data_50X # _chem_comp.id 50X _chem_comp.name "(2R,3R)-4-[(2R)-2-(3-chlorophenyl)pyrrolidin-1-yl]-2,3-dihydroxy-4-oxo-N-[(5-{[2-(trifluoromethyl)-1H-benzimidazol-1-yl]methyl}thiophen-2-yl)methyl]butanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H26 Cl F3 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 2010-01-22 _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 607.044 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 50X _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 3LGP _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 50X N1 N1 N 0 1 N N N 5.652 11.772 21.492 -4.593 -0.656 0.928 N1 50X 1 50X C2 C2 C 0 1 N N R 6.079 12.103 20.149 -5.882 -1.109 1.471 C2 50X 2 50X C3 C3 C 0 1 N N N 4.859 11.862 19.233 -5.823 -2.648 1.569 C3 50X 3 50X C4 C4 C 0 1 N N N 3.893 10.971 20.051 -4.299 -2.935 1.607 C4 50X 4 50X C5 C5 C 0 1 N N N 4.341 11.002 21.550 -3.751 -1.837 0.662 C5 50X 5 50X C6 C6 C 0 1 Y N N 8.872 5.321 31.694 6.751 1.169 0.997 C6 50X 6 50X C7 C7 C 0 1 Y N N 9.335 3.974 31.798 7.997 1.236 0.351 C7 50X 7 50X C8 C8 C 0 1 Y N N 8.416 2.926 32.158 8.697 2.446 0.331 C8 50X 8 50X C9 C9 C 0 1 Y N N 7.038 3.268 32.416 8.166 3.549 0.936 C9 50X 9 50X C10 C10 C 0 1 Y N N 6.584 4.630 32.350 6.936 3.484 1.574 C10 50X 10 50X C11 C11 C 0 1 Y N N 7.504 5.645 31.961 6.228 2.301 1.607 C11 50X 11 50X N12 N12 N 0 1 Y N N 10.037 6.048 31.319 6.313 -0.131 0.845 N12 50X 12 50X C13 C13 C 0 1 Y N N 11.075 5.115 31.207 7.264 -0.799 0.139 C13 50X 13 50X N14 N14 N 0 1 Y N N 10.665 3.893 31.500 8.252 -0.002 -0.146 N14 50X 14 50X C15 C15 C 0 1 Y N N 7.690 8.088 28.059 2.104 0.155 -1.212 C15 50X 15 50X S16 S16 S 0 1 Y N N 7.786 8.287 29.803 2.911 0.872 0.177 S16 50X 16 50X C17 C17 C 0 1 Y N N 9.461 7.848 29.783 3.977 -0.520 0.314 C17 50X 17 50X C18 C18 C 0 1 Y N N 9.843 7.424 28.483 3.685 -1.403 -0.642 C18 50X 18 50X C19 C19 C 0 1 Y N N 8.876 7.701 27.460 2.651 -1.031 -1.484 C19 50X 19 50X C20 C20 C 0 1 N N N 6.450 12.228 22.569 -4.242 0.626 0.705 C20 50X 20 50X C21 C21 C 0 1 N N R 5.978 11.657 23.971 -2.884 0.947 0.136 C21 50X 21 50X C22 C22 C 0 1 N N R 6.521 10.279 23.990 -2.779 0.384 -1.283 C22 50X 22 50X C23 C23 C 0 1 N N N 6.023 9.346 25.068 -1.470 0.809 -1.897 C23 50X 23 50X O24 O24 O 0 1 N N N 4.909 8.825 25.038 -1.463 1.548 -2.858 O24 50X 24 50X N25 N25 N 0 1 N N N 6.869 9.196 26.152 -0.307 0.368 -1.377 N25 50X 25 50X O26 O26 O 0 1 N N N 6.467 12.514 24.984 -2.704 2.364 0.101 O26 50X 26 50X C27 C27 C 0 1 N N N 6.494 8.577 27.387 0.965 0.781 -1.974 C27 50X 27 50X O28 O28 O 0 1 N N N 7.959 10.454 23.940 -3.860 0.882 -2.073 O28 50X 28 50X O29 O29 O 0 1 N N N 7.426 13.090 22.436 -5.018 1.521 0.962 O29 50X 29 50X C30 C30 C 0 1 N N N 10.170 7.503 31.072 5.056 -0.688 1.352 C30 50X 30 50X C31 C31 C 0 1 N N N 12.507 5.462 30.831 7.188 -2.253 -0.251 C31 50X 31 50X F32 F32 F 0 1 N