data_663
# 
_chem_comp.id                                    663 
_chem_comp.name                                  3-CHLORO-N-(4-CHLORO-2-{[(5-CHLOROPYRIDIN-2-YL)AMINO]CARBONYL}-6-METHOXYPHENYL)-4-[(1-METHYL-1H-IMIDAZOL-2-YL)METHYL]THIOPHENE-2-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H18 Cl3 N5 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-04-02 
_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                        550.845 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     663 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye OEToolkits" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
663 C34  C34  C  0 1 N N N 10.657 0.626  17.896 -1.271 0.008  -9.086  C34  663 1  
663 N33  N33  N  0 1 N N N 9.553  0.993  16.972 -0.634 0.850  -8.102  N33  663 2  
663 C32  C32  C  0 1 N N N 9.223  0.271  15.910 -0.825 2.196  -7.963  C32  663 3  
663 C31  C31  C  0 1 N N N 8.033  0.956  15.282 -0.019 2.558  -6.909  C31  663 4  
663 N30  N30  N  0 1 N N N 7.910  2.164  16.097 0.654  1.474  -6.404  N30  663 5  
663 C29  C29  C  0 1 N N N 8.813  2.112  17.087 0.249  0.501  -7.148  C29  663 6  
663 C28  C28  C  0 1 N N N 8.991  3.186  18.169 0.701  -0.941 -7.002  C28  663 7  
663 C25  C25  C  0 1 N N N 7.927  3.038  19.273 1.677  -1.164 -5.906  C25  663 8  
663 C26  C26  C  0 1 N N N 7.326  4.156  19.949 1.333  -1.487 -4.561  C26  663 9  
663 CL3  CL3  CL 0 0 N N N 7.719  5.797  19.540 -0.286 -1.664 -4.025  CL3  663 10 
663 C24  C24  C  0 1 N N N 7.469  1.840  19.738 3.040  -1.078 -6.085  C24  663 11 
663 S23  S23  S  0 1 N N N 6.351  2.134  20.954 3.899  -1.386 -4.636  S23  663 12 
663 C22  C22  C  0 1 N N N 6.405  3.781  20.941 2.444  -1.626 -3.807  C22  663 13 
663 C20  C20  C  0 1 N N N 5.620  4.674  21.926 2.534  -1.955 -2.374  C20  663 14 
663 O21  O21  O  0 1 N N N 4.768  4.163  22.654 3.127  -2.962 -1.992  O21  663 15 
663 N19  N19  N  0 1 N N N 5.953  5.984  21.960 1.933  -1.020 -1.511  N19  663 16 
663 C12  C12  C  0 1 Y N N 5.324  6.860  22.787 1.885  -1.036 -0.112  C12  663 17 
663 C13  C13  C  0 1 Y N N 3.921  7.089  22.678 2.921  -1.631 0.608   C13  663 18 
663 O17  O17  O  0 1 N N N 3.200  6.484  21.676 3.984  -2.197 -0.030  O17  663 19 
663 C18  C18  C  0 1 N N N 2.045  5.784  22.188 5.103  -1.354 -0.297  C18  663 20 
663 C14  C14  C  0 1 Y N N 3.284  7.982  23.568 2.878  -1.652 2.002   C14  663 21 
663 C15  C15  C  0 1 Y N N 4.022  8.646  24.554 1.800  -1.079 2.676   C15  663 22 
663 CL2  CL2  CL 0 0 N N N 3.248  9.740  25.645 1.748  -1.105 4.396   CL2  663 23 
663 C16  C16  C  0 1 Y N N 5.392  8.431  24.657 0.764  -0.484 1.955   C16  663 24 
663 C11  C11  C  0 1 Y N N 6.057  7.556  23.785 0.807  -0.463 0.561   C11  663 25 
663 C9   C9   C  0 1 N N N 7.593  7.516  23.870 -0.293 0.165  -0.161  C9   663 26 
663 O10  O10  O  0 1 N N N 8.285  7.508  22.850 -0.258 1.360  -0.482  O10  663 27 
