data_1DK # _chem_comp.id 1DK _chem_comp.name "{4-[(5R)-3-hydroxy-2-oxo-4-(thiophen-2-ylcarbonyl)-5-(2,4,5-trimethylphenyl)-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H23 N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-11 _chem_comp.pdbx_modified_date 2014-02-21 _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 461.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1DK _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 4IBB _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 1DK CAC CAC C 0 1 N N N -2.621 23.651 22.370 -0.714 0.762 2.727 CAC 1DK 1 1DK CBA CBA C 0 1 Y N N -1.939 23.027 21.202 -0.924 -0.554 2.023 CBA 1DK 2 1DK CAP CAP C 0 1 Y N N -1.269 23.845 20.290 -1.110 -1.709 2.759 CAP 1DK 3 1DK CAY CAY C 0 1 Y N N -0.616 23.307 19.184 -1.303 -2.917 2.113 CAY 1DK 4 1DK CAA CAA C 0 1 N N N 0.106 24.161 18.205 -1.506 -4.176 2.915 CAA 1DK 5 1DK CAZ CAZ C 0 1 Y N N -0.628 21.939 18.980 -1.310 -2.968 0.732 CAZ 1DK 6 1DK CAB CAB C 0 1 N N N 0.064 21.339 17.797 -1.521 -4.283 0.027 CAB 1DK 7 1DK CAQ CAQ C 0 1 Y N N -1.289 21.131 19.881 -1.124 -1.812 -0.004 CAQ 1DK 8 1DK CBE CBE C 0 1 Y N N -1.941 21.652 20.991 -0.936 -0.605 0.642 CBE 1DK 9 1DK CBF CBF C 0 1 N N R -2.576 20.581 21.815 -0.733 0.655 -0.160 CBF 1DK 10 1DK CAX CAX C 0 1 N N N -3.867 20.103 21.655 -1.866 1.622 0.095 CAX 1DK 11 1DK CAU CAU C 0 1 N N N -4.863 20.712 20.741 -3.290 1.393 -0.177 CAU 1DK 12 1DK OAE OAE O 0 1 N N N -4.994 21.921 20.820 -4.137 1.964 0.487 OAE 1DK 13 1DK CBC CBC C 0 1 Y N N -5.746 20.003 19.791 -3.694 0.477 -1.248 CBC 1DK 14 1DK CAK CAK C 0 1 Y N N -5.497 18.858 19.011 -4.975 0.067 -1.502 CAK 1DK 15 1DK CAI CAI C 0 1 Y N N -6.601 18.474 18.182 -5.068 -0.794 -2.568 CAI 1DK 16 1DK CAJ CAJ C 0 1 Y N N -7.719 19.326 18.301 -3.906 -1.082 -3.169 CAJ 1DK 17 1DK SAS SAS S 0 1 Y N N -7.303 20.525 19.417 -2.611 -0.266 -2.417 SAS 1DK 18 1DK CAW CAW C 0 1 N N N -4.038 19.062 22.566 -1.315 2.739 0.623 CAW 1DK 19 1DK OAG OAG O 0 1 N N N -5.181 18.324 22.780 -1.995 3.849 0.994 OAG 1DK 20 1DK CAV CAV C 0 1 N N N -2.814 18.913 23.215 0.146 2.556 0.730 CAV 1DK 21 1DK OAF OAF O 0 1 N N N -2.525 17.988 24.196 0.922 3.382 1.167 OAF 1DK 22 1DK NBG NBG N 0 1 N N N -1.956 19.809 22.711 0.491 1.338 0.274 NBG 1DK 23 1DK CBD CBD C 0 1 Y N N -0.616 19.993 23.175 1.787 0.816 0.222 CBD 1DK 24 1DK CAO CAO C 0 1 Y N N 0.532 19.532 22.549 2.003 -0.461 -0.280 CAO 1DK 25 1DK CAM CAM C 0 1 Y N N 1.766 19.808 23.138 3.285 -0.974 -0.330 CAM 1DK 26 1DK CAN CAN C 0 1 Y N N -0.525 20.716 24.358 2.861 1.575 0.669 CAN 1DK 27 1DK CAL CAL C 0 1 Y N N 0.696 20.989 24.941 4.140 1.056 0.617 CAL 1DK 28 1DK CBB CBB C 0 1 Y N N 1.846 20.532 24.328 4.352 -0.218 0.121 CBB 1DK 29 1DK CAR CAR C 0 1 N N N 3.158 20.833 24.973 5.748 -0.781 0.067 CAR 1DK 30 1DK CAT CAT C 0 1 N N N 3.469 20.121 26.249 6.381 -0.428 -1.255 CAT 1DK 31 1DK OAH OAH O 0 1 N N N 4.587 19.573 26.403 5.762 0.215 -2.069 OAH 1DK 32 1DK OAD OAD O 0 1 N N N 2.615 20.060 27.171 7.633 -0.828 -1.527 OAD 1DK 33 1DK H1 H1 H 0 1 N N N -3.660 23.894 22.102 0.351 0.992 2.756 H1 1DK 34 1DK H2 H2 H 0 1 N N N -2.616 22.948 23.216 -1.242 1.550 2.190 H2 1DK 35 1DK H3 H3 H 0 1 N N N -2.091 24.572 22.655 -1.098 0.695 3.745 H3 1DK 36 1DK H4 H4 H 0 1 N N N -1.257 24.914 20.445 -1.105 -1.669 3.838 H4 1DK 37 1DK H5 H5 H 0 1 N N N -0.584 24.464 17.404 -2.569 -4.317 3.107 H5 1DK 38 1DK H6 H6 H 0 1 N N N 0.493 25.056 18.714 -1.121 -5.029 2.355 H6 1DK 39 1DK H7 H7 H 0 1 N N N 0.944 23.595 17.772 -0.973 -4.093 3.862 H7 1DK 40 1DK H8 H8 H 0 1 N N N 1.105 21.100 18.062 -2.586 -4.438 -0.143 H8 1DK 41 1DK H9 H9 H 0 1 N N N -0.458 20.419 17.495 -0.997 -4.272 -0.929 H9 1DK 42 1DK H10 H10 H 0 1 N N N 0.054 22.057 16.963 -1.131 -5.093 0.645 H10 1DK 43 1DK H11 H11 H 0 1 N N N -1.300 20.063 19.719 -1.129 -1.852 -1.083 H11 1DK 44 1DK H12 H12 H 0 1 N N N -4.561 18.319 19.035 -5.827 0.388 -0.921 H12 1DK 45 1DK H13 H13 H 0 1 N N N -6.579 17.614 17.529 -6.009 -1.211 -2.895 H13 1DK 46 1DK H14 H14 H 0 1 N N N -8.660 19.230 17.779 -3.804 -1.740 -4.020 H14 1DK 47 1DK H16 H16 H 0 1 N N N -5.019 17.678 23.458 -1.436 4.551 1.353 H16 1DK 48 1DK H17 H17 H 0 1 N N N 0.472 18.972 21.627 1.171 -1.052 -0.632 H17 1DK 49 1DK H18 H18 H 0 1 N N N 2.672 19.456 22.666 3.454 -1.966 -0.720 H18 1DK 50 1DK H19 H19 H 0 1 N N N -1.428 21.072 24.831 2.697 2.570 1.056 H19 1DK 51 1DK H20 H20 H 0 1 N N N 0.751 21.551 25.862 4.976 1.646 0.963 H20 1DK 52 1DK H21 H21 H 0 1 N N N 3.948 20.579 24.251 6.342 -0.360 0.878 H21 1DK 53 1DK H22 H22 H 0 1 N N N 3.185 21.913 25.181 5.707 -1.865 0.172 H22 1DK 54 1DK H23 H23 H 0 1 N N N 2.972 19.570 27.902 7.997 -0.577 -2.388 H23 1DK 55 1DK H24 H24 H 0 1 N N N -2.890 21.302 22.584 -0.674 0.418 -1.222 H24 1DK 56 # 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 1DK CAB CAZ SING N N 1 1DK CAI CAJ DOUB Y N 2 1DK CAI CAK SING Y N 3 1DK CAA CAY SING N N 4 1DK CAJ SAS SING Y N 5 1DK CAZ CAY DOUB Y N 6 1DK CAZ CAQ SING Y N 7 1DK CAK CBC DOUB Y N 8 1DK CAY CAP SING Y N 9 1DK SAS CBC SING Y N 10 1DK