data_XMG
# 
_chem_comp.id                                    XMG 
_chem_comp.name                                  "4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[1-(4-PYRIDINYL)-4-PIPERIDINYL] METHYL]-2-PIPERAZINECARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H29 Cl N4 O4 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                        529.051 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XMG 
_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        1IQI 
_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 
XMG C1   C1   C  0 1 N N N 4.555  20.755 5.182  -1.721  -0.333 0.864  C1   XMG 1  
XMG S2   S2   S  0 1 N N N 9.486  23.943 5.742  2.640   2.761  -1.045 S2   XMG 2  
XMG O3   O3   O  0 1 N N N 9.776  25.254 4.987  3.191   3.601  -0.040 O3   XMG 3  
XMG C4   C4   C  0 1 N N N 5.710  22.915 4.729  -0.578  0.674  -0.934 C4   XMG 4  
XMG C5   C5   C  0 1 N N N 6.908  23.804 5.113  0.074   1.951  -1.473 C5   XMG 5  
XMG N6   N6   N  0 1 N N N 8.174  23.076 5.128  1.115   2.377  -0.525 N6   XMG 6  
XMG C7   C7   C  0 1 N N S 7.007  20.927 5.669  0.065   1.142  1.294  C7   XMG 7  
XMG C8   C8   C  0 1 N N N 8.094  21.897 5.952  0.759   2.450  0.902  C8   XMG 8  
XMG N9   N9   N  0 1 N N N 5.702  21.633 5.501  -1.092  0.918  0.419  N9   XMG 9  
XMG O10  O10  O  0 1 N N N 10.579 22.905 5.636  2.504   3.102  -2.418 O10  XMG 10 
XMG C11  C11  C  0 1 Y N N 8.337  25.406 7.727  4.287   0.957  0.115  C11  XMG 11 
XMG C12  C12  C  0 1 Y N N 9.093  24.256 7.374  3.597   1.282  -1.011 C12  XMG 12 
XMG C13  C13  C  0 1 Y N N 8.513  24.658 10.139 5.091   -1.055 -1.001 C13  XMG 13 
XMG C14  C14  C  0 1 Y N N 9.272  23.507 9.753  4.369   -0.683 -2.148 C14  XMG 14 
XMG C15  C15  C  0 1 Y N N 9.551  23.319 8.407  3.640   0.466  -2.141 C15  XMG 15 
XMG C16  C16  C  0 1 Y N N 8.022  25.653 9.079  5.047   -0.225 0.148  C16  XMG 16 
XMG CL17 CL17 CL 0 0 N N N 7.174  26.199 13.555 7.486   -4.019 0.193  CL17 XMG 17 
XMG C18  C18  C  0 1 Y N N 7.253  26.814 9.509  5.769   -0.597 1.295  C18  XMG 18 
XMG C19  C19  C  0 1 Y N N 8.210  24.893 11.485 5.855   -2.234 -0.970 C19  XMG 19 
XMG C20  C20  C  0 1 Y N N 6.989  26.987 10.896 6.499   -1.745 1.288  C20  XMG 20 
XMG C21  C21  C  0 1 Y N N 7.472  26.019 11.875 6.542   -2.562 0.159  C21  XMG 21 
XMG C22  C22  C  0 1 N N N 7.151  20.300 7.111  -0.398  1.229  2.725  C22  XMG 22 
XMG O23  O23  O  0 1 N N N 6.674  21.078 7.991  -1.504  1.642  2.978  O23  XMG 23 
XMG O24  O24  O  0 1 N N N 8.176  19.582 7.264  0.419   0.847  3.719  O24  XMG 24 
XMG C25  C25  C  0 1 Y N N -0.195 17.153 10.070 -8.677  -2.196 -1.591 C25  XMG 25 
XMG N26  N26  N  0 1 N N N 2.753  17.669 7.650  -5.941  -0.915 0.495  N26  XMG 26 
XMG C27  C27  C  0 1 Y N N 1.508  17.163 8.246  -7.191  -1.067 -0.097 C27  XMG 27 
XMG C28  C28  C  0 1 Y N N 1.019  17.680 9.529  -7.422  -2.075 -1.033 C28  XMG 28 
XMG C29  C29  C  0 1 N N N 3.289  17.148 6.318  -5.081  -1.964 -0.063 C29  XMG 29 
XMG C30  C30  C  0 1 Y N N 0.710  16.118 7.581  -8.245  -0.212 0.227  C30  XMG 30 
XMG C31  C31  C  0 1 N N N 3.577  18.736 8.338  -5.412  0.374  0.036  C31  XMG 31 
XMG C32  C32  C  0 1 N N N 3.851  19.648 5.928  -3.076  -0.496 0.173  C32  XMG 32 
