data_XMK # _chem_comp.id XMK _chem_comp.name "1-[[(1E)-2-(4-CHLOROPHENYL)ETHENYL]SULFONYL]-4-[[1-(4-PYRIDINYL)-4-PIPERIDINYL]METHYL]PIPERAZINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 Cl N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-07-27 _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 461.020 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XMK _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 1IQM _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 XMK C1 C1 C 0 1 N N N 4.735 19.385 5.422 2.295 -0.766 2.874 C1 XMK 1 XMK C2 C2 C 0 1 Y N N -0.767 17.623 11.509 -2.137 0.406 9.242 C2 XMK 2 XMK N3 N3 N 0 1 N N N 1.130 18.320 8.102 -0.424 -0.649 6.171 N3 XMK 3 XMK C4 C4 C 0 1 Y N N 0.192 17.719 9.147 -1.399 -0.174 7.044 C4 XMK 4 XMK C5 C5 C 0 1 Y N N 0.147 18.229 10.555 -1.144 -0.068 8.411 C5 XMK 5 XMK C6 C6 C 0 1 N N N 1.181 17.801 6.638 -1.016 -0.631 4.829 C6 XMK 6 XMK C7 C7 C 0 1 Y N N -0.739 16.589 8.829 -2.653 0.212 6.573 C7 XMK 7 XMK C8 C8 C 0 1 N N N 2.087 19.497 8.442 0.664 0.332 6.181 C8 XMK 8 XMK C9 C9 C 0 1 N N N 3.334 19.249 6.126 1.221 -0.206 3.809 C9 XMK 9 XMK C10 C10 C 0 1 N N N 2.585 17.872 5.908 0.004 -1.136 3.807 C10 XMK 10 XMK N11 N11 N 0 1 Y N N -1.618 16.570 11.164 -3.314 0.757 8.759 N11 XMK 11 XMK C12 C12 C 0 1 Y N N -1.613 16.060 9.866 -3.594 0.671 7.471 C12 XMK 12 XMK C13 C13 C 0 1 N N N 3.449 19.598 7.661 1.777 -0.119 5.234 C13 XMK 13 XMK C14 C14 C 0 1 N N N 8.371 25.581 7.919 0.474 1.009 -4.534 C14 XMK 14 XMK C15 C15 C 0 1 N N N 7.902 24.542 7.168 1.202 0.120 -3.873 C15 XMK 15 XMK C16 C16 C 0 1 Y N N 8.516 24.777 10.452 -1.232 1.496 -6.281 C16 XMK 16 XMK S17 S17 S 0 1 N N N 8.230 24.334 5.438 2.323 0.653 -2.622 S17 XMK 17 XMK C18 C18 C 0 1 Y N N 8.099 25.765 9.417 -0.465 0.562 -5.583 C18 XMK 18 XMK CL19 CL19 CL 0 0 N N N 7.202 26.474 14.010 -3.330 -0.800 -8.782 CL19 XMK 19 XMK O20 O20 O 0 1 N N N 7.819 25.582 4.640 3.576 0.071 -2.954 O20 XMK 20 XMK C21 C21 C 0 1 N N N 4.999 21.788 4.708 2.873 -1.276 0.648 C21 XMK 21 XMK C22 C22 C 0 1 N N N 5.827 23.099 4.869 2.391 -1.373 -0.802 C22 XMK 22 XMK N23 N23 N 0 1 N N N 7.343 22.938 4.889 1.857 -0.061 -1.203 N23 XMK 23 XMK C24 C24 C 0 1 Y N N 7.392 26.974 9.877 -0.589 -0.795 -5.880 C24 XMK 24 XMK C25 C25 C 0 1 N N N 6.980 20.382 5.311 1.471 0.570 1.117 C25 XMK 25 XMK C26 C26 C 0 1 N N N 7.888 21.639 5.444 0.901 0.597 -0.299 C26 XMK 26 XMK C27 C27 C 0 1 Y N N 8.233 25.004 11.858 -2.107 1.073 -7.259 C27 XMK 27 XMK N28 N28 N 0 1 N N N 5.526 20.648 5.551 1.773 -0.813 1.502 N28 XMK 28 XMK C29 C29 C 0 1 Y N N 7.111 27.196 11.300 -1.472 -1.207 -6.857 C29 XMK 29 XMK C30 C30 C 0 1 Y N N 7.528 26.213 12.311 -2.226 -0.275 -7.550 C30 XMK 30 XMK O31 O31 O 0 1 N N N 9.722 24.078 5.197 2.080 2.042 -2.453 O31 XMK 31 XMK H11 1H1 H 0 1 N N N 4.488 19.346 4.351 2.567 -1.772 3.194 H11 XMK 32 XMK H12A 2H1 H 0 0 N N N 5.365 18.588 5.844 3.175 -0.124 2.906 H12A XMK 33 XMK H2 H2 H 0 1 N N N -0.789 18.000 12.521 -1.949 0.492 10.302 H2 XMK 34 XMK H5 H5 H 0 1 N N N 0.790 19.042 10.859 -0.184 -0.354 8.813 H5 XMK 35 XMK H61 1H6 H 0 1 N N N 0.519 18.468 6.067 -1.309 0.386 4.575 H61 XMK 36 XMK H62 2H6 H 0 1 N N N 0.879 16.743 6.658 -1.895 -1.276 4.812 H62 XMK 37 XMK H7 H7 H 0 1 N N N -0.762 16.169 7.834 -2.888 0.144 5.521 H7 XMK 38 XMK H81 1H8 H 0 1 N N N 2.379 19.324 9.488 0.282 1.300 5.856 H81 XMK 39 XMK H82 2H8 H 0 1 N N N 1.534 20.424 8.232 1.062 0.422 7.192 H82 XMK 40 XMK H9 H9 H 0 1 N N N 2.693 19.985 5.619 0.923 0.785 3.470 H9 XMK 41 XMK H101 1H10 H 0 0 N N N 2.400 17.766 4.829 -0.446 -1.143 2.815 H101 XMK 42 XMK H102 2H10 H 0 0 N N N 3.221 17.068 6.306 0.317 -2.146 4.073 H102 XMK 43 XMK H12 H12 H 0 1 N N N -2.279 15.246 9.622 -4.569 0.968 7.117 H12 XMK 44 XMK H131 1H13 H 0 0 N N N 4.132 18.860 8.108 2.143 -1.098 5.543 H131 XMK 45 XMK H132 2H13 H 0 0 N N N 3.815 20.632 7.748 2.594 0.601 5.262 H132 XMK 46 XMK H14 H14 H 0 1 N N N 8.976 26.326 7.423 0.569 2.061 -4.306 H14 XMK 47 XMK H15 H15 H 0 1 N N N 7.292 23.799 7.659 1.107 -0.931 -4.101 H15 XMK 48 XMK H16 H16 H 0 1 N N N 9.036 23.879 10.152 -1.140 2.548 -6.055 H16 XMK 49 XMK H211 1H21 H 0 0 N N N 5.069 21.480 3.654 3.207 -2.257 0.985 H211 XMK 50 XMK H212 2H21 H 0 0 N N N 3.963 21.994 5.015 3.701 -0.570 0.708 H212 XMK 51 XMK H221 1H22 H 0 0 N N N 5.556 23.504 5.855 1.607 -2.127 -0.879 H221 XMK 52 XMK H222 2H22 H 0 0 N N N 5.578 23.750 4.018 3.225 -1.643 -1.449 H222 XMK 53 XMK H24 H24 H 0 1 N N N 7.075 27.710 9.153 0.002 -1.522 -5.344 H24 XMK 54 XMK H251 1H25 H 0 0 N N N 7.306 19.670 6.083 0.743 0.988 1.812 H251 XMK 55 XMK H252 2H25 H 0 0 N N N 7.089 19.992 4.288 2.385 1.163 1.150 H252 XMK 56 XMK H261 1H26 H 0 0 N N N 7.997 21.807 6.526 0.748 1.630 -0.613 H261 XMK 57 XMK H262 2H26 H 0 0 N N N 8.821 21.423 4.903 -0.047 0.061 -0.323 H262 XMK 58 XMK H27 H27 H 0 1 N N N 8.546 24.270 12.586 -2.701 1.795 -7.800 H27 XMK 59 XMK H29 H29 H 0 1 N N N 6.592 28.092 11.608 -1.569 -2.257 -7.088 H29 XMK 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 XMK C1 C9 SING N N 1 XMK C1 N28 SING N N 2 XMK C1 H11 SING N N 3 XMK C1 H12A SING N N 4 XMK C2 C5 DOUB Y N 5 XMK C2 N11 SING Y N 6 XMK C2 H2 SING N N 7 XMK N3 C4 SING N N 8 XMK N3 C6 SING N N 9 