data_XME
# 
_chem_comp.id                                    XME 
_chem_comp.name                                  4-[(6-CHLORO-2-NAPHTHALENYL)SULFONYL]-1-[[4-HYDROXYIMINOMETHYL-1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H28 Cl N5 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                        542.050 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XME 
_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        1IQG 
_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 
XME C1   C1   C  0 1 Y N N 8.251  25.443 7.987  -0.636 -0.817 4.188  C1   XME 1  
XME C2   C2   C  0 1 Y N N 8.854  24.164 7.622  -0.800 0.260  3.374  C2   XME 2  
XME C3   C3   C  0 1 Y N N 8.412  24.781 10.506 -0.472 0.691  6.094  C3   XME 3  
XME C4   C4   C  0 1 Y N N 9.021  23.488 10.107 -0.650 1.779  5.222  C4   XME 4  
XME C5   C5   C  0 1 Y N N 9.232  23.194 8.706  -0.809 1.555  3.890  C5   XME 5  
XME C6   C6   C  0 1 Y N N 8.009  25.807 9.387  -0.463 -0.625 5.570  C6   XME 6  
XME CL7  CL7  CL 0 0 N N N 7.299  26.789 13.936 0.069  0.046  9.998  CL7  XME 7  
XME C8   C8   C  0 1 Y N N 7.399  27.101 9.784  -0.286 -1.713 6.441  C8   XME 8  
XME C9   C9   C  0 1 Y N N 8.170  25.137 11.888 -0.305 0.883  7.476  C9   XME 9  
XME C10  C10  C  0 1 Y N N 7.190  27.386 11.185 -0.127 -1.489 7.774  C10  XME 10 
XME C11  C11  C  0 1 Y N N 7.571  26.411 12.246 -0.136 -0.194 8.291  C11  XME 11 
XME S12  S12  S  0 1 N N N 9.094  23.783 5.938  -1.010 0.015  1.641  S12  XME 12 
XME O13  O13  O  0 1 N N N 9.248  25.093 5.112  -1.671 1.178  1.164  O13  XME 13 
XME C14  C14  C  0 1 N N N 5.230  22.817 4.597  1.757  1.035  -0.856 C14  XME 14 
XME O15  O15  O  0 1 N N N 4.271  23.488 4.170  2.105  1.987  -1.522 O15  XME 15 
XME C16  C16  C  0 1 N N N 6.463  23.621 5.132  1.096  1.290  0.470  C16  XME 16 
XME N17  N17  N  0 1 N N S 7.731  22.863 5.361  0.495  0.038  0.952  N17  XME 17 
XME C18  C18  C  0 1 N N N 6.524  20.614 5.190  1.531  -1.420 -0.694 C18  XME 18 
XME C19  C19  C  0 1 N N N 7.531  21.500 5.979  1.286  -1.193 0.798  C19  XME 19 
XME N20  N20  N  0 1 N N N 5.309  21.342 4.653  1.971  -0.189 -1.338 N20  XME 20 
XME O21  O21  O  0 1 N N N 10.326 22.908 5.726  -1.481 -1.317 1.494  O21  XME 21 
XME C22  C22  C  0 1 N N N 4.194  20.460 4.183  2.706  -0.306 -2.600 C22  XME 22 
XME C23  C23  C  0 1 Y N N -0.429 17.910 10.831 -3.875 -0.921 -6.831 C23  XME 23 
XME N24  N24  N  0 1 N N N 1.659  18.479 7.517  -1.062 -0.115 -4.613 N24  XME 24 
XME C25  C25  C  0 1 Y N N 0.705  17.883 8.541  -1.986 -0.051 -5.652 C25  XME 25 
XME C26  C26  C  0 1 Y N N 0.495  18.517 9.884  -2.979 -1.021 -5.787 C26  XME 26 
XME C27  C27  C  0 1 N N N 1.865  17.798 6.119  -0.174 1.041  -4.766 C27  XME 27 
XME C28  C28  C  0 1 Y N N -0.079 16.627 8.265  -1.946 0.987  -6.581 C28  XME 28 
XME C29  C29  C  0 1 N N N 2.454  19.779 7.829  -0.255 -1.318 -4.840 C29  XME 29 
XME C30  C30  C  0 1 N N N 2.978  20.078 5.159  1.723  -0.237 -3.771 C30  XME 30 
XME C31  C31  C  0 1 N N N 1.710  20.870 4.664  2.486  -0.222 -5.070 C31  XME 31 
XME N32  N32  N  0 1 N N N 1.475  22.091 4.946  3.765  -0.217 -5.061 N32  XME 32 
XME O33  O33  O  0 1 N N N 1.119  22.962 4.042  4.482  -0.203 -6.282 O33  XME 33 