CBC CAU SING N N 11 1DK CAQ CBE DOUB Y N 12 1DK CAP CBA DOUB Y N 13 1DK CAU OAE DOUB N N 14 1DK CAU CAX SING N N 15 1DK CBE CBA SING Y N 16 1DK CBE CBF SING N N 17 1DK CBA CAC SING N N 18 1DK CAX CBF SING N N 19 1DK CAX CAW DOUB N N 20 1DK CBF NBG SING N N 21 1DK CAO CAM DOUB Y N 22 1DK CAO CBD SING Y N 23 1DK CAW OAG SING N N 24 1DK CAW CAV SING N N 25 1DK NBG CBD SING N N 26 1DK NBG CAV SING N N 27 1DK CAM CBB SING Y N 28 1DK CBD CAN DOUB Y N 29 1DK CAV OAF DOUB N N 30 1DK CBB CAL DOUB Y N 31 1DK CBB CAR SING N N 32 1DK CAN CAL SING Y N 33 1DK CAR CAT SING N N 34 1DK CAT OAH DOUB N N 35 1DK CAT OAD SING N N 36 1DK CAC H1 SING N N 37 1DK CAC H2 SING N N 38 1DK CAC H3 SING N N 39 1DK CAP H4 SING N N 40 1DK CAA H5 SING N N 41 1DK CAA H6 SING N N 42 1DK CAA H7 SING N N 43 1DK CAB H8 SING N N 44 1DK CAB H9 SING N N 45 1DK CAB H10 SING N N 46 1DK CAQ H11 SING N N 47 1DK CAK H12 SING N N 48 1DK CAI H13 SING N N 49 1DK CAJ H14 SING N N 50 1DK OAG H16 SING N N 51 1DK CAO H17 SING N N 52 1DK CAM H18 SING N N 53 1DK CAN H19 SING N N 54 1DK CAL H20 SING N N 55 1DK CAR H21 SING N N 56 1DK CAR H22 SING N N 57 1DK OAD H23 SING N N 58 1DK CBF H24 SING N N 59 # 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 1DK SMILES ACDLabs 12.01 "O=C(C2=C(O)C(=O)N(c1ccc(cc1)CC(=O)O)C2c3cc(c(cc3C)C)C)c4sccc4" 1DK InChI InChI 1.03 "InChI=1S/C26H23NO5S/c1-14-11-16(3)19(12-15(14)2)23-22(24(30)20-5-4-10-33-20)25(31)26(32)27(23)18-8-6-17(7-9-18)13-21(28)29/h4-12,23,31H,13H2,1-3H3,(H,28,29)/t23-/m1/s1" 1DK InChIKey InChI 1.03 BCVUJQWONQBDJX-HSZRJFAPSA-N 1DK SMILES_CANONICAL CACTVS 3.370 "Cc1cc(C)c(cc1C)[C@H]2N(C(=O)C(=C2C(=O)c3sccc3)O)c4ccc(CC(O)=O)cc4" 1DK SMILES CACTVS 3.370 "Cc1cc(C)c(cc1C)[CH]2N(C(=O)C(=C2C(=O)c3sccc3)O)c4ccc(CC(O)=O)cc4" 1DK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(c(cc1C)C2C(=C(C(=O)N2c3ccc(cc3)CC(=O)O)O)C(=O)c4cccs4)C" 1DK SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(c(cc1C)C2C(=C(C(=O)N2c3ccc(cc3)CC(=O)O)O)C(=O)c4cccs4)C" # 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 1DK "SYSTEMATIC NAME" ACDLabs 12.01 "{4-[(5R)-3-hydroxy-2-oxo-4-(thiophen-2-ylcarbonyl)-5-(2,4,5-trimethylphenyl)-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid" 1DK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-[4-oxidanyl-5-oxidanylidene-3-thiophen-2-ylcarbonyl-2-(2,4,5-trimethylphenyl)-2H-pyrrol-1-yl]phenyl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1DK "Create component" 2012-12-11 RCSB 1DK "Initial release" 2014-02-26 RCSB #