data_63C # _chem_comp.id 63C _chem_comp.name "(3R,4R)-1-METHYLCARBAMOYLMETHYL-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 "C26 H25 Cl F N5 O4" _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 525.959 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 63C _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2XBY _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 63C C2 C2 C 0 1 N N R 9.905 66.849 2.633 -0.783 -1.280 -0.496 C2 63C 1 63C C3 C3 C 0 1 N N R 10.467 67.242 4.024 -1.800 -0.895 0.603 C3 63C 2 63C N4 N4 N 0 1 N N N 9.718 69.240 2.965 -2.381 -3.038 -0.379 N4 63C 3 63C C5 C5 C 0 1 N N N 8.986 65.638 2.877 0.615 -0.894 -0.088 C5 63C 4 63C N6 N6 N 0 1 N N N 6.949 59.382 3.317 6.753 0.676 0.392 N6 63C 5 63C C7 C7 C 0 1 N N N 11.771 66.566 4.199 -2.511 0.382 0.235 C7 63C 6 63C C8 C8 C 0 1 N N N 10.622 68.799 4.020 -2.798 -2.067 0.656 C8 63C 7 63C C9 C9 C 0 1 N N N 9.068 68.118 2.199 -0.925 -2.821 -0.576 C9 63C 8 63C C10 C10 C 0 1 N N N 5.961 59.049 2.337 7.297 1.691 -0.307 C10 63C 9 63C C11 C11 C 0 1 Y N N 7.535 60.718 3.282 5.471 0.218 0.063 C11 63C 10 63C N12 N12 N 0 1 N N N 9.451 64.371 3.002 1.651 -1.145 -0.913 N12 63C 11 63C C13 C13 C 0 1 Y N N 8.336 61.028 2.171 5.319 -0.845 -0.819 C13 63C 12 63C N14 N14 N 0 1 N N N 12.416 66.428 5.459 -3.443 0.896 1.061 N14 63C 13 63C C15 C15 C 0 1 Y N N 8.535 63.299 3.102 2.934 -0.687 -0.585 C15 63C 14 63C C16 C16 C 0 1 Y N N 8.814 62.335 2.132 4.054 -1.297 -1.143 C16 63C 15 63C C19 C19 C 0 1 N N N 7.401 58.409 4.292 7.437 0.088 1.409 C19 63C 16 63C O20 O20 O 0 1 N N N 7.845 65.743 3.336 0.808 -0.357 0.982 O20 63C 17 63C O21 O21 O 0 1 N N N 12.357 66.208 3.199 -2.244 0.946 -0.805 O21 63C 18 63C C22 C22 C 0 1 N N N 5.439 57.691 2.376 8.582 2.157 0.016 C22 63C 19 63C O23 O23 O 0 1 N N N 5.605 59.950 1.520 6.673 2.205 -1.221 O23 63C 20 63C C24 C24 C 0 1 Y N N 7.248 61.668 4.290 4.353 0.822 0.624 C24 63C 21 63C C25 C25 C 0 1 Y N N 7.745 63.013 4.219 3.089 0.371 0.300 C25 63C 22 63C C26 C26 C 0 1 N N N 6.940 57.129 4.215 8.679 0.511 1.741 C26 63C 23 63C C27 C27 C 0 1 N N N 5.927 56.760 3.260 9.268 1.572 1.040 C27 63C 24 63C C28 C28 C 0 1 Y N N 13.696 65.759 5.787 -4.177 2.023 0.672 C28 63C 25 63C F30 F30 F 0 1 N N N 9.621 62.745 1.139 3.904 -2.329 -2.001 F30 63C 26 63C C31 C31 C 0 1 Y N N 15.829 64.167 6.682 -5.628 4.250 -0.096 C31 63C 27 63C C33 C33 C 0 1 Y N N 14.188 65.910 7.106 -5.512 2.143 1.036 C33 63C 28 63C C34 C34 C 0 1 Y N N 14.312 64.867 4.908 -3.570 3.025 -0.072 C34 63C 29 63C C35 C35 C 0 1 Y N N 15.398 64.044 5.333 -4.297 4.136 -0.455 C35 63C 30 63C C36 C36 C 0 1 Y N N 15.253 