data_1D5 # _chem_comp.id 1D5 _chem_comp.name "(4-{(2R)-2-(4-bromothiophen-2-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}phenyl)acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H13 Br Cl N O5 S2" _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 538.819 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1D5 _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 4IBF _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 1D5 OAA OAA O 0 1 N N N -4.740 20.020 -3.135 -7.676 -1.225 -2.580 OAA 1D5 1 1D5 CAS CAS C 0 1 N N N -3.539 20.273 -3.395 -6.495 -1.246 -1.942 CAS 1D5 2 1D5 OAD OAD O 0 1 N N N -2.815 19.664 -4.217 -5.671 -2.083 -2.225 OAD 1D5 3 1D5 CAP CAP C 0 1 N N N -2.895 21.450 -2.640 -6.198 -0.226 -0.873 CAP 1D5 4 1D5 CAZ CAZ C 0 1 Y N N -1.771 21.060 -1.892 -4.817 -0.468 -0.319 CAZ 1D5 5 1D5 CAJ CAJ C 0 1 Y N N -0.537 21.612 -2.244 -4.646 -1.316 0.760 CAJ 1D5 6 1D5 CAM CAM C 0 1 Y N N 0.617 21.275 -1.558 -3.382 -1.539 1.270 CAM 1D5 7 1D5 CAI CAI C 0 1 Y N N -1.854 20.152 -0.824 -3.724 0.156 -0.893 CAI 1D5 8 1D5 CAL CAL C 0 1 Y N N -0.679 19.826 -0.127 -2.458 -0.063 -0.388 CAL 1D5 9 1D5 CBB CBB C 0 1 Y N N 0.553 20.375 -0.494 -2.283 -0.910 0.699 CBB 1D5 10 1D5 NBE NBE N 0 1 N N N 1.672 20.087 0.192 -1.003 -1.134 1.214 NBE 1D5 11 1D5 CBD CBD C 0 1 N N R 2.724 21.087 0.633 0.244 -0.541 0.715 CBD 1D5 12 1D5 CBC CBC C 0 1 Y N N 2.138 22.016 1.534 0.186 0.960 0.827 CBC 1D5 13 1D5 SAQ SAQ S 0 1 Y N N 1.435 21.619 3.024 -0.447 1.850 2.206 SAQ 1D5 14 1D5 CAN CAN C 0 1 Y N N 0.979 23.200 3.421 -0.095 3.382 1.417 CAN 1D5 15 1D5 CAX CAX C 0 1 Y N N 1.412 23.960 2.416 0.452 3.155 0.221 CAX 1D5 16 1D5 BRA BRA BR 0 0 N N N 1.176 25.861 2.487 0.975 4.552 -0.941 BRA 1D5 17 1D5 CAO CAO C 0 1 Y N N 2.025 23.342 1.380 0.612 1.818 -0.102 CAO 1D5 18 1D5 CAV CAV C 0 1 N N N 2.040 18.922 0.723 -0.696 -1.925 2.257 CAV 1D5 19 1D5 OAC OAC O 0 1 N N N 1.368 17.880 0.612 -1.499 -2.566 2.907 OAC 1D5 20 1D5 CAU CAU C 0 1 N N N 3.230 19.036 1.368 0.761 -1.902 2.497 CAU 1D5 21 1D5 OAE OAE O 0 1 N N N 3.783 17.976 2.009 1.406 -2.588 3.470 OAE 1D5 22 1D5 CAW CAW C 0 1 N N N 3.689 20.324 1.323 1.348 -1.086 1.592 CAW 1D5 23 1D5 CAT CAT C 0 1 N N N 4.839 20.935 1.813 2.780 -0.783 1.486 CAT 1D5 24 1D5 OAB OAB O 0 1 N N N 5.040 22.147 1.585 3.343 -0.177 2.382 OAB 1D5 25 1D5 CBA CBA C 0 1 Y N N 5.723 20.346 2.658 3.533 -1.209 0.305 CBA 1D5 26 1D5 SAR SAR S 0 1 Y N N 7.379 20.979 2.959 2.853 -2.018 -1.100 SAR 1D5 27 1D5 CAY CAY C 0 1 Y N N 7.674 19.833 4.132 4.381 -2.090 -1.857 CAY 1D5 28 1D5 CLA CLAF CL 0 0 N N N 9.237 19.734 4.931 4.673 -2.788 -3.419 CLAF 1D5 29 1D5 CAH CAH C 0 1 Y N N 6.589 19.049 4.358 5.326 -1.536 -1.082 CAH 1D5 30 1D5 CAK CAK C 0 1 Y N N 5.513 19.364 3.578 4.879 -1.037 0.116 CAK 1D5 31 1D5 H1 H1 H 0 1 N N N -5.030 19.284 -3.661 -7.821 -1.899 -3.258 H1 1D5 32 1D5 H2 H2 H 0 1 N N N -2.585 22.211 -3.371 -6.247 0.775 -1.302 H2 1D5 33 1D5 H3 H3 H 0 1 N N N -3.641 21.881 -1.956 -6.931 -0.315 -0.072 H3 1D5 34 1D5 H4 H4 H 0 1 N N N -0.483 22.313 -3.064 -5.501 -1.805 1.203 H4 1D5 35 1D5 H5 H5 H 0 1 N N N 1.564 21.707 -1.846 -3.249 -2.201 2.113 H5 1D5 36 1D5 H6 H6 H 0 1 N N N -2.801 19.714 -0.545 -3.861 0.814 -1.738 H6 1D5 37 1D5 H7 H7 H 0 1 N N N -0.728 19.140 0.706 -1.605 0.424 -0.837 H7 1D5 38 1D5 H8 H8 H 0 1 N N N 3.156 21.592 -0.243 0.411 -0.835 -0.321 H8 1D5 39 1D5 H9 H9 H 0 1 N N N 0.448 23.525 4.304 -0.291 4.358 1.837 H9 1D5 40 1D5 H10 H10 H 0 1 N N N 2.389 23.869 0.510 1.046 1.494 -1.036 H10 1D5 41 1D5 H11 H11 H 0 1 N N N 3.224 17.215 1.905 0.823 -3.121 4.028 H11 1D5 42 1D5 H12 H12 H 0 1 N N N 6.578 18.251 5.086 6.362 -1.482 -1.382 H12 1D5 43 1D5 H13 H13 H 0 1 N N N 4.560 18.868 3.684 5.524 -0.559 0.838 H13 1D5 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 1D5 OAD CAS DOUB N N 1 1D5 CAS OAA SING N N 2 1D5 CAS CAP SING N N 3 1D5 CAP CAZ SING N N 4 1D5 CAJ CAZ DOUB Y N 5 1D5 CAJ CAM SING Y N 6 1D5 CAZ CAI SING Y N 7 1D5 CAM CBB DOUB Y N 8 1D5 CAI CAL DOUB Y N 9 1D5 CBB CAL SING Y N 10 1D5 CBB NBE SING N N 11 1D5 NBE CBD SING N N 12 1D5 NBE CAV SING N N 13 1D5 OAC CAV DOUB N N 14 1D5 CBD CAW SING N N 15 1D5 CBD CBC SING N N 16 1D5 CAV CAU SING N N 17 1D5 CAW CAU DOUB N N 18 1D5 CAW CAT SING N N 19 1D5 CAU OAE SING N N 20 1D5 CAO CBC DOUB Y N 21 1D5 CAO CAX SING Y N 22 1D5 CBC SAQ SING Y N 23 1D5 OAB CAT DOUB N N 24 1D5 CAT CBA SING N N 25 1D5 CAX BRA SING N N 26 1D5 CAX CAN DOUB Y N 27 1D5 CBA SAR SING Y N 28 1D5 CBA CAK DOUB Y N 29 1D5 SAR CAY SING Y N 30 1D5 SAQ CAN SING Y N 31 1D5 CAK CAH SING Y N 32 1D5 CAY CAH DOUB Y N 33 1D5 CAY CLA SING N N 34 1D5 OAA H1 SING N N 35 1D5 CAP H2 SING N N 36 1D5 CAP H3 SING N N 37 1D5 CAJ H4 SING N N 38 1D5 CAM H5 SING N N 39 1D5 CAI H6 SING N N 40 1D5 CAL H7 SING N N 41 1D5 CBD H8 SING N N 42 1D5 CAN H9 SING N N 43 1D5 CAO H10 SING N N 44 1D5 OAE H11 SING N N 45 1D5 CAH H12 SING N N 46 1D5 CAK 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 1D5 SMILES ACDLabs 12.01 "O=C(C2=C(O)C(=O)N(c1ccc(cc1)CC(=O)O)C2c3scc(Br)c3)c4sc(Cl)cc4" 1D5 InChI InChI 1.03 "InChI=1S/C21H13BrClNO5S2/c22-11-8-14(30-9-11)18-17(19(27)13-5-6-15(23)31-13)20(28)21(29)24(18)12-3-1-10(2-4-12)7-16(25)26/h1-6,8-9,18,28H,7H2,(H,25,26)/t18-/m0/s1" 1D5 InChIKey InChI 1.03 ZEPDKZCYASACCD-SFHVURJKSA-N 1D5 SMILES_CANONICAL CACTVS 3.370 "OC(=O)Cc1ccc(cc1)N2[C@@H](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4sc(Cl)cc4" 1D5 SMILES CACTVS 3.370 "OC(=O)Cc1ccc(cc1)N2[CH](c3scc(Br)c3)C(=C(O)C2=O)C(=O)c4sc(Cl)cc4" 1D5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC(=O)O)N2[C@H](C(=C(C2=O)O)C(=O)c3ccc(s3)Cl)c4cc(cs4)Br" 1D5 SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1CC(=O)O)N2C(C(=C(C2=O)O)C(=O)c3ccc(s3)Cl)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 1D5 "SYSTEMATIC NAME" ACDLabs 12.01 "(4-{(2R)-2-(4-bromothiophen-2-yl)-3-[(5-chlorothiophen-2-yl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol-1-yl}phenyl)acetic acid" 1D5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-[(2R)-2-(4-bromanylthiophen-2-yl)-3-(5-chloranylthiophen-2-yl)carbonyl-4-oxidanyl-5-oxidanylidene-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 1D5 "Create component" 2012-12-11 RCSB 1D5 "Initial release" 2014-03-19 RCSB #