data_LOD # _chem_comp.id LOD _chem_comp.name "(3S)-5'-chloro-5-(cyclobutylmethyl)-2',3',4,5-tetrahydro-2H-spiro[1,5-benzoxazepine-3,1'-indene]-7-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 Cl N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-07 _chem_comp.pdbx_modified_date 2019-05-10 _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 397.895 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LOD _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 6O6F _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 LOD C1 C1 C 0 1 Y N N -11.898 10.469 -16.008 3.516 -1.182 0.713 C1 LOD 1 LOD C2 C2 C 0 1 Y N N -10.607 10.628 -16.543 4.726 -0.573 0.444 C2 LOD 2 LOD C3 C3 C 0 1 Y N N -10.288 10.338 -17.877 4.788 0.650 -0.212 C3 LOD 3 LOD C7 C4 C 0 1 Y N N -17.274 6.660 -20.203 -2.887 0.126 -0.341 C7 LOD 4 LOD C8 C5 C 0 1 Y N N -18.633 6.890 -19.953 -3.924 0.767 0.352 C8 LOD 5 LOD C9 C6 C 0 1 Y N N -19.033 8.011 -19.194 -3.631 1.671 1.374 C9 LOD 6 LOD C10 C7 C 0 1 Y N N -18.048 8.886 -18.705 -2.317 1.941 1.693 C10 LOD 7 LOD C11 C8 C 0 1 N N N -14.841 10.044 -19.470 0.691 2.368 0.306 C11 LOD 8 LOD C12 C9 C 0 1 N N N -13.872 7.782 -19.012 0.200 0.658 -1.552 C12 LOD 9 LOD C13 C10 C 0 1 Y N N -16.262 7.519 -19.711 -1.572 0.386 -0.003 C13 LOD 10 LOD C14 C11 C 0 1 Y N N -16.678 8.663 -18.961 -1.296 1.306 1.002 C14 LOD 11 LOD C15 C12 C 0 1 N N S -13.541 9.215 -19.293 1.253 1.492 -0.805 C15 LOD 12 LOD C16 C13 C 0 1 N N N -19.683 6.002 -20.456 -5.327 0.484 -0.005 C16 LOD 13 LOD C19 C14 C 0 1 N N N -14.642 4.745 -20.032 -1.196 -2.552 -0.216 C19 LOD 14 LOD C20 C15 C 0 1 N N N -14.298 3.438 -20.787 -2.682 -2.561 0.181 C20 LOD 15 LOD C21 C16 C 0 1 N N N -13.781 2.836 -19.457 -2.580 -4.095 0.225 C21 LOD 16 LOD C22 C17 C 0 1 N N N -11.195 9.486 -20.128 3.343 2.531 -1.283 C22 LOD 17 LOD N1 N1 N 0 1 N N N -14.915 7.178 -19.848 -0.506 -0.252 -0.650 N1 LOD 18 LOD O1 O1 O 0 1 N N N -15.788 9.632 -18.486 0.003 1.592 1.295 O1 LOD 19 LOD O2 O2 O 0 1 N N N -20.798 6.091 -20.063 -6.327 1.098 0.657 O2 LOD 20 LOD O3 O3 O 0 1 N N N -19.330 5.108 -21.369 -5.581 -0.302 -0.896 O3 LOD 21 LOD C17 C18 C 0 1 N N N -14.441 6.115 -20.751 -0.853 -1.517 -1.288 C17 LOD 22 LOD C18 C19 C 0 1 N N N -13.730 4.286 -18.875 -1.418 -3.968 -0.774 C18 LOD 23 LOD C4 C20 C 0 1 Y N N -11.319 9.878 -18.692 3.586 1.234 -0.578 C4 LOD 24 LOD C5 C21 C 0 1 Y N N -12.613 9.712 -18.216 2.365 0.625 -0.302 C5 LOD 25 LOD C6 C22 C 0 1 Y N N -12.920 10.003 -16.869 2.310 -0.597 0.353 C6 LOD 26 LOD CL1 CL1 CL 0 0 N N N -9.371 11.248 -15.523 6.197 -1.350 0.936 CL1 LOD 27 LOD C23 C23 C 0 1 N N N -12.672 9.266 -20.563 1.924 2.404 -1.850 C23 LOD 28 LOD H1 H1 H 0 1 N N N -12.103 10.696 -14.972 3.508 -2.135 1.221 H1 LOD 29 LOD H2 H2 H 0 1 N N N -9.285 10.466 -18.256 5.734 1.127 -0.426 H2 LOD 30 LOD H3 H3 H 0 1 N N N -16.989 5.799 -20.790 -3.153 -0.544 -1.144 H3 LOD 31 LOD H4 H4 H 0 1 N N N -20.078 8.193 -18.993 -4.429 2.156 1.916 H4 LOD 32 LOD H5 H5 H 0 1 N N N -18.345 9.745 -18.122 -2.086 2.642 2.481 H5 LOD 33 LOD H6 H6 H 0 1 N N N -14.617 11.113 -19.343 1.510 2.906 0.787 H6 LOD 34 LOD H7 H7 H 0 1 N N N -15.254 9.873 -20.475 -0.002 3.092 -0.124 H7 LOD 35 LOD H8 H8 H 0 1 N N N -14.201 7.714 -17.965 -0.517 1.333 -2.017 H8 LOD 36 LOD H9 H9 H 0 1 N N N -12.953 7.193 -19.147 0.700 0.079 -2.329 H9 LOD 37 LOD H10 H10 H 0 1 N N N -15.687 4.685 -19.695 -0.518 -2.520 0.637 H10 LOD 38 LOD H11 H11 H 0 1 N N N -15.169 2.917 -21.211 -2.878 -2.108 1.153 H11 LOD 39 LOD H12 H12 H 0 1 N N N -13.526 3.553 -21.562 -3.345 -2.190 -0.601 H12 LOD 40 LOD H13 H13 H 0 1 N N N -14.493 2.167 -18.952 -2.280 -4.484 1.197 H13 LOD 41 LOD H14 H14 H 0 1 N N N -12.802 2.340 -19.531 -3.454 -4.602 -0.184 H14 LOD 42 LOD H15 H15 H 0 1 N N N -10.610 8.561 -20.236 3.403 3.363 -0.582 H15 LOD 43 LOD H16 H16 H 0 1 N N N -10.725 10.288 -20.717 4.064 2.664 -2.090 H16 LOD 44 LOD H17 H17 H 0 1 N N N -21.341 5.445 -20.500 -7.230 0.880 0.388 H17 LOD 45 LOD H18 H18 H 0 1 N N N -13.375 6.265 -20.977 -0.007 -1.871 -1.877 H18 LOD 46 LOD H19 H19 H 0 1 N N N -15.020 6.134 -21.686 -1.713 -1.370 -1.941 H19 LOD 47 LOD H20 H20 H 0 1 N N N -12.729 4.742 -18.878 -1.735 -3.981 -1.817 H20 LOD 48 LOD H21 H21 H 0 1 N N N -14.177 4.390 -17.875 -0.592 -4.650 -0.572 H21 LOD 49 LOD H22 H22 H 0 1 N N N -13.926 9.871 -16.499 1.370 -1.076 0.580 H22 LOD 50 LOD H23 H23 H 0 1 N N N -12.999 10.096 -21.206 1.934 1.927 -2.830 H23 LOD 51 LOD H24 H24 H 0 1 N N N -12.761 8.318 -21.114 1.428 3.374 -1.893 H24 LOD 52 # # 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 LOD O3 C16 DOUB N N 1 LOD C20 C19 SING N N 2 LOD C20 C21 SING N N 3 LOD C17 C19 SING N N 4 LOD C17 N1 SING N N 5 LOD C23 C22 SING N N 6 LOD C23 C15 SING N N 7 LOD C16 O2 SING N N 8 LOD C16 C8 SING N