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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b XOFGGFSZAJCEEW-UHFFFAOYAE                                                                                                                                       
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                                                                                                      
# 
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 
# 
