data_XBV # _chem_comp.id XBV _chem_comp.name "(3R,4R)-1-(2,2-DIFLUORO-ETHYL)-PYRROLIDINE-3,4-DICARBOXYLIC ACID 3-[(5-CHLORO-PYRIDIN-2-YL)-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 H21 Cl F3 N5 O3" _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 519.903 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XBV _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 2XBV _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 XBV C1 C1 C 0 1 N N R 10.439 66.750 4.002 1.627 0.802 0.564 C1 XBV 1 XBV C2 C2 C 0 1 N N R 9.693 66.331 2.726 0.675 1.013 -0.631 C2 XBV 2 XBV C3 C3 C 0 1 N N N 8.930 67.600 2.289 0.658 2.538 -0.867 C3 XBV 3 XBV N4 N4 N 0 1 N N N 9.858 68.686 2.736 1.938 3.020 -0.289 N4 XBV 4 XBV C5 C5 C 0 1 N N N 10.408 68.291 4.056 2.105 2.218 0.950 C5 XBV 5 XBV C6 C6 C 0 1 N N N 11.829 66.169 4.075 2.799 -0.053 0.155 C6 XBV 6 XBV C7 C7 C 0 1 N N N 8.741 65.194 3.030 -0.708 0.520 -0.292 C7 XBV 7 XBV N8 N8 N 0 1 N N N 9.250 64.004 2.857 -1.698 0.611 -1.202 N8 XBV 8 XBV O9 O9 O 0 1 N N N 7.611 65.369 3.460 -0.931 0.041 0.800 O9 XBV 9 XBV O10 O10 O 0 1 N N N 12.511 65.980 3.079 2.882 -0.464 -0.982 O10 XBV 10 XBV N11 N11 N 0 1 N N N 12.317 65.979 5.322 3.755 -0.360 1.054 N11 XBV 11 XBV C12 C12 C 0 1 Y N N 13.479 65.316 5.710 4.781 -1.238 0.709 C12 XBV 12 XBV N13 N13 N 0 1 Y N N 14.029 64.414 4.880 4.756 -1.844 -0.468 N13 XBV 13 XBV C14 C14 C 0 1 Y N N 15.557 63.692 6.582 6.769 -2.960 0.004 C14 XBV 14 XBV C15 C15 C 0 1 Y N N 14.980 64.616 7.475 6.834 -2.340 1.246 C15 XBV 15 XBV C16 C16 C 0 1 Y N N 15.062 63.618 5.265 5.707 -2.683 -0.835 C16 XBV 16 XBV C17 C17 C 0 1 Y N N 13.922 65.417 7.037 5.823 -1.466 1.601 C17 XBV 17 XBV CL1 CL1 CL 0 0 N N N 16.803 62.623 7.147 8.012 -4.066 -0.491 CL1 XBV 18 XBV C19 C19 C 0 1 Y N N 8.562 62.781 3.013 -3.009 0.266 -0.848 C19 XBV 19 XBV C20 C20 C 0 1 Y N N 7.735 62.477 4.100 -3.466 0.508 0.441 C20 XBV 20 XBV C21 C21 C 0 1 Y N N 7.455 60.276 3.156 -5.602 -0.413 -0.147 C21 XBV 21 XBV C22 C22 C 0 1 Y N N 8.291 60.586 2.073 -5.148 -0.650 -1.438 C22 XBV 22 XBV C23 C23 C 0 1 Y N N 7.153 61.207 4.155 -4.758 0.169 0.790 C23 XBV 23 XBV C24 C24 C 0 1 Y N N 8.807 61.887 2.008 -3.855 -0.311 -1.789 C24 XBV 24 XBV N25 N25 N 0 1 N N N 6.900 58.961 3.155 -6.913 -0.756 0.208 N25 XBV 25 XBV C26 C26 C 0 1 N N N 7.401 57.992 4.038 -7.956 -0.253 -0.504 C26 XBV 26 XBV C27 C27 C 0 1 N N N 5.873 56.368 3.156 -9.485 -1.426 0.903 C27 XBV 27 XBV C28 C28 C 0 1 N N N 5.363 57.304 2.283 -8.436 -1.934 1.612 C28 XBV 28 XBV C29 C29 C 0 1 