N 9 LOD C7 C8 DOUB Y N 10 LOD C7 C13 SING Y N 11 LOD C22 C4 SING N N 12 LOD C19 C18 SING N N 13 LOD C8 C9 SING Y N 14 LOD N1 C13 SING N N 15 LOD N1 C12 SING N N 16 LOD C13 C14 DOUB Y N 17 LOD C11 C15 SING N N 18 LOD C11 O1 SING N N 19 LOD C21 C18 SING N N 20 LOD C15 C12 SING N N 21 LOD C15 C5 SING N N 22 LOD C9 C10 DOUB Y N 23 LOD C14 C10 SING Y N 24 LOD C14 O1 SING N N 25 LOD C4 C5 DOUB Y N 26 LOD C4 C3 SING Y N 27 LOD C5 C6 SING Y N 28 LOD C3 C2 DOUB Y N 29 LOD C6 C1 DOUB Y N 30 LOD C2 C1 SING Y N 31 LOD C2 CL1 SING N N 32 LOD C1 H1 SING N N 33 LOD C3 H2 SING N N 34 LOD C7 H3 SING N N 35 LOD C9 H4 SING N N 36 LOD C10 H5 SING N N 37 LOD C11 H6 SING N N 38 LOD C11 H7 SING N N 39 LOD C12 H8 SING N N 40 LOD C12 H9 SING N N 41 LOD C19 H10 SING N N 42 LOD C20 H11 SING N N 43 LOD C20 H12 SING N N 44 LOD C21 H13 SING N N 45 LOD C21 H14 SING N N 46 LOD C22 H15 SING N N 47 LOD C22 H16 SING N N 48 LOD O2 H17 SING N N 49 LOD C17 H18 SING N N 50 LOD C17 H19 SING N N 51 LOD C18 H20 SING N N 52 LOD C18 H21 SING N N 53 LOD C6 H22 SING N N 54 LOD C23 H23 SING N N 55 LOD C23 H24 SING N N 56 # # 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 LOD SMILES ACDLabs 12.01 "c5c(Cl)cc4CCC2(COc1ccc(cc1N(C2)CC3CCC3)C(O)=O)c4c5" LOD InChI InChI 1.03 "InChI=1S/C23H24ClNO3/c24-18-5-6-19-16(10-18)8-9-23(19)13-25(12-15-2-1-3-15)20-11-17(22(26)27)4-7-21(20)28-14-23/h4-7,10-11,15H,1-3,8-9,12-14H2,(H,26,27)/t23-/m0/s1" LOD InChIKey InChI 1.03 YLXRDIJLTBHLLJ-QHCPKHFHSA-N LOD SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1ccc2OC[C@]3(CCc4cc(Cl)ccc34)CN(CC5CCC5)c2c1" LOD SMILES CACTVS 3.385 "OC(=O)c1ccc2OC[C]3(CCc4cc(Cl)ccc34)CN(CC5CCC5)c2c1" LOD SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=O)O)N(C[C@@]3(CCc4c3ccc(c4)Cl)CO2)CC5CCC5" LOD SMILES "OpenEye OEToolkits" 2.0.7 "c1cc2c(cc1C(=O)O)N(CC3(CCc4c3ccc(c4)Cl)CO2)CC5CCC5" # # 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 LOD "SYSTEMATIC NAME" ACDLabs 12.01 "(3S)-5'-chloro-5-(cyclobutylmethyl)-2',3',4,5-tetrahydro-2H-spiro[1,5-benzoxazepine-3,1'-indene]-7-carboxylic acid" LOD "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(3~{S})-6-chloranyl-5'-(cyclobutylmethyl)spiro[1,2-dihydroindene-3,3'-2,4-dihydro-1,5-benzoxazepine]-7'-carboxylic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LOD "Create component" 2019-03-07 RCSB LOD "Initial release" 2019-05-15 RCSB ##