XME C34  C34  C  0 1 N N N 2.781  18.503 5.040  0.879  1.035  -3.657 C34  XME 34 
XME N35  N35  N  0 1 Y N N -1.140 16.741 10.534 -3.801 0.074  -7.694 N35  XME 35 
XME C36  C36  C  0 1 Y N N -0.975 16.111 9.287  -2.875 1.011  -7.600 C36  XME 36 
XME C37  C37  C  0 1 N N N 3.336  20.434 6.697  0.793  -1.454 -3.735 C37  XME 37 
XME H1   H1   H  0 1 N N N 7.977  26.138 7.207  -0.635 -1.815 3.775  H1   XME 38 
XME H4   H4   H  0 1 N N N 9.306  22.768 10.860 -0.658 2.788  5.608  H4   XME 39 
XME H5   H5   H  0 1 N N N 9.675  22.248 8.431  -0.945 2.392  3.222  H5   XME 40 
XME H8   H8   H  0 1 N N N 7.114  27.823 9.033  -0.277 -2.721 6.055  H8   XME 41 
XME H9   H9   H  0 1 N N N 8.440  24.441 12.669 -0.310 1.881  7.890  H9   XME 42 
XME H10  H10  H  0 1 N N N 6.747  28.329 11.470 0.008  -2.328 8.441  H10  XME 43 
XME H161 1H16 H  0 0 N N N 6.161  23.981 6.127  0.320  2.047  0.354  H161 XME 44 
XME H162 2H16 H  0 0 N N N 6.685  24.399 4.387  1.843  1.636  1.185  H162 XME 45 
XME H181 1H18 H  0 0 N N N 6.146  19.866 5.903  0.607  -1.759 -1.162 H181 XME 46 
XME H182 2H18 H  0 0 N N N 7.061  20.184 4.332  2.298  -2.184 -0.820 H182 XME 47 
XME H191 1H19 H  0 0 N N N 7.118  21.652 6.987  0.736  -2.038 1.212  H191 XME 48 
XME H192 2H19 H  0 0 N N N 8.502  20.984 5.999  2.240  -1.085 1.315  H192 XME 49 
XME H221 1H22 H  0 0 N N N 4.693  19.494 4.014  3.235  -1.259 -2.626 H221 XME 50 
XME H222 2H22 H  0 0 N N N 3.740  20.981 3.327  3.423  0.510  -2.680 H222 XME 51 
XME H23  H23  H  0 1 N N N -0.571 18.377 11.795 -4.648 -1.667 -6.943 H23  XME 52 
XME H26  H26  H  0 1 N N N 1.027  19.419 10.147 -3.046 -1.838 -5.085 H26  XME 53 
XME H271 1H27 H  0 0 N N N 0.863  17.812 5.666  -0.760 1.958  -4.705 H271 XME 54 
XME H272 2H27 H  0 0 N N N 2.321  16.817 6.318  0.319  0.992  -5.736 H272 XME 55 
XME H28  H28  H  0 1 N N N 0.023  16.116 7.319  -1.192 1.757  -6.510 H28  XME 56 
XME H291 1H29 H  0 0 N N N 3.184  19.469 8.591  -0.902 -2.196 -4.835 H291 XME 57 
XME H292 2H29 H  0 0 N N N 1.709  20.535 8.117  0.243  -1.243 -5.806 H292 XME 58 
XME H31  H31  H  0 1 N N N 0.995  20.346 4.047  1.952  -0.216 -6.009 H31  XME 59 
XME H33  H33  H  0 1 N N N 1.032  23.819 4.444  5.422  -0.200 -6.055 H33  XME 60 
XME H341 1H34 H  0 0 N N N 2.261  18.352 4.082  0.385  1.059  -2.685 H341 XME 61 
XME H342 2H34 H  0 0 N N N 3.780  18.049 5.123  1.522  1.909  -3.761 H342 XME 62 
XME H36  H36  H  0 1 N N N -1.535 15.211 9.081  -2.849 1.809  -8.327 H36  XME 63 
XME H371 1H37 H  0 0 N N N 4.345  20.024 6.853  1.376  -2.362 -3.896 H371 XME 64 
XME H372 2H37 H  0 0 N N N 3.231  21.524 6.803  0.297  -1.506 -2.766 H372 XME 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 
XME C1  C2   SING Y N 1  
XME C1  C6   DOUB Y N 2  
XME C1  H1   SING N N 3  
XME C2  C5   DOUB Y N 4  
XME C2  S12  SING N N 5  
XME C3  C4   DOUB Y N 6  
XME C3  C6   SING Y N 7  
XME C3  C9   SING Y N 8  
XME C4  C5   SING Y N 9  
XME C4  H4   SING N N 10 
XME C5  H5   SING N N 11 
XME C6  C8   SING Y N 12 
XME CL7 C11  SING N N 13 
XME C8  C10  DOUB Y N 14 
XME C8  H8   SING N N 15 
XME C9  C11  DOUB Y N 16 
XME C9  H9   SING N N 17 
XME C10 C11  SING Y N 18 
XME C10 H10  SING N N 19 
XME S12 O13  DOUB N N 20 
XME S12 N17  SING N N 21 
XME S12 O21  DOUB N N 22 
