data_227 # _chem_comp.id 227 _chem_comp.name "6,7-DIMETHOXY-4-{8-[(4-METHYLPIPERAZIN-1-YL)SULFONYL]-3,4-DIHYDROISOQUINOLIN-2(1H)-YL}QUINAZOLINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H29 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-12-27 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 483.583 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 227 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye/OEToolkits V1.4.2" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2O8H _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 227 C34 C34 C 0 1 N N N 7.937 24.817 36.622 -3.752 -4.559 7.529 C34 227 1 227 C32 C32 C 0 1 N N N 10.070 25.234 37.623 -3.757 -2.973 5.714 C32 227 2 227 C4 C4 C 0 1 Y N N 11.774 18.497 42.200 -7.065 -6.378 1.590 C4 227 3 227 C7 C7 C 0 1 Y N N 13.450 16.853 43.739 -8.666 -7.233 3.692 C7 227 4 227 C9 C9 C 0 1 Y N N 12.359 17.389 41.630 -6.938 -7.680 2.065 C9 227 5 227 C13 C13 C 0 1 Y N N 13.216 16.553 42.388 -7.740 -8.107 3.117 C13 227 6 227 C20 C20 C 0 1 Y N N 11.361 23.723 43.599 -6.263 -1.121 0.766 C20 227 7 227 C21 C21 C 0 1 N N N 14.884 14.758 42.320 -8.464 -10.370 2.997 C21 227 8 227 N5 N5 N 0 1 N N S 10.566 20.942 43.553 -7.375 -3.689 0.661 N5 227 9 227 C18 C18 C 0 1 N N N 11.225 17.868 39.486 -4.719 -8.534 2.052 C18 227 10 227 C16 C16 C 0 1 N N N 10.632 23.124 44.771 -7.686 -1.303 0.288 C16 227 11 227 O17 O17 O 0 1 N N N 13.785 15.480 41.760 -7.633 -9.378 3.598 O17 227 12 227 C19 C19 C 0 1 Y N N 12.208 23.610 41.349 -4.128 -2.029 1.489 C19 227 13 227 O26 O26 O 0 1 N N N 12.492 21.435 39.610 -3.426 -4.465 0.930 O26 227 14 227 S22 S22 S 0 1 N N N 12.484 22.852 39.682 -3.008 -3.356 1.762 S22 227 15 227 O27 O27 O 0 1 N N N 13.733 23.348 39.335 -1.663 -2.828 1.680 O27 227 16 227 N25 N25 N 0 1 N N N 11.198 23.394 38.664 -3.366 -3.718 3.397 N25 227 17 227 C30 C30 C 0 1 N N N 11.046 24.861 38.741 -3.145 -2.605 4.363 C30 227 18 227 N33 N33 N 0 1 N N N 8.795 24.529 37.788 -3.188 -4.230 6.221 N33 227 19 227 C31 C31 C 0 1 N N N 8.906 23.066 37.922 -3.422 -5.323 5.267 C31 227 20 227 C29 C29 C 0 1 N N N 9.946 22.698 38.968 -2.804 -5.001 3.907 C29 227 21 227 C23 C23 C 0 1 Y N N 12.704 24.918 41.480 -3.658 -0.738 1.728 C23 227 22 227 C28 C28 C 0 1 Y N N 12.533 25.606 42.685 -4.484 0.360 1.495 C28 227 23 227 C15 C15 C 0 1 Y N N 11.532 23.010 42.403 -5.433 -2.233 1.022 C15 227 24 227 C10 C10 C 0 1 N N N 10.992 21.598 42.285 -5.911 -3.638 0.731 C10 227 25 227 C24 C24 C 0 1 Y N N 11.865 25.005 43.731 -5.781 0.170 1.019 C24 227 26 227 C11 C11 C 0 1 N N N 9.783 21.911 44.329 -7.951 -2.708 -0.265 C11 227 27 227 C2 C2 C 0 1 Y N N 11.404 19.957 44.184 -8.150 -4.176 1.712 C2 227 28 227 C1 C1 C 0 1 Y N N 11.999 18.829 43.544 -7.999 -5.505 2.174 C1 227 29 227 N6 N6 N 0 1 Y N N 