data_455 # _chem_comp.id 455 _chem_comp.name "(3R,4R)-1-SULFAMOYL-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 "C23 H21 Cl F N5 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 533.960 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 455 _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 2XBW _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 455 S1 S1 S 0 1 N N N 9.260 70.429 3.460 -2.852 4.963 -0.285 S1 455 1 455 C2 C2 C 0 1 N N R 9.387 66.471 3.230 -1.009 1.467 0.551 C2 455 2 455 C3 C3 C 0 1 N N R 10.182 66.757 4.492 -2.091 1.070 -0.488 C3 455 3 455 N4 N4 N 0 1 N N N 9.616 68.738 3.311 -2.349 3.407 -0.024 N4 455 4 455 C5 C5 C 0 1 N N N 8.458 65.345 3.388 0.344 0.946 0.137 C5 455 5 455 N6 N6 N 0 1 N N N 6.825 58.994 3.395 6.334 -1.107 -0.384 N6 455 6 455 C7 C7 C 0 1 N N N 11.468 66.008 4.482 -2.676 -0.281 -0.170 C7 455 7 455 C8 C8 C 0 1 N N N 10.372 68.319 4.500 -3.140 2.191 -0.287 C8 455 8 455 C9 C9 C 0 1 N N N 8.605 67.752 2.976 -1.037 3.009 0.508 C9 455 9 455 C10 C10 C 0 1 N N N 5.705 58.623 2.581 6.827 -2.101 0.380 C10 455 10 455 C11 C11 C 0 1 Y N N 7.305 60.349 3.301 5.100 -0.530 -0.059 C11 455 11 455 N12 N12 N 0 1 N N N 9.042 64.182 3.035 1.423 1.185 0.909 N12 455 12 455 C13 C13 C 0 1 Y N N 8.122 60.679 2.247 5.054 0.607 0.737 C13 455 13 455 N14 N14 N 0 1 N N N 12.163 66.035 5.703 -3.636 -0.803 -0.959 N14 455 14 455 C15 C15 C 0 1 Y N N 8.410 62.887 3.273 2.658 0.609 0.584 C15 455 15 455 C16 C16 C 0 1 Y N N 8.660 61.969 2.276 3.836 1.176 1.058 C16 455 16 455 O17 O17 O 0 1 N N N 8.217 70.509 4.467 -1.676 5.745 -0.439 O17 455 17 455 O18 O18 O 0 1 N N N 10.492 71.050 3.908 -3.874 4.893 -1.270 O18 455 18 455 C19 C19 C 0 1 N N N 7.423 58.076 4.305 7.023 -0.655 -1.465 C19 455 19 455 O20 O20 O 0 1 N N N 7.306 65.426 3.887 0.462 0.313 -0.891 O20 455 20 455 O21 O21 O 0 1 N N N 11.815 65.259 3.568 -2.284 -0.900 0.798 O21 455 21 455 C22 C22 C 0 1 N N N 5.316 57.223 2.581 8.064 -2.685 0.061 C22 455 22 455 O23 O23 O 0 1 N N N 5.326 59.508 1.761 6.199 -2.493 1.351 O23 455 23 455 C24 C24 C 0 1 Y N N 6.979 61.243 4.319 3.923 -1.093 -0.536 C24 455 24 455 C25 C25 C 0 1 Y N N 7.539 62.548 4.295 2.706 -0.525 -0.215 C25 455 25 455 C26 C26 C 0 1 N N N 6.868 56.840 4.425 8.220 -1.194 -1.796 C26 455 26 455 C27 C27 C 0 1 N N N 5.831 56.384 3.533 8.755 -2.236 -1.026 C27 455 27 455 C28 C28 C 0 1 Y N N 13.353 65.320 6.068 -4.253 -2.009 -0.607 C28 455 28 455 N29 N29 N 0 1 N N N 8.791 70.888 2.005 -3.581 5.482 1.109 N29 455 29 455 F30 F30 F 0 1 N N N 9.422 62.363 1.239 3.790 2.283 1.832 F30 455 30 455 C31 C31 C 0 1 Y N N 15.481 63.850 6.943 -5.474 -4.392 0.091 C31 455 31 455 CL CL CL 0 0 N N N 16.696 62.704 7.494 -6.240 -5.888 0.528 CL 455 32 455 C33 C33 C 0 1 Y N N 13.667 65.342 7.415 -5.602 -2.204 -0.873 C33 455 33 455 C34 C34 C 0 1 Y N N 14.041 64.542 5.118 -3.517 -3.014 0.006 C34 455 34 455 C35 C35 C 0 1 Y N N 15.137 63.779 5.569 -4.129 -4.203 0.353 C35 455 35 455 C36 C36 C 0 1 Y N N 14.755 64.591 7.888 -6.209 -3.394 -0.524 C36 455 36 455 H291 H291 H 0 0 N N N 7.796 70.984 1.990 -3.557 6.422 1.347 H291 455 37 455 H292 H292 H 0 0 N N N 9.214 71.766 1.780 -4.031 4.846 1.687 H292 455 38 455 H2 H2 H 0 1 N N N 10.055 66.189 2.403 -1.274 1.101 1.543 H2 455 39 455 H3 H3 H 0 1 N N N 9.674 66.425 5.409 -1.686 1.089 -1.500 H3 455 40 455 H91C H91C H 0 0 N N N 8.256 67.838 1.936 -0.907 3.410 1.513 H91C 455 41 455 H92C H92C H 0 0 N N N 7.670 67.840 3.549 -0.245 3.376 -0.145 H92C 455 42 455 H81C H81C H 0 0 N N N 9.976 68.775 5.419 -3.739 2.317 -1.190 H81C 455 43 455 H82C H82C H 0 0 N N N 11.427 68.630 4.477 -3.780 1.964 0.565 H82C 455 44 455 H12 H12 H 0 1 N N N 9.940 64.207 2.595 1.344 1.755 1.690 H12 