data_1DE # _chem_comp.id 1DE _chem_comp.name "3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H13 Cl2 N O7 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 518.323 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1DE _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 4IBK _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 1DE CAO CAO C 0 1 Y N N -1.082 21.611 20.435 0.580 -1.782 0.968 CAO 1DE 1 1DE CBD CBD C 0 1 Y N N -0.467 22.424 19.465 0.308 -3.132 1.126 CBD 1DE 2 1DE OAQ OAQ O 0 1 N N N 0.207 22.096 18.333 0.789 -4.053 2.011 OAQ 1DE 3 1DE CAP CAP C 0 1 N N N 0.449 23.383 17.620 -0.140 -5.153 1.963 CAP 1DE 4 1DE OAR OAR O 0 1 N N N 0.148 24.445 18.576 -0.695 -5.074 0.637 OAR 1DE 5 1DE CBF CBF C 0 1 Y N N -0.516 23.818 19.593 -0.604 -3.759 0.282 CBF 1DE 6 1DE CAZ CAZ C 0 1 Y N N -1.144 24.384 20.689 -1.236 -3.029 -0.714 CAZ 1DE 7 1DE CL2 CL2 CL 0 0 N N N -1.193 26.120 20.792 -2.374 -3.807 -1.770 CL2 1DE 8 1DE CAM CAM C 0 1 Y N N -1.760 23.590 21.652 -0.960 -1.682 -0.865 CAM 1DE 9 1DE CBB CBB C 0 1 Y N N -1.738 22.196 21.522 -0.054 -1.061 -0.027 CBB 1DE 10 1DE CBG CBG C 0 1 N N S -2.434 21.345 22.592 0.239 0.408 -0.192 CBG 1DE 11 1DE CAX CAX C 0 1 N N N -3.397 20.456 21.848 1.091 0.633 -1.419 CAX 1DE 12 1DE CAU CAU C 0 1 N N N -4.559 21.134 21.168 2.434 0.094 -1.663 CAU 1DE 13 1DE OAB OAB O 0 1 N N N -4.611 22.361 21.267 2.616 -0.705 -2.565 OAB 1DE 14 1DE CBE CBE C 0 1 Y N N -5.500 20.471 20.205 3.556 0.517 -0.822 CBE 1DE 15 1DE CAL CAL C 0 1 Y N N -5.229 19.447 19.362 4.861 0.132 -0.986 CAL 1DE 16 1DE CAK CAK C 0 1 Y N N -6.277 19.140 18.544 5.709 0.679 -0.055 CAK 1DE 17 1DE CAY CAY C 0 1 Y N N -7.338 19.951 18.737 5.123 1.485 0.844 CAY 1DE 18 1DE CL1 CL1 CL 0 0 N N N -8.876 19.953 17.958 5.962 2.303 2.125 CL1 1DE 19 1DE SAS SAS S 0 1 Y N N -6.979 21.066 19.895 3.446 1.605 0.554 SAS 1DE 20 1DE CAV CAV C 0 1 N N N -3.025 19.133 22.012 0.378 1.428 -2.250 CAV 1DE 21 1DE OAE OAE O 0 1 N N N -3.648 18.037 21.472 0.790 1.864 -3.464 OAE 1DE 22 1DE CAW CAW C 0 1 N N N -1.878 19.128 22.824 -0.921 1.743 -1.625 CAW 1DE 23 1DE OAC OAC O 0 1 N N N -1.268 18.119 23.177 -1.786 2.436 -2.124 OAC 1DE 24 1DE NBH NBH N 0 1 N N N -1.520 20.381 23.179 -1.008 1.149 -0.420 NBH 1DE 25 1DE CBC CBC C 0 1 Y N N -0.487 20.702 23.945 -2.093 1.223 0.458 CBC 1DE 26 1DE CAN CAN C 0 1 Y N N 0.759 20.146 23.651 -3.216 1.958 0.111 CAN 1DE 27 1DE CAJ CAJ C 0 1 Y N N -0.652 21.552 25.036 -2.049 0.555 1.676 CAJ 1DE 28 1DE CAH CAH C 0 1 Y N N 0.442 21.860 25.839 -3.119 0.626 2.548 CAH 1DE 29 1DE CAI CAI C 0 1 Y N N 1.681 21.306 25.547 -4.240 1.360 2.215 CAI 1DE 30 1DE CBA CBA C 0 1 Y N N 1.840 20.456 24.451 -4.297 2.029 0.991 CBA 1DE 31 1DE CAT CAT C 0 1 N N N 3.202 19.837 24.093 -5.498 2.810 0.629 CAT 1DE 32 1DE OAD OAD O 0 1 N N N 3.255 19.116 23.078 -5.546 3.391 -0.437 OAD 1DE 33 1DE OAA OAA O 0 1 N N N 4.182 20.099 24.804 -6.540 2.877 1.480 OAA 1DE 34 1DE H1 H1 H 0 1 N N N -1.047 20.536 20.340 1.283 -1.292 1.625 H1 1DE 35 1DE H2 H2 H 0 1 N N N 1.498 23.448 17.297 0.380 -6.100 2.105 H2 1DE 36 1DE H3 H3 H 0 1 N N N -0.210 23.462 16.743 -0.921 -5.028 2.713 H3 1DE 37 1DE H4 H4 H 0 1 N N N -2.253 24.048 22.497 -1.454 -1.115 -1.641 H4 1DE 38 1DE H5 H5 H 0 1 N N