11.670 20.139 45.493 -9.062 -3.338 2.290 N6 227 30 227 C12 C12 C 0 1 Y N N 12.334 19.190 46.184 -9.786 -3.849 3.299 C12 227 31 227 N8 N8 N 0 1 Y N N 13.048 18.231 45.578 -9.710 -5.098 3.803 N8 227 32 227 C3 C3 C 0 1 Y N N 12.838 17.965 44.298 -8.814 -5.925 3.237 C3 227 33 227 O14 O14 O 0 1 N N N 12.155 17.118 40.311 -6.032 -8.521 1.495 O14 227 34 227 H341 1H34 H 0 0 N N N 6.888 24.889 36.946 -4.840 -4.462 7.504 H341 227 35 227 H342 2H34 H 0 0 N N N 8.246 25.769 36.166 -3.355 -3.884 8.292 H342 227 36 227 H343 3H34 H 0 0 N N N 8.038 24.007 35.884 -3.496 -5.586 7.803 H343 227 37 227 H321 1H32 H 0 0 N N N 10.511 24.956 36.654 -3.549 -2.163 6.423 H321 227 38 227 H322 2H32 H 0 0 N N N 9.883 26.317 37.664 -4.848 -3.056 5.618 H322 227 39 227 H4 H4 H 0 1 N N N 11.129 19.123 41.601 -6.430 -6.061 0.766 H4 227 40 227 H7 H7 H 0 1 N N N 14.097 16.227 44.335 -9.286 -7.586 4.515 H7 227 41 227 H211 1H21 H 0 0 N N N 15.637 14.573 41.540 -8.728 -10.059 1.983 H211 227 42 227 H212 2H21 H 0 0 N N N 15.335 15.348 43.132 -9.368 -10.501 3.597 H212 227 43 227 H213 3H21 H 0 0 N N N 14.526 13.798 42.719 -7.916 -11.314 2.955 H213 227 44 227 H181 1H18 H 0 0 N N N 10.302 18.058 40.053 -4.469 -7.537 2.423 H181 227 45 227 H182 2H18 H 0 0 N N N 11.681 18.826 39.198 -4.000 -8.840 1.287 H182 227 46 227 H183 3H18 H 0 0 N N N 10.987 17.288 38.582 -4.691 -9.246 2.881 H183 227 47 227 H161 1H16 H 0 0 N N N 11.367 22.793 45.519 -8.353 -1.114 1.139 H161 227 48 227 H162 2H16 H 0 0 N N N 9.963 23.886 45.197 -7.919 -0.566 -0.489 H162 227 49 227 H301 1H30 H 0 0 N N N 12.015 25.362 38.596 -3.630 -1.697 3.986 H301 227 50 227 H302 2H30 H 0 0 N N N 10.673 25.178 39.726 -2.071 -2.409 4.462 H302 227 51 227 H311 1H31 H 0 0 N N N 7.931 22.658 38.227 -4.499 -5.508 5.152 H311 227 52 227 H312 2H31 H 0 0 N N N 9.214 22.645 36.954 -2.968 -6.247 5.646 H312 227 53 227 H291 1H29 H 0 0 N N N 9.589 22.998 39.964 -1.713 -4.923 3.984 H291 227 54 227 H292 2H29 H 0 0 N N N 10.114 21.611 38.957 -3.045 -5.806 3.204 H292 227 55 227 H23 H23 H 0 1 N N N 13.215 25.390 40.654 -2.647 -0.592 2.096 H23 227 56 227 H28 H28 H 0 1 N N N 12.924 26.607 42.796 -4.117 1.365 1.686 H28 227 57 227 H101 1H10 H 0 0 N N N 10.110 21.641 41.629 -5.492 -3.961 -0.229 H101 227 58 227 H102 2H10 H 0 0 N N N 11.828 20.992 41.905 -5.545 -4.327 1.502 H102 227 59 227 H24 H24 H 0 1 N N N 11.734 25.539 44.661 -6.416 1.036 0.847 H24 227 60 227 H111 1H11 H 0 0 N N N 8.953 22.273 43.704 -9.026 -2.873 -0.408 H111 227 61 227 H112 2H11 H 0 0 N N N 9.416 21.405 45.234 -7.477 -2.818 -1.248 H112 227 62 227 H12 H12 H 0 1 N N N 12.289 19.203 47.263 -10.510 -3.189 3.759 H12 227 63 # 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 227 C34 N33 SING N N 1 227 C34 H341 SING N N 2 227 C34 H342 SING N N 3 227 C34 H343 SING N N 4 