data_5XX # _chem_comp.id 5XX _chem_comp.name "2-phenyl-~{N}-[5-[[(3~{R})-1-[5-(2-phenylethanoylamino)-1,3,4-thiadiazol-2-yl]pyrrolidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]ethanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H24 N8 O2 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 520.630 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XX _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 5FI2 _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 5XX C10 C1 C 0 1 Y N N 122.641 302.539 173.443 -4.810 -1.396 0.258 C10 5XX 1 5XX C13 C2 C 0 1 N N N 119.741 305.118 172.689 -7.440 1.279 0.497 C13 5XX 2 5XX C15 C3 C 0 1 Y N N 117.813 306.372 173.713 -7.589 3.162 -1.145 C15 5XX 3 5XX C17 C4 C 0 1 Y N N 115.950 305.249 174.747 -7.058 5.411 -0.518 C17 5XX 4 5XX C22 C5 C 0 1 Y N N 129.562 302.013 176.841 2.665 -2.768 0.264 C22 5XX 5 5XX C28 C6 C 0 1 N N N 131.241 306.162 177.448 7.425 1.249 -0.147 C28 5XX 6 5XX C01 C7 C 0 1 N N N 126.879 299.389 176.135 0.154 -4.931 -1.076 C01 5XX 7 5XX C02 C8 C 0 1 N N N 127.691 300.186 177.195 1.646 -4.561 -0.891 C02 5XX 8 5XX N03 N1 N 0 1 N N N 128.414 301.286 176.402 1.683 -3.747 0.343 N03 5XX 9 5XX C04 C9 C 0 1 N N N 128.042 301.116 175.160 0.353 -3.146 0.549 C04 5XX 10 5XX C05 C10 C 0 1 N N R 126.659 300.263 175.239 -0.553 -3.634 -0.602 C05 5XX 11 5XX N06 N2 N 0 1 N N N 125.591 301.075 175.724 -1.901 -3.928 -0.111 N06 5XX 12 5XX C07 C11 C 0 1 Y N N 124.592 301.511 174.773 -2.848 -2.915 -0.032 C07 5XX 13 5XX N08 N3 N 0 1 Y N N 124.507 301.191 173.473 -2.652 -1.676 -0.364 N08 5XX 14 5XX N09 N4 N 0 1 Y N N 123.485 301.729 172.770 -3.735 -0.840 -0.203 N09 5XX 15 5XX N11 N5 N 0 1 N N N 121.496 303.230 172.877 -6.018 -0.745 0.493 N11 5XX 16 5XX C12 C12 C 0 1 N N N 120.926 304.452 173.391 -6.133 0.575 0.243 C12 5XX 17 5XX C14 C13 C 0 1 Y N N 118.405 305.148 173.426 -7.303 2.737 0.139 C14 5XX 18 5XX C16 C14 C 0 1 Y N N 116.591 306.420 174.374 -7.464 4.499 -1.474 C16 5XX 19 5XX C18 C15 C 0 1 Y N N 116.529 304.022 174.459 -6.767 4.984 0.765 C18 5XX 20 5XX C19 C16 C 0 1 Y N N 117.748 303.976 173.789 -6.893 3.648 1.094 C19 5XX 21 5XX O20 O1 O 0 1 N N N 121.383 304.960 174.382 -5.183 1.195 -0.187 O20 5XX 22 5XX S21 S1 S 0 1 Y N N 123.257 302.572 175.055 -4.503 -3.108 0.534 S21 5XX 23 5XX N23 N6 N 0 1 Y N N 130.067 302.094 178.087 2.459 -1.490 0.344 N23 5XX 24 5XX N24 N7 N 0 1 Y N N 131.184 302.850 178.224 3.583 -0.699 0.240 N24 5XX 25 5XX C25 C17 C 0 1 Y N N 131.659 303.421 177.108 4.701 -1.332 0.076 C25 5XX 26 5XX N26 N8 N 0 1 N N N 132.820 304.255 177.014 5.954 -0.737 -0.052 N26 5XX 27 