data_5XZ # _chem_comp.id 5XZ _chem_comp.name "2-phenyl-~{N}-[5-[(3~{S})-3-[[5-(2-phenylethanoylamino)-1,3,4-thiadiazol-2-yl]oxy]pyrrolidin-1-yl]-1,3,4-thiadiazol-2-yl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 N7 O3 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-30 _chem_comp.pdbx_modified_date 2016-05-06 _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 521.615 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XZ _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 5FI7 _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 5XZ C10 C1 C 0 1 N N N 27.996 -22.993 -3.340 0.054 4.807 1.163 C10 5XZ 1 5XZ C17 C2 C 0 1 Y N N 24.413 -26.594 -0.756 4.790 1.365 -0.426 C17 5XZ 2 5XZ C20 C3 C 0 1 N N N 23.319 -30.237 -0.503 7.303 -1.426 -0.560 C20 5XZ 3 5XZ C21 C4 C 0 1 Y N N 24.255 -31.268 -1.120 7.128 -2.844 -0.079 C21 5XZ 4 5XZ C22 C5 C 0 1 Y N N 23.996 -31.767 -2.392 7.452 -3.177 1.223 C22 5XZ 5 5XZ C24 C6 C 0 1 Y N N 25.977 -33.124 -2.289 6.808 -5.444 0.803 C24 5XZ 6 5XZ C26 C7 C 0 1 Y N N 25.393 -31.696 -0.440 6.640 -3.810 -0.939 C26 5XZ 7 5XZ C01 C8 C 0 1 N N N 36.945 -27.317 -4.470 -7.353 -1.218 0.326 C01 5XZ 8 5XZ C02 C9 C 0 1 N N N 35.787 -26.332 -4.388 -6.012 -0.565 0.115 C02 5XZ 9 5XZ N03 N1 N 0 1 N N N 34.452 -26.817 -4.299 -5.873 0.763 0.297 N03 5XZ 10 5XZ C04 C10 C 0 1 Y N N 33.299 -25.985 -4.239 -4.633 1.366 0.101 C04 5XZ 11 5XZ N05 N2 N 0 1 Y N N 32.621 -25.529 -5.303 -3.549 0.755 -0.260 N05 5XZ 12 5XZ N06 N3 N 0 1 Y N N 31.547 -24.770 -5.030 -2.433 1.550 -0.394 N06 5XZ 13 5XZ C07 C11 C 0 1 Y N N 31.262 -24.550 -3.738 -2.609 2.810 -0.142 C07 5XZ 14 5XZ N08 N4 N 0 1 N N N 30.159 -23.784 -3.258 -1.627 3.790 -0.213 N08 5XZ 15 5XZ C09 C12 C 0 1 N N N 29.335 -23.170 -4.070 -1.454 4.463 1.092 C09 5XZ 16 5XZ C11 C13 C 0 1 N N S 28.071 -24.076 -2.244 0.691 3.569 0.480 C11 5XZ 17 5XZ C12 C14 C 0 1 N N N 29.324 -24.082 -1.897 -0.332 3.213 -0.618 C12 5XZ 18 5XZ O13 O1 O 0 1 N N N 27.141 -23.759 -1.119 1.955 3.903 -0.096 O13 5XZ 19 5XZ C14 C15 C 0 1 Y N N 26.163 -24.768 -1.130 2.884 2.917 -0.159 C14 5XZ 20 5XZ N15 N5 N 0 1 Y N N 25.646 -25.331 -2.229 2.731 1.694 0.252 N15 5XZ 21 5XZ N16 N6 N 0 1 Y N N 24.727 -26.292 -2.029 3.703 0.902 0.115 N16 5XZ 22 5XZ N18 N7 N 0 1 N N N 23.497 -27.611 -0.344 5.960 0.649 -0.659 N18 5XZ 23 5XZ C19 C16 C 0 1 N N N 23.979 -28.894 -0.743 6.036 -0.650 -0.308 C19 5XZ 24 5XZ C23 C17 C 0 1 Y N N 24.849 -32.697 -2.972 7.292 -4.477 1.664 C23 5XZ 25 5XZ C25 C18 C 0 1 Y N N 26.250 -32.621 -1.024 6.479 -5.110 -0.497 C25 5XZ 26 5XZ O27 O2 O 0 1 N N N 25.035 -28.924 -1.343 5.085 -1.195 0.211 O27 5XZ 27 5XZ S28 S1 S 0 1 Y N N 25.403 -25.553 0.202 4.515 3.064 -0.819 S28 5XZ 28 5XZ S29 S2 S 0 1 Y N N 32.471 -25.394 -2.848 -4.291 3.082 0.298 S29 5XZ 29 5XZ O30 O3 O 0 1 N N N 36.011 -25.133 -4.398 -5.057 -1.235 -0.220 O30 5XZ 30 5XZ C31 C19 C 0 1 Y N N 36.598 -28.782 -4.259 -7.240 -2.697 0.060 C31 5XZ 31 5XZ C32 C20 C 0 1 Y N N 37.253 -29.489 -3.264 -6.916 -3.562 1.088 C32 5XZ 32 5XZ C33 C21 C 0 1 Y N N 36.973 -30.829 -3.031 -6.811 -4.919 0.844 C33 5XZ 33 5XZ C34 C22 C 0 1 Y N N 36.031 -31.475 -3.816 -7.031 -5.411 -0.429 C34 5XZ 34 5XZ C35 C23 C 0 1 Y N N 35.376 -30.777 -4.822 -7.356 -4.546 -1.457 C35 5XZ 35 5XZ C36 C24 C 0 1 Y N N 35.662 -29.437 -5.048 -7.466 -3.190 -1.212 C36 5XZ 36 5XZ H1 H1 H 0 1 N N N 27.912 -21.988 -2.901 0.274 5.717 0.604 H1 5XZ 37 5XZ H2 H2 H 0 1 N N N 27.147 -23.170 -4.017 0.387 4.897 2.197 H2 5XZ 38 5XZ H3 H3 H 0 1 N N N 22.333 -30.273 -0.990 8.129 -0.960 -0.023 H3 5XZ 39 5XZ H4 H4 H 0 1 N N N 23.202 -30.421 0.575 7.521 -1.429 -1.628 H4 5XZ 40 5XZ H5 H5 H 0 1 N N N 23.125 -31.429 -2.933 7.830 -2.421 1.895 H5 5XZ 41 5XZ H6 H6 H 0 1 N N N 26.642 -33.846 -2.740 6.682 -6.460 1.148 H6 5XZ 42 5XZ H7 H7 H 0 1 N N N 25.610 -31.308 0.544 6.383 -3.549 -1.955 H7 5XZ 43 5XZ H8 H8 H 0 1 N N N 37.398 -27.220 -5.468 -7.677 -1.058 1.355 H8 5XZ 44 5XZ H9 H9 H 0 1 N N N 37.682 -27.033 -3.704 -8.082 -0.781 -0.356 H9 5XZ 45 5XZ H10 H10 H 0 1 N N N 34.315 -27.807 -4.277 -6.636 1.298 0.564 H10 5XZ 46 5XZ H11 H11 H 0 1 N N N 29.188 -23.772 -4.979 -1.728 3.790 1.905 H11 5XZ 47 5XZ H12 H12 H 0 1 N N N 29.744 -22.186 -4.344 -2.053 5.372 1.133 H12 5XZ 48 5XZ H13 H13 H 0 1 N N N 27.770 -25.035 -2.691 0.796 2.748 1.190 H13 5XZ 49 5XZ H14 H14 H 0 1 N N N 29.603 -25.062 -1.483 -0.420 2.130 -0.706 H14 5XZ 50 5XZ H15 H15 H 0 1 N N N 29.518 -23.299 -1.149 -0.018 3.640 -1.571 H15 5XZ 51 5XZ H16 H16 H 0 1 N N N 22.644 -27.448 0.151 6.721 1.084 -1.075 H16 5XZ 52 5XZ H17 H17 H 0 1 N N N 24.633 -33.088 -3.956 7.545 -4.737 2.681 H17 5XZ 53 5XZ H18 H18 H 0 1 N N N 27.131 -32.950 -0.492 6.101 -5.866 -1.170 H18 5XZ 54 5XZ H19 H19 H 0 1 N N N 37.995 -28.989 -2.659 -6.743 -3.178 2.083 H19 5XZ 55 5XZ H20 H20 H 0 1 N N N 37.485 -31.363 -2.245 -6.558 -5.594 1.648 H20 5XZ 56 5XZ H21 H21 H 0 1 N N N 35.807 -32.518 -3.646 -6.950 -6.470 -0.620 H21 5XZ 57 5XZ H22 H22 H 0 1 N N N 34.640 -31.279 -5.432 -7.528 -4.930 -2.452 H22 5XZ 58 5XZ H23 H23 H 0 1 N N N 35.156 -28.904 -5.839 -7.719 -2.514 -2.016 H23 5XZ 59 # 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 5XZ N05 N06 SING Y N 1 5XZ N05 C04 DOUB Y N 2 5XZ C36 C35 DOUB Y N 3 5XZ C36 C31 SING Y N 4 5XZ N06 C07 DOUB Y N 5 5XZ C35 C34 SING Y N 6 5XZ C01 C02 SING N N 7 5XZ C01 C31 SING N N 8 5XZ O30 C02 DOUB N N 9 5XZ C02 N03 SING N N 10 5XZ N03 C04 SING N N 11 5XZ C31 C32 DOUB Y N 12 5XZ C04 S29 SING Y N 13 5XZ C09 C10 SING N N 14 5XZ C09 N08 SING N N 15 5XZ C34 C33 DOUB Y N 16 5XZ C07 N08 SING N N 17 5XZ C07 S29 SING Y N 18 5XZ C10 C11 SING N N 19 5XZ C32 C33 SING Y N 20 5XZ N08 C12 SING N N 21 5XZ C23 C22 DOUB Y N 22 5XZ C23 C24 SING Y N 23 5XZ C22 C21 SING Y N 24 5XZ C24 C25 DOUB Y N 25 5XZ C11 C12 SING N N 26 5XZ C11 O13 SING N N 27 5XZ N15 N16 SING Y N 28 5XZ N15 C14 DOUB Y N 29 5XZ N16 C17 DOUB Y N 30 5XZ O27 C19 DOUB N N 31 5XZ C14 O13 SING N N 32 5XZ C14 S28 SING Y N 33 5XZ C21 C20 SING N N 34 5XZ C21 C26 DOUB Y N 35 5XZ C25 C26 SING Y N 36 5XZ C17 N18 SING N N 37 5XZ C17 S28 SING Y N 38 5XZ C19 C20 SING N N 39 5XZ C19 N18 SING N N 40 5XZ C10 H1 SING N N 41 5XZ C10 H2 SING N N 42 5XZ C20 H3 SING N N 43 5XZ C20 H4 SING N N 44 5XZ C22 H5 SING N N 45 5XZ C24 H6 SING N N 46 5XZ C26 H7 SING N N 47 5XZ C01 H8 SING N N 48 5XZ C01 H9 SING N N 49 5XZ N03 H10 SING N N 50 5XZ C09 H11 SING N N 51 5XZ C09 H12 SING N N 52 5XZ C11 H13 SING N N 53 5XZ C12 H14 SING N N 54 5XZ C12 H15 SING N N 55 5XZ N18 H16 SING N N 56 5XZ C23 H17 SING N N 57 5XZ C25 H18 SING N N 58 5XZ C32 H19 SING N N 59 5XZ C33 H20 SING N N 60 5XZ C34 H21 SING N N 61 5XZ C35 H22 SING N N 62 5XZ C36 H23 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 5XZ InChI InChI 1.03 "InChI=1S/C24H23N7O3S2/c32-19(13-16-7-3-1-4-8-16)25-21-27-29-23(35-21)31-12-11-18(15-31)34-24-30-28-22(36-24)26-20(33)14-17-9-5-2-6-10-17/h1-10,18H,11-15H2,(H,25,27,32)(H,26,28,33)/t18-/m0/s1" 5XZ InChIKey InChI 1.03 JGTIIKRXHSZCBG-SFHVURJKSA-N 5XZ SMILES_CANONICAL CACTVS 3.385 "O=C(Cc1ccccc1)Nc2sc(O[C@H]3CCN(C3)c4sc(NC(=O)Cc5ccccc5)nn4)nn2" 5XZ SMILES CACTVS 3.385 "O=C(Cc1ccccc1)Nc2sc(O[CH]3CCN(C3)c4sc(NC(=O)Cc5ccccc5)nn4)nn2" 5XZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)CC(=O)Nc2nnc(s2)N3CC[C@@H](C3)Oc4nnc(s4)NC(=O)Cc5ccccc5" 5XZ SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)CC(=O)Nc2nnc(s2)N3CCC(C3)Oc4nnc(s4)NC(=O)Cc5ccccc5" # 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 5XZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-phenyl-~{N}-[5-[(3~{S})-3-[[5-(2-phenylethanoylamino)-1,3,4-thiadiazol-2-yl]oxy]pyrrolidin-1-yl]-1,3,4-thiadiazol-2-yl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5XZ "Create component" 2015-12-30 RCSB 5XZ "Initial release" 2016-05-11 RCSB #