XME C14 O15  DOUB N N 23 
XME C14 C16  SING N N 24 
XME C14 N20  SING N N 25 
XME C16 N17  SING N N 26 
XME C16 H161 SING N N 27 
XME C16 H162 SING N N 28 
XME N17 C19  SING N N 29 
XME C18 C19  SING N N 30 
XME C18 N20  SING N N 31 
XME C18 H181 SING N N 32 
XME C18 H182 SING N N 33 
XME C19 H191 SING N N 34 
XME C19 H192 SING N N 35 
XME N20 C22  SING N N 36 
XME C22 C30  SING N N 37 
XME C22 H221 SING N N 38 
XME C22 H222 SING N N 39 
XME C23 C26  DOUB Y N 40 
XME C23 N35  SING Y N 41 
XME C23 H23  SING N N 42 
XME N24 C25  SING N N 43 
XME N24 C27  SING N N 44 
XME N24 C29  SING N N 45 
XME C25 C26  SING Y N 46 
XME C25 C28  DOUB Y N 47 
XME C26 H26  SING N N 48 
XME C27 C34  SING N N 49 
XME C27 H271 SING N N 50 
XME C27 H272 SING N N 51 
XME C28 C36  SING Y N 52 
XME C28 H28  SING N N 53 
XME C29 C37  SING N N 54 
XME C29 H291 SING N N 55 
XME C29 H292 SING N N 56 
XME C30 C31  SING N N 57 
XME C30 C34  SING N N 58 
XME C30 C37  SING N N 59 
XME C31 N32  DOUB N E 60 
XME C31 H31  SING N N 61 
XME N32 O33  SING N N 62 
XME O33 H33  SING N N 63 
XME C34 H341 SING N N 64 
XME C34 H342 SING N N 65 
XME N35 C36  DOUB Y N 66 
XME C36 H36  SING N N 67 
XME C37 H371 SING N N 68 
XME C37 H372 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 
XME SMILES           ACDLabs              10.04 Clc2ccc1cc(ccc1c2)S(=O)(=O)N3CC(=O)N(CC3)CC5(\C=N\O)CCN(c4ccncc4)CC5                                                                                                                         
XME InChI            InChI                1.02b InChI=1/C26H28ClN5O4S/c27-22-3-1-21-16-24(4-2-20(21)15-22)37(35,36)32-14-13-31(25(33)17-32)19-26(18-29-34)7-11-30(12-8-26)23-5-9-28-10-6-23/h1-6,9-10,15-16,18,34H,7-8,11-14,17,19H2/b29-18+ 
XME InChIKey         InChI                1.02b UELXXBOTHARRQL-RDRPBHBLBH                                                                                                                                                                    
XME SMILES_CANONICAL CACTVS               3.341 O/N=C/C1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                         
XME SMILES           CACTVS               3.341 ON=CC1(CCN(CC1)c2ccncc2)CN3CCN(CC3=O)[S](=O)(=O)c4ccc5cc(Cl)ccc5c4                                                                                                                           
XME SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)[N@]3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)C=NO                                                                                                                      
XME SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)N3CCN(C(=O)C3)CC4(CCN(CC4)c5ccncc5)C=NO                                                                                                                         
# 
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 
XME "SYSTEMATIC NAME" ACDLabs              10.04 "4-({4-[(6-chloronaphthalen-2-yl)sulfonyl]-2-oxopiperazin-1-yl}methyl)-1-pyridin-4-ylpiperidine-4-carbaldehyde oxime"    
XME "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4S)-4-(6-chloronaphthalen-2-yl)sulfonyl-1-[[4-(hydroxyiminomethyl)-1-pyridin-4-yl-piperidin-4-yl]methyl]piperazin-2-one 
# 
