data_RR8 # _chem_comp.id RR8 _chem_comp.name "(3R,4R)-1-METHANESULFONYL-PYRROLIDINE-3,4-DICARBOXYLIC ACID 3-[(4-CHLORO-PHENYL)-AMIDE] 4-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYL]-AMIDE}" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 Cl F N4 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-15 _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 532.972 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RR8 _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 2XBX _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 RR8 S1 S1 S 0 1 N N N 9.156 70.205 2.776 -2.838 4.989 -0.287 S1 RR8 1 RR8 C2 C2 C 0 1 N N R 9.579 66.322 2.617 -1.010 1.485 0.550 C2 RR8 2 RR8 C3 C3 C 0 1 N N R 10.131 66.600 4.014 -2.093 1.093 -0.489 C3 RR8 3 RR8 N4 N4 N 0 1 N N N 9.627 68.561 2.828 -2.341 3.431 -0.025 N4 RR8 4 RR8 C5 C5 C 0 1 N N N 8.808 65.047 2.384 0.341 0.959 0.137 C5 RR8 5 RR8 N6 N6 N 0 1 N N N 6.860 58.899 3.048 6.322 -1.121 -0.382 N6 RR8 6 RR8 C7 C7 C 0 1 N N N 11.470 65.912 4.104 -2.685 -0.255 -0.170 C7 RR8 7 RR8 C8 C8 C 0 1 N N N 10.276 68.126 4.048 -3.138 2.219 -0.289 C8 RR8 8 RR8 C9 C9 C 0 1 N N N 8.727 67.554 2.315 -1.031 3.028 0.507 C9 RR8 9 RR8 C10 C10 C 0 1 N N N 5.755 58.569 2.191 6.811 -2.116 0.383 C10 RR8 10 RR8 C11 C11 C 0 1 Y N N 7.343 60.210 3.004 5.090 -0.539 -0.057 C11 RR8 11 RR8 N12 N12 N 0 1 N N N 9.009 64.056 3.135 1.420 1.193 0.909 N12 RR8 12 RR8 C13 C13 C 0 1 Y N N 8.154 60.543 1.947 5.049 0.600 0.738 C13 RR8 13 RR8 N14 N14 N 0 1 N N N 12.171 65.995 5.299 -3.646 -0.773 -0.960 N14 RR8 14 RR8 C15 C15 C 0 1 Y N N 8.356 62.749 3.038 2.653 0.612 0.585 C15 RR8 15 RR8 C16 C16 C 0 1 Y N N 8.650 61.850 1.994 3.834 1.174 1.058 C16 RR8 16 RR8 O17 O17 O 0 1 N N N 10.290 70.998 3.366 -1.632 5.712 -0.493 O17 RR8 17 RR8 O18 O18 O 0 1 N N N 8.757 70.520 1.381 -3.811 4.878 -1.316 O18 RR8 18 RR8 C19 C19 C 0 1 N N N 7.432 57.960 3.987 7.013 -0.673 -1.463 C19 RR8 19 RR8 O20 O20 O 0 1 N N N 7.992 64.922 1.422 0.456 0.325 -0.891 O20 RR8 20 RR8 O21 O21 O 0 1 N N N 11.831 65.125 3.238 -2.296 -0.875 0.797 O21 RR8 21 RR8 C22 C22 C 0 1 N N N 5.306 57.225 2.224 8.045 -2.706 0.064 C22 RR8 22 RR8 O23 O23 O 0 1 N N N 5.377 59.429 1.352 6.181 -2.504 1.354 O23 RR8 23 RR8 C24 C24 C 0 1 Y N N 6.980 61.062 4.034 3.911 -1.096 -0.534 C24 RR8 24 RR8 C25 C25 C 0 1 Y N N 7.499 62.376 4.066 2.697 -0.523 -0.214 C25 RR8 25 RR8 C26 C26 C 0 1 N N N 6.914 56.695 4.007 8.208 -1.217 -1.794 C26 RR8 26 RR8 C27 C27 C 0 1 N N N 5.834 56.347 3.119 8.738 -2.261 -1.024 C27 RR8 27 RR8 C28 C28 C 0 1 Y N