data_2IC
# 
_chem_comp.id                                    2IC 
_chem_comp.name                                  "5-[(5S,9R)-9-(4-CYANOPHENYL)-3-(3,5-DICHLOROPHENYL)-1-METHYL-2,4-DIOXO-1,3,7-TRIAZASPIRO [4.4]NON-7-YL]METHYL]-3-THIOPHENECARBOXYLICACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H20 Cl2 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-09-20 
_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                        555.432 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2IC 
_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        2ICA 
_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 
2IC C2   C2   C  0 1 Y N N -5.917  -0.346 28.375 -4.966 3.657  -3.237 C2   2IC 1  
2IC C3   C3   C  0 1 Y N N -5.387  -0.125 29.650 -5.549 4.914  -3.081 C3   2IC 2  
2IC C8   C8   C  0 1 Y N N -7.819  1.103  28.826 -3.165 4.306  -1.757 C8   2IC 3  
2IC C9   C9   C  0 1 Y N N -7.120  0.236  27.944 -3.776 3.353  -2.576 C9   2IC 4  
2IC C12  C12  C  0 1 N N N -10.135 1.702  29.190 -0.953 4.921  -0.759 C12  2IC 5  
2IC C14  C14  C  0 1 N N R -10.703 2.537  27.099 -0.179 2.791  -0.020 C14  2IC 6  
2IC C15  C15  C  0 1 N N N -10.949 3.946  26.541 -0.240 2.272  1.431  C15  2IC 7  
2IC N18  N18  N  0 1 N N S -11.736 3.771  25.294 0.820  1.256  1.495  N18  2IC 8  
2IC C19  C19  C  0 1 N N N -11.478 2.426  24.810 0.871  0.646  0.165  C19  2IC 9  
2IC C22  C22  C  0 1 N N S -11.360 1.613  26.077 0.857  1.886  -0.737 C22  2IC 10 
2IC C24  C24  C  0 1 Y N N -10.801 0.221  25.975 0.654  1.673  -2.224 C24  2IC 11 
2IC C27  C27  C  0 1 Y N N -10.802 -2.061 26.873 0.474  2.568  -4.462 C27  2IC 12 
2IC C30  C30  C  0 1 Y N N -9.171  -1.424 25.175 0.276  0.189  -4.094 C30  2IC 13 
2IC C32  C32  C  0 1 Y N N -9.722  -0.133 25.116 0.462  0.385  -2.726 C32  2IC 14 
2IC C34  C34  C  0 1 N N N -9.198  -3.709 26.055 0.091  1.079  -6.364 C34  2IC 15 
2IC CL1  CL1  CL 0 0 N N N -5.055  -1.400 27.310 -5.716 2.480  -4.244 CL1  2IC 16 
2IC C5   C5   C  0 1 Y N N -6.108  0.709  30.506 -4.942 5.869  -2.265 C5   2IC 17 
2IC C6   C6   C  0 1 Y N N -7.297  1.334  30.112 -3.752 5.565  -1.604 C6   2IC 18 
2IC N11  N11  N  0 1 N N N -8.992  1.682  28.448 -1.945 3.995  -1.079 N11  2IC 19 
2IC N13  N13  N  0 1 N N N -11.112 2.260  28.466 0.078  4.216  -0.119 N13  2IC 20 
2IC C25  C25  C  0 1 Y N N -11.358 -0.773 26.813 0.660  2.765  -3.094 C25  2IC 21 
2IC C29  C29  C  0 1 Y N N -9.715  -2.379 26.047 0.282  1.280  -4.962 C29  2IC 22 
2IC N35  N35  N  0 1 N N N -8.804  -4.798 26.033 -0.064 0.916  -7.504 N35  2IC 23 
2IC C36  C36  C  0 1 N N N -11.491 4.637  24.137 0.596  0.280  2.550  C36  2IC 24 
2IC C39  C39  C  0 1 Y N N -12.183 5.953  24.290 0.546  0.921  3.907  C39  2IC 25 
2IC S40  S40  S  0 1 Y N N -11.350 7.222  25.155 1.991  1.086  4.790  S40  2IC 26 
2IC C41  C41  C  0 1 Y N N -12.753 8.256  25.014 1.155  1.832  6.085  C41  2IC 27 
2IC C43  C43  C  0 1 Y N N -13.667 7.726  24.190 -0.194 1.944  5.833  C43  2IC 28 
2IC C44  C44  C  0 1 Y N N -13.355 6.355  23.766 -0.547 1.411  4.560  C44  2IC 29 
