data_L1D # _chem_comp.id L1D _chem_comp.name "(2R,4S)-N^1^-(4-chlorophenyl)-N^2^-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-hydroxy-4-phenylpyrrolidine-1,2-dicarboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C29 H24 Cl F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-11-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 546.977 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L1D _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 2W3K _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 L1D C14 C14 C 0 1 Y N N -0.047 -7.696 25.829 3.718 6.718 0.657 C14 L1D 1 L1D C15 C15 C 0 1 Y N N -0.386 -6.475 25.255 4.212 5.681 -0.113 C15 L1D 2 L1D C16 C16 C 0 1 Y N N -1.602 -6.337 24.588 3.497 4.503 -0.225 C16 L1D 3 L1D C17 C17 C 0 1 Y N N -2.493 -7.415 24.483 2.290 4.362 0.433 C17 L1D 4 L1D C18 C18 C 0 1 Y N N -2.143 -8.638 25.059 1.797 5.398 1.204 C18 L1D 5 L1D C13 C13 C 0 1 Y N N -0.924 -8.775 25.730 2.510 6.577 1.314 C13 L1D 6 L1D C8 C8 C 0 1 N N S -3.807 -7.237 23.755 1.511 3.078 0.311 C8 L1D 7 L1D O3 O3 O 0 1 N N N -4.010 -5.851 23.456 0.360 3.104 1.157 O3 L1D 8 L1D C11 C11 C 0 1 N N N -5.017 -7.721 24.524 2.404 1.863 0.641 C11 L1D 9 L1D N2 N2 N 0 1 N N N -6.042 -7.491 23.493 2.056 0.794 -0.306 N2 L1D 10 L1D C12 C12 C 0 1 N N N -7.373 -7.892 23.822 2.627 -0.425 -0.359 C12 L1D 11 L1D O2 O2 O 0 1 N N N -8.117 -8.192 22.911 2.257 -1.234 -1.188 O2 L1D 12 L1D N3 N3 N 0 1 N N N -7.781 -7.887 25.095 3.609 -0.748 0.506 N3 L1D 13 L1D C2 C2 C 0 1 Y N N -9.096 -7.928 25.474 4.279 -1.970 0.380 C2 L1D 14 L1D C7 C7 C 0 1 Y N N -9.474 -7.227 26.616 4.515 -2.508 -0.878 C7 L1D 15 L1D C6 C6 C 0 1 Y N N -10.820 -7.095 26.945 5.176 -3.715 -0.999 C6 L1D 16 L1D C5 C5 C 0 1 Y N N -11.796 -7.681 26.150 5.603 -4.388 0.132 C5 L1D 17 L1D CL1 CL1 CL 0 0 N N N -13.523 -7.475 26.600 6.435 -5.904 -0.023 CL1 L1D 18 L1D C4 C4 C 0 1 Y N N -11.428 -8.380 25.007 5.369 -3.854 1.388 C4 L1D 19 L1D C3 C3 C 0 1 Y N N -10.084 -8.521 24.672 4.713 -2.645 1.514 C3 L1D 20 L1D C10 C10 C 0 1 N N R -5.457 -8.032 22.244 0.976 1.276 -1.187 C10 L1D 21 L1D C9 C9 C 0 1 N N N -3.943 -8.016 22.466 1.102 2.822 -1.164 C9 L1D 22 L1D C1 C1 C 0 1 N N N -5.827 -7.145 21.091 -0.367 0.856 -0.649 C1 L1D 23 L1D O1 O1 O 0 1 N N N -5.684 -7.545 19.949 -0.477 0.519 0.511 O1 L1D 24 L1D N1 N1 N 0 1 N N N -6.314 -5.937 21.394 -1.446 0.854 -1.456 N1 L1D 25 L1D C26 C26 C 0 1 Y N N -6.721 -5.033 20.453 -2.669 0.352 -0.991 C26 L1D 26 L1D C27 C27 C 0 1 Y N N -6.446 -3.690 20.654 -3.861 0.782 -1.564 C27 L1D 27 L1D C28 C28 C 0 1 Y N N -6.964 -2.712 19.802 -5.066 0.286 -1.105 C28 L1D 28 L1D C29 C29 C 0 1 Y N N -7.766 -3.094 18.725 -5.086 -0.643 -0.072 C29 L1D 29 L1D C30 C30 C 0 1 Y N N -8.047 -4.444 18.522 -3.895 -1.072 0.499 C30 L1D 30 L1D C31 C31 C 0 1 Y N N -7.528 -5.413 19.379 -2.690 -0.581 0.037 C31 L1D 31 L1D N4 N4 N 0 1 N N N -8.303 -2.205 17.867 -6.307 -1.146 0.394 N4 L1D 32 L1D C24 C24 C 0 1 N N N -9.456 -1.604 18.216 -7.270 -0.286 0.818 C24 L1D 33 L1D C23 C23 C 0 1 N N N -10.080 -0.696 17.364 -8.458 -0.749 1.273 C23 L1D 34 L1D C19 C19 C 0 1 N N N -9.504 -0.403 16.135 -8.704 -2.129 1.308 C19 L1D 35 L1D C21 C21 C 0 1 N N N -8.314 -1.032 15.787 -7.736 -2.990 0.881 C21 L1D 36 L1D C20 C20 C 0 1 N N N -7.729 -1.938 16.671 -6.516 -2.476 0.411 C20 L1D 37 L1D O4 O4 O 0 1 N N N -6.661 -2.485 16.322 -5.643 -3.236 0.021 O4 L1D 38 L1D F1 F1 F 0 1 N N N -5.668 -3.337 21.693 -3.841 1.686 -2.568 F1 L1D 39 L1D H14 H14 H 0 1 N N N 0.893 -7.808 26.350 4.278 7.637 0.748 H14 L1D 40 L1D H15 H15 H 0 1 N N N 0.291 -5.637 25.326 5.155 5.792 -0.627 H15 L1D 41 L1D H13 H13 H 0 1 N N N -0.660 -9.723 26.175 2.125 7.387 1.916 H13 L1D 42 L1D H16 H16 H 0 1 N N N -1.862 -5.387 24.146 3.883 3.693 -0.826 H16 L1D 43 L1D H18 H18 H 0 1 N N N -2.815 -9.480 24.986 0.853 5.288 1.717 H18 L1D 44 L1D H3 H3 H 0 1 N N N -4.055 -5.355 24.265 0.564 3.223 2.095 H3 L1D 45 L1D H111 H111 H 0 0 N N N -4.942 -8.774 24.834 3.454 2.133 0.526 H111 L1D 46 L1D H112 H112 H 0 0 N N N -5.195 -7.221 25.487 2.215 1.531 1.662 H112 L1D 47 L1D H91C H91C H 0 0 N N N -3.413 -7.528 21.635 0.149 3.298 -1.393 H91C L1D 48 L1D H92C H92C H 0 0 N N N -3.500 -9.022 22.517 1.880 3.160 -1.849 H92C L1D 49 L1D H10 H10 H 0 1 N N N -5.821 -9.044 22.014 1.115 0.898 -2.199 H10 L1D 50 L1D HA HA H 0 1 N N N -7.085 -7.851 25.812 3.852 -0.132 1.215 HA L1D 51 L1D H7 H7 H 0 1 N N N -8.720 -6.784 27.249 4.182 -1.984 -1.761 H7 L1D 52 L1D HB HB H 0 1 N N N -9.802 -9.086 23.796 4.535 -2.227 2.493 HB L1D 53 L1D H6 H6 H 0 1 N N N -11.107 -6.534 27.822 5.360 -4.134 -1.977 H6 L1D 54 L1D H4 H4 H 0 1 N N N -12.188 -8.816 24.376 5.703 -4.381 2.269 H4 L1D 55 L1D H1 H1 H 0 1 N N N -6.384 -5.682 22.358 -1.376 1.200 -2.360 H1 L1D 56 L1D H31 H31 H 0 1 N N N -7.750 -6.457 19.212 -1.764 -0.918 0.479 H31 L1D 57 L1D H28 H28 H 0 1 N N N -6.746 -1.668 19.975 -5.992 0.620 -1.549 H28 L1D 58 L1D H30 H30 H 0 1 N N N -8.672 -4.742 17.693 -3.911 -1.794 1.302 H30 L1D 59 L1D H24 H24 H 0 1 N N N -9.904 -1.830 19.172 -7.085 0.778 0.794 H24 L1D 60 L1D H23 H23 H 0 1 N N N -11.006 -0.223 17.657 -9.215 -0.056 1.609 H23 L1D 61 L1D H19 H19 H 0 1 N N N -9.972 0.300 15.462 -9.649 -2.506 1.669 H19 L1D 62 L1D H21 H21 H 0 1 N N N -7.845 -0.820 14.837 -7.907 -4.056 0.900 H21 L1D 63 # 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 L1D C14 C15 SING Y N 1 L1D C14 C13 DOUB Y N 2 L1D C15 C16 DOUB Y N 3 L1D C16 C17 SING Y N 4 L1D C17 C18 DOUB Y N 5 L1D C17 C8 SING N N 6 L1D C18 C13 SING Y N 7 L1D C8 O3 SING N N 8 L1D C8 C11 SING N N 9 L1D C8 C9 SING N N 10 L1D C11 N2 SING N N 11 L1D N2 C12 SING