data_L08
# 
_chem_comp.id                                    L08 
_chem_comp.name                                  1-ACETYL-4-(4-{4-[(2-ETHOXYPHENYL)THIO]-3-NITROPHENYL}PYRIDIN-2-YL)PIPERAZINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H26 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                     2003-11-11 
_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                        478.563 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     L08 
_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        1RD4 
_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 
L08 O4   O4   O 0  1 N N N 1.290  -2.597  -7.052  3.183  4.356  -0.368 O4   L08 1  
L08 N3   N3   N 1  1 N N N 2.156  -3.381  -6.693  3.548  3.203  -0.516 N3   L08 2  
L08 C11  C11  C 0  1 Y N N 2.049  -4.793  -6.919  2.573  2.097  -0.391 C11  L08 3  
L08 C10  C10  C 0  1 Y N N 3.229  -5.687  -6.861  2.988  0.781  -0.570 C10  L08 4  
L08 C15  C15  C 0  1 Y N N 3.029  -7.140  -7.106  2.074  -0.261 -0.452 C15  L08 5  
L08 C14  C14  C 0  1 Y N N 1.744  -7.697  -7.392  0.754  0.009  -0.163 C14  L08 6  
L08 C13  C13  C 0  1 Y N N 0.542  -6.851  -7.462  0.335  1.328  0.012  C13  L08 7  
L08 C12  C12  C 0  1 Y N N 0.708  -5.424  -7.226  1.253  2.371  -0.106 C12  L08 8  
L08 C16  C16  C 0  1 Y N N -0.809 -7.493  -7.763  -1.085 1.620  0.323  C16  L08 9  
L08 C8   C8   C 0  1 Y N N -1.887 -6.801  -8.473  -1.428 2.616  1.246  C8   L08 10 
L08 C35  C35  C 0  1 Y N N -3.112 -7.534  -8.679  -2.758 2.859  1.509  C35  L08 11 
L08 N20  N20  N 0  1 Y N N -3.281 -8.894  -8.206  -3.708 2.168  0.905  N20  L08 12 
L08 C18  C18  C 0  1 Y N N -2.355 -9.552  -7.570  -3.430 1.217  0.025  C18  L08 13 
L08 N1   N1   N 0  1 N N N -2.520 -10.903 -7.087  -4.467 0.519  -0.584 N1   L08 14 
L08 C19  C19  C 0  1 N N N -3.302 -10.987 -5.864  -5.717 1.066  -0.044 C19  L08 15 
L08 C20  C20  C 0  1 N N N -4.414 -11.963 -6.092  -6.910 0.356  -0.692 C20  L08 16 
L08 N2   N2   N 0  1 N N N -3.849 -13.246 -6.662  -6.766 -1.091 -0.469 N2   L08 17 
L08 C21  C21  C 0  1 N N N -3.062 -13.109 -7.965  -5.467 -1.710 -0.781 C21  L08 18 
L08 C22  C22  C 0  1 N N N -1.899 -12.036 -7.794  -4.363 -0.872 -0.128 C22  L08 19 
L08 C23  C23  C 0  1 N N N -4.897 -14.193 -6.872  -7.790 -1.827 0.006  C23  L08 20 
L08 O2   O2   O 0  1 N N N -4.890 -15.321 -6.292  -8.852 -1.298 0.257  O2   L08 21 
L08 C24  C24  C 0  1 N N N -6.083 -13.861 -7.806  -7.616 -3.308 0.225  C24  L08 22 
L08 C17  C17  C 0  1 Y N N -1.019 -8.855  -7.307  -2.114 0.915  -0.301 C17  L08 23 
L08 S1   S1   S 0  1 N N N 4.869  -4.979  -6.493  4.676  0.433  -0.939 S1   L08 24 
L08 C1   C1   C 0  1 Y N N 5.770  -6.298  -5.788  4.648  -1.327 -0.869 C1   L08 25 
L08 C2   C2   C 0  1 Y N N 6.444  -7.273  -6.697  4.631  -1.977 0.364  C2   L08 26 
L08 C3   C3   C 0  1 Y N N 7.210  -8.394  -6.069  4.609  -3.361 0.413  C3   L08 27 
L08 C4   C4   C 0  1 Y N N 7.268  -8.494  -4.578  4.610  -4.095 -0.759 C4   L08 28 
L08 C5   C5   C 0  1 Y N N 6.573  -7.495  -3.713  4.632  -3.451 -1.983 C5   L08 29 