2IC C46  C46  C  0 1 N N N -14.857 8.487  23.744 -1.109 2.539  6.771  C46  2IC 30 
2IC O47  O47  O  0 1 N N N -15.603 7.973  22.883 -0.813 3.007  7.885  O47  2IC 31 
2IC O48  O48  O  0 1 N N N -15.066 9.620  24.229 -2.401 2.553  6.324  O48  2IC 32 
2IC C50  C50  C  0 1 N N N -9.202  2.233  27.223 -1.578 2.725  -0.655 C50  2IC 33 
2IC O51  O51  O  0 1 N N N -8.385  2.467  26.333 -2.220 1.682  -0.716 O51  2IC 34 
2IC C52  C52  C  0 1 N N N -12.487 2.440  28.931 1.314  4.834  0.335  C52  2IC 35 
2IC O56  O56  O  0 1 N N N -10.282 1.274  30.333 -0.919 6.120  -1.011 O56  2IC 36 
2IC CL57 CL57 CL 0 0 N N N -5.530  0.945  32.105 -5.661 7.420  -2.073 CL57 2IC 37 
2IC H3   H3   H  0 1 N N N -4.458  -0.581 29.960 -6.477 5.151  -3.597 H3   2IC 38 
2IC H9   H9   H  0 1 N N N -7.508  0.028  26.958 -3.320 2.373  -2.696 H9   2IC 39 
2IC H151 1H15 H  0 0 N N N -9.994  4.448  26.327 -0.045 3.058  2.168  H151 2IC 40 
2IC H152 2H15 H  0 0 N N N -11.488 4.573  27.267 -1.219 1.832  1.662  H152 2IC 41 
2IC H191 1H19 H  0 0 N N N -12.297 2.063  24.172 0.005  -0.001 -0.030 H191 2IC 42 
2IC H192 2H19 H  0 0 N N N -10.579 2.365  24.179 1.784  0.059  0.021  H192 2IC 43 
2IC H22  H22  H  0 1 N N N -12.365 1.311  26.406 1.848  2.356  -0.661 H22  2IC 44 
2IC H27  H27  H  0 1 N N N -11.208 -2.799 27.549 0.481  3.429  -5.127 H27  2IC 45 
2IC H30  H30  H  0 1 N N N -8.329  -1.681 24.549 0.127  -0.821 -4.469 H30  2IC 46 
2IC H32  H32  H  0 1 N N N -9.327  0.591  24.419 0.455  -0.471 -2.056 H32  2IC 47 
2IC H6   H6   H  0 1 N N N -7.813  1.993  30.795 -3.277 6.308  -0.966 H6   2IC 48 
2IC H25  H25  H  0 1 N N N -12.223 -0.538 27.415 0.809  3.771  -2.713 H25  2IC 49 
2IC H361 1H36 H  0 0 N N N -11.870 4.139  23.232 1.402  -0.460 2.502  H361 2IC 50 
2IC H362 2H36 H  0 0 N N N -10.409 4.819  24.060 -0.340 -0.244 2.328  H362 2IC 51 
2IC H41  H41  H  0 1 N N N -12.868 9.200  25.525 1.697  2.150  6.966  H41  2IC 52 
2IC H44  H44  H  0 1 N N N -13.980 5.753  23.123 -1.552 1.394  4.156  H44  2IC 53 
2IC HO48 HO48 H  0 0 N N N -15.850 9.991  23.842 -3.033 2.957  6.957  HO48 2IC 54 
2IC H521 1H52 H  0 0 N N N -12.500 2.485  30.030 1.163  5.305  1.310  H521 2IC 55 
2IC H522 2H52 H  0 0 N N N -12.893 3.376  28.521 1.639  5.597  -0.378 H522 2IC 56 
2IC H523 3H52 H  0 0 N N N -13.102 1.594  28.592 2.101  4.081  0.426  H523 2IC 57 
# 
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 
2IC C2  CL1  SING N N 1  
2IC C2  C9   DOUB Y N 2  
2IC C2  C3   SING Y N 3  
2IC C3  C5   DOUB Y N 4  
2IC C3  H3   SING N N 5  
2IC C8  C9   SING Y N 6  
2IC C8  N11  SING N N 7  
2IC C8  C6   DOUB Y N 8  
2IC C9  H9   SING N N 9  
2IC C12 N11  SING N N 10 
2IC C12 N13  SING N N 11 
2IC C12 O56  DOUB N N 12 
2IC C14 C22  SING N N 13 
2IC C14 C15  SING N N 14 
2IC C14 C50  SING N N 15 
2IC C14 N13  SING N N 16 
2IC C15 N18  SING N N 17 
2IC C15 H151 SING N N 18 
2IC C15 H152 SING N N 19 
2IC N18 C36  SING N N 20 
2IC N18 C19  SING N N 21 
2IC C19 C22  SING N N 22 
2IC C19 H191 SING N N 23 
2IC C19 H192 SING N N 24 
