data_096 # _chem_comp.id 096 _chem_comp.name "(2R)-2-{4-hydroxy-5-methoxy-2-[3-(4-methylpiperazin-1-yl)propyl]phenyl}-3-pyridin-3-yl-1,3-thiazolidin-4-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H30 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-08-31 _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 442.574 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 096 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 3IU2 _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 096 S S S 0 1 N N N -18.387 19.042 -64.845 -2.232 -1.117 2.835 S 096 1 096 C1 C1 C 0 1 N N N -21.649 17.659 -70.136 -4.939 1.366 -1.268 C1 096 2 096 N1 N1 N 0 1 N N N -20.706 20.098 -65.010 -1.735 -1.757 0.365 N1 096 3 096 O1 O1 O 0 1 N N N -22.355 17.323 -68.942 -4.045 2.457 -1.040 O1 096 4 096 C2 C2 C 0 1 Y N N -21.704 16.988 -67.780 -2.911 2.191 -0.338 C2 096 5 096 N2 N2 N 0 1 Y N N -24.350 19.926 -64.523 -2.329 -1.355 -3.190 N2 096 6 096 O2 O2 O 0 1 N N N -20.177 22.319 -65.112 -2.847 -3.662 0.103 O2 096 7 096 C3 C3 C 0 1 Y N N -21.260 17.982 -66.904 -2.663 0.906 0.118 C3 096 8 096 N3 N3 N 0 1 N N N -16.094 15.059 -64.487 4.038 0.018 0.800 N3 096 9 096 O3 O3 O 0 1 N N N -21.926 14.662 -68.302 -2.232 4.468 -0.529 O3 096 10 096 C4 C4 C 0 1 Y N N -20.597 17.671 -65.710 -1.511 0.636 0.833 C4 096 11 096 N4 N4 N 0 1 N N N -13.611 14.575 -65.527 6.457 0.170 -0.692 N4 096 12 096 C5 C5 C 0 1 N N R -20.132 18.757 -64.781 -1.243 -0.762 1.328 C5 096 13 096 C6 C6 C 0 1 N N N -18.398 20.795 -64.785 -2.621 -2.842 2.336 C6 096 14 096 C7 C7 C 0 1 N N N -19.855 21.146 -64.990 -2.414 -2.796 0.835 C7 096 15 096 C8 C8 C 0 1 Y N N -22.091 20.312 -65.206 -1.494 -1.614 -1.007 C8 096 16 096 C9 C9 C 0 1 Y N N -22.554 21.124 -66.246 -0.191 -1.594 -1.497 C9 096 17 096 C10 C10 C 0 1 Y N N -23.923 21.325 -66.397 -0.004 -1.450 -2.862 C10 096 18 096 C11 C11 C 0 1 Y N N -24.811 20.706 -65.513 -1.107 -1.332 -3.686 C11 096 19 096 C12 C12 C 0 1 Y N N -23.031 19.720 -64.354 -2.552 -1.489 -1.898 C12 096 20 096 C13 C13 C 0 1 Y N N -20.397 16.317 -65.401 -0.604 1.646 1.095 C13 096 21 096 C14 C14 C 0 1 N N N -19.689 15.864 -64.138 0.651 1.347 1.874 C14 096 22 096 C15 C15 C 0 1 N N N -18.471 15.045 -64.557 1.729 0.824 0.923 C15 096 23 096 C16 C16 C 0 1 N N N -17.269 15.242 -63.640 3.003 0.520 1.714 C16 096 24 096 C17 C17 C 0 1 N N N -15.186 16.190 -64.664 5.342 -0.061 1.474 C17 096 25 096 C18 C18 C 0 1 N N N -14.234 15.867 -65.813 6.373 -0.661 0.516 C18 096 26 096 C19 C19 C 0 1 N N N -12.199 14.381 -65.830 7.493 -0.332 -1.606 C19 096 27 096 C20 C20 C 0 1 N N N -14.362 13.465 -64.944 5.154 0.249 -1.366 C20 096 28 096 C21 C21 C 0 1 N N N -15.845 13.768 -65.134 