data_1MQ # _chem_comp.id 1MQ _chem_comp.name "(2R,3E)-2-[(2S,3R,6S)-2,3-bis(4-chlorophenyl)-6-(4-fluorobenzyl)-5-oxomorpholin-4-yl]pent-3-enoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H24 Cl2 F N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-02 _chem_comp.pdbx_modified_date 2013-04-26 _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 528.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1MQ _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 4JVE _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 1MQ C3 C3 C 0 1 Y N N 5.262 -12.985 57.129 -1.928 0.582 1.211 C3 1MQ 1 1MQ C2 C2 C 0 1 Y N N 6.598 -13.265 57.321 -2.981 0.148 1.994 C2 1MQ 2 1MQ C1 C1 C 0 1 Y N N 7.419 -13.469 56.210 -4.023 -0.561 1.423 C1 1MQ 3 1MQ CL1 CL1 CL 0 0 N N N 9.085 -13.755 56.545 -5.346 -1.105 2.406 CL1 1MQ 4 1MQ C4 C4 C 0 1 Y N N 6.952 -13.412 54.892 -4.010 -0.835 0.067 C4 1MQ 5 1MQ C5 C5 C 0 1 Y N N 5.604 -13.127 54.722 -2.956 -0.401 -0.716 C5 1MQ 6 1MQ C6 C6 C 0 1 Y N N 4.754 -12.911 55.830 -1.918 0.312 -0.145 C6 1MQ 7 1MQ C7 C7 C 0 1 N N R 3.290 -12.575 55.725 -0.770 0.785 -0.999 C7 1MQ 8 1MQ N1 N1 N 0 1 N N N 3.098 -11.421 54.872 -0.385 2.133 -0.589 N1 1MQ 9 1MQ C8 C8 C 0 1 N N R 3.385 -10.037 55.325 -1.201 3.265 -1.035 C8 1MQ 10 1MQ C9 C9 C 0 1 N N N 2.632 -11.602 53.589 0.686 2.374 0.178 C9 1MQ 11 1MQ O1 O1 O 0 1 N N N 2.312 -10.630 52.905 0.925 3.517 0.506 O1 1MQ 12 1MQ C10 C10 C 0 1 N N S 2.492 -13.014 52.969 1.602 1.278 0.646 C10 1MQ 13 1MQ C11 C11 C 0 1 N N N 1.071 -13.104 52.311 2.895 1.312 -0.171 C11 1MQ 14 1MQ C12 C12 C 0 1 Y N N 0.614 -14.507 52.027 3.863 0.296 0.378 C12 1MQ 15 1MQ C13 C13 C 0 1 Y N N -0.170 -15.215 52.945 3.859 -0.997 -0.113 C13 1MQ 16 1MQ C14 C14 C 0 1 Y N N -0.579 -16.528 52.660 4.746 -1.930 0.389 C14 1MQ 17 1MQ C15 C15 C 0 1 Y N N -0.190 -17.118 51.442 5.640 -1.570 1.384 C15 1MQ 18 1MQ C16 C16 C 0 1 Y N N 0.596 -16.404 50.528 5.643 -0.275 1.874 C16 1MQ 19 1MQ C17 C17 C 0 1 Y N N 0.994 -15.103 50.820 4.758 0.658 1.367 C17 1MQ 20 1MQ O2 O2 O 0 1 N N N 2.812 -14.054 53.846 0.966 0.009 0.478 O2 1MQ 21 1MQ C18 C18 C 0 1 N N S 2.441 -13.772 55.184 0.415 -0.168 -0.831 C18 1MQ 22 1MQ C19 C19 C 0 1 Y N N 2.506 -14.969 56.085 -0.057 -1.590 -0.992 C19 1MQ 23 1MQ C20 C20 C 0 1 Y N N 1.893 -14.903 57.346 0.148 -2.255 -2.187 C20 1MQ 24 1MQ C21 C21 C 0 1 Y N N 1.987 -15.983 58.248 -0.284 -3.559 -2.335 C21 1MQ 25 1MQ C22 C22 C 0 1 Y N N 2.716 -17.125 57.835 -0.921 -4.200 -1.288 C22 1MQ 26 1MQ CL2 CL2 CL 0 0 N N N 2.955 -18.593 58.808 -1.464 -5.839 -1.474 CL2 1MQ 27 1MQ C23 C23 C 0 1 Y N N 3.326 -17.208 56.586 -1.126 -3.535 -0.092 C23 1MQ 28 1MQ C24 C24 C 0 1 Y N N 3.215 -16.125 55.713 -0.689 -2.232 0.057 C24 1MQ 29 1MQ C25 C25 C 0 1 N N N 4.554 -9.777 56.338 -0.351 4.207 -1.850 C25 1MQ 30 1MQ C26 C26 C 0 1 N N N 2.088 -9.584 55.956 -1.748 3.994 0.166 C26 1MQ 31 1MQ O3 O3 O 0 1 N N N 1.273 -8.843 55.460 -1.223 3.858 1.245 O3 1MQ 32 1MQ O4 O4 O 0 1 N N N 1.927 -10.105 57.188 -2.818 4.793 0.035 O4 1MQ 33 1MQ C27 C27 C 0 1 N N N 5.739 -8.867 55.916 0.887 3.889 -2.137 C27 1MQ 34 1MQ C28 C28 C 0 1 N N N 6.854 -8.699 56.980 1.736 4.831 -2.952 C28 1MQ 35 1MQ F1 F1 F 0 1 N N N -0.550 -18.377 51.108 6.508 -2.481 1.876 F1 1MQ 36 1MQ H1 H1 H 0 1 N N N 4.613 -12.824 57.977 -1.115 1.135 1.657 H1 1MQ 37 1MQ H2 H2 H 0 1 N N N 7.005 -13.326 58.319 -2.991 0.363 3.053 H2 1MQ 38 1MQ H3 H3 H 0 1 N N N 7.607 -13.581 54.050 -4.822 -1.389 -0.380 H3 1MQ 39 1MQ H4 H4 H 0 1 N N N 5.197 -13.069 53.723 -2.946 -0.616 -1.774 H4 1MQ 40 1MQ H5 H5 H 0 1 N N N 2.920 -12.338 56.733 -1.078 0.799 -2.044 H5 1MQ 41 1MQ H6 H6 H 0 1 N N N 3.571 -9.412 54.439 -2.026 2.900 -1.646 H6 1MQ 42 1MQ H7 H7 H 0 1 N N N 3.208 -13.049 52.135 1.837 1.429 1.700 H7 1MQ 43 1MQ H8 H8 H 0 1 N N N 1.094 -12.549 51.361 2.673 1.077 -1.212 H8 1MQ 44 1MQ H9 H9 H 0 1 N N N 0.345 -12.635 52.992 3.338 2.306 -0.109 H9 1MQ 45 1MQ H10 H10 H 0 1 N N N -0.461 -14.750 53.875 3.162 -1.278 -0.888 H10 1MQ 46 1MQ H11 H11 H 0 1 N N N -1.184 -17.078 53.366 4.743 -2.940 0.006 H11 1MQ 47 1MQ H12 H12 H 0 1 N N N 0.893 -16.863 49.597 6.342 0.009 2.647 H12 1MQ 48 1MQ H13 H13 H 0 1 N N N 1.597 -14.552 50.113 4.760 1.668 1.749 H13 1MQ 49 1MQ H14 H14 H 0 1 N N N 1.395 -13.430 55.181 1.173 0.056 -1.581 H14 1MQ 50 1MQ H15 H15 H 0 1 N N N 1.344 -14.017 57.628 0.646 -1.755 -3.004 H15 1MQ 51 1MQ H16 H16 H 0 1 N N N 1.519 -15.941 59.220 -0.124 -4.078 -3.269 H16 1MQ 52 1MQ H17 H17 H 0 1 N N N 3.874 -18.093 56.299 -1.623 -4.035 0.726 H17 1MQ 53 1MQ H18 H18 H 0 1 N N N 3.680 -16.175 54.739 -0.845 -1.714 0.991 H18 1MQ 54 1MQ H19 H19 H 0 1 N N N 4.535 -10.227 57.320 -0.763 5.143 -2.197 H19 1MQ 55 1MQ H20 H20 H 0 1 N N N 1.108 -9.796 57.558 -3.133 5.239 0.833 H20 1MQ 56 1MQ H21 H21 H 0 1 N N N 5.783 -8.385 54.950 1.299 2.953 -1.790 H21 1MQ 57 1MQ H22 H22 H 0 1 N N N 7.642 -8.040 56.586 1.272 4.989 -3.925 H22 1MQ 58 1MQ H23 H23 H 0 1 N N N 6.427 -8.255 57.891 1.822 5.785 -2.432 H23 1MQ 59 1MQ H24 H24 H 0 1 N N N 7.284 -9.683 57.219 2.728 4.400 -3.088 H24 1MQ 60 # 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 1MQ C16 C17 DOUB Y N 1 1MQ C16 C15 SING Y N 2 1MQ C17 C12 SING Y N 3 1MQ F1 C15 SING N N 4 1MQ C15 C14 DOUB Y N 5 1MQ C12 C11 SING N N 6 1MQ C12 C13 DOUB Y N 7 1MQ C11 C10 SING N N 8 1MQ C14 C13 SING Y N 9 1MQ O1 C9 DOUB N N 10 1MQ C10 