N N N 6.906 56.723 4.032 -9.231 -0.570 -0.178 C29 XBV 29 XBV C30 C30 C 0 1 N N N 5.869 58.653 2.259 -7.126 -1.584 1.248 C30 XBV 30 XBV O31 O31 O 0 1 N N N 5.445 59.508 1.471 -6.179 -2.032 1.875 O31 XBV 31 XBV F32 F32 F 0 1 N N N 9.630 62.206 0.998 -3.413 -0.541 -3.045 F32 XBV 32 XBV C33 C33 C 0 1 N N N 9.153 69.974 2.840 1.870 4.455 0.018 C33 XBV 33 XBV C34 C34 C 0 1 N N N 10.131 71.150 2.839 3.267 4.968 0.373 C34 XBV 34 XBV F35 F35 F 0 1 N N N 11.132 71.017 3.806 3.749 4.275 1.488 F35 XBV 35 XBV F36 F36 F 0 1 N N N 10.790 71.122 1.628 4.128 4.764 -0.711 F36 XBV 36 XBV H1 H1 H 0 1 N N N 9.942 66.342 4.895 1.094 0.342 1.396 H1 XBV 37 XBV H2 H2 H 0 1 N N N 10.366 65.968 1.936 1.055 0.498 -1.514 H2 XBV 38 XBV H51C H51C H 0 0 N N N 9.771 68.650 4.878 1.486 2.623 1.751 H51C XBV 39 XBV H52C H52C H 0 0 N N N 11.401 68.725 4.245 3.152 2.197 1.252 H52C XBV 40 XBV H31C H31C H 0 0 N N N 8.756 67.625 1.203 0.615 2.758 -1.934 H31C XBV 41 XBV H32C H32C H 0 0 N N N 7.920 67.678 2.717 -0.188 2.993 -0.350 H32C XBV 42 XBV H331 H331 H 0 0 N N N 8.474 70.077 1.981 1.495 4.996 -0.851 H331 XBV 43 XBV H332 H332 H 0 0 N N N 8.596 69.988 3.788 1.200 4.615 0.863 H332 XBV 44 XBV H11 H11 H 0 1 N N N 11.771 66.366 6.065 3.729 0.031 1.942 H11 XBV 45 XBV H8 H8 H 0 1 N N N 10.213 63.955 2.590 -1.503 0.914 -2.103 H8 XBV 46 XBV H17 H17 H 0 1 N N N 13.448 66.110 7.716 5.842 -0.966 2.558 H17 XBV 47 XBV H16 H16 H 0 1 N N N 15.503 62.928 4.561 5.653 -3.158 -1.803 H16 XBV 48 XBV H15 H15 H 0 1 N N N 15.351 64.704 8.486 7.654 -2.540 1.921 H15 XBV 49 XBV H20 H20 H 0 1 N N N 7.551 63.205 4.877 -2.811 0.960 1.170 H20 XBV 50 XBV H23 H23 H 0 1 N N N 6.479 60.948 4.958 -5.113 0.357 1.793 H23 XBV 51 XBV H22 H22 H 0 1 N N N 8.528 59.850 1.319 -5.805 -1.102 -2.167 H22 XBV 52 XBV H26 H26 H 0 1 N N N 8.187 58.255 4.730 -7.765 0.407 -1.337 H26 XBV 53 XBV H29 H29 H 0 1 N N N 7.313 55.985 4.708 -10.052 -0.164 -0.751 H29 XBV 54 XBV H27 H27 H 0 1 N N N 5.477 55.363 3.165 -10.500 -1.684 1.168 H27 XBV 55 XBV H28 H28 H 0 1 N N N 4.571 57.022 1.605 -8.613 -2.595 2.448 H28 XBV 56 XBV H34 H34 H 0 1 N N N 9.556 72.068 3.032 3.217 6.033 0.601 H34 XBV 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 XBV C1 C2 SING N N 1 XBV C1 C5 SING N N 2 XBV C1 C6 SING N N 3 XBV C2 C3 SING N N 4 XBV C2 C7 SING N N 5 XBV C3 N4 SING N N 6 XBV N4 C5 SING N N 7 XBV N4 C33 SING N N 8 XBV C6 O10 DOUB N N 9 XBV C6 N11 SING N N 10 XBV C7 N8 SING N N 11 XBV C7 O9 DOUB N N 12 XBV N8 C19 SING N N 13 XBV N11 C12 SING N N 14 XBV C12 N13 DOUB