4.123 0.850 -0.408 C21 096 29 096 C22 C22 C 0 1 Y N N -20.846 15.324 -66.278 -0.845 2.930 0.642 C22 096 30 096 C23 C23 C 0 1 Y N N -21.497 15.652 -67.464 -1.996 3.206 -0.079 C23 096 31 096 H1 H1 H 0 1 N N N -22.369 17.891 -70.935 -5.275 0.967 -0.311 H1 096 32 096 H1A H1A H 0 1 N N N -21.012 18.536 -69.950 -5.800 1.715 -1.838 H1A 096 33 096 H1B H1B H 0 1 N N N -21.022 16.809 -70.443 -4.425 0.585 -1.827 H1B 096 34 096 H3 H3 H 0 1 N N N -21.433 19.018 -67.154 -3.370 0.115 -0.085 H3 096 35 096 HO3 HO3 H 0 1 N N N -21.703 13.815 -67.933 -2.723 5.022 0.094 HO3 096 36 096 H5 H5 H 0 1 N N N -20.474 18.345 -63.820 -0.180 -0.905 1.522 H5 096 37 096 H6 H6 H 0 1 N N N -18.025 21.168 -63.820 -1.931 -3.546 2.801 H6 096 38 096 H6A H6A H 0 1 N N N -17.764 21.230 -65.572 -3.653 -3.094 2.581 H6A 096 39 096 H9 H9 H 0 1 N N N -21.856 21.591 -66.925 0.653 -1.688 -0.830 H9 096 40 096 H10 H10 H 0 1 N N N -24.296 21.955 -67.191 0.993 -1.430 -3.277 H10 096 41 096 H11 H11 H 0 1 N N N -25.874 20.856 -65.627 -0.967 -1.219 -4.751 H11 096 42 096 H12 H12 H 0 1 N N N -22.692 19.087 -63.547 -3.566 -1.503 -1.529 H12 096 43 096 H14 H14 H 0 1 N N N -19.372 16.737 -63.549 1.004 2.257 2.358 H14 096 44 096 H14A H14A H 0 0 N N N -20.365 15.249 -63.526 0.437 0.592 2.631 H14A 096 45 096 H15 H15 H 0 1 N N N -18.748 13.981 -64.537 1.376 -0.087 0.438 H15 096 46 096 H15A H15A H 0 0 N N N -18.183 15.352 -65.573 1.943 1.579 0.166 H15A 096 47 096 H16 H16 H 0 1 N N N -17.278 14.507 -62.821 2.789 -0.235 2.471 H16 096 48 096 H16A H16A H 0 0 N N N -17.277 16.249 -63.197 3.356 1.431 2.198 H16A 096 49 096 H17 H17 H 0 1 N N N -15.761 17.097 -64.900 5.659 0.939 1.770 H17 096 50 096 H17A H17A H 0 0 N N N -14.613 16.357 -63.740 5.256 -0.692 2.359 H17A 096 51 096 H18 H18 H 0 1 N N N -13.463 16.647 -65.894 6.069 -1.672 0.242 H18 096 52 096 H18A H18A H 0 0 N N N -14.790 15.816 -66.760 7.347 -0.694 1.004 H18A 096 53 096 H19 H19 H 0 1 N N N -11.901 13.359 -65.553 7.581 0.340 -2.460 H19 096 54 096 H19A H19A H 0 0 N N N -12.031 14.532 -66.907 8.447 -0.380 -1.081 H19A 096 55 096 H19B H19B H 0 0 N N N -11.599 15.105 -65.260 7.219 -1.328 -1.953 H19B 096 56 096 H20 H20 H 0 1 N N N -14.100 12.523 -65.448 5.239 0.880 -2.251 H20 096 57 096 H20A H20A H 0 0 N N N -14.128 13.370 -63.873 4.837 -0.751 -1.662 H20A 096 58 096 H21 H21 H 0 1 N N N -16.460 12.982 -64.672 3.148 0.882 -0.896 H21 096 59 096 H21A H21A H 0 0 N N N -16.092 13.821 -66.205 4.426 1.860 -0.134 H21A 096 60 096 H22 H22 H 0 1 N N N -20.685 14.285 -66.031 -0.135 3.718 0.848 H22 096 61 # 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 096 S C6 SING N N 1 096 S C5 SING N N 2 096 C1 O1 SING N N 3 096 C1 H1 SING N N 4 096 C1 H1A