N -2.941 21.969 23.342 0.746 0.792 0.693 H5 1DE 39 1DE H6 H6 H 0 1 N N N -4.282 18.927 19.339 5.190 -0.535 -1.769 H6 1DE 40 1DE H7 H7 H 0 1 N N N -6.259 18.337 17.822 6.769 0.471 -0.044 H7 1DE 41 1DE H8 H8 H 0 1 N N N -3.186 17.249 21.733 0.147 2.425 -3.919 H8 1DE 42 1DE H9 H9 H 0 1 N N N 0.876 19.481 22.808 -3.255 2.474 -0.837 H9 1DE 43 1DE H10 H10 H 0 1 N N N -1.623 21.970 25.257 -1.175 -0.020 1.943 H10 1DE 44 1DE H11 H11 H 0 1 N N N 0.328 22.525 26.683 -3.079 0.105 3.493 H11 1DE 45 1DE H12 H12 H 0 1 N N N 2.530 21.535 26.174 -5.074 1.412 2.899 H12 1DE 46 1DE H13 H13 H 0 1 N N N 4.953 19.669 24.452 -7.303 3.400 1.199 H13 1DE 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 1DE CAP OAQ SING N N 1 1DE CAP OAR SING N N 2 1DE CL1 CAY SING N N 3 1DE OAQ CBD SING N N 4 1DE CAK CAY DOUB Y N 5 1DE CAK CAL SING Y N 6 1DE OAR CBF SING N N 7 1DE CAY SAS SING Y N 8 1DE CAL CBE DOUB Y N 9 1DE CBD CBF DOUB Y N 10 1DE CBD CAO SING Y N 11 1DE CBF CAZ SING Y N 12 1DE SAS CBE SING Y N 13 1DE CBE CAU SING N N 14 1DE CAO CBB DOUB Y N 15 1DE CAZ CL2 SING N N 16 1DE CAZ CAM DOUB Y N 17 1DE CAU OAB DOUB N N 18 1DE CAU CAX SING N N 19 1DE OAE CAV SING N N 20 1DE CBB CAM SING Y N 21 1DE CBB CBG SING N N 22 1DE CAX CAV DOUB N N 23 1DE CAX CBG SING N N 24 1DE CAV CAW SING N N 25 1DE CBG NBH SING N N 26 1DE CAW OAC DOUB N N 27 1DE CAW NBH SING N N 28 1DE OAD CAT DOUB N N 29 1DE NBH CBC SING N N 30 1DE CAN CBC DOUB Y N 31 1DE CAN CBA SING Y N 32 1DE CBC CAJ SING Y N 33 1DE CAT CBA SING N N 34 1DE CAT OAA SING N N 35 1DE CBA CAI DOUB Y N 36 1DE CAJ CAH DOUB Y N 37 1DE CAI CAH SING Y N 38 1DE CAO H1 SING N N 39 1DE CAP H2 SING N N 40 1DE CAP H3 SING N N 41 1DE CAM H4 SING N N 42 1DE CBG H5 SING N N 43 1DE CAL H6 SING N N 44 1DE CAK H7 SING N N 45 1DE OAE H8 SING N N 46 1DE CAN H9 SING N N 47 1DE CAJ H10 SING N N 48 1DE CAH H11 SING N N 49 1DE CAI H12 SING N N 50 1DE OAA H13 SING N N 51 # 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 1DE SMILES ACDLabs 12.01 "O=C(C2=C(O)C(=O)N(c1cc(C(=O)O)ccc1)C2c4cc3OCOc3c(Cl)c4)c5sc(Cl)cc5" 1DE InChI InChI 1.03 "InChI=1S/C23H13Cl2NO7S/c24-13-7-11(8-14-21(13)33-9-32-14)18-17(19(27)15-4-5-16(25)34-15)20(28)22(29)26(18)12-3-1-2-10(6-12)23(30)31/h1-8,18,28H,9H2,(H,30,31)/t18-/m0/s1" 1DE InChIKey InChI 1.03 FYJSIGVCZLLXAT-SFHVURJKSA-N 1DE SMILES_CANONICAL CACTVS 3.370 "OC(=O)c1cccc(c1)N2[C@@H](c3cc(Cl)c4OCOc4c3)C(=C(O)C2=O)C(=O)c5sc(Cl)cc5" 1DE SMILES CACTVS 3.370 "OC(=O)c1cccc(c1)N2[CH](c3cc(Cl)c4OCOc4c3)C(=C(O)C2=O)C(=O)c5sc(Cl)cc5" 1DE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)N2[C@H](C(=C(C2=O)O)C(=O)c3ccc(s3)Cl)c4cc5c(c(c4)Cl)OCO5)C(=O)O" 1DE SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)N2C(C(=C(C2=O)O)C(=O)c3ccc(s3)Cl)c4cc5c(c(c4)Cl)OCO5)C(=O)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 1DE "SYSTEMATIC NAME" ACDLabs 12.01 "3-{(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}benzoic acid" 1DE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(2S)-2-(7-chloranyl-1,3-benzodioxol-5-yl)-3-(5-chloranylthiophen-2-yl)carbonyl-4-oxidanyl-5-oxidanylidene-2H-pyrrol-1-yl]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 1DE "Create component" 2012-12-11 RCSB 1DE "Initial release" 2014-03-19 RCSB #