data_XMF
# 
_chem_comp.id                                    XMF 
_chem_comp.name                                  4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[4-HYDROXYMETHYL-1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE 
_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                     XMF 
_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        1IQH 
_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 
XMF C1   C1   C  0 1 Y N N 7.957  25.160 8.200  0.543  0.875  4.009  C1   XMF 1  
XMF C2   C2   C  0 1 Y N N 8.619  23.925 7.833  0.806  -0.175 3.186  C2   XMF 2  
XMF C3   C3   C  0 1 Y N N 8.117  24.527 10.697 0.628  -0.640 5.915  C3   XMF 3  
XMF C4   C4   C  0 1 Y N N 8.791  23.271 10.301 0.904  -1.700 5.034  C4   XMF 4  
XMF C5   C5   C  0 1 Y N N 9.030  22.987 8.912  0.989  -1.459 3.697  C5   XMF 5  
XMF C6   C6   C  0 1 Y N N 7.685  25.507 9.591  0.442  0.665  5.395  C6   XMF 6  
XMF CL7  CL7  CL 0 0 N N N 6.860  26.543 14.082 0.150  -0.060 9.837  CL7  XMF 7  
XMF C8   C8   C  0 1 Y N N 7.012  26.760 9.978  0.167  1.725  6.276  C8   XMF 8  
XMF C9   C9   C  0 1 Y N N 7.842  24.887 12.086 0.533  -0.849 7.301  C9   XMF 9  
XMF C10  C10  C  0 1 Y N N 6.775  27.051 11.349 0.083  1.486  7.613  C10  XMF 10 
XMF C11  C11  C  0 1 Y N N 7.180  26.132 12.417 0.265  0.201  8.125  C11  XMF 11 
XMF S12  S12  S  0 1 N N N 8.916  23.568 6.153  0.924  0.091  1.448  S12  XMF 12 
XMF O13  O13  O  0 1 N N N 8.934  24.872 5.331  1.703  -0.985 0.945  O13  XMF 13 
XMF C14  C14  C  0 1 N N N 5.278  22.208 4.616  -1.852 1.208  -0.793 C14  XMF 14 
XMF C15  C15  C  0 1 N N N 6.301  23.131 5.366  -1.529 1.014  0.689  C15  XMF 15 
XMF N16  N16  N  0 1 N N R 7.676  22.540 5.511  -0.591 -0.113 0.812  N16  XMF 16 
XMF C17  C17  C  0 1 N N N 6.515  20.175 5.605  -1.787 -1.256 -0.954 C17  XMF 17 
XMF O18  O18  O  0 1 N N N 6.626  18.983 5.899  -2.041 -2.244 -1.611 O18  XMF 18 
XMF C19  C19  C  0 1 N N N 7.701  21.130 5.981  -1.054 -1.429 0.347  C19  XMF 19 
XMF N20  N20  N  0 1 N N N 5.359  20.737 4.951  -2.163 -0.066 -1.424 N20  XMF 20 
XMF O21  O21  O  0 1 N N N 10.266 22.862 5.981  1.226  1.470  1.289  O21  XMF 21 
XMF C22  C22  C  0 1 N N N 4.188  19.875 4.568  -2.950 -0.040 -2.660 C22  XMF 22 
XMF C23  C23  C  0 1 Y N N -0.510 17.630 11.185 3.497  1.016  -7.007 C23  XMF 23 
XMF N24  N24  N  0 1 N N N 1.561  18.001 7.874  0.745  -0.025 -4.812 N24  XMF 24 
XMF C25  C25  C  0 1 Y N N 0.558  17.518 8.897  1.632  0.030  -5.883 C25  XMF 25 
XMF C26  C26  C  0 1 Y N N 0.460  18.126 10.250 2.639  0.995  -5.928 C26  XMF 26 
XMF C27  C27  C  0 1 N N N 1.654  17.350 6.448  -0.168 -1.140 -5.080 C27  XMF 27 
XMF C28  C28  C  0 1 Y N N -0.385 16.407 8.614  1.542  -0.880 -6.935 C28  XMF 28 
XMF C29  C29  C  0 1 N N N 2.526  19.173 8.219  -0.046 1.208  -4.856 C29  XMF 29 
XMF C30  C30  C  0 1 N N N 3.065  19.482 5.611  -2.008 0.027  -3.863 C30  XMF 30 
XMF C31  C31  C  0 1 N N N 1.796  20.375 5.276  -2.826 0.192  -5.146 C31  XMF 31 
XMF O32  O32  O  0 1 N N N 1.980  21.786 5.349  -3.652 1.352  -5.037 O32  XMF 32 
