data_XMB
# 
_chem_comp.id                                    XMB 
_chem_comp.name                                  4-[(2R)-3-[[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]AMINO]-1-OXO-2-[[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]AMINO]PROPYL]-THIOMORPHOLINE-1,1-DIOXIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H34 Cl N5 O5 S2" 
_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                        620.183 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XMB 
_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        1IQE 
_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 
XMB C1   C1   C  0 1 N N N 7.485  20.552 6.963  0.585  -1.653 -1.183 C1   XMB 1  
XMB O2   O2   O  0 1 N N N 6.672  21.235 7.584  1.341  -1.637 -2.131 O2   XMB 2  
XMB N3   N3   N  0 1 N N N 7.954  19.377 7.511  -0.140 -2.758 -0.917 N3   XMB 3  
XMB C4   C4   C  0 1 N N N 8.769  19.399 8.783  0.074  -3.976 -1.702 C4   XMB 4  
XMB C5   C5   C  0 1 N N N 10.272 19.379 8.457  0.567  -5.096 -0.783 C5   XMB 5  
XMB S6   S6   S  0 1 N N N 10.673 17.894 7.499  -0.675 -5.404 0.505  S6   XMB 6  
XMB O7   O7   O  0 1 N N N 10.279 16.545 8.205  -0.136 -6.307 1.461  O7   XMB 7  
XMB O8   O8   O  0 1 N N N 12.207 17.854 7.129  -1.920 -5.697 -0.114 O8   XMB 8  
XMB C9   C9   C  0 1 N N N 8.161  18.169 6.640  -1.134 -2.735 0.157  C9   XMB 9  
XMB C10  C10  C  0 1 N N N 9.599  18.150 6.090  -0.753 -3.745 1.236  C10  XMB 10 
XMB C11  C11  C  0 1 Y N N 8.321  25.607 7.905  -4.161 2.531  0.644  C11  XMB 11 
XMB C12  C12  C  0 1 Y N N 8.790  24.424 7.338  -3.403 2.374  -0.476 C12  XMB 12 
XMB C13  C13  C  0 1 Y N N 8.400  24.517 10.110 -6.042 1.520  -0.528 C13  XMB 13 
XMB C14  C14  C  0 1 Y N N 8.869  23.342 9.515  -5.229 1.375  -1.665 C14  XMB 14 
XMB C15  C15  C  0 1 Y N N 9.068  23.288 8.128  -3.936 1.797  -1.627 C15  XMB 15 
XMB C16  C16  C  0 1 Y N N 8.119  25.678 9.280  -5.500 2.107  0.643  C16  XMB 16 
XMB C17  C17  C  0 1 Y N N 7.653  26.854 9.861  -6.313 2.253  1.781  C17  XMB 17 
XMB C18  C18  C  0 1 Y N N 8.195  24.604 11.479 -7.380 1.090  -0.528 C18  XMB 18 
XMB C19  C19  C  0 1 Y N N 7.458  26.918 11.230 -7.605 1.830  1.744  C19  XMB 19 
XMB C20  C20  C  0 1 Y N N 7.726  25.807 12.030 -8.139 1.252  0.591  C20  XMB 20 
XMB CL21 CL21 CL 0 0 N N N 7.465  25.924 13.750 -9.793 0.726  0.586  CL21 XMB 21 
XMB S22  S22  S  0 1 N N N 9.041  24.361 5.599  -1.724 2.908  -0.470 S22  XMB 22 
XMB O23  O23  O  0 1 N N N 8.015  25.288 4.835  -1.380 3.116  -1.833 O23  XMB 23 
XMB N24  N24  N  0 1 N N N 8.869  22.739 5.130  -0.800 1.632  0.038  N24  XMB 24 
