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 2011-06-04 _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 Y 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 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" L08 InChI InChI 1.03 "InChI=1S/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 1.03 GKGJFUXSTSUKPB-UHFFFAOYSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L08 "Create component" 2003-11-11 RCSB L08 "Modify aromatic_flag" 2011-06-04 RCSB L08 "Modify descriptor" 2011-06-04 RCSB #