L08 C6   C6   C 0  1 Y N N 5.832  -6.407  -4.318  4.654  -2.071 -2.041 C6   L08 30 
L08 O7   O7   O 0  1 N N N 6.307  -7.069  -8.149  4.630  -1.254 1.516  O7   L08 31 
L08 C9   C9   C 0  1 N N N 6.369  -8.212  -9.106  4.604  -2.193 2.593  C9   L08 32 
L08 C33  C33  C 0  1 N N N 5.806  -7.728  -10.470 4.601  -1.441 3.925  C33  L08 33 
L08 O3   O3   O -1 1 N N N 3.116  -2.829  -6.113  4.715  2.961  -0.767 O3   L08 34 
L08 H15  H15  H 0  1 N N N 3.879  -7.842  -7.074  2.399  -1.282 -0.587 H15  L08 35 
L08 H14  H14  H 0  1 N N N 1.680  -8.785  -7.560  0.045  -0.800 -0.072 H14  L08 36 
L08 H12  H12  H 0  1 N N N -0.204 -4.806  -7.281  0.930  3.392  0.028  H12  L08 37 
L08 H8   H8   H 0  1 N N N -1.780 -5.766  -8.839  -0.659 3.186  1.746  H8   L08 38 
L08 H35  H35  H 0  1 N N N -3.942 -7.041  -9.213  -3.029 3.625  2.220  H35  L08 39 
L08 H191 1H19 H 0  0 N N N -3.666 -9.992  -5.516  -5.745 0.912  1.035  H191 L08 40 
L08 H192 2H19 H 0  0 N N N -2.682 -11.240 -4.972  -5.769 2.133  -0.259 H192 L08 41 
L08 H201 1H20 H 0  0 N N N -5.223 -11.538 -6.731  -7.837 0.707  -0.238 H201 L08 42 
L08 H202 2H20 H 0  0 N N N -5.015 -12.140 -5.170  -6.924 0.563  -1.762 H202 L08 43 
L08 H211 1H21 H 0  0 N N N -3.725 -12.871 -8.829  -5.440 -2.725 -0.386 H211 L08 44 
L08 H212 2H21 H 0  0 N N N -2.673 -14.091 -8.322  -5.321 -1.731 -1.861 H212 L08 45 
L08 H221 1H22 H 0  0 N N N -0.988 -12.436 -7.291  -3.389 -1.273 -0.406 H221 L08 46 
L08 H222 2H22 H 0  0 N N N -1.404 -11.752 -8.752  -4.474 -0.907 0.956  H222 L08 47 
L08 H241 1H24 H 0  0 N N N -5.672 -13.569 -8.801  -6.815 -3.477 0.944  H241 L08 48 
L08 H242 2H24 H 0  0 N N N -6.901 -14.600 -7.970  -8.544 -3.730 0.609  H242 L08 49 
L08 H243 3H24 H 0  0 N N N -6.541 -12.905 -7.461  -7.363 -3.788 -0.721 H243 L08 50 
L08 H17  H17  H 0  1 N N N -0.187 -9.346  -6.776  -1.891 0.139  -1.019 H17  L08 51 
L08 H3   H3   H 0  1 N N N 7.726  -9.138  -6.698  4.592  -3.867 1.367  H3   L08 52 
L08 H4   H4   H 0  1 N N N 7.832  -9.317  -4.109  4.593  -5.174 -0.719 H4   L08 53 
L08 H5   H5   H 0  1 N N N 6.607  -7.562  -2.613  4.632  -4.029 -2.895 H5   L08 54 
L08 H6   H6   H 0  1 N N N 5.323  -5.674  -3.670  4.672  -1.570 -2.998 H6   L08 55 
L08 H91  1H9  H 0  1 N N N 5.851  -9.122  -8.724  5.485  -2.833 2.538  H91  L08 56 
L08 H92  2H9  H 0  1 N N N 7.392  -8.647  -9.192  3.705  -2.805 2.520  H92  L08 57 
L08 H331 1H33 H 0  0 N N N 6.324  -6.818  -10.852 3.720  -0.801 3.980  H331 L08 58 
L08 H332 2H33 H 0  0 N N N 5.852  -8.582  -11.185 4.581  -2.157 4.747  H332 L08 59 
L08 H333 3H33 H 0  0 N N N 4.783  -7.293  -10.384 5.500  -0.828 3.998  H333 L08 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 
L08 O4  N3   DOUB N N 1  
L08 N3  C11  SING N N 2  
L08 N3  O3   SING N N 3  
L08 C11 C10  DOUB Y N 4  
L08 C11 C12  SING Y N 5  
L08 C10 C15  SING Y N 6  
L08 C10 S1   SING N N 7  
L08 C15 C14  DOUB Y N 8  
L08 C15 H15  SING N N 9  
L08 C14 C13  SING Y N 10 
L08 C14 H14  SING N N 11 
L08 C13 C12  DOUB Y N 12 
L08 C13 C16  SING N N 13 
L08 C12 H12  SING N N 14 
L08 C16 C8   DOUB Y N 15 
L08 C16 C17  SING Y N 16 