XMB C25  C25  C  0 1 N N S 7.420  20.748 5.426  0.458  -0.438 -0.300 C25  XMB 25 
XMB C26  C26  C  0 1 N N N 7.531  22.204 4.969  -0.718 0.417  -0.777 C26  XMB 26 
XMB N27  N27  N  0 1 N N N 6.244  20.045 4.819  1.696  0.349  -0.370 N27  XMB 27 
XMB O28  O28  O  0 1 N N N 10.517 24.803 5.220  -1.633 3.884  0.559  O28  XMB 28 
XMB C29  C29  C  0 1 N N N 4.877  20.641 4.902  2.623  -0.234 0.610  C29  XMB 29 
XMB C30  C30  C  0 1 Y N N 0.351  16.155 10.092 10.095 1.693  -0.820 C30  XMB 30 
XMB N31  N31  N  0 1 N N N 2.428  17.629 7.257  6.837  0.422  0.300  N31  XMB 31 
XMB C32  C32  C  0 1 Y N N 1.448  16.802 8.021  8.056  1.094  0.275  C32  XMB 32 
XMB C33  C33  C  0 1 Y N N 1.286  16.954 9.417  8.895  1.012  -0.836 C33  XMB 33 
XMB C34  C34  C  0 1 N N N 2.626  17.504 5.763  6.218  0.720  1.596  C34  XMB 34 
XMB C35  C35  C  0 1 Y N N 0.636  15.834 7.382  8.467  1.870  1.358  C35  XMB 35 
XMB C36  C36  C  0 1 N N N 3.294  18.664 7.932  5.997  1.035  -0.736 C36  XMB 36 
XMB C37  C37  C  0 1 N N N 3.863  19.764 5.674  3.941  0.543  0.590  C37  XMB 37 
XMB C38  C38  C  0 1 N N N 3.648  18.394 5.016  4.862  0.018  1.695  C38  XMB 38 
XMB N39  N39  N  0 1 Y N N -0.382 15.262 9.448  10.451 2.413  0.227  N39  XMB 39 
XMB C40  C40  C  0 1 Y N N -0.269 15.083 8.142  9.684  2.515  1.297  C40  XMB 40 
XMB C41  C41  C  0 1 N N N 4.293  19.523 7.122  4.630  0.350  -0.765 C41  XMB 41 
XMB H41  1H4  H  0 1 N N N 8.521  18.510 9.382  -0.863 -4.276 -2.170 H41  XMB 42 
XMB H42  2H4  H  0 1 N N N 8.534  20.314 9.347  0.820  -3.784 -2.473 H42  XMB 43 
XMB H51  1H5  H  0 1 N N N 10.847 19.373 9.395  0.720  -6.004 -1.366 H51  XMB 44 
XMB H52  2H5  H  0 1 N N N 10.530 20.273 7.869  1.507  -4.799 -0.318 H52  XMB 45 
XMB H91  1H9  H  0 1 N N N 7.455  18.208 5.798  -1.176 -1.737 0.593  H91  XMB 46 
XMB H92  2H9  H  0 1 N N N 7.989  17.260 7.235  -2.111 -2.994 -0.253 H92  XMB 47 
XMB H101 1H10 H  0 0 N N N 9.728  17.355 5.341  -1.500 -3.731 2.029  H101 XMB 48 
XMB H102 2H10 H  0 0 N N N 9.835  19.103 5.593  0.222  -3.483 1.648  H102 XMB 49 
XMB H11  H11  H  0 1 N N N 8.115  26.464 7.281  -3.734 2.981  1.529  H11  XMB 50 
XMB H14  H14  H  0 1 N N N 9.078  22.475 10.124 -5.629 0.930  -2.564 H14  XMB 51 
XMB H15  H15  H  0 1 N N N 9.432  22.382 7.667  -3.313 1.684  -2.502 H15  XMB 52 
XMB H17  H17  H  0 1 N N N 7.444  27.716 9.244  -5.913 2.698  2.680  H17  XMB 53 
XMB H18  H18  H  0 1 N N N 8.394  23.754 12.115 -7.805 0.637  -1.411 H18  XMB 54 
XMB H19  H19  H  0 1 N N N 7.097  27.831 11.680 -8.228 1.943  2.619  H19  XMB 55 