SING N N 5 096 C1 H1B SING N N 6 096 C8 N1 SING N N 7 096 N1 C7 SING N N 8 096 N1 C5 SING N N 9 096 O1 C2 SING N N 10 096 C2 C23 DOUB Y N 11 096 C2 C3 SING Y N 12 096 C11 N2 DOUB Y N 13 096 N2 C12 SING Y N 14 096 O2 C7 DOUB N N 15 096 C3 C4 DOUB Y N 16 096 C3 H3 SING N N 17 096 C21 N3 SING N N 18 096 C17 N3 SING N N 19 096 N3 C16 SING N N 20 096 O3 C23 SING N N 21 096 O3 HO3 SING N N 22 096 C4 C13 SING Y N 23 096 C4 C5 SING N N 24 096 C19 N4 SING N N 25 096 C18 N4 SING N N 26 096 N4 C20 SING N N 27 096 C5 H5 SING N N 28 096 C7 C6 SING N N 29 096 C6 H6 SING N N 30 096 C6 H6A SING N N 31 096 C9 C8 SING Y N 32 096 C8 C12 DOUB Y N 33 096 C10 C9 DOUB Y N 34 096 C9 H9 SING N N 35 096 C10 C11 SING Y N 36 096 C10 H10 SING N N 37 096 C11 H11 SING N N 38 096 C12 H12 SING N N 39 096 C22 C13 DOUB Y N 40 096 C13 C14 SING N N 41 096 C15 C14 SING N N 42 096 C14 H14 SING N N 43 096 C14 H14A SING N N 44 096 C15 C16 SING N N 45 096 C15 H15 SING N N 46 096 C15 H15A SING N N 47 096 C16 H16 SING N N 48 096 C16 H16A SING N N 49 096 C18 C17 SING N N 50 096 C17 H17 SING N N 51 096 C17 H17A SING N N 52 096 C18 H18 SING N N 53 096 C18 H18A SING N N 54 096 C19 H19 SING N N 55 096 C19 H19A SING N N 56 096 C19 H19B SING N N 57 096 C21 C20 SING N N 58 096 C20 H20 SING N N 59 096 C20 H20A SING N N 60 096 C21 H21 SING N N 61 096 C21 H21A SING N N 62 096 C23 C22 SING Y N 63 096 C22 H22 SING N N 64 # 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 096 SMILES ACDLabs 11.02 "O=C2N(c1cnccc1)C(SC2)c3cc(OC)c(O)cc3CCCN4CCN(C)CC4" 096 SMILES_CANONICAL CACTVS 3.352 "COc1cc([C@H]2SCC(=O)N2c3cccnc3)c(CCCN4CCN(C)CC4)cc1O" 096 SMILES CACTVS 3.352 "COc1cc([CH]2SCC(=O)N2c3cccnc3)c(CCCN4CCN(C)CC4)cc1O" 096 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)CCCc2cc(c(cc2[C@@H]3N(C(=O)CS3)c4cccnc4)OC)O" 096 SMILES "OpenEye OEToolkits" 1.7.0 "CN1CCN(CC1)CCCc2cc(c(cc2C3N(C(=O)CS3)c4cccnc4)OC)O" 096 InChI InChI 1.03 "InChI=1S/C23H30N4O3S/c1-25-9-11-26(12-10-25)8-4-5-17-13-20(28)21(30-2)14-19(17)23-27(22(29)16-31-23)18-6-3-7-24-15-18/h3,6-7,13-15,23,28H,4-5,8-12,16H2,1-2H3/t23-/m1/s1" 096 InChIKey InChI 1.03 XIVRJFPRMXOMLE-HSZRJFAPSA-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 096 "SYSTEMATIC NAME" ACDLabs 11.02 "(2R)-2-{4-hydroxy-5-methoxy-2-[3-(4-methylpiperazin-1-yl)propyl]phenyl}-3-(pyridin-3-yl)-1,3-thiazolidin-4-one" 096 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R)-2-[4-hydroxy-5-methoxy-2-[3-(4-methylpiperazin-1-yl)propyl]phenyl]-3-pyridin-3-yl-1,3-thiazolidin-4-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 096 "Create component" 2009-08-31 RCSB 096 "Modify aromatic_flag" 2011-06-04 RCSB 096 "Modify descriptor" 2011-06-04 RCSB #