N 13.350 65.238 5.691 -4.269 -1.976 -0.607 C28 RR8 28 RR8 C29 C29 C 0 1 N N N 7.817 70.247 3.895 -3.617 5.484 1.275 C29 RR8 29 RR8 F30 F30 F 0 1 N N N 9.471 62.215 0.972 3.793 2.281 1.832 F30 RR8 30 RR8 C31 C31 C 0 1 Y N N 15.474 63.769 6.575 -5.500 -4.355 0.090 C31 RR8 31 RR8 CL3 CL3 CL 0 0 N N N 16.661 62.696 7.188 -6.273 -5.847 0.527 CL3 RR8 32 RR8 C34 C34 C 0 1 Y N N 14.002 64.411 4.778 -5.618 -2.166 -0.876 C34 RR8 33 RR8 C33 C33 C 0 1 Y N N 13.778 65.347 7.016 -3.538 -2.984 0.008 C33 RR8 34 RR8 C36 C36 C 0 1 Y N N 14.863 64.598 7.457 -4.155 -4.170 0.355 C36 RR8 35 RR8 C35 C35 C 0 1 Y N N 15.101 63.666 5.206 -6.230 -3.354 -0.527 C35 RR8 36 RR8 H291 H291 H 0 0 N N N 8.200 70.256 4.926 -2.887 5.419 2.082 H291 RR8 37 RR8 H292 H292 H 0 0 N N N 7.220 71.154 3.718 -3.978 6.509 1.192 H292 RR8 38 RR8 H293 H293 H 0 0 N N N 7.187 69.358 3.746 -4.455 4.820 1.490 H293 RR8 39 RR8 H2 H2 H 0 1 N N N 10.430 66.150 1.941 -1.277 1.121 1.542 H2 RR8 40 RR8 H3 H3 H 0 1 N N N 9.509 66.242 4.848 -1.688 1.111 -1.501 H3 RR8 41 RR8 H91C H91C H 0 0 N N N 8.499 67.676 1.246 -0.900 3.429 1.512 H91C RR8 42 RR8 H92C H92C H 0 0 N N N 7.717 67.552 2.750 -0.238 3.391 -0.146 H92C RR8 43 RR8 H81C H81C H 0 0 N N N 9.791 68.556 4.937 -3.736 2.347 -1.191 H81C RR8 44 RR8 H82C H82C H 0 0 N N N 11.325 68.450 4.108 -3.779 1.995 0.564 H82C RR8 45 RR8 H12 H12 H 0 1 N N N 9.679 64.173 3.868 1.344 1.764 1.689 H12 RR8 46 RR8 H19 H19 H 0 1 N N N 8.237 58.247 4.647 6.604 0.126 -2.065 H19 RR8 47 RR8 H14 H14 H 0 1 N N N 11.825 66.652 5.969 -3.907 -0.313 -1.772 H14 RR8 48 RR8 H22 H22 H 0 1 N N N 4.541 56.897 1.536 8.442 -3.504 0.675 H22 RR8 49 RR8 H13 H13 H 0 1 N N N 8.389 59.855 1.148 5.966 1.036 1.105 H13 RR8 50 RR8 H24 H24 H 0 1 N N N 6.305 60.725 4.807 3.944 -1.979 -1.156 H24 RR8 51 RR8 H25 H25 H 0 1 N N N 7.240 63.063 4.858 1.780 -0.960 -0.582 H25 RR8 52 RR8 H26 H26 H 0 1 N N N 7.314 55.958 4.687 8.748 -0.852 -2.655 H26 RR8 53 RR8 H27 H27 H 0 1 N N N 5.427 55.348 3.166 9.688 -2.703 -1.284 H27 RR8 54 RR8 H33 H33 H 0 1 N N N 13.267 66.012 7.697 -2.488 -2.841 0.215 H33 RR8 55 RR8 H34 H34 H 0 1 N N N 13.662 64.348 3.755 -6.188 -1.385 -1.357 H34 RR8 56 RR8 H35 H35 H 0 1 N N N 15.649 63.034 4.523 -7.280 -3.500 -0.733 H35 RR8 57 RR8 H36 H36 H 0 1 N N N 15.211 64.675 8.477 -3.587 -4.952 0.837 H36 RR8 58 # 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 RR8 S1 N4 SING N N 1 RR8 S1 O17 DOUB N N 2 RR8 S1 O18 DOUB N N 3 RR8 S1 C29 SING N N 4 RR8 C2 C3 SING N N 5 RR8 C2 C5 SING N N 6 RR8 C2 C9 SING N N 7 RR8 C3 C7 SING N N 8 RR8 C3 C8 