XMB H24  H24  H  0 1 N N N 9.321  22.649 4.242  -0.313 1.688  0.875  H24  XMB 56 
XMB H25  H25  H  0 1 N N N 8.329  20.265 5.037  0.285  -0.753 0.729  H25  XMB 57 
XMB H261 1H26 H  0 0 N N N 7.284  22.238 3.898  -1.643 -0.150 -0.678 H261 XMB 58 
XMB H262 2H26 H  0 0 N N N 6.839  22.811 5.571  -0.569 0.690  -1.822 H262 XMB 59 
XMB H27  H27  H  0 1 N N N 6.448  19.961 3.844  2.095  0.182  -1.281 H27  XMB 60 
XMB H291 1H29 H  0 0 N N N 4.503  20.739 3.872  2.182  -0.177 1.605  H291 XMB 61 
XMB H292 2H29 H  0 0 N N N 4.957  21.608 5.420  2.812  -1.277 0.355  H292 XMB 62 
XMB H30  H30  H  0 1 N N N 0.227  16.271 11.159 10.751 1.635  -1.676 H30  XMB 63 
XMB H33  H33  H  0 1 N N N 1.876  17.678 9.959  8.610  0.425  -1.696 H33  XMB 64 
XMB H341 1H34 H  0 0 N N N 1.660  17.838 5.355  6.077  1.796  1.692  H341 XMB 65 
XMB H342 2H34 H  0 0 N N N 2.950  16.467 5.590  6.868  0.368  2.397  H342 XMB 66 
XMB H35  H35  H  0 1 N N N 0.714  15.676 6.316  7.845  1.958  2.237  H35  XMB 67 
XMB H361 1H36 H  0 0 N N N 3.951  18.058 8.572  5.868  2.095  -0.517 H361 XMB 68 
XMB H362 2H36 H  0 0 N N N 2.598  19.376 8.400  6.480  0.922  -1.707 H362 XMB 69 
XMB H37  H37  H  0 1 N N N 2.923  20.334 5.652  3.743  1.602  0.753  H37  XMB 70 
XMB H381 1H38 H  0 0 N N N 3.246  18.576 4.008  4.417  0.223  2.669  H381 XMB 71 
XMB H382 2H38 H  0 0 N N N 4.613  17.867 4.999  4.999  -1.057 1.575  H382 XMB 72 
XMB H40  H40  H  0 1 N N N -0.886 14.344 7.653  10.013 3.114  2.133  H40  XMB 73 
XMB H411 1H41 H  0 0 N N N 5.244  18.971 7.090  4.759  -0.714 -0.959 H411 XMB 74 
XMB H412 2H41 H  0 0 N N N 4.384  20.500 7.618  4.018  0.793  -1.551 H412 XMB 75 
# 
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 
XMB C1  O2   DOUB N N 1  
XMB C1  N3   SING N N 2  
XMB C1  C25  SING N N 3  
XMB N3  C4   SING N N 4  
XMB N3  C9   SING N N 5  
XMB C4  C5   SING N N 6  
XMB C4  H41  SING N N 7  
XMB C4  H42  SING N N 8  
XMB C5  S6   SING N N 9  
XMB C5  H51  SING N N 10 
XMB C5  H52  SING N N 11 
XMB S6  O7   DOUB N N 12 
XMB S6  O8   DOUB N N 13 
XMB S6  C10  SING N N 14 
XMB C9  C10  SING N N 15 
XMB C9  H91  SING N N 16 
XMB C9  H92  SING N N 17 
XMB C10 H101 SING N N 18 
XMB C10 H102 SING N N 19 
XMB C11 C12  DOUB Y N 20 
XMB C11 C16  SING Y N 21 
XMB C11 H11  SING N N 22 
XMB C12 C15  SING Y N 23 
XMB C12 S22  SING N N 24 
XMB C13 C14  SING Y N 25 
XMB C13 C16  DOUB Y N 26 
XMB C13 C18  SING Y N 27 
XMB C14 C15  DOUB Y N 28 
XMB C14 H14  SING N N 29 
XMB C15 H15  SING N N 30 
XMB C16 C17  SING Y N 31 
XMB C17 C19  DOUB Y N 32 
XMB C17 H17  SING N N 33 
XMB C18 C20  DOUB Y N 34 