5XX C27 C18 C 0 1 N N N 132.659 305.662 177.173 6.070 0.605 -0.009 C27 5XX 28 5XX C29 C19 C 0 1 Y N N 130.488 307.024 176.422 7.281 2.747 -0.066 C29 5XX 29 5XX C30 C20 C 0 1 Y N N 130.573 308.410 176.451 7.360 3.383 1.159 C30 5XX 30 5XX C31 C21 C 0 1 Y N N 129.857 309.167 175.525 7.227 4.757 1.233 C31 5XX 31 5XX C32 C22 C 0 1 Y N N 129.048 308.533 174.588 7.015 5.495 0.083 C32 5XX 32 5XX C33 C23 C 0 1 Y N N 128.953 307.151 174.569 6.936 4.858 -1.141 C33 5XX 33 5XX C34 C24 C 0 1 Y N N 129.668 306.393 175.490 7.075 3.485 -1.217 C34 5XX 34 5XX O35 O2 O 0 1 N N N 133.620 306.400 177.127 5.083 1.295 0.141 O35 5XX 35 5XX S36 S2 S 0 1 Y N N 130.586 302.949 175.835 4.386 -3.064 0.047 S36 5XX 36 5XX H1 H1 H 0 1 N N N 120.025 306.160 172.482 -8.222 0.827 -0.113 H1 5XX 37 5XX H2 H2 H 0 1 N N N 119.580 304.586 171.740 -7.703 1.188 1.551 H2 5XX 38 5XX H3 H3 H 0 1 N N N 118.304 307.289 173.422 -7.906 2.450 -1.892 H3 5XX 39 5XX H4 H4 H 0 1 N N N 115.001 305.292 175.261 -6.960 6.455 -0.775 H4 5XX 40 5XX H5 H5 H 0 1 N N N 131.293 306.753 178.374 8.076 0.902 0.656 H5 5XX 41 5XX H6 H6 H 0 1 N N N 130.623 305.268 177.618 7.860 0.977 -1.109 H6 5XX 42 5XX H7 H7 H 0 1 N N N 125.938 299.010 176.559 -0.071 -5.138 -2.123 H7 5XX 43 5XX H8 H8 H 0 1 N N N 127.466 298.549 175.735 -0.119 -5.778 -0.446 H8 5XX 44 5XX H9 H9 H 0 1 N N N 127.018 300.629 177.944 2.249 -5.461 -0.770 H9 5XX 45 5XX H10 H10 H 0 1 N N N 128.418 299.531 177.697 2.001 -3.979 -1.742 H10 5XX 46 5XX H11 H11 H 0 1 N N N 128.808 300.558 174.601 -0.057 -3.471 1.505 H11 5XX 47 5XX H12 H12 H 0 1 N N N 127.868 302.087 174.673 0.429 -2.059 0.525 H12 5XX 48 5XX H13 H13 H 0 1 N N N 126.437 299.851 174.244 -0.588 -2.897 -1.404 H13 5XX 49 5XX H14 H14 H 0 1 N N N 125.998 301.895 176.126 -2.133 -4.831 0.159 H14 5XX 50 5XX H15 H15 H 0 1 N N N 121.069 302.827 172.067 -6.778 -1.241 0.837 H15 5XX 51 5XX H16 H16 H 0 1 N N N 116.139 307.375 174.598 -7.682 4.831 -2.478 H16 5XX 52 5XX H17 H17 H 0 1 N N N 116.036 303.107 174.753 -6.442 5.696 1.510 H17 5XX 53 5XX H18 H18 H 0 1 N N N 118.189 303.020 173.548 -6.670 3.315 2.097 H18 5XX 54 5XX H19 H19 H 0 1 N N N 133.722 303.859 176.841 6.742 -1.288 -0.171 H19 5XX 55 5XX H20 H20 H 0 1 N N N 131.192 308.900 177.188 7.525 2.807 2.057 H20 5XX 56 5XX H21 H21 H 0 1 N N N 129.930 310.244 175.535 7.288 5.254 2.190 H21 5XX 57 5XX H22 H22 H 0 1 N N N 128.492 309.120 173.872 6.910 6.568 0.142 H22 5XX 58 5XX H23 H23 H 0 1 N N N 128.324 306.663 173.839 6.770 5.434 -2.040 H23 5XX 59 5XX H24 H24 H 0 1 N N N 129.587 305.316 175.482 7.014 2.987 -2.173 H24 5XX 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 