data_H91 # _chem_comp.id H91 _chem_comp.name "9-(3,5-dichloro-4-hydroxyphenyl)-1-{trans-4-[(dimethylamino)methyl]cyclohexyl}-3,4-dihydropyrimido[5,4-c]quinolin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H28 Cl2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-11-15 _chem_comp.pdbx_modified_date 2017-11-17 _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 499.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H91 _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 5TWL _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 H91 N N1 N 0 1 N N N -3.742 14.077 -9.026 -1.973 4.652 0.390 N H91 1 H91 C C1 C 0 1 N N N -3.514 15.539 -8.858 -3.341 5.079 0.068 C H91 2 H91 O O1 O 0 1 N N N -3.346 14.075 -2.153 3.797 2.781 -0.339 O H91 3 H91 C1 C2 C 0 1 N N N -3.793 13.748 -10.478 -1.471 5.349 1.582 C1 H91 4 H91 C10 C3 C 0 1 N N N -1.556 11.474 -0.448 5.874 -0.069 -0.037 C10 H91 5 H91 C11 C4 C 0 1 Y N N -2.473 10.397 -0.939 4.780 -1.110 0.007 C11 H91 6 H91 C12 C5 C 0 1 Y N N -2.537 9.190 -0.195 5.062 -2.458 0.124 C12 H91 7 H91 C13 C6 C 0 1 Y N N -4.067 8.299 -1.666 2.812 -3.013 0.089 C13 H91 8 H91 C14 C7 C 0 1 Y N N -4.864 7.157 -1.989 1.804 -3.994 0.130 C14 H91 9 H91 C15 C8 C 0 1 Y N N -5.667 7.154 -3.093 0.497 -3.632 0.056 C15 H91 10 H91 C16 C9 C 0 1 Y N N -5.696 8.303 -3.910 0.127 -2.283 -0.062 C16 H91 11 H91 C17 C10 C 0 1 Y N N -4.942 9.396 -3.607 1.094 -1.294 -0.109 C17 H91 12 H91 C18 C11 C 0 1 Y N N -4.089 9.456 -2.483 2.446 -1.648 -0.032 C18 H91 13 H91 C19 C12 C 0 1 Y N N -3.237 10.567 -2.092 3.468 -0.674 -0.074 C19 H91 14 H91 C2 C13 C 0 1 N N N -2.658 13.288 -8.363 -1.904 3.195 0.564 C2 H91 15 H91 C20 C14 C 0 1 Y N N -6.518 8.364 -5.113 -1.308 -1.916 -0.143 C20 H91 16 H91 C21 C15 C 0 1 Y N N -6.891 9.634 -5.563 -2.285 -2.826 0.259 C21 H91 17 H91 C22 C16 C 0 1 Y N N -7.654 9.756 -6.705 -3.619 -2.482 0.183 C22 H91 18 H91 C23 C17 C 0 1 Y N N -8.066 8.626 -7.418 -3.989 -1.231 -0.293 C23 H91 19 H91 C24 C18 C 0 1 Y N N -7.676 7.371 -6.947 -3.018 -0.323 -0.694 C24 H91 20 H91 C25 C19 C 0 1 Y N N -6.907 7.224 -5.802 -1.682 -0.660 -0.615 C25 H91 21 H91 C3 C20 C 0 1 N N N -2.809 13.387 -6.824 -0.440 2.760 0.650 C3 H91 22 H91 C4 C21 C 0 1 N N N -4.145 12.805 -6.353 -0.369 1.268 0.982 C4 H91 23 H91 C5 C22 C 0 1 N N N -4.237 12.826 -4.815 1.095 0.834 1.068 C5 H91 24 H91 C6 C23 C 0 1 N N N -3.037 12.032 -4.237 1.783 1.091 -0.274 C6 H91 25 H91 C7 C24 C 0 1 N N N -1.725 12.706 -4.677 1.712 2.583 -0.606 C7 H91 26 H91 C8 C25 C 0 1 N N N -1.640 12.615 -6.199 0.248 3.017 -0.692 C8 H91 27 H91 C9 C26 C 0 1 N N N -2.881 12.965 -1.906 4.136 1.618 -0.234 C9 H91 28 H91 N1 N2 N 0 1 N N N -3.070 11.818 -2.753 3.185 0.675 -0.192 N1 H91 29 H91 