227 C32 N33 SING N N 5 227 C32 C30 SING N N 6 227 C32 H321 SING N N 7 227 C32 H322 SING N N 8 227 C4 C9 DOUB Y N 9 227 C4 C1 SING Y N 10 227 C4 H4 SING N N 11 227 C7 C13 DOUB Y N 12 227 C7 C3 SING Y N 13 227 C7 H7 SING N N 14 227 C9 O14 SING N N 15 227 C9 C13 SING Y N 16 227 C13 O17 SING N N 17 227 C20 C15 SING Y N 18 227 C20 C24 DOUB Y N 19 227 C20 C16 SING N N 20 227 C21 O17 SING N N 21 227 C21 H211 SING N N 22 227 C21 H212 SING N N 23 227 C21 H213 SING N N 24 227 N5 C10 SING N N 25 227 N5 C2 SING N N 26 227 N5 C11 SING N N 27 227 C18 O14 SING N N 28 227 C18 H181 SING N N 29 227 C18 H182 SING N N 30 227 C18 H183 SING N N 31 227 C16 C11 SING N N 32 227 C16 H161 SING N N 33 227 C16 H162 SING N N 34 227 C19 S22 SING N N 35 227 C19 C23 SING Y N 36 227 C19 C15 DOUB Y N 37 227 O26 S22 DOUB N N 38 227 S22 N25 SING N N 39 227 S22 O27 DOUB N N 40 227 N25 C30 SING N N 41 227 N25 C29 SING N N 42 227 C30 H301 SING N N 43 227 C30 H302 SING N N 44 227 N33 C31 SING N N 45 227 C31 C29 SING N N 46 227 C31 H311 SING N N 47 227 C31 H312 SING N N 48 227 C29 H291 SING N N 49 227 C29 H292 SING N N 50 227 C23 C28 DOUB Y N 51 227 C23 H23 SING N N 52 227 C28 C24 SING Y N 53 227 C28 H28 SING N N 54 227 C15 C10 SING N N 55 227 C10 H101 SING N N 56 227 C10 H102 SING N N 57 227 C24 H24 SING N N 58 227 C11 H111 SING N N 59 227 C11 H112 SING N N 60 227 C2 C1 DOUB Y N 61 227 C2 N6 SING Y N 62 227 C1 C3 SING Y N 63 227 N6 C12 DOUB Y N 64 227 C12 N8 SING Y N 65 227 C12 H12 SING N N 66 227 N8 C3 DOUB Y N 67 # 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 227 SMILES ACDLabs 10.04 "O=S(=O)(N1CCN(C)CC1)c2cccc5c2CN(c4ncnc3c4cc(OC)c(OC)c3)CC5" 227 SMILES_CANONICAL CACTVS 3.341 "COc1cc2ncnc(N3CCc4cccc(c4C3)[S](=O)(=O)N5CCN(C)CC5)c2cc1OC" 227 SMILES CACTVS 3.341 "COc1cc2ncnc(N3CCc4cccc(c4C3)[S](=O)(=O)N5CCN(C)CC5)c2cc1OC" 227 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)S(=O)(=O)c2cccc3c2C[N@](CC3)c4c5cc(c(cc5ncn4)OC)OC" 227 SMILES "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)S(=O)(=O)c2cccc3c2CN(CC3)c4c5cc(c(cc5ncn4)OC)OC" 227 InChI InChI 1.03 "InChI=1S/C24H29N5O4S/c1-27-9-11-29(12-10-27)34(30,31)23-6-4-5-17-7-8-28(15-19(17)23)24-18-13-21(32-2)22(33-3)14-20(18)25-16-26-24/h4-6,13-14,16H,7-12,15H2,1-3H3" 227 InChIKey InChI 1.03 XOFGGFSZAJCEEW-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 227 "SYSTEMATIC NAME" ACDLabs 10.04 "6,7-dimethoxy-4-{8-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydroisoquinolin-2(1H)-yl}quinazoline" 227 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6,7-dimethoxy-4-[(2S)-8-(4-methylpiperazin-1-yl)sulfonyl-3,4-dihydro-1H-isoquinolin-2-yl]quinazoline" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 227 "Create component" 2006-12-27 PDBJ 227 "Modify descriptor" 2011-06-04 RCSB #