L08 C8  C35  SING Y N 17 
L08 C8  H8   SING N N 18 
L08 C35 N20  DOUB Y N 19 
L08 C35 H35  SING N N 20 
L08 N20 C18  SING Y N 21 
L08 C18 N1   SING N N 22 
L08 C18 C17  DOUB Y N 23 
L08 N1  C19  SING N N 24 
L08 N1  C22  SING N N 25 
L08 C19 C20  SING N N 26 
L08 C19 H191 SING N N 27 
L08 C19 H192 SING N N 28 
L08 C20 N2   SING N N 29 
L08 C20 H201 SING N N 30 
L08 C20 H202 SING N N 31 
L08 N2  C21  SING N N 32 
L08 N2  C23  SING N N 33 
L08 C21 C22  SING N N 34 
L08 C21 H211 SING N N 35 
L08 C21 H212 SING N N 36 
L08 C22 H221 SING N N 37 
L08 C22 H222 SING N N 38 
L08 C23 O2   DOUB N N 39 
L08 C23 C24  SING N N 40 
L08 C24 H241 SING N N 41 
L08 C24 H242 SING N N 42 
L08 C24 H243 SING N N 43 
L08 C17 H17  SING N N 44 
L08 S1  C1   SING N N 45 
L08 C1  C2   DOUB Y N 46 
L08 C1  C6   SING Y N 47 
L08 C2  C3   SING Y N 48 
L08 C2  O7   SING N N 49 
L08 C3  C4   DOUB Y N 50 
L08 C3  H3   SING N N 51 
L08 C4  C5   SING Y N 52 
L08 C4  H4   SING N N 53 
L08 C5  C6   DOUB Y N 54 
L08 C5  H5   SING N N 55 
L08 C6  H6   SING N N 56 
L08 O7  C9   SING N N 57 
L08 C9  C33  SING N N 58 
L08 C9  H91  SING N N 59 
L08 C9  H92  SING N N 60 
L08 C33 H331 SING N N 61 
L08 C33 H332 SING N N 62 
L08 C33 H333 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 
L08 SMILES           ACDLabs              10.04 [O-][N+](=O)c2c(Sc1ccccc1OCC)ccc(c2)c3cc(ncc3)N4CCN(C(=O)C)CC4                                                                                             
L08 InChI            InChI                1.02b InChI=1/C25H26N4O4S/c1-3-33-22-6-4-5-7-24(22)34-23-9-8-19(16-21(23)29(31)32)20-10-11-26-25(17-20)28-14-12-27(13-15-28)18(2)30/h4-11,16-17H,3,12-15H2,1-2H3 
L08 InChIKey         InChI                1.02b GKGJFUXSTSUKPB-UHFFFAOYAF                                                                                                                                  
L08 SMILES_CANONICAL CACTVS               3.341 CCOc1ccccc1Sc2ccc(cc2[N+]([O-])=O)c3ccnc(c3)N4CCN(CC4)C(C)=O                                                                                               
L08 SMILES           CACTVS               3.341 CCOc1ccccc1Sc2ccc(cc2[N+]([O-])=O)c3ccnc(c3)N4CCN(CC4)C(C)=O                                                                                               
L08 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOc1ccccc1Sc2ccc(cc2[N+](=O)[O-])c3ccnc(c3)N4CCN(CC4)C(=O)C                                                                                               
L08 SMILES           "OpenEye OEToolkits" 1.5.0 CCOc1ccccc1Sc2ccc(cc2[N+](=O)[O-])c3ccnc(c3)N4CCN(CC4)C(=O)C                                                                                               
# 
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 
L08 "SYSTEMATIC NAME" ACDLabs              10.04 1-acetyl-4-(4-{4-[(2-ethoxyphenyl)sulfanyl]-3-nitrophenyl}pyridin-2-yl)piperazine       
L08 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 1-[4-[4-[4-(2-ethoxyphenyl)sulfanyl-3-nitro-phenyl]pyridin-2-yl]piperazin-1-yl]ethanone 
# 
