.429 1.643  7.738   H26  XMJ 51 
XMJ H271 1H27 H  0 0 N N N 3.248  19.092 8.446  0.840  0.572  4.780   H271 XMJ 52 
XMJ H272 2H27 H  0 0 N N N 2.113  20.452 7.847  1.354  -1.120 4.969   H272 XMJ 53 
XMJ H28  H28  H  0 1 N N N 2.427  20.555 4.929  -1.249 1.110  3.472   H28  XMJ 54 
XMJ H291 1H29 H  0 0 N N N 2.149  18.457 3.778  -3.108 0.870  5.059   H291 XMJ 55 
XMJ H292 2H29 H  0 0 N N N 3.426  17.665 4.828  -2.733 -0.857 5.275   H292 XMJ 56 
XMJ H31  H31  H  0 1 N N N 0.003  18.006 11.677 1.171  2.270  9.497   H31  XMJ 57 
XMJ H321 1H32 H  0 0 N N N 4.575  19.190 6.636  -0.785 -1.871 3.944   H321 XMJ 58 
XMJ H322 2H32 H  0 0 N N N 4.065  20.952 6.722  0.135  -0.818 2.842   H322 XMJ 59 
# 
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 
XMJ C1  C2   DOUB N E 1  
XMJ C1  C5   SING N N 2  
XMJ C1  H1   SING N N 3  
XMJ C2  S4   SING N N 4  
XMJ C2  H2   SING N N 5  
XMJ C3  C5   DOUB Y N 6  
XMJ C3  C15  SING Y N 7  
XMJ C3  H3   SING N N 8  
XMJ S4  O7   DOUB N N 9  
XMJ S4  N11  SING N N 10 
XMJ S4  O19  DOUB N N 11 
XMJ C5  C12  SING Y N 12 
XMJ CL6 C18  SING N N 13 
XMJ C8  O9   DOUB N N 14 
XMJ C8  C10  SING N N 15 
XMJ C8  N16  SING N N 16 
XMJ C10 N11  SING N N 17 
XMJ C10 H101 SING N N 18 
XMJ C10 H102 SING N N 19 
XMJ N11 C14  SING N N 20 
XMJ C12 C17  DOUB Y N 21 
XMJ C12 H12  SING N N 22 
XMJ C13 C14  SING N N 23 
XMJ C13 N16  SING N N 24 
XMJ C13 H131 SING N N 25 
XMJ C13 H132 SING N N 26 
XMJ C14 H141 SING N N 27 
XMJ C14 H142 SING N N 28 
XMJ C15 C18  DOUB Y N 29 
XMJ C15 H15  SING N N 30 
XMJ N16 C20  SING N N 31 
XMJ C17 C18  SING Y N 32 
XMJ C17 H17  SING N N 33 
XMJ C20 C28  SING N N 34 
XMJ C20 H201 SING N N 35 
XMJ C20 H202 SING N N 36 
XMJ C21 C24  DOUB Y N 37 
XMJ C21 N30  SING Y N 38 
XMJ C21 H21  SING N N 39 
XMJ N22 C23  SING N N 40 
XMJ N22 C25  SING N N 41 
XMJ N22 C27  SING N N 42 
XMJ C23 C24  SING Y N 43 
XMJ C23 C26  DOUB Y N 44 
XMJ C24 H24  SING N N 45 
XMJ C25 C29  SING N N 46 
XMJ C25 H251 SING N N 47 
XMJ C25 H252 SING N N 48 
XMJ C26 C31  SING Y N 49 
XMJ C26 H26  SING N N 50 
XMJ C27 C32  SING N N 51 
XMJ C27 H271 SING N N 52 
XMJ C27 H272 SING N N 53 
XMJ C28 C29  SING N N 54 
XMJ C28 C32  SING N N 55 
XMJ C28 H28  SING N N 56 
XMJ C29 H291 SING N N 57 
XMJ C29 H292 SING N N 58 
XMJ N30 C31  DOUB Y N 59 
XMJ C31 H31  SING N N 60 
XMJ C32 H321 SING N N 61 
XMJ C32 H322 SING N N 62 
# 
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 
XMJ SMILES           ACDLabs              10.04 Clc1ccc(cc1)\C=C\S(=O)(=O)N2CC(=O)N(CC2)CC4CCN(c3ccncc3)CC4                                                                                                         
XMJ InChI            InChI                1.02b InChI=1/C23H27ClN4O3S/c24-21-3-1-19(2-4-21)9-16-32(30,31)28-15-14-27(23(29)18-28)17-20-7-12-26(13-8-20)22-5-10-25-11-6-22/h1-6,9-11,16,20H,7-8,12-15,17-18H2/b16-9+ 
XMJ InChIKey         InChI                1.02b QLHUDNKWOSQSMK-CXUHLZMHBD                                                                                                                                           
XMJ SMILES_CANONICAL CACTVS               3.341 Clc1ccc(cc1)\C=C\[S](=O)(=O)N2CCN(CC3CCN(CC3)c4ccncc4)C(=O)C2                                                                                                       
XMJ SMILES           CACTVS               3.341 Clc1ccc(cc1)C=C[S](=O)(=O)N2CCN(CC3CCN(CC3)c4ccncc4)C(=O)C2                                                                                                         
XMJ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1\C=C\S(=O)(=O)[N@]2CCN(C(=O)C2)CC3CCN(CC3)c4ccncc4)Cl                                                                                                      
XMJ SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C=CS(=O)(=O)N2CCN(C(=O)C2)CC3CCN(CC3)c4ccncc4)Cl                                                                                                           
# 
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 
XMJ "SYSTEMATIC NAME" ACDLabs              10.04 4-{[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl}-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one    
XMJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S)-4-[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazin-2-one 
# 