SING N N 9 RR8 N4 C8 SING N N 10 RR8 N4 C9 SING N N 11 RR8 C5 N12 SING N N 12 RR8 C5 O20 DOUB N N 13 RR8 N6 C10 SING N N 14 RR8 N6 C11 SING N N 15 RR8 N6 C19 SING N N 16 RR8 C7 N14 SING N N 17 RR8 C7 O21 DOUB N N 18 RR8 C10 C22 SING N N 19 RR8 C10 O23 DOUB N N 20 RR8 C11 C13 SING Y N 21 RR8 C11 C24 DOUB Y N 22 RR8 N12 C15 SING N N 23 RR8 C13 C16 DOUB Y N 24 RR8 N14 C28 SING N N 25 RR8 C15 C16 SING Y N 26 RR8 C15 C25 DOUB Y N 27 RR8 C16 F30 SING N N 28 RR8 C19 C26 DOUB N N 29 RR8 C22 C27 DOUB N N 30 RR8 C24 C25 SING Y N 31 RR8 C26 C27 SING N N 32 RR8 C28 C33 DOUB Y N 33 RR8 C28 C34 SING Y N 34 RR8 C31 CL3 SING N N 35 RR8 C31 C35 SING Y N 36 RR8 C31 C36 DOUB Y N 37 RR8 C33 C36 SING Y N 38 RR8 C34 C35 DOUB Y N 39 RR8 C29 H291 SING N N 40 RR8 C29 H292 SING N N 41 RR8 C29 H293 SING N N 42 RR8 C2 H2 SING N N 43 RR8 C3 H3 SING N N 44 RR8 C9 H91C SING N N 45 RR8 C9 H92C SING N N 46 RR8 C8 H81C SING N N 47 RR8 C8 H82C SING N N 48 RR8 N12 H12 SING N N 49 RR8 C19 H19 SING N N 50 RR8 N14 H14 SING N N 51 RR8 C22 H22 SING N N 52 RR8 C13 H13 SING N N 53 RR8 C24 H24 SING N N 54 RR8 C25 H25 SING N N 55 RR8 C26 H26 SING N N 56 RR8 C27 H27 SING N N 57 RR8 C33 H33 SING N N 58 RR8 C34 H34 SING N N 59 RR8 C35 H35 SING N N 60 RR8 C36 H36 SING N N 61 # 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 RR8 SMILES ACDLabs 10.04 "O=C(Nc2ccc(N1C=CC=CC1=O)cc2F)C4C(C(=O)Nc3ccc(Cl)cc3)CN(S(=O)(=O)C)C4" RR8 SMILES_CANONICAL CACTVS 3.352 "C[S](=O)(=O)N1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" RR8 SMILES CACTVS 3.352 "C[S](=O)(=O)N1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" RR8 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)[N@]1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(cc4)Cl" RR8 SMILES "OpenEye OEToolkits" 1.6.1 "CS(=O)(=O)N1CC(C(C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(cc4)Cl" RR8 InChI InChI 1.03 "InChI=1S/C24H22ClFN4O5S/c1-36(34,35)29-13-18(23(32)27-16-7-5-15(25)6-8-16)19(14-29)24(33)28-21-10-9-17(12-20(21)26)30-11-3-2-4-22(30)31/h2-12,18-19H,13-14H2,1H3,(H,27,32)(H,28,33)/t18-,19-/m0/s1" RR8 InChIKey InChI 1.03 CUZHVTKMXOGVKA-OALUTQOASA-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 RR8 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-(methylsulfonyl)pyrrolidine-3,4-dicarboxamide" RR8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-methylsulfonyl-pyrrolidine-3,4-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 RR8 "Create component" 2010-04-15 EBI RR8 "Modify aromatic_flag" 2011-06-04 RCSB RR8 "Modify descriptor" 2011-06-04 RCSB #