data_222
# 
_chem_comp.id                                    222 
_chem_comp.name                                  2-(3-{(2-CHLORO-4-FLUOROPHENYL)[1-(2-CHLOROPHENYL)-6-OXO-1,6-DIHYDROPYRIDAZIN-3-YL]AMINO}PROPYL)-1H-ISOINDOLE-1,3(2H)-DIONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H19 Cl2 F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-08-11 
_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                        537.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     222 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2I0H 
_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 
222 C13  C13  C  0 1 Y N N 22.256 9.577  30.866 -0.416 -2.120 0.370  C13  222 1  
222 C1   C1   C  0 1 Y N N 23.717 10.287 33.666 -2.380 -0.476 -1.145 C1   222 2  
222 C2   C2   C  0 1 Y N N 23.720 10.798 32.307 -2.540 -0.780 0.208  C2   222 3  
222 C3   C3   C  0 1 Y N N 24.954 11.315 31.747 -3.769 -0.550 0.830  C3   222 4  
222 C4   C4   C  0 1 Y N N 26.163 11.328 32.518 -4.833 -0.017 0.101  C4   222 5  
222 C5   C5   C  0 1 Y N N 26.152 10.819 33.870 -4.670 0.286  -1.250 C5   222 6  
222 C6   C6   C  0 1 Y N N 24.927 10.298 34.443 -3.443 0.057  -1.874 C6   222 7  
222 C14  C14  C  0 1 Y N N 20.981 9.576  30.086 0.617  -2.632 1.296  C14  222 8  
222 N11  N11  N  0 1 Y N N 22.563 10.766 31.583 -1.418 -1.329 0.933  N11  222 9  
222 CL1  CL1  CL 0 0 N N N 25.012 11.935 30.121 -4.013 -0.910 2.502  CL1  222 10 
222 C15  C15  C  0 1 Y N N 20.181 10.679 30.081 0.604  -2.311 2.584  C15  222 11 
222 C16  C16  C  0 1 Y N N 20.575 11.935 30.879 -0.479 -1.426 3.057  C16  222 12 
222 N17  N17  N  0 1 Y N N 21.795 11.835 31.582 -1.413 -0.984 2.261  N17  222 13 
222 O18  O18  O  0 1 N N N 22.921 8.572  30.830 -0.288 -2.428 -0.814 O18  222 14 
222 N21  N21  N  0 1 N N N 20.123 13.287 31.198 -0.489 -1.068 4.386  N21  222 15 
222 C22  C22  C  0 1 N N N 20.716 14.566 31.575 -0.985 0.217  4.794  C22  222 16 
222 C23  C23  C  0 1 Y N N 18.689 13.242 31.109 0.039  -1.936 5.403  C23  222 17 
222 C33  C33  C  0 1 Y N N 18.014 13.931 30.002 1.378  -1.808 5.728  C33  222 18 
222 C34  C34  C  0 1 Y N N 16.584 13.908 29.884 1.919  -2.635 6.713  C34  222 19 
222 C35  C35  C  0 1 Y N N 15.807 13.207 30.858 1.112  -3.575 7.354  C35  222 20 
222 C36  C36  C  0 1 Y N N 16.402 12.516 31.968 -0.235 -3.688 7.012  C36  222 21 
222 C37  C37  C  0 1 Y N N 17.834 12.539 32.085 -0.776 -2.861 6.027  C37  222 22 
222 CL2  CL2  CL 0 0 N N N 18.529 11.709 33.413 -2.450 -3.032 5.636  CL2  222 23 
222 F42  F42  F  0 1 N N N 14.491 13.205 30.719 1.632  -4.369 8.300  F42  222 24 
222 C24  C24  C  0 1 N N N 20.952 14.912 33.022 -0.231 1.372  4.140  C24  222 25 
222 C27  C27  C  0 1 N N N 21.846 16.086 33.390 -0.752 2.752  4.537  C27  222 26 
222 N30  N30  N  0 1 N N N 23.198 15.939 32.810 -2.134 2.957  4.151  N30  222 27 
222 C43  C43  C  0 1 N N N 23.622 16.485 31.621 -3.206 2.708  4.983  C43  222 28 