5XX C13 C12 SING N N 1 5XX C13 C14 SING N N 2 5XX N09 C10 DOUB Y N 3 5XX N09 N08 SING Y N 4 5XX N11 C12 SING N N 5 5XX N11 C10 SING N N 6 5XX C12 O20 DOUB N N 7 5XX C14 C15 DOUB Y N 8 5XX C14 C19 SING Y N 9 5XX C10 S21 SING Y N 10 5XX N08 C07 DOUB Y N 11 5XX C15 C16 SING Y N 12 5XX C19 C18 DOUB Y N 13 5XX C16 C17 DOUB Y N 14 5XX C18 C17 SING Y N 15 5XX C33 C32 DOUB Y N 16 5XX C33 C34 SING Y N 17 5XX C32 C31 SING Y N 18 5XX C07 S21 SING Y N 19 5XX C07 N06 SING N N 20 5XX C04 C05 SING N N 21 5XX C04 N03 SING N N 22 5XX C05 N06 SING N N 23 5XX C05 C01 SING N N 24 5XX C34 C29 DOUB Y N 25 5XX C31 C30 DOUB Y N 26 5XX S36 C22 SING Y N 27 5XX S36 C25 SING Y N 28 5XX C01 C02 SING N N 29 5XX N03 C22 SING N N 30 5XX N03 C02 SING N N 31 5XX C29 C30 SING Y N 32 5XX C29 C28 SING N N 33 5XX C22 N23 DOUB Y N 34 5XX N26 C25 SING N N 35 5XX N26 C27 SING N N 36 5XX C25 N24 DOUB Y N 37 5XX O35 C27 DOUB N N 38 5XX C27 C28 SING N N 39 5XX N23 N24 SING Y N 40 5XX C13 H1 SING N N 41 5XX C13 H2 SING N N 42 5XX C15 H3 SING N N 43 5XX C17 H4 SING N N 44 5XX C28 H5 SING N N 45 5XX C28 H6 SING N N 46 5XX C01 H7 SING N N 47 5XX C01 H8 SING N N 48 5XX C02 H9 SING N N 49 5XX C02 H10 SING N N 50 5XX C04 H11 SING N N 51 5XX C04 H12 SING N N 52 5XX C05 H13 SING N N 53 5XX N06 H14 SING N N 54 5XX N11 H15 SING N N 55 5XX C16 H16 SING N N 56 5XX C18 H17 SING N N 57 5XX C19 H18 SING N N 58 5XX N26 H19 SING N N 59 5XX C30 H20 SING N N 60 5XX C31 H21 SING N N 61 5XX C32 H22 SING N N 62 5XX C33 H23 SING N N 63 5XX C34 H24 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 5XX InChI InChI 1.03 "InChI=1S/C24H24N8O2S2/c33-19(13-16-7-3-1-4-8-16)26-22-29-28-21(35-22)25-18-11-12-32(15-18)24-31-30-23(36-24)27-20(34)14-17-9-5-2-6-10-17/h1-10,18H,11-15H2,(H,25,28)(H,26,29,33)(H,27,30,34)/t18-/m1/s1" 5XX InChIKey InChI 1.03 XKAUHJUBYCZSGD-GOSISDBHSA-N 5XX SMILES_CANONICAL CACTVS 3.385 "O=C(Cc1ccccc1)Nc2sc(N[C@@H]3CCN(C3)c4sc(NC(=O)Cc5ccccc5)nn4)nn2" 5XX SMILES CACTVS 3.385 "O=C(Cc1ccccc1)Nc2sc(N[CH]3CCN(C3)c4sc(NC(=O)Cc5ccccc5)nn4)nn2" 5XX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)CC(=O)Nc2nnc(s2)N[C@@H]3CCN(C3)c4nnc(s4)NC(=O)Cc5ccccc5" 5XX SMILES "OpenEye OEToolkits" 2.0.4 "c1ccc(cc1)CC(=O)Nc2nnc(s2)NC3CCN(C3)c4nnc(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 5XX "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-phenyl-~{N}-[5-[[(3~{R})-1-[5-(2-phenylethanoylamino)-1,3,4-thiadiazol-2-yl]pyrrolidin-3-yl]amino]-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 5XX "Create component" 2015-12-30 RCSB 5XX "Initial release" 2016-05-11 RCSB #