data_2RL # _chem_comp.id 2RL _chem_comp.name "N-(4-CHLOROPHENYL)-7-[(6,7-DIMETHOXYQUINOLIN-4-YL)OXY]-2,3-DIHYDRO-1,4-BENZOXAZINE-4-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H22 Cl N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-11-01 _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 491.923 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2RL _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 2RL5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # 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 2RL C1 C1 C 0 1 Y N N 57.749 52.350 12.516 -7.392 0.962 0.251 C1 2RL 1 2RL C2 C2 C 0 1 Y N N 59.167 52.581 12.452 -6.968 0.120 1.237 C2 2RL 2 2RL C3 C3 C 0 1 Y N N 60.030 52.164 13.498 -5.635 -0.324 1.252 C3 2RL 3 2RL C4 C4 C 0 1 Y N N 59.474 51.491 14.653 -4.751 0.112 0.235 C4 2RL 4 2RL C5 C5 C 0 1 Y N N 58.063 51.256 14.726 -5.213 0.979 -0.767 C5 2RL 5 2RL C6 C6 C 0 1 Y N N 57.194 51.676 13.670 -6.514 1.393 -0.754 C6 2RL 6 2RL N7 N7 N 0 1 Y N N 61.400 52.380 13.454 -5.197 -1.150 2.209 N7 2RL 7 2RL C8 C8 C 0 1 Y N N 62.228 51.981 14.460 -3.955 -1.574 2.237 C8 2RL 8 2RL C9 C9 C 0 1 Y N N 61.742 51.324 15.610 -3.029 -1.190 1.276 C9 2RL 9 2RL C10 C10 C 0 1 Y N N 60.330 51.067 15.721 -3.412 -0.338 0.255 C10 2RL 10 2RL O11 O11 O 0 1 N N N 59.734 50.422 16.835 -2.530 0.054 -0.697 O11 2RL 11 2RL C12 C12 C 0 1 Y N N 60.487 49.501 17.569 -1.238 -0.354 -0.577 C12 2RL 12 2RL C13 C13 C 0 1 Y N N 61.117 49.887 18.780 -0.883 -1.644 -0.943 C13 2RL 13 2RL C14 C14 C 0 1 Y N N 61.870 48.967 19.527 0.433 -2.061 -0.822 C14 2RL 14 2RL C15 C15 C 0 1 Y N N 62.017 47.601 19.070 1.393 -1.178 -0.333 C15 2RL 15 2RL C16 C16 C 0 1 Y N N 61.363 47.238 17.842 1.035 0.109 0.033 C16 2RL 16 2RL C17 C17 C 0 1 Y N N 60.612 48.172 17.106 -0.278 0.523 -0.093 C17 2RL 17 2RL O25 O25 O 0 1 N N N 62.457 49.449 20.728 0.772 -3.328 -1.179 O25 2RL 18 2RL C26 C26 C 0 1 N N N 63.519 48.628 21.251 2.147 -3.596 -1.463 C26 2RL 19 2RL C27 C27 C 0 1 N N N 63.114 47.151 21.248 3.007 -3.042 -0.319 C27 2RL 20 2RL N28 N28 N 0 1 N N N 62.792 46.714 19.865 2.731 -1.598 -0.214 N28 2RL 21 2RL O33 O33 O 0 1 N N N 55.818 51.385 13.869 -6.962 2.233 -1.725 O33 2RL 22 2RL O34 O34 O 0 1 N N N 56.894 52.764 11.474 -8.684 1.385 0.239 O34 2RL 23 2RL C35 C35 C 0 1 N N N 63.562 45.670 19.308 3.725 -0.711 -0.013 C35 2RL 24 2RL O36 O36 O 0 1 N N N 63.588 45.442 18.097 3.481 0.480 0.015 O36 2RL 25 2RL N37 N37 N 0 1 N N N 64.304 44.910 20.186 4.990 -1.144 0.159 N37 2RL 26 2RL C38 C38 C 0 1 Y N N 65.093 43.805 19.878 6.043 -0.223 0.219 C38 2RL 27 2RL C39 C39 C 0 1 Y N N 65.950 43.816 18.730 5.800 1.086 0.614 C39 2RL 28 2RL C40 C40 C 0 1 Y N N 66.754 42.689 18.416 6.840 1.992 0.673 C40 2RL 29 2RL C41 C41 C 0 1 Y N N 66.702 41.550 19.253 8.124 1.597 0.340 C41 2RL 30 2RL C42 C42 C 0 1 Y N N 65.869 41.512 20.394 8.369 0.293 -0.053 C42 2RL 31 2RL C43 C43 C 0 1 Y N N 65.063 42.644 20.705 7.333 -0.619 -0.109 C43 2RL 32 2RL CL48 CL48 CL 0 0 N N N 67.674 40.175 18.871 9.429 2.739 0.416 CL48 2RL 33 2RL C49 C49 C 0 1 N N N 55.393 50.049 14.136 -6.019 2.636 -2.721 C49 2RL 34 2RL C53 C53 C 0 1 N N N 57.169 54.030 10.875 -9.531 0.912 1.288 C53 2RL 35 2RL H2 H2 H 0 1 N N N 59.583 53.082 11.590 -7.655 -0.204 2.005 H2 2RL 36 2RL H5 H5 H 0 1 N N N 57.650 50.755 15.589 -4.544 1.316 -1.544 H5 2RL 37 2RL H8 H8 H 0 1 N N N 63.287 52.173 14.374 -3.645 -2.240 3.028 H8 2RL 38 2RL H9 H9 H 0 1 N N N 62.419 51.019 16.395 -2.013 -1.555 1.325 H9 2RL 39 2RL H13 H13 H 0 1 N N N 61.016 50.903 19.132 -1.632 -2.323 -1.322 H13 2RL 40 2RL H16 H16 H 0 1 N N N 61.450 46.225 17.477 1.782 0.790 0.414 H16 2RL 41 2RL H17 H17 H 0 1 N N N 60.131 47.873 16.187 -0.557 1.527 0.188 H17 2RL 42 2RL H26 H26 H 0 1 N N N 64.414 48.756 20.624 2.300 -4.672 -1.547 H26 2RL 43 2RL H26A H26A H 0 0 N N N 63.727 48.936 22.286 2.427 -3.114 -2.400 H26A 2RL 44 2RL H27 H27 H 0 1 N N N 63.946 46.545 21.636 2.743 -3.537 0.616 H27 2RL 45 2RL H27A H27A H 0 0 N N N 62.226 47.019 21.884 4.062 -3.203 -0.537 H27A 2RL 46 2RL HN37 HN37 H 0 0 N N N 64.272 45.181 21.148 5.171 -2.093 0.240 HN37 2RL 47 2RL H39 H39 H 0 1 N N N 65.985 44.690 18.097 4.798 1.395 0.873 H39 2RL 48 2RL H40 H40 H 0 1 N N N 67.397 42.701 17.549 6.652 3.011 0.979 H40 2RL 49 2RL H42 H42 H 0 1 N N N 65.844 40.634 21.023 9.371 -0.013 -0.313 H42 2RL 50 2RL H43 H43 H 0 1 N N N 64.423 42.623 21.575 7.525 -1.638 -0.412 H43 2RL 51 2RL H49 H49 H 0 1 N N N 55.284 49.502 13.188 -5.188 3.156 -2.244 H49 2RL 52 2RL H49A H49A H 0 0 N N N 56.141 49.545 14.766 -5.644 1.756 -3.244 H49A 2RL 53 2RL H49B H49B H 0 0 N N N 54.426 50.070 14.660 -6.505 3.303 -3.433 H49B 2RL 54 2RL H53 H53 H 0 1 N N N 57.240 54.799 11.658 -9.578 -0.176 1.254 H53 2RL 55 2RL H53A H53A H 0 0 N N N 58.121 53.977 10.326 -9.128 1.229 2.250 H53A 2RL 56 2RL H53B H53B H 0 0 N N N 56.358 54.290 10.179 -10.532 1.324 1.160 H53B 2RL 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 2RL O34 C1 SING N N 1 2RL C2 C1 DOUB Y N 2 2RL C1 C6 SING Y N 3 2RL C2 C3 SING Y N 4 2RL C2 H2 SING N N 5 2RL N7 C3 DOUB Y N 6 2RL C3 C4 SING Y N 7 2RL C4 C5 SING Y N 8 2RL C4 C10 