Y N 15 XBV C12 C17 SING Y N 16 XBV N13 C16 SING Y N 17 XBV C14 C15 SING Y N 18 XBV C14 C16 DOUB Y N 19 XBV C14 CL1 SING N N 20 XBV C15 C17 DOUB Y N 21 XBV C19 C20 SING Y N 22 XBV C19 C24 DOUB Y N 23 XBV C20 C23 DOUB Y N 24 XBV C21 C22 DOUB Y N 25 XBV C21 C23 SING Y N 26 XBV C21 N25 SING N N 27 XBV C22 C24 SING Y N 28 XBV C24 F32 SING N N 29 XBV N25 C26 SING N N 30 XBV N25 C30 SING N N 31 XBV C26 C29 DOUB N N 32 XBV C27 C28 DOUB N N 33 XBV C27 C29 SING N N 34 XBV C28 C30 SING N N 35 XBV C30 O31 DOUB N N 36 XBV C33 C34 SING N N 37 XBV C34 F35 SING N N 38 XBV C34 F36 SING N N 39 XBV C1 H1 SING N N 40 XBV C2 H2 SING N N 41 XBV C5 H51C SING N N 42 XBV C5 H52C SING N N 43 XBV C3 H31C SING N N 44 XBV C3 H32C SING N N 45 XBV C33 H331 SING N N 46 XBV C33 H332 SING N N 47 XBV N11 H11 SING N N 48 XBV N8 H8 SING N N 49 XBV C17 H17 SING N N 50 XBV C16 H16 SING N N 51 XBV C15 H15 SING N N 52 XBV C20 H20 SING N N 53 XBV C23 H23 SING N N 54 XBV C22 H22 SING N N 55 XBV C26 H26 SING N N 56 XBV C29 H29 SING N N 57 XBV C27 H27 SING N N 58 XBV C28 H28 SING N N 59 XBV C34 H34 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 XBV SMILES ACDLabs 10.04 "FC(F)CN4CC(C(=O)Nc2ccc(N1C=CC=CC1=O)cc2F)C(C(=O)Nc3ncc(Cl)cc3)C4" XBV SMILES_CANONICAL CACTVS 3.352 "FC(F)CN1C[C@@H]([C@H](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cn4" XBV SMILES CACTVS 3.352 "FC(F)CN1C[CH]([CH](C1)C(=O)Nc2ccc(cc2F)N3C=CC=CC3=O)C(=O)Nc4ccc(Cl)cn4" XBV SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)[C@H]3C[N@](C[C@@H]3C(=O)Nc4ccc(cn4)Cl)CC(F)F" XBV SMILES "OpenEye OEToolkits" 1.6.1 "c1cc(c(cc1N2C=CC=CC2=O)F)NC(=O)C3CN(CC3C(=O)Nc4ccc(cn4)Cl)CC(F)F" XBV InChI InChI 1.03 "InChI=1S/C24H21ClF3N5O3/c25-14-4-7-21(29-10-14)31-24(36)17-12-32(13-20(27)28)11-16(17)23(35)30-19-6-5-15(9-18(19)26)33-8-2-1-3-22(33)34/h1-10,16-17,20H,11-13H2,(H,30,35)(H,29,31,36)/t16-,17-/m0/s1" XBV InChIKey InChI 1.03 DVMCMTVFXINJGW-IRXDYDNUSA-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 XBV "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-N-(5-chloropyridin-2-yl)-1-(2,2-difluoroethyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]pyrrolidine-3,4-dicarboxamide" XBV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1R,3R,4R)-N'-(5-chloropyridin-2-yl)-1-(2,2-difluoroethyl)-N-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]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 XBV "Create component" 2010-04-15 EBI XBV "Modify aromatic_flag" 2011-06-04 RCSB XBV "Modify descriptor" 2011-06-04 RCSB #