N2 N3 N 0 1 N N N -2.125 12.781 -0.757 5.449 1.336 -0.163 N2 H91 30 H91 N3 N4 N 0 1 Y N N -3.295 8.161 -0.522 4.102 -3.357 0.161 N3 H91 31 H91 O1 O2 O 0 1 N N N -8.821 8.843 -8.510 -5.304 -0.897 -0.372 O1 H91 32 H91 CL CL1 CL 0 0 N N N -8.085 11.307 -7.247 -4.836 -3.614 0.684 CL H91 33 H91 CL1 CL2 CL 0 0 N N N -8.159 5.972 -7.819 -3.485 1.240 -1.290 CL1 H91 34 H91 H2 H2 H 0 1 N N N -3.476 15.784 -7.786 -4.012 4.792 0.877 H2 H91 35 H91 H3 H3 H 0 1 N N N -2.561 15.818 -9.332 -3.364 6.162 -0.056 H3 H91 36 H91 H4 H4 H 0 1 N N N -4.336 16.095 -9.332 -3.662 4.601 -0.858 H4 H91 37 H91 H5 H5 H 0 1 N N N -3.961 12.668 -10.604 -2.117 5.126 2.432 H5 H91 38 H91 H6 H6 H 0 1 N N N -4.615 14.305 -10.951 -0.457 5.014 1.799 H6 H91 39 H91 H7 H7 H 0 1 N N N -2.840 14.028 -10.951 -1.468 6.424 1.400 H7 H91 40 H91 H8 H8 H 0 1 N N N -1.429 11.378 0.640 6.464 -0.162 0.876 H8 H91 41 H91 H9 H9 H 0 1 N N N -0.578 11.375 -0.941 6.525 -0.301 -0.880 H9 H91 42 H91 H10 H10 H 0 1 N N N -1.928 9.109 0.693 6.091 -2.781 0.187 H10 H91 43 H91 H11 H11 H 0 1 N N N -4.830 6.286 -1.352 2.070 -5.036 0.221 H11 H91 44 H91 H12 H12 H 0 1 N N N -6.267 6.290 -3.336 -0.269 -4.393 0.087 H12 H91 45 H91 H13 H13 H 0 1 N N N -4.999 10.257 -4.257 0.807 -0.257 -0.200 H13 H91 46 H91 H14 H14 H 0 1 N N N -2.732 12.235 -8.671 -2.421 2.914 1.482 H14 H91 47 H91 H15 H15 H 0 1 N N N -1.678 13.690 -8.661 -2.380 2.705 -0.285 H15 H91 48 H91 H16 H16 H 0 1 N N N -6.583 10.515 -5.019 -1.997 -3.799 0.629 H16 H91 49 H91 H17 H17 H 0 1 N N N -6.617 6.243 -5.454 -0.927 0.047 -0.927 H17 H91 50 H91 H18 H18 H 0 1 N N N -2.747 14.444 -6.524 0.063 3.330 1.431 H18 H91 51 H91 H19 H19 H 0 1 N N N -4.967 13.404 -6.772 -0.859 1.085 1.938 H19 H91 52 H91 H20 H20 H 0 1 N N N -4.231 11.767 -6.706 -0.872 0.698 0.201 H20 H91 53 H91 H21 H21 H 0 1 N N N -4.201 13.865 -4.456 1.598 1.404 1.849 H21 H91 54 H91 H22 H22 H 0 1 N N N -5.180 12.359 -4.494 1.145 -0.229 1.304 H22 H91 55 H91 H23 H23 H 0 1 N N N -3.058 11.039 -4.710 1.280 0.521 -1.055 H23 H91 56 H91 H24 H24 H 0 1 N N N -0.868 12.188 -4.223 2.215 3.153 0.175 H24 H91 57 H91 H25 H25 H 0 1 N N N -1.723 13.761 -4.365 2.203 2.766 -1.562 H25 H91 58 H91 H26 H26 H 0 1 N N N -1.691 11.560 -6.507 -0.255 2.447 -1.473 H26 H91 59 H91 H27 H27 H 0 1 N N N -0.689 13.051 -6.540 0.198 4.080 -0.928 H27 H91 60 H91 H28 H28 H 0 1 N N N -1.969 13.550 -0.137 6.108 2.047 -0.197 H28 H91 61 H91 H29 H29 H 0 1 N N N -8.951 9.777 -8.625 -5.718 -1.127 -1.215 H29 H91 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 H91 C1 N SING N N 1 H91 N C SING N N 2 H91 N C2 SING N N 3 H91 O1 C23 SING N N 4 H91 C2 C3 SING N N 5 H91 CL1 C24 SING N N 6 H91 C23 C24 DOUB Y N 7 H91 C23 C22 SING Y N 8 H91 CL C22 