XMG C33  C33  C  0 1 N N N 4.097  18.171 5.462  -3.678  -1.856 0.538  C33  XMG 33 
XMG N34  N34  N  0 1 Y N N -0.935 16.171 9.435  -9.649  -1.366 -1.259 N34  XMG 34 
XMG C35  C35  C  0 1 Y N N -0.489 15.666 8.216  -9.469  -0.396 -0.382 C35  XMG 35 
XMG C36  C36  C  0 1 N N N 4.205  19.821 7.435  -4.027  0.610  0.642  C36  XMG 36 
XMG H11A 1H1  H  0 0 N N N 5.088  20.107 4.471  -1.078  -1.175 0.606  H11A XMG 37 
XMG H12  2H1  H  0 1 N N N 3.744  21.482 5.030  -1.865  -0.303 1.944  H12  XMG 38 
XMG H41  1H4  H  0 1 N N N 5.791  22.672 3.659  -1.400  0.382  -1.587 H41  XMG 39 
XMG H42  2H4  H  0 1 N N N 4.781  23.463 4.944  0.162   -0.126 -0.903 H42  XMG 40 
XMG H51  1H5  H  0 1 N N N 6.729  24.180 6.131  -0.678  2.735  -1.569 H51  XMG 41 
XMG H52  2H5  H  0 1 N N N 6.985  24.618 4.377  0.523   1.751  -2.446 H52  XMG 42 
XMG H7   H7   H  0 1 N N N 7.052  20.276 4.784  0.765   0.313  1.189  H7   XMG 43 
XMG H81  1H8  H  0 1 N N N 7.880  22.274 6.963  0.084   3.289  1.069  H81  XMG 44 
XMG H82  2H8  H  0 1 N N N 9.043  21.356 5.825  1.662   2.580  1.499  H82  XMG 45 
XMG H11  H11  H  0 1 N N N 8.004  26.090 6.961  4.248   1.601  0.981  H11  XMG 46 
XMG H14  H14  H  0 1 N N N 9.619  22.801 10.493 4.392   -1.305 -3.030 H14  XMG 47 
XMG H15  H15  H  0 1 N N N 10.125 22.454 8.109  3.086   0.750  -3.023 H15  XMG 48 
XMG H18  H18  H  0 1 N N N 6.890  27.531 8.787  5.745   0.026  2.177  H18  XMG 49 
XMG H19  H19  H  0 1 N N N 8.550  24.195 12.236 5.897   -2.876 -1.838 H19  XMG 50 
XMG H20  H20  H  0 1 N N N 6.424  27.845 11.228 7.052   -2.029 2.171  H20  XMG 51 
XMG H24  H24  H  0 1 N N N 8.530  19.716 8.135  0.123   0.903  4.638  H24  XMG 52 
XMG H25  H25  H  0 1 N N N -0.550 17.538 11.015 -8.867  -2.976 -2.313 H25  XMG 53 
XMG H28  H28  H  0 1 N N N 1.567  18.447 10.056 -6.632  -2.757 -1.310 H28  XMG 54 
XMG H291 1H29 H  0 0 N N N 2.404  16.886 5.719  -5.021  -1.847 -1.145 H291 XMG 55 
XMG H292 2H29 H  0 0 N N N 3.959  16.304 6.541  -5.502  -2.941 0.173  H292 XMG 56 
XMG H30  H30  H  0 1 N N N 1.024  15.703 6.635  -8.104  0.583  0.944  H30  XMG 57 
XMG H311 1H31 H  0 0 N N N 4.427  18.203 8.789  -5.335  0.367  -1.052 H311 XMG 58 
XMG H312 2H31 H  0 0 N N N 2.912  19.251 9.048  -6.084  1.173  0.346  H312 XMG 59 
XMG H32  H32  H  0 1 N N N 2.781  19.770 5.706  -2.945  -0.433 -0.907 H32  XMG 60 
XMG H331 1H33 H  0 0 N N N 3.763  18.082 4.418  -3.049  -2.652 0.139  H331 XMG 61 
XMG H332 2H33 H  0 0 N N N 5.169  17.944 5.562  -3.738  -1.949 1.623  H332 XMG 62 
XMG H35  H35  H  0 1 N N N -1.074 14.900 7.729  -10.290 0.261  -0.137 H35  XMG 63 
XMG H361 1H36 H  0 0 N N N 5.298  19.733 7.528  -4.098  0.592  1.730  H361 XMG 64 
XMG H362 2H36 H  0 0 N N N 3.832  20.802 7.766  -3.647  1.579  0.317  H362 XMG 65 
# 
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 
XMG C1   N9   SING N N 1  
XMG C1   C32  SING N N 2  
XMG C1   H11A SING N N 3  
XMG C1   H12  SING N N 4  
XMG S2   O3   DOUB N N 5  
XMG S2   N6   SING N N 6  
XMG S2   O10  DOUB N N 7  
XMG S2   C12  SING N N 8  
XMG C4   C5   SING N N 9  
XMG C4   N9   SING N N 10 
XMG C4   H41  SING N N 11 
XMG C4   H42  SING N N 12 
XMG C5   N6   SING N N 13 
XMG C5   H51  SING N N 14 
XMG C5   H52  SING N N 15 