663 N7   N7   N  0 1 N N N 8.067  7.420  25.127 -1.352 -0.693 -0.490  N7   663 28 
663 C1   C1   C  0 1 Y N N 9.372  7.435  25.449 -2.533 -0.393 -1.214  C1   663 29 
663 C6   C6   C  0 1 Y N N 9.746  7.188  26.780 -2.678 0.903  -1.658  C6   663 30 
663 C5   C5   C  0 1 Y N N 11.107 7.119  27.108 -3.834 1.207  -2.367  C5   663 31 
663 C4   C4   C  0 1 Y N N 12.064 7.304  26.101 -4.782 0.217  -2.599  C4   663 32 
663 CL1  CL1  CL 0 0 N N N 13.753 7.146  26.451 -6.219 0.555  -3.472  CL1  663 33 
663 C3   C3   C  0 1 Y N N 11.640 7.558  24.793 -4.529 -1.052 -2.103  C3   663 34 
663 N2   N2   N  0 1 Y N N 10.332 7.609  24.498 -3.417 -1.386 -1.410  N2   663 35 
663 H341 1H34 H  0 0 N N N 11.595 0.535  17.329 -2.219 -0.342 -8.669  H341 663 36 
663 H342 2H34 H  0 0 N N N 10.767 1.406  18.664 -1.444 0.583  -10.000 H342 663 37 
663 H343 3H34 H  0 0 N N N 10.426 -0.335 18.379 -0.617 -0.839 -9.315  H343 663 38 
663 H32  H32  H  0 1 N N N 9.709  -0.629 15.563 -1.491 2.759  -8.602  H32  663 39 
663 H31  H31  H  0 1 N N N 7.428  0.636  14.446 0.111  3.545  -6.489  H31  663 40 
663 H281 1H28 H  0 0 N N N 9.990  3.079  18.618 1.114  -1.280 -7.971  H281 663 41 
663 H282 2H28 H  0 0 N N N 8.879  4.176  17.703 -0.194 -1.579 -6.868  H282 663 42 
663 H24  H24  H  0 1 N N N 7.774  0.867  19.383 3.577  -0.849 -6.995  H24  663 43 
663 HN19 HN19 H  0 0 N N N 6.681  6.317  21.361 1.472  -0.226 -1.964  HN19 663 44 
663 H181 1H18 H  0 0 N N N 2.172  5.606  23.266 5.420  -1.487 -1.335  H181 663 45 
663 H182 2H18 H  0 0 N N N 1.144  6.392  22.020 5.921  -1.607 0.381   H182 663 46 
663 H183 3H18 H  0 0 N N N 1.940  4.821  21.668 4.809  -0.314 -0.139  H183 663 47 
663 H14  H14  H  0 1 N N N 2.221  8.153  23.487 3.690  -2.117 2.558   H14  663 48 
663 H16  H16  H  0 1 N N N 5.954  8.947  25.422 -0.078 -0.036 2.479   H16  663 49 
663 HN7  HN7  H  0 1 N N N 7.404  7.332  25.870 -1.260 -1.653 -0.168  HN7  663 50 
663 H6   H6   H  0 1 N N N 8.993  7.053  27.542 -1.932 1.670  -1.473  H6   663 51 
663 H5   H5   H  0 1 N N N 11.415 6.926  28.125 -3.983 2.220  -2.734  H5   663 52 
663 H3   H3   H  0 1 N N N 12.371 7.714  24.014 -5.229 -1.868 -2.252  H3   663 53 
# 
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 
663 C34 N33  SING N N 1  
663 C34 H341 SING N N 2  
663 C34 H342 SING N N 3  
663 C34 H343 SING N N 4  
663 N33 C32  SING N N 5  
663 N33 C29  SING N N 6  
663 C32 C31  DOUB N N 7  
663 C32 H32  SING N N 8  
663 C31 N30  SING N N 9  
663 C31 H31  SING N N 10 
663 N30 C29  DOUB N N 11 
663 C29 C28  SING N N 12 
663 C28 C25  SING N N 13 
663 C28 H281 SING N N 14 
663 C28 H282 SING N N 15 
663 C25 C24  DOUB N N 16 
663 C25 C26  SING N N 17 
663 C26 CL3  SING N N 18 
663 C26 C22  DOUB N N 19 
663 C24 S23  SING N N 20 
663 C24 H24  SING N N 21 
663 S23 C22  SING N N 22 
663 C22 C20  SING N N 23 
