data_1DL # _chem_comp.id 1DL _chem_comp.name "5-[(2R)-3-benzoyl-2-(4-bromothiophen-2-yl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-2-methylbenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H16 Br 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 2014-03-14 _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 498.346 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1DL _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 4IBD _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 1DL OAB OAB O 0 1 N N N -3.083 18.972 0.344 -6.183 -1.672 0.402 OAB 1DL 1 1DL CAS CAS C 0 1 N N N -3.021 19.825 -0.571 -5.959 -0.514 -0.249 CAS 1DL 2 1DL OAE OAE O 0 1 N N N -4.059 20.105 -1.185 -6.894 0.185 -0.585 OAE 1DL 3 1DL CBC CBC C 0 1 Y N N -1.809 20.446 -0.914 -4.576 -0.094 -0.554 CBC 1DL 4 1DL CAQ CAQ C 0 1 Y N N -0.650 20.137 -0.202 -3.497 -0.823 -0.054 CAQ 1DL 5 1DL CAX CAX C 0 1 Y N N -1.753 21.397 -1.946 -4.344 1.030 -1.349 CAX 1DL 6 1DL CAA CAA C 0 1 N N N -2.905 21.764 -2.678 -5.506 1.818 -1.897 CAA 1DL 7 1DL CAK CAK C 0 1 Y N N -0.532 21.988 -2.255 -3.052 1.420 -1.634 CAK 1DL 8 1DL CAN CAN C 0 1 Y N N 0.634 21.664 -1.556 -1.982 0.701 -1.134 CAN 1DL 9 1DL CBB CBB C 0 1 Y N N 0.577 20.718 -0.516 -2.201 -0.423 -0.345 CBB 1DL 10 1DL NBE NBE N 0 1 N N N 1.687 20.396 0.187 -1.116 -1.146 0.158 NBE 1DL 11 1DL CBD CBD C 0 1 N N R 2.727 21.330 0.661 0.302 -0.837 -0.057 CBD 1DL 12 1DL CBA CBA C 0 1 Y N N 2.127 22.245 1.579 0.626 0.526 0.500 CBA 1DL 13 1DL SAR SAR S 0 1 Y N N 1.359 21.865 3.031 0.104 1.130 2.068 SAR 1DL 14 1DL CAO CAO C 0 1 Y N N 0.938 23.436 3.487 0.925 2.660 1.785 CAO 1DL 15 1DL CAY CAY C 0 1 Y N N 1.385 24.187 2.494 1.516 2.635 0.589 CAY 1DL 16 1DL BRA BRA BR 0 0 N N N 1.172 26.106 2.605 2.506 4.099 -0.087 BRA 1DL 17 1DL CAP CAP C 0 1 Y N N 2.041 23.583 1.461 1.356 1.455 -0.117 CAP 1DL 18 1DL CAV CAV C 0 1 N N N 2.043 19.191 0.655 -1.188 -2.246 0.930 CAV 1DL 19 1DL OAD OAD O 0 1 N N N 1.378 18.160 0.460 -2.218 -2.770 1.303 OAD 1DL 20 1DL CAU CAU C 0 1 N N N 3.214 19.240 1.324 0.172 -2.721 1.259 CAU 1DL 21 1DL OAF OAF O 0 1 N N N 3.799 18.155 1.876 0.463 -3.803 2.017 OAF 1DL 22 1DL CAW CAW C 0 1 N N N 3.657 20.510 1.339 1.082 -1.899 0.683 CAW 1DL 23 1DL CAT CAT C 0 1 N N N 4.812 21.076 1.796 2.540 -2.015 0.764 CAT 1DL 24 1DL OAC OAC O 0 1 N N N 4.971 22.274 1.579 3.105 -1.856 1.830 OAC 1DL 25 1DL CAZ CAZ C 0 1 Y N N 5.719 20.467 2.688 3.326 -2.326 -0.449 CAZ 1DL 26 1DL CAL CAL C 0 1 Y N N 7.049 20.881 2.750 4.708 -2.504 -0.363 CAL 1DL 27 1DL CAI CAI C 0 1 Y N N 7.949 20.338 3.679 5.435 -2.794 -1.499 CAI 1DL 28 1DL CAH CAH C 0 1 Y N N 7.509 19.395 4.616 4.797 -2.909 -2.721 CAH 1DL 29 1DL CAJ CAJ C 0 1 Y N N 6.165 19.013 4.614 3.428 -2.734 -2.814 CAJ 1DL 30 1DL CAM CAM C 0 1 Y N N 5.276 19.557 3.671 2.688 -2.450 -1.685 CAM 1DL 31 1DL H1 H1 H 0 1 N N N -3.976 18.657 0.424 -7.105 -1.905 0.580 H1 1DL 32 1DL H2 H2 H 0 1 N N N -0.705 19.430 0.613 -3.669 -1.695 0.559 H2 1DL 33 1DL H3 H3 H 0 1 N N N -3.010 21.104 -3.552 -5.861 2.517 -1.140 H3 1DL 34 1DL H4 H4 H 0 1 N N N -3.793 21.667 -2.036 -5.186 2.371 -2.780 H4 1DL 35 1DL H5 H5 H 0 1 N N N -2.808 22.806 -3.015 -6.312 1.136 -2.168 H5 1DL 36 1DL H6 H6 H 0 1 N N N -0.484 22.714 -3.053 -2.875 2.290 -2.249 H6 1DL 37 1DL H7 H7 H 0 1 N N N 1.571 22.136 -1.812 -0.972 1.010 -1.360 H7 1DL 38 1DL H8 H8 H 0 1 N N N 3.192 21.857 -0.186 0.536 -0.873 -1.120 H8 1DL 39 1DL H9 H9 H 0 1 N N N 0.423 23.754 4.382 0.947 3.491 2.473 H9 1DL 40 1DL H10 H10 H 0 1 N N N 2.453 24.129 0.625 1.787 1.301 -1.096 H10 1DL 41 1DL H11 H11 H 0 1 N N N 3.263 17.388 1.712 -0.315 -4.271 2.349 H11 1DL 42 1DL H12 H12 H 0 1 N N N 7.396 21.640 2.064 5.207 -2.414 0.590 H12 1DL 43 1DL H13 H13 H 0 1 N N N 8.984 20.648 3.672 6.504 -2.931 -1.434 H13 1DL 44 1DL H14 H14 H 0 1 N N N 8.199 18.969 5.330 5.371 -3.137 -3.608 H14 1DL 45 1DL H15 H15 H 0 1 N N N 5.808 18.297 5.340 2.936 -2.826 -3.771 H15 1DL 46 1DL H16 H16 H 0 1 N N N 4.234 19.273 3.699 1.618 -2.318 -1.758 H16 1DL 47 # 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 1DL CAA CAX SING N N 1 1DL CAK CAX DOUB Y N 2 1DL CAK CAN SING Y N 3 1DL CAX CBC SING Y N 4 1DL CAN CBB DOUB Y N 5 1DL OAE CAS DOUB N N 6 1DL CBC CAS SING N N 7 1DL CBC CAQ DOUB Y N 8 1DL CAS OAB SING N N 9 1DL CBB CAQ SING Y N 10 1DL CBB NBE SING N N 11 1DL NBE CAV SING N N 12 1DL NBE CBD SING N N 13 1DL OAD CAV DOUB N N 14 1DL CAV CAU SING N N 15 1DL CBD CAW SING N N 16 1DL CBD CBA SING N N 17 1DL CAU CAW DOUB N N 18 1DL CAU OAF SING N N 19 1DL CAW CAT SING N N 20 1DL CAP CBA DOUB Y N 21 1DL CAP CAY SING Y N 22 1DL CBA SAR SING Y N 23 1DL OAC CAT DOUB N N 24 1DL CAT CAZ SING N N 25 1DL CAY BRA SING N N 26 1DL CAY CAO DOUB Y N 27 1DL CAZ CAL DOUB Y N 28 1DL CAZ CAM SING Y N 29 1DL CAL CAI SING Y N 30 1DL SAR CAO SING Y N 31 1DL CAM CAJ DOUB Y N 32 1DL CAI CAH DOUB Y N 33 1DL CAJ CAH SING Y N 34 1DL OAB H1 SING N N 35 1DL CAQ H2 SING N N 36 1DL CAA H3 SING N N 37 1DL CAA H4 SING N N 38 1DL CAA H5 SING N N 39 1DL CAK H6 SING N N 40 1DL CAN H7 SING N N 41 1DL CBD H8 SING N N 42 1DL CAO H9 SING N N 43 1DL CAP H10 SING N N 44 1DL OAF H11 SING N N 45 1DL CAL H12 SING N N 46 1DL CAI H13 SING N N 47 1DL CAH H14 SING N N 48 1DL CAJ H15 SING N N 49 1DL CAM H16 SING N N 50 # 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 1DL SMILES ACDLabs 12.01 "Brc1cc(sc1)C3N(C(=O)C(O)=C3C(=O)c2ccccc2)c4cc(C(=O)O)c(cc4)C" 1DL InChI InChI 1.03 "InChI=1S/C23H16BrNO5S/c1-12-7-8-15(10-16(12)23(29)30)25-19(17-9-14(24)11-31-17)18(21(27)22(25)28)20(26)13-5-3-2-4-6-13/h2-11,19,27H,1H3,(H,29,30)/t19-/m0/s1" 1DL InChIKey InChI 1.03 YQDONULRFRLRSB-IBGZPJMESA-N 1DL SMILES_CANONICAL CACTVS 3.370 "Cc1ccc(cc1C(O)=O)N2[C@@H](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4ccccc4" 1DL SMILES CACTVS 3.370 "Cc1ccc(cc1C(O)=O)N2[CH](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4ccccc4" 1DL SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1C(=O)O)N2[C@H](C(=C(C2=O)O)C(=O)c3ccccc3)c4cc(cs4)Br" 1DL SMILES "OpenEye OEToolkits" 1.7.6 "Cc1ccc(cc1C(=O)O)N2C(C(=C(C2=O)O)C(=O)c3ccccc3)c4cc(cs4)Br" # 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 1DL "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(2R)-3-benzoyl-2-(4-bromothiophen-2-yl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-2-methylbenzoic acid" 1DL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[(2R)-2-(4-bromanylthiophen-2-yl)-4-oxidanyl-5-oxidanylidene-3-(phenylcarbonyl)-2H-pyrrol-1-yl]-2-methyl-benzoic 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 1DL "Create component" 2012-12-11 RCSB 1DL "Initial release" 2014-03-19 RCSB #