XMB C18 H18  SING N N 35 
XMB C19 C20  SING Y N 36 
XMB C19 H19  SING N N 37 
XMB C20 CL21 SING N N 38 
XMB S22 O23  DOUB N N 39 
XMB S22 N24  SING N N 40 
XMB S22 O28  DOUB N N 41 
XMB N24 C26  SING N N 42 
XMB N24 H24  SING N N 43 
XMB C25 C26  SING N N 44 
XMB C25 N27  SING N N 45 
XMB C25 H25  SING N N 46 
XMB C26 H261 SING N N 47 
XMB C26 H262 SING N N 48 
XMB N27 C29  SING N N 49 
XMB N27 H27  SING N N 50 
XMB C29 C37  SING N N 51 
XMB C29 H291 SING N N 52 
XMB C29 H292 SING N N 53 
XMB C30 C33  DOUB Y N 54 
XMB C30 N39  SING Y N 55 
XMB C30 H30  SING N N 56 
XMB N31 C32  SING N N 57 
XMB N31 C34  SING N N 58 
XMB N31 C36  SING N N 59 
XMB C32 C33  SING Y N 60 
XMB C32 C35  DOUB Y N 61 
XMB C33 H33  SING N N 62 
XMB C34 C38  SING N N 63 
XMB C34 H341 SING N N 64 
XMB C34 H342 SING N N 65 
XMB C35 C40  SING Y N 66 
XMB C35 H35  SING N N 67 
XMB C36 C41  SING N N 68 
XMB C36 H361 SING N N 69 
XMB C36 H362 SING N N 70 
XMB C37 C38  SING N N 71 
XMB C37 C41  SING N N 72 
XMB C37 H37  SING N N 73 
XMB C38 H381 SING N N 74 
XMB C38 H382 SING N N 75 
XMB N39 C40  DOUB Y N 76 
XMB C40 H40  SING N N 77 
XMB C41 H411 SING N N 78 
XMB C41 H412 SING N N 79 
# 
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 
XMB SMILES           ACDLabs              10.04 O=S5(=O)CCN(C(=O)C(NCC2CCN(c1ccncc1)CC2)CNS(=O)(=O)c4cc3ccc(Cl)cc3cc4)CC5 
XMB InChI            InChI                1.02b 
InChI=1/C28H34ClN5O5S2/c29-24-3-1-23-18-26(4-2-22(23)17-24)41(38,39)32-20-27(28(35)34-13-15-40(36,37)16-14-34)31-19-21-7-11-33(12-8-21)25-5-9-30-10-6-25/h1-6,9-10,17-18,21,27,31-32H,7-8,11-16,19-20H2/t27-/m0/s1 
XMB InChIKey         InChI                1.02b PCKATVPAEVWNGE-MHZLTWQEBO 
XMB SMILES_CANONICAL CACTVS               3.341 Clc1ccc2cc(ccc2c1)[S](=O)(=O)NC[C@H](NCC3CCN(CC3)c4ccncc4)C(=O)N5CC[S](=O)(=O)CC5 
XMB SMILES           CACTVS               3.341 Clc1ccc2cc(ccc2c1)[S](=O)(=O)NC[CH](NCC3CCN(CC3)c4ccncc4)C(=O)N5CC[S](=O)(=O)CC5 
XMB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)NC[C@@H](C(=O)N3CCS(=O)(=O)CC3)NCC4CCN(CC4)c5ccncc5 
XMB SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)NCC(C(=O)N3CCS(=O)(=O)CC3)NCC4CCN(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 
XMB "SYSTEMATIC NAME" ACDLabs              10.04 6-chloro-N-[(2S)-3-(1,1-dioxidothiomorpholin-4-yl)-3-oxo-2-{[(1-pyridin-4-ylpiperidin-4-yl)methyl]amino}propyl]naphthalene-2-sulfonamide 
XMB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 6-chloro-N-[(2S)-3-(1,1-dioxo-1,4-thiazinan-4-yl)-3-oxo-2-[(1-pyridin-4-ylpiperidin-4-yl)methylamino]propyl]naphthalene-2-sulfonamide    
# 