N N 13.171 4.324 30.588 6.762 -3.009 0.846 F32 50X 32 50X F33 F33 F 0 1 N N N 12.615 6.245 29.655 6.281 -2.406 -1.304 F33 50X 33 50X F34 F34 F 0 1 N N N 13.160 6.045 31.931 8.453 -2.693 -0.657 F34 50X 34 50X C35 C35 C 0 1 Y N N 7.318 11.314 19.772 -7.001 -0.693 0.550 C35 50X 35 50X C36 C36 C 0 1 Y N N 7.490 9.954 20.156 -8.193 -0.232 1.076 C36 50X 36 50X C37 C37 C 0 1 Y N N 8.670 9.249 19.771 -9.220 0.149 0.230 C37 50X 37 50X C38 C38 C 0 1 Y N N 9.678 9.890 19.021 -9.052 0.068 -1.141 C38 50X 38 50X C39 C39 C 0 1 Y N N 9.490 11.260 18.636 -7.859 -0.393 -1.665 C39 50X 39 50X C40 C40 C 0 1 Y N N 8.327 11.970 19.006 -6.832 -0.768 -0.820 C40 50X 40 50X CL41 CL41 CL 0 0 N N N 8.828 7.600 20.244 -10.718 0.728 0.889 CL41 50X 41 50X H2 H2 H 0 1 N N N 6.390 13.153 20.049 -6.039 -0.680 2.461 H2 50X 42 50X H3 H3 H 0 1 N N N 4.378 12.814 18.965 -6.304 -2.995 2.484 H3 50X 43 50X H3A H3A H 0 1 N N N 5.162 11.358 18.304 -6.280 -3.108 0.693 H3A 50X 44 50X H4 H4 H 0 1 N N N 2.866 11.354 19.961 -3.904 -2.815 2.616 H4 50X 45 50X H4A H4A H 0 1 N N N 3.927 9.939 19.673 -4.079 -3.930 1.219 H4A 50X 46 50X H5 H5 H 0 1 N N N 4.480 9.989 21.956 -3.854 -2.149 -0.377 H5 50X 47 50X H5A H5A H 0 1 N N N 3.599 11.506 22.187 -2.709 -1.618 0.892 H5A 50X 48 50X H8 H8 H 0 1 N N N 8.752 1.902 32.234 9.656 2.508 -0.163 H8 50X 49 50X H9 H9 H 0 1 N N N 6.335 2.486 32.663 8.710 4.482 0.918 H9 50X 50 50X H10 H10 H 0 1 N N N 5.561 4.880 32.592 6.530 4.365 2.048 H10 50X 51 50X H11 H11 H 0 1 N N N 7.167 6.667 31.867 5.270 2.256 2.104 H11 50X 52 50X H18 H18 H 0 1 N N N 10.784 6.934 28.281 4.214 -2.338 -0.750 H18 50X 53 50X H19 H19 H 0 1 N N N 9.046 7.621 26.396 2.313 -1.653 -2.299 H19 50X 54 50X H21 H21 H 0 1 N N N 4.891 11.618 24.138 -2.112 0.498 0.762 H21 50X 55 50X H22 H22 H 0 1 N N N 6.137 9.717 23.126 -2.827 -0.704 -1.247 H22 50X 56 50X HN25 HN25 H 0 0 N N N 7.803 9.542 26.067 -0.313 -0.223 -0.608 HN25 50X 57 50X HO26 HO26 H 0 0 N N N 7.055 13.154 24.601 -3.357 2.830 -0.439 HO26 50X 58 50X H27 H27 H 0 1 N N N 5.814 7.736 27.186 1.052 1.867 -1.929 H27 50X 59 50X H27A H27A H 0 0 N N N 5.985 9.312 28.028 1.001 0.456 -3.014 H27A 50X 60 50X HO28 HO28 H 0 0 N N N 8.382 9.604 23.949 -3.880 1.846 -2.149 HO28 50X 61 50X H30 H30 H 0 1 N N N 9.718 8.062 31.904 5.190 -1.748 1.568 H30 50X 62 50X H30A H30A H 0 0 N N N 11.234 7.769 30.991 4.768 -0.165 2.264 H30A 50X 63 50X H36 H36 H 0 1 N N N 6.729 9.456 20.738 -8.324 -0.169 2.146 H36 50X 64 50X H38 H38 H 0 1 N N N 10.576 9.359 18.741 -9.853 0.366 -1.801 H38 50X 65 50X H39 H39 H 0 1 N N N 10.252 11.756 18.053 -7.728 -0.456 -2.735 H39 50X 66 50X H40 H40 H 0 1 N N N 8.202 13.002 18.711 -5.900 -1.129 -1.230 H40 50X 67 # 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 50X C2 N1 SING N N 1 50X N1 C5 SING N N 2 50X N1 C20 SING N N 3 50X C3 C2 SING N N 4 50X C35 C2 SING N N 5 50X C2 H2 