663 C20 N19  SING N N 24 
663 C20 O21  DOUB N N 25 
663 N19 C12  SING N N 26 
663 N19 HN19 SING N N 27 
663 C12 C13  DOUB Y N 28 
663 C12 C11  SING Y N 29 
663 C13 O17  SING N N 30 
663 C13 C14  SING Y N 31 
663 O17 C18  SING N N 32 
663 C18 H181 SING N N 33 
663 C18 H182 SING N N 34 
663 C18 H183 SING N N 35 
663 C14 C15  DOUB Y N 36 
663 C14 H14  SING N N 37 
663 C15 C16  SING Y N 38 
663 C15 CL2  SING N N 39 
663 C16 C11  DOUB Y N 40 
663 C16 H16  SING N N 41 
663 C11 C9   SING N N 42 
663 C9  O10  DOUB N N 43 
663 C9  N7   SING N N 44 
663 N7  C1   SING N N 45 
663 N7  HN7  SING N N 46 
663 C1  N2   SING Y N 47 
663 C1  C6   DOUB Y N 48 
663 C6  C5   SING Y N 49 
663 C6  H6   SING N N 50 
663 C5  C4   DOUB Y N 51 
663 C5  H5   SING N N 52 
663 C4  C3   SING Y N 53 
663 C4  CL1  SING N N 54 
663 C3  N2   DOUB Y N 55 
663 C3  H3   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 
663 SMILES           ACDLabs              10.04 Clc1ccc(nc1)NC(=O)c2cc(Cl)cc(OC)c2NC(=O)c3scc(c3Cl)Cc4nccn4C                                                                                                                             
663 InChI            InChI                1.02b InChI=1/C23H18Cl3N5O3S/c1-31-6-5-27-18(31)7-12-11-35-21(19(12)26)23(33)30-20-15(8-14(25)9-16(20)34-2)22(32)29-17-4-3-13(24)10-28-17/h3-6,8-11H,7H2,1-2H3,(H,30,33)(H,28,29,32)/f/h29-30H 
663 InChIKey         InChI                1.02b WBFPCLIRIGEEBD-CYSPOYASCN                                                                                                                                                                
663 SMILES_CANONICAL CACTVS               3.341 COc1cc(Cl)cc(C(=O)Nc2ccc(Cl)cn2)c1NC(=O)c3scc(Cc4nccn4C)c3Cl                                                                                                                             
663 SMILES           CACTVS               3.341 COc1cc(Cl)cc(C(=O)Nc2ccc(Cl)cn2)c1NC(=O)c3scc(Cc4nccn4C)c3Cl                                                                                                                             
663 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cn1ccnc1Cc2csc(c2Cl)C(=O)Nc3c(cc(cc3OC)Cl)C(=O)Nc4ccc(cn4)Cl                                                                                                                             
663 SMILES           "OpenEye OEToolkits" 1.5.0 Cn1ccnc1Cc2csc(c2Cl)C(=O)Nc3c(cc(cc3OC)Cl)C(=O)Nc4ccc(cn4)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 
663 "SYSTEMATIC NAME" ACDLabs              10.04 3-chloro-N-{4-chloro-2-[(5-chloropyridin-2-yl)carbamoyl]-6-methoxyphenyl}-4-[(1-methyl-1H-imidazol-2-yl)methyl]thiophene-2-carboxamide 
663 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-chloro-N-[4-chloro-2-[(5-chloropyridin-2-yl)carbamoyl]-6-methoxy-phenyl]-4-[(1-methylimidazol-2-yl)methyl]thiophene-2-carboxamide    
# 