SING N N 9 H91 C24 C25 SING Y N 10 H91 C3 C4 SING N N 11 H91 C3 C8 SING N N 12 H91 C22 C21 DOUB Y N 13 H91 C4 C5 SING N N 14 H91 C8 C7 SING N N 15 H91 C25 C20 DOUB Y N 16 H91 C21 C20 SING Y N 17 H91 C20 C16 SING N N 18 H91 C5 C6 SING N N 19 H91 C7 C6 SING N N 20 H91 C6 N1 SING N N 21 H91 C16 C17 DOUB Y N 22 H91 C16 C15 SING Y N 23 H91 C17 C18 SING Y N 24 H91 C15 C14 DOUB Y N 25 H91 N1 C19 SING N N 26 H91 N1 C9 SING N N 27 H91 C18 C19 DOUB Y N 28 H91 C18 C13 SING Y N 29 H91 O C9 DOUB N N 30 H91 C19 C11 SING Y N 31 H91 C14 C13 SING Y N 32 H91 C9 N2 SING N N 33 H91 C13 N3 DOUB Y N 34 H91 C11 C10 SING N N 35 H91 C11 C12 DOUB Y N 36 H91 N2 C10 SING N N 37 H91 N3 C12 SING Y N 38 H91 C H2 SING N N 39 H91 C H3 SING N N 40 H91 C H4 SING N N 41 H91 C1 H5 SING N N 42 H91 C1 H6 SING N N 43 H91 C1 H7 SING N N 44 H91 C10 H8 SING N N 45 H91 C10 H9 SING N N 46 H91 C12 H10 SING N N 47 H91 C14 H11 SING N N 48 H91 C15 H12 SING N N 49 H91 C17 H13 SING N N 50 H91 C2 H14 SING N N 51 H91 C2 H15 SING N N 52 H91 C21 H16 SING N N 53 H91 C25 H17 SING N N 54 H91 C3 H18 SING N N 55 H91 C4 H19 SING N N 56 H91 C4 H20 SING N N 57 H91 C5 H21 SING N N 58 H91 C5 H22 SING N N 59 H91 C6 H23 SING N N 60 H91 C7 H24 SING N N 61 H91 C7 H25 SING N N 62 H91 C8 H26 SING N N 63 H91 C8 H27 SING N N 64 H91 N2 H28 SING N N 65 H91 O1 H29 SING N N 66 # 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 H91 SMILES ACDLabs 12.01 "N(C)(CC5CCC(N1c3c(CNC1=O)cnc2ccc(cc23)c4cc(c(c(c4)Cl)O)Cl)CC5)C" H91 InChI InChI 1.03 "InChI=1S/C26H28Cl2N4O2/c1-31(2)14-15-3-6-19(7-4-15)32-24-18(13-30-26(32)34)12-29-23-8-5-16(9-20(23)24)17-10-21(27)25(33)22(28)11-17/h5,8-12,15,19,33H,3-4,6-7,13-14H2,1-2H3,(H,30,34)/t15-,19-" H91 InChIKey InChI 1.03 FUVRHGKKWNNBJX-RHDGDCLCSA-N H91 SMILES_CANONICAL CACTVS 3.385 "CN(C)C[C@H]1CC[C@@H](CC1)N2C(=O)NCc3cnc4ccc(cc4c23)c5cc(Cl)c(O)c(Cl)c5" H91 SMILES CACTVS 3.385 "CN(C)C[CH]1CC[CH](CC1)N2C(=O)NCc3cnc4ccc(cc4c23)c5cc(Cl)c(O)c(Cl)c5" H91 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN(C)CC1CCC(CC1)N2c3c4cc(ccc4ncc3CNC2=O)c5cc(c(c(c5)Cl)O)Cl" H91 SMILES "OpenEye OEToolkits" 2.0.6 "CN(C)CC1CCC(CC1)N2c3c4cc(ccc4ncc3CNC2=O)c5cc(c(c(c5)Cl)O)Cl" # 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 H91 "SYSTEMATIC NAME" ACDLabs 12.01 "9-(3,5-dichloro-4-hydroxyphenyl)-1-{trans-4-[(dimethylamino)methyl]cyclohexyl}-3,4-dihydropyrimido[5,4-c]quinolin-2(1H)-one" H91 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "9-[3,5-bis(chloranyl)-4-oxidanyl-phenyl]-1-[4-[(dimethylamino)methyl]cyclohexyl]-3,4-dihydropyrimido[5,4-c]quinolin-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H91 "Create component" 2016-11-15 RCSB H91 "Initial release" 2017-11-22 RCSB #