data_11Y # _chem_comp.id 11Y _chem_comp.name "5-[(2R)-3-benzoyl-2-(4-bromothiophen-2-yl)-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]-2-chlorobenzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H13 Br Cl 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 518.764 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 11Y _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 4IBE _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 11Y OAA OAA O 0 1 N N N 2.896 18.820 22.579 -6.703 0.301 0.338 OAA 11Y 1 11Y CAS CAS C 0 1 N N N 2.850 19.625 23.515 -5.715 0.893 -0.048 CAS 11Y 2 11Y OAD OAD O 0 1 N N N 3.948 19.857 24.042 -5.847 2.011 -0.788 OAD 11Y 3 11Y CBC CBC C 0 1 Y N N 1.616 20.237 23.915 -4.371 0.391 0.299 CBC 11Y 4 11Y CAQ CAQ C 0 1 Y N N 0.423 19.901 23.230 -3.234 1.073 -0.139 CAQ 11Y 5 11Y CAY CAY C 0 1 Y N N 1.485 21.185 24.957 -4.231 -0.765 1.071 CAY 11Y 6 11Y CLA CLA CL 0 0 N N N 2.876 21.760 25.890 -5.641 -1.615 1.624 CLA 11Y 7 11Y CAM CAM C 0 1 Y N N 0.238 21.724 25.282 -2.971 -1.232 1.394 CAM 11Y 8 11Y CAN CAN C 0 1 Y N N -0.919 21.384 24.602 -1.847 -0.559 0.956 CAN 11Y 9 11Y CBB CBB C 0 1 Y N N -0.821 20.445 23.558 -1.975 0.596 0.191 CBB 11Y 10 11Y NBE NBE N 0 1 N N N -1.915 20.086 22.842 -0.834 1.275 -0.245 NBE 11Y 11 11Y CBD CBD C 0 1 N N R -2.914 21.049 22.377 0.556 0.890 0.025 CBD 11Y 12 11Y CBA CBA C 0 1 Y N N -2.319 22.019 21.510 0.837 -0.474 -0.550 CBA 11Y 13 11Y SAR SAR S 0 1 Y N N -1.610 21.564 20.021 0.282 -1.047 -2.117 SAR 11Y 14 11Y CAO CAO C 0 1 Y N N -1.115 23.224 19.553 1.072 -2.598 -1.864 CAO 11Y 15 11Y CAX CAX C 0 1 Y N N -1.534 23.989 20.570 1.680 -2.602 -0.676 CAX 11Y 16 11Y BRA BRA BR 0 0 N N N -1.296 25.877 20.438 2.645 -4.095 -0.031 BRA 11Y 17 11Y CAP CAP C 0 1 Y N N -2.205 23.374 21.622 1.550 -1.429 0.049 CAP 11Y 18 11Y CAV CAV C 0 1 N N N -2.272 18.871 22.363 -0.816 2.394 -0.991 CAV 11Y 19 11Y OAC OAC O 0 1 N N N -1.649 17.813 22.588 -1.801 2.979 -1.396 OAC 11Y 20 11Y CAU CAU C 0 1 N N N -3.446 18.937 21.709 0.580 2.808 -1.246 CAU 11Y 21 11Y OAE OAE O 0 1 N N N -4.005 17.831 21.170 0.957 3.891 -1.963 OAE 11Y 22 11Y CAW CAW C 0 1 N N N -3.884 20.229 21.688 1.420 1.929 -0.651 CAW 11Y 23 11Y CAT CAT C 0 1 N N N -5.030 20.805 21.213 2.885 1.975 -0.662 CAT 11Y 24 11Y OAB OAB O 0 1 N N N -5.188 22.020 21.424 3.490 1.851 -1.710 OAB 11Y 25 11Y CAZ CAZ C 0 1 Y N N -5.935 20.207 20.285 3.627 2.174 0.601 CAZ 11Y 26 11Y CAK CAK C 0 1 Y N N -7.271 20.581 20.188 5.022 2.105 0.613 CAK 11Y 27 11Y CAI CAI C 0 1 Y N N -8.072 20.039 19.164 5.709 2.291 1.795 CAI 11Y 28 11Y CAH CAH C 0 1 Y N N -7.578 19.181 18.161 5.018 2.545 2.967 CAH 11Y 29 11Y CAJ CAJ C 0 1 Y N N -6.239 18.845 18.205 3.636 2.614 2.963 CAJ 11Y 30 11Y CAL CAL C 0 1 Y N N -5.439 19.392 19.229 2.937 2.436 1.787 CAL 11Y 31 11Y H1 H1 H 0 1 N N N 4.623 19.352 23.604 -6.747 2.303 -0.987 H1 11Y 32 11Y H2 H2 H 0 1 N N N 0.477 19.192 22.417 -3.335 1.970 -0.732 H2 11Y 33 11Y H3 H3 H 0 1 N N N 0.174 22.433 26.094 -2.865 -2.126 1.991 H3 11Y 34 11Y H4 H4 H 0 1 N N N -1.869 21.826 24.865 -0.865 -0.929 1.211 H4 11Y 35 11Y H5 H5 H 0 1 N N N -3.383 21.545 23.239 0.743 0.889 1.099 H5 11Y 36 11Y H6 H6 H 0 1 N N N -0.598 23.535 18.657 1.067 -3.421 -2.563 H6 11Y 37 11Y H7 H7 H 0 1 N N N -2.604 23.925 22.461 1.995 -1.297 1.024 H7 11Y 38 11Y H8 H8 H 0 1 N N N -3.461 17.076 21.360 0.219 4.406 -2.317 H8 11Y 39 11Y H9 H9 H 0 1 N N N -7.692 21.282 20.893 5.562 1.907 -0.301 H9 11Y 40 11Y H10 H10 H 0 1 N N N -9.121 20.295 19.147 6.787 2.238 1.806 H10 11Y 41 11Y H11 H11 H 0 1 N N N -8.224 18.799 17.385 5.560 2.685 3.891 H11 11Y 42 11Y H12 H12 H 0 1 N N N -5.814 18.177 17.470 3.103 2.812 3.881 H12 11Y 43 11Y H13 H13 H 0 1 N N N -4.380 19.179 19.211 1.859 2.490 1.785 H13 11Y 44 # 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 11Y CAH CAJ DOUB Y N 1 11Y CAH CAI SING Y N 2 11Y CAJ CAL SING Y N 3 11Y CAI CAK DOUB Y N 4 11Y CAL CAZ DOUB Y N 5 11Y CAO SAR SING Y N 6 11Y CAO CAX DOUB Y N 7 11Y SAR CBA SING Y N 8 11Y CAK CAZ SING Y N 9 11Y CAZ CAT SING N N 10 11Y BRA CAX SING N N 11 11Y CAX CAP SING Y N 12 11Y OAE CAU SING N N 13 11Y CAT OAB DOUB N N 14 11Y CAT CAW SING N N 15 11Y CBA CAP DOUB Y N 16 11Y CBA CBD SING N N 17 11Y CAW CAU DOUB N N 18 11Y CAW CBD SING N N 19 11Y CAU CAV SING N N 20 11Y CAV OAC DOUB N N 21 11Y CAV NBE SING N N 22 11Y CBD NBE SING N N 23 11Y OAA CAS DOUB N N 24 11Y NBE CBB SING N N 25 11Y CAQ CBB DOUB Y N 26 11Y CAQ CBC SING Y N 27 11Y CAS CBC SING N N 28 11Y CAS OAD SING N N 29 11Y CBB CAN SING Y N 30 11Y CBC CAY DOUB Y N 31 11Y CAN CAM DOUB Y N 32 11Y CAY CAM SING Y N 33 11Y CAY CLA SING N N 34 11Y OAD H1 SING N N 35 11Y CAQ H2 SING N N 36 11Y CAM H3 SING N N 37 11Y CAN H4 SING N N 38 11Y CBD H5 SING N N 39 11Y CAO H6 SING N N 40 11Y CAP H7 SING N N 41 11Y OAE H8 SING N N 42 11Y CAK H9 SING N N 43 11Y CAI H10 SING N N 44 11Y CAH H11 SING N N 45 11Y CAJ H12 SING N N 46 11Y CAL H13 SING N N 47 # 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 11Y SMILES ACDLabs 12.01 "Brc1cc(sc1)C3N(C(=O)C(O)=C3C(=O)c2ccccc2)c4cc(C(=O)O)c(Cl)cc4" 11Y InChI InChI 1.03 "InChI=1S/C22H13BrClNO5S/c23-12-8-16(31-10-12)18-17(19(26)11-4-2-1-3-5-11)20(27)21(28)25(18)13-6-7-15(24)14(9-13)22(29)30/h1-10,18,27H,(H,29,30)/t18-/m0/s1" 11Y InChIKey InChI 1.03 CERSDUPIILKAJP-SFHVURJKSA-N 11Y SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1cc(ccc1Cl)N2[C@@H](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4ccccc4" 11Y SMILES CACTVS 3.370 "OC(=O)c1cc(ccc1Cl)N2[CH](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4ccccc4" 11Y SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(=O)C2=C(C(=O)N([C@H]2c3cc(cs3)Br)c4ccc(c(c4)C(=O)O)Cl)O" 11Y SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C(=O)C2=C(C(=O)N(C2c3cc(cs3)Br)c4ccc(c(c4)C(=O)O)Cl)O" # 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 11Y "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-chlorobenzoic acid" 11Y "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-chloranyl-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 11Y "Create component" 2012-12-11 RCSB 11Y "Initial release" 2014-03-19 RCSB #