2IC C22 C24  SING N N 25 
2IC C22 H22  SING N N 26 
2IC C24 C32  SING Y N 27 
2IC C24 C25  DOUB Y N 28 
2IC C27 C29  DOUB Y N 29 
2IC C27 C25  SING Y N 30 
2IC C27 H27  SING N N 31 
2IC C30 C32  DOUB Y N 32 
2IC C30 C29  SING Y N 33 
2IC C30 H30  SING N N 34 
2IC C32 H32  SING N N 35 
2IC C34 N35  TRIP N N 36 
2IC C34 C29  SING N N 37 
2IC C5  C6   SING Y N 38 
2IC C5  CL57 SING N N 39 
2IC C6  H6   SING N N 40 
2IC N11 C50  SING N N 41 
2IC N13 C52  SING N N 42 
2IC C25 H25  SING N N 43 
2IC C36 C39  SING N N 44 
2IC C36 H361 SING N N 45 
2IC C36 H362 SING N N 46 
2IC C39 C44  DOUB Y N 47 
2IC C39 S40  SING Y N 48 
2IC S40 C41  SING Y N 49 
2IC C41 C43  DOUB Y N 50 
2IC C41 H41  SING N N 51 
2IC C43 C46  SING N N 52 
2IC C43 C44  SING Y N 53 
2IC C44 H44  SING N N 54 
2IC C46 O47  DOUB N N 55 
2IC C46 O48  SING N N 56 
2IC O48 HO48 SING N N 57 
2IC C50 O51  DOUB N N 58 
2IC C52 H521 SING N N 59 
2IC C52 H522 SING N N 60 
2IC C52 H523 SING N N 61 
# 
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 
2IC SMILES           ACDLabs              10.04 O=C(O)c1cc(sc1)CN5CC3(C(=O)N(c2cc(Cl)cc(Cl)c2)C(=O)N3C)C(c4ccc(C#N)cc4)C5                                                                                                                               
2IC InChI            InChI                1.02b InChI=1/C26H20Cl2N4O4S/c1-30-25(36)32(20-8-18(27)7-19(28)9-20)24(35)26(30)14-31(11-21-6-17(13-37-21)23(33)34)12-22(26)16-4-2-15(10-29)3-5-16/h2-9,13,22H,11-12,14H2,1H3,(H,33,34)/t22-,26+/m0/s1/f/h33H 
2IC InChIKey         InChI                1.02b NXNKJLOEGWSJGI-FPIKSKQKDO                                                                                                                                                                               
2IC SMILES_CANONICAL CACTVS               3.341 CN1C(=O)N(C(=O)[C@]12CN(C[C@H]2c3ccc(cc3)C#N)Cc4scc(c4)C(O)=O)c5cc(Cl)cc(Cl)c5                                                                                                                          
2IC SMILES           CACTVS               3.341 CN1C(=O)N(C(=O)[C]12CN(C[CH]2c3ccc(cc3)C#N)Cc4scc(c4)C(O)=O)c5cc(Cl)cc(Cl)c5                                                                                                                            
2IC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CN1C(=O)N(C(=O)[C@]12C[N@](C[C@H]2c3ccc(cc3)C#N)Cc4cc(cs4)C(=O)O)c5cc(cc(c5)Cl)Cl                                                                                                                       
2IC SMILES           "OpenEye OEToolkits" 1.5.0 CN1C(=O)N(C(=O)C12CN(CC2c3ccc(cc3)C#N)Cc4cc(cs4)C(=O)O)c5cc(cc(c5)Cl)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 
2IC "SYSTEMATIC NAME" ACDLabs              10.04 "5-{[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]methyl}thiophene-3-carboxylic acid"      
2IC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[[(1R,3S,5S)-1-(4-cyanophenyl)-7-(3,5-dichlorophenyl)-9-methyl-6,8-dioxo-3,7,9-triazaspiro[4.4]nonan-3-yl]methyl]thiophene-3-carboxylic acid" 
# 