DOUB Y N 9 2RL C6 C5 DOUB Y N 10 2RL C5 H5 SING N N 11 2RL C6 O33 SING N N 12 2RL N7 C8 SING Y N 13 2RL C8 C9 DOUB Y N 14 2RL C8 H8 SING N N 15 2RL C9 C10 SING Y N 16 2RL C9 H9 SING N N 17 2RL C10 O11 SING N N 18 2RL O11 C12 SING N N 19 2RL C17 C12 DOUB Y N 20 2RL C12 C13 SING Y N 21 2RL C13 C14 DOUB Y N 22 2RL C13 H13 SING N N 23 2RL C15 C14 SING Y N 24 2RL C14 O25 SING N N 25 2RL C16 C15 DOUB Y N 26 2RL C15 N28 SING N N 27 2RL C17 C16 SING Y N 28 2RL C16 H16 SING N N 29 2RL C17 H17 SING N N 30 2RL O25 C26 SING N N 31 2RL C27 C26 SING N N 32 2RL C26 H26 SING N N 33 2RL C26 H26A SING N N 34 2RL N28 C27 SING N N 35 2RL C27 H27 SING N N 36 2RL C27 H27A SING N N 37 2RL C35 N28 SING N N 38 2RL O33 C49 SING N N 39 2RL C53 O34 SING N N 40 2RL O36 C35 DOUB N N 41 2RL C35 N37 SING N N 42 2RL C38 N37 SING N N 43 2RL N37 HN37 SING N N 44 2RL C39 C38 DOUB Y N 45 2RL C38 C43 SING Y N 46 2RL C40 C39 SING Y N 47 2RL C39 H39 SING N N 48 2RL C40 C41 DOUB Y N 49 2RL C40 H40 SING N N 50 2RL CL48 C41 SING N N 51 2RL C41 C42 SING Y N 52 2RL C42 C43 DOUB Y N 53 2RL C42 H42 SING N N 54 2RL C43 H43 SING N N 55 2RL C49 H49 SING N N 56 2RL C49 H49A SING N N 57 2RL C49 H49B SING N N 58 2RL C53 H53 SING N N 59 2RL C53 H53A SING N N 60 2RL C53 H53B 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 2RL SMILES ACDLabs 10.04 "Clc1ccc(cc1)NC(=O)N2c5c(OCC2)cc(Oc3c4cc(OC)c(OC)cc4ncc3)cc5" 2RL SMILES_CANONICAL CACTVS 3.341 "COc1cc2nccc(Oc3ccc4N(CCOc4c3)C(=O)Nc5ccc(Cl)cc5)c2cc1OC" 2RL SMILES CACTVS 3.341 "COc1cc2nccc(Oc3ccc4N(CCOc4c3)C(=O)Nc5ccc(Cl)cc5)c2cc1OC" 2RL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cc2c(ccnc2cc1OC)Oc3ccc4c(c3)OCCN4C(=O)Nc5ccc(cc5)Cl" 2RL SMILES "OpenEye OEToolkits" 1.5.0 "COc1cc2c(ccnc2cc1OC)Oc3ccc4c(c3)OCCN4C(=O)Nc5ccc(cc5)Cl" 2RL InChI InChI 1.03 "InChI=1S/C26H22ClN3O5/c1-32-24-14-19-20(15-25(24)33-2)28-10-9-22(19)35-18-7-8-21-23(13-18)34-12-11-30(21)26(31)29-17-5-3-16(27)4-6-17/h3-10,13-15H,11-12H2,1-2H3,(H,29,31)" 2RL InChIKey InChI 1.03 RNHWXYKRVZUXGO-UHFFFAOYSA-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 2RL "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-chlorophenyl)-7-[(6,7-dimethoxyquinolin-4-yl)oxy]-2,3-dihydro-4H-1,4-benzoxazine-4-carboxamide" 2RL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(4-chlorophenyl)-7-(6,7-dimethoxyquinolin-4-yl)oxy-2,3-dihydro-1,4-benzoxazine-4-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2RL "Create component" 2007-11-01 RCSB 2RL "Modify aromatic_flag" 2011-06-04 RCSB 2RL "Modify descriptor" 2011-06-04 RCSB #