SING N N 6 50X C3 C4 SING N N 7 50X C3 H3 SING N N 8 50X C3 H3A SING N N 9 50X C4 C5 SING N N 10 50X C4 H4 SING N N 11 50X C4 H4A SING N N 12 50X C5 H5 SING N N 13 50X C5 H5A SING N N 14 50X N12 C6 SING Y N 15 50X C6 C7 DOUB Y N 16 50X C6 C11 SING Y N 17 50X N14 C7 SING Y N 18 50X C7 C8 SING Y N 19 50X C8 C9 DOUB Y N 20 50X C8 H8 SING N N 21 50X C10 C9 SING Y N 22 50X C9 H9 SING N N 23 50X C11 C10 DOUB Y N 24 50X C10 H10 SING N N 25 50X C11 H11 SING N N 26 50X C30 N12 SING N N 27 50X C13 N12 SING Y N 28 50X C31 C13 SING N N 29 50X C13 N14 DOUB Y N 30 50X C27 C15 SING N N 31 50X C19 C15 DOUB Y N 32 50X C15 S16 SING Y N 33 50X C17 S16 SING Y N 34 50X C18 C17 DOUB Y N 35 50X C17 C30 SING N N 36 50X C19 C18 SING Y N 37 50X C18 H18 SING N N 38 50X C19 H19 SING N N 39 50X O29 C20 DOUB N N 40 50X C20 C21 SING N N 41 50X C21 C22 SING N N 42 50X C21 O26 SING N N 43 50X C21 H21 SING N N 44 50X O28 C22 SING N N 45 50X C22 C23 SING N N 46 50X C22 H22 SING N N 47 50X O24 C23 DOUB N N 48 50X C23 N25 SING N N 49 50X N25 C27 SING N N 50 50X N25 HN25 SING N N 51 50X O26 HO26 SING N N 52 50X C27 H27 SING N N 53 50X C27 H27A SING N N 54 50X O28 HO28 SING N N 55 50X C30 H30 SING N N 56 50X C30 H30A SING N N 57 50X F33 C31 SING N N 58 50X F32 C31 SING N N 59 50X C31 F34 SING N N 60 50X C40 C35 DOUB Y N 61 50X C35 C36 SING Y N 62 50X C37 C36 DOUB Y N 63 50X C36 H36 SING N N 64 50X C38 C37 SING Y N 65 50X C37 CL41 SING N N 66 50X C39 C38 DOUB Y N 67 50X C38 H38 SING N N 68 50X C39 C40 SING Y N 69 50X C39 H39 SING N N 70 50X C40 H40 SING N N 71 # 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 50X SMILES_CANONICAL CACTVS 3.352 "O[C@H]([C@@H](O)C(=O)N1CCC[C@@H]1c2cccc(Cl)c2)C(=O)NCc3sc(Cn4c5ccccc5nc4C(F)(F)F)cc3" 50X SMILES CACTVS 3.352 "O[CH]([CH](O)C(=O)N1CCC[CH]1c2cccc(Cl)c2)C(=O)NCc3sc(Cn4c5ccccc5nc4C(F)(F)F)cc3" 50X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)nc(n2Cc3ccc(s3)CNC(=O)[C@@H]([C@H](C(=O)N4CCC[C@@H]4c5cccc(c5)Cl)O)O)C(F)(F)F" 50X SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2c(c1)nc(n2Cc3ccc(s3)CNC(=O)C(C(C(=O)N4CCCC4c5cccc(c5)Cl)O)O)C(F)(F)F" 50X InChI InChI 1.03 "InChI=1S/C28H26ClF3N4O4S/c29-17-6-3-5-16(13-17)21-9-4-12-35(21)26(40)24(38)23(37)25(39)33-14-18-10-11-19(41-18)15-36-22-8-2-1-7-20(22)34-27(36)28(30,31)32/h1-3,5-8,10-11,13,21,23-24,37-38H,4,9,12,14-15H2,(H,33,39)/t21-,23-,24-/m1/s1" 50X InChIKey InChI 1.03 JSNHRUZOJTYCCL-GMKZXUHWSA-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 50X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,3R)-4-[(2R)-2-(3-chlorophenyl)pyrrolidin-1-yl]-2,3-dihydroxy-4-oxo-N-[[5-[[2-(trifluoromethyl)benzimidazol-1-yl]methyl]thiophen-2-yl]methyl]butanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 50X "Create component" 2010-01-22 RCSB 50X "Modify aromatic_flag" 2011-06-04 RCSB 50X "Modify descriptor" 2011-06-04 RCSB #