N N 12 L1D N2 C10 SING N N 13 L1D C12 O2 DOUB N N 14 L1D C12 N3 SING N N 15 L1D N3 C2 SING N N 16 L1D C2 C7 SING Y N 17 L1D C2 C3 DOUB Y N 18 L1D C7 C6 DOUB Y N 19 L1D C6 C5 SING Y N 20 L1D C5 CL1 SING N N 21 L1D C5 C4 DOUB Y N 22 L1D C4 C3 SING Y N 23 L1D C10 C9 SING N N 24 L1D C10 C1 SING N N 25 L1D C1 O1 DOUB N N 26 L1D C1 N1 SING N N 27 L1D N1 C26 SING N N 28 L1D C26 C27 SING Y N 29 L1D C26 C31 DOUB Y N 30 L1D C27 C28 DOUB Y N 31 L1D C27 F1 SING N N 32 L1D C28 C29 SING Y N 33 L1D C29 C30 DOUB Y N 34 L1D C29 N4 SING N N 35 L1D C30 C31 SING Y N 36 L1D N4 C24 SING N N 37 L1D N4 C20 SING N N 38 L1D C24 C23 DOUB N N 39 L1D C23 C19 SING N N 40 L1D C19 C21 DOUB N N 41 L1D C21 C20 SING N N 42 L1D C20 O4 DOUB N N 43 L1D C14 H14 SING N N 44 L1D C15 H15 SING N N 45 L1D C13 H13 SING N N 46 L1D C16 H16 SING N N 47 L1D C18 H18 SING N N 48 L1D O3 H3 SING N N 49 L1D C11 H111 SING N N 50 L1D C11 H112 SING N N 51 L1D C9 H91C SING N N 52 L1D C9 H92C SING N N 53 L1D C10 H10 SING N N 54 L1D N3 HA SING N N 55 L1D C7 H7 SING N N 56 L1D C3 HB SING N N 57 L1D C6 H6 SING N N 58 L1D C4 H4 SING N N 59 L1D N1 H1 SING N N 60 L1D C31 H31 SING N N 61 L1D C28 H28 SING N N 62 L1D C30 H30 SING N N 63 L1D C24 H24 SING N N 64 L1D C23 H23 SING N N 65 L1D C19 H19 SING N N 66 L1D C21 H21 SING N N 67 # 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 L1D SMILES ACDLabs 10.04 "Clc1ccc(cc1)NC(=O)N3CC(O)(c2ccccc2)CC3C(=O)Nc4c(F)cc(cc4)N5C=CC=CC5=O" L1D SMILES_CANONICAL CACTVS 3.352 "O[C@@]1(C[C@@H](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)c5ccccc5" L1D SMILES CACTVS 3.352 "O[C]1(C[CH](N(C1)C(=O)Nc2ccc(Cl)cc2)C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)c5ccccc5" L1D SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)[C@]2(C[C@@H](N(C2)C(=O)Nc3ccc(cc3)Cl)C(=O)Nc4ccc(cc4F)N5C=CC=CC5=O)O" L1D SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)C2(CC(N(C2)C(=O)Nc3ccc(cc3)Cl)C(=O)Nc4ccc(cc4F)N5C=CC=CC5=O)O" L1D InChI InChI 1.03 "InChI=1S/C29H24ClFN4O4/c30-20-9-11-21(12-10-20)32-28(38)35-18-29(39,19-6-2-1-3-7-19)17-25(35)27(37)33-24-14-13-22(16-23(24)31)34-15-5-4-8-26(34)36/h1-16,25,39H,17-18H2,(H,32,38)(H,33,37)/t25-,29-/m1/s1" L1D InChIKey InChI 1.03 ZFOBYPBSJINJKI-VAVYLYDRSA-N # 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 L1D "SYSTEMATIC NAME" ACDLabs 10.04 "(2R,4S)-N~1~-(4-chlorophenyl)-N~2~-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-4-hydroxy-4-phenylpyrrolidine-1,2-dicarboxamide" L1D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2R,4S)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-4-hydroxy-4-phenyl-pyrrolidine-1,2-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L1D "Create component" 2008-11-12 EBI L1D "Modify aromatic_flag" 2011-06-04 RCSB L1D "Modify descriptor" 2011-06-04 RCSB #