65.107 7.558 -6.234 3.255 0.651 C36 63C 31 63C C1 C1 C 0 1 N N N 9.368 70.650 2.793 -2.654 -4.416 0.053 C1 63C 32 63C CL CL CL 0 0 N N N 17.000 63.055 7.334 -6.538 5.648 -0.577 CL 63C 33 63C C40 C40 C 0 1 N N N ? ? ? -4.142 -4.652 0.070 C40 63C 34 63C O41 O41 O 0 1 N N N ? ? ? -4.901 -3.760 -0.246 O41 63C 35 63C N42 N42 N 0 1 N N N ? ? ? -4.630 -5.853 0.437 N42 63C 36 63C C43 C43 C 0 1 N N N ? ? ? -6.077 -6.082 0.453 C43 63C 37 63C H2 H2 H 0 1 N N N 10.652 66.585 1.870 -1.049 -0.816 -1.446 H2 63C 38 63C H3 H3 H 0 1 N N N 9.811 66.940 4.853 -1.295 -0.783 1.563 H3 63C 39 63C H91C H91C H 0 0 N N N 9.121 68.286 1.113 -0.611 -3.186 -1.553 H91C 63C 40 63C H92C H92C H 0 0 N N N 7.994 68.017 2.416 -0.354 -3.301 0.218 H92C 63C 41 63C H81C H81C H 0 0 N N N 10.344 69.232 4.992 -2.768 -2.536 1.639 H81C 63C 42 63C H82C H82C H 0 0 N N N 11.660 69.119 3.846 -3.805 -1.707 0.443 H82C 63C 43 63C H11C H11C H 0 0 N N N 9.169 71.692 3.085 -2.184 -5.113 -0.640 H11C 63C 44 63C H12C H12C H 0 0 N N N 9.443 71.689 2.438 -2.250 -4.570 1.054 H12C 63C 45 63C H12 H12 H 0 1 N N N 10.435 64.196 3.023 1.508 -1.642 -1.734 H12 63C 46 63C H19 H19 H 0 1 N N N 8.094 58.695 5.069 6.984 -0.724 1.958 H19 63C 47 63C H14 H14 H 0 1 N N N 11.937 66.841 6.234 -3.605 0.486 1.925 H14 63C 48 63C H22 H22 H 0 1 N N N 4.650 57.409 1.694 9.023 2.971 -0.542 H22 63C 49 63C H13 H13 H 0 1 N N N 8.565 60.305 1.402 6.188 -1.317 -1.251 H13 63C 50 63C H24 H24 H 0 1 N N N 6.640 61.374 5.133 4.473 1.645 1.313 H24 63C 51 63C H25 H25 H 0 1 N N N 7.524 63.752 4.975 2.220 0.844 0.733 H25 63C 52 63C H26 H26 H 0 1 N N N 7.341 56.379 4.881 9.213 0.036 2.551 H26 63C 53 63C H27 H27 H 0 1 N N N 5.550 55.748 3.239 10.257 1.918 1.302 H27 63C 54 63C H33 H33 H 0 1 N N N 13.746 66.642 7.766 -5.985 1.366 1.619 H33 63C 55 63C H34 H34 H 0 1 N N N 13.961 64.798 3.889 -2.531 2.937 -0.352 H34 63C 56 63C H35 H35 H 0 1 N N N 15.875 63.353 4.654 -3.826 4.914 -1.038 H35 63C 57 63C H36 H36 H 0 1 N N N 15.624 65.211 8.567 -7.273 3.347 0.930 H36 63C 58 63C H42 H42 H 0 1 N N N ? ? ? -4.023 -6.567 0.689 H42 63C 59 63C H50 H50 H 0 1 N N N ? ? ? -6.279 -7.104 0.774 H50 63C 60 63C H51 H51 H 0 1 N N N ? ? ? -6.547 -5.385 1.146 H51 63C 61 63C H52 H52 H 0 1 N N N ? ? ? -6.481 -5.928 -0.547 H52 63C 62 # 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 63C C2 C3 SING N N 1 63C C2 C5 SING N N 2 63C C2 C9 SING N N 3 63C C3 C7 SING N N 4 63C C3 C8 SING N N 5 63C N4 C8 SING N N 6 63C N4 C9 SING N N 7 63C N4 C1 SING N N 8 63C C5 N12 SING N N 9 63C C5 O20 DOUB N N 10 63C N6 C10 SING N N 11 63C N6 C11 SING N N 12 63C N6 C19 SING N N 13 63C C7 N14 SING N N 