data_XMK
# 
_chem_comp.id                                    XMK 
_chem_comp.name                                  1-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-4-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H29 Cl N4 O2 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                        461.020 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XMK 
_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        1IQM 
_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 
XMK C1   C1   C  0 1 N N N 4.735  19.385 5.422  2.295  -0.766 2.874  C1   XMK 1  
XMK C2   C2   C  0 1 Y N N -0.767 17.623 11.509 -2.137 0.406  9.242  C2   XMK 2  
XMK N3   N3   N  0 1 N N N 1.130  18.320 8.102  -0.424 -0.649 6.171  N3   XMK 3  
XMK C4   C4   C  0 1 Y N N 0.192  17.719 9.147  -1.399 -0.174 7.044  C4   XMK 4  
XMK C5   C5   C  0 1 Y N N 0.147  18.229 10.555 -1.144 -0.068 8.411  C5   XMK 5  
XMK C6   C6   C  0 1 N N N 1.181  17.801 6.638  -1.016 -0.631 4.829  C6   XMK 6  
XMK C7   C7   C  0 1 Y N N -0.739 16.589 8.829  -2.653 0.212  6.573  C7   XMK 7  
XMK C8   C8   C  0 1 N N N 2.087  19.497 8.442  0.664  0.332  6.181  C8   XMK 8  
XMK C9   C9   C  0 1 N N N 3.334  19.249 6.126  1.221  -0.206 3.809  C9   XMK 9  
XMK C10  C10  C  0 1 N N N 2.585  17.872 5.908  0.004  -1.136 3.807  C10  XMK 10 
XMK N11  N11  N  0 1 Y N N -1.618 16.570 11.164 -3.314 0.757  8.759  N11  XMK 11 
XMK C12  C12  C  0 1 Y N N -1.613 16.060 9.866  -3.594 0.671  7.471  C12  XMK 12 
XMK C13  C13  C  0 1 N N N 3.449  19.598 7.661  1.777  -0.119 5.234  C13  XMK 13 
XMK C14  C14  C  0 1 N N N 8.371  25.581 7.919  0.474  1.009  -4.534 C14  XMK 14 
XMK C15  C15  C  0 1 N N N 7.902  24.542 7.168  1.202  0.120  -3.873 C15  XMK 15 
XMK C16  C16  C  0 1 Y N N 8.516  24.777 10.452 -1.232 1.496  -6.281 C16  XMK 16 
XMK S17  S17  S  0 1 N N N 8.230  24.334 5.438  2.323  0.653  -2.622 S17  XMK 17 
XMK C18  C18  C  0 1 Y N N 8.099  25.765 9.417  -0.465 0.562  -5.583 C18  XMK 18 
XMK CL19 CL19 CL 0 0 N N N 7.202  26.474 14.010 -3.330 -0.800 -8.782 CL19 XMK 19 
XMK O20  O20  O  0 1 N N N 7.819  25.582 4.640  3.576  0.071  -2.954 O20  XMK 20 
XMK C21  C21  C  0 1 N N N 4.999  21.788 4.708  2.873  -1.276 0.648  C21  XMK 21 
XMK C22  C22  C  0 1 N N N 5.827  23.099 4.869  2.391  -1.373 -0.802 C22  XMK 22 
XMK N23  N23  N  0 1 N N N 7.343  22.938 4.889  1.857  -0.061 -1.203 N23  XMK 23 
XMK C24  C24  C  0 1 Y N N 7.392  26.974 9.877  -0.589 -0.795 -5.880 C24  XMK 24 
XMK C25  C25  C  0 1 N N N 6.980  20.382 5.311  1.471  0.570  1.117  C25  XMK 25 
XMK C26  C26  C  0 1 N N N 7.888  21.639 5.444  0.901  0.597  -0.299 C26  XMK 26 
XMK C27  C27  C  0 1 Y N N 8.233  25.004 11.858 -2.107 1.073  -7.259 C27  XMK 27 
XMK N28  N28  N  0 1 N N N 5.526  20.648 5.551  1.773  -0.813 1.502  N28  XMK 28 
XMK C29  C29  C  0 1 Y N N 7.111  27.196 11.300 -1.472 -1.207 -6.857 C29  XMK 29 
XMK C30  C30  C  0 1 Y N N 7.528  26.213 12.311 -2.226 -0.275 -7.550 C30  XMK 30 