C9 SING N N 11 1MQ C10 O2 SING N N 12 1MQ C9 N1 SING N N 13 1MQ O2 C18 SING N N 14 1MQ C5 C4 DOUB Y N 15 1MQ C5 C6 SING Y N 16 1MQ N1 C8 SING N N 17 1MQ N1 C7 SING N N 18 1MQ C4 C1 SING Y N 19 1MQ C18 C7 SING N N 20 1MQ C18 C19 SING N N 21 1MQ C8 C26 SING N N 22 1MQ C8 C25 SING N N 23 1MQ O3 C26 DOUB N N 24 1MQ C24 C19 DOUB Y N 25 1MQ C24 C23 SING Y N 26 1MQ C7 C6 SING N N 27 1MQ C6 C3 DOUB Y N 28 1MQ C27 C25 DOUB N E 29 1MQ C27 C28 SING N N 30 1MQ C26 O4 SING N N 31 1MQ C19 C20 SING Y N 32 1MQ C1 CL1 SING N N 33 1MQ C1 C2 DOUB Y N 34 1MQ C23 C22 DOUB Y N 35 1MQ C3 C2 SING Y N 36 1MQ C20 C21 DOUB Y N 37 1MQ C22 C21 SING Y N 38 1MQ C22 CL2 SING N N 39 1MQ C3 H1 SING N N 40 1MQ C2 H2 SING N N 41 1MQ C4 H3 SING N N 42 1MQ C5 H4 SING N N 43 1MQ C7 H5 SING N N 44 1MQ C8 H6 SING N N 45 1MQ C10 H7 SING N N 46 1MQ C11 H8 SING N N 47 1MQ C11 H9 SING N N 48 1MQ C13 H10 SING N N 49 1MQ C14 H11 SING N N 50 1MQ C16 H12 SING N N 51 1MQ C17 H13 SING N N 52 1MQ C18 H14 SING N N 53 1MQ C20 H15 SING N N 54 1MQ C21 H16 SING N N 55 1MQ C23 H17 SING N N 56 1MQ C24 H18 SING N N 57 1MQ C25 H19 SING N N 58 1MQ O4 H20 SING N N 59 1MQ C27 H21 SING N N 60 1MQ C28 H22 SING N N 61 1MQ C28 H23 SING N N 62 1MQ C28 H24 SING N N 63 # 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 1MQ SMILES ACDLabs 12.01 "Clc1ccc(cc1)C3OC(C(=O)N(C3c2ccc(Cl)cc2)C(/C=C/C)C(=O)O)Cc4ccc(F)cc4" 1MQ InChI InChI 1.03 "InChI=1S/C28H24Cl2FNO4/c1-2-3-23(28(34)35)32-25(18-6-10-20(29)11-7-18)26(19-8-12-21(30)13-9-19)36-24(27(32)33)16-17-4-14-22(31)15-5-17/h2-15,23-26H,16H2,1H3,(H,34,35)/b3-2+/t23-,24+,25-,26+/m1/s1" 1MQ InChIKey InChI 1.03 KFJHASQDDHBQDA-GYEZOCHYSA-N 1MQ SMILES_CANONICAL CACTVS 3.370 "C\C=C\[C@@H](N1[C@@H]([C@@H](O[C@@H](Cc2ccc(F)cc2)C1=O)c3ccc(Cl)cc3)c4ccc(Cl)cc4)C(O)=O" 1MQ SMILES CACTVS 3.370 "CC=C[CH](N1[CH]([CH](O[CH](Cc2ccc(F)cc2)C1=O)c3ccc(Cl)cc3)c4ccc(Cl)cc4)C(O)=O" 1MQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C/C=C/[C@H](C(=O)O)N1[C@@H]([C@@H](O[C@H](C1=O)Cc2ccc(cc2)F)c3ccc(cc3)Cl)c4ccc(cc4)Cl" 1MQ SMILES "OpenEye OEToolkits" 1.7.6 "CC=CC(C(=O)O)N1C(C(OC(C1=O)Cc2ccc(cc2)F)c3ccc(cc3)Cl)c4ccc(cc4)Cl" # 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 1MQ "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,3E)-2-[(2S,3R,6S)-2,3-bis(4-chlorophenyl)-6-(4-fluorobenzyl)-5-oxomorpholin-4-yl]pent-3-enoic acid" 1MQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E,2R)-2-[(2S,3R,6S)-2,3-bis(4-chlorophenyl)-6-[(4-fluorophenyl)methyl]-5-oxidanylidene-morpholin-4-yl]pent-3-enoic 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 1MQ "Create component" 2013-04-02 RCSB 1MQ "Initial release" 2013-05-01 RCSB #