222 C44  C44  C  0 1 Y N N 25.016 16.093 31.477 -4.396 3.051  4.206  C44  222 29 
222 C45  C45  C  0 1 Y N N 25.362 15.328 32.580 -3.983 3.483  2.954  C45  222 30 
222 C46  C46  C  0 1 N N N 24.191 15.229 33.437 -2.522 3.421  2.913  C46  222 31 
222 C47  C47  C  0 1 Y N N 25.944 16.381 30.448 -5.730 2.993  4.555  C47  222 32 
222 C48  C48  C  0 1 Y N N 27.261 15.859 30.589 -6.659 3.390  3.589  C48  222 33 
222 C49  C49  C  0 1 Y N N 27.615 15.070 31.736 -6.239 3.828  2.317  C49  222 34 
222 C50  C50  C  0 1 Y N N 26.658 14.798 32.750 -4.882 3.878  1.985  C50  222 35 
222 O55  O55  O  0 1 N N N 22.947 17.166 30.847 -3.232 2.290  6.126  O55  222 36 
222 O56  O56  O  0 1 N N N 24.082 14.635 34.508 -1.856 3.732  1.943  O56  222 37 
222 H1   H1   H  0 1 N N N 22.805 9.898  34.094 -1.429 -0.649 -1.643 H1   222 38 
222 H4   H4   H  0 1 N N N 27.076 11.716 32.091 -5.795 0.168  0.572  H4   222 39 
222 H5   H5   H  0 1 N N N 27.059 10.827 34.456 -5.498 0.701  -1.817 H5   222 40 
222 H6   H6   H  0 1 N N N 24.923 9.918  35.454 -3.317 0.294  -2.926 H6   222 41 
222 H14  H14  H  0 1 N N N 20.693 8.699  29.525 1.392  -3.273 0.891  H14  222 42 
222 H15  H15  H  0 1 N N N 19.263 10.672 29.512 1.351  -2.669 3.281  H15  222 43 
222 H221 1H22 H  0 0 N N N 21.705 14.591 31.095 -2.042 0.254  4.511  H221 222 44 
222 H222 2H22 H  0 0 N N N 19.955 15.297 31.264 -0.926 0.267  5.886  H222 222 45 
222 H33  H33  H  0 1 N N N 18.601 14.462 29.267 2.017  -1.081 5.235  H33  222 46 
222 H34  H34  H  0 1 N N N 16.098 14.417 29.065 2.968  -2.548 6.979  H34  222 47 
222 H36  H36  H  0 1 N N N 15.792 11.996 32.692 -0.850 -4.425 7.522  H36  222 48 
222 H241 1H24 H  0 0 N N N 19.963 15.138 33.446 0.831  1.310  4.408  H241 222 49 
222 H242 2H24 H  0 0 N N N 21.498 14.040 33.410 -0.295 1.260  3.051  H242 222 50 
222 H271 1H27 H  0 0 N N N 21.933 16.136 34.485 -0.678 2.914  5.616  H271 222 51 
222 H272 2H27 H  0 0 N N N 21.394 17.005 32.988 -0.165 3.530  4.038  H272 222 52 
222 H47  H47  H  0 1 N N N 25.664 16.973 29.590 -6.053 2.656  5.533  H47  222 53 
222 H48  H48  H  0 1 N N N 28.000 16.058 29.827 -7.721 3.361  3.820  H48  222 54 
222 H49  H49  H  0 1 N N N 28.618 14.680 31.828 -6.983 4.131  1.585  H49  222 55 
222 H50  H50  H  0 1 N N N 26.913 14.208 33.618 -4.560 4.216  1.007  H50  222 56 
# 
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 
222 C13 C14  SING Y N 1  
222 C13 O18  DOUB N N 2  
222 C13 N11  SING Y N 3  
222 C1  C2   SING Y N 4  
222 C1  C6   DOUB Y N 5  
222 C1  H1   SING N N 6  
222 C2  N11  SING N N 7  
222 C2  C3   DOUB Y N 8  
222 C3  CL1  SING N N 9  
222 C3  C4   SING Y N 10 
222 C4  C5   DOUB Y N 11 
222 C4  H4   SING N N 12 
222 C5  C6   SING Y N 13 
222 C5  H5   SING N N 14 
222 C6  H6   SING N N 15 
222 C14 C15  DOUB Y N 16 
222 C14 H14  SING N N 17 
222 N11 N17  SING Y N 18 
222 C15 C16  SING Y N 19 
222 C15 H15  SING N N 20 
222 C16 N21  SING N N 21 
222 C16 N17  DOUB Y N 22 
222 N21 C23  SING N N 23 