XMK O31  O31  O  0 1 N N N 9.722  24.078 5.197  2.080  2.042  -2.453 O31  XMK 31 
XMK H11  1H1  H  0 1 N N N 4.488  19.346 4.351  2.567  -1.772 3.194  H11  XMK 32 
XMK H12A 2H1  H  0 0 N N N 5.365  18.588 5.844  3.175  -0.124 2.906  H12A XMK 33 
XMK H2   H2   H  0 1 N N N -0.789 18.000 12.521 -1.949 0.492  10.302 H2   XMK 34 
XMK H5   H5   H  0 1 N N N 0.790  19.042 10.859 -0.184 -0.354 8.813  H5   XMK 35 
XMK H61  1H6  H  0 1 N N N 0.519  18.468 6.067  -1.309 0.386  4.575  H61  XMK 36 
XMK H62  2H6  H  0 1 N N N 0.879  16.743 6.658  -1.895 -1.276 4.812  H62  XMK 37 
XMK H7   H7   H  0 1 N N N -0.762 16.169 7.834  -2.888 0.144  5.521  H7   XMK 38 
XMK H81  1H8  H  0 1 N N N 2.379  19.324 9.488  0.282  1.300  5.856  H81  XMK 39 
XMK H82  2H8  H  0 1 N N N 1.534  20.424 8.232  1.062  0.422  7.192  H82  XMK 40 
XMK H9   H9   H  0 1 N N N 2.693  19.985 5.619  0.923  0.785  3.470  H9   XMK 41 
XMK H101 1H10 H  0 0 N N N 2.400  17.766 4.829  -0.446 -1.143 2.815  H101 XMK 42 
XMK H102 2H10 H  0 0 N N N 3.221  17.068 6.306  0.317  -2.146 4.073  H102 XMK 43 
XMK H12  H12  H  0 1 N N N -2.279 15.246 9.622  -4.569 0.968  7.117  H12  XMK 44 
XMK H131 1H13 H  0 0 N N N 4.132  18.860 8.108  2.143  -1.098 5.543  H131 XMK 45 
XMK H132 2H13 H  0 0 N N N 3.815  20.632 7.748  2.594  0.601  5.262  H132 XMK 46 
XMK H14  H14  H  0 1 N N N 8.976  26.326 7.423  0.569  2.061  -4.306 H14  XMK 47 
XMK H15  H15  H  0 1 N N N 7.292  23.799 7.659  1.107  -0.931 -4.101 H15  XMK 48 
XMK H16  H16  H  0 1 N N N 9.036  23.879 10.152 -1.140 2.548  -6.055 H16  XMK 49 
XMK H211 1H21 H  0 0 N N N 5.069  21.480 3.654  3.207  -2.257 0.985  H211 XMK 50 
XMK H212 2H21 H  0 0 N N N 3.963  21.994 5.015  3.701  -0.570 0.708  H212 XMK 51 
XMK H221 1H22 H  0 0 N N N 5.556  23.504 5.855  1.607  -2.127 -0.879 H221 XMK 52 
XMK H222 2H22 H  0 0 N N N 5.578  23.750 4.018  3.225  -1.643 -1.449 H222 XMK 53 
XMK H24  H24  H  0 1 N N N 7.075  27.710 9.153  0.002  -1.522 -5.344 H24  XMK 54 
XMK H251 1H25 H  0 0 N N N 7.306  19.670 6.083  0.743  0.988  1.812  H251 XMK 55 
XMK H252 2H25 H  0 0 N N N 7.089  19.992 4.288  2.385  1.163  1.150  H252 XMK 56 
XMK H261 1H26 H  0 0 N N N 7.997  21.807 6.526  0.748  1.630  -0.613 H261 XMK 57 
XMK H262 2H26 H  0 0 N N N 8.821  21.423 4.903  -0.047 0.061  -0.323 H262 XMK 58 
XMK H27  H27  H  0 1 N N N 8.546  24.270 12.586 -2.701 1.795  -7.800 H27  XMK 59 
XMK H29  H29  H  0 1 N N N 6.592  28.092 11.608 -1.569 -2.257 -7.088 H29  XMK 60 
# 
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 
XMK C1   C9   SING N N 1  
XMK C1   N28  SING N N 2  
XMK C1   H11  SING N N 3  
XMK C1   H12A SING N N 4  
XMK C2   C5   DOUB Y N 5  
XMK C2   N11  SING Y N 6  
XMK C2   H2   SING N N 7  
XMK N3   C4   SING N N 8  
XMK N3   C6   SING N N 9  
XMK N3   C8   SING N N 10 
XMK C4   C5   SING Y N 11 
XMK C4   C7   DOUB Y N 12 
XMK C5   H5   SING N N 13 
XMK C6   C10  SING N N 14 
XMK C6   H61  SING N N 15 
XMK C6   H62  SING N N 16 
XMK C7   C12  SING Y N 17 
XMK C7   H7   SING N N 18 