XMG N6   C8   SING N N 16 
XMG C7   C8   SING N N 17 
XMG C7   N9   SING N N 18 
XMG C7   C22  SING N N 19 
XMG C7   H7   SING N N 20 
XMG C8   H81  SING N N 21 
XMG C8   H82  SING N N 22 
XMG C11  C12  SING Y N 23 
XMG C11  C16  DOUB Y N 24 
XMG C11  H11  SING N N 25 
XMG C12  C15  DOUB Y N 26 
XMG C13  C14  DOUB Y N 27 
XMG C13  C16  SING Y N 28 
XMG C13  C19  SING Y N 29 
XMG C14  C15  SING Y N 30 
XMG C14  H14  SING N N 31 
XMG C15  H15  SING N N 32 
XMG C16  C18  SING Y N 33 
XMG CL17 C21  SING N N 34 
XMG C18  C20  DOUB Y N 35 
XMG C18  H18  SING N N 36 
XMG C19  C21  DOUB Y N 37 
XMG C19  H19  SING N N 38 
XMG C20  C21  SING Y N 39 
XMG C20  H20  SING N N 40 
XMG C22  O23  DOUB N N 41 
XMG C22  O24  SING N N 42 
XMG O24  H24  SING N N 43 
XMG C25  C28  DOUB Y N 44 
XMG C25  N34  SING Y N 45 
XMG C25  H25  SING N N 46 
XMG N26  C27  SING N N 47 
XMG N26  C29  SING N N 48 
XMG N26  C31  SING N N 49 
XMG C27  C28  SING Y N 50 
XMG C27  C30  DOUB Y N 51 
XMG C28  H28  SING N N 52 
XMG C29  C33  SING N N 53 
XMG C29  H291 SING N N 54 
XMG C29  H292 SING N N 55 
XMG C30  C35  SING Y N 56 
XMG C30  H30  SING N N 57 
XMG C31  C36  SING N N 58 
XMG C31  H311 SING N N 59 
XMG C31  H312 SING N N 60 
XMG C32  C33  SING N N 61 
XMG C32  C36  SING N N 62 
XMG C32  H32  SING N N 63 
XMG C33  H331 SING N N 64 
XMG C33  H332 SING N N 65 
XMG N34  C35  DOUB Y N 66 
XMG C35  H35  SING N N 67 
XMG C36  H361 SING N N 68 
XMG C36  H362 SING N N 69 
# 
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 
XMG SMILES           ACDLabs              10.04 Clc2ccc1cc(ccc1c2)S(=O)(=O)N5CC(C(=O)O)N(CC4CCN(c3ccncc3)CC4)CC5                                                                                                                                              
XMG InChI            InChI                1.02b InChI=1/C26H29ClN4O4S/c27-22-3-1-21-16-24(4-2-20(21)15-22)36(34,35)31-14-13-30(25(18-31)26(32)33)17-19-7-11-29(12-8-19)23-5-9-28-10-6-23/h1-6,9-10,15-16,19,25H,7-8,11-14,17-18H2,(H,32,33)/t25-/m0/s1/f/h32H 
XMG InChIKey         InChI                1.02b QLUPDKQDBWRPGQ-AQYSXWTQDD                                                                                                                                                                                     
XMG SMILES_CANONICAL CACTVS               3.341 OC(=O)[C@@H]1CN(CCN1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                                         
XMG SMILES           CACTVS               3.341 OC(=O)[CH]1CN(CCN1CC2CCN(CC2)c3ccncc3)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                                           
XMG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@@]3CC[N@]([C@@H](C3)C(=O)O)CC4CCN(CC4)c5ccncc5                                                                                                                                
XMG SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(C3)C(=O)O)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 
XMG "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylic acid"     
XMG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,2S,4R)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine-2-carboxylic acid" 
# 