455 45 455 H19 H19 H 0 1 N N N 8.292 58.353 4.883 6.611 0.142 -2.066 H19 455 46 455 H14 H14 H 0 1 N N N 11.779 66.629 6.409 -3.898 -0.343 -1.772 H14 455 47 455 H22 H22 H 0 1 N N N 4.628 56.848 1.838 8.464 -3.482 0.671 H22 455 48 455 H13 H13 H 0 1 N N N 8.335 59.986 1.447 5.969 1.047 1.105 H13 455 49 455 H24 H24 H 0 1 N N N 6.311 60.948 5.114 3.960 -1.975 -1.158 H24 455 50 455 H25 H25 H 0 1 N N N 7.289 63.266 5.063 1.791 -0.965 -0.583 H25 455 51 455 H26 H26 H 0 1 N N N 7.213 56.183 5.209 8.759 -0.826 -2.657 H26 455 52 455 H27 H27 H 0 1 N N N 5.458 55.374 3.616 9.707 -2.674 -1.287 H27 455 53 455 H33 H33 H 0 1 N N N 13.078 65.934 8.100 -6.176 -1.425 -1.353 H33 455 54 455 H34 H34 H 0 1 N N N 13.740 64.530 4.081 -2.467 -2.867 0.210 H34 455 55 455 H35 H35 H 0 1 N N N 15.699 63.158 4.887 -3.557 -4.984 0.833 H35 455 56 455 H36 H36 H 0 1 N N N 15.022 64.584 8.935 -7.259 -3.544 -0.728 H36 455 57 # 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 455 S1 N4 SING N N 1 455 S1 O17 DOUB N N 2 455 S1 O18 DOUB N N 3 455 S1 N29 SING N N 4 455 C2 C3 SING N N 5 455 C2 C5 SING N N 6 455 C2 C9 SING N N 7 455 C3 C7 SING N N 8 455 C3 C8 SING N N 9 455 N4 C8 SING N N 10 455 N4 C9 SING N N 11 455 C5 N12 SING N N 12 455 C5 O20 DOUB N N 13 455 N6 C10 SING N N 14 455 N6 C11 SING N N 15 455 N6 C19 SING N N 16 455 C7 N14 SING N N 17 455 C7 O21 DOUB N N 18 455 C10 C22 SING N N 19 455 C10 O23 DOUB N N 20 455 C11 C13 SING Y N 21 455 C11 C24 DOUB Y N 22 455 N12 C15 SING N N 23 455 C13 C16 DOUB Y N 24 455 N14 C28 SING N N 25 455 C15 C16 SING Y N 26 455 C15 C25 DOUB Y N 27 455 C16 F30 SING N N 28 455 C19 C26 DOUB N N 29 455 C22 C27 DOUB N N 30 455 C24 C25 SING Y N 31 455 C26 C27 SING N N 32 455 C28 C33 SING Y N 33 455 C28 C34 DOUB Y N 34 455 C31 CL SING N N 35 455 C31 C35 DOUB Y N 36 455 C31 C36 SING Y N 37 455 C33 C36 DOUB Y N 38 455 C34 C35 SING Y N 39 455 N29 H291 SING N N 40 455 N29 H292 SING N N 41 455 C2 H2 SING N N 42 455 C3 H3 SING N N 43 455 C9 H91C SING N N 44 455 C9 H92C SING N N 45 455 C8 H81C SING N N 46 455 C8 H82C SING N N 47 455 N12 H12 SING N N 48 455 C19 H19 SING N N 49 455 N14 H14 SING N N 50 455 C22 H22 SING N N 51 455 C13 H13 SING N N 52 455 C24 H24 SING N N 53 455 C25 H25 SING N N 54 455 C26 H26 SING N N 55 455 C27 H27 SING N N 56 455 C33 H33 SING N N 57 455 C34 H34 SING N N 58 455 C35 H35 SING N N 59 455 C36 H36 SING N N 60 # 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 455 SMILES ACDLabs 10.04 "O=C(Nc2ccc(N1C=CC=CC1=O)cc2F)C4C(C(=O)Nc3ccc(Cl)cc3)CN(S(=O)(=O)N)C4" 455 SMILES_CANONICAL CACTVS 3.352 "N[S](=O)(=O)N1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" 455 SMILES CACTVS 3.352 "N[S](=O)(=O)N1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" 455 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1NC(=O)[C@H]2C[N@@](C[C@@H]2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)N)Cl" 455 SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(ccc1NC(=O)C2CN(CC2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)N)Cl" 455 InChI InChI 1.03 "InChI=1S/C23H21ClFN5O5S/c24-14-4-6-15(7-5-14)27-22(32)17-12-29(36(26,34)35)13-18(17)23(33)28-20-9-8-16(11-19(20)25)30-10-2-1-3-21(30)31/h1-11,17-18H,12-13H2,(H,27,32)(H,28,33)(H2,26,34,35)/t17-,18-/m0/s1" 455 InChIKey InChI 1.03 GYWPDZGVFZEVMA-ROUUACIJSA-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 455 "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-sulfamoylpyrrolidine-3,4-dicarboxamide" 455 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-sulfamoyl-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 455 "Create component" 2010-04-15 EBI 455 "Modify aromatic_flag" 2011-06-04 RCSB 455 "Modify descriptor" 2011-06-04 RCSB #