XMK C8   C13  SING N N 19 
XMK C8   H81  SING N N 20 
XMK C8   H82  SING N N 21 
XMK C9   C10  SING N N 22 
XMK C9   C13  SING N N 23 
XMK C9   H9   SING N N 24 
XMK C10  H101 SING N N 25 
XMK C10  H102 SING N N 26 
XMK N11  C12  DOUB Y N 27 
XMK C12  H12  SING N N 28 
XMK C13  H131 SING N N 29 
XMK C13  H132 SING N N 30 
XMK C14  C15  DOUB N E 31 
XMK C14  C18  SING N N 32 
XMK C14  H14  SING N N 33 
XMK C15  S17  SING N N 34 
XMK C15  H15  SING N N 35 
XMK C16  C18  DOUB Y N 36 
XMK C16  C27  SING Y N 37 
XMK C16  H16  SING N N 38 
XMK S17  O20  DOUB N N 39 
XMK S17  N23  SING N N 40 
XMK S17  O31  DOUB N N 41 
XMK C18  C24  SING Y N 42 
XMK CL19 C30  SING N N 43 
XMK C21  C22  SING N N 44 
XMK C21  N28  SING N N 45 
XMK C21  H211 SING N N 46 
XMK C21  H212 SING N N 47 
XMK C22  N23  SING N N 48 
XMK C22  H221 SING N N 49 
XMK C22  H222 SING N N 50 
XMK N23  C26  SING N N 51 
XMK C24  C29  DOUB Y N 52 
XMK C24  H24  SING N N 53 
XMK C25  C26  SING N N 54 
XMK C25  N28  SING N N 55 
XMK C25  H251 SING N N 56 
XMK C25  H252 SING N N 57 
XMK C26  H261 SING N N 58 
XMK C26  H262 SING N N 59 
XMK C27  C30  DOUB Y N 60 
XMK C27  H27  SING N N 61 
XMK C29  C30  SING Y N 62 
XMK C29  H29  SING N N 63 
# 
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 
XMK SMILES           ACDLabs              10.04 Clc1ccc(cc1)\C=C\S(=O)(=O)N4CCN(CC3CCN(c2ccncc2)CC3)CC4                                                                                                       
XMK InChI            InChI                1.02b InChI=1/C23H29ClN4O2S/c24-22-3-1-20(2-4-22)9-18-31(29,30)28-16-14-26(15-17-28)19-21-7-12-27(13-8-21)23-5-10-25-11-6-23/h1-6,9-11,18,21H,7-8,12-17,19H2/b18-9+ 
XMK InChIKey         InChI                1.02b ZOSSOFIFNGGDKG-GIJQJNRQBZ                                                                                                                                     
XMK SMILES_CANONICAL CACTVS               3.341 Clc1ccc(cc1)\C=C\[S](=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4                                                                                                     
XMK SMILES           CACTVS               3.341 Clc1ccc(cc1)C=C[S](=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4                                                                                                       
XMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1\C=C\S(=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4)Cl                                                                                                       
XMK SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1C=CS(=O)(=O)N2CCN(CC2)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 
XMK "SYSTEMATIC NAME" ACDLabs              10.04 1-{[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl}-4-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine 
XMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl-4-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine   
# 