222 N21 C22  SING N N 24 
222 C22 C24  SING N N 25 
222 C22 H221 SING N N 26 
222 C22 H222 SING N N 27 
222 C23 C33  SING Y N 28 
222 C23 C37  DOUB Y N 29 
222 C33 C34  DOUB Y N 30 
222 C33 H33  SING N N 31 
222 C34 C35  SING Y N 32 
222 C34 H34  SING N N 33 
222 C35 F42  SING N N 34 
222 C35 C36  DOUB Y N 35 
222 C36 C37  SING Y N 36 
222 C36 H36  SING N N 37 
222 C37 CL2  SING N N 38 
222 C24 C27  SING N N 39 
222 C24 H241 SING N N 40 
222 C24 H242 SING N N 41 
222 C27 N30  SING N N 42 
222 C27 H271 SING N N 43 
222 C27 H272 SING N N 44 
222 N30 C43  SING N N 45 
222 N30 C46  SING N N 46 
222 C43 O55  DOUB N N 47 
222 C43 C44  SING N N 48 
222 C44 C47  SING Y N 49 
222 C44 C45  DOUB Y N 50 
222 C45 C50  SING Y N 51 
222 C45 C46  SING N N 52 
222 C46 O56  DOUB N N 53 
222 C47 C48  DOUB Y N 54 
222 C47 H47  SING N N 55 
222 C48 C49  SING Y N 56 
222 C48 H48  SING N N 57 
222 C49 C50  DOUB Y N 58 
222 C49 H49  SING N N 59 
222 C50 H50  SING N N 60 
# 
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 
222 SMILES           ACDLabs              10.04 Fc1ccc(c(Cl)c1)N(C3=NN(c2c(Cl)cccc2)C(=O)C=C3)CCCN5C(=O)c4ccccc4C5=O                                                                                                 
222 InChI            InChI                1.02b InChI=1/C27H19Cl2FN4O3/c28-20-8-3-4-9-23(20)34-25(35)13-12-24(31-34)32(22-11-10-17(30)16-21(22)29)14-5-15-33-26(36)18-6-1-2-7-19(18)27(33)37/h1-4,6-13,16H,5,14-15H2 
222 InChIKey         InChI                1.02b QGJNGXXVCVFADC-UHFFFAOYAD                                                                                                                                            
222 SMILES_CANONICAL CACTVS               3.341 Fc1ccc(N(CCCN2C(=O)c3ccccc3C2=O)C4=NN(C(=O)C=C4)c5ccccc5Cl)c(Cl)c1                                                                                                   
222 SMILES           CACTVS               3.341 Fc1ccc(N(CCCN2C(=O)c3ccccc3C2=O)C4=NN(C(=O)C=C4)c5ccccc5Cl)c(Cl)c1                                                                                                   
222 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=O)N(C2=O)CCCN(c3ccc(cc3Cl)F)C4=NN(C(=O)C=C4)c5ccccc5Cl                                                                                                 
222 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)C(=O)N(C2=O)CCCN(c3ccc(cc3Cl)F)C4=NN(C(=O)C=C4)c5ccccc5Cl                                                                                                 
# 
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 
222 "SYSTEMATIC NAME" ACDLabs              10.04 2-(3-{(2-chloro-4-fluorophenyl)[1-(2-chlorophenyl)-6-oxo-1,6-dihydropyridazin-3-yl]amino}propyl)-1H-isoindole-1,3(2H)-dione 
222 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 2-[3-[(2-chloro-4-fluoro-phenyl)-[1-(2-chlorophenyl)-6-oxo-pyridazin-3-yl]amino]propyl]isoindole-1,3-dione                  
# 