14 63C C7 O21 DOUB N N 15 63C C10 C22 SING N N 16 63C C10 O23 DOUB N N 17 63C C11 C13 SING Y N 18 63C C11 C24 DOUB Y N 19 63C N12 C15 SING N N 20 63C C13 C16 DOUB Y N 21 63C N14 C28 SING N N 22 63C C15 C16 SING Y N 23 63C C15 C25 DOUB Y N 24 63C C16 F30 SING N N 25 63C C19 C26 DOUB N N 26 63C C22 C27 DOUB N N 27 63C C24 C25 SING Y N 28 63C C26 C27 SING N N 29 63C C28 C33 SING Y N 30 63C C28 C34 DOUB Y N 31 63C C31 C35 DOUB Y N 32 63C C31 C36 SING Y N 33 63C C31 CL SING N N 34 63C C33 C36 DOUB Y N 35 63C C34 C35 SING Y N 36 63C C1 C40 SING N N 37 63C C40 O41 DOUB N N 38 63C C40 N42 SING N N 39 63C N42 C43 SING N N 40 63C C2 H2 SING N N 41 63C C3 H3 SING N N 42 63C C9 H91C SING N N 43 63C C9 H92C SING N N 44 63C C8 H81C SING N N 45 63C C8 H82C SING N N 46 63C C1 H11C SING N N 47 63C C1 H12C SING N N 48 63C N12 H12 SING N N 49 63C C19 H19 SING N N 50 63C N14 H14 SING N N 51 63C C22 H22 SING N N 52 63C C13 H13 SING N N 53 63C C24 H24 SING N N 54 63C C25 H25 SING N N 55 63C C26 H26 SING N N 56 63C C27 H27 SING N N 57 63C C33 H33 SING N N 58 63C C34 H34 SING N N 59 63C C35 H35 SING N N 60 63C C36 H36 SING N N 61 63C N42 H42 SING N N 62 63C C43 H50 SING N N 63 63C C43 H51 SING N N 64 63C C43 H52 SING N N 65 # 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 63C SMILES ACDLabs 10.04 "O=C(NC)CN4CC(C(=O)Nc1ccc(Cl)cc1)C(C(=O)Nc3ccc(N2C=CC=CC2=O)cc3F)C4" 63C SMILES_CANONICAL CACTVS 3.352 "CNC(=O)CN1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" 63C SMILES CACTVS 3.352 "CNC(=O)CN1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cc4" 63C SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CNC(=O)CN1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(cc4)Cl" 63C SMILES "OpenEye OEToolkits" 1.6.1 "CNC(=O)CN1CC(C(C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(cc4)Cl" 63C InChI InChI 1.03 "InChI=1S/C26H25ClFN5O4/c1-29-23(34)15-32-13-19(25(36)30-17-7-5-16(27)6-8-17)20(14-32)26(37)31-22-10-9-18(12-21(22)28)33-11-3-2-4-24(33)35/h2-12,19-20H,13-15H2,1H3,(H,29,34)(H,30,36)(H,31,37)/t19-,20-/m0/s1" 63C InChIKey InChI 1.03 DXHIEYAKKGEXDY-PMACEKPBSA-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 63C "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-[2-(methylamino)-2-oxoethyl]pyrrolidine-3,4-dicarboxamide" 63C "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3R,4R)-N-(4-chlorophenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-(2-methylamino-2-oxo-ethyl)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 63C "Create component" 2010-04-15 EBI 63C "Modify aromatic_flag" 2011-06-04 RCSB 63C "Modify descriptor" 2011-06-04 RCSB #