XMF C33  C33  C  0 1 N N N 2.727  17.941 5.434  -1.184 -1.262 -3.943 C33  XMF 33 
XMF N34  N34  N  0 1 Y N N -1.373 16.591 10.881 3.376  0.140  -7.987 N34  XMF 34 
XMF C35  C35  C  0 1 Y N N -1.316 15.995 9.631  2.437  -0.787 -7.980 C35  XMF 35 
XMF C36  C36  C  0 1 N N N 3.562  19.614 7.118  -1.055 1.216  -3.706 C36  XMF 36 
XMF H1   H1   H  0 1 N N N 7.656  25.844 7.421  0.408  1.865  3.599  H1   XMF 37 
XMF H4   H4   H  0 1 N N N 9.104  22.566 11.057 1.047  -2.700 5.416  H4   XMF 38 
XMF H5   H5   H  0 1 N N N 9.523  22.064 8.644  1.200  -2.275 3.023  H5   XMF 39 
XMF H18  H18  H  0 1 N N N 6.698  27.459 9.217  0.023  2.725  5.893  H18  XMF 40 
XMF H9   H9   H  0 1 N N N 8.137  24.215 12.878 0.672  -1.838 7.712  H9   XMF 41 
XMF H10  H10  H  0 1 N N N 6.282  27.976 11.611 -0.128 2.302  8.287  H10  XMF 42 
XMF H141 1H14 H  0 0 N N N 5.521  22.291 3.546  -0.992 1.655  -1.292 H141 XMF 43 
XMF H142 2H14 H  0 0 N N N 4.267  22.552 4.880  -2.708 1.875  -0.889 H142 XMF 44 
XMF H151 1H15 H  0 0 N N N 5.909  23.279 6.383  -1.070 1.919  1.087  H151 XMF 45 
XMF H152 2H15 H  0 0 N N N 6.394  24.067 4.795  -2.444 0.793  1.239  H152 XMF 46 
XMF H191 1H19 H  0 0 N N N 7.640  21.213 7.076  -0.197 -2.087 0.202  H191 XMF 47 
XMF H192 2H19 H  0 0 N N N 8.609  20.678 5.555  -1.728 -1.861 1.087  H192 XMF 48 
XMF H221 1H22 H  0 0 N N N 4.663  18.907 4.349  -3.600 0.834  -2.658 H221 XMF 49 
XMF H222 2H22 H  0 0 N N N 3.668  20.422 3.768  -3.557 -0.943 -2.723 H222 XMF 50 
XMF H23  H23  H  0 1 N N N -0.569 18.085 12.163 4.280  1.760  -7.051 H23  XMF 51 
XMF H26  H26  H  0 1 N N N 1.116  18.938 10.528 2.744  1.715  -5.130 H26  XMF 52 
XMF H271 1H27 H  0 0 N N N 0.680  17.554 5.980  0.401  -2.066 -5.157 H271 XMF 53 
XMF H272 2H27 H  0 0 N N N 1.908  16.290 6.598  -0.694 -0.961 -6.018 H272 XMF 54 
XMF H28  H28  H  0 1 N N N -0.372 15.913 7.654  0.777  -1.642 -6.936 H28  XMF 55 
XMF H291 1H29 H  0 0 N N N 3.139  18.800 9.052  0.617  2.068  -4.762 H291 XMF 56 
XMF H292 2H29 H  0 0 N N N 1.898  20.050 8.435  -0.578 1.263  -5.805 H292 XMF 57 
XMF H311 1H31 H  0 0 N N N 1.050  20.132 6.047  -3.452 -0.687 -5.293 H311 XMF 58 
XMF H312 2H31 H  0 0 N N N 1.493  20.138 4.245  -2.151 0.304  -5.995 H312 XMF 59 
XMF H32  H32  H  0 1 N N N 2.021  22.054 6.260  -4.150 1.419  -5.864 H32  XMF 60 
XMF H331 1H33 H  0 0 N N N 2.285  17.840 4.432  -0.659 -1.417 -3.000 H331 XMF 61 
XMF H332 2H33 H  0 0 N N N 3.662  17.379 5.579  -1.847 -2.106 -4.135 H332 XMF 62 
XMF H35  H35  H  0 1 N N N -1.999 15.188 9.411  2.371  -1.484 -8.802 H35  XMF 63 
XMF H361 1H36 H  0 0 N N N 4.419  18.931 7.216  -1.625 2.145  -3.728 H361 XMF 64 
XMF H362 2H36 H  0 0 N N N 3.801  20.673 7.295  -0.526 1.136  -2.756 H362 XMF 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 
XMF C1  C2   SING Y N 1  
XMF C1  C6   DOUB Y N 2  
XMF C1  H1   SING N N 3  
XMF C2  C5   DOUB Y N 4  
XMF C2  S12  SING N N 5  
XMF C3  C4   DOUB Y N 6  
XMF C3  C6   SING Y N 7  
XMF C3  C9   SING Y N 8  
XMF C4  C5   SING Y N 9  
XMF C4  H4   SING N N 10 
XMF C5  H5   SING N N 11 
XMF C6  C8   SING Y N 12 
XMF CL7 C11  SING N N 13 
XMF C8  C10  DOUB Y N 14 