XMK N3 C8 SING N N 10 XMK C4 C5 SING Y N 11 XMK C4 C7 DOUB Y N 12 XMK C5 H5 SING N N 13 XMK C6 C10 SING N N 14 XMK C6 H61 SING N N 15 XMK C6 H62 SING N N 16 XMK C7 C12 SING Y N 17 XMK C7 H7 SING N N 18 XMK C8 C13 SING N N 19 XMK C8 H81 SING N N 20 XMK C8 H82 SING N N 21 XMK C9 C10 SING N N 22 XMK C9 C13 SING N N 23 XMK C9 H9 SING N N 24 XMK C10 H101 SING N N 25 XMK C10 H102 SING N N 26 XMK N11 C12 DOUB Y N 27 XMK C12 H12 SING N N 28 XMK C13 H131 SING N N 29 XMK C13 H132 SING N N 30 XMK C14 C15 DOUB N E 31 XMK C14 C18 SING N N 32 XMK C14 H14 SING N N 33 XMK C15 S17 SING N N 34 XMK C15 H15 SING N N 35 XMK C16 C18 DOUB Y N 36 XMK C16 C27 SING Y N 37 XMK C16 H16 SING N N 38 XMK S17 O20 DOUB N N 39 XMK S17 N23 SING N N 40 XMK S17 O31 DOUB N N 41 XMK C18 C24 SING Y N 42 XMK CL19 C30 SING N N 43 XMK C21 C22 SING N N 44 XMK C21 N28 SING N N 45 XMK C21 H211 SING N N 46 XMK C21 H212 SING N N 47 XMK C22 N23 SING N N 48 XMK C22 H221 SING N N 49 XMK C22 H222 SING N N 50 XMK N23 C26 SING N N 51 XMK C24 C29 DOUB Y N 52 XMK C24 H24 SING N N 53 XMK C25 C26 SING N N 54 XMK C25 N28 SING N N 55 XMK C25 H251 SING N N 56 XMK C25 H252 SING N N 57 XMK C26 H261 SING N N 58 XMK C26 H262 SING N N 59 XMK C27 C30 DOUB Y N 60 XMK C27 H27 SING N N 61 XMK C29 C30 SING Y N 62 XMK C29 H29 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 XMK SMILES ACDLabs 10.04 "Clc1ccc(cc1)\C=C\S(=O)(=O)N4CCN(CC3CCN(c2ccncc2)CC3)CC4" XMK SMILES_CANONICAL CACTVS 3.341 "Clc1ccc(cc1)\C=C\[S](=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4" XMK SMILES CACTVS 3.341 "Clc1ccc(cc1)C=C[S](=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4" XMK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1\C=C\S(=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4)Cl" XMK SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C=CS(=O)(=O)N2CCN(CC2)CC3CCN(CC3)c4ccncc4)Cl" XMK InChI InChI 1.03 "InChI=1S/C23H29ClN4O2S/c24-22-3-1-20(2-4-22)9-18-31(29,30)28-16-14-26(15-17-28)19-21-7-12-27(13-8-21)23-5-10-25-11-6-23/h1-6,9-11,18,21H,7-8,12-17,19H2/b18-9+" XMK InChIKey InChI 1.03 ZOSSOFIFNGGDKG-GIJQJNRQSA-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 XMK "SYSTEMATIC NAME" ACDLabs 10.04 "1-{[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl}-4-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine" XMK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-[(E)-2-(4-chlorophenyl)ethenyl]sulfonyl-4-[(1-pyridin-4-ylpiperidin-4-yl)methyl]piperazine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XMK "Create component" 2001-07-27 RCSB XMK "Modify descriptor" 2011-06-04 RCSB #