XMF C8  H18  SING N N 15 
XMF C9  C11  DOUB Y N 16 
XMF C9  H9   SING N N 17 
XMF C10 C11  SING Y N 18 
XMF C10 H10  SING N N 19 
XMF S12 O13  DOUB N N 20 
XMF S12 N16  SING N N 21 
XMF S12 O21  DOUB N N 22 
XMF C14 C15  SING N N 23 
XMF C14 N20  SING N N 24 
XMF C14 H141 SING N N 25 
XMF C14 H142 SING N N 26 
XMF C15 N16  SING N N 27 
XMF C15 H151 SING N N 28 
XMF C15 H152 SING N N 29 
XMF N16 C19  SING N N 30 
XMF C17 O18  DOUB N N 31 
XMF C17 C19  SING N N 32 
XMF C17 N20  SING N N 33 
XMF C19 H191 SING N N 34 
XMF C19 H192 SING N N 35 
XMF N20 C22  SING N N 36 
XMF C22 C30  SING N N 37 
XMF C22 H221 SING N N 38 
XMF C22 H222 SING N N 39 
XMF C23 C26  DOUB Y N 40 
XMF C23 N34  SING Y N 41 
XMF C23 H23  SING N N 42 
XMF N24 C25  SING N N 43 
XMF N24 C27  SING N N 44 
XMF N24 C29  SING N N 45 
XMF C25 C26  SING Y N 46 
XMF C25 C28  DOUB Y N 47 
XMF C26 H26  SING N N 48 
XMF C27 C33  SING N N 49 
XMF C27 H271 SING N N 50 
XMF C27 H272 SING N N 51 
XMF C28 C35  SING Y N 52 
XMF C28 H28  SING N N 53 
XMF C29 C36  SING N N 54 
XMF C29 H291 SING N N 55 
XMF C29 H292 SING N N 56 
XMF C30 C31  SING N N 57 
XMF C30 C33  SING N N 58 
XMF C30 C36  SING N N 59 
XMF C31 O32  SING N N 60 
XMF C31 H311 SING N N 61 
XMF C31 H312 SING N N 62 
XMF O32 H32  SING N N 63 
XMF C33 H331 SING N N 64 
XMF C33 H332 SING N N 65 
XMF N34 C35  DOUB Y N 66 
XMF C35 H35  SING N N 67 
XMF C36 H361 SING N N 68 
XMF 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 
XMF SMILES           ACDLabs              10.04 Clc2ccc1cc(ccc1c2)S(=O)(=O)N3CC(=O)N(CC3)CC5(CCN(c4ccncc4)CC5)CO                                                                                                               
XMF 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(33)17-31)18-26(19-32)7-11-29(12-8-26)23-5-9-28-10-6-23/h1-6,9-10,15-16,32H,7-8,11-14,17-19H2 
XMF InChIKey         InChI                1.02b ZRGAURKJCJQBQS-UHFFFAOYAZ                                                                                                                                                      
XMF SMILES_CANONICAL CACTVS               3.341 OCC1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                               
XMF SMILES           CACTVS               3.341 OCC1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                               
XMF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@@]3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)CO                                                                                                         
XMF SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)CO                                                                                                             
# 
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 
XMF "SYSTEMATIC NAME" ACDLabs              10.04 4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-{[4-(hydroxymethyl)-1-pyridin-4-ylpiperidin-4-yl]methyl}piperazin-2-one     
XMF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[[4-(hydroxymethyl)-1-pyridin-4-yl-piperidin-4-yl]methyl]piperazin-2-one 
# 
